(3R,4S,5S,6R)-2-(benzyloxy(3,4-dihydroxybenzyl)amino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

ID: ALA3218191

Chembl Id: CHEMBL3218191

PubChem CID: 90665525

Max Phase: Preclinical

Molecular Formula: C20H25NO8

Molecular Weight: 407.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1OC(N(Cc2ccc(O)c(O)c2)OCc2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C20H25NO8/c22-10-16-17(25)18(26)19(27)20(29-16)21(28-11-12-4-2-1-3-5-12)9-13-6-7-14(23)15(24)8-13/h1-8,16-20,22-27H,9-11H2/t16-,17-,18+,19-,20?/m1/s1

Standard InChI Key:  SGKBFZBORQFPGT-QUIYGKKVSA-N

Alternative Forms

1. Parent:

   

   ALA3218191

   (3R,4S,5S,6R)-2-[(3,4-dihydroxyphenyl)methyl-phenylmethoxyamino]-6-(hydroxymethyl)oxane-3,4,5-triol

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: 407.42

Molecular Weight (Monoisotopic): 407.1580

AlogP: -0.17

#Rotatable Bonds: 7

Polar Surface Area: 143.08

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.25

CX Basic pKa: ┄

CX LogP: 0.23

CX LogD: 0.22

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: 0.70

References

1. Sacco E, Abraham SJ, Palmioli A, Damore G, Bargna A, Mazzoleni E, Gaponenko V, Vanoni M, Peri F.  (2011)  Binding properties and biological characterization of new sugar-derived Ras ligands,  2  (5): [10.1039/C0MD00264J]

Source

Source(1):

• Scientific Literature