ID: ALA2430315

Max Phase: Preclinical

Molecular Formula: C21H27NO5

Molecular Weight: 373.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1ccc(Cc2ccccc2N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C21H27NO5/c1-2-13-7-9-14(10-8-13)11-15-5-3-4-6-16(15)22-21-20(26)19(25)18(24)17(12-23)27-21/h3-10,17-26H,2,11-12H2,1H3/t17-,18-,19+,20-,21-/m1/s1

Standard InChI Key:  NKBTTXGLUDZZEY-YMQHIKHWSA-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: 373.45

Molecular Weight (Monoisotopic): 373.1889

AlogP: 1.05

#Rotatable Bonds: 6

Polar Surface Area: 102.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.16

CX Basic pKa: 0.18

CX LogP: 2.08

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: 0.48

References

1. Yamamoto Y, Kawanishi E, Koga Y, Sakamaki S, Sakamoto T, Ueta K, Matsushita Y, Kuriyama C, Tsuda-Tsukimoto M, Nomura S..  (2013)  N-Glucosides as human sodium-dependent glucose cotransporter 2 (hSGLT2) inhibitors.,  23  (20): [PMID:23999047] [10.1016/j.bmcl.2013.08.042]

Source

Source(1):

• Scientific Literature