(S)-N-((S)-1-(((S)-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)-3-cyclohexyl-1-oxopropan-2-yl)amino)-3-cyclohexyl-1-oxopropan-2-yl)-2-(dimethylamino)-3-methylbutanamide Trifluoroacetate

ID: ALA4475837

Chembl Id: CHEMBL4475837

PubChem CID: 155537774

Max Phase: Preclinical

Molecular Formula: C46H65F3N6O8

Molecular Weight: 773.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)N(C(=O)/C=C/[C@H](C)NC(=O)[C@H](CC2CCCCC2)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/C44H64N6O6.C2HF3O2/c1-28(2)41(49(4)5)44(55)48-36(24-31-17-11-8-12-18-31)43(54)47-35(23-30-15-9-7-10-16-30)42(53)46-29(3)21-22-39(51)50-37(38(56-6)26-40(50)52)25-32-27-45-34-20-14-13-19-33(32)34;3-2(4,5)1(6)7/h13-14,19-22,26-31,35-37,41,45H,7-12,15-18,23-25H2,1-6H3,(H,46,53)(H,47,54)(H,48,55);(H,6,7)/b22-21+;/t29-,35-,36-,37-,41-;/m0./s1

Standard InChI Key:  KYAMYSXEZQEOFU-OFGXXKEXSA-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: 773.03

Molecular Weight (Monoisotopic): 772.4887

AlogP: 5.54

#Rotatable Bonds: 17

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: 5.58

CX LogD: 4.97

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.15

Np Likeness Score: 0.56

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