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

ID: ALA3730417

PubChem CID: 117622304

Max Phase: Preclinical

Molecular Formula: C31H33ClN6O2

Molecular Weight: 557.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(-c4cnn(-c5ccccc5Cl)c4)cc32)c1C

Standard InChI:  InChI=1S/C31H33ClN6O2/c1-5-37(6-2)14-13-33-31(40)29-19(3)27(35-20(29)4)16-24-23-15-21(11-12-26(23)36-30(24)39)22-17-34-38(18-22)28-10-8-7-9-25(28)32/h7-12,15-18,35H,5-6,13-14H2,1-4H3,(H,33,40)(H,36,39)/b24-16-

Standard InChI Key:  UWGWMNXRXNGQIV-JLPGSUDCSA-N

Molfile:  

     RDKit          2D

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    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8361   10.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3766   11.7583    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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   -5.2259    3.2843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8565    5.8944    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
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  6  7  1  0
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  1 29  1  0
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 34 35  2  0
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 37 38  1  0
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 39 34  1  0
 35 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3730417

   5-[(Z)-[5-[1-(2-chlorophenyl)pyrazol-4-yl]-2-oxo-1H-indol-3-ylidene]methyl]-N-[2-(diethylamino)ethyl]-2,4-dimethyl-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: 557.10

Molecular Weight (Monoisotopic): 556.2354

AlogP: 5.70

#Rotatable Bonds: 9

Polar Surface Area: 95.05

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.18

CX Basic pKa: 9.04

CX LogP: 5.12

CX LogD: 3.47

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.23

Np Likeness Score: -1.39

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