3-[1-(3-tert-Butyl-4-methoxy-phenyl)-meth-(Z)-ylidene]-5-chloro-1,3-dihydro-indol-2-one

ID: ALA86326

Chembl Id: CHEMBL86326

PubChem CID: 10783444

Max Phase: Preclinical

Molecular Formula: C20H20ClNO2

Molecular Weight: 341.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2\C(=O)Nc3ccc(Cl)cc32)cc1C(C)(C)C

Standard InChI:  InChI=1S/C20H20ClNO2/c1-20(2,3)16-10-12(5-8-18(16)24-4)9-15-14-11-13(21)6-7-17(14)22-19(15)23/h5-11H,1-4H3,(H,22,23)/b15-9-

Standard InChI Key:  CVNRNJTZYYQYLI-DHDCSXOGSA-N

Alternative Forms

1. Parent:

   

   ALA86326

   3-(3-tert-Butyl-4-methoxy-benzylidene)-5-chloro-1,3-dihydro-indol-2-one

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: 341.84

Molecular Weight (Monoisotopic): 341.1183

AlogP: 5.14

#Rotatable Bonds: 2

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.29

CX Basic pKa: ┄

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.61

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]

2. Vieth M, Cummins DJ..  (2000)  DoMCoSAR: a novel approach for establishing the docking mode that is consistent with the structure-activity relationship. Application to HIV-1 protease inhibitors and VEGF receptor tyrosine kinase inhibitors.,  43  (16): [PMID:10956210] [10.1021/jm990609e]

Source

Source(1):

• Scientific Literature