(S)-methyl 4-(3-(benzyloxycarbonyl)-2-oxopyridin-1(2H)-yl)-6-phenylhex-2-enoate

ID: ALA487275

Chembl Id: CHEMBL487275

PubChem CID: 44560638

Max Phase: Preclinical

Molecular Formula: C26H26N2O5

Molecular Weight: 446.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/[C@H](CCc1ccccc1)n1cccc(NC(=O)OCc2ccccc2)c1=O

Standard InChI:  InChI=1S/C26H26N2O5/c1-32-24(29)17-16-22(15-14-20-9-4-2-5-10-20)28-18-8-13-23(25(28)30)27-26(31)33-19-21-11-6-3-7-12-21/h2-13,16-18,22H,14-15,19H2,1H3,(H,27,31)/b17-16+/t22-/m0/s1

Standard InChI Key:  ZUABTEFINXPYNQ-QWYDYZLZSA-N

Alternative Forms

1. Parent:

   

   ALA487275

   (S)-methyl 4-(3-(benzyloxycarbonyl)-2-oxopyridin-1(2H)-yl)-6-phenylhex-2-enoate

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

Calculated Properties

Molecular Weight: 446.50

Molecular Weight (Monoisotopic): 446.1842

AlogP: 4.50

#Rotatable Bonds: 9

Polar Surface Area: 86.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -0.29

References

1. Verissimo E, Berry N, Gibbons P, Cristiano ML, Rosenthal PJ, Gut J, Ward SA, O'Neill PM..  (2008)  Design and synthesis of novel 2-pyridone peptidomimetic falcipain 2/3 inhibitors.,  18  (14): [PMID:18554905] [10.1016/j.bmcl.2008.05.068]

Source

Source(1):

• Scientific Literature