ID: ALA510063

Max Phase: Preclinical

Molecular Formula: C21H21FN6

Molecular Weight: 376.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)CCc1ccn2c(-c3ccnc(N)n3)c(-c3ccc(F)cc3)nc2c1

Standard InChI:  InChI=1S/C21H21FN6/c1-27(2)11-8-14-9-12-28-18(13-14)26-19(15-3-5-16(22)6-4-15)20(28)17-7-10-24-21(23)25-17/h3-7,9-10,12-13H,8,11H2,1-2H3,(H2,23,24,25)

Standard InChI Key:  DDXUKRBTIMUEPW-UHFFFAOYSA-N

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

Properties

Molecular Weight: 376.44

Molecular Weight (Monoisotopic): 376.1812

AlogP: 3.28

#Rotatable Bonds: 5

Polar Surface Area: 72.34

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.89

CX LogP: 3.04

CX LogD: 1.55

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.19

References

1. Scribner A, Dennis R, Lee S, Ouvry G, Perrey D, Fisher M, Wyvratt M, Leavitt P, Liberator P, Gurnett A, Brown C, Mathew J, Thompson D, Schmatz D, Biftu T..  (2008)  Synthesis and biological activity of imidazopyridine anticoccidial agents: Part II.,  43  (6): [PMID:17981367] [10.1016/j.ejmech.2007.09.013]

2. Large JM, Birchall K, Bouloc NS, Merritt AT, Smiljanic-Hurley E, Tsagris DJ, Wheldon MC, Ansell KH, Coombs PJ, Kettleborough CA, Whalley D, Stewart LB, Bowyer PW, Baker DA, Osborne SA..  (2019)  Potent bicyclic inhibitors of malarial cGMP-dependent protein kinase: approaches to combining improvements in cell potency, selectivity and structural novelty.,  29  (19): [PMID:31471167] [10.1016/j.bmcl.2019.08.014]

Source

Source(1):

• Scientific Literature