ID: ALA3354630

Max Phase: Preclinical

Molecular Formula: C24H33NO5

Molecular Weight: 415.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCCOCc1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C24H33NO5/c26-16-21-23(28)24(29)22(27)15-25(21)13-7-2-8-14-30-17-19-11-5-6-12-20(19)18-9-3-1-4-10-18/h1,3-6,9-12,21-24,26-29H,2,7-8,13-17H2/t21-,22-,23+,24+/m0/s1

Standard InChI Key:  MDUCWMYLNVPTNV-CJRSTVEYSA-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: 415.53

Molecular Weight (Monoisotopic): 415.2359

AlogP: 1.80

#Rotatable Bonds: 10

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: 1.84

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: 0.40

References

1. Ghisaidoobe AT, van den Berg RJ, Butt SS, Strijland A, Donker-Koopman WE, Scheij S, van den Nieuwendijk AM, Koomen GJ, van Loevezijn A, Leemhuis M, Wennekes T, van der Stelt M, van der Marel GA, van Boeckel CA, Aerts JM, Overkleeft HS..  (2014)  Identification and development of biphenyl substituted iminosugars as improved dual glucosylceramide synthase/neutral glucosylceramidase inhibitors.,  57  (21): [PMID:25250725] [10.1021/jm501181z]

Source

Source(1):

• Scientific Literature