ID: ALA2398610

Max Phase: Preclinical

Molecular Formula: C20H20N2O6S

Molecular Weight: 416.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccc2ccccc2c1)c1cnc(N[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)s1

Standard InChI:  InChI=1S/C20H20N2O6S/c23-9-13-16(25)17(26)18(27)19(28-13)22-20-21-8-14(29-20)15(24)12-6-5-10-3-1-2-4-11(10)7-12/h1-8,13,16-19,23,25-27H,9H2,(H,21,22)/t13-,16-,17+,18+,19+/m1/s1

Standard InChI Key:  DGCWVEOHKMAFTM-UVMNYOIOSA-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: 416.46

Molecular Weight (Monoisotopic): 416.1042

AlogP: 0.74

#Rotatable Bonds: 5

Polar Surface Area: 132.14

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.80

CX Basic pKa: 2.19

CX LogP: 0.96

CX LogD: 0.82

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: 0.14

References

1. Brument S, Sivignon A, Dumych TI, Moreau N, Roos G, Guérardel Y, Chalopin T, Deniaud D, Bilyy RO, Darfeuille-Michaud A, Bouckaert J, Gouin SG..  (2013)  Thiazolylaminomannosides as potent antiadhesives of type 1 piliated Escherichia coli isolated from Crohn's disease patients.,  56  (13): [PMID:23795713] [10.1021/jm400723n]

Source

Source(1):

• Scientific Literature