5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridin-2(1H)-one

ID: ALA4081790

Chembl Id: CHEMBL4081790

PubChem CID: 51030732

Max Phase: Preclinical

Molecular Formula: C25H19N5O

Molecular Weight: 405.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2nc(NCc3ccccn3)c3c(-c4ccccc4)cccc3n2)cn1

Standard InChI:  InChI=1S/C25H19N5O/c31-22-13-12-18(15-27-22)24-29-21-11-6-10-20(17-7-2-1-3-8-17)23(21)25(30-24)28-16-19-9-4-5-14-26-19/h1-15H,16H2,(H,27,31)(H,28,29,30)

Standard InChI Key:  KITYXUGKWPDMSJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4081790

   5-[5-phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl]-1H-pyridin-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: 405.46

Molecular Weight (Monoisotopic): 405.1590

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 83.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.07

CX Basic pKa: 4.67

CX LogP: 5.39

CX LogD: 5.39

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -1.34

References

1. Gunaga P, Lloyd J, Mummadi S, Banerjee A, Dhondi NK, Hennan J, Subray V, Jayaram R, Rajugowda N, Umamaheshwar Reddy K, Kumaraguru D, Mandal U, Beldona D, Adisechen AK, Yadav N, Warrier J, Johnson JA, Sale H, Putlur SP, Saxena A, Chimalakonda A, Mandlekar S, Conder M, Xing D, Gupta AK, Gupta A, Rampulla R, Mathur A, Levesque P, Wexler RR, Finlay HJ..  (2017)  Selective IKur Inhibitors for the Potential Treatment of Atrial Fibrillation: Optimization of the Phenyl Quinazoline Series Leading to Clinical Candidate 5-[5-Phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl]pyridine-3-sulfonamide.,  60  (9): [PMID:28418664] [10.1021/acs.jmedchem.6b01889]

2. Finlay HJ, Johnson JA, Lloyd JL, Jiang J, Neels J, Gunaga P, Banerjee A, Dhondi N, Chimalakonda A, Mandlekar S, Conder ML, Sale H, Xing D, Levesque P, Wexler RR..  (2016)  Discovery of 5-Phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine as a Potent I Kur Inhibitor.,  7  (9): [PMID:27660686] [10.1021/acsmedchemlett.6b00117]

Source

Source(1):

• Scientific Literature