(R,R)-{3-[3,5-Dimethyl-4-(3-phenyl-propyl)-piperazin-1-yl]-propyl}-diphenyl-amine

ID: ALA316244

Chembl Id: CHEMBL316244

PubChem CID: 44321166

Max Phase: Preclinical

Molecular Formula: C30H39N3

Molecular Weight: 441.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(CCCN(c2ccccc2)c2ccccc2)C[C@@H](C)N1CCCc1ccccc1

Standard InChI:  InChI=1S/C30H39N3/c1-26-24-31(25-27(2)32(26)22-12-16-28-14-6-3-7-15-28)21-13-23-33(29-17-8-4-9-18-29)30-19-10-5-11-20-30/h3-11,14-15,17-20,26-27H,12-13,16,21-25H2,1-2H3/t26-,27-/m1/s1

Standard InChI Key:  KRUBQUVNIYCARV-KAYWLYCHSA-N

Alternative Forms

1. Parent:

   

   ALA316244

   {3-[(3R,5R)-3,5-Dimethyl-4-(3-phenyl-propyl)-piperazin-1-yl]-propyl}-diphenyl-amine

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: 441.66

Molecular Weight (Monoisotopic): 441.3144

AlogP: 6.24

#Rotatable Bonds: 10

Polar Surface Area: 9.72

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 6.85

CX LogD: 5.36

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -0.74

References

1. Cao J, Kulkarni SS, Husbands SM, Bowen WD, Williams W, Kopajtic T, Katz JL, George C, Newman AH..  (2003)  Dual probes for the dopamine transporter and sigma1 receptors: novel piperazinyl alkyl-bis(4'-fluorophenyl)amine analogues as potential cocaine-abuse therapeutic agents.,  46  (13): [PMID:12801223] [10.1021/jm030008u]

2. Cao J, Husbands SM, Kopajtic T, Katz JL, Newman AH..  (2001)  [3-cis-3,5-Dimethyl-(1-piperazinyl)alkyl]-bis-(4'-fluorophenyl)amine analogues as novel probes for the dopamine transporter.,  11  (24): [PMID:11720867] [10.1016/s0960-894x(01)00662-x]

Source

Source(1):

• Scientific Literature