NP-MRD: Showing NP-Card for Apicidin C (NP0004033)

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Record Information

Version

1.0

Created at

2020-12-09 01:32:44 UTC

Updated at

2021-07-15 16:48:03 UTC

NP-MRD ID

NP0004033

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Apicidin C

Provided By

NPAtlas

Description

(3S,6S,9S,15aR)-1,4,7-trihydroxy-6-[(1-methoxy-1H-indol-3-yl)methyl]-3-(6-oxooctyl)-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,15aH-pyrido[1,2-a]1,4,7,10-tetraazacyclododecan-10-one belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Apicidin C is found in Fusarium sp. It was first documented in 2002 (PMID: 11856024). Based on a literature review very few articles have been published on (3S,6S,9S,15aR)-1,4,7-trihydroxy-6-[(1-methoxy-1H-indol-3-yl)methyl]-3-(6-oxooctyl)-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,15aH-pyrido[1,2-a]1,4,7,10-tetraazacyclododecan-10-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012117503D          

 91 94  0  0  0  0            999 V2000
    9.0487    1.6330    1.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174    1.5452    0.2301 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7732    1.7502    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513    1.9723    1.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7654    1.6886   -0.5627 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4971    0.2936   -1.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9898   -0.6510    0.0026 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6689   -0.2654    0.6304 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6569   -0.1590   -0.4895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2565    0.1644   -0.0004 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8291   -0.8935    0.8581 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147   -2.2279    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.9960    1.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -2.9253   -0.7184 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3954   -4.0353   -0.6327 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1997   -5.2107   -1.4949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2352   -5.6798   -1.1872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0677   -4.6037   -1.8399 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9589   -3.3574   -1.0601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -2.7269   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344   -2.6615   -1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031   -2.0868    0.4250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6386   -3.0267    1.1686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8192   -3.4635    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -4.1962    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5283   -0.9233    0.0532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.2771   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4036    0.8530   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418    0.8858    0.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0122    2.0052    1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6825    3.1853    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    4.3589    0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9268    5.2583   -0.1897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    6.5530   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    7.6196    0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548    4.6702   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078    5.1988   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5157    4.4000   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3950    3.1141    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1578    2.6070    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427    3.3853    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8348    1.1885   -0.9223 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055    0.5432   -1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    0.2989   -2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2273    0.5763    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    2.2170    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0165    2.1278    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3652    0.5330   -0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6043    2.2678   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    2.1877   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    2.2948   -1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851   -0.1102   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    0.2691   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -0.6799    0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8687   -1.6535   -0.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4123   -1.0139    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704    0.7337    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.1169   -1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800    0.6837   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245    1.0841    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -0.5754    1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -2.2840   -1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -3.5786   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -4.4003    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2456   -5.0027   -2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -6.0089   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4442   -6.6815   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3304   -5.6187   -0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6017   -4.4345   -2.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659   -4.9966   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -1.7181    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -2.4173    2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5673   -2.6812    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5506   -3.9684   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3255   -4.2696    0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6858   -4.8648    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -3.8940    2.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456   -4.7062    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5602   -0.9223    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    0.1094    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.5464    1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092    2.2432    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9691    4.5266    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    7.2567    1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    8.3978    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0124    8.0867   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4734    6.2087   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4870    4.8210   -0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3054    2.5037    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0381    1.6106    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769    1.9518   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 42 91  1  0  0  0  0
M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
    9.0487    1.6330    1.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174    1.5452    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7732    1.7502    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513    1.9723    1.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7654    1.6886   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971    0.2936   -1.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -0.6510    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6689   -0.2654    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569   -0.1590   -0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565    0.1644   -0.0004 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8291   -0.8935    0.8581 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147   -2.2279    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.9960    1.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -2.9253   -0.7184 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3954   -4.0353   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -5.2107   -1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -5.6798   -1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -4.6037   -1.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.3574   -1.0601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -2.7269   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344   -2.6615   -1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031   -2.0868    0.4250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6386   -3.0267    1.1686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8192   -3.4635    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -4.1962    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5283   -0.9233    0.0532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.2771   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4036    0.8530   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4055    0.5432   -1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    0.2989   -2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2273    0.5763    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    2.2170    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0165    2.1278    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3652    0.5330   -0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652307012117503D          

