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

ID: ALA5290235

Max Phase: Preclinical

Molecular Formula: C24H23N5O2S

Molecular Weight: 445.55

Names and Identifiers

Canonical SMILES:  CCc1ccccc1-n1nc(-c2cn(C)c3ccc(OC)cc23)cc1/N=C1/NC(=O)CS1

Standard InChI:  InChI=1S/C24H23N5O2S/c1-4-15-7-5-6-8-20(15)29-22(25-24-26-23(30)14-32-24)12-19(27-29)18-13-28(2)21-10-9-16(31-3)11-17(18)21/h5-13H,4,14H2,1-3H3,(H,25,26,30)

Standard InChI Key:  SHWWMPNWAHEXIQ-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
    1.0816   -0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4281   -0.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0916   -1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -1.4572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217   -2.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690   -2.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -1.9360    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6360   -2.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3758   -0.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2438    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8316    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0684    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -2.5027   -1.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4845    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3092    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  1  5  2  0
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 11 10  1  0
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  5 13  1  0
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 27 26  2  0
 22 27  1  0
 20 28  1  0
 28 29  1  0
 15 30  1  0
 27 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290235

   ---

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: 445.55

Molecular Weight (Monoisotopic): 445.1572

AlogP: 4.45

#Rotatable Bonds: 5

Polar Surface Area: 73.44

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: 0.88

CX LogP: 5.11

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.99

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