Mrv1718007201816582D          

 34 37  0  0  0  0            999 V2000
   -4.2250   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5138   -2.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -0.8575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5138   -0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -2.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804   -0.8575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1334   -0.4392    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6693   -0.4392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6693    0.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3804    0.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334    0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9361   -2.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8027   -0.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804   -0.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334   -1.2340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -1.2340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    0.8157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0418    1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693    2.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7111    2.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7111    1.2340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223    0.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1334    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223   -0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445    0.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5556    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250    0.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
  2 15  2  0  0  0  0
  5 16  1  1  0  0  0
  9 17  1  1  0  0  0
 12 18  1  1  0  0  0
 10 19  1  6  0  0  0
 11 20  1  6  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06789

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@](OC(=O)CCCCC)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O4/c1-5-6-7-8-24(30)31-27(18(2)28)16-13-23-21-10-9-19-17-20(29)11-14-25(19,3)22(21)12-15-26(23,27)4/h17,21-23H,5-16H2,1-4H3/t21-,22+,23+,25+,26+,27+/m1/s1

> <INCHI_KEY>
DOMWKUIIPQCAJU-LJHIYBGHSA-N

> <FORMULA>
C27H40O4

> <MOLECULAR_WEIGHT>
428.6041

> <EXACT_MASS>
428.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
50.28279054588724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl hexanoate

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
5.876546530000002

> <ALOGPS_LOGS>
-5.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.60380174751915

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.75031613298697

> <JCHEM_PKA_STRONGEST_BASIC>
-4.814718723811239

> <JCHEM_POLAR_SURFACE_AREA>
60.440000000000005

> <JCHEM_REFRACTIVITY>
121.68669999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.66e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
proge

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06789

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Hydroxyprogesterone caproate

> <SYNONYMS>
17-alpha-hydroxy-progesterone caproate; 17alpha-Caproyloxypregn-4-ene-3,20-dione; 17alpha-Hydroxyprogesterone hexanoate; Caproate d'hydroxyprogesterone; Caproato de hidroxiprogesterona; Hydroxyprogesterone caproate; Hydroxyprogesterone hexanoate

> <PRODUCTS>
Hydroxyprogesterone Caproate; Hydroxyprogesterone caproate; Makena

> <INTERNATIONAL_BRANDS>
Delalutin; Gestiva; Hormofort; ldrogestene

$$$$