ID: ALA3264811

Max Phase: Preclinical

Molecular Formula: C38H52N4O4

Molecular Weight: 628.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCN(CCC)C(=O)c1cc(C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CNC(C)(C)c2cccc(OC)c2)cc(N2CCCC2)c1

Standard InChI:  InChI=1S/C38H52N4O4/c1-6-18-42(19-7-2)37(45)30-23-29(24-32(25-30)41-20-11-12-21-41)36(44)40-34(22-28-14-9-8-10-15-28)35(43)27-39-38(3,4)31-16-13-17-33(26-31)46-5/h8-10,13-17,23-26,34-35,39,43H,6-7,11-12,18-22,27H2,1-5H3,(H,40,44)/t34-,35+/m0/s1

Standard InChI Key:  CSSCEUVVFOFENA-OIDHKYIRSA-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: 628.86

Molecular Weight (Monoisotopic): 628.3989

AlogP: 5.78

#Rotatable Bonds: 16

Polar Surface Area: 94.14

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.85

CX LogP: 5.96

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: -0.93

References

1. Jaudzems K, Tars K, Maurops G, Ivdra N, Otikovs M, Leitans J, Kanepe-Lapsa I, Domraceva I, Mutule I, Trapencieris P, Blackman MJ, Jirgensons A..  (2014)  Plasmepsin inhibitory activity and structure-guided optimization of a potent hydroxyethylamine-based antimalarial hit.,  5  (4): [PMID:24900843] [10.1021/ml4004952]

Source

Source(1):

• Scientific Literature