6-Chloro-3-phenylsulfanyl-2-piperazin-1-yl-quinoxaline: HCl

ID: ALA1743929

PubChem CID: 12686422

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N4S

Molecular Weight: 356.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Clc1ccc2nc(N3CCNCC3)c(Sc3ccccc3)nc2c1

Standard InChI:  InChI=1S/C18H17ClN4S.ClH/c19-13-6-7-15-16(12-13)22-18(24-14-4-2-1-3-5-14)17(21-15)23-10-8-20-9-11-23;/h1-7,12,20H,8-11H2;1H

Standard InChI Key:  APYWFHHZWYEMAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.5645   -4.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -5.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -5.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -4.0932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -5.7394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -5.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767   -4.0815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -4.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7128   -6.5567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -5.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7157   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767   -3.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7157   -5.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -4.0932    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9967   -5.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -6.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -6.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7128   -5.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5606   -2.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889   -2.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9850   -2.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650   -1.6141    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  1  0
  3  2  2  0
  4  1  2  0
  5  2  1  0
  6  4  1  0
  7  6  1  0
  8  1  1  0
  9  6  2  0
 10 18  1  0
 11  7  2  0
 12  9  1  0
 13  8  1  0
 14 12  2  0
 15 12  1  0
 16  5  1  0
 17  5  1  0
 18 17  1  0
 19 16  1  0
 20 13  1  0
 21 13  2  0
 22 21  1  0
 23 20  2  0
 24 22  2  0
  3  7  1  0
 10 19  1  0
 24 23  1  0
 14 11  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: 356.88

Molecular Weight (Monoisotopic): 356.0862

AlogP: 3.84

#Rotatable Bonds: 3

Polar Surface Area: 41.05

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.72

CX LogP: 4.85

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.54

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