6918339
  -OEChem-09181800503D

 49 52  0     1  0  0  0  0  0999 V2000
   -5.7655    0.5431    0.1329 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109    1.5861    0.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6287   -0.6312    0.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8345    0.9453   -1.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5418    1.5242    1.1793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2264   -0.2778    0.5029 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959    0.7491    0.1534 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2769   -0.6191   -0.3324 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8162   -0.8520    0.0527 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9405    0.2448   -0.6259 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2585    0.6424   -0.3187 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9736    1.8439   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3434   -1.5965    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4628    1.6679   -0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582   -0.8047    0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3079   -2.2297   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    0.9582    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431    0.0181   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1024   -2.4514    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226   -1.2690   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4786    1.0568   -0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -1.4697    0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422    0.8415   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.4203    0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241   -0.6414   -1.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.7862    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    0.1271   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3249    0.7889   -1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514    1.8177   -1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889    2.8381   -0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3710   -2.5082   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -1.8942    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2222    1.9151    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9494    2.4147   -0.9068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347   -0.8606    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2909   -1.2205   -0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584   -3.0278   -0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -2.3065   -1.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1267    1.9480    1.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7228    0.9000    2.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371    0.2210    2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0443   -2.6695    1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298   -3.3338   -0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0193    1.3915    0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1669    2.0547   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -2.4571    0.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4884    1.7013   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3445   -0.5901    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5426   -0.9820   -0.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  6  1  0  0  0  0
  2 11  1  0  0  0  0
  2 44  1  0  0  0  0
  3 24  1  0  0  0  0
  6 48  1  0  0  0  0
  6 49  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
  9 26  1  0  0  0  0
 10 14  1  0  0  0  0
 10 18  1  0  0  0  0
 10 27  1  0  0  0  0
 11 15  1  0  0  0  0
 11 28  1  0  0  0  0
 12 14  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 15  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 19  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 17 41  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 45  1  0  0  0  0
 22 24  2  0  0  0  0
 22 46  1  0  0  0  0
 23 24  1  0  0  0  0
 23 47  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06597

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(OS(N)(=O)=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO4S/c1-18-9-8-14-13-5-3-12(23-24(19,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,20H,2,4,6-9H2,1H3,(H2,19,21,22)/t14-,15-,16+,17+,18+/m1/s1

> <INCHI_KEY>
YXYXCSOJKUAPJI-ZBRFXRBCSA-N

> <FORMULA>
C18H25NO4S

> <MOLECULAR_WEIGHT>
351.46

> <EXACT_MASS>
351.150429463

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.205507192078514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3aS,3bR,9bS,11aS)-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl sulfamate

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.695312035000001

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.37769223665565

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.851227423810865

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839939519717076

> <JCHEM_POLAR_SURFACE_AREA>
89.62

> <JCHEM_REFRACTIVITY>
91.43189999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aS,3bR,9bS,11aS)-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H-cyclopenta[a]phenanthren-7-yl sulfamate

> <JCHEM_VEBER_RULE>
0

$$$$