(Z)-N-(2-(diethylamino)ethyl)-N,2,4-trimethyl-5-((2-oxo-5-(1-phenyl-1H-pyrazol-4-yl)indolin-3-ylidene)methyl)-1H-pyrrole-3-carboxamide

ID: ALA3727571

PubChem CID: 117622480

Max Phase: Preclinical

Molecular Formula: C32H36N6O2

Molecular Weight: 536.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCN(C)C(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(-c4cnn(-c5ccccc5)c4)cc32)c1C

Standard InChI:  InChI=1S/C32H36N6O2/c1-6-37(7-2)16-15-36(5)32(40)30-21(3)29(34-22(30)4)18-27-26-17-23(13-14-28(26)35-31(27)39)24-19-33-38(20-24)25-11-9-8-10-12-25/h8-14,17-20,34H,6-7,15-16H2,1-5H3,(H,35,39)/b27-18-

Standard InChI Key:  ZUTIJVWQZGMIEC-IMRQLAEWSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3727571

   N-[2-(diethylamino)ethyl]-N,2,4-trimethyl-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: 536.68

Molecular Weight (Monoisotopic): 536.2900

AlogP: 5.39

#Rotatable Bonds: 9

Polar Surface Area: 86.26

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.18

CX Basic pKa: 9.01

CX LogP: 4.74

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: -1.30

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