ID: ALA1765471

Max Phase: Preclinical

Molecular Formula: C22H24N2O4

Molecular Weight: 380.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2nc(CCc3ccc(-c4ccccc4)cc3)cn21

Standard InChI:  InChI=1S/C22H24N2O4/c25-13-18-19(26)20(27)21(28)22-23-17(12-24(18)22)11-8-14-6-9-16(10-7-14)15-4-2-1-3-5-15/h1-7,9-10,12,18-21,25-28H,8,11,13H2/t18-,19-,20+,21-/m1/s1

Standard InChI Key:  XDPKQPFTXHEYSP-MXEMCNAFSA-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: 380.44

Molecular Weight (Monoisotopic): 380.1736

AlogP: 1.64

#Rotatable Bonds: 5

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.30

CX Basic pKa: 5.01

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 0.38

References

1. Li T, Guo L, Zhang Y, Wang J, Zhang Z, Li J, Zhang W, Lin J, Zhao W, Wang PG..  (2011)  Structure-activity relationships in a series of C2-substituted gluco-configured tetrahydroimidazopyridines as β-glucosidase inhibitors.,  19  (7): [PMID:21420868] [10.1016/j.bmc.2011.02.043]

2. Li T, Li Z, Li J, Wang J, Guo L, Wang PG, Zhao W..  (2012)  Elevation of cellular O-GlcNAcylation level by a potent and selective O-GlcNAcase inhibitor based on tetrahydroimidazopyridine scaffold.,  22  (22): [PMID:23058883] [10.1016/j.bmcl.2012.09.042]

Source

Source(1):

• Scientific Literature