Mrv1652310201622562D          

 30 32  0  0  1  0            999 V2000
    0.6990    2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211    0.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120    1.8175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    1.3031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5003    1.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2436    1.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4272    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5444   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9706   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7864   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -1.2830    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376   -2.0510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -1.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4289   -0.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6998   -1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0012   -2.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314   -1.8051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -2.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745    0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 10 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11872

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=C(OC)C(OC)=C2C(CC[C@H](NC(C)=O)C3=C2C=CC(OP(O)(O)=O)=C3)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24NO8P/c1-11(22)21-16-8-5-12-9-17(26-2)19(27-3)20(28-4)18(12)14-7-6-13(10-15(14)16)29-30(23,24)25/h6-7,9-10,16H,5,8H2,1-4H3,(H,21,22)(H2,23,24,25)/t16-/m0/s1

> <INCHI_KEY>
UGBMEXLBFDAOGL-INIZCTEOSA-N

> <FORMULA>
C20H24NO8P

> <MOLECULAR_WEIGHT>
437.385

> <EXACT_MASS>
437.123953735

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.304653242907136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(8S)-8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
1.6788661939999998

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.743537505270483

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.786075371238368

> <JCHEM_PKA_STRONGEST_BASIC>
-1.53089619037819

> <JCHEM_POLAR_SURFACE_AREA>
123.55000000000001

> <JCHEM_REFRACTIVITY>
108.9356

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(8S)-8-acetamido-13,14,15-trimethoxytricyclo[9.4.0.0^{2,7}]pentadeca-1(15),2(7),3,5,11,13-hexaen-5-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11872

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
ZD-6126

$$$$