NP-MRD: Showing NP-Card for 13-didemethylaminocycloshermilamine D (NP0040720)

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Record Information

Version

2.0

Created at

2021-06-20 22:48:25 UTC

Updated at

2021-06-30 00:14:47 UTC

NP-MRD ID

NP0040720

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-didemethylaminocycloshermilamine D

Provided By

JEOL Database JEOL Logo

Description

10H-2a,9,10-Triaza-13-thia-13H-benzo[fg]cyclopenta[op]naphthacene-11(12H)-one 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. 13-didemethylaminocycloshermilamine D is found in Cystodytes dellechiajei. 13-didemethylaminocycloshermilamine D was first documented in 2011 (Bry, D., et al.). Based on a literature review very few articles have been published on 10H-2a,9,10-Triaza-13-thia-13H-benzo[fg]cyclopenta[op]naphthacene-11(12H)-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100483D          

 35 40  0  0  0  0            999 V2000
   -0.4925    6.8003   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    5.6609   -1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    5.3825   -2.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1463    4.1121   -1.1725 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540    2.9068   -1.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    3.2604   -1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315    2.3104   -1.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286    2.6281   -1.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    1.6202   -1.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331    0.2778   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -0.0897   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.4863   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -2.5955   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -3.8867   -0.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -4.1038   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -3.0335   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.7438   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.6301   -0.8408 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -0.5388   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636    0.7926   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    1.5513   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1530    0.6299   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.9730   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    4.6040   -1.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    5.0760   -3.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9986    6.3073   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7656    1.9317   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -0.4413   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -2.4863   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.7277   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -5.1113   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128   -3.2298   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -1.4059   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711    1.1794   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    4.8041   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
 12 17  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 11  1  0  0  0  0
  6 24  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 24  1  0  0  0  0
 11 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 22  1  0  0  0  0
 14 15  1  0  0  0  0
 23 22  2  0  0  0  0
 12 13  1  0  0  0  0
 22 21  1  0  0  0  0
 11 10  2  0  0  0  0
 23  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 21  5  2  0  0  0  0
 21 20  1  0  0  0  0
  6  7  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  6  5  1  0  0  0  0
  2  1  2  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 13 29  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
 24 35  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 20 34  1  0  0  0  0
 19 33  1  0  0  0  0
M  END

     RDKit          3D

 35 40  0  0  0  0  0  0  0  0999 V2000
   -0.4925    6.8003   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    5.6609   -1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    5.3825   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    4.1121   -1.1725 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540    2.9068   -1.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    3.2604   -1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315    2.3104   -1.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286    2.6281   -1.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    1.6202   -1.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331    0.2778   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -0.0897   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.4863   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -2.5955   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -3.8867   -0.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -4.1038   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -3.0335   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.7438   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.6301   -0.8408 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -0.5388   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636    0.7926   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    1.5513   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1530    0.6299   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.9730   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    4.6040   -1.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    5.0760   -3.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9986    6.3073   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7656    1.9317   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -0.4413   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -2.4863   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.7277   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -5.1113   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128   -3.2298   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -1.4059   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711    1.1794   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    4.8041   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 12 17  2  0
 15 16  2  0
 16 17  1  0
 12 11  1  0
  6 24  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2 24  1  0
 11 23  1  0
 17 18  1  0
 18 22  1  0
 14 15  1  0
 23 22  2  0
 12 13  1  0
 22 21  1  0
 11 10  2  0
 23  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 21  5  2  0
 21 20  1  0
  6  7  2  0
 18 19  1  0
 19 20  2  0
  6  5  1  0
  2  1  2  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 13 29  1  0
  3 25  1  0
  3 26  1  0
 24 35  1  0
  9 27  1  0
 10 28  1  0
 20 34  1  0
 19 33  1  0
M  END


  Mrv1652306212100483D          

 35 40  0  0  0  0            999 V2000
   -0.4925    6.8003   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    5.6609   -1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    5.3825   -2.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1463    4.1121   -1.1725 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540    2.9068   -1.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    3.2604   -1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315    2.3104   -1.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286    2.6281   -1.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    1.6202   -1.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331    0.2778   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -0.0897   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.4863   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -2.5955   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -3.8867   -0.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -4.1038   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -3.0335   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.7438   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.6301   -0.8408 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -0.5388   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636    0.7926   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    1.5513   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1530    0.6299   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.9730   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    4.6040   -1.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    5.0760   -3.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9986    6.3073   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7656    1.9317   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -0.4413   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -2.4863   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.7277   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -5.1113   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128   -3.2298   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -1.4059   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711    1.1794   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    4.8041   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
 12 17  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 11  1  0  0  0  0
  6 24  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 24  1  0  0  0  0
 11 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 22  1  0  0  0  0
 14 15  1  0  0  0  0
 23 22  2  0  0  0  0
 12 13  1  0  0  0  0
 22 21  1  0  0  0  0
 11 10  2  0  0  0  0
 23  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 21  5  2  0  0  0  0
 21 20  1  0  0  0  0
  6  7  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  6  5  1  0  0  0  0
  2  1  2  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
 13 29  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
 24 35  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 20 34  1  0  0  0  0
 19 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040720

