1-Phenyl-4-((R)-2-phenyl-4,5-dihydro-1H-imidazol-4-ylmethyl)-piperazine hydrochloride

ID: ALA540039

PubChem CID: 10247720

Max Phase: Preclinical

Molecular Formula: C20H25ClN4

Molecular Weight: 320.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.c1ccc(C2=NC[C@H](CN3CCN(c4ccccc4)CC3)N2)cc1

Standard InChI:  InChI=1S/C20H24N4.ClH/c1-3-7-17(8-4-1)20-21-15-18(22-20)16-23-11-13-24(14-12-23)19-9-5-2-6-10-19;/h1-10,18H,11-16H2,(H,21,22);1H/t18-;/m1./s1

Standard InChI Key:  XWQNGPJBPLHHIO-GMUIIQOCSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.6969    2.6711    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786    3.8595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8372    5.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3372    5.2929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509    6.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8056    3.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433    6.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    7.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    7.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    9.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287    9.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  2  6  1  0
  3  8  1  0
  5  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  1
  7 12  1  0
  4 13  1  0
  6 13  1  0
  7 14  1  0
 10 14  1  0
  7 15  1  0
  9 15  1  0
  8 16  2  0
  8 17  1  0
 11 18  2  0
 11 19  1  0
 16 20  1  0
 18 21  1  0
 19 22  2  0
 17 23  2  0
 20 24  2  0
 23 24  1  0
 21 25  2  0
 22 25  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: 320.44

Molecular Weight (Monoisotopic): 320.2001

AlogP: 2.23

#Rotatable Bonds: 4

Polar Surface Area: 30.87

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.85

CX LogP: 3.04

CX LogD: 1.59

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.94

Np Likeness Score: -0.90

References

1. Einsiedel J, Hübner H, Gmeiner P..  (2001)  Benzamide bioisosteres incorporating dihydroheteroazole substructures: EPC synthesis and SAR leading to a selective dopamine D4 receptor partial agonist (FAUC 179).,  11  (18): [PMID:11549463] [10.1016/s0960-894x(01)00484-x]

2. Einsiedel J, Hübner H, Gmeiner P..  (2001)  Benzamide bioisosteres incorporating dihydroheteroazole substructures: EPC synthesis and SAR leading to a selective dopamine D4 receptor partial agonist (FAUC 179).,  11  (18): [PMID:11549463] [10.1016/s0960-894x(01)00484-x]

Source

Source(1):

• Scientific Literature