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

ID: ALA1098951

PubChem CID: 46192985

Max Phase: Preclinical

Molecular Formula: C21H18N4O3S2

Molecular Weight: 438.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(C(=O)Nc1sc2c(c1C(N)=O)CCCC2)=C1\SC(=O)CN1c1ccccc1

Standard InChI:  InChI=1S/C21H18N4O3S2/c22-10-14(21-25(11-16(26)30-21)12-6-2-1-3-7-12)19(28)24-20-17(18(23)27)13-8-4-5-9-15(13)29-20/h1-3,6-7H,4-5,8-9,11H2,(H2,23,27)(H,24,28)/b21-14+

Standard InChI Key:  LBURDIQRLLXCGZ-KGENOOAVSA-N

Molfile:  

     RDKit          2D

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    1.7728   -0.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -0.1018    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -1.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9804   -0.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -1.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7358   -1.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5279   -1.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1098951

   2-[[(2E)-2-cyano-2-(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: 438.53

Molecular Weight (Monoisotopic): 438.0820

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 116.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.83

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