(2R,3R,4S)-3-isobutyramido-4-(4-phenyl-1H-1,2,3-triazol-1-yl)-2-((1R,2R)-1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid

ID: ALA4173228

Chembl Id: CHEMBL4173228

PubChem CID: 78226047

Max Phase: Preclinical

Molecular Formula: C21H26N4O7

Molecular Weight: 446.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(=O)O)=C[C@@H]1n1cc(-c2ccccc2)nn1

Standard InChI:  InChI=1S/C21H26N4O7/c1-11(2)20(29)22-17-14(25-9-13(23-24-25)12-6-4-3-5-7-12)8-16(21(30)31)32-19(17)18(28)15(27)10-26/h3-9,11,14-15,17-19,26-28H,10H2,1-2H3,(H,22,29)(H,30,31)/t14-,15+,17+,18+,19+/m0/s1

Standard InChI Key:  OGNVQLDIPUXYDH-ZPKKHLQPSA-N

Alternative Forms

1. Parent:

   

   ALA4173228

   Onic acid

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: 446.46

Molecular Weight (Monoisotopic): 446.1801

AlogP: -0.29

#Rotatable Bonds: 8

Polar Surface Area: 167.03

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 0.13

CX LogD: -3.27

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: 0.04

References

1. El-Deeb IM, Guillon P, Dirr L, von Itzstein M..  (2017)  Exploring inhibitor structural features required to engage the 216-loop of human parainfluenza virus type-3 hemagglutinin-neuraminidase.,  8  (1): [PMID:30108698] [10.1039/C6MD00519E]

Source

Source(1):

• Scientific Literature