(2Z)-2-{[1-(3-chlorophenyl)-3-(1-ethyl-5-methoxy-1H-indol-3-yl)-1H-pyrazol-5-yl]imino}-1,3-thiazolidin-4-one

ID: ALA5284567

Max Phase: Preclinical

Molecular Formula: C23H20ClN5O2S

Molecular Weight: 465.97

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2cc(/N=C3/NC(=O)CS3)n(-c3cccc(Cl)c3)n2)c2cc(OC)ccc21

Standard InChI:  InChI=1S/C23H20ClN5O2S/c1-3-28-12-18(17-10-16(31-2)7-8-20(17)28)19-11-21(25-23-26-22(30)13-32-23)29(27-19)15-6-4-5-14(24)9-15/h4-12H,3,13H2,1-2H3,(H,25,26,30)

Standard InChI Key:  ZEAAYUHRFIBGDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.8315    0.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9217   -2.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4801    2.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    1.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6360    2.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3048    2.0007    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 15 30  1  0
 30 31  1  0
 26 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284567

   ---

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: 465.97

Molecular Weight (Monoisotopic): 465.1026

AlogP: 5.03

#Rotatable Bonds: 5

Polar Surface Area: 73.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.57

CX Basic pKa: 0.83

CX LogP: 5.12

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.53

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