NP-MRD: Showing NP-Card for Chloroaustralasines A (NP0002592)

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Record Information

Version

1.0

Created at

2020-11-18 14:55:51 UTC

Updated at

2020-11-24 22:32:56 UTC

NP-MRD ID

NP0002592

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chloroaustralasines A

Description

Based on a literature review very few articles have been published on (11S,12R,13R,16S)-12-chloro-13-hydroxy-8,13,17,17-tetramethyl-18-oxa-8-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2,4,6-tetraen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652311182015552D          

 27 30  0  0  1  0            999 V2000
    3.1449   -0.0552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8498    1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480    1.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4951    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2874   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193   -1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  6  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

NP0002592
     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    3.1598   -3.0647   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5492   -1.7453   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299   -1.6165   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5514   -2.6008   -0.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.4103   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.6423    0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6735    0.4891    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    1.5533    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    1.4342    1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.1893    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6431   -0.9019    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -0.7289    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    1.8865    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5805    2.1413   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    3.3461    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    2.4702   -1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    0.9448    0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8866    1.1520   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.0335    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1791   -1.2682   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6970   -2.4576    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135   -1.3283   -1.3014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -1.5030   -0.2597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1071   -2.1012    1.3057 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.2991   -0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5245   -3.4604    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0065   -2.9456   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -3.7916   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594    2.5133    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.2583    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4109    0.0896    1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -1.8713    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669    3.7192    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805    4.1732    0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282    3.1144    1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.1308   -1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    1.6323   -2.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185    3.1065   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    0.7433    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    1.2108   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    2.0422    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1722   -0.0701    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101    0.1004    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -2.2062    1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397   -3.3326    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7081   -2.7713    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -1.1021   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   -2.2850   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0464   -0.1883   -1.7629 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 20 23  1  0
 23 24  1  0
 23 25  1  0
 12  2  1  0
 25 17  1  0
 25  5  1  0
 12  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  1
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  6
 25 49  1  6
M  END


  Mrv1652311182015552D          

 27 30  0  0  1  0            999 V2000
    3.1449   -0.0552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8498    1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480    1.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4951    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2874   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193   -1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  6  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0002592

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@@](C)(O)[C@H](Cl)[C@]1([H])C1=C(OC2(C)C)C2=CC=CC=C2N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24ClNO3/c1-19(2)12-9-10-20(3,24)17(21)14(12)15-16(25-19)11-7-5-6-8-13(11)22(4)18(15)23/h5-8,12,14,17,24H,9-10H2,1-4H3/t12-,14-,17+,20+/m0/s1

> <INCHI_KEY>
KVKPUNTZFLWTSM-FOTGTACZSA-N

> <FORMULA>
C20H24ClNO3

> <MOLECULAR_WEIGHT>
361.87

> <EXACT_MASS>
361.1444713

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.66798084685685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(11S,12R,13R,16S)-12-chloro-13-hydroxy-8,13,17,17-tetramethyl-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-9-one

> <JCHEM_LOGP>
2.213130335333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.004586518429178

> <JCHEM_PKA_STRONGEST_BASIC>
-0.10041057140000242

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
98.3853

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(11S,12R,13R,16S)-12-chloro-13-hydroxy-8,13,17,17-tetramethyl-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002592
     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    3.1598   -3.0647   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5492   -1.7453   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299   -1.6165   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5514   -2.6008   -0.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.4103   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.6423    0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6735    0.4891    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    1.5533    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    1.4342    1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.1893    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6431   -0.9019    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -0.7289    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    1.8865    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5805    2.1413   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    3.3461    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    2.4702   -1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    0.9448    0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8866    1.1520   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.0335    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1791   -1.2682   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6970   -2.4576    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135   -1.3283   -1.3014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -1.5030   -0.2597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1071   -2.1012    1.3057 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.2991   -0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5245   -3.4604    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0065   -2.9456   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -3.7916   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594    2.5133    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.2583    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4109    0.0896    1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -1.8713    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669    3.7192    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805    4.1732    0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282    3.1144    1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.1308   -1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    1.6323   -2.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185    3.1065   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    0.7433    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    1.2108   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    2.0422    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1722   -0.0701    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101    0.1004    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -2.2062    1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397   -3.3326    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7081   -2.7713    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -1.1021   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   -2.2850   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0464   -0.1883   -1.7629 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 20 23  1  0
 23 24  1  0
 23 25  1  0
 12  2  1  0
 25 17  1  0
 25  5  1  0
 12  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  1
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  6
 25 49  1  6
M  END

