Mrv1909 02252023102D          

 25 27  0  0  0  0            999 V2000
   -2.1442    0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454   -0.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -0.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141   -0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4324    1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348    1.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -0.6254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -1.4513    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040    1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    0.6228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071    1.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    1.0380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1409    0.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4217    1.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -0.1967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8600   -0.6066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0009   -0.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022   -1.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174   -1.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115   -1.8630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -1.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1463   -1.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8602   -1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529    0.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
 13 14  1  0  0  0  0
  6  7  1  0  0  0  0
 13 15  1  6  0  0  0
  3  4  2  0  0  0  0
 16 14  1  0  0  0  0
  2  8  1  0  0  0  0
 17 16  1  0  0  0  0
 17 24  1  0  0  0  0
  4 18  1  0  0  0  0
  3  9  1  0  0  0  0
 18 19  1  0  0  0  0
  4  5  1  0  0  0  0
 19 20  1  0  0  0  0
  5 10  1  0  0  0  0
 19 21  2  0  0  0  0
  2  3  1  0  0  0  0
 20 22  2  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
  5  6  2  0  0  0  0
 23 24  2  0  0  0  0
 10 12  2  0  0  0  0
 16 25  1  6  0  0  0
 17 25  1  6  0  0  0
  6  1  1  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03758

> <DATABASE_NAME>
drugbank

> <SMILES>
C[C@@H]1C[C@H]2O[C@@H]2\C=C/C=C/C(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1

> <INCHI_KEY>
WYZWZEOGROVVHK-GTMNPGAYSA-N

> <FORMULA>
C18H17ClO6

> <MOLECULAR_WEIGHT>
364.777

> <EXACT_MASS>
364.071365983

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.48840436352639927

> <JCHEM_AVERAGE_POLARIZABILITY>
34.5147214469731

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,6R,8R,9Z,11E)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadeca-1(19),9,11,15,17-pentaene-2,13-dione

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.6765286639999997

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.843073231549644

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.022605485153255

> <JCHEM_PKA_STRONGEST_BASIC>
-4.124046059412485

> <JCHEM_POLAR_SURFACE_AREA>
96.35999999999999

> <JCHEM_REFRACTIVITY>
93.56089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mesoxalic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03758

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02763

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Radicicol

> <SYNONYMS>
Monorden

$$$$