(2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylic acid

ID: ALA496672

Cas Number: 10133-02-5

PubChem CID: 94715

Max Phase: Preclinical

Molecular Formula: C6H10O7

Molecular Weight: 194.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m0/s1

Standard InChI Key:  AEMOLEFTQBMNLQ-AQKNRBDQSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   -1.4924  -12.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7780  -12.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7780  -13.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924  -14.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069  -13.7972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069  -12.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214  -12.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358  -12.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9214  -11.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924  -11.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0635  -12.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0635  -14.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924  -15.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  6
  1  2  1  0
  7  8  2  0
  1  6  1  0
  7  9  1  0
  2  3  1  0
  1 10  1  1
  3  4  1  0
  2 11  1  6
  4  5  1  0
  3 12  1  1
  5  6  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496672

   D-Glucuronic Acid

Molecule Features

Natural Product: Yes

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: 194.14

Molecular Weight (Monoisotopic): 194.0427

AlogP: -3.13

#Rotatable Bonds: 1

Polar Surface Area: 127.45

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: ┄

CX LogP: -2.61

CX LogD: -6.06

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.30

Np Likeness Score: 2.02

References

1. Randhawa P, Farasati NA, Huang Y..  (2007)  BK Virus replication in vitro: limited effect of drugs interfering with viral uptake and intracellular transport.,  51  (12): [PMID:17893158] [10.1128/aac.00843-07]

Source

Source(1):

• Scientific Literature