ID: ALA3121699

Max Phase: Preclinical

Molecular Formula: C18H29N3O11

Molecular Weight: 463.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H]1C[C@H](OCCN=[N+]=[N-])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C[C@@H]1C(=O)OC

Standard InChI:  InChI=1S/C18H29N3O11/c1-28-16(26)8-5-10(30-4-3-20-21-19)11(6-9(8)17(27)29-2)31-18-15(25)14(24)13(23)12(7-22)32-18/h8-15,18,22-25H,3-7H2,1-2H3/t8-,9-,10-,11-,12+,13+,14-,15-,18-/m0/s1

Standard InChI Key:  GYPSWCSPZCNQBY-JRFCXQANSA-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: 463.44

Molecular Weight (Monoisotopic): 463.1802

AlogP: -1.76

#Rotatable Bonds: 9

Polar Surface Area: 209.97

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -10.22

CX Basic pKa:

CX LogP: -2.05

CX LogD: -2.17

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.10

Np Likeness Score: 1.40

References

1. Tomašić T, Hajšek D, Švajger U, Luzar J, Obermajer N, Petit-Haertlein I, Fieschi F, Anderluh M..  (2014)  Monovalent mannose-based DC-SIGN antagonists: targeting the hydrophobic groove of the receptor.,  75  [PMID:24556146] [10.1016/j.ejmech.2014.01.047]

2. Valverde P, Ardá A, Reichardt NC, Jiménez-Barbero J, Gimeno A..  (2019)  Glycans in drug discovery.,  10  (10): [PMID:31814952] [10.1039/C9MD00292H]

Source

Source(1):

• Scientific Literature