3-(1H-benzo[d]imidazol-2-yl)-2-(N-3-(1H-imidazol-1-yl)propyl)aminoquinoxaline

ID: ALA4535534

PubChem CID: 155548000

Max Phase: Preclinical

Molecular Formula: C21H19N7

Molecular Weight: 369.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc2nc(-c3nc4ccccc4[nH]3)c(NCCCn3ccnc3)nc2c1

Standard InChI:  InChI=1S/C21H19N7/c1-2-7-16-15(6-1)24-19(21-26-17-8-3-4-9-18(17)27-21)20(25-16)23-10-5-12-28-13-11-22-14-28/h1-4,6-9,11,13-14H,5,10,12H2,(H,23,25)(H,26,27)

Standard InChI Key:  ISGAKSJAHHHKKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   21.7449   -3.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7438   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4518   -4.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4501   -3.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1587   -3.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1594   -4.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8680   -4.9246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5762   -4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5715   -3.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8624   -3.2883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2767   -3.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2855   -4.9196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9916   -4.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0226   -3.6083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3545   -2.4673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1528   -2.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5630   -2.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3753   -2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7783   -2.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3630   -1.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5521   -1.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7009   -4.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4070   -4.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1163   -4.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2055   -5.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0063   -5.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4116   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8598   -4.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 11 14  2  0
 14 17  1  0
 16 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 25 26  2  0
 24 25  1  0
 26 27  1  0
 27 28  2  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535534

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 369.43

Molecular Weight (Monoisotopic): 369.1702

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 84.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 6.53

CX LogP: 3.03

CX LogD: 2.99

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -1.31

References

1. Liu QQ, Lu K, Zhu HM, Kong SL, Yuan JM, Zhang GH, Chen NY, Gu CX, Pan CX, Mo DL, Su GF..  (2019)  Identification of 3-(benzazol-2-yl)quinoxaline derivatives as potent anticancer compounds: Privileged structure-based design, synthesis, and bioactive evaluation in vitro and in vivo.,  165  [PMID:30685528] [10.1016/j.ejmech.2019.01.004]

Source

Source(1):

• Scientific Literature