NP-MRD: Showing NP-Card for (3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione (NP0311152)

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Record Information

Version

2.0

Created at

2022-09-11 06:57:29 UTC

Updated at

2022-09-11 06:57:29 UTC

NP-MRD ID

NP0311152

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione

Description

Discorhabdin Q belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring. (3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione was first documented in 2019 (PMID: 31349703). Based on a literature review very few articles have been published on Discorhabdin Q.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112208572D          

 25 30  0  0  1  0            999 V2000
    5.4822    1.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155    0.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    0.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403   -0.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881   -1.2690    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738   -1.5827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3750   -0.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068   -0.1180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3836    0.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584    1.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710    2.0703    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0823   -0.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2778   -0.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557   -1.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504   -0.0617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075    1.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    1.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    2.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    1.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    0.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997   -1.6526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 16 24  1  0  0  0  0
 13 25  1  0  0  0  0
  6 25  1  0  0  0  0
M  END

     RDKit          3D

 35 40  0  0  0  0  0  0  0  0999 V2000
   -3.9909    2.8999    0.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111    1.9737    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9765    0.8730    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -0.0703    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7924   -1.6792    1.6972 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529   -2.5619    0.0635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1313   -1.4014   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061   -0.1697   -0.2819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7149    0.9321   -1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    1.9427   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8494    3.3185   -2.1417 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -0.5617   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4551   -1.8898   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -2.2789   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1164   -3.4928   -0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -1.3552    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -1.3472    0.2570 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757   -0.0543    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    0.7549    0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1764    2.1138    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655    2.5193    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.6745    0.1350 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472    0.3569    0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -0.0532    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4919   -2.9764   -0.2128 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4698    0.8676    2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098   -3.3134    0.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -1.5725   -1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010   -1.1802   -0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625    0.9582   -2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5843    0.3087    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0015    2.7882    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    3.5721    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533    2.0273    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -3.9236   -0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  2  0
  8  9  1  6
  8  7  1  0
  7  6  1  0
  6 25  1  0
 25 13  1  0
 13 12  2  0
 12 23  1  0
 23 24  2  0
 24 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 14  1  0
 14 15  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 10  1  0
 12  8  1  0
 22 23  1  0
  4  8  1  0
 14 13  1  0
 16 24  1  0
  9 30  1  0
  7 28  1  0
  7 29  1  0
  6 27  1  1
 25 35  1  0
 18 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
  3 26  1  0
M  END


  Mrv1652309112208572D          

 25 30  0  0  1  0            999 V2000
    5.4822    1.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8155    0.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092    0.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403   -0.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881   -1.2690    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738   -1.5827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3750   -0.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068   -0.1180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3836    0.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584    1.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710    2.0703    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0823   -0.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2778   -0.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557   -1.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589   -0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504   -0.0617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075    1.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    1.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    2.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    1.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900    0.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650    0.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997   -1.6526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 16 24  1  0  0  0  0
 13 25  1  0  0  0  0
  6 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311152

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=C[C@@]23C[C@@H](NC4=C2C2=C5C(=CN=C5C4=O)C=CN2)SC3=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H10BrN3O2S/c19-8-4-18-5-11(25-10(18)3-9(8)23)22-16-13(18)14-12-7(1-2-20-14)6-21-15(12)17(16)24/h1-4,6,11,20,22H,5H2/t11-,18-/m0/s1

> <INCHI_KEY>
OSOBJVBBIPUOIN-VOJFVSQTSA-N

> <FORMULA>
C18H10BrN3O2S

> <MOLECULAR_WEIGHT>
412.26

> <EXACT_MASS>
410.967711

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
36.15458108870342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,10S)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione

> <JCHEM_LOGP>
1.488050203666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.963024307876703

> <JCHEM_PKA_STRONGEST_BASIC>
1.0657472539616828

> <JCHEM_POLAR_SURFACE_AREA>
74.85

> <JCHEM_REFRACTIVITY>
102.1796

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,10S)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      10.233   2.601   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.989   1.694   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.164   0.161   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.915  -0.748   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       8.004  -2.369   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       6.484  -2.954   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.300  -1.601   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.359  -0.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.316   1.401   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.576   2.333   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       7.412   3.865   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       4.683  -0.394   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.887  -1.802   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.385  -1.749   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.597  -3.072   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.603  -0.422   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.094  -0.115   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.080   1.415   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.321   2.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.784   3.523   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.287   3.856   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.328   2.721   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.901   0.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.361   0.919   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.853  -3.085   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9   12                                             
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   23                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23   19   16                                                  
CONECT   25   13    6                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₀BrN₃O₂S

Average Mass

412.2600 Da

Monoisotopic Mass

410.96771 Da

IUPAC Name

(3S,10S)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione

Traditional Name

(3S,10S)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{17,21}]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione

CAS Registry Number

Not Available

SMILES

BrC1=C[C@@]23C[C@@H](NC4=C2C2=C5C(=CN=C5C4=O)C=CN2)SC3=CC1=O

InChI Identifier

InChI=1S/C18H10BrN3O2S/c19-8-4-18-5-11(25-10(18)3-9(8)23)22-16-13(18)14-12-7(1-2-20-14)6-21-15(12)17(16)24/h1-4,6,11,20,22H,5H2/t11-,18-/m0/s1

InChI Key

OSOBJVBBIPUOIN-VOJFVSQTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Phenanthrolines

Sub Class

Not Available

Direct Parent

Phenanthrolines

Alternative Parents

Substituents

1,7-phenanthroline
Pyrroloquinoline
Pyrrolo[4,3,2-de]quinoline
Quinoline
Tetrahydroquinoline
Indole or derivatives
Indole
Secondary aliphatic/aromatic amine
Vinylogous thioester
Benzenoid
Pyridine
Alpha-haloketone
Heteroaromatic compound
Thiolane
Pyrrole
Cyclic ketone
Thioenolether
Ketone
Azacycle
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Carbonyl group
Amine
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	1.49	ChemAxon
pKa (Strongest Acidic)	11.96	ChemAxon
pKa (Strongest Basic)	1.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.85 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	102.18 m³·mol⁻¹	ChemAxon
Polarizability	36.15 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

C00026938

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

135419381

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li F, Peifer C, Janussen D, Tasdemir D: New Discorhabdin Alkaloids from the Antarctic Deep-Sea Sponge Latrunculia biformis. Mar Drugs. 2019 Jul 25;17(8):439. doi: 10.3390/md17080439. [PubMed:31349703 ]
LOTUS database [Link]

Showing NP-Card for (3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione (NP0311152)

MOL for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

3D MOL for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

3D SDF for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

3D-SDF for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

PDB for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

3D PDB for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

SMILES for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

INCHI for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

Structure for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)

3D Structure for NP0311152 ((3s,10s)-5-bromo-9-thia-11,15,20-triazahexacyclo[12.6.1.1³,¹⁰.0²,¹².0³,⁸.0¹⁷,²¹]docosa-1(21),2(12),4,7,14,16,18-heptaene-6,13-dione)