ID: ALA5209872

Max Phase: Preclinical

Molecular Formula: C33H52F3N11O9

Molecular Weight: 689.82

Representations

Canonical SMILES:  N=C(N)N[C@@H]1CCOCNC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](c2ccccc2)NC(=O)CCNC(=O)CNC1=O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C31H51N11O7.C2HF3O2/c32-14-6-4-10-21-28(46)38-19-49-17-13-23(41-31(34)35)27(45)37-18-25(44)36-16-12-24(43)42-26(20-8-2-1-3-9-20)30(48)40-22(29(47)39-21)11-5-7-15-33;3-2(4,5)1(6)7/h1-3,8-9,21-23,26H,4-7,10-19,32-33H2,(H,36,44)(H,37,45)(H,38,46)(H,39,47)(H,40,48)(H,42,43)(H4,34,35,41);(H,6,7)/t21-,22-,23+,26+;/m0./s1

Standard InChI Key:  XADIZKAODQXXTM-JIULUXBNSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 689.82

Molecular Weight (Monoisotopic): 689.3973

AlogP: -2.96

#Rotatable Bonds: 10

Polar Surface Area: 297.77

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.50

CX Basic pKa: 11.00

CX LogP: -4.92

CX LogD: -11.98

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.07

Np Likeness Score: 0.53

References

1. Huber S, Braun NJ, Schmacke LC, Quek JP, Murra R, Bender D, Hildt E, Luo D, Heine A, Steinmetzer T..  (2022)  Structure-Based Optimization and Characterization of Macrocyclic Zika Virus NS2B-NS3 Protease Inhibitors.,  65  (9.0): [PMID:35475620] [10.1021/acs.jmedchem.1c01860]

Source

Source(1):

• Scientific Literature