44814423
  -OEChem-10051722353D

 55 58  0     1  0  0  0  0  0999 V2000
    2.3816   -3.8938    0.5614 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315   -0.3935   -0.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3385   -0.5431    1.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6431    2.1759   -0.0073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034    1.4879    1.8353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9841    3.4657    0.3907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213    0.2686   -2.6281 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262    1.9537   -0.2505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4463    0.0676   -0.3780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4135   -0.2370    0.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3729    1.6116   -0.3199 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0483    1.2594    0.6401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3267    2.1122    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6310   -0.6113    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4542   -0.4172   -1.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2057   -1.1518    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345   -1.0258   -0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650   -2.1202    1.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8774   -1.8678   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -2.9624    1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0182   -2.8361    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959   -1.6998   -1.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9998   -0.7229   -1.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7710    0.6500   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -1.1963   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7881    1.5496   -0.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629   -0.2969   -0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0342    1.0760   -0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9749    1.5387    0.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4973    2.7590    1.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0941    2.0040   -1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222    1.5761   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7426    2.1290    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8739   -1.6744    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3827   -0.1448    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4819   -0.2201   -1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363   -1.4888   -1.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8887    1.8933    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1145    2.4407    1.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056    3.4920   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504   -0.2785   -1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -2.2446    2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8750   -0.0566   -3.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1426   -3.7116    2.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -2.6632   -1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -1.3462   -2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081    1.0349   -1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4515   -2.2609   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043    2.6179   -1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2272   -0.7069   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8028    1.0204    0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5234    0.8770    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2370    2.4780    2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6783    3.2959    1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9600    3.4588    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  1  0  0  0  0
  3 14  1  0  0  0  0
  4 11  1  0  0  0  0
  4 38  1  0  0  0  0
  5 12  1  0  0  0  0
  5 39  1  0  0  0  0
  6 13  1  0  0  0  0
  6 40  1  0  0  0  0
  7 15  1  0  0  0  0
  7 43  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 10 12  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 11 31  1  0  0  0  0
 12 13  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 41  1  0  0  0  0
 18 20  2  0  0  0  0
 18 42  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 20 44  1  0  0  0  0
 22 23  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 47  1  0  0  0  0
 25 27  2  0  0  0  0
 25 48  1  0  0  0  0
 26 28  2  0  0  0  0
 26 49  1  0  0  0  0
 27 28  1  0  0  0  0
 27 50  1  0  0  0  0
 29 30  1  0  0  0  0
 29 51  1  0  0  0  0
 29 52  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 30 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11827

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/MCIACXAZCBVDEE-CUUWFGFTSA-N/SDF?record_type=3d

> <SMILES>
CCOC1=CC=C(CC2=CC(=CC=C2Cl)[C@]23OC[C@](CO)(O2)[C@@H](O)[C@H](O)[C@H]3O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25ClO7/c1-2-28-16-6-3-13(4-7-16)9-14-10-15(5-8-17(14)23)22-20(27)18(25)19(26)21(11-24,30-22)12-29-22/h3-8,10,18-20,24-27H,2,9,11-12H2,1H3/t18-,19-,20+,21-,22-/m0/s1

> <INCHI_KEY>
MCIACXAZCBVDEE-CUUWFGFTSA-N

> <FORMULA>
C22H25ClO7

> <MOLECULAR_WEIGHT>
436.89

> <EXACT_MASS>
436.1288808

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.94789547291394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3S,4R,5S)-5-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
2.316586535666666

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.960531929821933

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.980119103109944

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1476481593402514

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
109.06919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,4R,5S)-5-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

> <JCHEM_VEBER_RULE>
0

$$$$