O-(D-glucopyranosylidene)amino-Z-N-4-(Methylthio)phenylcarbamate

ID: ALA3786889

Chembl Id: CHEMBL3786889

PubChem CID: 127032159

Max Phase: Preclinical

Molecular Formula: C14H19N3O6S

Molecular Weight: 357.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(NC(=O)O/N=C2\N[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C14H19N3O6S/c1-24-8-4-2-7(3-5-8)15-14(22)23-17-13-12(21)11(20)10(19)9(6-18)16-13/h2-5,9-12,18-21H,6H2,1H3,(H,15,22)(H,16,17)/t9-,10-,11+,12-/m1/s1

Standard InChI Key:  IRODMACJWGZOBN-WISYIIOYSA-N

Alternative Forms

1. Parent:

   

   ALA3786889

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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: 357.39

Molecular Weight (Monoisotopic): 357.0995

AlogP: -0.68

#Rotatable Bonds: 4

Polar Surface Area: 143.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.12

CX Basic pKa: 1.78

CX LogP: -0.68

CX LogD: -0.68

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.24

Np Likeness Score: -0.17

References

1. Wang J, Wang X, Zhao Y, Ma X, Wan Y, Chen Z, Chen H, Gan H, Li J, Li L, Wang PG, Zhao W.  (2016)  Synthesis and biological evaluation ofd-gluconhydroximo-1,5-lactam and its oxime-substituted derivatives as pharmacological chaperones for the treatment of Gaucher disease,  7  (2): [10.1039/C5MD00501A]

Source

Source(1):

• Scientific Literature