N-[(2R,4R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl]aminosulfonamide

ID: ALA392926

Chembl Id: CHEMBL392926

PubChem CID: 44434722

Max Phase: Preclinical

Molecular Formula: C27H32N2O6S

Molecular Weight: 512.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)N[C@H]1C[C@@H](OCc2ccccc2)C(OCc2ccccc2)[C@@H](COCc2ccccc2)O1

Standard InChI:  InChI=1S/C27H32N2O6S/c28-36(30,31)29-26-16-24(33-18-22-12-6-2-7-13-22)27(34-19-23-14-8-3-9-15-23)25(35-26)20-32-17-21-10-4-1-5-11-21/h1-15,24-27,29H,16-20H2,(H2,28,30,31)/t24-,25-,26-,27?/m1/s1

Standard InChI Key:  KKRFFHQRHFLWKT-YGENNMJRSA-N

Alternative Forms

1. Parent:

   

   ALA392926

   (2R,4R,6R)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-6-(sulfamoylamino)oxane

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: 512.63

Molecular Weight (Monoisotopic): 512.1981

AlogP: 3.28

#Rotatable Bonds: 12

Polar Surface Area: 109.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.79

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: 0.08

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