3D structure for (6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE (DB08390)

54688400
  -OEChem-10051721193D

53 55  0     1  0  0  0  0  0999 V2000
    3.9777   -2.1214   -1.0893 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.2673    1.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8467   -3.4254   -1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907   -1.7580    2.8459 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3294    0.1226   -0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9223    1.4062   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -0.0063   -0.0528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4289    1.6141   -0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286    2.4576    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    3.6734    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5993    3.1295   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257   -0.0692    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0183   -1.0018   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2627    0.2932   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060   -2.3920   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -1.5306    1.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1361   -2.6352    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271    0.2470   -0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -0.9377   -1.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029    1.3894   -0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083   -0.9801   -0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815    1.3469   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    0.1623   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7958    0.4219    1.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269   -0.7890    1.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6919    1.6499    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    1.6723   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.1492    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    2.7048    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8468    1.2129   -1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    1.1663    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5290    3.4098   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406    3.5420   -1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8070    4.3365   -0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461    4.2560    1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.0740    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7294    0.5754    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4481   -0.9394   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -0.8176   -1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4986    1.2992   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905   -0.3864   -1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1370   -3.6433    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8535   -4.2649   -0.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4143   -1.8351   -1.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3666    2.3182   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922    2.2487    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594    0.6377    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710   -1.0664    0.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9015   -0.5980    2.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8592   -1.6567    1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5441    1.4809    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0726    1.9082    2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490    2.5128    0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  7  1  0  0  0  0
  2 16  1  0  0  0  0
  3 15  1  0  0  0  0
  3 43  1  0  0  0  0
  4 16  2  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 27  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 11  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 10  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 11  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 14  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
 13 15  1  0  0  0  0
 13 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 18  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
 17 42  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 44  1  0  0  0  0
 20 22  2  0  0  0  0
 20 45  1  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
 22 46  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08390

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC(C)OC1=CC=C(CC[C@]2(CC(O)=CC(=O)O2)C2CCCC2)C=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C21H27FO4/c1-14(2)25-19-8-7-15(11-18(19)22)9-10-21(16-5-3-4-6-16)13-17(23)12-20(24)26-21/h7-8,11-12,14,16,23H,3-6,9-10,13H2,1-2H3/t21-/m0/s1

> <INCHI_KEY>
AKNIHFDXRAOPAI-NRFANRHFSA-N

> <FORMULA>
C21H27FO4

> <MOLECULAR_WEIGHT>
362.4351

> <EXACT_MASS>
362.189337557

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.04551100082822404

> <JCHEM_AVERAGE_POLARIZABILITY>
39.10011831826195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-6-cyclopentyl-6-{2-[3-fluoro-4-(propan-2-yloxy)phenyl]ethyl}-4-hydroxy-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
4.795095453

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.321654541207035

> <JCHEM_PKA_STRONGEST_BASIC>
-4.944789262041272

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
98.52449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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 (6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE (DB08390)

Structure for (6S)-6-CYCLOPENTYL-6-[2-(3-FLUORO-4-ISOPROPOXYPHENYL)ETHYL]-4-HYDROXY-5,6-DIHYDRO-2H-PYRAN-2-ONE (DB08390)