NP-MRD: Showing NP-Card for Deoxyamphimedine (NP0025515)

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Record Information

Version

1.0

Created at

2021-06-19 17:37:14 UTC

Updated at

2021-06-29 23:50:31 UTC

NP-MRD ID

NP0025515

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Deoxyamphimedine

Provided By

JEOL Database JEOL Logo

Description

Deoxyamphimedine is found in Neopetrosia carbonaria and Xestospongia. It was first documented in 2001 (Tasdemir, D., et al.). Based on a literature review very few articles have been published on 5-methyl-8-oxo-5,10,20-triazapentacyclo[11.7.1.0²,⁷.0⁹,²¹.0¹⁴,¹⁹]Henicosa-1(20),2,4,6,9,11,13(21),14,16,18-decaen-5-ium.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119373D          

 35 39  0  0  0  0            999 V2000
   -0.2797   -5.9770   -3.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -4.7015   -2.4628 N   0  3  0  0  0  4  0  0  0  0  0  0
   -0.8407   -4.3597   -1.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -3.1513   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -2.2704   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -2.6578   -2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -3.8738   -2.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252   -1.7815   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -2.1701   -3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -0.4838   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.2875   -2.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.4575   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109    1.8871   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646    1.0807   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -0.1429   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -0.9831   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.6792    0.5488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.4852    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.7740    2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    1.9566    2.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    2.8782    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    2.6113    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    1.4141    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -5.7505   -4.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -6.6470   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928   -6.4329   -3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -5.0533   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.8984    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120   -4.1984   -3.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    2.0665   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    2.8491   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.0586    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1530    3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    3.8040    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8866    3.3605    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2  7  2  0  0  0  0
  5  6  2  0  0  0  0
 16 15  2  0  0  0  0
  7  6  1  0  0  0  0
 15 14  1  0  0  0  0
 14 23  2  0  0  0  0
  6  8  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
  8 10  1  0  0  0  0
 16  5  1  0  0  0  0
 18 23  1  0  0  0  0
  3  2  1  0  0  0  0
 23 22  1  0  0  0  0
 15 10  1  0  0  0  0
 22 21  2  0  0  0  0
  5  4  1  0  0  0  0
 21 20  1  0  0  0  0
 10 11  2  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
  4  3  2  0  0  0  0
  8  9  2  0  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
  3 27  1  0  0  0  0
  7 29  1  0  0  0  0
  4 28  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 22 35  1  0  0  0  0
 21 34  1  0  0  0  0
 20 33  1  0  0  0  0
 19 32  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  CHG  1   2   1
M  END

     RDKit          3D

 35 39  0  0  0  0  0  0  0  0999 V2000
   -0.2797   -5.9770   -3.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -4.7015   -2.4628 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8407   -4.3597   -1.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -3.1513   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -2.2704   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -2.6578   -2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -3.8738   -2.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252   -1.7815   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -2.1701   -3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -0.4838   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.2875   -2.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.4575   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109    1.8871   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646    1.0807   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -0.1429   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -0.9831   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.6792    0.5488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.4852    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.7740    2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    1.9566    2.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    2.8782    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    2.6113    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    1.4141    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -5.7505   -4.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -6.6470   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928   -6.4329   -3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -5.0533   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.8984    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120   -4.1984   -3.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    2.0665   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    2.8491   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.0586    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1530    3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    3.8040    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8866    3.3605    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13 14  1  0
  2  7  2  0
  5  6  2  0
 16 15  2  0
  7  6  1  0
 15 14  1  0
 14 23  2  0
  6  8  1  0
 18 17  2  0
 17 16  1  0
  8 10  1  0
 16  5  1  0
 18 23  1  0
  3  2  1  0
 23 22  1  0
 15 10  1  0
 22 21  2  0
  5  4  1  0
 21 20  1  0
 10 11  2  0
 20 19  2  0
 19 18  1  0
  4  3  2  0
  8  9  2  0
 11 12  1  0
  2  1  1  0
  3 27  1  0
  7 29  1  0
  4 28  1  0
 12 30  1  0
 13 31  1  0
 22 35  1  0
 21 34  1  0
 20 33  1  0
 19 32  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  CHG  1   2   1
M  END


