Details of the Drug

General Information of Drug (ID: DMI8RU0)

Drug Name
[3H]WIN35428
Synonyms
beta-Cft; Win 35428; 2-Cmft; 50370-56-4; 2-CFT; WIN 35,428; 2-Carbomethoxy-3-(4-fluorophenyl)tropane; (3H)2-Carbomethoxy-3-(4-fluorophenyl)tropane; (1R,2S,3S,5S)-Methyl 3-(4-fluorophenyl)-8-methyl-8-azabicyclo[321]octane-2-carboxylate; 2beta-carbomethoxy-3beta-(4-fluorophenyl)tropane; WIN35428; methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[321]octane-2-carboxylate; [3H]WIN 35,428; (1R-(exo,exo))-3-(4-Fluorophenyl)-8-methyl-8-azabicyclo(321)octane-2-carboxylic acid, methyl ester; [3H]-2beta-carboxymethy-3beta-(4-fluorophenyl)tropane ; [3H]-WIN35428 ; [3H]-beta-CFT; WIN_35428
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 277.33
Logarithm of the Partition Coefficient (xlogp) 2.7
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C16H20FNO2
IUPAC Name
methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Canonical SMILES
CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)C3=CC=C(C=C3)F)C(=O)OC
InChI
InChI=1S/C16H20FNO2/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13+,14+,15-/m0/s1
InChIKey
QUSLQENMLDRCTO-YJNKXOJESA-N
Cross-matching ID
PubChem CID
105056
ChEBI ID
CHEMBL1944829
CAS Number
50370-56-4
TTD ID
D0N3DD
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [2]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [3]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Sodium-dependent dopamine transporter (SLC6A3) OT39XG28 SC6A3_HUMAN Protein Interaction/Cellular Processes [4]
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Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Dopamine transporter (DAT) DTT SLC6A3 1.08E-03 -3.08 -1.99
Serotonin transporter (SERT) DTT SLC6A4 8.76E-01 7.18E-05 6.19E-04
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4605).
2 Pharmacological heterogeneity of the cloned and native human dopamine transporter: disassociation of [3H]WIN 35,428 and [3H]GBR 12,935 binding. Mol Pharmacol. 1994 Jan;45(1):125-35.
3 3 alpha-(4'-substituted phenyl)tropane-2 beta-carboxylic acid methyl esters: novel ligands with high affinity and selectivity at the dopamine trans... J Med Chem. 1996 Oct 11;39(21):4139-41.
4 Dopamine transport function is elevated in cocaine users. J Neurochem. 2002 Apr;81(2):292-300. doi: 10.1046/j.1471-4159.2002.00820.x.