(E)-3-(2,5-Dimethoxyphenyl)-N-(((2R,3S,4R,5S)-3,4,5-trihydroxypiperidin-2-yl)methyl)acrylamide

ID: ALA4164910

Chembl Id: CHEMBL4164910

PubChem CID: 145959583

Max Phase: Preclinical

Molecular Formula: C17H24N2O6

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(/C=C/C(=O)NC[C@H]2NC[C@H](O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C17H24N2O6/c1-24-11-4-5-14(25-2)10(7-11)3-6-15(21)19-8-12-16(22)17(23)13(20)9-18-12/h3-7,12-13,16-18,20,22-23H,8-9H2,1-2H3,(H,19,21)/b6-3+/t12-,13+,16+,17-/m1/s1

Standard InChI Key:  JNYSSPOCNZVIRU-JHRRQERDSA-N

Alternative Forms

1. Parent:

   

   ALA4164910

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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: 352.39

Molecular Weight (Monoisotopic): 352.1634

AlogP: -1.11

#Rotatable Bonds: 6

Polar Surface Area: 120.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.92

CX Basic pKa: 7.85

CX LogP: -1.13

CX LogD: -1.71

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: 0.60

References

1. Li HY, Lee JD, Chen CW, Sun YC, Cheng WC..  (2018)  Synthesis of (3S,4S,5S)-trihydroxylpiperidine derivatives as enzyme stabilizers to improve therapeutic enzyme activity in Fabry patient cell lines.,  144  [PMID:29289886] [10.1016/j.ejmech.2017.12.036]

Source

Source(1):

• Scientific Literature