1-(3-((6S,9S,12S,15S,18S,21S,23aS,28aR)-12-(aminomethyl)-6,15,18-tribenzyl-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-21-yl)propyl)guanidine

ID: ALA4172753

PubChem CID: 145950765

Max Phase: Preclinical

Molecular Formula: C49H64N12O9

Molecular Weight: 965.13

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: N=C(N)NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CO)NC(=O)[C@H](CN)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI: InChI=1S/C49H64N12O9/c50-28-37-44(66)59-38(29-62)45(67)57-36(27-32-17-8-3-9-18-32)47(69)61-24-12-21-40(61)48(70)60-23-11-20-39(60)46(68)54-33(19-10-22-53-49(51)52)41(63)55-34(25-30-13-4-1-5-14-30)42(64)56-35(43(65)58-37)26-31-15-6-2-7-16-31/h1-9,13-18,33-40,62H,10-12,19-29,50H2,(H,54,68)(H,55,63)(H,56,64)(H,57,67)(H,58,65)(H,59,66)(H4,51,52,53)/t33-,34-,35-,36-,37-,38-,39-,40+/m0/s1

Standard InChI Key: PEPGZWWIGZZCJI-ZHECQJHESA-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: 965.13	Molecular Weight (Monoisotopic): 964.4919	AlogP: -2.17	#Rotatable Bonds: 12
Polar Surface Area: 323.37	Molecular Species: BASE	HBA: 11	HBD: 11
#RO5 Violations: 3	HBA (Lipinski): 21	HBD (Lipinski): 13	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.41	CX Basic pKa: 11.39	CX LogP: -2.56	CX LogD: -5.06
Aromatic Rings: 3	Heavy Atoms: 70	QED Weighted: 0.05	Np Likeness Score: 0.50

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)-6,15,18-tribenzyl-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-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