(Z)-3-(isoquinolin-5-yl)-2-(1-(2-(4-methylpiperazin-1-yl)acetyl)-1H-indol-3-yl)acrylonitrile

ID: ALA4514264

PubChem CID: 124124850

Max Phase: Preclinical

Molecular Formula: C27H25N5O

Molecular Weight: 435.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(CC(=O)n2cc(/C(C#N)=C/c3cccc4cnccc34)c3ccccc32)CC1

Standard InChI:  InChI=1S/C27H25N5O/c1-30-11-13-31(14-12-30)19-27(33)32-18-25(24-7-2-3-8-26(24)32)22(16-28)15-20-5-4-6-21-17-29-10-9-23(20)21/h2-10,15,17-18H,11-14,19H2,1H3/b22-15+

Standard InChI Key:  VRSUHMRVZBPINZ-PXLXIMEGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514264

   ---

2. Alternative Forms:

   

   ALA4514264

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.53

Molecular Weight (Monoisotopic): 435.2059

AlogP: 4.14

#Rotatable Bonds: 4

Polar Surface Area: 65.16

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.17

CX LogP: 2.96

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.43

References

1. See CS, Kitagawa M, Liao PJ, Lee KH, Wong J, Lee SH, Dymock BW..  (2019)  Prodrugs of the cancer cell selective anti-cancer agent (Z)-2-(1H-indol-3-yl)-3-(isoquinolin-5-yl)acrylonitrile (A131) are orally efficacious in a mouse model of resistant colon cancer.,  29  (2): [PMID:30503634] [10.1016/j.bmcl.2018.11.053]

Source

Source(1):

• Scientific Literature