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Compounds
ALA3276114

[1-(L-2-Hydroxy-3-mercaptopropanoicacid),4-threonine]oxytocin

ID: ALA3276114

Chembl Id: CHEMBL3276114

PubChem CID: 90679374

Max Phase: Preclinical

Molecular Formula: C42H64N10O13S2

Molecular Weight: 981.16

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](O)CSSC[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]([C@@H](C)O)NC1=O

Standard InChI: InChI=1S/C42H64N10O13S2/c1-6-21(4)33-40(63)51-34(22(5)53)41(64)48-27(16-31(43)56)36(59)49-28(18-66-67-19-30(55)39(62)47-26(37(60)50-33)15-23-9-11-24(54)12-10-23)42(65)52-13-7-8-29(52)38(61)46-25(14-20(2)3)35(58)45-17-32(44)57/h9-12,20-22,25-30,33-34,53-55H,6-8,13-19H2,1-5H3,(H2,43,56)(H2,44,57)(H,45,58)(H,46,61)(H,47,62)(H,48,64)(H,49,59)(H,50,60)(H,51,63)/t21-,22?,25-,26-,27-,28-,29-,30-,33-,34-/m0/s1

Standard InChI Key: XSADGWGVBDFQKZ-RPSYMWIOSA-N

Alternative Forms

Parent:

ALA3276114
(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-19-hydroxy-10-[(1R)-1-hydroxyethyl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pen

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oxtr Oxytocin receptor (839 Activities)

Discover Target: Oxtr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Molecule Features

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 981.16	Molecular Weight (Monoisotopic): 980.4096	AlogP: -3.46	#Rotatable Bonds: 15
Polar Surface Area: 370.88	Molecular Species: NEUTRAL	HBA: 15	HBD: 12
#RO5 Violations: 3	HBA (Lipinski): 23	HBD (Lipinski): 14	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.50	CX Basic pKa: ┄	CX LogP: -4.22	CX LogD: -4.23
Aromatic Rings: 1	Heavy Atoms: 67	QED Weighted: 0.08	Np Likeness Score: 0.61

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

Source(1):

Scientific Literature