(5S,8S)-5-(3,4-dichlorophenyl)-N-methyl-8-(methylamino)-5,6,7,8-tetrahydronaphthalene-2-sulfonamide

ID: ALA203776

Chembl Id: CHEMBL203776

PubChem CID: 9930791

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N2O2S

Molecular Weight: 399.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H20Cl2N2O2S/c1-21-18-8-6-13(11-3-7-16(19)17(20)9-11)14-5-4-12(10-15(14)18)25(23,24)22-2/h3-5,7,9-10,13,18,21-22H,6,8H2,1-2H3/t13-,18-/m0/s1

Standard InChI Key:  OUQMYOZRLIWPPV-UGSOOPFHSA-N

Alternative Forms

1. Parent:

   

   ALA203776

   (5S,8S)-5-(3,4-dichlorophenyl)-N-methyl-8-(methylamino)-5,6,7,8-tetrahydronaphthalene-2-sulfonamide

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: 399.34

Molecular Weight (Monoisotopic): 398.0623

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.26

CX Basic pKa: 8.85

CX LogP: 3.78

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.81

Np Likeness Score: -0.56

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