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enzymes (4) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:52 UTC

HMDB ID

HMDB0015147

Secondary Accession Numbers

HMDB15147

Metabolite Identification

Common Name

Cinacalcet

Description

Cinacalcet (INN) is a drug that acts as a calcimimetic (i.e. it mimics the action of calcium on tissues) by allosteric activation of the calcium-sensing receptor that is expressed in various human organ tissues. It is sold by Amgen under the trade name Sensipar in North America and Australia and as Mimpara in Europe. Cinacalcet is used to treat hyperparathyroidism (elevated parathyroid hormone levels), a consequence of parathyroid tumors and chronic renal failure.

Structure

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

1012
  Mrv0541 02231215102D          

 26 28  0  0  1  0            999 V2000
    3.3001   -3.3143    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.3143    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -4.1394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    1.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    1.6358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6185    0.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    2.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    2.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    1.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    3.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7850    2.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    4.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    3.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7850    4.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5325    2.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5325    3.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -3.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5  4  1  1  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  2  0  0  0  0
 12 16  1  0  0  0  0
 12 19  2  0  0  0  0
 13 18  2  0  0  0  0
 13 20  1  0  0  0  0
 14 17  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  2  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0015147
     RDKit          3D
Cinacalcet
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.5629   -1.5217   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.8064    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5317    0.0517    0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -0.7812    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9271   -0.1893    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3108    1.0422   -0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.9585   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4331    0.8198   -1.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7655    0.4396   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4476    0.2164   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8466    0.3635    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865    0.0235    1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7640   -0.5792    1.5684 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -0.9961    2.4860 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    1.0769    2.7511 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    0.7507    0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908    0.2054   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798    1.5175   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    2.4309   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    1.9395   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.5944    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5808    0.1747    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7956   -1.1650    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026   -2.0229    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -1.5762    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.2472    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.1474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -2.5743   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -1.6341   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.3866    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    0.5702   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843   -1.7295    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -1.1953   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.9847    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1702    1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0599    1.9730    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    1.0394   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.0335   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373    0.3257   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5012   -0.0975   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608    0.8634    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7066    1.9402   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448    3.4447   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8775    2.5931   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3804    0.8974    0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8292   -1.5132    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9087   -3.0578    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -2.2505    0.4981 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 16  7  1  0
 26 17  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END

1012
  Mrv0541 02231215102D          

 26 28  0  0  1  0            999 V2000
    3.3001   -3.3143    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.3143    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -4.1394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    1.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    1.6358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6185    0.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    2.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    2.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    1.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475    3.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7850    2.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    4.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    3.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7850    4.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5325    2.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5325    3.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -3.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5  4  1  1  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  2  0  0  0  0
 12 16  1  0  0  0  0
 12 19  2  0  0  0  0
 13 18  2  0  0  0  0
 13 20  1  0  0  0  0
 14 17  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  2  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015147

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1

> <INCHI_KEY>
VDHAWDNDOKGFTD-MRXNPFEDSA-N

> <FORMULA>
C22H22F3N

> <MOLECULAR_WEIGHT>
357.412

> <EXACT_MASS>
357.170434324

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
37.90149138220502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R)-1-(naphthalen-1-yl)ethyl]({3-[3-(trifluoromethyl)phenyl]propyl})amine

> <ALOGPS_LOGP>
5.57

> <JCHEM_LOGP>
6.273197896000001

> <ALOGPS_LOGS>
-6.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.302811807684593

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
100.11730000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.59e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cinacalcet

