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

ID: ALA4170160

PubChem CID: 145954673

Max Phase: Preclinical

Molecular Formula: C46H66N12O8

Molecular Weight: 915.11

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](C)NC(=O)[C@H](CN)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/C46H66N12O8/c1-3-4-18-32-44(65)58-24-13-21-37(58)45(66)57-23-12-20-36(57)43(64)52-31(19-11-22-50-46(48)49)39(60)54-33(25-29-14-7-5-8-15-29)40(61)55-34(26-30-16-9-6-10-17-30)41(62)56-35(27-47)42(63)51-28(2)38(59)53-32/h5-10,14-17,28,31-37H,3-4,11-13,18-27,47H2,1-2H3,(H,51,63)(H,52,64)(H,53,59)(H,54,60)(H,55,61)(H,56,62)(H4,48,49,50)/t28-,31-,32-,33-,34-,35-,36-,37+/m0/s1

Standard InChI Key: PBBNRZYWKQOVEJ-NPSJJVBESA-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: 915.11	Molecular Weight (Monoisotopic): 914.5127	AlogP: -1.19	#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: 11.39	CX LogP: -1.81	CX LogD: -4.26
Aromatic Rings: 2	Heavy Atoms: 66	QED Weighted: 0.07	Np Likeness Score: 0.53

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)-15,18-dibenzyl-6-butyl-9-methyl-5,8,11,14,17,20,23,28-octaoxooctacosahydrodipyrrolo[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