1,-(3,3'-((6S,9S,12S,15S,18S,21S,23aS,28aR)-18-benzyl-6-butyl-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]octaazacyclotetracosine-12,21-diyl)bis(propane-3,1-diyl))diguanidine

ID: ALA4167239

PubChem CID: 145952946

Max Phase: Preclinical

Molecular Formula: C50H74N14O8

Molecular Weight: 999.23

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](CCCNC(=N)N)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]2CCCN2C1=O

Standard InChI: InChI=1S/C50H74N14O8/c1-3-4-19-37-47(71)64-29-14-23-40(64)48(72)63-28-13-22-39(63)46(70)60-35(21-12-27-56-50(53)54)43(67)62-38(30-33-17-9-6-10-18-33)45(69)59-36(25-24-32-15-7-5-8-16-32)44(68)58-34(20-11-26-55-49(51)52)42(66)57-31(2)41(65)61-37/h5-10,15-18,31,34-40H,3-4,11-14,19-30H2,1-2H3,(H,57,66)(H,58,68)(H,59,69)(H,60,70)(H,61,65)(H,62,67)(H4,51,52,55)(H4,53,54,56)/t31-,34-,35-,36-,37-,38-,39-,40+/m0/s1

Standard InChI Key: XFXRRVQQDIUJRK-QPFBIXMUSA-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: 999.23	Molecular Weight (Monoisotopic): 998.5814	AlogP: -0.50	#Rotatable Bonds: 16
Polar Surface Area: 339.02	Molecular Species: BASE	HBA: 10	HBD: 12
#RO5 Violations: 2	HBA (Lipinski): 22	HBD (Lipinski): 14	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.61	CX Basic pKa: 11.70	CX LogP: -1.02	CX LogD: -5.22
Aromatic Rings: 2	Heavy Atoms: 72	QED Weighted: 0.06	Np Likeness Score: 0.49

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,-(3,3'-((6S,9S,12S,15S,18S,21S,23aS,28aR)-18-benzyl-6-butyl-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]octaazacyclotetracosine-12,21-diyl)bis(propane-3,1-diyl))diguanidine

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source