LIT-001   Click here for help

GtoPdb Ligand ID: 10444

Synonyms: compound 57 [PMID: 30199637]
Compound class: Synthetic organic
Comment: LIT-001 is a non-peptide oxytocin (OT) receptor agonist [1]. The compound is brain penetrant and active in vivo by intraperitoneal injection. OT receptor agonists are predicted to promote prosocial effects in individuals with disorders such as autism spectrum disorders (ASD), who exhibit social interaction deficits. 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.
A search of PubChem for 'LIT-001' produces a single CID (137701510), but this is for the R optical isomer of the chemical structure. The primary reference for LIT-001 by Frantz et al. defines the molecule as the S isomer (and as the trifluoroacetate salt) [1].
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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
SMILES / InChI / InChIKey
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Canonical SMILES S=C(C1CCCN1C(=O)NCc1ccc(cc1C)C(=O)N1Cc2cnn(c2Nc2c1cccc2)C)N(C)C
Isomeric SMILES S=C(C1CCCN1C(=O)NCc1ccc(cc1C)C(=O)N1Cc2cnn(c2Nc2c1cccc2)C)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)
InChI Key AOPORIRPXVMWSL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(S)-2-(Dimethylcarbamothioyl)-N-(2-methyl-4-(1-methyl-1,4,5,10-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepine-5-carbonyl)benzyl)pyrrolidine-1-carboxamide
Synonyms Click here for help
compound 57 [PMID: 30199637]
Database Links Click here for help
GtoPdb PubChem SID 385612204
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