[Carba-1]oxytocin

ID: ALA3276118

PubChem CID: 11147449

Max Phase: Preclinical

Molecular Formula: C44H68N12O12S

Molecular Weight: 989.17

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CCSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O

Standard InChI:  InChI=1S/C44H68N12O12S/c1-5-23(4)36-43(67)50-27(12-13-33(46)58)39(63)52-30(19-34(47)59)40(64)54-31(21-69-16-14-26(45)37(61)51-29(41(65)55-36)18-24-8-10-25(57)11-9-24)44(68)56-15-6-7-32(56)42(66)53-28(17-22(2)3)38(62)49-20-35(48)60/h8-11,22-23,26-32,36,57H,5-7,12-21,45H2,1-4H3,(H2,46,58)(H2,47,59)(H2,48,60)(H,49,62)(H,50,67)(H,51,61)(H,52,63)(H,53,66)(H,54,64)(H,55,65)/t23-,26-,27-,28-,29-,30-,31-,32-,36-/m0/s1

Standard InChI Key:  LVXWHMADXDFDPU-CKNUHMDMSA-N

Molfile:  

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M  END

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Oxtr Oxytocin receptor (839 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 989.17Molecular Weight (Monoisotopic): 988.4800AlogP: -3.87#Rotatable Bonds: 17
Polar Surface Area: 399.53Molecular Species: NEUTRALHBA: 14HBD: 12
#RO5 Violations: 3HBA (Lipinski): 24HBD (Lipinski): 16#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.50CX Basic pKa: 8.11CX LogP: -4.95CX LogD: -5.57
Aromatic Rings: 1Heavy Atoms: 69QED Weighted: 0.07Np Likeness Score: 0.26

References

1. Manning M, Lowbridge J, Sawyer WH, Haldar J..  (1976)  Synthesis and some pharmacological properties of [1-(L-2-hydroxy-3-mercaptopropanoic acid), 4-threonine]oxytocin (hydroxy [4-thr]oxytocin), a peptide with strikingly high oxytocic potency and of [1-(L-2-hydroxy-3-mercaptopropanoic acid)]oxytocin (hydroxy-oxytocin).,  19  (3): [PMID:943546] [10.1021/jm00225a007]

Source