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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:42:54 UTC

Update Date

2021-09-26 22:57:30 UTC

HMDB ID

HMDB0247669

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lumacaftor

Description

Lumacaftor, also known as VRT 826809 or VX 809, belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. Based on a literature review a significant number of articles have been published on Lumacaftor. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lumacaftor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lumacaftor is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  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

HMDB0247669
     RDKit          3D
Lumacaftor
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.2078   -1.1620    2.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844   -0.7871    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -1.3378    2.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.9873    1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3722   -0.1071    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853    0.0648   -0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -1.0583   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -2.1593    0.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.3521   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1852   -0.5356   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -1.1797   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5763   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5632    0.7728    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3727    1.4464    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.7848   -0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6279    2.7897    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0519    2.9383    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595    3.5322   -0.6596 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792    3.6990    1.6132 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5871    1.6358    0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -1.8198   -2.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -2.8088   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.4215    0.0434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.0903    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9373    0.5578   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662    0.5112   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9234    0.8300   -2.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119    1.2123   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    1.2668   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    1.6289    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4811    1.9235   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7255    1.6939    1.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226    0.9434    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -1.2942    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -0.4918    3.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282   -2.1742    2.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.0357    2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -1.4114    2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    1.0312   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -2.2281   -0.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5260   -1.1356    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    1.3911   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260   -1.8081   -2.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -1.5275   -2.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949   -3.3644   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -3.4900   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327    0.2170   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534    0.7958   -3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9750    1.4679   -2.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1530    2.1615    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    1.0244    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  9 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  2  1  0
 33 25  1  0
 22  9  1  0
 15 10  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 32 50  1  0
 33 51  1  0
M  END


  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>
HMDB0247669

> <DATABASE_NAME>
hmdb

> <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

$$$$

HMDB0247669
     RDKit          3D
Lumacaftor
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.2078   -1.1620    2.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844   -0.7871    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -1.3378    2.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.9873    1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3722   -0.1071    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853    0.0648   -0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -1.0583   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -2.1593    0.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.3521   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1852   -0.5356   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -1.1797   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5763   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5632    0.7728    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3727    1.4464    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.7848   -0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6279    2.7897    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0519    2.9383    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595    3.5322   -0.6596 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792    3.6990    1.6132 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5871    1.6358    0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -1.8198   -2.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -2.8088   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.4215    0.0434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.0903    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9373    0.5578   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662    0.5112   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9234    0.8300   -2.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119    1.2123   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    1.2668   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    1.6289    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4811    1.9235   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7255    1.6939    1.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226    0.9434    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -1.2942    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -0.4918    3.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282   -2.1742    2.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.0357    2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -1.4114    2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    1.0312   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -2.2281   -0.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5260   -1.1356    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    1.3911   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260   -1.8081   -2.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -1.5275   -2.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949   -3.3644   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -3.4900   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327    0.2170   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534    0.7958   -3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9750    1.4679   -2.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1530    2.1615    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    1.0244    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  9 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  2  1  0
 33 25  1  0
 22  9  1  0
 15 10  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 32 50  1  0
 33 51  1  0
M  END