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015147
     RDKit          3D
Cinacalcet
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.5629   -1.5217   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.8064    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5317    0.0517    0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -0.7812    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9271   -0.1893    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3108    1.0422   -0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.9585   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4331    0.8198   -1.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7655    0.4396   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4476    0.2164   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8466    0.3635    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865    0.0235    1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7640   -0.5792    1.5684 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -0.9961    2.4860 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    1.0769    2.7511 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    0.7507    0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908    0.2054   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798    1.5175   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    2.4309   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    1.9395   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.5944    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5808    0.1747    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7956   -1.1650    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026   -2.0229    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -1.5762    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.2472    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.1474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -2.5743   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -1.6341   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.3866    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    0.5702   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843   -1.7295    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -1.1953   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.9847    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1702    1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0599    1.9730    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    1.0394   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.0335   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373    0.3257   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5012   -0.0975   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608    0.8634    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7066    1.9402   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448    3.4447   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8775    2.5931   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3804    0.8974    0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8292   -1.5132    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9087   -3.0578    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -2.2505    0.4981 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 16  7  1  0
 26 17  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1012                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       6.160  -6.187   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       3.080  -6.187   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       4.620  -7.727   0.000  0.00  0.00           F+0
HETATM    4  N   UNK     0       8.621   2.283   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.955   3.053   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   0.743   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   4.593   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.288  -0.027   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.288  -1.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.289   5.363   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.289   2.283   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.289   6.903   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954  -2.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.621   5.363   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.665   4.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.955   7.673   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.621   6.903   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.954  -3.877   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.665   7.727   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.620  -1.567   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620  -4.647   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.061   5.331   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.061   6.936   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.286  -2.337   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.286  -3.877   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.620  -6.187   0.000  0.00  0.00           C+0
CONECT    1   26                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7   11                                                  
CONECT    6    4    8                                                       
CONECT    7    5   10   14                                                  
CONECT    8    6    9                                                       
CONECT    9    8   13                                                       
CONECT   10    7   12   15                                                  
CONECT   11    5                                                            
CONECT   12   10   16   19                                                  
CONECT   13    9   18   20                                                  
CONECT   14    7   17                                                       
CONECT   15   10   22                                                       
CONECT   16   12   17                                                       
CONECT   17   14   16                                                       
CONECT   18   13   21                                                       
CONECT   19   12   23                                                       
CONECT   20   13   24                                                       
CONECT   21   18   25   26                                                  
CONECT   22   15   23                                                       
CONECT   23   19   22                                                       
CONECT   24   20   25                                                       
CONECT   25   21   24                                                       
CONECT   26    1    2    3   21                                             
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0015147
HETATM    1  C1  UNL     1      -1.563  -1.522  -1.155  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.781  -0.806   0.164  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.532   0.052   0.259  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.609  -0.781   0.183  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.927  -0.189   0.345  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.311   1.042  -0.482  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.841   0.958  -0.483  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.433   0.820  -1.701  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.766   0.440  -1.792  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.448   0.216  -0.585  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.847   0.364   0.648  1.00  0.00           C  
HETATM   12  C11 UNL     1       6.587   0.024   1.912  1.00  0.00           C  
HETATM   13  F1  UNL     1       7.764  -0.579   1.568  1.00  0.00           F  
HETATM   14  F2  UNL     1       5.804  -0.996   2.486  1.00  0.00           F  
HETATM   15  F3  UNL     1       6.675   1.077   2.751  1.00  0.00           F  
HETATM   16  C12 UNL     1       4.501   0.751   0.682  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.891   0.205  -0.036  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.680   1.517  -0.346  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.777   2.431  -0.405  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.017   1.940  -0.148  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.252   0.594   0.169  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.581   0.175   0.348  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.796  -1.165   0.589  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.703  -2.023   0.641  1.00  0.00           C  
HETATM   25  C21 UNL     1      -4.391  -1.576   0.457  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.181  -0.247   0.220  1.00  0.00           C  
HETATM   27  H1  UNL     1      -0.862  -1.147  -1.865  1.00  0.00           H  
HETATM   28  H2  UNL     1      -1.228  -2.574  -0.838  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.560  -1.634  -1.694  1.00  0.00           H  
HETATM   30  H4  UNL     1      -1.851  -1.387   1.055  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.621   0.570  -0.694  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.484  -1.730   0.795  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.627  -1.195  -0.898  1.00  0.00           H  
HETATM   34  H8  UNL     1       2.723  -0.985   0.238  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.085   0.170   1.429  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.060   1.973   0.051  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.948   1.039  -1.502  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.835   1.033  -2.586  1.00  0.00           H  
HETATM   39  H13 UNL     1       6.237   0.326  -2.744  1.00  0.00           H  
HETATM   40  H14 UNL     1       7.501  -0.097  -0.612  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.061   0.863   1.666  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.707   1.940  -0.524  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.545   3.445  -0.653  1.00  0.00           H  
HETATM   44  H18 UNL     1      -5.877   2.593  -0.193  1.00  0.00           H  
HETATM   45  H19 UNL     1      -7.380   0.897   0.287  1.00  0.00           H  
HETATM   46  H20 UNL     1      -7.829  -1.513   0.730  1.00  0.00           H  
HETATM   47  H21 UNL     1      -5.909  -3.058   0.821  1.00  0.00           H  
HETATM   48  H22 UNL     1      -3.559  -2.250   0.498  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   17   30
CONECT    3    4   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8    8   16
CONECT    8    9   38
CONECT    9   10   10   39
CONECT   10   11   40
CONECT   11   12   16   16
CONECT   12   13   14   15
CONECT   16   41
CONECT   17   18   18   26
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   22   26
CONECT   22   23   45
CONECT   23   24   24   46
CONECT   24   25   47
CONECT   25   26   26   48
END

