N-((2S,3R,4R,5S,6R)-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-(benzyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-5-hydroxy-6-(hydroxymethyl)-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-3-yl)acetamide

ID: ALA572113

Chembl Id: CHEMBL572113

PubChem CID: 46226516

Max Phase: Preclinical

Molecular Formula: C33H51NO21

Molecular Weight: 797.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OCc4ccccc4)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C33H51NO21/c1-12(39)34-18-28(54-32-24(45)22(43)19(40)14(7-35)50-32)20(41)15(8-36)49-30(18)55-29-21(42)16(9-37)51-33(26(29)47)53-27-17(10-38)52-31(25(46)23(27)44)48-11-13-5-3-2-4-6-13/h2-6,14-33,35-38,40-47H,7-11H2,1H3,(H,34,39)/t14-,15-,16-,17-,18-,19+,20-,21+,22+,23-,24-,25-,26-,27-,28-,29+,30+,31-,32+,33+/m1/s1

Standard InChI Key:  UZNOYMAOEHDKMT-BJGDADBASA-N

Alternative Forms

1. Parent:

   

   ALA572113

   Gal(b1-3)GlcNAc(b1-3)Gal(b1-4)Glc(b)-O-Bn

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: 797.76

Molecular Weight (Monoisotopic): 797.2954

AlogP: -7.38

#Rotatable Bonds: 14

Polar Surface Area: 345.70

Molecular Species: NEUTRAL

HBA: 21

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.62

CX Basic pKa: ┄

CX LogP: -6.17

CX LogD: -6.17

Aromatic Rings: 1

Heavy Atoms: 55

QED Weighted: 0.08

Np Likeness Score: 0.94

References

1. Liu XW, Xia C, Li L, Guan WY, Pettit N, Zhang HC, Chen M, Wang PG..  (2009)  Characterization and synthetic application of a novel beta1,3-galactosyltransferase from Escherichia coli O55:H7.,  17  (14): [PMID:19560364] [10.1016/j.bmc.2009.06.005]

Source

Source(1):

• Scientific Literature