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

ID: ALA3218193

Chembl Id: CHEMBL3218193

PubChem CID: 90665527

Max Phase: Preclinical

Molecular Formula: C26H35NO13

Molecular Weight: 569.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(N(Cc3ccc(O)c(O)c3)OCc3ccccc3)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C26H35NO13/c28-10-17-19(32)20(33)23(36)26(39-17)40-24-18(11-29)38-25(22(35)21(24)34)27(37-12-13-4-2-1-3-5-13)9-14-6-7-15(30)16(31)8-14/h1-8,17-26,28-36H,9-12H2/t17-,18-,19+,20+,21-,22-,23-,24-,25?,26+/m1/s1

Standard InChI Key:  OADLFTHGFHOCPB-AZSYEFFYSA-N

Alternative Forms

1. Parent:

   

   ALA3218193

   (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R)-6-[(3,4-dihydroxyphenyl)methyl-phenylmethoxyamino]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-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: 569.56

Molecular Weight (Monoisotopic): 569.2108

AlogP: -2.34

#Rotatable Bonds: 10

Polar Surface Area: 222.23

Molecular Species: NEUTRAL

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.25

CX Basic pKa: ┄

CX LogP: -1.54

CX LogD: -1.55

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.11

Np Likeness Score: 1.11

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