Mrv1909 10251919272D          

 33 38  0  0  0  0            999 V2000
    3.1330   -1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1021   -1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176   -2.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9456    0.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067    0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274   -0.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694    2.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162    1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378    0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8861   -0.4503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8849    1.4032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4940    0.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5252   -0.4717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3841   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351   -0.7322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0095    0.9479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6679    0.4430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1716   -1.0338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9652    2.2363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075   -1.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1741   -1.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -1.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155   -1.2400    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941    0.6307    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2837   -0.2168    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  2  0  0  0  0
 19 15  2  0  0  0  0
 19 18  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 22  4  1  0  0  0  0
 16 22  1  0  0  0  0
 22 21  1  6  0  0  0
 23  8  1  6  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
 24 10  1  0  0  0  0
 24 18  1  6  0  0  0
 20 24  1  0  0  0  0
 24 23  1  0  0  0  0
 25  9  1  0  0  0  0
 16 25  1  0  0  0  0
 25 20  1  0  0  0  0
 26 11  1  0  0  0  0
 17 26  1  0  0  0  0
 27 15  1  0  0  0  0
 22 28  1  1  0  0  0
 29  5  1  0  0  0  0
 25 29  1  6  0  0  0
 30 19  1  0  0  0  0
 20 30  1  0  0  0  0
 16 31  1  1  0  0  0
 17 32  1  6  0  0  0
 20 33  1  1  0  0  0
M  END
> <DATABASE_ID>
DBMET00174

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN[C@]([H])(C4)[C@]11CC[C@@]2(OC)[C@]([H])(C1)[C@](C)(O)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H35NO4/c1-21(2,3)22(4,28)16-13-23-8-9-25(16,29-5)20-24(23)10-11-26-17(23)12-14-6-7-15(27)19(30-20)18(14)24/h6-7,16-17,20,26-28H,8-13H2,1-5H3/t16-,17-,20-,22+,23-,24+,25-/m1/s1

> <INCHI_KEY>
YOYLLRBMGQRFTN-IOMBULRVSA-N

> <FORMULA>
C25H35NO4

> <MOLECULAR_WEIGHT>
413.5497

> <EXACT_MASS>
413.256608613

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.88647008048586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,6S,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.3001822872115762

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.298035225750237

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.796365754933557

> <JCHEM_PKA_STRONGEST_BASIC>
10.490180324557924

> <JCHEM_POLAR_SURFACE_AREA>
70.95

> <JCHEM_REFRACTIVITY>
114.52560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET00174

> <NAME>
Norbuprenorphine

> <UNII>
7E53B4O073

$$$$