HEADER    PROTEIN                                 29-OCT-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-OCT-15         0                                  
HETATM    1  O   UNK     0       8.590   2.522   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.259   1.749   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.259   0.209   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.924   2.514   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.924   4.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.589   4.827   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.254   4.061   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.254   2.514   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.919   1.749   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.584   2.530   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.751   1.749   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.087   2.514   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -3.417   1.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.752   2.506   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.738   1.324   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.262   1.592   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.248   0.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.727  -1.039   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.454  -2.407   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.377  -3.522   0.000  0.00  0.00           C+0
HETATM   21  F   UNK     0      -6.561  -4.827   0.000  0.00  0.00           F+0
HETATM   22  F   UNK     0      -8.590  -4.470   0.000  0.00  0.00           F+0
HETATM   23  O   UNK     0      -5.985  -2.842   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.201  -1.307   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.199  -0.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.746   3.681   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.229   3.957   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.417   0.202   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.751   0.201   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.584  -0.564   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.919   0.201   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.250  -0.570   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.589   1.733   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   33                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   28                                                  
CONECT   14   13   15   26   27                                             
CONECT   15   14   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   18   23   25                                                  
CONECT   25   15   24                                                       
CONECT   26   14   27                                                       
CONECT   27   14   26                                                       
CONECT   28   13                                                            
CONECT   29   11   30                                                       
CONECT   30   29   31                                                       
CONECT   31    9   30   32                                                  
CONECT   32   31                                                            
CONECT   33    4    8                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0247669
HETATM    1  C1  UNL     1      -4.208  -1.162   2.176  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.884  -0.787   1.596  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.721  -1.338   2.125  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.500  -0.987   1.589  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.372  -0.107   0.545  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.885   0.065  -0.188  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.690  -1.058  -0.322  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.123  -2.159   0.165  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.007  -1.352  -0.884  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.185  -0.536  -0.534  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.426  -1.180  -0.409  1.00  0.00           C  
HETATM   12  C10 UNL     1       6.594  -0.576  -0.049  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.563   0.773   0.218  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.373   1.446   0.110  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.173   0.785  -0.271  1.00  0.00           C  
HETATM   16  O2  UNL     1       5.628   2.790   0.436  1.00  0.00           O  
HETATM   17  C14 UNL     1       7.052   2.938   0.519  1.00  0.00           C  
HETATM   18  F1  UNL     1       7.459   3.532  -0.660  1.00  0.00           F  
HETATM   19  F2  UNL     1       7.379   3.699   1.613  1.00  0.00           F  
HETATM   20  O3  UNL     1       7.587   1.636   0.605  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.989  -1.820  -2.336  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.181  -2.809  -1.260  1.00  0.00           C  
HETATM   23  N2  UNL     1      -1.506   0.421   0.043  1.00  0.00           N  
HETATM   24  C17 UNL     1      -2.740   0.090   0.548  1.00  0.00           C  
HETATM   25  C18 UNL     1      -3.937   0.558  -0.134  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.866   0.511  -1.541  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.923   0.830  -2.349  1.00  0.00           C  
HETATM   28  C21 UNL     1      -6.112   1.212  -1.814  1.00  0.00           C  
HETATM   29  C22 UNL     1      -6.209   1.267  -0.420  1.00  0.00           C  
HETATM   30  C23 UNL     1      -7.471   1.629   0.200  1.00  0.00           C  
HETATM   31  O4  UNL     1      -8.481   1.924  -0.559  1.00  0.00           O  
HETATM   32  O5  UNL     1      -7.726   1.694   1.538  1.00  0.00           O  
HETATM   33  C24 UNL     1      -5.123   0.943   0.395  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.967  -1.294   1.418  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.494  -0.492   3.035  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.128  -2.174   2.682  1.00  0.00           H  
HETATM   37  H4  UNL     1      -1.823  -2.036   2.962  1.00  0.00           H  
HETATM   38  H5  UNL     1       0.407  -1.411   2.055  1.00  0.00           H  
HETATM   39  H6  UNL     1       1.097   1.031  -0.497  1.00  0.00           H  
HETATM   40  H7  UNL     1       5.451  -2.228  -0.623  1.00  0.00           H  
HETATM   41  H8  UNL     1       7.526  -1.136   0.024  1.00  0.00           H  
HETATM   42  H9  UNL     1       3.304   1.391  -0.323  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.026  -1.808  -2.874  1.00  0.00           H  
HETATM   44  H11 UNL     1       3.887  -1.528  -2.912  1.00  0.00           H  
HETATM   45  H12 UNL     1       4.095  -3.364  -1.160  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.284  -3.490  -1.056  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.933   0.217  -2.024  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.853   0.796  -3.434  1.00  0.00           H  
HETATM   49  H16 UNL     1      -6.975   1.468  -2.443  1.00  0.00           H  
HETATM   50  H17 UNL     1      -7.153   2.162   2.207  1.00  0.00           H  
HETATM   51  H18 UNL     1      -5.267   1.024   1.454  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   24
CONECT    3    4   37
CONECT    4    5    5   38
CONECT    5    6   23
CONECT    6    7   39
CONECT    7    8    8    9
CONECT    9   10   21   22
CONECT   10   11   11   15
CONECT   11   12   40
CONECT   12   13   13   41
CONECT   13   14   20
CONECT   14   15   15   16
CONECT   15   42
CONECT   16   17
CONECT   17   18   19   20
CONECT   21   22   43   44
CONECT   22   45   46
CONECT   23   24   24
CONECT   24   25
CONECT   25   26   26   33
CONECT   26   27   47
CONECT   27   28   28   48
CONECT   28   29   49
CONECT   29   30   33   33
CONECT   30   31   31   32
CONECT   32   50
CONECT   33   51
END

HMDB0247669
     RDKit          3D
Lumacaftor
 51 55  0  0  0  0  0  0  0  0999 V2000
   -4.2078   -1.1620    2.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844   -0.7871    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7209   -1.3378    2.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996   -0.9873    1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3722   -0.1071    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853    0.0648   -0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -1.0583   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233   -2.1593    0.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.3521   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1852   -0.5356   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4262   -1.1797   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941   -0.5763   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5632    0.7728    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3727    1.4464    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.7848   -0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6279    2.7897    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0519    2.9383    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595    3.5322   -0.6596 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792    3.6990    1.6132 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5871    1.6358    0.6048 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -1.8198   -2.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -2.8088   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5063    0.4215    0.0434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    0.0903    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9373    0.5578   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662    0.5112   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9234    0.8300   -2.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119    1.2123   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    1.2668   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4712    1.6289    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4811    1.9235   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7255    1.6939    1.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1226    0.9434    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -1.2942    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -0.4918    3.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282   -2.1742    2.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8230   -2.0357    2.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -1.4114    2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    1.0312   -0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506   -2.2281   -0.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5260   -1.1356    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    1.3911   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260   -1.8081   -2.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -1.5275   -2.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949   -3.3644   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -3.4900   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327    0.2170   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8534    0.7958   -3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9750    1.4679   -2.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1530    2.1615    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    1.0244    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  9 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  2  1  0
 33 25  1  0
 22  9  1  0
 15 10  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 32 50  1  0
 33 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
VRT 826809	ChEBI
VRT-826809	ChEBI
VX 809	ChEBI
VX-809	ChEBI
VRT-826809VX-809Lumacaftor	HMDB
Lumacaftor	MeSH