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M  END
> <DATABASE_ID>
NP0004033

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)[C@]2([H])N(C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@]1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)C([H])([H])C([H])([H])[H])C([H])([H])C1=C([H])N(OC([H])([H])[H])C3=C([H])C([H])=C([H])C([H])=C13)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H47N5O6/c1-5-23(39)13-7-6-8-15-25-30(40)35-26(19-22-20-38(44-4)27-16-10-9-14-24(22)27)31(41)36-29(21(2)3)33(43)37-18-12-11-17-28(37)32(42)34-25/h9-10,14,16,20-21,25-26,28-29H,5-8,11-13,15,17-19H2,1-4H3,(H,34,42)(H,35,40)(H,36,41)/t25-,26-,28+,29-/m0/s1

> <INCHI_KEY>
GWLHFNKLJRZBAI-KGKLHAENSA-N

> <FORMULA>
C33H47N5O6

> <MOLECULAR_WEIGHT>
609.768

> <EXACT_MASS>
609.352634253

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
67.37323191023243

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,9S,15aR)-6-[(1-methoxy-1H-indol-3-yl)methyl]-3-(6-oxooctyl)-9-(propan-2-yl)-tetradecahydro-1H-pyrido[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
2.930114172999999

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.378260761929479

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.810178559849417

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9315401174756586

> <JCHEM_POLAR_SURFACE_AREA>
138.84000000000003

> <JCHEM_REFRACTIVITY>
166.60979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,15aR)-9-isopropyl-6-[(1-methoxyindol-3-yl)methyl]-3-(6-oxooctyl)-decahydro-2H-pyrido[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
    9.0487    1.6330    1.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174    1.5452    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7732    1.7502    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513    1.9723    1.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7654    1.6886   -0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971    0.2936   -1.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -0.6510    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6689   -0.2654    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569   -0.1590   -0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565    0.1644   -0.0004 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8291   -0.8935    0.8581 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147   -2.2279    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.9960    1.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -2.9253   -0.7184 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3954   -4.0353   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997   -5.2107   -1.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2352   -5.6798   -1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -4.6037   -1.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589   -3.3574   -1.0601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -2.7269   -0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344   -2.6615   -1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031   -2.0868    0.4250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6386   -3.0267    1.1686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8192   -3.4635    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -4.1962    1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5283   -0.9233    0.0532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    0.2771   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4036    0.8530   -1.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418    0.8858    0.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0122    2.0052    1.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825    3.1853    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0545    4.3589    0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9268    5.2583   -0.1897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    6.5530   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    7.6196    0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548    4.6702   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4078    5.1988   -0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5157    4.4000   -0.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3950    3.1141    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1578    2.6070    0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427    3.3853    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8348    1.1885   -0.9223 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055    0.5432   -1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7674    0.2989   -2.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2273    0.5763    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    2.2170    2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0165    2.1278    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3652    0.5330   -0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6043    2.2678   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    2.1877   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1428    2.2948   -1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851   -0.1102   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    0.2691   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7379   -0.6799    0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8687   -1.6535   -0.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4123   -1.0139    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704    0.7337    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.1169   -1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800    0.6837   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245    1.0841    0.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -0.5754    1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -2.2840   -1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -3.5786   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4402   -4.4003    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2456   -5.0027   -2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -6.0089   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4442   -6.6815   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3304   -5.6187   -0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6017   -4.4345   -2.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659   -4.9966   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9869   -1.7181    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -2.4173    2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5673   -2.6812    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5506   -3.9684   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3255   -4.2696    0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6858   -4.8648    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1977   -3.8940    2.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456   -4.7062    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5602   -0.9223    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2190    0.1094    0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751    1.5464    1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0092    2.2432    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9691    4.5266    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    7.2567    1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    8.3978    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0124    8.0867   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4734    6.2087   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4870    4.8210   -0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3054    2.5037    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0381    1.6106    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769    1.9518   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 29 42  1  0
