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
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Molecular structure representations generated using Open Babel