trans-4-(4-hydroxycyclohexylamino)-N-((R)-1-phenylbutyl)imidazo[1,2-a]quinoxaline-8-carboxamide

ID: ALA2420565

Chembl Id: CHEMBL2420565

PubChem CID: 72164313

Max Phase: Preclinical

Molecular Formula: C27H31N5O2

Molecular Weight: 457.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@@H](NC(=O)c1ccc2nc(N[C@H]3CC[C@H](O)CC3)c3nccn3c2c1)c1ccccc1

Standard InChI:  InChI=1S/C27H31N5O2/c1-2-6-22(18-7-4-3-5-8-18)31-27(34)19-9-14-23-24(17-19)32-16-15-28-26(32)25(30-23)29-20-10-12-21(33)13-11-20/h3-5,7-9,14-17,20-22,33H,2,6,10-13H2,1H3,(H,29,30)(H,31,34)/t20-,21-,22-/m1/s1

Standard InChI Key:  ZLEVCWSCDUVECC-YPAWHYETSA-N

Alternative Forms

1. Parent:

   

   ALA2420565

   4-[(4-hydroxycyclohexyl)amino]-N-[(1R)-1-phenylbutyl]imidazo[1,2-a]quinoxaline-8-carboxamide

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: 457.58

Molecular Weight (Monoisotopic): 457.2478

AlogP: 4.87

#Rotatable Bonds: 7

Polar Surface Area: 91.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.47

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.04

References

1. Li B, Cociorva OM, Nomanbhoy T, Weissig H, Li Q, Nakamura K, Liyanage M, Zhang MC, Shih AY, Aban A, Hu Y, Cajica J, Pham L, Kozarich JW, Shreder KR..  (2013)  Hit-to-lead optimization and kinase selectivity of imidazo[1,2-a]quinoxalin-4-amine derived JNK1 inhibitors.,  23  (18): [PMID:23916259] [10.1016/j.bmcl.2013.06.087]

Source

Source(1):

• Scientific Literature