5-Acetamido-9-pentanamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic Acid

Names and Identifiers

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

Alternative Forms

Parent:

ALA4076483
(2R,3R,4S)-3-acetamido-2-[(1R,2R)-1,2-dihydroxy-3-(pentanoylamino)propyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Associated Targets(Human)

NEU2 Tbio Sialidase 2 (382 Activities)

Discover Target: NEU2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NEU3 Tchem Sialidase 3 (398 Activities)

Discover Target: NEU3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NEU4 Tchem Sialidase 4 (267 Activities)

Discover Target: NEU4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NEU1 Tchem Sialidase 1 (236 Activities)

Discover Target: NEU1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated 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):