ID: ALA4076483

Max Phase: Preclinical

Molecular Formula: C16H26N2O8

Molecular Weight: 374.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC(=O)NC[C@@H](O)[C@@H](O)[C@@H]1OC(C(=O)O)=C[C@H](O)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C16H26N2O8/c1-3-4-5-12(22)17-7-10(21)14(23)15-13(18-8(2)19)9(20)6-11(26-15)16(24)25/h6,9-10,13-15,20-21,23H,3-5,7H2,1-2H3,(H,17,22)(H,18,19)(H,24,25)/t9-,10+,13+,14+,15+/m0/s1

Standard InChI Key:  XVGFMAMZJCDOSQ-HFTJKPBSSA-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: 374.39

Molecular Weight (Monoisotopic): 374.1689

AlogP: -1.75

#Rotatable Bonds: 9

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: 3.21

CX Basic pKa:

CX LogP: -2.39

CX LogD: -5.83

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.28

Np Likeness Score: 0.85

References

1. Guo T, Dätwyler P, Demina E, Richards MR, Ge P, Zou C, Zheng R, Fougerat A, Pshezhetsky AV, Ernst B, Cairo CW..  (2018)  Selective Inhibitors of Human Neuraminidase 3.,  61  (5): [PMID:29425031] [10.1021/acs.jmedchem.7b01574]

2. 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]

3.  (2018)  Methods of preventing or treating atherosclerosis with inhibitors of specific isoenzymes of human neuraminidase, 

4. Bourguet E, Figurska S, Fra Czek MM..  (2022)  Human Neuraminidases: Structures and Stereoselective Inhibitors.,  65  (4.0): [PMID:35170942] [10.1021/acs.jmedchem.1c01612]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data