ID: ALA1790765

Max Phase: Preclinical

Molecular Formula: C30H38N4O8

Molecular Weight: 582.65

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)/C=C/[C@H](CCC(N)=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)[C@H](C)O

Standard InChI:  InChI=1S/C30H38N4O8/c1-3-41-26(37)17-15-23(14-16-25(31)36)32-28(38)24(18-21-10-6-4-7-11-21)33-29(39)27(20(2)35)34-30(40)42-19-22-12-8-5-9-13-22/h4-13,15,17,20,23-24,27,35H,3,14,16,18-19H2,1-2H3,(H2,31,36)(H,32,38)(H,33,39)(H,34,40)/b17-15+/t20-,23-,24-,27-/m0/s1

Standard InChI Key:  PFLPUCYPIYFSAU-SEJJCPNZSA-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: 582.65

Molecular Weight (Monoisotopic): 582.2690

AlogP: 1.26

#Rotatable Bonds: 16

Polar Surface Area: 186.15

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.18

CX Basic pKa:

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: 0.22

References

1. Dragovich PS, Webber SE, Babine RE, Fuhrman SA, Patick AK, Matthews DA, Reich SH, Marakovits JT, Prins TJ, Zhou R, Tikhe J, Littlefield ES, Bleckman TM, Wallace MB, Little TL, Ford CE, Meador JW, Ferre RA, Brown EL, Binford SL, DeLisle DM, Worland ST..  (1998)  Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 2. Peptide structure-activity studies.,  41  (15): [PMID:9667971] [10.1021/jm9800696]

Source

Source(1):

• Scientific Literature