ID: ALA4454293

Max Phase: Preclinical

Molecular Formula: C36H45F3N4O4

Molecular Weight: 654.77

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cccc(C(C)(C)NC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c2cc(C(=O)NCCC(F)(F)F)cc(N3CCCCC3)c2)c1

Standard InChI:  InChI=1S/C36H45F3N4O4/c1-35(2,28-13-10-14-30(23-28)47-3)41-24-32(44)31(19-25-11-6-4-7-12-25)42-34(46)27-20-26(33(45)40-16-15-36(37,38)39)21-29(22-27)43-17-8-5-9-18-43/h4,6-7,10-14,20-23,31-32,41,44H,5,8-9,15-19,24H2,1-3H3,(H,40,45)(H,42,46)/t31-,32+/m0/s1

Standard InChI Key:  HVMZYPNIRCCZDE-AJQTZOPKSA-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

Properties

Molecular Weight: 654.77

Molecular Weight (Monoisotopic): 654.3393

AlogP: 5.59

#Rotatable Bonds: 14

Polar Surface Area: 102.93

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.92

CX Basic pKa: 8.85

CX LogP: 5.12

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -0.78

References

1. Zogota R, Kinena L, Withers-Martinez C, Blackman MJ, Bobrovs R, Pantelejevs T, Kanepe-Lapsa I, Ozola V, Jaudzems K, Suna E, Jirgensons A..  (2019)  Peptidomimetic plasmepsin inhibitors with potent anti-malarial activity and selectivity against cathepsin D.,  163  [PMID:30529637] [10.1016/j.ejmech.2018.11.068]

Source

Source(1):

• Scientific Literature