ID: ALA4851480

Max Phase: Preclinical

Molecular Formula: C23H21F3N4O3

Molecular Weight: 458.44

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(C)NC(=O)c1cc(-c2ccc(NC(=O)[C@H](O)c3cc(F)cc(F)c3)cc2F)cnc1N

Standard InChI:  InChI=1S/C23H21F3N4O3/c1-11(2)29-22(32)18-7-13(10-28-21(18)27)17-4-3-16(9-19(17)26)30-23(33)20(31)12-5-14(24)8-15(25)6-12/h3-11,20,31H,1-2H3,(H2,27,28)(H,29,32)(H,30,33)/t20-/m1/s1

Standard InChI Key:  LBLBTNIBKKNQAH-HXUWFJFHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 458.44

Molecular Weight (Monoisotopic): 458.1566

AlogP: 3.56

#Rotatable Bonds: 6

Polar Surface Area: 117.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.92

CX Basic pKa: 4.85

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.13

References

1. Calvo V, Surguladze D, Li AH, Surman MD, Malibhatla S, Bandaru M, Jonnalagadda SK, Adarasandi R, Velmala M, Singireddi DRP, Velpuri M, Nareddy BR, Sastry V, Mandati C, Guguloth R, Siddiqui S, Patil BS, Chad E, Wolfley J, Gasparek J, Feldman K, Betzenhauser M, Wiens B, Koszelak-Rosenblum M, Zhu G, Du H, Rigby AC, Mulvihill MJ..  (2021)  Discovery of 2-amino-3-amido-5-aryl-pyridines as highly potent, orally bioavailable, and efficacious PERK kinase inhibitors.,  43  [PMID:33895276] [10.1016/j.bmcl.2021.128058]

Source

Source(1):

• Scientific Literature