3-{4-Methyl-5-[2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-1H-pyrrol-3-yl}-propionic acid methyl ester

ID: ALA316009

Chembl Id: CHEMBL316009

PubChem CID: 10215023

Max Phase: Preclinical

Molecular Formula: C18H18N2O3

Molecular Weight: 310.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCc1c[nH]c(/C=C2\C(=O)Nc3ccccc32)c1C

Standard InChI:  InChI=1S/C18H18N2O3/c1-11-12(7-8-17(21)23-2)10-19-16(11)9-14-13-5-3-4-6-15(13)20-18(14)22/h3-6,9-10,19H,7-8H2,1-2H3,(H,20,22)/b14-9-

Standard InChI Key:  VRMXPMBMTRWBBB-ZROIWOOFSA-N

Alternative Forms

1. Parent:

   

   ALA316009

   methyl 3-[4-methyl-5-[(Z)-(2-oxo-1H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl]propanoate

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: 310.35

Molecular Weight (Monoisotopic): 310.1317

AlogP: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 71.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: 0.04

References

1. Sun L, Tran N, Tang F, App H, Hirth P, McMahon G, Tang C..  (1998)  Synthesis and biological evaluations of 3-substituted indolin-2-ones: a novel class of tyrosine kinase inhibitors that exhibit selectivity toward particular receptor tyrosine kinases.,  41  (14): [PMID:9651163] [10.1021/jm980123i]

Source

Source(1):

• Scientific Literature