(S)-N1-((S)-1-((4R,7R)-4-carbamoyl-6-oxo-1,2,5-dithiazocan-7-ylamino)-3-cyclohexyl-1-oxopropan-2-yl)-2-((R)-2-((R)-2-(2-(4-fluorophenyl)acetamido)-5-guanidinopentanamido)-5-guanidinopentanamido)pentanediamide

ID: ALA5282859

Max Phase: Preclinical

Molecular Formula: C40H63FN14O8S2

Molecular Weight: 951.17

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: N=C(N)NCCC[C@@H](NC(=O)Cc1ccc(F)cc1)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O

Standard InChI: InChI=1S/C40H63FN14O8S2/c41-24-12-10-23(11-13-24)19-32(57)50-25(8-4-16-48-39(44)45)34(59)51-26(9-5-17-49-40(46)47)35(60)52-27(14-15-31(42)56)36(61)53-28(18-22-6-2-1-3-7-22)37(62)55-30-21-65-64-20-29(33(43)58)54-38(30)63/h10-13,22,25-30H,1-9,14-21H2,(H2,42,56)(H2,43,58)(H,50,57)(H,51,59)(H,52,60)(H,53,61)(H,54,63)(H,55,62)(H4,44,45,48)(H4,46,47,49)/t25-,26-,27+,28+,29+,30+/m1/s1

Standard InChI Key: HCSLUFMFJDDRLP-MYTZRPOQSA-N

Molfile:

 
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M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type:	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:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 951.17	Molecular Weight (Monoisotopic): 950.4379	AlogP: -2.08	#Rotatable Bonds: 25
Polar Surface Area: 384.58	Molecular Species: BASE	HBA: 12	HBD: 14
#RO5 Violations: 3	HBA (Lipinski): 22	HBD (Lipinski): 18	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 10.76	CX Basic pKa: 11.79	CX LogP: -4.09	CX LogD: -8.15
Aromatic Rings: 1	Heavy Atoms: 65	QED Weighted: 0.02	Np Likeness Score: 0.02

References

1. Brust A, Croker DE, Colless B, Ragnarsson L, Andersson Å, Jain K, Garcia-Caraballo S, Castro J, Brierley SM, Alewood PF, Lewis RJ.. (2016) Conopeptide-Derived κ-Opioid Agonists (Conorphins): Potent, Selective, and Metabolic Stable Dynorphin A Mimetics with Antinociceptive Properties., 59 (6): [PMID:26859603] [10.1021/acs.jmedchem.5b00911]

(S)-N1-((S)-1-((4R,7R)-4-carbamoyl-6-oxo-1,2,5-dithiazocan-7-ylamino)-3-cyclohexyl-1-oxopropan-2-yl)-2-((R)-2-((R)-2-(2-(4-fluorophenyl)acetamido)-5-guanidinopentanamido)-5-guanidinopentanamido)pentanediamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source