5-Hexanamido-9-propionamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galactonon-2-enonic Acid

ID: ALA4283057

Chembl Id: CHEMBL4283057

PubChem CID: 145980895

Max Phase: Preclinical

Molecular Formula: C18H30N2O8

Molecular Weight: 402.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CNC(=O)CC)OC(C(=O)O)=C[C@@H]1O

Standard InChI:  InChI=1S/C18H30N2O8/c1-3-5-6-7-14(24)20-15-10(21)8-12(18(26)27)28-17(15)16(25)11(22)9-19-13(23)4-2/h8,10-11,15-17,21-22,25H,3-7,9H2,1-2H3,(H,19,23)(H,20,24)(H,26,27)/t10-,11+,15+,16+,17+/m0/s1

Standard InChI Key:  BXWKDOUSCPSWBI-NHNREYNESA-N

Alternative Forms

1. Parent:

   

   ALA4283057

   ---

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: 402.44

Molecular Weight (Monoisotopic): 402.2002

AlogP: -0.97

#Rotatable Bonds: 11

Polar Surface Area: 165.42

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.20

CX Basic pKa:

CX LogP: -1.24

CX LogD: -4.69

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.24

Np Likeness Score: 0.70

References

1. Guo T, Héon-Roberts R, Zou C, Zheng R, Pshezhetsky AV, Cairo CW..  (2018)  Selective Inhibitors of Human Neuraminidase 1 (NEU1).,  61  (24): [PMID:30457869] [10.1021/acs.jmedchem.8b01411]

2.  (2018)  Methods of preventing or treating atherosclerosis with inhibitors of specific isoenzymes of human neuraminidase, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data