ID: ALA5179461

Max Phase: Preclinical

Molecular Formula: C21H19Cl2FN6O2

Molecular Weight: 477.33

Representations

Canonical SMILES:  CN1CCN(c2ncc(NC(=O)c3cc(C(=O)c4c(Cl)ccc(Cl)c4F)c[nH]3)cn2)CC1

Standard InChI:  InChI=1S/C21H19Cl2FN6O2/c1-29-4-6-30(7-5-29)21-26-10-13(11-27-21)28-20(32)16-8-12(9-25-16)19(31)17-14(22)2-3-15(23)18(17)24/h2-3,8-11,25H,4-7H2,1H3,(H,28,32)

Standard InChI Key:  SURDAOBSMMRZNB-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 477.33

Molecular Weight (Monoisotopic): 476.0931

AlogP: 3.49

#Rotatable Bonds: 5

Polar Surface Area: 94.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.94

CX Basic pKa: 7.22

CX LogP: 3.59

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.70

References

1. Miller DC, Reuillon T, Molyneux L, Blackburn T, Cook SJ, Edwards N, Endicott JA, Golding BT, Griffin RJ, Hardcastle I, Harnor SJ, Heptinstall A, Lochhead P, Martin MP, Martin NC, Myers S, Newell DR, Noble RA, Phillips N, Rigoreau L, Thomas H, Tucker JA, Wang LZ, Waring MJ, Wong AC, Wedge SR, Noble MEM, Cano C..  (2022)  Parallel Optimization of Potency and Pharmacokinetics Leading to the Discovery of a Pyrrole Carboxamide ERK5 Kinase Domain Inhibitor.,  65  (9.0): [PMID:35468293] [10.1021/acs.jmedchem.1c01756]

Source

Source(1):

• Scientific Literature