(2R,3R,4S)-2-((1R,2R)-3-azido-1,2-dihydroxypropyl)-3-(2-azidoacetamido)-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

ID: ALA3589567

Chembl Id: CHEMBL3589567

PubChem CID: 71473543

Max Phase: Preclinical

Molecular Formula: C11H15N7O7

Molecular Weight: 357.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CN=[N+]=[N-])OC(C(=O)O)=C[C@@H]1O

Standard InChI:  InChI=1S/C11H15N7O7/c12-17-14-2-5(20)9(22)10-8(16-7(21)3-15-18-13)4(19)1-6(25-10)11(23)24/h1,4-5,8-10,19-20,22H,2-3H2,(H,16,21)(H,23,24)/t4-,5+,8+,9+,10+/m0/s1

Standard InChI Key:  AVDBZBDBFJBQOS-NCJYIMSCSA-N

Alternative Forms

1. Parent:

   

   ALA3589567

   (2R,3R,4S)-3-[(2-azidoacetyl)amino]-2-[(1R,2R)-3-azido-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic 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: 357.28

Molecular Weight (Monoisotopic): 357.1033

AlogP: -1.46

#Rotatable Bonds: 8

Polar Surface Area: 233.84

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -10.60

CX Basic pKa:

CX LogP: -2.86

CX LogD: -6.57

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.20

Np Likeness Score: 1.05

References

1. Cairo CW.  (2014)  Inhibitors of the human neuraminidase enzymes,  5  (8): [10.1039/C4MD00089G]

2. 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(1):

• Scientific Literature