(2S,15S,18S,21S,24S)-15-(acetamidomethyl)-2-benzyl-24-carbamoyl-18-isobutyl-21,25-dimethyl-4,7,10,13,16,19,22-heptaoxo-3,6,9,14,17,20,23-heptaazahexacos-11-en-1-oic acid

ID: ALA1086438

PubChem CID: 44254672

Max Phase: Preclinical

Molecular Formula: C36H53N9O11

Molecular Weight: 787.87

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CC(=O)NC[C@H](NC(=O)/C=C/C(=O)NCC(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C(N)=O)C(C)C

Standard InChI: InChI=1S/C36H53N9O11/c1-19(2)14-24(34(53)41-21(5)33(52)45-31(20(3)4)32(37)51)44-35(54)26(16-38-22(6)46)43-28(48)13-12-27(47)39-17-29(49)40-18-30(50)42-25(36(55)56)15-23-10-8-7-9-11-23/h7-13,19-21,24-26,31H,14-18H2,1-6H3,(H2,37,51)(H,38,46)(H,39,47)(H,40,49)(H,41,53)(H,42,50)(H,43,48)(H,44,54)(H,45,52)(H,55,56)/b13-12+/t21-,24-,25-,26-,31-/m0/s1

Standard InChI Key: VDSYCJQOIGGKNS-PNUXNLLCSA-N

Molfile:

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M  END

Associated Targets(non-human)

rhodesain Rhodesain (1463 Activities)

Discover Target: rhodesain

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma brucei brucei (13300 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSL Cathepsin L (58 Activities)

Discover Target: CTSL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Explore this target

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: 787.87	Molecular Weight (Monoisotopic): 787.3865	AlogP: -3.13	#Rotatable Bonds: 23
Polar Surface Area: 313.19	Molecular Species: ACID	HBA: 10	HBD: 10
#RO5 Violations: 2	HBA (Lipinski): 20	HBD (Lipinski): 11	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.84	CX Basic pKa: ┄	CX LogP: -3.28	CX LogD: -6.52
Aromatic Rings: 1	Heavy Atoms: 56	QED Weighted: 0.05	Np Likeness Score: -0.21

References

1. Machon U, Büchold C, Stempka M, Schirmeister T, Gelhaus C, Leippe M, Gut J, Rosenthal PJ, Kisker C, Leyh M, Schmuck C.. (2009) On-bead screening of a combinatorial fumaric acid derived peptide library yields antiplasmodial cysteine protease inhibitors with unusual peptide sequences., 52 (18): [PMID:19715342] [10.1021/jm900629w]

(2S,15S,18S,21S,24S)-15-(acetamidomethyl)-2-benzyl-24-carbamoyl-18-isobutyl-21,25-dimethyl-4,7,10,13,16,19,22-heptaoxo-3,6,9,14,17,20,23-heptaazahexacos-11-en-1-oic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source