5-(4-Methylpentanamido)-2,6-anhydro-4-guanidino-3,4,5-trideoxy-D-glycero-D-galactonon-2-enonic Acid

ID: ALA4277689

Chembl Id: CHEMBL4277689

PubChem CID: 145984892

Max Phase: Preclinical

Molecular Formula: C16H28N4O7

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(=O)O)=C[C@@H]1NC(=N)N

Standard InChI:  InChI=1S/C16H28N4O7/c1-7(2)3-4-11(23)20-12-8(19-16(17)18)5-10(15(25)26)27-14(12)13(24)9(22)6-21/h5,7-9,12-14,21-22,24H,3-4,6H2,1-2H3,(H,20,23)(H,25,26)(H4,17,18,19)/t8-,9+,12+,13+,14+/m0/s1

Standard InChI Key:  CGSNXPGJUHSVOX-ZZEHVWSGSA-N

Alternative Forms

1. Parent:

   

   ALA4277689

   ---

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: 388.42

Molecular Weight (Monoisotopic): 388.1958

AlogP: -2.16

#Rotatable Bonds: 9

Polar Surface Area: 198.22

Molecular Species: ZWITTERION

HBA: 7

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.46

CX Basic pKa: 11.54

CX LogP: -3.90

CX LogD: -3.90

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.16

Np Likeness Score: 0.93

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