Mrv1572010291511122D          

 33 37  0  0  0  0            999 V2000
    4.6015    1.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8888    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8888    0.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    2.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431    2.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431    1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126    1.3553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4025    0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1178    1.3468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306    0.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5459    1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737    0.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905    0.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4188    0.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394   -0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5291   -1.2897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9520   -1.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5147   -2.5857    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6015   -2.3947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2060   -1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3218   -0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853   -0.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0781    1.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653    2.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306    0.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4025    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126   -0.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412   -0.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583    0.9282    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 33  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 33  2  0  0  0  0
  9 10  2  0  0  0  0
  9 31  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 28  2  0  0  0  0
 14 15  1  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 16  2  0  0  0  0
 15 25  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 27  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB09280

> <DATABASE_NAME>
drugbank

> <SMILES>
CC1=CC=C(NC(=O)C2(CC2)C2=CC=C3OC(F)(F)OC3=C2)N=C1C1=CC(=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H18F2N2O5/c1-13-5-8-19(27-20(13)14-3-2-4-15(11-14)21(29)30)28-22(31)23(9-10-23)16-6-7-17-18(12-16)33-24(25,26)32-17/h2-8,11-12H,9-10H2,1H3,(H,29,30)(H,27,28,31)

> <INCHI_KEY>
UFSKUSARDNFIRC-UHFFFAOYSA-N

> <FORMULA>
C24H18F2N2O5

> <MOLECULAR_WEIGHT>
452.414

> <EXACT_MASS>
452.118378014

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
44.12009222528907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{6-[1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)cyclopropaneamido]-3-methylpyridin-2-yl}benzoic acid

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
5.76811105775843

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.99209197299322

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.169704724077282

> <JCHEM_PKA_STRONGEST_BASIC>
3.5037465539077

> <JCHEM_POLAR_SURFACE_AREA>
97.75

> <JCHEM_REFRACTIVITY>
111.9712

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{6-[1-(2,2-difluoro-1,3-benzodioxol-5-yl)cyclopropaneamido]-3-methylpyridin-2-yl}benzoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09280

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Lumacaftor

> <SYNONYMS>
3-(6-{[1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)cyclopropane-1-carbonyl]amino}-3-methylpyridin-2-yl)benzoic acid; Lumacaftor

> <PRODUCTS>
Orkambi

$$$$