trans-4-(imidazo[1,2-a]quinoxalin-4-ylamino)cyclohexanol

ID: ALA2420582

PubChem CID: 72163852

Max Phase: Preclinical

Molecular Formula: C16H18N4O

Molecular Weight: 282.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1CC[C@H](Nc2nc3ccccc3n3ccnc23)CC1

Standard InChI:  InChI=1S/C16H18N4O/c21-12-7-5-11(6-8-12)18-15-16-17-9-10-20(16)14-4-2-1-3-13(14)19-15/h1-4,9-12,21H,5-8H2,(H,18,19)/t11-,12-

Standard InChI Key:  ZEIJYVUCKPFEQO-HAQNSBGRSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   10.6601  -10.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9487  -10.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9335   -9.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6722   -9.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3622   -9.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774  -10.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6601  -11.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6722   -8.5065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1126   -6.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3954   -7.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3867   -8.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1014   -8.5168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8187   -8.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5304   -8.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2476   -8.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2532   -7.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5415   -6.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8243   -7.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7860   -6.7183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1267   -5.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9465   -6.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  1  7  1  6
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  9 18  1  0
 13 18  2  0
 19 20  1  0
 20 21  2  0
  9 21  1  0
 10 19  2  0
  8 11  1  0
  4  8  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2420582

   4-(Imidazo[1,2-a]quinoxalin-4-ylamino)cyclohexan-1-ol

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: 282.35

Molecular Weight (Monoisotopic): 282.1481

AlogP: 2.60

#Rotatable Bonds: 2

Polar Surface Area: 62.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.93

CX LogP: 1.43

CX LogD: 1.43

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.08

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