LIT-001   Click here for help

GtoPdb Ligand ID: 10444

Synonyms: compound 57 [PMID: 30199637] | LIT001
Compound class: Synthetic organic
Comment: LIT-001 is a non-peptide oxytocin (OT) receptor agonist [1]. The compound is proposed as being brain penetrant and to be active in vivo by intraperitoneal injection in mice. OT receptor agonists are predicted to promote prosocial effects in neurological conditions such as autism spectrum disorders (ASD), where interaction deficits are prevalent. LIT-001 provides an in vivo pharmacological tool compound that is suitable for furthering the study of the effects of OT receptor agonism in autism. The primary reference for LIT-001 by Frantz et al. defines the molecule as the S isomer (and as the trifluoroacetate salt) [1]. We display the free base here.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 117.83
Molecular weight 531.24
XLogP 4.15
No. Lipinski's rules broken 0
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Canonical SMILES S=C([C@@H]1CCCN1C(=O)NCc1ccc(cc1C)C(=O)N1Cc2cnn(c2Nc2c1cccc2)C)N(C)C
Isomeric SMILES Cc1c(ccc(c1)C(=O)N1Cc2c(Nc3ccccc13)n(nc2)C)CNC(=O)N1CCC[C@H]1C(=S)N(C)C
InChI InChI=1S/C28H33N7O2S/c1-18-14-19(11-12-20(18)15-29-28(37)34-13-7-10-24(34)27(38)32(2)3)26(36)35-17-21-16-30-33(4)25(21)31-22-8-5-6-9-23(22)35/h5-6,8-9,11-12,14,16,24,31H,7,10,13,15,17H2,1-4H3,(H,29,37)/t24-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 57 [PMID: 30199637] | LIT001
Database Links Click here for help
Specialist databases
GPCRdb Ligand LIT-001
Other databases
BindingDB Ligand 50459398
CAS Registry No. 2245072-20-0 (source: PubChem)
ChEMBL Ligand CHEMBL4204210
GtoPdb PubChem SID 385612204
PubChem CID 145711714
Search Google for chemical match using the InChIKey AOPORIRPXVMWSL-DEOSSOPVSA-N
Search Google for chemicals with the same backbone AOPORIRPXVMWSL
UniChem Compound Search for chemical match using the InChIKey AOPORIRPXVMWSL-DEOSSOPVSA-N
UniChem Connectivity Search for chemical match using the InChIKey AOPORIRPXVMWSL-DEOSSOPVSA-N