3-[1-(2,6-Dimethyl-imidazo[2,1-b]thiazol-5-yl)-meth-(E)-ylidene]-5-methoxy-6-methyl-1,3-dihydro-indol-2-one

ID: ALA191490

Chembl Id: CHEMBL191490

PubChem CID: 5473343

Max Phase: Preclinical

Molecular Formula: C18H17N3O2S

Molecular Weight: 339.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1C)NC(=O)/C2=C/c1c(C)nc2sc(C)cn12

Standard InChI:  InChI=1S/C18H17N3O2S/c1-9-5-14-12(7-16(9)23-4)13(17(22)20-14)6-15-11(3)19-18-21(15)8-10(2)24-18/h5-8H,1-4H3,(H,20,22)/b13-6+

Standard InChI Key:  GIBORWPONIETQM-AWNIVKPZSA-N

Alternative Forms

1. Parent:

   

   ALA191490

   (3E)-3-[(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]-5-methoxy-6-methyl-1H-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: 339.42

Molecular Weight (Monoisotopic): 339.1041

AlogP: 3.82

#Rotatable Bonds: 2

Polar Surface Area: 55.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.70

CX Basic pKa: 4.49

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.10

References

1. Andreani A, Granaiola M, Leoni A, Locatelli A, Morigi R, Rambaldi M, Garaliene V, Welsh W, Arora S, Farruggia G, Masotti L..  (2005)  Antitumor activity of new substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones and study of their effect on the cell cycle.,  48  (17): [PMID:16107161] [10.1021/jm050353e]

Source

Source(1):

• Scientific Literature