  Mrv1652306192119373D          

 35 39  0  0  0  0            999 V2000
   -0.2797   -5.9770   -3.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -4.7015   -2.4628 N   0  3  0  0  0  4  0  0  0  0  0  0
   -0.8407   -4.3597   -1.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -3.1513   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -2.2704   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -2.6578   -2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -3.8738   -2.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252   -1.7815   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -2.1701   -3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -0.4838   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.2875   -2.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.4575   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109    1.8871   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646    1.0807   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -0.1429   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -0.9831   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.6792    0.5488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.4852    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.7740    2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    1.9566    2.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    2.8782    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    2.6113    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    1.4141    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -5.7505   -4.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -6.6470   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928   -6.4329   -3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -5.0533   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.8984    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120   -4.1984   -3.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    2.0665   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    2.8491   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.0586    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1530    3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    3.8040    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8866    3.3605    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2  7  2  0  0  0  0
  5  6  2  0  0  0  0
 16 15  2  0  0  0  0
  7  6  1  0  0  0  0
 15 14  1  0  0  0  0
 14 23  2  0  0  0  0
  6  8  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
  8 10  1  0  0  0  0
 16  5  1  0  0  0  0
 18 23  1  0  0  0  0
  3  2  1  0  0  0  0
 23 22  1  0  0  0  0
 15 10  1  0  0  0  0
 22 21  2  0  0  0  0
  5  4  1  0  0  0  0
 21 20  1  0  0  0  0
 10 11  2  0  0  0  0
 20 19  2  0  0  0  0
 19 18  1  0  0  0  0
  4  3  2  0  0  0  0
  8  9  2  0  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
  3 27  1  0  0  0  0
  7 29  1  0  0  0  0
  4 28  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 22 35  1  0  0  0  0
 21 34  1  0  0  0  0
 20 33  1  0  0  0  0
 19 32  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
NP0025515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C3C([H])=C([H])C([H])=C([H])C3=NC3=C2C(=N1)C(=O)C1=C3C([H])=C([H])[N+](=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H12N3O/c1-22-9-7-13-14(10-22)19(23)18-16-12(6-8-20-18)11-4-2-3-5-15(11)21-17(13)16/h2-10H,1H3/q+1

> <INCHI_KEY>
AMLWLOWGKNZNNZ-UHFFFAOYSA-N

> <FORMULA>
C19H12N3O

> <MOLECULAR_WEIGHT>
298.324

> <EXACT_MASS>
298.097488439

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.463306794396516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methyl-8-oxo-5,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-5-ium

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
-1.3533027511384121

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.307749532314922

> <JCHEM_PKA_STRONGEST_BASIC>
1.7257617433475871

> <JCHEM_POLAR_SURFACE_AREA>
46.730000000000004

> <JCHEM_REFRACTIVITY>
87.18080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.71e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-8-oxo-5,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-5-ium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 39  0  0  0  0  0  0  0  0999 V2000
   -0.2797   -5.9770   -3.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -4.7015   -2.4628 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8407   -4.3597   -1.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -3.1513   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -2.2704   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -2.6578   -2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -3.8738   -2.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252   -1.7815   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -2.1701   -3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -0.4838   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.2875   -2.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.4575   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109    1.8871   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646    1.0807   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -0.1429   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -0.9831   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.6792    0.5488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.4852    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.7740    2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    1.9566    2.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    2.8782    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    2.6113    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    1.4141    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -5.7505   -4.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -6.6470   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928   -6.4329   -3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -5.0533   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.8984    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120   -4.1984   -3.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    2.0665   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    2.8491   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.0586    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1530    3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    3.8040    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8866    3.3605    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13 14  1  0
  2  7  2  0
  5  6  2  0
 16 15  2  0
  7  6  1  0
 15 14  1  0
 14 23  2  0
  6  8  1  0
 18 17  2  0
 17 16  1  0
  8 10  1  0
 16  5  1  0
 18 23  1  0
  3  2  1  0
 23 22  1  0
 15 10  1  0
 22 21  2  0
  5  4  1  0
 21 20  1  0
 10 11  2  0
 20 19  2  0
 19 18  1  0
  4  3  2  0
  8  9  2  0
 11 12  1  0
  2  1  1  0
  3 27  1  0
  7 29  1  0
  4 28  1  0
 12 30  1  0
 13 31  1  0
 22 35  1  0
 21 34  1  0
 20 33  1  0
 19 32  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.280  -5.977  -3.169  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.059  -4.702  -2.463  0.00  0.00           N+1
HETATM    3  C   UNK     0      -0.841  -4.360  -1.414  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.641  -3.151  -0.749  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.368  -2.270  -1.158  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.147  -2.658  -2.247  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.922  -3.874  -2.891  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.225  -1.782  -2.737  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.877  -2.170  -3.697  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.454  -0.484  -2.037  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.451   0.288  -2.518  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.659   1.458  -1.888  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.911   1.887  -0.799  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.865   1.081  -0.293  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.645  -0.143  -0.948  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.627  -0.983  -0.497  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.167  -0.679   0.549  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.025   0.485   1.190  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.806   0.774   2.264  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.686   1.957   2.994  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.289   2.878   2.646  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.136   2.611   1.571  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.027   1.414   0.820  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.810  -5.750  -4.097  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.872  -6.647  -2.540  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.693  -6.433  -3.373  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.622  -5.053  -1.113  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.283  -2.898   0.096  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.512  -4.198  -3.745  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.466   2.067  -2.288  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.158   2.849  -0.361  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.575   0.059   2.547  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.353   2.153   3.830  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.391   3.804   3.208  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.887   3.361   1.332  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    7    3    1                                                  
CONECT    3    2    4   27                                                  
CONECT    4    5    3   28                                                  
CONECT    5    6   16    4                                                  
CONECT    6    5    7    8                                                  
CONECT    7    2    6   29                                                  
CONECT    8    6   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   15   11                                                  
CONECT   11   10   12                                                       
CONECT   12   13   11   30                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   15   23                                                  
CONECT   15   16   14   10                                                  
CONECT   16   15   17    5                                                  
CONECT   17   18   16                                                       
CONECT   18   17   23   19                                                  
CONECT   19   20   18   32                                                  
CONECT   20   21   19   33                                                  
CONECT   21   22   20   34                                                  
CONECT   22   23   21   35                                                  
CONECT   23   14   18   22                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    7                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

