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

ID: ALA2018784

PubChem CID: 70687612

Max Phase: Preclinical

Molecular Formula: C7H11NO4S

Molecular Weight: 205.24

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

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-SHUUEZRQSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    6.6328   -5.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9179   -4.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031   -5.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031   -6.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9179   -6.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328   -6.0259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4165   -4.9495    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4165   -6.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9005   -5.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6690   -7.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9179   -3.9663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924   -4.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924   -6.4378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175   -4.3851    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  1
  3 12  1  1
  4 13  1  1
  1 14  1  6
M  END

Associated Targets(non-human)

YAC-1 (251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 205.24Molecular Weight (Monoisotopic): 205.0409AlogP: -2.02#Rotatable Bonds:
Polar Surface Area: 81.00Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 12.80CX Basic pKa: CX LogP: -2.27CX LogD: -2.27
Aromatic Rings: Heavy Atoms: 13QED Weighted: 0.43Np 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]
2. Chen H, Yang T, Wei S, Zhang H, Li R, Qin Z, Li X..  (2012)  Synthetic bicyclic iminosugar derivatives fused thiazolidin-4-one as new potential HIV-RT inhibitors.,  22  (23): [PMID:23067552] [10.1016/j.bmcl.2012.09.100]

Source