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)C([H])([H])SC2=C3C([H])=C([H])N4C3=C3C(N=C([H])C([H])=C3C3=C4C([H])=C([H])C([H])=C3[H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H11N3OS/c23-14-9-24-19-12-6-8-22-13-4-2-1-3-10(13)11-5-7-20-16(17(19)21-14)15(11)18(12)22/h1-8H,9H2,(H,21,23)

> <INCHI_KEY>
DYQMBJXFSASIHJ-UHFFFAOYSA-N

> <FORMULA>
C19H11N3OS

> <MOLECULAR_WEIGHT>
329.38

> <EXACT_MASS>
329.06228316

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
34.97255175363364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-thia-1,11,14-triazahexacyclo[10.9.2.0^{2,7}.0^{8,23}.0^{13,18}.0^{19,22}]tricosa-2(7),3,5,8,10,12,18,20,22-nonaen-15-one

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
2.3739431186666664

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.32810973698546

> <JCHEM_PKA_STRONGEST_BASIC>
1.1731953969213833

> <JCHEM_POLAR_SURFACE_AREA>
46.400000000000006

> <JCHEM_REFRACTIVITY>
97.36430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-thia-1,11,14-triazahexacyclo[10.9.2.0^{2,7}.0^{8,23}.0^{13,18}.0^{19,22}]tricosa-2(7),3,5,8,10,12,18,20,22-nonaen-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 40  0  0  0  0  0  0  0  0999 V2000
   -0.4925    6.8003   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    5.6609   -1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    5.3825   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    4.1121   -1.1725 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540    2.9068   -1.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    3.2604   -1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315    2.3104   -1.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286    2.6281   -1.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    1.6202   -1.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331    0.2778   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -0.0897   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.4863   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -2.5955   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -3.8867   -0.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -4.1038   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -3.0335   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.7438   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.6301   -0.8408 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -0.5388   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636    0.7926   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    1.5513   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1530    0.6299   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.9730   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    4.6040   -1.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    5.0760   -3.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9986    6.3073   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7656    1.9317   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -0.4413   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -2.4863   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.7277   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -5.1113   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128   -3.2298   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -1.4059   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711    1.1794   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    4.8041   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 12 17  2  0
 15 16  2  0
 16 17  1  0
 12 11  1  0
  6 24  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2 24  1  0
 11 23  1  0
 17 18  1  0
 18 22  1  0
 14 15  1  0
 23 22  2  0
 12 13  1  0
 22 21  1  0
 11 10  2  0
 23  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 21  5  2  0
 21 20  1  0
  6  7  2  0
 18 19  1  0
 19 20  2  0
  6  5  1  0
  2  1  2  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 13 29  1  0
  3 25  1  0
  3 26  1  0
 24 35  1  0
  9 27  1  0
 10 28  1  0
 20 34  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0      -0.493   6.800  -2.043  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.030   5.661  -1.958  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.431   5.383  -2.238  0.00  0.00           C+0
HETATM    4  S   UNK     0       2.146   4.112  -1.173  0.00  0.00           S+0
HETATM    5  C   UNK     0       0.854   2.907  -1.288  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.496   3.260  -1.526  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.532   2.310  -1.517  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.829   2.628  -1.716  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.737   1.620  -1.691  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.433   0.278  -1.476  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.106  -0.090  -1.266  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.621  -1.486  -1.019  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.481  -2.595  -0.982  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.993  -3.887  -0.747  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.632  -4.104  -0.541  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.258  -3.034  -0.569  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.231  -1.744  -0.805  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.646  -0.630  -0.841  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.005  -0.539  -0.668  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.364   0.793  -0.794  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.186   1.551  -1.063  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.153   0.630  -1.079  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.180   0.973  -1.295  0.00  0.00           C+0
HETATM   24  N   UNK     0      -0.867   4.604  -1.742  0.00  0.00           N+0
HETATM   25  H   UNK     0       1.527   5.076  -3.285  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.999   6.307  -2.098  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.766   1.932  -1.857  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.243  -0.441  -1.477  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.551  -2.486  -1.136  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.683  -4.728  -0.724  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.266  -5.111  -0.359  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.313  -3.230  -0.406  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.617  -1.406  -0.465  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.371   1.179  -0.702  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.864   4.804  -1.737  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   24    1                                                  
CONECT    3    4    2   25   26                                             
CONECT    4    5    3                                                       
CONECT    5    4   21    6                                                  
CONECT    6   24    7    5                                                  
CONECT    7   23    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10   11    9   28                                                  
CONECT   11   12   23   10                                                  
CONECT   12   17   11   13                                                  
CONECT   13   14   12   29                                                  
CONECT   14   13   15   30                                                  
CONECT   15   16   14   31                                                  
CONECT   16   15   17   32                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   22   19                                                  
CONECT   19   18   20   33                                                  
CONECT   20   21   19   34                                                  
CONECT   21   22    5   20                                                  
CONECT   22   18   23   21                                                  
CONECT   23   11   22    7                                                  
CONECT   24    6    2   35                                                  
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
CONECT   35   24                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

