Mrv1909 11302219452D          

 33 39  0  0  1  0            999 V2000
    3.5541    1.5863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    0.7924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1053   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055   -0.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5058   -0.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302    0.3871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9305    0.1845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7061   -0.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814   -1.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812   -0.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -1.5893    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318   -2.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -1.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -2.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551    0.7758    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2202    1.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5795    1.5697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3793    1.7723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1790    1.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    1.1810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7543    1.3836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6364    2.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787    2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7785    2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538    1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294    0.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4633    1.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    2.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361    0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0300    0.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  6  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 15 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
  6 20  1  0  0  0  0
 20 18  1  0  0  0  0
 20 21  1  0  0  0  0
 21  2  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
 15 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
DB17260

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12C[C@@H]3O[C@@]33[C@H](OCOP(O)(O)=O)[C@]4(O[C@H]4[C@@H]4O[C@]34[C@@]1(C)CCC1=C2COC1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H27O10P/c1-9(2)19-14(30-19)15-21(31-15)18(3)5-4-10-11(7-26-16(10)22)12(18)6-13-20(21,29-13)17(19)27-8-28-32(23,24)25/h9,12-15,17H,4-8H2,1-3H3,(H2,23,24,25)/t12-,13-,14-,15-,17+,18-,19-,20+,21+/m0/s1

> <INCHI_KEY>
QROUIGQWVUTWFM-RWBWCDHPSA-N

> <FORMULA>
C21H27O10P

> <MOLECULAR_WEIGHT>
470.411

> <EXACT_MASS>
470.134184067

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.033444371191115804

> <JCHEM_AVERAGE_POLARIZABILITY>
44.60092518420748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({[(1S,2S,4S,5S,7S,8R,9R,11S,13S)-1-methyl-17-oxo-7-(propan-2-yl)-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-8-yl]oxy}methoxy)phosphonic acid

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
1.2672319613333334

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.514580619444508

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.456705245334948

> <JCHEM_PKA_STRONGEST_BASIC>
-3.690445690048409

> <JCHEM_POLAR_SURFACE_AREA>
139.88000000000002

> <JCHEM_REFRACTIVITY>
103.98649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(1S,2S,4S,5S,7S,8R,9R,11S,13S)-7-isopropyl-1-methyl-17-oxo-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-8-yl]oxy}methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB17260

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Minnelide free acid

> <SYNONYMS>
Trisoxireno(4b,5:6,7:8a,9)phenanthro(1,2-c)furan-1(3h)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10-decahydro-8b-methyl-6a-(1-methylethyl)-6-((phosphonooxy)methoxy)-, (3bs,4as,5ar,6r,6as,7as,7bs,8as,8bs)-

$$$$