ID: ALA2334376

Max Phase: Preclinical

Molecular Formula: C34H45N3O4

Molecular Weight: 559.75

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCN(CCC)C(=O)c1cccc(C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CNC(C)(C)c2cccc(OC)c2)c1

Standard InChI:  InChI=1S/C34H45N3O4/c1-6-19-37(20-7-2)33(40)27-16-11-15-26(22-27)32(39)36-30(21-25-13-9-8-10-14-25)31(38)24-35-34(3,4)28-17-12-18-29(23-28)41-5/h8-18,22-23,30-31,35,38H,6-7,19-21,24H2,1-5H3,(H,36,39)/t30-,31+/m0/s1

Standard InChI Key:  MHNXYKUQICQQIS-IOWSJCHKSA-N

Molecule Features

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

Properties

Molecular Weight: 559.75

Molecular Weight (Monoisotopic): 559.3410

AlogP: 5.18

#Rotatable Bonds: 15

Polar Surface Area: 90.90

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.85

CX LogP: 5.45

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.79

References

1. Ciana CL, Siegrist R, Aissaoui H, Marx L, Racine S, Meyer S, Binkert C, de Kanter R, Fischli C, Wittlin S, Boss C..  (2013)  Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold.,  23  (3): [PMID:23260352] [10.1016/j.bmcl.2012.11.118]

2. 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