cis-methyl 2-(4-(4-aminocyclohexylamino)-2-oxo-1,2-dihydropyridin-3-yl)-4,5,6,7-tetrahydro-1H-benzo[d]imidazole-5-carboxylate

ID: ALA3780467

Chembl Id: CHEMBL3780467

PubChem CID: 137175110

Max Phase: Preclinical

Molecular Formula: C20H27N5O3

Molecular Weight: 385.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1CCc2[nH]c(-c3c(N[C@H]4CC[C@@H](N)CC4)cc[nH]c3=O)nc2C1

Standard InChI:  InChI=1S/C20H27N5O3/c1-28-20(27)11-2-7-14-16(10-11)25-18(24-14)17-15(8-9-22-19(17)26)23-13-5-3-12(21)4-6-13/h8-9,11-13H,2-7,10,21H2,1H3,(H,24,25)(H2,22,23,26)/t11?,12-,13+

Standard InChI Key:  RVCXRGXRWJRHPL-YHWZYXNKSA-N

Alternative Forms

1. Parent:

   

   ALA3780467

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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: 385.47

Molecular Weight (Monoisotopic): 385.2114

AlogP: 1.72

#Rotatable Bonds: 4

Polar Surface Area: 125.89

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.22

CX Basic pKa: 9.13

CX LogP: -0.74

CX LogD: -2.63

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -0.32

References

1. Simov V, Deshmukh SV, Dinsmore CJ, Elwood F, Fernandez RB, Garcia Y, Gibeau C, Gunaydin H, Jung J, Katz JD, Kraybill B, Lapointe B, Patel SB, Siu T, Su H, Young JR..  (2016)  Structure-based design and development of (benz)imidazole pyridones as JAK1-selective kinase inhibitors.,  26  (7): [PMID:26927423] [10.1016/j.bmcl.2016.02.035]

Source

Source(1):

• Scientific Literature