Mrv1718008241812072D          

 30 33  0  0  0  0            999 V2000
   -1.4639   -0.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1784   -0.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1784   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4639   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -0.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0350   -0.3336    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0350   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.7461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6794    0.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    0.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3938   -0.3336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3938    0.4913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1785    0.7462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1785   -0.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8929   -1.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495    0.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    1.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495    0.9038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794    0.0788    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -1.1586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938   -1.1586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    1.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    1.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    1.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350    1.9837    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
  3 18  2  0  0  0  0
  6 19  1  1  0  0  0
 14 20  1  1  0  0  0
 12 21  1  1  0  0  0
 15 22  1  0  0  0  0
 10 23  1  1  0  0  0
  7 24  1  6  0  0  0
 13 25  1  6  0  0  0
 15 26  1  6  0  0  0
 22 27  1  0  0  0  0
 22 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00873

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H27ClO5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,18(25)27-11-22)20(15,2)10-16(24)17(14)19/h5,7,9,14-17,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,17+,19-,20-,21-/m0/s1

> <INCHI_KEY>
YPZVAYHNBBHPTO-MXRBDKCISA-N

> <FORMULA>
C21H27ClO5

> <MOLECULAR_WEIGHT>
394.889

> <EXACT_MASS>
394.154701681

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.29492112487631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
chloromethyl (1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1-carboxylate

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.5202634643333335

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.886486131842489

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.012492367374193

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8514024872015327

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
102.64849999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
loteprednol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00873

> <SECONDARY_ACCESSION_NUMBERS>
APRD01078

> <DRUG_GROUPS>
approved; experimental

> <GENERIC_NAME>
Loteprednol

> <SYNONYMS>
Loteprednol

$$$$