RDKit          3D

35 39  0  0  0  0  0  0  0  0999 V2000
   -0.2797   -5.9770   -3.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -4.7015   -2.4628 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8407   -4.3597   -1.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6413   -3.1513   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -2.2704   -1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1471   -2.6578   -2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219   -3.8738   -2.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2252   -1.7815   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772   -2.1701   -3.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536   -0.4838   -2.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.2875   -2.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.4575   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109    1.8871   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646    1.0807   -0.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -0.1429   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -0.9831   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.6792    0.5488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252    0.4852    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8060    0.7740    2.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859    1.9566    2.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    2.8782    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    2.6113    1.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    1.4141    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -5.7505   -4.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -6.6470   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928   -6.4329   -3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -5.0533   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -2.8984    0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120   -4.1984   -3.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665    2.0665   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577    2.8491   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.0586    2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1530    3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    3.8040    3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8866    3.3605    1.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13 14  1  0
  2  7  2  0
  5  6  2  0
 16 15  2  0
  7  6  1  0
 15 14  1  0
 14 23  2  0
  6  8  1  0
 18 17  2  0
 17 16  1  0
  8 10  1  0
 16  5  1  0
 18 23  1  0
  3  2  1  0
 23 22  1  0
 15 10  1  0
 22 21  2  0
  5  4  1  0
 21 20  1  0
 10 11  2  0
 20 19  2  0
 19 18  1  0
  4  3  2  0
  8  9  2  0
 11 12  1  0
  2  1  1  0
  3 27  1  0
  7 29  1  0
  4 28  1  0
 12 30  1  0
 13 31  1  0
 22 35  1  0
 21 34  1  0
 20 33  1  0
 19 32  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  CHG  1   2   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₂N₃O

Average Mass

298.3240 Da

Monoisotopic Mass

298.09749 Da

IUPAC Name

5-methyl-8-oxo-5,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-5-ium

Traditional Name

5-methyl-8-oxo-5,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-5-ium

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C3C([H])=C([H])C([H])=C([H])C3=NC3=C2C(=N1)C(=O)C1=C3C([H])=C([H])[N+](=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H12N3O/c1-22-9-7-13-14(10-22)19(23)18-16-12(6-8-20-18)11-4-2-3-5-15(11)21-17(13)16/h2-10H,1H3/q+1

InChI Key

AMLWLOWGKNZNNZ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Neopetrosia carbonaria	LOTUS Database	35616633
Xestospongia	JEOL database	Tasdemir, D., et al, J. Org. Chem. 66, 3246 (2001)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrido[2,3,4-kl]acridines. These are organic heterocyclic compounds with a structure based on the pyrido[2,3,4-kl]acridine skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Pyrido[2,3,4-kl]acridines

Alternative Parents

Substituents

Pyrido[2,3,4-kl]acridine
1,8-phenanthroline
Naphthyridine
Aryl ketone
Pyridine
Benzenoid
Pyridinium
Heteroaromatic compound
Vinylogous amide
Ketone
Azacycle
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic cation
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	-1.2	ALOGPS
logP	-1.4	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	1.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.73 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.18 m³·mol⁻¹	ChemAxon
Polarizability	32.46 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

8170418

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9994837

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tasdemir, D., et al. (2001). Tasdemir, D., et al, J. Org. Chem. 66, 3246 (2001). J. Org. Chem..

Showing NP-Card for Deoxyamphimedine (NP0025515)

MOL for NP0025515 (Deoxyamphimedine)

3D MOL for NP0025515 (Deoxyamphimedine)

3D SDF for NP0025515 (Deoxyamphimedine)

3D-SDF for NP0025515 (Deoxyamphimedine)

PDB for NP0025515 (Deoxyamphimedine)

3D PDB for NP0025515 (Deoxyamphimedine)

SMILES for NP0025515 (Deoxyamphimedine)

INCHI for NP0025515 (Deoxyamphimedine)

Structure for NP0025515 (Deoxyamphimedine)

3D Structure for NP0025515 (Deoxyamphimedine)