(Z)-2-(5-((9-(4-nitrobenzyl)-9H-carbazol-3-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid

ID: ALA4210895

PubChem CID: 145966656

Max Phase: Preclinical

Molecular Formula: C25H17N3O5S2

Molecular Weight: 503.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CN1C(=O)/C(=C/c2ccc3c(c2)c2ccccc2n3Cc2ccc([N+](=O)[O-])cc2)SC1=S

Standard InChI:  InChI=1S/C25H17N3O5S2/c29-23(30)14-27-24(31)22(35-25(27)34)12-16-7-10-21-19(11-16)18-3-1-2-4-20(18)26(21)13-15-5-8-17(9-6-15)28(32)33/h1-12H,13-14H2,(H,29,30)/b22-12-

Standard InChI Key:  HHYQWBHIJNKKAM-UUYOSTAYSA-N

Molfile:  

     RDKit          2D

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    8.2656  -10.2313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4649  -10.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 21  1  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
 26 27  2  0
 24 28  2  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 33 34  2  0
 33 35  1  0
 18 33  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4210895

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.56

Molecular Weight (Monoisotopic): 503.0610

AlogP: 5.04

#Rotatable Bonds: 6

Polar Surface Area: 105.68

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.90

CX Basic pKa: ┄

CX LogP: 5.45

CX LogD: 2.23

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -1.44

References

1. Jiang H, Zhang WJ, Li PH, Wang J, Dong CZ, Zhang K, Chen HX, Du ZY..  (2018)  Synthesis and biological evaluation of novel carbazole-rhodanine conjugates as topoisomerase II inhibitors.,  28  (8): [PMID:29545100] [10.1016/j.bmcl.2018.03.017]

Source

Source(1):

• Scientific Literature