(2S,4S,5R,6R)-5-acetamido-2-((2S,3R,4S,5S,6R)-3,5-dihydroxy-2-((2R,3R,4R,5S,6R)-5-hydroxy-6-propoxy-2-(sulfonatooxymethyl)-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: ALA4292397

Chembl Id: CHEMBL4292397

PubChem CID: 145987872

Max Phase: Preclinical

Molecular Formula: C32H55NO26S

Molecular Weight: 901.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCO[C@@H]1O[C@H](COS(=O)(=O)O)[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/C32H55NO26S/c1-4-5-51-28-23(45)27(57-29-21(43)20(42)17(39)10(2)53-29)24(15(55-28)9-52-60(48,49)50)56-30-22(44)26(19(41)14(8-35)54-30)59-32(31(46)47)6-12(37)16(33-11(3)36)25(58-32)18(40)13(38)7-34/h10,12-30,34-35,37-45H,4-9H2,1-3H3,(H,33,36)(H,46,47)(H,48,49,50)/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:  SXPJCXVODDFTHC-LXOJIKCWSA-N

Alternative Forms

1. Parent:

   

   ALA4292397

   ---

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: 901.84

Molecular Weight (Monoisotopic): 901.2733

AlogP: -8.11

#Rotatable Bonds: 18

Polar Surface Area: 426.37

Molecular Species: ACID

HBA: 24

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 27

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.04

CX Basic pKa:

CX LogP: -8.06

CX LogD: -12.12

Aromatic Rings: 0

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 1.46

References

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

Source

Source(1):

• Scientific Literature