 42 43  1  0
 43 44  2  0
 43 10  1  0
 19 14  1  0
 41 31  1  0
 41 36  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  1
 11 61  1  0
 14 62  1  6
 15 63  1  0
 15 64  1  0
 16 65  1  0
 16 66  1  0
 17 67  1  0
 17 68  1  0
 18 69  1  0
 18 70  1  0
 22 71  1  1
 23 72  1  1
 24 73  1  0
 24 74  1  0
 24 75  1  0
 25 76  1  0
 25 77  1  0
 25 78  1  0
 26 79  1  0
 29 80  1  1
 30 81  1  0
 30 82  1  0
 32 83  1  0
 35 84  1  0
 35 85  1  0
 35 86  1  0
 37 87  1  0
 38 88  1  0
 39 89  1  0
 40 90  1  0
 42 91  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0       9.049   1.633   1.469  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.217   1.545   0.230  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.773   1.750   0.513  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.451   1.972   1.690  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.765   1.689  -0.563  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.497   0.294  -1.025  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.990  -0.651   0.003  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.669  -0.265   0.630  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.657  -0.159  -0.490  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.256   0.164  -0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.829  -0.894   0.858  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.515  -2.228   0.573  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.314  -2.996   1.587  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.372  -2.925  -0.718  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.395  -4.035  -0.633  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.200  -5.211  -1.495  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.235  -5.680  -1.187  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.068  -4.604  -1.840  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.959  -3.357  -1.060  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.170  -2.727  -0.797  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.034  -2.662  -1.776  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.703  -2.087   0.425  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.639  -3.027   1.169  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.819  -3.463   0.368  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.905  -4.196   1.753  0.00  0.00           C+0
HETATM   26  N   UNK     0      -3.528  -0.923   0.053  0.00  0.00           N+0
HETATM   27  C   UNK     0      -2.939   0.277  -0.478  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.404   0.853  -1.491  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.742   0.886   0.160  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.012   2.005   1.096  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.683   3.185   0.595  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.054   4.359   0.236  0.00  0.00           C+0
HETATM   33  N   UNK     0      -2.927   5.258  -0.190  0.00  0.00           N+0
HETATM   34  O   UNK     0      -2.692   6.553  -0.641  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.039   7.620   0.246  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.155   4.670  -0.110  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.408   5.199  -0.435  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.516   4.400  -0.259  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.395   3.114   0.224  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.158   2.607   0.540  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.043   3.385   0.372  0.00  0.00           C+0
HETATM   42  N   UNK     0      -0.835   1.188  -0.922  0.00  0.00           N+0
HETATM   43  C   UNK     0       0.406   0.543  -1.115  0.00  0.00           C+0
HETATM   44  O   UNK     0       0.767   0.299  -2.291  0.00  0.00           O+0
HETATM   45  H   UNK     0       9.227   0.576   1.827  0.00  0.00           H+0
HETATM   46  H   UNK     0       8.499   2.217   2.232  0.00  0.00           H+0
HETATM   47  H   UNK     0      10.017   2.128   1.292  0.00  0.00           H+0
HETATM   48  H   UNK     0       8.365   0.533  -0.255  0.00  0.00           H+0
HETATM   49  H   UNK     0       8.604   2.268  -0.548  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.842   2.188  -0.208  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.143   2.295  -1.427  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.485  -0.110  -1.386  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.842   0.269  -1.933  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.738  -0.680   0.833  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.869  -1.654  -0.445  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.412  -1.014   1.385  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.770   0.734   1.137  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.652  -1.117  -1.014  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.980   0.684  -1.157  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.425   1.084   0.685  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.747  -0.575   1.898  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.775  -2.284  -1.579  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.398  -3.579  -0.846  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.440  -4.400   0.427  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.246  -5.003  -2.596  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.887  -6.009  -1.182  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.444  -6.681  -1.565  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.330  -5.619  -0.072  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.602  -4.434  -2.855  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.066  -4.997  -1.956  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.987  -1.718   1.137  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.043  -2.417   2.021  0.00  0.00           H+0
HETATM   73  H   UNK     0      -5.567  -2.681   0.155  0.00  0.00           H+0
HETATM   74  H   UNK     0      -4.551  -3.968  -0.581  0.00  0.00           H+0
HETATM   75  H   UNK     0      -5.325  -4.270   0.978  0.00  0.00           H+0
HETATM   76  H   UNK     0      -3.686  -4.865   2.205  0.00  0.00           H+0
HETATM   77  H   UNK     0      -2.198  -3.894   2.534  0.00  0.00           H+0
HETATM   78  H   UNK     0      -2.346  -4.706   0.940  0.00  0.00           H+0
HETATM   79  H   UNK     0      -4.560  -0.922   0.154  0.00  0.00           H+0