HMDB0015147
     RDKit          3D
Cinacalcet
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.5629   -1.5217   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.8064    0.1643 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5317    0.0517    0.2591 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -0.7812    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9271   -0.1893    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3108    1.0422   -0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.9585   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4331    0.8198   -1.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7655    0.4396   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4476    0.2164   -0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8466    0.3635    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865    0.0235    1.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7640   -0.5792    1.5684 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -0.9961    2.4860 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749    1.0769    2.7511 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    0.7507    0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908    0.2054   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798    1.5175   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    2.4309   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166    1.9395   -0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.5944    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5808    0.1747    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7956   -1.1650    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7026   -2.0229    0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910   -1.5762    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.2472    0.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.1474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -2.5743   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -1.6341   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -1.3866    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    0.5702   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843   -1.7295    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -1.1953   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.9847    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    0.1702    1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0599    1.9730    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    1.0394   -1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8349    1.0335   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373    0.3257   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5012   -0.0975   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608    0.8634    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7066    1.9402   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5448    3.4447   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8775    2.5931   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3804    0.8974    0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8292   -1.5132    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9087   -3.0578    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -2.2505    0.4981 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 16  7  1  0
 26 17  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R)-alpha-Methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethane amine	ChEBI
CNC	ChEBI
Mimpara	ChEBI
N-((1R)-1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine	ChEBI
(R)-a-Methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethane amine	Generator
(R)-Α-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethane amine	Generator
alpha-Methyl-N-(3-(3-(trifluoromethyl)phenyl)propyl)-1-naphthalenemethanamine, (alphar)-hydrochloride	HMDB
Hydrochloride, cinacalcet	HMDB
Sensipar	HMDB
073, AMG	HMDB
AMG 073	HMDB
1493, KRN	HMDB
Cinacalcet hydrochloride	HMDB

Chemical Formula

C₂₂H₂₂F₃N

Average Molecular Weight

357.412

Monoisotopic Molecular Weight

357.170434324

IUPAC Name

[(1R)-1-(naphthalen-1-yl)ethyl]({3-[3-(trifluoromethyl)phenyl]propyl})amine

Traditional Name

cinacalcet

CAS Registry Number

226256-56-0

SMILES

C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1

InChI Key

VDHAWDNDOKGFTD-MRXNPFEDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Phenylpropylamine
Trifluoromethylbenzene
Aralkylamine
Monocyclic benzene moiety
Secondary amine
Secondary aliphatic amine
Organopnictogen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic nitrogen compound
Alkyl fluoride
Amine
Alkyl halide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

secondary amino compound (CHEBI:48390 )
naphthalenes (CHEBI:48390 )
(trifluoromethyl)benzenes (CHEBI:48390 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015147)

