c[Pro-Arg-Phe-Phe-Nle-Ala-Phe-DPro]

ID: ALA4086679

PubChem CID: 137641768

Max Phase: Preclinical

Molecular Formula: C52H69N11O8

Molecular Weight: 976.19

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](C)NC1=O

Standard InChI: InChI=1S/C52H69N11O8/c1-3-4-23-37-45(65)56-33(2)44(64)61-41(32-36-21-12-7-13-22-36)50(70)63-29-16-26-43(63)51(71)62-28-15-25-42(62)49(69)58-38(24-14-27-55-52(53)54)46(66)59-40(31-35-19-10-6-11-20-35)48(68)60-39(47(67)57-37)30-34-17-8-5-9-18-34/h5-13,17-22,33,37-43H,3-4,14-16,23-32H2,1-2H3,(H,56,65)(H,57,67)(H,58,69)(H,59,66)(H,60,68)(H,61,64)(H4,53,54,55)/t33-,37-,38-,39-,40-,41-,42-,43+/m0/s1

Standard InChI Key: SXSUHWZPZOJQGS-LVXPXGLXSA-N

Molfile:

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M  END

Associated Targets(non-human)

Mc5r Melanocortin receptor 5 (870 Activities)

Discover Target: Mc5r

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

Mc3r Melanocortin receptor 3 (1119 Activities)

Discover Target: Mc3r

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

Mc4r Melanocortin receptor 4 (1205 Activities)

Discover Target: Mc4r

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

Mc1r Melanocortin receptor 1 (1101 Activities)

Discover Target: Mc1r

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

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

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

Calculated Properties

Molecular Weight: 976.19	Molecular Weight (Monoisotopic): 975.5331	AlogP: 1.09	#Rotatable Bonds: 13
Polar Surface Area: 277.12	Molecular Species: BASE	HBA: 9	HBD: 9
#RO5 Violations: 2	HBA (Lipinski): 19	HBD (Lipinski): 10	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.60	CX Basic pKa: 11.43	CX LogP: 1.01	CX LogD: -0.68
Aromatic Rings: 3	Heavy Atoms: 71	QED Weighted: 0.07	Np Likeness Score: 0.50

References

1. Ericson MD, Freeman KT, Schnell SM, Fleming KA, Haskell-Luevano C.. (2017) Structure-Activity Relationship Studies on a Macrocyclic Agouti-Related Protein (AGRP) Scaffold Reveal Agouti Signaling Protein (ASP) Residue Substitutions Maintain Melanocortin-4 Receptor Antagonist Potency and Result in Inverse Agonist Pharmacology at the Melanocortin-5 Receptor., 60 (19): [PMID:28813605] [10.1021/acs.jmedchem.7b00856]

c[Pro-Arg-Phe-Phe-Nle-Ala-Phe-DPro]

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source