N2,N3-bis(4-bromophenyl)-7-chloroquinoxaline-2,3,6-triamine

ID: ALA5172494

PubChem CID: 168271092

Max Phase: Preclinical

Molecular Formula: C20H14Br2ClN5

Molecular Weight: 519.63

Names and Identifiers

Canonical SMILES:  Nc1cc2nc(Nc3ccc(Br)cc3)c(Nc3ccc(Br)cc3)nc2cc1Cl

Standard InChI:  InChI=1S/C20H14Br2ClN5/c21-11-1-5-13(6-2-11)25-19-20(26-14-7-3-12(22)4-8-14)28-18-10-16(24)15(23)9-17(18)27-19/h1-10H,24H2,(H,25,27)(H,26,28)

Standard InChI Key:  VNUZCIIEZWXTNE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.8439   -1.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293   -0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174   -1.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174   -2.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -2.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8439   -2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994   -2.4651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101   -1.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7047   -0.8148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.8169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073    0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194    1.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4324    0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.4589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4342   -2.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306   -1.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1343   -0.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439   -1.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1465   -2.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549   -0.8156    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7194    2.4651    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.8106    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549   -2.4651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 10  1  0
  9 11  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 19 24  2  0
  1 25  1  0
 15 26  1  0
 22 27  1  0
  6 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5172494

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 519.63

Molecular Weight (Monoisotopic): 516.9304

AlogP: 6.88

#Rotatable Bonds: 4

Polar Surface Area: 75.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 6.68

CX LogD: 6.68

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.26

Np Likeness Score: -1.01

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature