ID: ALA2398607

Max Phase: Preclinical

Molecular Formula: C14H16N2O6S2

Molecular Weight: 372.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1cccs1)c1cnc(N[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)s1

Standard InChI:  InChI=1S/C14H16N2O6S2/c17-5-6-9(18)11(20)12(21)13(22-6)16-14-15-4-8(24-14)10(19)7-2-1-3-23-7/h1-4,6,9,11-13,17-18,20-21H,5H2,(H,15,16)/t6-,9-,11+,12+,13+/m1/s1

Standard InChI Key:  JBKDKWDVMMUXBR-QRCOLCDASA-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: 372.42

Molecular Weight (Monoisotopic): 372.0450

AlogP: -0.35

#Rotatable Bonds: 5

Polar Surface Area: 132.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.69

CX Basic pKa: 2.09

CX LogP: -0.12

CX LogD: -0.29

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -0.23

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