N-phenethylimidazo[1,2-a]quinoxalin-4-amine

ID: ALA2420577

PubChem CID: 3656000

Max Phase: Preclinical

Molecular Formula: C18H16N4

Molecular Weight: 288.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCNc2nc3ccccc3n3ccnc23)cc1

Standard InChI:  InChI=1S/C18H16N4/c1-2-6-14(7-3-1)10-11-19-17-18-20-12-13-22(18)16-9-5-4-8-15(16)21-17/h1-9,12-13H,10-11H2,(H,19,21)

Standard InChI Key:  ZOZFYKGGFJBPBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    7.9053   -6.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1910   -6.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1915   -7.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9060   -7.8213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6207   -7.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3348   -7.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0493   -7.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0490   -6.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3342   -6.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6196   -6.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775   -6.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9127   -5.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7331   -5.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4770   -7.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4770   -8.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627   -9.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7627   -9.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581  -10.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4706  -11.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625  -11.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418  -11.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0293  -10.3087    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  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  2  0
  1 13  1  0
  2 11  2  0
  3 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2420577

   N-(2-phenylethyl)imidazo[1,2-a]quinoxalin-4-amine

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: 288.35

Molecular Weight (Monoisotopic): 288.1375

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 42.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.94

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -1.36

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