(5S,8S)-5-(3,4-dichlorophenyl)-8-(methylamino)-5,6,7,8-tetrahydronaphthalene-2-carboxamide

ID: ALA438257

Chembl Id: CHEMBL438257

PubChem CID: 9798438

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O

Molecular Weight: 349.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@H]1CC[C@@H](c2ccc(Cl)c(Cl)c2)c2ccc(C(N)=O)cc21

Standard InChI:  InChI=1S/C18H18Cl2N2O/c1-22-17-7-5-12(10-3-6-15(19)16(20)9-10)13-4-2-11(18(21)23)8-14(13)17/h2-4,6,8-9,12,17,22H,5,7H2,1H3,(H2,21,23)/t12-,17-/m0/s1

Standard InChI Key:  GIENPXSUZALJHK-SJCJKPOMSA-N

Alternative Forms

1. Parent:

   

   ALA438257

   (5S,8S)-5-(3,4-dichlorophenyl)-8-(methylamino)-5,6,7,8-tetrahydronaphthalene-2-carboxamide

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: 349.26

Molecular Weight (Monoisotopic): 348.0796

AlogP: 4.28

#Rotatable Bonds: 3

Polar Surface Area: 55.12

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.03

CX LogP: 4.00

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -0.03

References

1. Middleton DS, Andrews M, Glossop P, Gymer G, Jessiman A, Johnson PS, Mackenny M, Pitcher MJ, Rooker T, Stobie A, Tang K, Morgan P..  (2006)  Designing rapid onset selective serotonin re-uptake inhibitors. Part 1: Structure-activity relationships of substituted (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydro-1-naphthaleneamine.,  16  (5): [PMID:16314097] [10.1016/j.bmcl.2005.11.031]

Source

Source(1):

• Scientific Literature