Mrv1718005011814082D          

 28 30  0  0  0  0            999 V2000
   -2.3751    3.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1059    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8483    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164    0.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7920   -1.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068   -0.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6607    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668   -1.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3751    2.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9343   -0.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4865   -1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6607    1.5790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0739   -1.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806   -0.7852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2481    0.8645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5334    0.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -2.5310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806    0.8645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -0.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    1.7926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238    0.0383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    1.4478    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8042    2.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0896    1.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -1.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4407   -0.7511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  1  6  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 18  4  1  0  0  0  0
 18  5  1  0  0  0  0
 13 18  1  0  0  0  0
 16 18  1  0  0  0  0
 19 14  2  0  0  0  0
 20 17  2  0  0  0  0
 15 21  1  6  0  0  0
 21 17  1  0  0  0  0
 13 22  1  1  0  0  0
 15 23  1  1  0  0  0
 16 24  1  6  0  0  0
  2 25  2  0  0  0  0
  2 26  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02083

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]1(\C=C(\C)C(O)=O)[C@@]([H])(C(=O)O[C@@]2([H])CC(=O)C(CC3CO3)=C2C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O6/c1-9(17(21)22)5-13-16(19(13,3)4)18(23)25-15-7-14(20)12(10(15)2)6-11-8-24-11/h5,11,13,15-16H,6-8H2,1-4H3,(H,21,22)/b9-5-/t11?,13-,15+,16+/m1/s1

> <INCHI_KEY>
IAFNJARPCFMKCC-PDUNJTBLSA-N

> <FORMULA>
C19H24O6

> <MOLECULAR_WEIGHT>
348.395

> <EXACT_MASS>
348.157288493

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.719594417019614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1R,3R)-2,2-dimethyl-3-({[(1S)-2-methyl-3-[(oxiran-2-yl)methyl]-4-oxocyclopent-2-en-1-yl]oxy}carbonyl)cyclopropyl]-2-methylprop-2-enoic acid

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.2019924116666667

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.56429941177246

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.167130032420389

> <JCHEM_PKA_STRONGEST_BASIC>
-4.174640487209712

> <JCHEM_POLAR_SURFACE_AREA>
93.2

> <JCHEM_REFRACTIVITY>
90.16319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1R,3R)-2,2-dimethyl-3-({[(1S)-2-methyl-3-(oxiran-2-ylmethyl)-4-oxocyclopent-2-en-1-yl]oxy}carbonyl)cyclopropyl]-2-methylprop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET02083

> <NAME>
M8 (Bioallethrin)

$$$$