(7R,8R,9R,9aS)-7,8,9-trihydroxyhexahydro-4H,6H-pyrido[2,1-b][1,3]thiazin-4-one

ID: ALA2018786

PubChem CID: 70695985

Max Phase: Preclinical

Molecular Formula: C8H13NO4S

Molecular Weight: 219.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCS[C@H]2[C@H](O)[C@H](O)[C@H](O)CN12

Standard InChI:  InChI=1S/C8H13NO4S/c10-4-3-9-5(11)1-2-14-8(9)7(13)6(4)12/h4,6-8,10,12-13H,1-3H2/t4-,6-,7-,8+/m1/s1

Standard InChI Key:  DMCMZJDSHUDDOE-JBBNEOJLSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    4.7107   -6.1469    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -5.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -4.9094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7107   -4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -4.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -5.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424   -6.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8583   -5.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8583   -4.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424   -4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7107   -3.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1424   -6.9719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5700   -6.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5700   -4.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -6.5594    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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2  7  1  0
  3 10  1  0
  4 11  2  0
  7 12  1  1
  8 13  1  1
  9 14  1  1
  2 15  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2018786

   (7R,8R,9R,9aS)-7,8,9-trihydroxy-3,6,7,8,9,9a-hexahydro-2H-pyrido[2,1-b][1,3]thiazin-4-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: 219.26

Molecular Weight (Monoisotopic): 219.0565

AlogP: -1.63

#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: -1.82

CX LogD: -1.82

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.46

Np Likeness Score: 0.72

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