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

ID: ALA5286267

Max Phase: Preclinical

Molecular Formula: C22H16N6OS

Molecular Weight: 412.48

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2cc(/N=C3/NC(=O)CS3)n(-c3ccc(C#N)cc3)n2)c2ccccc21

Standard InChI:  InChI=1S/C22H16N6OS/c1-27-12-17(16-4-2-3-5-19(16)27)18-10-20(24-22-25-21(29)13-30-22)28(26-18)15-8-6-14(11-23)7-9-15/h2-10,12H,13H2,1H3,(H,24,25,29)

Standard InChI Key:  BWUQMPAFPHOMEW-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
    1.9083   -1.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0601    1.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2967    1.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8888    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286267

   ---

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: 412.48

Molecular Weight (Monoisotopic): 412.1106

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 88.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.57

CX Basic pKa: 0.84

CX LogP: 4.17

CX LogD: 3.95

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.42

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