4-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-ylamino)benzenesulfonamide

ID: ALA1672445

Chembl Id: CHEMBL1672445

PubChem CID: 11220854

Max Phase: Preclinical

Molecular Formula: C12H18N2O6S

Molecular Weight: 318.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](Nc2ccc(S(N)(=O)=O)cc2)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H18N2O6S/c1-6-9(15)10(16)11(17)12(20-6)14-7-2-4-8(5-3-7)21(13,18)19/h2-6,9-12,14-17H,1H3,(H2,13,18,19)/t6-,9-,10+,11+,12+/m0/s1

Standard InChI Key:  UQSFUQLWOVFBKX-CZDOKNLBSA-N

Alternative Forms

1. Parent:

   

   ALA1672445

   4-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-ylamino)benzenesulfonamide

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: 318.35

Molecular Weight (Monoisotopic): 318.0886

AlogP: -1.43

#Rotatable Bonds: 3

Polar Surface Area: 142.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.70

CX Basic pKa: ┄

CX LogP: -1.31

CX LogD: -1.32

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: 0.12

References

1. Joseph P, Ouahrani-Bettache S, Montero JL, Nishimori I, Minakuchi T, Vullo D, Scozzafava A, Winum JY, Köhler S, Supuran CT..  (2011)  A new β-carbonic anhydrase from Brucella suis, its cloning, characterization, and inhibition with sulfonamides and sulfamates, leading to impaired pathogen growth.,  19  (3): [PMID:21251841] [10.1016/j.bmc.2010.12.048]

Source

Source(1):

• Scientific Literature