cligosiban   Click here for help

GtoPdb Ligand ID: 13229

Synonyms: PF-3274167 | PF3274167
Compound class: Synthetic organic
Comment: Cligosiban (PF-3274167) is an oxytocin receptor antagonist, with proposed action at central oxytocin receptors [3].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 8
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 71.25
Molecular weight 419.84
XLogP 3.33
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES COCC1=NN=C(N2CC(C2)OC3=CC=C(C=C3Cl)F)N1C4=CC=C(N=C4)OC
Isomeric SMILES COCC1=NN=C(N1C2=CN=C(C=C2)OC)N3CC(C3)OC4=C(C=C(C=C4)F)Cl
InChI InChI=1S/C19H19ClFN5O3/c1-27-11-17-23-24-19(26(17)13-4-6-18(28-2)22-8-13)25-9-14(10-25)29-16-5-3-12(21)7-15(16)20/h3-8,14H,9-11H2,1-2H3
InChI Key HNIFCPBQMKPRCX-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-[3-[3-(2-chloro-4-fluorophenoxy)azetidin-1-yl]-5-(methoxymethyl)-1,2,4-triazol-4-yl]-2-methoxypyridine
International Nonproprietary Names Click here for help
INN number INN
10778 cligosiban
Synonyms Click here for help
PF-3274167 | PF3274167
Database Links Click here for help
BindingDB Ligand 50305506
CAS Registry No. 900510-03-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL594828
GtoPdb PubChem SID 491300011
PubChem CID 11683187
Search Google for chemical match using the InChIKey HNIFCPBQMKPRCX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HNIFCPBQMKPRCX
Search PubMed clinical trials cligosiban
Search PubMed titles cligosiban
Search PubMed titles/abstracts cligosiban
UniChem Compound Search for chemical match using the InChIKey HNIFCPBQMKPRCX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HNIFCPBQMKPRCX-UHFFFAOYSA-N