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

ID: ALA4094419

PubChem CID: 137654977

Max Phase: Preclinical

Molecular Formula: C51H67N11O8

Molecular Weight: 962.17

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)[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/C51H67N11O8/c1-31(2)42-48(68)55-32(3)43(63)59-39(30-35-20-11-6-12-21-35)49(69)62-27-15-24-41(62)50(70)61-26-14-23-40(61)47(67)56-36(22-13-25-54-51(52)53)44(64)57-37(28-33-16-7-4-8-17-33)45(65)58-38(46(66)60-42)29-34-18-9-5-10-19-34/h4-12,16-21,31-32,36-42H,13-15,22-30H2,1-3H3,(H,55,68)(H,56,67)(H,57,64)(H,58,65)(H,59,63)(H,60,66)(H4,52,53,54)/t32-,36-,37-,38-,39-,40-,41+,42-/m0/s1

Standard InChI Key:  GJBATEAXPBKLPO-XXBPCZIFSA-N

Molfile:  

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M  END

Alternative Forms

  1. Parent:

    ALA4094419

    ---

Associated Targets(non-human)

Mc5r Melanocortin receptor 5 (870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mc4r Melanocortin receptor 4 (1205 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mc1r Melanocortin receptor 1 (1101 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mc3r Melanocortin receptor 3 (1119 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

Biocomponents

Calculated Properties

Molecular Weight: 962.17Molecular Weight (Monoisotopic): 961.5174AlogP: 0.56#Rotatable Bonds: 11
Polar Surface Area: 277.12Molecular Species: BASEHBA: 9HBD: 9
#RO5 Violations: 2HBA (Lipinski): 19HBD (Lipinski): 10#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.59CX Basic pKa: 11.42CX LogP: 0.49CX LogD: -1.21
Aromatic Rings: 3Heavy Atoms: 70QED Weighted: 0.07Np Likeness Score: 0.70

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]

Source