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

ID: ALA4162427

Chembl Id: CHEMBL4162427

PubChem CID: 145957987

Max Phase: Preclinical

Molecular Formula: C10H22N4O7S

Molecular Weight: 342.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H22N4O7S/c1-20-9-8(17)7(16)6(15)5(21-9)4-14-22(18,19)3-2-13-10(11)12/h5-9,14-17H,2-4H2,1H3,(H4,11,12,13)/t5-,6-,7+,8-,9+/m1/s1

Standard InChI Key:  PFCWWPYMNHLUBM-ZEBDFXRSSA-N

Alternative Forms

1. Parent:

   

   ALA4162427

   ---

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: 342.37

Molecular Weight (Monoisotopic): 342.1209

AlogP: -4.16

#Rotatable Bonds: 7

Polar Surface Area: 187.22

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.34

CX Basic pKa: 11.62

CX LogP: -4.41

CX LogD: -6.06

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.18

Np Likeness Score: 0.63

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