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

ID: ALA314433

Chembl Id: CHEMBL314433

PubChem CID: 44321369

Max Phase: Preclinical

Molecular Formula: C21H29N3

Molecular Weight: 323.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(CCCN(c2ccccc2)c2ccccc2)C[C@@H](C)N1

Standard InChI:  InChI=1S/C21H29N3/c1-18-16-23(17-19(2)22-18)14-9-15-24(20-10-5-3-6-11-20)21-12-7-4-8-13-21/h3-8,10-13,18-19,22H,9,14-17H2,1-2H3/t18-,19-/m1/s1

Standard InChI Key:  UDPONPQEXNUGCI-RTBURBONSA-N

Alternative Forms

1. Parent:

   

   ALA314433

   [3-((3R,5R)-3,5-Dimethyl-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: 323.48

Molecular Weight (Monoisotopic): 323.2361

AlogP: 3.90

#Rotatable Bonds: 6

Polar Surface Area: 18.51

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.46

CX LogP: 4.01

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -0.58

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