U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2O3S2
Molecular Weight 352.472
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of UK-390957

SMILES

CSC1=CC=C(OC2=CC=C(C=C2CN(C)C)S(N)(=O)=O)C=C1

InChI

InChIKey=VCNSPGHSQPMCFF-UHFFFAOYSA-N
InChI=1S/C16H20N2O3S2/c1-18(2)11-12-10-15(23(17,19)20)8-9-16(12)21-13-4-6-14(22-3)7-5-13/h4-10H,11H2,1-3H3,(H2,17,19,20)

HIDE SMILES / InChI

Molecular Formula C16H20N2O3S2
Molecular Weight 352.472
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

UK-390957 is a selective serotonin reuptake inhibitor (SSRI) that was in phase II/III development in the USA, European Union and other territories with Pfizer, for the treatment of Premature ejaculation. UK-390957 represented a major development in sexual medicine, and offered patients the convenience of on-demand dosing, significant improvements in IELT, ejaculatory control, and sexual satisfaction with minimal adverse effects. However development of UK-390957 was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Measurement of binding of basic drugs to acidic phospholipids using surface plasmon resonance and incorporation of the data into mechanistic tissue composition equations to predict steady-state volume of distribution.
2011-10
New agents in the treatment of premature ejaculation.
2006-12

Sample Use Guides

Unknown
Route of Administration: Oral
UK-390957 inhibited [3H]5HT reuptake at human serotonin transporter expressed in HEK293 cells with IC50 value of 4 nM.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:55:24 GMT 2025
Edited
by admin
on Mon Mar 31 17:55:24 GMT 2025
Record UNII
W26I0D1D6J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
UK-390957
Common Name English
UK-390,957
Preferred Name English
3-DIMETHYLAMINOMETHYL-4-(4-METHYLSULFANYL-PHENOXY)-BENZENESULFONAMIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
9884876
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
CAS
934301-71-0
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
SUPERSEDED
SMS_ID
300000041474
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
DRUG BANK
DB11719
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
CAS
364321-71-1
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
FDA UNII
W26I0D1D6J
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID10239425
Created by admin on Mon Mar 31 17:55:24 GMT 2025 , Edited by admin on Mon Mar 31 17:55:24 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
Premature ejaculation but withdrAWN