5-Cyclohexyl-N-(((2R,3S,4R,5S)-3,4,5-trihydroxypiperidin-2-yl)methyl)pentanamide

ID: ALA4175528

Chembl Id: CHEMBL4175528

PubChem CID: 145951974

Max Phase: Preclinical

Molecular Formula: C17H32N2O4

Molecular Weight: 328.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCC1CCCCC1)NC[C@H]1NC[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H32N2O4/c20-14-11-18-13(16(22)17(14)23)10-19-15(21)9-5-4-8-12-6-2-1-3-7-12/h12-14,16-18,20,22-23H,1-11H2,(H,19,21)/t13-,14+,16+,17-/m1/s1

Standard InChI Key:  WIIQNUSVGLUNJE-YQFWSFKMSA-N

Alternative Forms

1. Parent:

   

   ALA4175528

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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: 328.45

Molecular Weight (Monoisotopic): 328.2362

AlogP: 0.30

#Rotatable Bonds: 7

Polar Surface Area: 101.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.92

CX Basic pKa: 7.85

CX LogP: 0.46

CX LogD: -0.12

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: 0.80

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