ID: ALA203776

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N2O2S

Molecular Weight: 399.34

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

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

Associated Targets(Human)

Serotonin transporter 12625 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Dopamine transporter 10535 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Norepinephrine transporter 10102 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Serotonin and norepinephrine transporters (SERT/NET) 90 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Monoamine transporters; serotonin & dopamine 417 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Caco-2 12174 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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

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: 0	HBA (Lipinski): 4	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
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]