6,7-Dichloro-2-piperazin-1-yl-quinoxaline: HCl

ID: ALA1744019

PubChem CID: 12686455

Max Phase: Preclinical

Molecular Formula: C12H13Cl3N4

Molecular Weight: 283.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1cc2ncc(N3CCNCC3)nc2cc1Cl

Standard InChI:  InChI=1S/C12H12Cl2N4.ClH/c13-8-5-10-11(6-9(8)14)17-12(7-16-10)18-3-1-15-2-4-18;/h5-7,15H,1-4H2;1H

Standard InChI Key:  XNYYUSLPAOBHAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    2.4784   -5.3965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9068   -5.3888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4707   -3.7425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -5.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -4.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463   -3.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3341   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3341   -4.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1829   -4.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312   -6.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3781   -3.7503    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -5.3965    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9068   -6.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -4.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312   -5.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -6.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4161   -7.8080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  7  1  0
  6  3  2  0
  7  3  1  0
  8  7  2  0
  9  6  1  0
 10  8  1  0
 11  2  1  0
 12 17  1  0
 13 10  1  0
 14  9  1  0
 15  4  1  0
 16  4  1  0
 17 16  1  0
 18 15  1  0
  5 11  2  0
 10  9  2  0
 12 18  1  0
M  END

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: 283.16

Molecular Weight (Monoisotopic): 282.0439

AlogP: 2.35

#Rotatable Bonds: 1

Polar Surface Area: 41.05

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.75

CX LogP: 2.67

CX LogD: 1.31

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -1.56

References

1. Lumma WC, Hartman RD, Saari WS, Engelhardt EL, Lotti VJ, Stone CA..  (1981)  Piperazinylquinoxalines with central serotoninmimetic activity.,  24  (1): [PMID:6451700] [10.1021/jm00133a019]

Source

Source(1):

• Scientific Literature