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(S)-N-(1-(((S,E)-5-((S)-2-((1H-Indol-3-yl)methyl)-3-methoxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-2-yl)amino)-2-methyl-1-oxopropan-2-yl)-2-((S)-2-(dimethylamino)-3-methylbutanamido)-4-methylpentanamide Trifluoroacetate

ID: ALA4562998

Chembl Id: CHEMBL4562998

PubChem CID: 155559556

Max Phase: Preclinical

Molecular Formula: C38H53F3N6O8

Molecular Weight: 664.85

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)N(C(=O)/C=C/[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)N(C)C)[C@H]1Cc1c[nH]c2ccccc12.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C36H52N6O6.C2HF3O2/c1-21(2)17-27(39-34(46)32(22(3)4)41(8)9)33(45)40-36(6,7)35(47)38-23(5)15-16-30(43)42-28(29(48-10)19-31(42)44)18-24-20-37-26-14-12-11-13-25(24)26;3-2(4,5)1(6)7/h11-16,19-23,27-28,32,37H,17-18H2,1-10H3,(H,38,47)(H,39,46)(H,40,45);(H,6,7)/b16-15+;/t23-,27-,28-,32-;/m0./s1

Standard InChI Key:  JIEKMXOXRPDZJD-WHXFQHKQSA-N

Associated Targets(non-human)

Cysteine protease falcipain-3 (103 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Falcipain 2 (539 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Calculated Properties

Molecular Weight: 664.85Molecular Weight (Monoisotopic): 664.3948AlogP: 3.05#Rotatable Bonds: 15
Polar Surface Area: 152.94Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 9.79CX Basic pKa: 8.02CX LogP: 3.02CX LogD: 2.40
Aromatic Rings: 2Heavy Atoms: 48QED Weighted: 0.21Np Likeness Score: 0.43

References

1. Stoye A, Juillard A, Tang AH, Legac J, Gut J, White KL, Charman SA, Rosenthal PJ, Grau GER, Hunt NH, Payne RJ..  (2019)  Falcipain Inhibitors Based on the Natural Product Gallinamide A Are Potent in Vitro and in Vivo Antimalarials.,  62  (11): [PMID:31062592] [10.1021/acs.jmedchem.9b00504]

Source