(2S,4S,5R,6R)-5-acetamido-2-((2S,3R,4S,5S,6R)-3,5-dihydroxy-2-((2R,3R,4R,5S,6R)-5-hydroxy-2-(hydroxymethyl)-6-propoxy-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate

ID: ALA4281777

Chembl Id: CHEMBL4281777

PubChem CID: 145980622

Max Phase: Preclinical

Molecular Formula: C32H55NO23

Molecular Weight: 821.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O

Standard InChI:  InChI=1S/C32H55NO23/c1-4-5-49-28-23(46)27(54-29-21(44)20(43)17(40)10(2)50-29)24(15(9-36)52-28)53-30-22(45)26(19(42)14(8-35)51-30)56-32(31(47)48)6-12(38)16(33-11(3)37)25(55-32)18(41)13(39)7-34/h10,12-30,34-36,38-46H,4-9H2,1-3H3,(H,33,37)(H,47,48)/t10-,12-,13+,14+,15+,16+,17+,18+,19-,20+,21-,22+,23-,24+,25+,26-,27+,28+,29-,30-,32-/m0/s1

Standard InChI Key:  BQEPUYYVXZMIIP-LXOJIKCWSA-N

Alternative Forms

1. Parent:

   

   ALA4281777

   ---

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: 821.78

Molecular Weight (Monoisotopic): 821.3165

AlogP: -7.94

#Rotatable Bonds: 16

Polar Surface Area: 383.00

Molecular Species: ACID

HBA: 22

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.84

CX Basic pKa:

CX LogP: -6.31

CX LogD: -9.80

Aromatic Rings: 0

Heavy Atoms: 56

QED Weighted: 0.07

Np Likeness Score: 1.43

References

1. Kiessling LL..  (2018)  Chemistry-driven glycoscience.,  26  (19): [PMID:30297120] [10.1016/j.bmc.2018.09.024]

Source

Source(1):

• Scientific Literature