2-{2-cyano-2-[5-oxo-3-phenyl-4-(p-tolylhydrazono)-thiazolidin-2-ylidene]-acetylamino}-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxamide

ID: ALA1095949

PubChem CID: 46192986

Max Phase: Preclinical

Molecular Formula: C28H24N6O3S2

Molecular Weight: 556.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N/N=C2/C(=O)S/C(=C(\C#N)C(=O)Nc3sc4c(c3C(N)=O)CCCC4)N2c2ccccc2)cc1

Standard InChI:  InChI=1S/C28H24N6O3S2/c1-16-11-13-17(14-12-16)32-33-24-28(37)39-27(34(24)18-7-3-2-4-8-18)20(15-29)25(36)31-26-22(23(30)35)19-9-5-6-10-21(19)38-26/h2-4,7-8,11-14,32H,5-6,9-10H2,1H3,(H2,30,35)(H,31,36)/b27-20+,33-24-

Standard InChI Key:  YUNDAWVMACTLJR-DFPTVKGZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1095949

   2-[[(2E)-2-cyano-2-[(4Z)-4-[(4-methylphenyl)hydrazinylidene]-5-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]acetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

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: 556.67

Molecular Weight (Monoisotopic): 556.1351

AlogP: 4.91

#Rotatable Bonds: 6

Polar Surface Area: 140.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.28

CX Basic pKa: ┄

CX LogP: 7.27

CX LogD: 7.27

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -1.76

References

1. Gouda MA, Berghot MA, Abd El-Ghani GE, Khalil AM..  (2010)  Synthesis and antimicrobial activities of some new thiazole and pyrazole derivatives based on 4,5,6,7-tetrahydrobenzothiophene moiety.,  45  (4): [PMID:20064677] [10.1016/j.ejmech.2009.12.020]

Source

Source(1):

• Scientific Literature