Mrv1652308191622152D          

 32 36  0  0  1  0            999 V2000
   -0.4190   -3.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1675   -1.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248   -2.6188    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6955   -3.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3783   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7494   -2.5920    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2812   -1.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0933   -2.1065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3736   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7175   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781   -3.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4660   -3.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342   -4.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6251   -1.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -0.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6888   -0.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9691   -0.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4372   -1.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2206    0.4162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9403    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    0.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9843   -1.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  7 21  1  0  0  0  0
 11 21  1  0  0  0  0
 10 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  8 31  1  6  0  0  0
  4 32  1  1  0  0  0
M  END
> <DATABASE_ID>
DB08867

> <DATABASE_NAME>
drugbank

> <SMILES>
CN(C)C1=CC=C(C=C1)[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O)C(C)=O)[C@@H]2CCC3=CC(=O)CCC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C28H35NO3/c1-17(30)28(32)14-13-25-23-11-7-19-15-21(31)10-12-22(19)26(23)24(16-27(25,28)2)18-5-8-20(9-6-18)29(3)4/h5-6,8-9,15,23-25,32H,7,10-14,16H2,1-4H3/t23-,24+,25-,27-,28-/m0/s1

> <INCHI_KEY>
HKDLNTKNLJPAIY-WKWWZUSTSA-N

> <FORMULA>
C28H35NO3

> <MOLECULAR_WEIGHT>
433.592

> <EXACT_MASS>
433.261693991

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
49.66339489248065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10S,11S,14R,15S,17R)-14-acetyl-17-[4-(dimethylamino)phenyl]-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

> <ALOGPS_LOGP>
4.45

> <JCHEM_LOGP>
4.180761779333334

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.596370741148238

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.69753535208616

> <JCHEM_PKA_STRONGEST_BASIC>
4.889632544525982

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
129.2858

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10S,11S,14R,15S,17R)-14-acetyl-17-[4-(dimethylamino)phenyl]-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08867

> <SECONDARY_ACCESSION_NUMBERS>
DB05366

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Ulipristal

> <SYNONYMS>
Ulipristal

> <PRODUCTS>
Ella; Ellaone; Esmya; Fibristal; Ulipristal Acetate Gedeon Richter

> <SALTS>
Ulipristal acetate

$$$$