(2R,4R,6R)-3-(acetyloxy)-2-[(acetyloxy)methyl]-6-[(aminosulfonyl)amino]tetrahydro-2H-pyran-4-yl acetate

ID: ALA235183

Chembl Id: CHEMBL235183

PubChem CID: 44434726

Max Phase: Preclinical

Molecular Formula: C12H20N2O9S

Molecular Weight: 368.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](NS(N)(=O)=O)C[C@@H](OC(C)=O)C1OC(C)=O

Standard InChI:  InChI=1S/C12H20N2O9S/c1-6(15)20-5-10-12(22-8(3)17)9(21-7(2)16)4-11(23-10)14-24(13,18)19/h9-12,14H,4-5H2,1-3H3,(H2,13,18,19)/t9-,10-,11-,12?/m1/s1

Standard InChI Key:  QDXNZJRRIRRKCU-KBIHSYGRSA-N

Alternative Forms

1. Parent:

   

   ALA235183

   [(2R,4R,6R)-3,4-diacetyloxy-6-(sulfamoylamino)oxan-2-yl]methyl acetate

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: 368.36

Molecular Weight (Monoisotopic): 368.0890

AlogP: -1.68

#Rotatable Bonds: 6

Polar Surface Area: 160.32

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.78

CX Basic pKa: ┄

CX LogP: -1.96

CX LogD: -1.96

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: 1.03

References

1. Colinas PA, Bravo RD, Vullo D, Scozzafava A, Supuran CT..  (2007)  Carbonic anhydrase inhibitors. Inhibition of cytosolic isoforms I and II, and extracellular isoforms IV, IX, and XII with sulfamides incorporating sugar moieties.,  17  (18): [PMID:17658252] [10.1016/j.bmcl.2007.07.023]

2. Colinas PA, Bravo RD, Vullo D, Scozzafava A, Supuran CT..  (2007)  Carbonic anhydrase inhibitors. Inhibition of cytosolic isoforms I and II, and extracellular isoforms IV, IX, and XII with sulfamides incorporating sugar moieties.,  17  (18): [PMID:17658252] [10.1016/j.bmcl.2007.07.023]

Source

Source(1):

• Scientific Literature