ID: ALA1088292

Max Phase: Preclinical

Molecular Formula: C22H39NO5

Molecular Weight: 397.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1[C@H](O)[C@H](O)[C@@H](O)CN1CCCCCOCC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C22H39NO5/c24-13-18-20(26)21(27)19(25)12-23(18)4-2-1-3-5-28-14-22-9-15-6-16(10-22)8-17(7-15)11-22/h15-21,24-27H,1-14H2/t15?,16?,17?,18-,19-,20-,21+,22?/m0/s1

Standard InChI Key:  XVYLNHVEAOOEGI-XLFJCWSCSA-N

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

Properties

Molecular Weight: 397.56

Molecular Weight (Monoisotopic): 397.2828

AlogP: 1.15

#Rotatable Bonds: 9

Polar Surface Area: 93.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.90

CX Basic pKa: 8.23

CX LogP: 0.90

CX LogD: 0.01

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: 0.75

References

1. Wennekes T, Meijer AJ, Groen AK, Boot RG, Groener JE, van Eijk M, Ottenhoff R, Bijl N, Ghauharali K, Song H, O'Shea TJ, Liu H, Yew N, Copeland D, van den Berg RJ, van der Marel GA, Overkleeft HS, Aerts JM..  (2010)  Dual-action lipophilic iminosugar improves glycemic control in obese rodents by reduction of visceral glycosphingolipids and buffering of carbohydrate assimilation.,  53  (2): [PMID:20000679] [10.1021/jm901281m]

Source

Source(1):

• Scientific Literature