(1S,2S,4S,5S)-dimethyl 4-(pivaloyloxy)-5-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-ylthio)cyclohexane-1,2-dicarboxylate

ID: ALA4061670

Chembl Id: CHEMBL4061670

PubChem CID: 137638019

Max Phase: Preclinical

Molecular Formula: C21H34O11S

Molecular Weight: 494.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1C[C@H](OC(=O)C(C)(C)C)[C@@H](S[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C[C@@H]1C(=O)OC

Standard InChI:  InChI=1S/C21H34O11S/c1-21(2,3)20(28)32-11-6-9(17(26)29-4)10(18(27)30-5)7-13(11)33-19-16(25)15(24)14(23)12(8-22)31-19/h9-16,19,22-25H,6-8H2,1-5H3/t9-,10-,11-,12+,13-,14+,15-,16-,19+/m0/s1

Standard InChI Key:  KFFDSWJHWJRWAG-ASIKHKNJSA-N

Alternative Forms

1. Parent:

   

   ALA4061670

   ---

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: 494.56

Molecular Weight (Monoisotopic): 494.1822

AlogP: -0.78

#Rotatable Bonds: 6

Polar Surface Area: 169.05

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: -0.16

CX LogD: -0.16

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: 0.93

References

1. Tamburrini A, Achilli S, Vasile F, Sattin S, Vivès C, Colombo C, Fieschi F, Bernardi A..  (2017)  Facile access to pseudo-thio-1,2-dimannoside, a new glycomimetic DC-SIGN antagonist.,  25  (19): [PMID:28389114] [10.1016/j.bmc.2017.03.046]

Source

Source(1):

• Scientific Literature