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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014725

Secondary Accession Numbers

HMDB14725

Metabolite Identification

Common Name

Cinalukast

Description

Cinalukast belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution. Cinalukast is a drug which is used for protection against second- phase inflamation in exercise-induced bronchoconstriction and asthma. Based on a literature review very few articles have been published on Cinalukast.

Structure

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

587
  Mrv0541 02231214472D          

 29 31  0  0  0  0            999 V2000
    6.4128    2.8065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -4.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -4.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -2.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0780    2.8065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8480    4.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9771    5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331    4.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -4.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    2.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -4.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310    1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310    0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 18  1  0  0  0  0
  2 17  1  0  0  0  0
  3 17  2  0  0  0  0
  4 21  2  0  0  0  0
  5 11  1  0  0  0  0
  5 18  2  0  0  0  0
  6 21  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 24  2  0  0  0  0
 23 26  1  0  0  0  0
 23 27  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

HMDB0014725
     RDKit          3D
Cinalukast
 57 59  0  0  0  0  0  0  0  0999 V2000
   -5.5249    1.4297    1.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7657    1.2470   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947   -0.0359   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2727   -1.2027   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7464   -0.9992   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -0.4474   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -0.6710    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152   -0.7415    1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -0.8002    0.0205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -1.0236    1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1652   -1.4830    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.6462    3.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248   -1.3351    2.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.8733    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -0.5368    1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426   -0.6455    2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1710   -0.2664    1.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    0.1780    0.2717 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.4593   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9759   -1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3090    0.2436   -1.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8974    1.5852   -2.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9565    2.2193   -1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6461    0.2790    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6961   -0.2960    2.2471 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300   -0.7178    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0908    0.1148   -2.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690   -0.0525   -3.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4072    0.4315   -2.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969    1.7636    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.6492    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993    2.3203    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8055    1.6161   -0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    2.0145   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9188   -1.4491    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.0917   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2491   -1.5150    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1222   -1.4368   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0872    0.0468   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0912   -1.4193   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791    0.2558   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944   -0.7314   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2009   -1.7414    2.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286   -2.0141    4.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -1.4672    3.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -0.1742    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.9907    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938    1.0939   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694   -0.3505   -1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0034   -0.3799   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9701    1.7065   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6133    1.9074   -3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4108    3.1113   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4143    2.3944   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7332    0.4637    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -0.3506   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7644    1.3793   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 14 26  2  0
  3 27  1  0
 27 28  2  0
 27 29  1  0
 26 10  1  0
 25 17  1  0
 23 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 29 57  1  0
M  END

587
  Mrv0541 02231214472D          

 29 31  0  0  0  0            999 V2000
    6.4128    2.8065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -4.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -4.6910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -2.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0780    2.8065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8480    4.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9771    5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331    4.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -4.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    2.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -4.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310    1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310    0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3165   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 18  1  0  0  0  0
  2 17  1  0  0  0  0
  3 17  2  0  0  0  0
  4 21  2  0  0  0  0
  5 11  1  0  0  0  0
  5 18  2  0  0  0  0
  6 21  1  0  0  0  0
  6 23  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 11 16  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 24  2  0  0  0  0
 23 26  1  0  0  0  0
 23 27  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014725

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(CC)(CC(=O)NC1=CC=CC(\C=C\C2=NC(=CS2)C2CCC2)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+

> <INCHI_KEY>
BZMKNPGKXJAIDV-VAWYXSNFSA-N

> <FORMULA>
C23H28N2O3S

> <MOLECULAR_WEIGHT>
412.545

> <EXACT_MASS>
412.182063462

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
45.796107811305376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-({3-[(E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
5.482244516177262

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.07248771610698

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.363397646526306

> <JCHEM_PKA_STRONGEST_BASIC>
2.4377288767688112

> <JCHEM_POLAR_SURFACE_AREA>
79.28999999999999

> <JCHEM_REFRACTIVITY>
116.74879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.72e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cinalukast

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014725
     RDKit          3D
Cinalukast
 57 59  0  0  0  0  0  0  0  0999 V2000
   -5.5249    1.4297    1.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7657    1.2470   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947   -0.0359   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2727   -1.2027   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7464   -0.9992   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -0.4474   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -0.6710    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152   -0.7415    1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -0.8002    0.0205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -1.0236    1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1652   -1.4830    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.6462    3.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248   -1.3351    2.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.8733    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -0.5368    1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426   -0.6455    2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1710   -0.2664    1.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    0.1780    0.2717 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.4593   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9759   -1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3090    0.2436   -1.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8974    1.5852   -2.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9565    2.2193   -1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6461    0.2790    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6961   -0.2960    2.2471 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300   -0.7178    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0908    0.1148   -2.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690   -0.0525   -3.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4072    0.4315   -2.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969    1.7636    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.6492    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993    2.3203    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8055    1.6161   -0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    2.0145   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9188   -1.4491    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.0917   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2491   -1.5150    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1222   -1.4368   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0872    0.0468   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0912   -1.4193   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791    0.2558   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944   -0.7314   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2009   -1.7414    2.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286   -2.0141    4.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -1.4672    3.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -0.1742    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.9907    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938    1.0939   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694   -0.3505   -1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0034   -0.3799   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9701    1.7065   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6133    1.9074   -3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4108    3.1113   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4143    2.3944   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7332    0.4637    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -0.3506   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7644    1.3793   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 14 26  2  0
  3 27  1  0
 27 28  2  0
 27 29  1  0
 26 10  1  0
 25 17  1  0
 23 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 29 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 587                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      11.971   5.239   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       4.056  -8.757   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.724  -8.757   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.057  -4.907   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.479   5.239   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       6.724  -2.597   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.050   7.949   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.291   9.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.528   8.190   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.769   9.711   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   6.704   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.390  -6.447   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.930  -6.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850  -6.447   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.390  -4.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.495   6.704   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.390  -7.987   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.725   4.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.700  -7.780   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.080  -5.113   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.724  -4.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.725   2.794   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.057  -1.827   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.391   2.024   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.391   0.484   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.057  -0.287   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.391  -2.597   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.725  -0.287   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.725  -1.827   0.000  0.00  0.00           C+0
CONECT    1   16   18                                                       
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   21                                                            
CONECT    5   11   18                                                       