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	5.6e-05 g/L	Not Available
LogP	6.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.6e-05 g/L	ALOGPS
logP	5.57	ALOGPS
logP	6.27	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Basic)	10.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.12 m³·mol⁻¹	ChemAxon
Polarizability	37.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	214.726	30932474
DeepCCS	[M+Na]+	189.958	30932474
AllCCS	[M+H]+	187.9	32859911
AllCCS	[M+H-H2O]+	184.9	32859911
AllCCS	[M+NH4]+	190.6	32859911
AllCCS	[M+Na]+	191.4	32859911
AllCCS	[M-H]-	186.6	32859911
AllCCS	[M+Na-2H]-	186.1	32859911
AllCCS	[M+HCOO]-	185.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinacalcet	C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12	2958.1	Standard polar	33892256
Cinacalcet	C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12	2371.5	Standard non polar	33892256
Cinacalcet	C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12	2414.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cinacalcet,1TMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	2546.7	Semi standard non polar	33892256
Cinacalcet,1TMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	2547.6	Standard non polar	33892256
Cinacalcet,1TMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C	2856.4	Standard polar	33892256
Cinacalcet,1TBDMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2794.6	Semi standard non polar	33892256
Cinacalcet,1TBDMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2727.4	Standard non polar	33892256
Cinacalcet,1TBDMS,isomer #1	C[C@H](C1=CC=CC2=CC=CC=C12)N(CCCC1=CC=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2938.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cinacalcet GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-ff50504d0f6ffef59a7b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinacalcet GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinacalcet 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 - Cinacalcet 10V, Positive-QTOF	splash10-0a4i-0309000000-579cbf32d5eedf61db7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 20V, Positive-QTOF	splash10-0a4r-0914000000-acecef19519978f625ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 40V, Positive-QTOF	splash10-0a4i-0900000000-a207a28d48eb7ba6a89d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 10V, Negative-QTOF	splash10-0a4i-0109000000-18e95e1ee96e200ba3da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 20V, Negative-QTOF	splash10-0a4i-0219000000-772e71699ff5f6ac691b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 40V, Negative-QTOF	splash10-0fi0-0911000000-4f5a6d4d922a64e42dd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 10V, Positive-QTOF	splash10-0a4i-0009000000-96ce8755309529c03984	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 20V, Positive-QTOF	splash10-0a4i-0946000000-38ac52900348ce1c2113	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 40V, Positive-QTOF	splash10-0ar0-0900000000-d38c260d0a40e276b403	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 10V, Negative-QTOF	splash10-0a4i-0009000000-51ca816804eb82452154	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 20V, Negative-QTOF	splash10-056r-0619000000-6341e0b66d001c34dba5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinacalcet 40V, Negative-QTOF	splash10-004i-0921000000-6fdee7d0fae14f3499b2	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 DB01012	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01012	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01012

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

137743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cinacalcet

METLIN ID

Not Available

PubChem Compound

156419

PDB ID

Not Available

ChEBI ID

48390

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

Padhi D, Harris R: Clinical pharmacokinetic and pharmacodynamic profile of cinacalcet hydrochloride. Clin Pharmacokinet. 2009;48(5):303-11. doi: 10.2165/00003088-200948050-00002. [PubMed:19566113 ]
Dong BJ: Cinacalcet: An oral calcimimetic agent for the management of hyperparathyroidism. Clin Ther. 2005 Nov;27(11):1725-51. [PubMed:16368445 ]
Torres PU: Cinacalcet HCl: a novel treatment for secondary hyperparathyroidism caused by chronic kidney disease. J Ren Nutr. 2006 Jul;16(3):253-8. [PubMed:16825031 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Padhi D, Harris R: Clinical pharmacokinetic and pharmacodynamic profile of cinacalcet hydrochloride. Clin Pharmacokinet. 2009;48(5):303-11. doi: 10.2165/00003088-200948050-00002. [PubMed:19566113 ]
Dong BJ: Cinacalcet: An oral calcimimetic agent for the management of hyperparathyroidism. Clin Ther. 2005 Nov;27(11):1725-51. [PubMed:16368445 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Padhi D, Harris R: Clinical pharmacokinetic and pharmacodynamic profile of cinacalcet hydrochloride. Clin Pharmacokinet. 2009;48(5):303-11. doi: 10.2165/00003088-200948050-00002. [PubMed:19566113 ]
Dong BJ: Cinacalcet: An oral calcimimetic agent for the management of hyperparathyroidism. Clin Ther. 2005 Nov;27(11):1725-51. [PubMed:16368445 ]

