2-((6S,9S,12S,15S,18S,21S,23aS,28aR)-15,18-dibenzyl-6-butyl-21-(3-guanidinopropyl)-9-(hydroxymethyl)-5,8,11,14,17,20,23,28-octaoxooctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosin-12-yl)acetamide

ID: ALA4159541

PubChem CID: 145959370

Max Phase: Preclinical

Molecular Formula: C47H66N12O10

Molecular Weight: 959.12

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](CO)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C1=O

Standard InChI: InChI=1S/C47H66N12O10/c1-2-3-17-31-45(68)59-23-12-20-37(59)46(69)58-22-11-19-36(58)44(67)52-30(18-10-21-51-47(49)50)39(62)54-32(24-28-13-6-4-7-14-28)40(63)55-33(25-29-15-8-5-9-16-29)41(64)56-34(26-38(48)61)42(65)57-35(27-60)43(66)53-31/h4-9,13-16,30-37,60H,2-3,10-12,17-27H2,1H3,(H2,48,61)(H,52,67)(H,53,66)(H,54,62)(H,55,63)(H,56,64)(H,57,65)(H4,49,50,51)/t30-,31-,32-,33-,34-,35-,36-,37+/m0/s1

Standard InChI Key: WQOQEULNHGZAHE-UTRXZUIZSA-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: 959.12	Molecular Weight (Monoisotopic): 958.5025	AlogP: -2.30	#Rotatable Bonds: 14
Polar Surface Area: 340.44	Molecular Species: BASE	HBA: 11	HBD: 11
#RO5 Violations: 3	HBA (Lipinski): 22	HBD (Lipinski): 13	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.67	CX Basic pKa: 11.91	CX LogP: -3.09	CX LogD: -4.83
Aromatic Rings: 2	Heavy Atoms: 69	QED Weighted: 0.05	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]

2-((6S,9S,12S,15S,18S,21S,23aS,28aR)-15,18-dibenzyl-6-butyl-21-(3-guanidinopropyl)-9-(hydroxymethyl)-5,8,11,14,17,20,23,28-octaoxooctacosahydrodipyrrolo[1,2-a:1',2'-d][1,4,7,10,13,16,19,22]octaazacyclotetracosin-12-yl)acetamide

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source