1-[2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]-piperazine Hydrochloride

ID: ALA2204360

Cas Number: 960203-28-5

PubChem CID: 66860907

Max Phase: Preclinical

Molecular Formula: C18H23ClN2S

Molecular Weight: 298.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(Sc2ccccc2N2CCNCC2)c(C)c1.Cl

Standard InChI:  InChI=1S/C18H22N2S.ClH/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20;/h3-8,13,19H,9-12H2,1-2H3;1H

Standard InChI Key:  JOJYHYRCIYAVHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   10.5728   -7.3094    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5219   -9.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319   -9.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9507   -9.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9595   -8.3840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2494   -7.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5306   -8.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8031   -9.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0930   -9.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -9.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655  -10.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0755  -10.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7943  -10.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1017   -8.3537    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917   -7.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -7.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -6.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9716   -7.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9628   -7.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729   -8.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615   -6.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192   -6.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 14 15  1  0
  9 14  1  0
  2  8  1  0
 18 21  1  0
 16 22  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: 298.46

Molecular Weight (Monoisotopic): 298.1504

AlogP: 3.86

#Rotatable Bonds: 3

Polar Surface Area: 15.27

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.85

CX LogP: 4.76

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.93

Np Likeness Score: -1.11

References

1. Bang-Andersen B, Ruhland T, Jørgensen M, Smith G, Frederiksen K, Jensen KG, Zhong H, Nielsen SM, Hogg S, Mørk A, Stensbøl TB..  (2011)  Discovery of 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine (Lu AA21004): a novel multimodal compound for the treatment of major depressive disorder.,  54  (9): [PMID:21486038] [10.1021/jm101459g]

Source

Source(1):

• Scientific Literature