3D structure for (5E)-14-CHLORO-15,17-DIHYDROXY-4,7,8,9,10,11-HEXAHYDRO-2-BENZOXACYCLOPENTADECINE-1,12(3H,13H)-DIONE (DB08153)

11987878
  -OEChem-10051721153D

45 46  0     0  0  0  0  0  0999 V2000
    3.5190    2.1311   -0.5892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -1.8859   -0.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    0.7105   -2.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1452   -2.8487    1.4737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    0.7490    1.8918 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2363   -2.3402   -2.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892    2.1481    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958    2.8602   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3831    2.2963    1.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930    2.6882   -1.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550    1.5577    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    0.6676   -2.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1232    1.2971   -1.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283    0.0343   -0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847   -1.1524   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4564    0.0718    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7426    0.6730   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3409   -2.1237    0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968   -0.6446    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -1.6851    0.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -2.4343   -0.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1215   -1.8811   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    0.1442    1.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519   -1.0331    1.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070    2.5777    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9648    1.0883    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    3.9308   -0.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3033    2.4965   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    3.3608    2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0811    1.9299    2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7265    2.9147   -0.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    3.3941   -2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0198    1.9598    0.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4430    1.7548    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9221    1.4134   -2.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -0.0985   -2.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1629   -0.4299    2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305   -2.5276    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -2.6172   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8876   -0.1452   -0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480   -3.5194   -0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3413   -2.0088   -1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072   -1.4530    2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -3.2135    0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3653    0.2310    2.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 13  2  0  0  0  0
  4 20  1  0  0  0  0
  4 44  1  0  0  0  0
  5 23  1  0  0  0  0
  5 45  1  0  0  0  0
  6 22  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 10  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  9 11  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 13  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 16  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 14 15  2  0  0  0  0
 14 17  1  0  0  0  0
 15 20  1  0  0  0  0
 15 22  1  0  0  0  0
 16 19  2  0  0  0  0
 16 37  1  0  0  0  0
 17 23  2  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 20 24  2  0  0  0  0
 21 41  1  0  0  0  0
 21 42  1  0  0  0  0
 23 24  1  0  0  0  0
 24 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08153

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
OC1=CC(O)=C2C(CC(=O)CCCCC\C=C\CCOC2=O)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C18H21ClO5/c19-17-13-10-12(20)8-6-4-2-1-3-5-7-9-24-18(23)16(13)14(21)11-15(17)22/h3,5,11,21-22H,1-2,4,6-10H2/b5-3+

> <INCHI_KEY>
VZTAZMSAAIUZJV-HWKANZROSA-N

> <FORMULA>
C18H21ClO5

> <MOLECULAR_WEIGHT>
352.809

> <EXACT_MASS>
352.107751489

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.4865023277523048

> <JCHEM_AVERAGE_POLARIZABILITY>
36.14707451779704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-14-chloro-15,17-dihydroxy-1,3,4,7,8,9,10,11,12,13-decahydro-2-benzoxacyclopentadecine-1,12-dione

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
4.9235039223333334

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.846437540965406

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.025893328059448

> <JCHEM_PKA_STRONGEST_BASIC>
-4.304404623021904

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
93.32649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 (5E)-14-CHLORO-15,17-DIHYDROXY-4,7,8,9,10,11-HEXAHYDRO-2-BENZOXACYCLOPENTADECINE-1,12(3H,13H)-DIONE (DB08153)

Structure for (5E)-14-CHLORO-15,17-DIHYDROXY-4,7,8,9,10,11-HEXAHYDRO-2-BENZOXACYCLOPENTADECINE-1,12(3H,13H)-DIONE (DB08153)