O-(D-glucopyranosylidene)amino-Z-N-Thienylcarbamate

ID: ALA3787337

Chembl Id: CHEMBL3787337

PubChem CID: 127032421

Max Phase: Preclinical

Molecular Formula: C11H15N3O6S

Molecular Weight: 317.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccs1)O/N=C1\N[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C11H15N3O6S/c15-4-5-7(16)8(17)9(18)10(12-5)14-20-11(19)13-6-2-1-3-21-6/h1-3,5,7-9,15-18H,4H2,(H,12,14)(H,13,19)/t5-,7-,8+,9-/m1/s1

Standard InChI Key:  DJAWHSSDORASHP-BUJSFMDZSA-N

Alternative Forms

1. Parent:

   

   ALA3787337

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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: 317.32

Molecular Weight (Monoisotopic): 317.0682

AlogP: -1.34

#Rotatable Bonds: 3

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: 11.14

CX Basic pKa: 1.78

CX LogP: -1.36

CX LogD: -1.36

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.30

Np Likeness Score: -0.11

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