CONECT    6   21   23                                                       
CONECT    7    8    9   11                                                  
CONECT    8    7   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    5    7   16                                                  
CONECT   12   13   14   15   17                                             
CONECT   13   12   19                                                       
CONECT   14   12   20                                                       
CONECT   15   12   21                                                       
CONECT   16    1   11                                                       
CONECT   17    2    3   12                                                  
CONECT   18    1    5   22                                                  
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    4    6   15                                                  
CONECT   22   18   24                                                       
CONECT   23    6   26   27                                                  
CONECT   24   22   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   23   25                                                       
CONECT   27   23   29                                                       
CONECT   28   25   29                                                       
CONECT   29   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0014725
HETATM    1  C1  UNL     1      -5.525   1.430   1.414  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.766   1.247  -0.025  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.495  -0.036  -0.693  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.273  -1.203  -0.110  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.746  -0.999  -0.193  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.091  -0.447  -0.918  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.232  -0.671   0.256  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.715  -0.742   1.403  1.00  0.00           O  
HETATM    9  N1  UNL     1      -1.844  -0.800   0.020  1.00  0.00           N  
HETATM   10  C8  UNL     1      -0.898  -1.024   1.040  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.165  -1.483   2.306  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.163  -1.646   3.250  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.125  -1.335   2.889  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.419  -0.873   1.626  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.805  -0.537   1.232  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.843  -0.645   2.027  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.171  -0.266   1.478  1.00  0.00           C  
HETATM   18  N2  UNL     1       5.466   0.178   0.272  1.00  0.00           N  
HETATM   19  C16 UNL     1       6.691   0.459  -0.030  1.00  0.00           C  
HETATM   20  C17 UNL     1       7.106   0.976  -1.396  1.00  0.00           C  
HETATM   21  C18 UNL     1       8.309   0.244  -1.954  1.00  0.00           C  
HETATM   22  C19 UNL     1       8.897   1.585  -2.315  1.00  0.00           C  
HETATM   23  C20 UNL     1       7.957   2.219  -1.312  1.00  0.00           C  
HETATM   24  C21 UNL     1       7.646   0.279   0.939  1.00  0.00           C  
HETATM   25  S1  UNL     1       6.696  -0.296   2.247  1.00  0.00           S  
HETATM   26  C22 UNL     1       0.430  -0.718   0.713  1.00  0.00           C  
HETATM   27  C23 UNL     1      -6.091   0.115  -2.094  1.00  0.00           C  
HETATM   28  O2  UNL     1      -5.369  -0.052  -3.096  1.00  0.00           O  
HETATM   29  O3  UNL     1      -7.407   0.431  -2.289  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.497   1.764   1.706  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.842   0.649   2.100  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.199   2.320   1.722  1.00  0.00           H  
HETATM   33  H4  UNL     1      -6.805   1.616  -0.330  1.00  0.00           H  
HETATM   34  H5  UNL     1      -5.112   2.015  -0.569  1.00  0.00           H  
HETATM   35  H6  UNL     1      -5.919  -1.449   0.918  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.009  -2.092  -0.727  1.00  0.00           H  
HETATM   37  H8  UNL     1      -8.249  -1.515   0.687  1.00  0.00           H  
HETATM   38  H9  UNL     1      -8.122  -1.437  -1.129  1.00  0.00           H  
HETATM   39  H10 UNL     1      -8.087   0.047  -0.114  1.00  0.00           H  
HETATM   40  H11 UNL     1      -4.091  -1.419  -1.510  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.579   0.256  -1.658  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.494  -0.731  -0.979  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.201  -1.741   2.575  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.429  -2.014   4.242  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.919  -1.467   3.645  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.979  -0.174   0.214  1.00  0.00           H  
HETATM   47  H18 UNL     1       3.734  -0.991   3.021  1.00  0.00           H  
HETATM   48  H19 UNL     1       6.294   1.094  -2.111  1.00  0.00           H  
HETATM   49  H20 UNL     1       8.869  -0.350  -1.211  1.00  0.00           H  
HETATM   50  H21 UNL     1       8.003  -0.380  -2.820  1.00  0.00           H  
HETATM   51  H22 UNL     1       9.970   1.706  -2.071  1.00  0.00           H  
HETATM   52  H23 UNL     1       8.613   1.907  -3.341  1.00  0.00           H  
HETATM   53  H24 UNL     1       7.411   3.111  -1.680  1.00  0.00           H  
HETATM   54  H25 UNL     1       8.414   2.394  -0.304  1.00  0.00           H  
HETATM   55  H26 UNL     1       8.733   0.464   0.867  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.678  -0.351  -0.283  1.00  0.00           H  
HETATM   57  H28 UNL     1      -7.764   1.379  -2.224  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4    6   27
CONECT    4    5   35   36
CONECT    5   37   38   39
CONECT    6    7   40   41
CONECT    7    8    8    9
CONECT    9   10   42
CONECT   10   11   11   26
CONECT   11   12   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   26   26
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   18   25
CONECT   18   19
CONECT   19   20   24   24
CONECT   20   21   23   48
CONECT   21   22   49   50
CONECT   22   23   51   52
CONECT   23   53   54
CONECT   24   25   55
CONECT   26   56
CONECT   27   28   28   29
CONECT   29   57
END