HEADER    PROTEIN                                 18-NOV-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-20         0                                  
HETATM    1  H   UNK     0       5.870  -0.103   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.920   2.178   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.423   3.474   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       7.383   3.680   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       8.391   0.770   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.862  -1.267   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.375  -1.558   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.136  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.503  -2.606   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.350   3.098   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.846   4.553   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.870   3.971   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10   15                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    2   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13   26                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14    2   16   17                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   12   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    NP0002592
HETATM    1  C1  UNL     1       3.160  -3.065  -0.438  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.549  -1.745  -0.243  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.230  -1.616  -0.506  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.551  -2.601  -0.908  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.534  -0.410  -0.359  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.317   0.642   0.080  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.674   0.489   0.346  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.421   1.553   0.781  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.776   1.434   1.055  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.342   0.189   0.869  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.643  -0.902   0.438  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.286  -0.729   0.177  1.00  0.00           C  
HETATM   13  O2  UNL     1       0.714   1.887   0.255  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.580   2.141  -0.297  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.121   3.346   0.449  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.531   2.470  -1.744  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.416   0.945   0.054  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.887   1.152  -0.032  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.530  -0.033   0.675  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.179  -1.268  -0.075  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.697  -2.458   0.742  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.813  -1.328  -1.301  1.00  0.00           O  
HETATM   23  C19 UNL     1      -1.696  -1.503  -0.260  1.00  0.00           C  
HETATM   24 CL1  UNL     1      -1.107  -2.101   1.306  1.00  0.00          CL  
HETATM   25  C20 UNL     1      -0.916  -0.299  -0.656  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.524  -3.460   0.542  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.006  -2.946  -1.143  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.416  -3.792  -0.806  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.959   2.513   0.918  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.367   2.258   1.394  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.411   0.090   1.084  1.00  0.00           H  
HETATM   32  H7  UNL     1       5.060  -1.871   0.288  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.067   3.719   0.005  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.381   4.173   0.313  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.228   3.114   1.527  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.372   3.131  -1.905  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.415   1.632  -2.428  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.418   3.107  -2.012  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.196   0.743   1.147  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.245   1.211  -1.067  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.149   2.042   0.540  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.172  -0.070   1.714  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.610   0.100   0.659  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.746  -2.206   1.823  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.040  -3.333   0.651  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.708  -2.771   0.380  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.764  -1.102  -1.197  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.651  -2.285  -1.070  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.046  -0.188  -1.763  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   12
CONECT    3    4    4    5
CONECT    5    6    6   25
CONECT    6    7   13
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   33   34   35
CONECT   16   36   37   38
CONECT   17   18   25   39
CONECT   18   19   40   41
CONECT   19   20   42   43
CONECT   20   21   22   23
CONECT   21   44   45   46
CONECT   22   47
CONECT   23   24   25   48
CONECT   25   49
END

NP0002592
     RDKit          3D

49 52  0  0  0  0  0  0  0  0999 V2000
    3.1598   -3.0647   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5492   -1.7453   -0.2431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299   -1.6165   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5514   -2.6008   -0.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.4103   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.6423    0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6735    0.4891    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    1.5533    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759    1.4342    1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.1893    0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6431   -0.9019    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -0.7289    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    1.8865    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5805    2.1413   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    3.3461    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    2.4702   -1.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162    0.9448    0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8866    1.1520   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.0335    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1791   -1.2682   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6970   -2.4576    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135   -1.3283   -1.3014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961   -1.5030   -0.2597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1071   -2.1012    1.3057 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158   -0.2991   -0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5245   -3.4604    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0065   -2.9456   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -3.7916   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594    2.5133    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    2.2583    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4109    0.0896    1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -1.8713    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669    3.7192    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3805    4.1732    0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2282    3.1144    1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    3.1308   -1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    1.6323   -2.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185    3.1065   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    0.7433    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    1.2108   -1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    2.0422    0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1722   -0.0701    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101    0.1004    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -2.2062    1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0397   -3.3326    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7081   -2.7713    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -1.1021   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   -2.2850   -1.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0464   -0.1883   -1.7629 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 20 23  1  0
 23 24  1  0
 23 25  1  0
 12  2  1  0
 25 17  1  0
 25  5  1  0
 12  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  1
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  6
 25 49  1  6
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄ClNO₃

Average Mass

361.8700 Da

Monoisotopic Mass

361.14447 Da

IUPAC Name

(11S,12R,13R,16S)-12-chloro-13-hydroxy-8,13,17,17-tetramethyl-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-9-one

Traditional Name

(11S,12R,13R,16S)-12-chloro-13-hydroxy-8,13,17,17-tetramethyl-18-oxa-8-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2,4,6-tetraen-9-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@@](C)(O)[C@H](Cl)[C@]1([H])C1=C(OC2(C)C)C2=CC=CC=C2N(C)C1=O

InChI Identifier

InChI=1S/C20H24ClNO3/c1-19(2)12-9-10-20(3,24)17(21)14(12)15-16(25-19)11-7-5-6-8-13(11)22(4)18(15)23/h5-8,12,14,17,24H,9-10H2,1-4H3/t12-,14-,17+,20+/m0/s1

InChI Key

KVKPUNTZFLWTSM-FOTGTACZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600MHz, CDCl₃, simulated)	Florent.olivon			2020-11-18	View Spectrum

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	2.21	ChemAxon
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-0.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.39 m³·mol⁻¹	ChemAxon
Polarizability	38.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137628435

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Chloroaustralasines A (NP0002592)

MOL for NP0002592 (Chloroaustralasines A)

3D MOL for NP0002592 (Chloroaustralasines A)

3D SDF for NP0002592 (Chloroaustralasines A)

3D-SDF for NP0002592 (Chloroaustralasines A)

PDB for NP0002592 (Chloroaustralasines A)

3D PDB for NP0002592 (Chloroaustralasines A)

SMILES for NP0002592 (Chloroaustralasines A)

INCHI for NP0002592 (Chloroaustralasines A)

Structure for NP0002592 (Chloroaustralasines A)

3D Structure for NP0002592 (Chloroaustralasines A)