RDKit          3D

35 40  0  0  0  0  0  0  0  0999 V2000
   -0.4925    6.8003   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0300    5.6609   -1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    5.3825   -2.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463    4.1121   -1.1725 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540    2.9068   -1.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    3.2604   -1.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315    2.3104   -1.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8286    2.6281   -1.7161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    1.6202   -1.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4331    0.2778   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -0.0897   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.4863   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4813   -2.5955   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -3.8867   -0.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -4.1038   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578   -3.0335   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.7438   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -0.6301   -0.8408 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -0.5388   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636    0.7926   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    1.5513   -1.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1530    0.6299   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.9730   -1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8670    4.6040   -1.7425 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    5.0760   -3.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9986    6.3073   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7656    1.9317   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430   -0.4413   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -2.4863   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.7277   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -5.1113   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128   -3.2298   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -1.4059   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711    1.1794   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641    4.8041   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 12 17  2  0
 15 16  2  0
 16 17  1  0
 12 11  1  0
  6 24  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2 24  1  0
 11 23  1  0
 17 18  1  0
 18 22  1  0
 14 15  1  0
 23 22  2  0
 12 13  1  0
 22 21  1  0
 11 10  2  0
 23  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 21  5  2  0
 21 20  1  0
  6  7  2  0
 18 19  1  0
 19 20  2  0
  6  5  1  0
  2  1  2  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 13 29  1  0
  3 25  1  0
  3 26  1  0
 24 35  1  0
  9 27  1  0
 10 28  1  0
 20 34  1  0
 19 33  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₉H₁₁N₃OS

Average Mass

329.3800 Da

Monoisotopic Mass

329.06228 Da

IUPAC Name

17-thia-1,11,14-triazahexacyclo[10.9.2.0^{2,7}.0^{8,23}.0^{13,18}.0^{19,22}]tricosa-2(7),3,5,8,10,12,18,20,22-nonaen-15-one

Traditional Name

17-thia-1,11,14-triazahexacyclo[10.9.2.0^{2,7}.0^{8,23}.0^{13,18}.0^{19,22}]tricosa-2(7),3,5,8,10,12,18,20,22-nonaen-15-one

CAS Registry Number

Not Available

SMILES

[H]N1C(=O)C([H])([H])SC2=C3C([H])=C([H])N4C3=C3C(N=C([H])C([H])=C3C3=C4C([H])=C([H])C([H])=C3[H])=C12

InChI Identifier

InChI=1S/C19H11N3OS/c23-14-9-24-19-12-6-8-22-13-4-2-1-3-10(13)11-5-7-20-16(17(19)21-14)15(11)18(12)22/h1-8H,9H2,(H,21,23)

InChI Key

DYQMBJXFSASIHJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Cystodytes dellechiajei	JEOL database	Bry, D., et al, Tetrahedron Lett. 52, 3041(2011)

Chemical Taxonomy

Description

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
Pyrroloquinoline
Diazanaphthalene
Benzothiazine
Naphthyridine
Indole
Indole or derivatives
Indolizine
Pyrrolopyridine
Aryl thioether
Alkylarylthioether
Para-thiazine
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Lactam
Carboxamide group
Secondary carboxylic acid amide
Thioether
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen 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	3.56	ALOGPS
logP	2.37	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	11.33	ChemAxon
pKa (Strongest Basic)	1.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.4 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	97.36 m³·mol⁻¹	ChemAxon
Polarizability	34.97 Å³	ChemAxon
Number of Rings	6	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

27025507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53359193

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bry, D., et al. (2011). Bry, D., et al, Tetrahedron Lett. 52, 3041(2011). Tetrahedron Lett.

Showing NP-Card for 13-didemethylaminocycloshermilamine D (NP0040720)

MOL for NP0040720 (13-didemethylaminocycloshermilamine D)

3D MOL for NP0040720 (13-didemethylaminocycloshermilamine D)

3D SDF for NP0040720 (13-didemethylaminocycloshermilamine D)

3D-SDF for NP0040720 (13-didemethylaminocycloshermilamine D)

PDB for NP0040720 (13-didemethylaminocycloshermilamine D)

3D PDB for NP0040720 (13-didemethylaminocycloshermilamine D)

SMILES for NP0040720 (13-didemethylaminocycloshermilamine D)

INCHI for NP0040720 (13-didemethylaminocycloshermilamine D)

Structure for NP0040720 (13-didemethylaminocycloshermilamine D)

3D Structure for NP0040720 (13-didemethylaminocycloshermilamine D)