3D structure for 8-Hydroxy-2-oxa-bicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid (DB08648)

445314
  -OEChem-06152123273D

28 29  0     1  0  0  0  0  0999 V2000
    1.2029   -1.1436   -0.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233   -2.9825   -0.4744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4545    2.6431   -1.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7201    2.0648    0.7572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391    1.5224    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5008   -0.6939    0.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594    0.6696    0.0853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9530   -0.1651   -1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -1.4283   -0.9624 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6007    1.1268    0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813    0.2266   -0.4961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8090   -2.3066    0.0993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3157   -0.1521    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -1.4956    1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    1.8475   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293    0.2669    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    0.3951   -2.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9911   -0.4087   -1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0106   -1.9835   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8532    1.1306    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    2.1635   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.5327   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.0638    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6227    0.3511    2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6554   -2.0337    2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079   -2.3291   -0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    3.4183   -1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    1.5703    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  2 26  1  0  0  0  0
  3 15  1  0  0  0  0
  3 27  1  0  0  0  0
  4 15  2  0  0  0  0
  5 16  1  0  0  0  0
  5 28  1  0  0  0  0
  6 16  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 13  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 17  1  0  0  0  0
  8 18  1  0  0  0  0
  9 12  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 16  1  0  0  0  0
 11 22  1  0  0  0  0
 12 14  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  2  0  0  0  0
 13 24  1  0  0  0  0
 14 25  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08648

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/KRZHNRULRHECRF-JQCUSGDOSA-N/SDF?record_type=3d

> <SMILES>
[H][C@]12C[C@](C[C@H](O1)C(O)=O)(C=C[C@H]2O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O6/c11-5-1-2-10(9(14)15)3-6(5)16-7(4-10)8(12)13/h1-2,5-7,11H,3-4H2,(H,12,13)(H,14,15)/t5-,6-,7+,10+/m1/s1

> <INCHI_KEY>
KRZHNRULRHECRF-JQCUSGDOSA-N

> <FORMULA>
C10H12O6

> <MOLECULAR_WEIGHT>
228.1987

> <EXACT_MASS>
228.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9990111795626848

> <JCHEM_AVERAGE_POLARIZABILITY>
20.303459340954717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-0.3619323086666671

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.0711337349434045

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3138767037624937

> <JCHEM_PKA_STRONGEST_BASIC>
-3.313517605269056

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
51.19000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.81e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for 8-Hydroxy-2-oxa-bicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid (DB08648)

Structure for 8-Hydroxy-2-oxa-bicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid (DB08648)