talnetant   Click here for help

GtoPdb Ligand ID: 2132

Synonyms: SB 223412 | SB-223,412 | SB-223412 | SB223412
Compound class: Synthetic organic
Comment: Talnetant (SB-223412) is an orally active, selective neurokinin-3 (NK3) receptor antagonist that was developed as a potential anti-schizophrenia drug [2-4,6,8].
There is some ambiguity in the stereochemical representation of talnetant as shown on other databases. The structure shown above is the same as the INN-assigned structure and shows the (S)-isomer of the compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 62.22
Molecular weight 382.17
XLogP 6.61
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC(c1ccccc1)NC(=O)c1c(O)c(nc2c1cccc2)c1ccccc1
Isomeric SMILES CC[C@@H](c1ccccc1)NC(=O)c1c(O)c(nc2c1cccc2)c1ccccc1
InChI InChI=1S/C25H22N2O2/c1-2-20(17-11-5-3-6-12-17)27-25(29)22-19-15-9-10-16-21(19)26-23(24(22)28)18-13-7-4-8-14-18/h3-16,20,28H,2H2,1H3,(H,27,29)/t20-/m0/s1
InChI Key BIAVGWDGIJKWRM-FQEVSTJZSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-hydroxy-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
International Nonproprietary Names Click here for help
INN number INN
7872 talnetant
Synonyms Click here for help
SB 223412 | SB-223,412 | SB-223412 | SB223412
Database Links Click here for help
BindingDB Ligand 50051293
CAS Registry No. 174636-32-9 (source: Scifinder)
ChEMBL Ligand CHEMBL10188
GtoPdb PubChem SID 135650992
PubChem CID 5311424
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Search UniChem for chemical match using the InChIKey BIAVGWDGIJKWRM-FQEVSTJZSA-N
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Wikipedia Talnetant

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Tocris
SB 223412
Cat. No. 4672