HMDB0014725
     RDKit          3D
Cinalukast
 57 59  0  0  0  0  0  0  0  0999 V2000
   -5.5249    1.4297    1.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7657    1.2470   -0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947   -0.0359   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2727   -1.2027   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7464   -0.9992   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -0.4474   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2315   -0.6710    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7152   -0.7415    1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -0.8002    0.0205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975   -1.0236    1.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1652   -1.4830    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -1.6462    3.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1248   -1.3351    2.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -0.8733    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -0.5368    1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426   -0.6455    2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1710   -0.2664    1.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663    0.1780    0.2717 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.4593   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064    0.9759   -1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3090    0.2436   -1.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8974    1.5852   -2.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9565    2.2193   -1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6461    0.2790    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6961   -0.2960    2.2471 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4300   -0.7178    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0908    0.1148   -2.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690   -0.0525   -3.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4072    0.4315   -2.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969    1.7636    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.6492    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1993    2.3203    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8055    1.6161   -0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1121    2.0145   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9188   -1.4491    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0087   -2.0917   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2491   -1.5150    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1222   -1.4368   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0872    0.0468   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0912   -1.4193   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791    0.2558   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944   -0.7314   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2009   -1.7414    2.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286   -2.0141    4.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -1.4672    3.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -0.1742    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335   -0.9907    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938    1.0939   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694   -0.3505   -1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0034   -0.3799   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9701    1.7065   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6133    1.9074   -3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4108    3.1113   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4143    2.3944   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7332    0.4637    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -0.3506   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7644    1.3793   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  2  0
 24 25  1  0
 14 26  2  0
  3 27  1  0
 27 28  2  0
 27 29  1  0
 26 10  1  0
 25 17  1  0
 23 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-((e)-2-(4-Cyclobutyl-2-thiazolyl)vinyl)-2,2-diethylsuccinanilic acid	ChEBI
3'-((e)-2-(4-Cyclobutyl-2-thiazolyl)vinyl)-2,2-diethylsuccinanilate	Generator
4-(3-(2-(4-Cyclobutyl-2-thiazolyl)ethenyl)phenylamino)-2,2-diethyl-4-oxobutanoic acid	HMDB

