13726065
  -OEChem-09201913173D

 34 36  0     1  0  0  0  0  0999 V2000
   -1.4823   -2.7398    1.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676   -0.9636    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7753    2.9274    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1129    1.0159    0.2409 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693    2.6473    1.3018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6752   -2.0261    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6569   -1.7118    1.0743 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5015   -0.8861   -0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5618   -0.9742    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557    0.4858   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2683    0.3397   -0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522   -1.2732   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7119   -1.6003   -0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    1.4019   -0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    1.0111   -1.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934    2.2500    0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542   -0.3491   -1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631   -0.9270   -1.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243    0.9936   -1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740    0.3785   -1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729   -2.7177   -0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -2.6522    1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0362   -2.3246   -0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -2.6207   -0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8546    2.4605   -0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9176    2.0272   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106   -2.0920    1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0901   -1.4964    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6053   -0.6814   -1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501   -1.4227   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114    1.7259   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340    0.9037   -2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    3.5133    1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992    2.0832    1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 27  1  0  0  0  0
  2  7  1  0  0  0  0
  2 28  1  0  0  0  0
  3 16  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 16  1  0  0  0  0
  5 16  1  0  0  0  0
  5 33  1  0  0  0  0
  5 34  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 21  1  0  0  0  0
  7  9  1  0  0  0  0
  7 22  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  2  0  0  0  0
  9 11  1  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 11 15  2  0  0  0  0
 12 17  1  0  0  0  0
 12 23  1  0  0  0  0
 13 18  1  0  0  0  0
 13 24  1  0  0  0  0
 14 19  1  0  0  0  0
 14 25  1  0  0  0  0
 15 20  1  0  0  0  0
 15 26  1  0  0  0  0
 17 19  2  0  0  0  0
 17 29  1  0  0  0  0
 18 20  2  0  0  0  0
 18 30  1  0  0  0  0
 19 31  1  0  0  0  0
 20 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02804

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H14N2O3/c16-15(20)17-11-7-3-1-5-9(11)13(18)14(19)10-6-2-4-8-12(10)17/h1-8,13-14,18-19H,(H2,16,20)/t13-,14+

> <INCHI_KEY>
PRGQOPPDPVELEG-OKILXGFUSA-N

> <FORMULA>
C15H14N2O3

> <MOLECULAR_WEIGHT>
270.288

> <EXACT_MASS>
270.100442319

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.222303896150667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10S)-9,10-dihydroxy-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-2-carboxamide

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
0.8127448290000001

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.283379210575326

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.83536429988214

> <JCHEM_PKA_STRONGEST_BASIC>
-3.613798218130778

> <JCHEM_POLAR_SURFACE_AREA>
86.79

> <JCHEM_REFRACTIVITY>
73.49440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+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

$$$$