Methyl 6-(2-aminoethanesulfonamido)-6-deoxy-alpha-D-glucopyranoside

ID: ALA4164794

Chembl Id: CHEMBL4164794

PubChem CID: 145958583

Max Phase: Preclinical

Molecular Formula: C9H20N2O7S

Molecular Weight: 300.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1O[C@H](CNS(=O)(=O)CCN)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C9H20N2O7S/c1-17-9-8(14)7(13)6(12)5(18-9)4-11-19(15,16)3-2-10/h5-9,11-14H,2-4,10H2,1H3/t5-,6-,7+,8-,9+/m1/s1

Standard InChI Key:  OYQRHZKVTNWARB-ZEBDFXRSSA-N

Alternative Forms

1. Parent:

   

   ALA4164794

   ---

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: 300.33

Molecular Weight (Monoisotopic): 300.0991

AlogP: -3.68

#Rotatable Bonds: 6

Polar Surface Area: 151.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.58

CX Basic pKa: 8.37

CX LogP: -3.95

CX LogD: -4.81

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.34

Np Likeness Score: 0.82

References

1. Alencar N, Sola I, Linares M, Juárez-Jiménez J, Pont C, Viayna A, Vílchez D, Sampedro C, Abad P, Pérez-Benavente S, Lameira J, Bautista JM, Muñoz-Torrero D, Luque FJ..  (2018)  First homology model of Plasmodium falciparum glucose-6-phosphate dehydrogenase: Discovery of selective substrate analog-based inhibitors as novel antimalarial agents.,  146  [PMID:29407943] [10.1016/j.ejmech.2018.01.044]

Source

Source(1):

• Scientific Literature