4-[2-(5-cyanothiazol-2-ylamino)-3-methylpyridin-4-ylmethyl]piperazine-1-carboxylic acid methylamide

ID: ALA376722

Chembl Id: CHEMBL376722

PubChem CID: 5329336

Max Phase: Preclinical

Molecular Formula: C17H21N7OS

Molecular Weight: 371.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)N1CCN(Cc2ccnc(Nc3ncc(C#N)s3)c2C)CC1

Standard InChI:  InChI=1S/C17H21N7OS/c1-12-13(11-23-5-7-24(8-6-23)17(25)19-2)3-4-20-15(12)22-16-21-10-14(9-18)26-16/h3-4,10H,5-8,11H2,1-2H3,(H,19,25)(H,20,21,22)

Standard InChI Key:  WVBVFBWFVVPNPZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA376722

   N-(1,3-Thiazol-2-yl)pyridin-2-amine 23

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: 371.47

Molecular Weight (Monoisotopic): 371.1528

AlogP: 1.92

#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: 8.76

CX Basic pKa: 6.28

CX LogP: 1.54

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -1.75

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