(2-(4-Methoxyphenylamino)-4-aminothiazol-5-yl)(3,4-dimethoxyphenyl)methanone

ID: ALA552462

Chembl Id: CHEMBL552462

PubChem CID: 1512282

Max Phase: Preclinical

Molecular Formula: C19H19N3O4S

Molecular Weight: 385.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2nc(N)c(C(=O)c3ccc(OC)c(OC)c3)s2)cc1

Standard InChI:  InChI=1S/C19H19N3O4S/c1-24-13-7-5-12(6-8-13)21-19-22-18(20)17(27-19)16(23)11-4-9-14(25-2)15(10-11)26-3/h4-10H,20H2,1-3H3,(H,21,22)

Standard InChI Key:  OWBQCPZBRPKYKE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA552462

   5-(3,4-Dimethoxybenzoyl)-N2-(4-methoxyphenyl)-1,3-thiazole-2,4-diamine

Molecule Features

Natural Product: Yes

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: 385.45

Molecular Weight (Monoisotopic): 385.1096

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 95.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.50

CX Basic pKa: 1.66

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -1.06

References

1. Romagnoli R, Baraldi PG, Carrion MD, Cruz-Lopez O, Cara CL, Basso G, Viola G, Khedr M, Balzarini J, Mahboobi S, Sellmer A, Brancale A, Hamel E..  (2009)  2-Arylamino-4-amino-5-aroylthiazoles. "One-pot" synthesis and biological evaluation of a new class of inhibitors of tubulin polymerization.,  52  (17): [PMID:19663386] [10.1021/jm9001692]

2. Hengst JA,Hegde S,Paulson RF,Yun JK.  (2020)  Development of SKI-349, a dual-targeted inhibitor of sphingosine kinase and microtubule polymerization.,  30  (20.0): [PMID:32736077] [10.1016/j.bmcl.2020.127453]

Source

Source(1):

• Scientific Literature