HETATM   80  H   UNK     0      -1.219   0.109   0.792  0.00  0.00           H+0
HETATM   81  H   UNK     0      -2.575   1.546   1.964  0.00  0.00           H+0
HETATM   82  H   UNK     0      -1.009   2.243   1.575  0.00  0.00           H+0
HETATM   83  H   UNK     0      -0.969   4.527   0.292  0.00  0.00           H+0
HETATM   84  H   UNK     0      -3.203   7.257   1.282  0.00  0.00           H+0
HETATM   85  H   UNK     0      -2.253   8.398   0.287  0.00  0.00           H+0
HETATM   86  H   UNK     0      -4.012   8.087  -0.069  0.00  0.00           H+0
HETATM   87  H   UNK     0      -5.473   6.209  -0.812  0.00  0.00           H+0
HETATM   88  H   UNK     0      -7.487   4.821  -0.515  0.00  0.00           H+0
HETATM   89  H   UNK     0      -7.305   2.504   0.350  0.00  0.00           H+0
HETATM   90  H   UNK     0      -5.038   1.611   0.924  0.00  0.00           H+0
HETATM   91  H   UNK     0      -1.177   1.952  -1.583  0.00  0.00           H+0
CONECT    1    2   45   46   47                                             
CONECT    2    1    3   48   49                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   50   51                                             
CONECT    6    5    7   52   53                                             
CONECT    7    6    8   54   55                                             
CONECT    8    7    9   56   57                                             
CONECT    9    8   10   58   59                                             
CONECT   10    9   11   43   60                                             
CONECT   11   10   12   61                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19   62                                             
CONECT   15   14   16   63   64                                             
CONECT   16   15   17   65   66                                             
CONECT   17   16   18   67   68                                             
CONECT   18   17   19   69   70                                             
CONECT   19   18   20   14                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26   71                                             
CONECT   23   22   24   25   72                                             
CONECT   24   23   73   74   75                                             
CONECT   25   23   76   77   78                                             
CONECT   26   22   27   79                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   42   80                                             
CONECT   30   29   31   81   82                                             
CONECT   31   30   32   41                                                  
CONECT   32   31   33   83                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   84   85   86                                             
CONECT   36   33   37   41                                                  
CONECT   37   36   38   87                                                  
CONECT   38   37   39   88                                                  
CONECT   39   38   40   89                                                  
CONECT   40   39   41   90                                                  
CONECT   41   40   31   36                                                  
CONECT   42   29   43   91                                                  
CONECT   43   42   44   10                                                  
CONECT   44   43                                                            
CONECT   45    1                                                            
CONECT   46    1                                                            
CONECT   47    1                                                            
CONECT   48    2                                                            
CONECT   49    2                                                            
CONECT   50    5                                                            
CONECT   51    5                                                            
CONECT   52    6                                                            
CONECT   53    6                                                            
CONECT   54    7                                                            
CONECT   55    7                                                            
CONECT   56    8                                                            
CONECT   57    8                                                            
CONECT   58    9                                                            
CONECT   59    9                                                            
CONECT   60   10                                                            
CONECT   61   11                                                            
CONECT   62   14                                                            
CONECT   63   15                                                            
CONECT   64   15                                                            
CONECT   65   16                                                            
CONECT   66   16                                                            
CONECT   67   17                                                            
CONECT   68   17                                                            
CONECT   69   18                                                            
CONECT   70   18                                                            
CONECT   71   22                                                            
CONECT   72   23                                                            
CONECT   73   24                                                            
CONECT   74   24                                                            
CONECT   75   24                                                            
CONECT   76   25                                                            
CONECT   77   25                                                            
CONECT   78   25                                                            
CONECT   79   26                                                            
CONECT   80   29                                                            
CONECT   81   30                                                            
CONECT   82   30                                                            
CONECT   83   32                                                            
CONECT   84   35                                                            
CONECT   85   35                                                            
CONECT   86   35                                                            
CONECT   87   37                                                            
CONECT   88   38                                                            
CONECT   89   39                                                            
CONECT   90   40                                                            
CONECT   91   42                                                            
MASTER        0    0    0    0    0    0    0    0   91    0  188    0
END

