trans-4-(4-hydroxycyclohexylamino)imidazo[1,2-a]quinoxaline-8-carboxylic acid

ID: ALA2420585

Chembl Id: CHEMBL2420585

Cas Number: 1452864-20-8

PubChem CID: 72163962

Max Phase: Preclinical

Molecular Formula: C17H18N4O3

Molecular Weight: 326.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18N4O3/c22-12-4-2-11(3-5-12)19-15-16-18-7-8-21(16)14-9-10(17(23)24)1-6-13(14)20-15/h1,6-9,11-12,22H,2-5H2,(H,19,20)(H,23,24)/t11-,12-

Standard InChI Key:  NFSLUNNYNIQGSX-HAQNSBGRSA-N

Alternative Forms

1. Parent:

   

   ALA2420585

   4-[(4-Hydroxycyclohexyl)amino]imidazo[1,2-a]quinoxaline-8-carboxylic acid

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: 326.36

Molecular Weight (Monoisotopic): 326.1379

AlogP: 2.30

#Rotatable Bonds: 3

Polar Surface Area: 99.75

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: 3.08

CX LogP: 0.63

CX LogD: -2.25

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -0.92

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