1548
  Mrv0541 02231215332D          

 32 38  0  0  1  0            999 V2000
    4.3078   -2.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3944   -2.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0892   -0.9678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396   -2.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420    1.1756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420   -0.2533    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7295   -0.9678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9670   -1.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1420   -1.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7295    0.4612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9670   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796   -0.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -0.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -1.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3171   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9045   -0.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9045    0.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -0.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920   -1.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9170    1.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    2.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -0.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -1.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -1.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4829    3.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6313    3.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9670   -3.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2545   -0.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701    0.2217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 21  1  0  0  0  0
  2  8  1  0  0  0  0
  2 30  1  0  0  0  0
  3 20  1  0  0  0  0
  4 27  1  0  0  0  0
  5 10  1  0  0  0  0
  5 18  1  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  6  0  0  0
  7  9  1  0  0  0  0
  7 15  1  1  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
 10 17  1  0  0  0  0
 10 32  1  6  0  0  0
 11 12  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 19 24  1  0  0  0  0
 20 25  1  0  0  0  0
 20 26  1  0  0  0  0
 21 27  2  0  0  0  0
 22 23  1  0  0  0  0
 23 28  1  0  0  0  0
 23 29  1  0  0  0  0
 24 31  2  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DRUGBANK_ID>
DB01548

> <DRUG_GROUPS>
illicit; experimental

> <GENERIC_NAME>
Diprenorphine

> <CHEMICAL_FORMULA>
C26H35NO4

> <MOLECULAR_WEIGHT>
425.5604

> <EXACT_MASS>
425.256608613

> <IUPAC_NAME>
(1S,2R,6S)-3-(cyclopropylmethyl)-16-(2-hydroxypropan-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

> <INCHI_IDENTIFIER>
InChI=1S/C26H35NO4/c1-23(2,29)18-13-24-8-9-26(18,30-3)22-25(24)10-11-27(14-15-4-5-15)19(24)12-16-6-7-17(28)21(31-22)20(16)25/h6-7,15,18-19,22,28-29H,4-5,8-14H2,1-3H3/t18?,19-,22?,24-,25+,26?/m1/s1

> <INCHI_KEY>
InChIKey=OIJXLIIMXHRJJH-USQHPYHMSA-N

> <SMILES>
COC12CC[C@@]3(CC1C(C)(C)O)[C@H]1CC4=C5C(OC2[C@@]35CCN1CC1CC1)=C(O)C=C4

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_ACIDIC_PKA>
14.97

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
2.28

> <ALOGPS_LOGS>
-3.6

> <JCHEM_POLARIZABILITY>
47.44

> <JCHEM_POLAR_SURFACE_AREA>
62.16

> <JCHEM_REFRACTIVITY>
118.37

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

$$$$