Mrv0541 02231218042D          

 34 37  0  0  1  0            999 V2000
    6.3499    0.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1341   -0.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0508   -0.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354    2.0930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3454   -2.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774    0.4430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7774   -0.3821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920    0.8555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4920   -0.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9209   -0.7946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2064   -0.3821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6354   -0.3821    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9782   -0.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2064    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935   -1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354    0.4430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2435   -0.9324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9209    0.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9209    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -1.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9209    1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3217   -2.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6017   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4090   -1.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6653   -0.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9600   -1.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7037   -2.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    1.0145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774   -1.0421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    1.5036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14  1  1  1  0  0  0
  2 15  2  0  0  0  0
 21  3  1  1  0  0  0
  3 27  1  0  0  0  0
 20  4  1  1  0  0  0
  5 25  1  0  0  0  0
  6 27  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 32  1  6  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  8 33  1  6  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 15  1  0  0  0  0
 10 18  1  0  0  0  0
 10 34  1  1  0  0  0
 11 13  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 19  1  6  0  0  0
 13 22  1  1  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 18 23  2  0  0  0  0
 19 24  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
DB05013

> <DATABASE_NAME>
drugbank

> <SMILES>
OCC1=C[C@]2([H])C(=O)[C@]3(C=C(C)[C@H](OC(=O)C(\C)=C/C)[C@@]3(O)[C@@H]1O)[C@H](C)C[C@@]1([H])C(C)(C)[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16+,17-,18+,19-,21+,24+,25+/m1/s1

> <INCHI_KEY>
InChIKey=VDJHFHXMUKFKET-WDUFCVPESA-N

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_EXACT_MASS>
430.23553882

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C25H34O6

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,5S,6R,9S,10R,12R,14R)-5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-4-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.505605261

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MASS>
430.5339

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.444218810904726

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.091182222993204

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7637287828251944

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
117.85669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5S,6R,9S,10R,12R,14R)-5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxotetracyclo[7.5.1.0^{1,5}.0^{10,12}]pentadeca-2,7-dien-4-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB05013

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Ingenol Mebutate

> <BRANDS>
Picato; Picato gel

$$$$