5-(2-(2-aminopyrimidin-5-yl)ethynyl)-2-fluoro-N-(2-(piperidin-1-yl)-5-(trifluoromethyl)phenyl)benzamide

ID: ALA374985

Chembl Id: CHEMBL374985

PubChem CID: 16109018

Max Phase: Preclinical

Molecular Formula: C25H21F4N5O

Molecular Weight: 483.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(C#Cc2ccc(F)c(C(=O)Nc3cc(C(F)(F)F)ccc3N3CCCCC3)c2)cn1

Standard InChI:  InChI=1S/C25H21F4N5O/c26-20-8-6-16(4-5-17-14-31-24(30)32-15-17)12-19(20)23(35)33-21-13-18(25(27,28)29)7-9-22(21)34-10-2-1-3-11-34/h6-9,12-15H,1-3,10-11H2,(H,33,35)(H2,30,31,32)

Standard InChI Key:  LGOFNTKAZMUZQC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA374985

   5-(2-(2-aminopyrimidin-5-yl)ethynyl)-2-fluoro-N-(2-(piperidin-1-yl)-5-(trifluoromethyl)phenyl)benzamide

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: 483.47

Molecular Weight (Monoisotopic): 483.1682

AlogP: 4.86

#Rotatable Bonds: 3

Polar Surface Area: 84.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 3.69

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -1.75

References

1. Cee VJ, Albrecht BK, Geuns-Meyer S, Hughes P, Bellon S, Bready J, Caenepeel S, Chaffee SC, Coxon A, Emery M, Fretland J, Gallant P, Gu Y, Hodous BL, Hoffman D, Johnson RE, Kendall R, Kim JL, Long AM, McGowan D, Morrison M, Olivieri PR, Patel VF, Polverino A, Powers D, Rose P, Wang L, Zhao H..  (2007)  Alkynylpyrimidine amide derivatives as potent, selective, and orally active inhibitors of Tie-2 kinase.,  50  (4): [PMID:17253679] [10.1021/jm061112p]

Source

Source(1):

• Scientific Literature