71751391
  -OEChem-09201913493D

 51 54  0     1  0  0  0  0  0999 V2000
    2.0555    0.1883    0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.4298    1.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1426   -2.4834   -0.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4700   -3.4496    0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437   -0.0345   -1.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043    2.4421   -1.4812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543    2.6428    0.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6694    1.1713   -2.9590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    0.7424   -0.7041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347    2.4851   -1.9330 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577   -1.7916   -0.4739 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8682   -2.0865    0.5555 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2496   -0.2924   -0.5639 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6547   -1.1793    0.3565 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9541    0.5026   -0.6831 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2051    1.9641   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344   -1.0045    1.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928    0.3853    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149    1.2156    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705   -1.8663    0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7359   -1.5612    0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.3476   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4522    0.9182    2.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    2.5538    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862   -2.5936    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985   -0.2012   -1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075    2.2440    2.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    3.0634    2.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0640    1.4572   -1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9791   -2.4257   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3350   -1.2291   -0.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6859   -2.1945   -1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615   -1.9799    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314    0.0309    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1812   -1.4133   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4501    0.3644   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -2.1365    0.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849   -3.5580   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389   -0.3167   -2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0351   -2.8862    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.3004    3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4531    3.2087    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1807    3.4014   -1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -3.5467    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7201    0.7315   -1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    2.6329    3.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    4.0942    2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7030   -3.2304   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3420   -1.0911   -1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    2.6610   -1.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    3.0395   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  2 14  1  0  0  0  0
  2 17  1  0  0  0  0
  3 11  1  0  0  0  0
  3 37  1  0  0  0  0
  4 12  1  0  0  0  0
  4 38  1  0  0  0  0
  5 13  1  0  0  0  0
  5 39  1  0  0  0  0
  6 16  1  0  0  0  0
  6 43  1  0  0  0  0
  7 16  2  0  0  0  0
  8 29  2  0  0  0  0
  9 19  1  0  0  0  0
  9 22  1  0  0  0  0
  9 29  1  0  0  0  0
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 11 13  1  0  0  0  0
 11 32  1  0  0  0  0
 12 14  1  0  0  0  0
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 15 36  1  0  0  0  0
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 23 27  1  0  0  0  0
 23 41  1  0  0  0  0
 24 28  1  0  0  0  0
 24 42  1  0  0  0  0
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 26 31  1  0  0  0  0
 26 45  1  0  0  0  0
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 30 31  2  0  0  0  0
 30 48  1  0  0  0  0
 31 49  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02808

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/YPDZOCJZGXGBAP-HPUPVJTASA-N/SDF?record_type=3d

> <SMILES>
NC(=O)N1C2=CC=CC=C2C=C(OC2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C(O)=O)C2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N2O8/c22-21(29)23-12-7-3-1-5-10(12)9-14(11-6-2-4-8-13(11)23)30-20-17(26)15(24)16(25)18(31-20)19(27)28/h1-9,15-18,20,24-26H,(H2,22,29)(H,27,28)/t15-,16-,17+,18-,20?/m1/s1

> <INCHI_KEY>
YPDZOCJZGXGBAP-HPUPVJTASA-N

> <FORMULA>
C21H20N2O8

> <MOLECULAR_WEIGHT>
428.397

> <EXACT_MASS>
428.121965612

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
41.54553668454259

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5S)-6-({2-carbamoyl-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,9,11,13-heptaen-9-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
0.03162326533333287

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216711531324787

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.176595467483436

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686827039653211

> <JCHEM_POLAR_SURFACE_AREA>
162.78

> <JCHEM_REFRACTIVITY>
106.06099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S)-9-hydroxy-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$