3D structure for (5Z)-13-CHLORO-14,16-DIHYDROXY-3,4,7,8,9,10-HEXAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,11(12H)-DIONE (DB08346)

24916788
  -OEChem-10051721183D

42 43  0     0  0  0  0  0  0999 V2000
    3.0341   -2.5663    0.3170 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231    1.9527    0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0655   -3.3094    1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139    3.0290   -0.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3421   -0.8469   -1.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3090    2.2015    2.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2023   -2.7210   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1741   -2.3235   -1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -1.6106    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1937   -1.2377   -1.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761   -1.0630    1.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -2.1125    1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -0.2751    0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663    1.0595    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    0.1580   -1.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965   -0.9133   -0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396    2.4562   -0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920    1.0640   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9947    1.7380   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634    2.6678    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132    1.8101    1.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3249   -0.2406   -0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232    1.0831   -1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6203   -3.5790   -0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667   -3.0801    0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358   -3.2264   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -2.0341   -2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7975   -0.8592    0.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -1.1382   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5987   -1.4254   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -1.3161   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587   -1.5436    2.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382   -0.4224    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    0.4318   -2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    2.6601   -1.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    3.1625   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366    0.7935    0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069    3.7326    0.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100    2.3289    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5895    1.6051   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    3.3187   -1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7230   -0.2194   -2.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 20  1  0  0  0  0
  2 21  1  0  0  0  0
  3 12  2  0  0  0  0
  4 19  1  0  0  0  0
  4 41  1  0  0  0  0
  5 22  1  0  0  0  0
  5 42  1  0  0  0  0
  6 21  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 10  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 12  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 15  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 14 19  1  0  0  0  0
 14 21  1  0  0  0  0
 15 18  2  0  0  0  0
 15 34  1  0  0  0  0
 16 22  2  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 23  2  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 22 23  1  0  0  0  0
 23 40  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08346

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H19ClO5/c18-16-12-9-11(19)7-5-3-1-2-4-6-8-23-17(22)15(12)13(20)10-14(16)21/h2,4,10,20-21H,1,3,5-9H2/b4-2+

> <INCHI_KEY>
YUZYDHRGGDTZLG-DUXPYHPUSA-N

> <FORMULA>
C17H19ClO5

> <MOLECULAR_WEIGHT>
338.783

> <EXACT_MASS>
338.092101425

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.48650232776165137

> <JCHEM_AVERAGE_POLARIZABILITY>
33.728554627425495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-13-chloro-14,16-dihydroxy-3,4,7,8,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,11-dione

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
4.478935257333333

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.846437539747683

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.025893328045197

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3044046230224176

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
88.72549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-01 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 (5Z)-13-CHLORO-14,16-DIHYDROXY-3,4,7,8,9,10-HEXAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,11(12H)-DIONE (DB08346)

Structure for (5Z)-13-CHLORO-14,16-DIHYDROXY-3,4,7,8,9,10-HEXAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,11(12H)-DIONE (DB08346)