Enzyme Details

3. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Padhi D, Harris R: Clinical pharmacokinetic and pharmacodynamic profile of cinacalcet hydrochloride. Clin Pharmacokinet. 2009;48(5):303-11. doi: 10.2165/00003088-200948050-00002. [PubMed:19566113 ]
Dong BJ: Cinacalcet: An oral calcimimetic agent for the management of hyperparathyroidism. Clin Ther. 2005 Nov;27(11):1725-51. [PubMed:16368445 ]

Enzyme Details

4. Extracellular calcium-sensing receptor

General function:: Involved in G-protein coupled receptor activity
Specific function:: Senses changes in the extracellular concentration of calcium ions. The activity of this receptor is mediated by a G- protein that activates a phosphatidylinositol-calcium second messenger system
Gene Name:: CASR
Uniprot ID:: P41180
Molecular weight:: 120672.4

References

de Francisco AL: Cinacalcet HCl: a novel therapeutic for hyperparathyroidism. Expert Opin Pharmacother. 2005 Mar;6(3):441-52. [PubMed:15794735 ]
Rothe HM, Shapiro WB, Sun WY, Chou SY: Calcium-sensing receptor gene polymorphism Arg990Gly and its possible effect on response to cinacalcet HCl. Pharmacogenet Genomics. 2005 Jan;15(1):29-34. [PubMed:15864123 ]
Tasic V: Management of renal osteodystrophy in children. Turk J Pediatr. 2005;47 Suppl:13-8. [PubMed:15884662 ]
Moe SM, Cunningham J, Bommer J, Adler S, Rosansky SJ, Urena-Torres P, Albizem MB, Guo MD, Zani VJ, Goodman WG, Sprague SM: Long-term treatment of secondary hyperparathyroidism with the calcimimetic cinacalcet HCl. Nephrol Dial Transplant. 2005 Oct;20(10):2186-93. Epub 2005 Jul 19. [PubMed:16030053 ]
Cunningham J: Management of secondary hyperparathyroidism. Ther Apher Dial. 2005 Aug;9 Suppl 1:S35-40. [PubMed:16109140 ]
Eriguchi R, Umakoshi J, Tominaga Y, Sato Y: Successful treatment of inoperable recurrent secondary hyperparathyroidism with cinacalcet HCl. NDT Plus. 2008 Aug;1(4):218-220. Epub 2008 May 25. [PubMed:19461861 ]
Belozeroff V, Goodman WG, Ren L, Kalantar-Zadeh K: Cinacalcet lowers serum alkaline phosphatase in maintenance hemodialysis patients. Clin J Am Soc Nephrol. 2009 Mar;4(3):673-9. doi: 10.2215/CJN.03790808. Epub 2009 Mar 4. [PubMed:19261825 ]
Meola M, Petrucci I, Barsotti G: Long-term treatment with cinacalcet and conventional therapy reduces parathyroid hyperplasia in severe secondary hyperparathyroidism. Nephrol Dial Transplant. 2009 Mar;24(3):982-9. doi: 10.1093/ndt/gfn654. Epub 2009 Jan 30. [PubMed:19181759 ]
Drueke TB, Ritz E: Treatment of secondary hyperparathyroidism in CKD patients with cinacalcet and/or vitamin D derivatives. Clin J Am Soc Nephrol. 2009 Jan;4(1):234-41. doi: 10.2215/CJN.04520908. Epub 2008 Dec 3. [PubMed:19056615 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Cinacalcet (HMDB0015147)

MOL for HMDB0015147 (Cinacalcet)

3D MOL for HMDB0015147 (Cinacalcet)

3D SDF for HMDB0015147 (Cinacalcet)

3D-SDF for HMDB0015147 (Cinacalcet)

PDB for HMDB0015147 (Cinacalcet)

3D PDB for HMDB0015147 (Cinacalcet)

SMILES for HMDB0015147 (Cinacalcet)

INCHI for HMDB0015147 (Cinacalcet)

Structure for HMDB0015147 (Cinacalcet)

3D Structure for HMDB0015147 (Cinacalcet)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References