(Z)-N-((1H-benzo[d]imidazol-2-yl)methyl)-2,4-dimethyl-5-((2-oxo-5-(1-phenyl-1H-pyrazol-4-yl)indolin-3-ylidene)methyl)-1H-pyrrole-3-carboxamide

ID: ALA3732056

PubChem CID: 117622398

Max Phase: Preclinical

Molecular Formula: C33H27N7O2

Molecular Weight: 553.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(/C=C2\C(=O)Nc3ccc(-c4cnn(-c5ccccc5)c4)cc32)c(C)c1C(=O)NCc1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C33H27N7O2/c1-19-29(36-20(2)31(19)33(42)34-17-30-37-27-10-6-7-11-28(27)38-30)15-25-24-14-21(12-13-26(24)39-32(25)41)22-16-35-40(18-22)23-8-4-3-5-9-23/h3-16,18,36H,17H2,1-2H3,(H,34,42)(H,37,38)(H,39,41)/b25-15-

Standard InChI Key:  IIKIISCIUQJMJE-MYYYXRDXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3732056

   N-(1H-benzimidazol-2-ylmethyl)-2,4-dimethyl-5-[(Z)-[2-oxo-5-(1-phenylpyrazol-4-yl)-1H-indol-3-ylidene]methyl]-1H-pyrrole-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: 553.63

Molecular Weight (Monoisotopic): 553.2226

AlogP: 5.78

#Rotatable Bonds: 6

Polar Surface Area: 120.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.00

CX Basic pKa: 5.05

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 6

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: -1.38

References

1.  (2014)  3-(aryl or heteroaryl) methyleneindolin-2-one derivatives as inhibitors of cancer stem cell pathway kinases for the treatment of cancer, 

2.  (2019)  3-(aryl or heteroaryl) methyleneindolin-2-one derivatives as inhibitors of cancer stem cell pathway kinases for the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data