Chemical Formula

C₂₃H₂₈N₂O₃S

Average Molecular Weight

412.545

Monoisotopic Molecular Weight

412.182063462

IUPAC Name

3-({3-[(E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid

Traditional Name

cinalukast

CAS Registry Number

128312-51-6

SMILES

CCC(CC)(CC(=O)NC1=CC=CC(\C=C\C2=NC(=CS2)C2CCC2)=C1)C(O)=O

InChI Identifier

InChI=1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+

InChI Key

BZMKNPGKXJAIDV-VAWYXSNFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
Styrene
N-arylamide
2,4-disubstituted 1,3-thiazole
Fatty amide
Fatty acyl
Azole
Heteroaromatic compound
Thiazole
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

1,3-thiazole (CHEBI:126598 )
carboxylic acid (CHEBI:126598 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014725)

Source

Exogenous

Exogenous (HMDB: HMDB0014725)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00087 g/L	Not Available
LogP	4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00087 g/L	ALOGPS
logP	4.98	ALOGPS
logP	5.48	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	2.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	116.75 m³·mol⁻¹	ChemAxon
Polarizability	45.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.684	30932474
DeepCCS	[M-H]-	196.326	30932474
DeepCCS	[M-2H]-	230.145	30932474
DeepCCS	[M+Na]+	205.374	30932474
AllCCS	[M+H]+	200.6	32859911
AllCCS	[M+H-H2O]+	198.4	32859911
AllCCS	[M+NH4]+	202.6	32859911
AllCCS	[M+Na]+	203.1	32859911
AllCCS	[M-H]-	194.9	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.72 minutes	32390414
Predicted by Siyang on May 30, 2022	16.3342 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	38.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2770.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	322.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	212.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	696.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	848.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1417.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	529.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1617.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	227.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	260.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinalukast	CCC(CC)(CC(=O)NC1=CC=CC(\C=C\C2=NC(=CS2)C2CCC2)=C1)C(O)=O	5006.6	Standard polar	33892256
Cinalukast	CCC(CC)(CC(=O)NC1=CC=CC(\C=C\C2=NC(=CS2)C2CCC2)=C1)C(O)=O	3400.5	Standard non polar	33892256
Cinalukast	CCC(CC)(CC(=O)NC1=CC=CC(\C=C\C2=NC(=CS2)C2CCC2)=C1)C(O)=O	3701.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cinalukast,1TMS,isomer #1	CCC(CC)(CC(=O)NC1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)C(=O)O[Si](C)(C)C	3619.9	Semi standard non polar	33892256
Cinalukast,1TMS,isomer #2	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C)C(=O)O	3550.2	Semi standard non polar	33892256
Cinalukast,2TMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3421.7	Semi standard non polar	33892256
Cinalukast,2TMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3417.8	Standard non polar	33892256
Cinalukast,2TMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C)C(=O)O[Si](C)(C)C	4086.3	Standard polar	33892256
Cinalukast,1TBDMS,isomer #1	CCC(CC)(CC(=O)NC1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)C(=O)O[Si](C)(C)C(C)(C)C	3835.4	Semi standard non polar	33892256
Cinalukast,1TBDMS,isomer #2	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C(C)(C)C)C(=O)O	3750.3	Semi standard non polar	33892256
Cinalukast,2TBDMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3789.8	Semi standard non polar	33892256
Cinalukast,2TBDMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3878.4	Standard non polar	33892256
Cinalukast,2TBDMS,isomer #1	CCC(CC)(CC(=O)N(C1=CC=CC(/C=C/C2=NC(C3CCC3)=CS2)=C1)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4153.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cinalukast GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-4379000000-738e6d7592628c151ba0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinalukast GC-MS (1 TMS) - 70eV, Positive	splash10-074l-9305800000-d1299e5068cf6861be4b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinalukast GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinalukast GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Cinalukast 10V, Positive-QTOF	splash10-0bt9-0294400000-f92831fe0a108ec270fa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 20V, Positive-QTOF	splash10-0a4i-0291000000-7d920d5c1e2519d3d030	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 40V, Positive-QTOF	splash10-00m0-9630000000-4394a5ce969ab4fe86a2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 10V, Negative-QTOF	splash10-03e9-0229500000-be5b09ebcb69df32c4ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 20V, Negative-QTOF	splash10-0cdr-3879300000-8558f0369c4e4e20ecf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 40V, Negative-QTOF	splash10-0w29-4960000000-c648dd857204eea48136	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 10V, Positive-QTOF	splash10-08fr-2456900000-eb3b49687f6cb6233edc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 20V, Positive-QTOF	splash10-014j-5089000000-0cb9d2efa3e5036750e2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 40V, Positive-QTOF	splash10-0nni-4391000000-42671c23660bfea27a9b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 10V, Negative-QTOF	splash10-03di-0011900000-5acd86465f2a92838c86	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 20V, Negative-QTOF	splash10-05nr-2169000000-cb03145d53ae6c7677ad	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinalukast 40V, Negative-QTOF	splash10-0a4l-7792100000-9db94de0b6143268bd31	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00587	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00587	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00587

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4940804

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436135

PDB ID

Not Available

ChEBI ID

126598

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

Not Available

Enzymes

Enzyme Details

1. Cysteinyl leukotriene receptor 1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for cysteinyl leukotrienes mediating bronchoconstriction of individuals with and without asthma. Stimulation by LTD4 results in the contraction and proliferation of smooth muscle, edema, eosinophil migration and damage to the mucus layer in the lung. This response is mediated via a G-protein that activates a phosphatidylinositol-calcium second messenger system. The rank order of affinities for the leukotrienes is LTD4 >> LTE4 = LTC4 >> LTB4
Gene Name:: CYSLTR1
Uniprot ID:: Q9Y271
Molecular weight:: 38540.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Adelroth E, Inman MD, Summers E, Pace D, Modi M, O'Byrne PM: Prolonged protection against exercise-induced bronchoconstriction by the leukotriene D4-receptor antagonist cinalukast. J Allergy Clin Immunol. 1997 Feb;99(2):210-5. [PubMed:9042047 ]
Foller M, Mahmud H, Gu S, Wang K, Floride E, Kucherenko Y, Luik S, Laufer S, Lang F: Participation of leukotriene C(4) in the regulation of suicidal erythrocyte death. J Physiol Pharmacol. 2009 Sep;60(3):135-43. [PubMed:19826192 ]

Showing metabocard for Cinalukast (HMDB0014725)

MOL for HMDB0014725 (Cinalukast)

3D MOL for HMDB0014725 (Cinalukast)

3D SDF for HMDB0014725 (Cinalukast)

3D-SDF for HMDB0014725 (Cinalukast)

PDB for HMDB0014725 (Cinalukast)

3D PDB for HMDB0014725 (Cinalukast)

SMILES for HMDB0014725 (Cinalukast)

INCHI for HMDB0014725 (Cinalukast)

Structure for HMDB0014725 (Cinalukast)

3D Structure for HMDB0014725 (Cinalukast)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References