(S)-N-((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)-2-((S)-3-cyclohexyl-2-((S)-2-(dimethylamino)-3-methylbutanamido)propanamido)-4-phenylbutanamide Trifluoroacetate

ID: ALA4594166

Chembl Id: CHEMBL4594166

PubChem CID: 155569478

Max Phase: Preclinical

Molecular Formula: C47H61F3N6O8

Molecular Weight: 781.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)N(C(=O)/C=C/[C@H](C)NC(=O)[C@H](CCc2ccccc2)NC(=O)[C@H](CC2CCCCC2)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/C45H60N6O6.C2HF3O2/c1-29(2)42(50(4)5)45(56)49-37(25-32-17-11-8-12-18-32)44(55)48-36(23-22-31-15-9-7-10-16-31)43(54)47-30(3)21-24-40(52)51-38(39(57-6)27-41(51)53)26-33-28-46-35-20-14-13-19-34(33)35;3-2(4,5)1(6)7/h7,9-10,13-16,19-21,24,27-30,32,36-38,42,46H,8,11-12,17-18,22-23,25-26H2,1-6H3,(H,47,54)(H,48,55)(H,49,56);(H,6,7)/b24-21+;/t30-,36-,37-,38-,42-;/m0./s1

Standard InChI Key:  YZNSOYQIVZZLRQ-DRUCLEGJSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 781.01

Molecular Weight (Monoisotopic): 780.4574

AlogP: 5.20

#Rotatable Bonds: 18

Polar Surface Area: 152.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.79

CX Basic pKa: 8.02

CX LogP: 5.56

CX LogD: 4.94

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 0.58

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

Source(1):

• Scientific Literature