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

ID: ALA3730786

PubChem CID: 117622308

Max Phase: Preclinical

Molecular Formula: C28H31N7O2S

Molecular Weight: 529.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(-c4cnn(-c5cscn5)c4)cc32)c1C

Standard InChI:  InChI=1S/C28H31N7O2S/c1-5-34(6-2)10-9-29-28(37)26-17(3)24(32-18(26)4)12-22-21-11-19(7-8-23(21)33-27(22)36)20-13-31-35(14-20)25-15-38-16-30-25/h7-8,11-16,32H,5-6,9-10H2,1-4H3,(H,29,37)(H,33,36)/b22-12-

Standard InChI Key:  QVOFKDTVPYPASD-UUYOSTAYSA-N

Molfile:  

     RDKit          2D

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    9.3039   10.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1817   12.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3730786

   N-[2-(diethylamino)ethyl]-2,4-dimethyl-5-[(Z)-[2-oxo-5-[1-(1,3-thiazol-4-yl)pyrazol-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: 529.67

Molecular Weight (Monoisotopic): 529.2260

AlogP: 4.51

#Rotatable Bonds: 9

Polar Surface Area: 107.94

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.18

CX Basic pKa: 9.04

CX LogP: 3.77

CX LogD: 2.12

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -1.46

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