4-[3-(1H-indol-3-yl)-5-{[(2Z)-4-oxo-1,3-thiazolidin-2-ylidene]amino}-1H-pyrazol-1-yl]benzonitrile

ID: ALA5287643

Max Phase: Preclinical

Molecular Formula: C21H14N6OS

Molecular Weight: 398.45

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-n2nc(-c3c[nH]c4ccccc34)cc2/N=C2/NC(=O)CS2)cc1

Standard InChI:  InChI=1S/C21H14N6OS/c22-10-13-5-7-14(8-6-13)27-19(24-21-25-20(28)12-29-21)9-18(26-27)16-11-23-17-4-2-1-3-15(16)17/h1-9,11,23H,12H2,(H,24,25,28)

Standard InChI Key:  JGZFHSRKXCWTHM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.6949   -1.1614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6483    1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287643

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.45

Molecular Weight (Monoisotopic): 398.0950

AlogP: 3.74

#Rotatable Bonds: 3

Polar Surface Area: 98.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.57

CX Basic pKa: 0.90

CX LogP: 3.95

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -1.27

References

1. Soni JP, Chilvery S, Sharma A, Reddy GN, Godugu C, Shankaraiah N..  (2023)  Design, synthesis and in vitro cytotoxicity evaluation of indolo-pyrazoles grafted with thiazolidinone as tubulin polymerization inhibitors.,  14  (3): [PMID:36970141] [10.1039/d2md00442a]

Source

Source(1):

• Scientific Literature