(6R,7S,8S,8aR)-tetrahydro-6,7,8-trihydroxy-2H-thiazolo[3,2-a]pyridin-3(5H)-one

ID: ALA2018785

PubChem CID: 57404476

Max Phase: Preclinical

Molecular Formula: C7H11NO4S

Molecular Weight: 205.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CS[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)CN12

Standard InChI:  InChI=1S/C7H11NO4S/c9-3-1-8-4(10)2-13-7(8)6(12)5(3)11/h3,5-7,9,11-12H,1-2H2/t3-,5+,6+,7-/m1/s1

Standard InChI Key:  RHYZHAPAYLRGOC-RAZZTCBWSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    6.5989   -4.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8841   -4.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692   -4.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692   -5.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8841   -6.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5989   -5.8215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3823   -4.7451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3823   -6.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8664   -5.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6349   -6.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8841   -3.7621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586   -4.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586   -6.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6836   -4.1807    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  8  9  1  0
  7  9  1  0
  6  8  1  0
  1  7  1  0
  8 10  2  0
  2 11  1  6
  3 12  1  6
  4 13  1  1
  1 14  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2018785

   (6R,7S,8S,8aR)-6,7,8-trihydroxy-6,7,8,8a-tetrahydro-5H-[1,3]thiazolo[3,2-a]pyridin-3-one

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

Calculated Properties

Molecular Weight: 205.24

Molecular Weight (Monoisotopic): 205.0409

AlogP: -2.02

#Rotatable Bonds: ┄

Polar Surface Area: 81.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: ┄

CX LogP: -2.27

CX LogD: -2.27

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.43

Np Likeness Score: 0.67

References

1. Li X, Qin Z, Yang T, Zhang H, Wei S, Li C, Chen H, Meng M..  (2012)  Synthesis and biological activity of bi/tricyclic azasugars fused thiazolidin-4-one and thiazinan-4-one by microwave-assisted tandem Staudinger/aza-Wittig/cyclization.,  22  (8): [PMID:22437112] [10.1016/j.bmcl.2012.02.103]

Source

Source(1):

• Scientific Literature