1-(3-((6S,9S,12S,15S,18S,21S,23aS,28aR)-12-(aminomethyl)-6,18-dibenzyl-9-methyl-5,8,11,14,17,20,23,28-octaoxo-15-phenethyloctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosin-21-yl)propyl)guanidine

ID: ALA4173301

PubChem CID: 145951839

Max Phase: Preclinical

Molecular Formula: C50H66N12O8

Molecular Weight: 963.15

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@@H]1NC(=O)[C@H](CN)NC(=O)[C@H](CCc2ccccc2)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)NC1=O

Standard InChI: InChI=1S/C50H66N12O8/c1-31-42(63)59-38(29-34-18-9-4-10-19-34)48(69)62-27-13-22-41(62)49(70)61-26-12-21-40(61)47(68)57-35(20-11-25-54-50(52)53)43(64)58-37(28-33-16-7-3-8-17-33)45(66)56-36(24-23-32-14-5-2-6-15-32)44(65)60-39(30-51)46(67)55-31/h2-10,14-19,31,35-41H,11-13,20-30,51H2,1H3,(H,55,67)(H,56,66)(H,57,68)(H,58,64)(H,59,63)(H,60,65)(H4,52,53,54)/t31-,35-,36-,37-,38-,39-,40-,41+/m0/s1

Standard InChI Key: FGJWYXQUVLSPCC-ASFXGQTKSA-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

Mc1r Melanocortin receptor 1 (1101 Activities)

Discover Target: Mc1r

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

Mc3r Melanocortin receptor 3 (1119 Activities)

Discover Target: Mc3r

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: 963.15	Molecular Weight (Monoisotopic): 962.5127	AlogP: -0.75	#Rotatable Bonds: 12
Polar Surface Area: 303.14	Molecular Species: BASE	HBA: 10	HBD: 10
#RO5 Violations: 2	HBA (Lipinski): 20	HBD (Lipinski): 12	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.54	CX Basic pKa: 11.38	CX LogP: -1.12	CX LogD: -3.57
Aromatic Rings: 3	Heavy Atoms: 70	QED Weighted: 0.06	Np Likeness Score: 0.52

References

1. Fleming KA, Freeman KT, Ericson MD, Haskell-Luevano C.. (2018) Synergistic Multiresidue Substitutions of a Macrocyclic c[Pro-Arg-Phe-Phe-Asn-Ala-Phe-dPro] Agouti-Related Protein (AGRP) Scaffold Yield Potent and >600-Fold MC4R versus MC3R Selective Melanocortin Receptor Antagonists., 61 (17): [PMID:30035543] [10.1021/acs.jmedchem.8b00684]

1-(3-((6S,9S,12S,15S,18S,21S,23aS,28aR)-12-(aminomethyl)-6,18-dibenzyl-9-methyl-5,8,11,14,17,20,23,28-octaoxo-15-phenethyloctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosin-21-yl)propyl)guanidine

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source