4-[2-(5-cyanothiazol-2-ylamino)pyridin-4-ylmethyl]piperazine-1-carboxylic acid methylamide

ID: ALA375248

Chembl Id: CHEMBL375248

PubChem CID: 5329333

Max Phase: Preclinical

Molecular Formula: C16H19N7OS

Molecular Weight: 357.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)N1CCN(Cc2ccnc(Nc3ncc(C#N)s3)c2)CC1

Standard InChI:  InChI=1S/C16H19N7OS/c1-18-16(24)23-6-4-22(5-7-23)11-12-2-3-19-14(8-12)21-15-20-10-13(9-17)25-15/h2-3,8,10H,4-7,11H2,1H3,(H,18,24)(H,19,20,21)

Standard InChI Key:  NIQLDGOLJPELPM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA375248

   N-(1,3-Thiazol-2-yl)pyridin-2-amine 20

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: 357.44

Molecular Weight (Monoisotopic): 357.1372

AlogP: 1.61

#Rotatable Bonds: 4

Polar Surface Area: 97.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: 6.02

CX LogP: 1.03

CX LogD: 1.00

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: -1.84

References

1. Bilodeau MT, Balitza AE, Koester TJ, Manley PJ, Rodman LD, Buser-Doepner C, Coll KE, Fernandes C, Gibbs JB, Heimbrook DC, Huckle WR, Kohl N, Lynch JJ, Mao X, McFall RC, McLoughlin D, Miller-Stein CM, Rickert KW, Sepp-Lorenzino L, Shipman JM, Subramanian R, Thomas KA, Wong BK, Yu S, Hartman GD..  (2004)  Potent N-(1,3-thiazol-2-yl)pyridin-2-amine vascular endothelial growth factor receptor tyrosine kinase inhibitors with excellent pharmacokinetics and low affinity for the hERG ion channel.,  47  (25): [PMID:15566305] [10.1021/jm049697f]

Source

Source(1):

• Scientific Literature