Mrv1718005021817402D          

 46 52  0  0  0  0            999 V2000
    1.9891    2.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    2.7088    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3410    2.7068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410    1.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    1.2816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5756    1.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    0.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495   -0.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650    0.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495   -1.1178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2629   -1.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -2.3648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9756   -2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -4.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495   -2.7804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1620   -2.3648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -1.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764   -2.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4495   -1.9553    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -4.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881   -4.8606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881   -4.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881   -2.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629   -3.1899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9891    1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007    1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007    0.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    0.6962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725    3.4234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8997    3.4234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3112    4.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    3.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    2.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410    4.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    4.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756    3.4214    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4007    3.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007    4.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756    4.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7505    3.4214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603    4.8606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    2.9031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
 40  2  1  0  0  0  0
  3  4  1  0  0  0  0
 33  3  1  1  0  0  0
  5  4  1  0  0  0  0
  4 32  2  0  0  0  0
  5  7  1  1  0  0  0
  5 29  1  6  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  1  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 17 12  1  0  0  0  0
 12 28  1  6  0  0  0
 13 14  2  0  0  0  0
 13 27  1  0  0  0  0
 14 15  1  0  0  0  0
 14 24  1  0  0  0  0
 15 22  2  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 17 21  1  1  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 18  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  2  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 34 33  1  0  0  0  0
 33 38  1  0  0  0  0
 33 46  1  6  0  0  0
 34 35  1  0  0  0  0
 34 37  1  6  0  0  0
 35 36  1  0  0  0  0
 38 45  2  0  0  0  0
 39 38  1  0  0  0  0
 39 43  1  0  0  0  0
 40 39  1  0  0  0  0
 40 41  1  0  0  0  0
 40 44  1  6  0  0  0
 41 42  1  0  0  0  0
 43 42  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11275

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@]([H])([C@H](C)CC)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H43N5O5/c1-6-18(4)27-29(39)36-12-8-11-25(36)32(41)37(27)30(40)31(42-32,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-24(22)35(5)16-20/h7,9-10,15,17-18,20,22,24-25,27,33,41H,6,8,11-14,16H2,1-5H3,(H,34,38)/t18-,20-,22-,24-,25+,27+,31-,32+/m1/s1

> <INCHI_KEY>
SBFXHXZNBNFPHV-PXXBSISHSA-N

> <FORMULA>
C32H43N5O5

> <MOLECULAR_WEIGHT>
577.726

> <EXACT_MASS>
577.326419505

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
63.583678695467434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4R,7R)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
3.5036509930453303

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.751329270555852

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.713234167242808

> <JCHEM_PKA_STRONGEST_BASIC>
8.39483138061606

> <JCHEM_POLAR_SURFACE_AREA>
118.21000000000001

> <JCHEM_REFRACTIVITY>
157.25760000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4R,7R)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-4-isopropyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11275

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Epicriptine

> <SYNONYMS>
dihydro-beta-ergocryptine; Epicriptina; Epicriptine; Epicriptinum; Epicryptine

> <PRODUCTS>
Ergoloid Mesylates

> <SALTS>
Epicriptine mesilate

$$$$