N-[N'-[4-(4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanamido)butyl]thiocarbamoyl]-1,6-anhydro-alpha-L-idonojirimycin

ID: ALA4100971

Chembl Id: CHEMBL4100971

PubChem CID: 137659840

Max Phase: Preclinical

Molecular Formula: C20H24F13N3O5S

Molecular Weight: 665.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)NCCCCNC(=S)N1[C@@H]2CO[C@H]1[C@H](O)[C@@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C20H24F13N3O5S/c21-15(22,16(23,24)17(25,26)18(27,28)19(29,30)20(31,32)33)4-3-9(37)34-5-1-2-6-35-14(42)36-8-7-41-13(36)12(40)11(39)10(8)38/h8,10-13,38-40H,1-7H2,(H,34,37)(H,35,42)/t8-,10-,11+,12-,13+/m1/s1

Standard InChI Key:  PZSBTAXVTQZJQR-ZMHPAJMFSA-N

Alternative Forms

1. Parent:

   

   ALA4100971

   ---

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: 665.47

Molecular Weight (Monoisotopic): 665.1229

AlogP: 2.40

#Rotatable Bonds: 12

Polar Surface Area: 114.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.13

CX Basic pKa:

CX LogP: 2.53

CX LogD: 2.46

Aromatic Rings: 0

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -0.03

References

1. García-Moreno MI, de la Mata M, Sánchez-Fernández EM, Benito JM, Díaz-Quintana A, Fustero S, Nanba E, Higaki K, Sánchez-Alcázar JA, García Fernández JM, Ortiz Mellet C..  (2017)  Fluorinated Chaperone-β-Cyclodextrin Formulations for β-Glucocerebrosidase Activity Enhancement in Neuronopathic Gaucher Disease.,  60  (5): [PMID:28171725] [10.1021/acs.jmedchem.6b01550]

Source

Source(1):

• Scientific Literature