(R)-2-[(R)-(3,4-Dichloro-phenyl)-methoxycarbonyl-methyl]-piperidinium chloride

ID: ALA54134

Chembl Id: CHEMBL54134

Cas Number: 214149-42-5

PubChem CID: 49796220

Max Phase: Preclinical

Molecular Formula: C14H18Cl3NO2

Molecular Weight: 302.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](c1ccc(Cl)c(Cl)c1)[C@H]1CCCCN1.Cl

Standard InChI:  InChI=1S/C14H17Cl2NO2.ClH/c1-19-14(18)13(12-4-2-3-7-17-12)9-5-6-10(15)11(16)8-9;/h5-6,8,12-13,17H,2-4,7H2,1H3;1H/t12-,13-;/m1./s1

Standard InChI Key:  DJQISAOWJXQDPU-OJERSXHUSA-N

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: 302.20

Molecular Weight (Monoisotopic): 301.0636

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 38.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 3.46

CX LogD: 1.86

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: -0.22

References

1. Davies HM, Hopper DW, Hansen T, Liu Q, Childers SR..  (2004)  Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites.,  14  (7): [PMID:15026075] [10.1016/j.bmcl.2003.12.097]

2. Kim DI, Deutsch HM, Ye X, Schweri MM..  (2007)  Synthesis and pharmacology of site-specific cocaine abuse treatment agents: restricted rotation analogues of methylphenidate.,  50  (11): [PMID:17489581] [10.1021/jm061354p]

Source

Source(1):

• Scientific Literature