ID: ALA3344270

Max Phase: Preclinical

Molecular Formula: C33H48F3N7O8S

Molecular Weight: 645.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NS(=O)(=O)c1ccccc1)[C@@H](O)CC(=O)NCCc1ccccc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C31H47N7O6S.C2HF3O2/c1-21(2)19-26(27(39)20-28(40)34-18-16-23-11-6-4-7-12-23)37-29(41)22(3)36-30(42)25(15-10-17-35-31(32)33)38-45(43,44)24-13-8-5-9-14-24;3-2(4,5)1(6)7/h4-9,11-14,21-22,25-27,38-39H,10,15-20H2,1-3H3,(H,34,40)(H,36,42)(H,37,41)(H4,32,33,35);(H,6,7)/t22-,25-,26-,27-;/m0./s1

Standard InChI Key:  QJUZPWFCCBHWMA-RCWRDMIKSA-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: 645.83

Molecular Weight (Monoisotopic): 645.3309

AlogP: 0.74

#Rotatable Bonds: 19

Polar Surface Area: 215.60

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.14

CX Basic pKa: 11.70

CX LogP: 0.64

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.06

Np Likeness Score: -0.09

References

1. Sleebs BE, Gazdik M, O'Neill MT, Rajasekaran P, Lopaticki S, Lackovic K, Lowes K, Smith BJ, Cowman AF, Boddey JA..  (2014)  Transition state mimetics of the Plasmodium export element are potent inhibitors of Plasmepsin V from P. falciparum and P. vivax.,  57  (18): [PMID:25167370] [10.1021/jm500797g]

Source

Source(1):

• Scientific Literature