RDKit          3D

91 94  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Apicidin	MeSH
Cyclo(N-O-methyl-tryptophyl-isoleucyl-pipecolinyl-2-amino-8-oxodecanoyl)	MeSH

Chemical Formula

C₃₃H₄₇N₅O₆

Average Mass

609.7680 Da

Monoisotopic Mass

609.35263 Da

IUPAC Name

(3S,6S,9S,15aR)-6-[(1-methoxy-1H-indol-3-yl)methyl]-3-(6-oxooctyl)-9-(propan-2-yl)-tetradecahydro-1H-pyrido[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

Traditional Name

(3S,6S,9S,15aR)-9-isopropyl-6-[(1-methoxyindol-3-yl)methyl]-3-(6-oxooctyl)-decahydro-2H-pyrido[1,2-a]1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrone

CAS Registry Number

Not Available

SMILES

CCC(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@@H](NC(=O)[C@H](CC2=CN(OC)C3=CC=CC=C23)NC1=O)C(C)C

InChI Identifier

InChI=1S/C33H47N5O6/c1-5-23(39)13-7-6-8-15-25-30(40)35-26(19-22-20-38(44-4)27-16-10-9-14-24(22)27)31(41)36-29(21(2)3)33(43)37-18-12-11-17-28(37)32(42)34-25/h9-10,14,16,20-21,25-26,28-29H,5-8,11-13,15,17-19H2,1-4H3,(H,34,42)(H,35,40)(H,36,41)/t25-,26-,28+,29-/m0/s1

InChI Key

GWLHFNKLJRZBAI-KGKLHAENSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fusarium sp.	NPAtlas	11856024

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Piperidine
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.47	ALOGPS
logP	2.93	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	10.81	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	138.84 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	166.61 m³·mol⁻¹	ChemAxon
Polarizability	67.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA012028

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8049363

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9873674

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Singh SB, Zink DL, Liesch JM, Mosley RT, Dombrowski AW, Bills GF, Darkin-Rattray SJ, Schmatz DM, Goetz MA: Structure and chemistry of apicidins, a class of novel cyclic tetrapeptides without a terminal alpha-keto epoxide as inhibitors of histone deacetylase with potent antiprotozoal activities. J Org Chem. 2002 Feb 8;67(3):815-25. doi: 10.1021/jo016088w. [PubMed:11856024 ]

Showing NP-Card for Apicidin C (NP0004033)

MOL for NP0004033 (Apicidin C)

3D MOL for NP0004033 (Apicidin C)

3D SDF for NP0004033 (Apicidin C)

3D-SDF for NP0004033 (Apicidin C)

PDB for NP0004033 (Apicidin C)

3D PDB for NP0004033 (Apicidin C)

SMILES for NP0004033 (Apicidin C)

INCHI for NP0004033 (Apicidin C)

Structure for NP0004033 (Apicidin C)

3D Structure for NP0004033 (Apicidin C)