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

ID: ALA378379

Chembl Id: CHEMBL378379

PubChem CID: 9928961

Max Phase: Preclinical

Molecular Formula: C19H20Cl2N2O

Molecular Weight: 363.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc2c(c1)[C@@H](NC)CC[C@H]2c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C19H20Cl2N2O/c1-22-18-8-6-13(11-4-7-16(20)17(21)10-11)14-5-3-12(9-15(14)18)19(24)23-2/h3-5,7,9-10,13,18,22H,6,8H2,1-2H3,(H,23,24)/t13-,18-/m0/s1

Standard InChI Key:  JJMNVQSTRSYLOB-UGSOOPFHSA-N

Associated Targets(Human)

SLC6A4 Tclin Serotonin transporter (12625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Serotonin and norepinephrine transporters (SERT/NET) (90 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Monoamine transporters; serotonin & dopamine (417 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Caco-2 (12174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 363.29Molecular Weight (Monoisotopic): 362.0953AlogP: 4.54#Rotatable Bonds: 3
Polar Surface Area: 41.13Molecular Species: BASEHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.03CX LogP: 4.22CX LogD: 2.60
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.84Np Likeness Score: -0.12

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