Chemical Formula

C₂₄H₁₈F₂N₂O₅

Average Molecular Weight

452.414

Monoisotopic Molecular Weight

452.118378014

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

2-phenylpyridine
Benzodioxole
Benzoic acid or derivatives
Benzoic acid
Benzoyl
N-arylamide
Methylpyridine
Cyclopropanecarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Imidolactam
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Oxacycle
Alkyl fluoride
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl halide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.37	ALOGPS
logP	5.77	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.97 m³·mol⁻¹	ChemAxon
Polarizability	44.12 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	203.268	30932474
DeepCCS	[M-H]-	200.872	30932474
DeepCCS	[M-2H]-	233.813	30932474
DeepCCS	[M+Na]+	209.181	30932474
AllCCS	[M+H]+	206.4	32859911
AllCCS	[M+H-H2O]+	204.0	32859911
AllCCS	[M+NH4]+	208.5	32859911
AllCCS	[M+Na]+	209.1	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	194.1	32859911
AllCCS	[M+HCOO]-	193.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lumacaftor	CC1=CC=C(NC(=O)C2(CC2)C2=CC=C3OC(F)(F)OC3=C2)N=C1C1=CC(=CC=C1)C(O)=O	5011.3	Standard polar	33892256
Lumacaftor	CC1=CC=C(NC(=O)C2(CC2)C2=CC=C3OC(F)(F)OC3=C2)N=C1C1=CC(=CC=C1)C(O)=O	3478.0	Standard non polar	33892256
Lumacaftor	CC1=CC=C(NC(=O)C2(CC2)C2=CC=C3OC(F)(F)OC3=C2)N=C1C1=CC(=CC=C1)C(O)=O	3534.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lumacaftor,2TMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C)=C1	3353.3	Semi standard non polar	33892256
Lumacaftor,2TMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C)=C1	3329.7	Standard non polar	33892256
Lumacaftor,2TMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C)=C1	3993.0	Standard polar	33892256
Lumacaftor,2TBDMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C(C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C1	3711.8	Semi standard non polar	33892256
Lumacaftor,2TBDMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C(C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C1	3752.3	Standard non polar	33892256
Lumacaftor,2TBDMS,isomer #1	CC1=CC=C(N(C(=O)C2(C3=CC=C4OC(F)(F)OC4=C3)CC2)[Si](C)(C)C(C)(C)C)N=C1C1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C1	4122.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-0953700000-a4dec0764afb0df230e3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lumacaftor GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 10V, Positive-QTOF	splash10-0fb9-0150900000-469414656bc0c7040178	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 20V, Positive-QTOF	splash10-004i-0390500000-a9873fc6c9729ac832be	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 40V, Positive-QTOF	splash10-003r-1930000000-1cfca5dec568b55b1d83	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 10V, Negative-QTOF	splash10-0udi-0010900000-17e8e1b720ad974c4cbb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 20V, Negative-QTOF	splash10-0kar-0113900000-a660c38d725811846853	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 40V, Negative-QTOF	splash10-0560-2961000000-28995082971c344ce38e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 10V, Positive-QTOF	splash10-0udi-0000900000-127ae95a60751a6f432b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 20V, Positive-QTOF	splash10-0udi-0120900000-ef242e7945e56ded6aee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 40V, Positive-QTOF	splash10-0002-1923500000-fa81d8a196f69cf40a68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 10V, Negative-QTOF	splash10-0udi-0000900000-759d71d84b28599f393c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 20V, Negative-QTOF	splash10-0zfr-0000900000-6920e7a609df58b4515d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lumacaftor 40V, Negative-QTOF	splash10-0002-0943500000-0ba273bd4f1befc397c8	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB09280

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17611836

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lumacaftor

METLIN ID

Not Available

PubChem Compound

16678941

PDB ID

Not Available

ChEBI ID

90951

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Lumacaftor (HMDB0247669)

MOL for HMDB0247669 (Lumacaftor)

3D MOL for HMDB0247669 (Lumacaftor)

3D SDF for HMDB0247669 (Lumacaftor)

3D-SDF for HMDB0247669 (Lumacaftor)

PDB for HMDB0247669 (Lumacaftor)

3D PDB for HMDB0247669 (Lumacaftor)

SMILES for HMDB0247669 (Lumacaftor)

INCHI for HMDB0247669 (Lumacaftor)

Structure for HMDB0247669 (Lumacaftor)

3D Structure for HMDB0247669 (Lumacaftor)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra