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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:45:47 UTC

Update Date

2021-09-26 23:13:14 UTC

HMDB ID

HMDB0257097

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rafabegron

Description

2-{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on 2-{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Rafabegron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rafabegron 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


  Mrv1652309112119462D          

 28 30  0  0  0  0            999 V2000
   -0.7056   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -1.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -2.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -2.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3446   -3.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -3.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4065   -4.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7036   -3.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -0.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -0.3805    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    0.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 20 28  1  0  0  0  0
M  END

HMDB0257097
     RDKit          3D
Rafabegron
 51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2706    1.2083   -1.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.7504   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328    1.6060    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.4029    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    2.2525   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    1.7504   -0.8246 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176    0.6527   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485   -0.1599    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1993    0.0969   -0.6906 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971   -0.7754   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557   -0.4178   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4162    0.5768   -2.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112   -1.1685   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -1.2254    0.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341   -1.4926    1.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.6467    1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    0.4268    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520   -0.6060    0.1334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -1.6114   -0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747   -1.7941   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519   -2.8456   -0.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.6439   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -0.0938   -1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4837    0.9531   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0685    1.4855   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.9649    0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5183    1.6462    2.2079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -0.0851    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    2.3199   -1.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0193    0.9024   -2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    0.8952   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    1.0958    0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    1.2961    1.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976    2.6689    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    3.1177   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    2.1350   -1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016   -1.8087   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398   -0.8132    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2844   -1.1281   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.8863    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7159   -2.3118    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -0.8254    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384   -0.8053    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9767   -1.3301   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083   -2.5904   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -2.1771    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -3.7193   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -0.4781   -2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435    1.3902   -2.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    2.3231   -0.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -0.4778    1.8297 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 17  4  1  0
 28 22  1  0
 17  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 10 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 28 51  1  0
M  END


  Mrv1652309112119462D          

 28 30  0  0  0  0            999 V2000
   -0.7056   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -1.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -2.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -2.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3446   -3.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -3.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4065   -4.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7036   -3.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -0.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -0.3805    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    0.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 20 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257097

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1=CNC2=C1C=CC=C2OCC(O)=O)NCC(O)C1=CC(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H23ClN2O4/c1-13(23-11-18(25)14-4-2-5-16(22)9-14)8-15-10-24-21-17(15)6-3-7-19(21)28-12-20(26)27/h2-7,9-10,13,18,23-25H,8,11-12H2,1H3,(H,26,27)

> <INCHI_KEY>
FHEYFIGWYQJVDR-UHFFFAOYSA-N

> <FORMULA>
C21H23ClN2O4

> <MOLECULAR_WEIGHT>
402.88

> <EXACT_MASS>
402.1346349

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.50622266016537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
0.881967866827815

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.030473467164047

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.573766069946708

> <JCHEM_PKA_STRONGEST_BASIC>
9.846069788446968

> <JCHEM_POLAR_SURFACE_AREA>
94.58000000000001

> <JCHEM_REFRACTIVITY>
107.494

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257097
     RDKit          3D
Rafabegron
 51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2706    1.2083   -1.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.7504   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328    1.6060    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.4029    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    2.2525   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    1.7504   -0.8246 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176    0.6527   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485   -0.1599    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1993    0.0969   -0.6906 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971   -0.7754   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557   -0.4178   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4162    0.5768   -2.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112   -1.1685   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -1.2254    0.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341   -1.4926    1.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.6467    1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    0.4268    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520   -0.6060    0.1334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -1.6114   -0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747   -1.7941   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519   -2.8456   -0.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.6439   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -0.0938   -1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4837    0.9531   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0685    1.4855   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.9649    0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5183    1.6462    2.2079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -0.0851    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    2.3199   -1.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0193    0.9024   -2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    0.8952   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    1.0958    0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    1.2961    1.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976    2.6689    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    3.1177   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    2.1350   -1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016   -1.8087   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398   -0.8132    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2844   -1.1281   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.8863    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7159   -2.3118    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -0.8254    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384   -0.8053    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9767   -1.3301   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083   -2.5904   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -2.1771    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -3.7193   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -0.4781   -2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435    1.3902   -2.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    2.3231   -0.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -0.4778    1.8297 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 17  4  1  0
 28 22  1  0
 17  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 10 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 28 51  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.317  -3.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.317  -1.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.651  -0.710   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.984  -1.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.391  -0.854   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -6.422  -1.998   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -5.652  -3.332   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.145  -3.012   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.115  -4.156   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.591  -5.621   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.097  -5.941   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.128  -4.797   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.634  -5.117   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.110  -6.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.616  -6.902   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -10.092  -8.366   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -10.647  -5.757   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       0.017  -0.710   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.350  -1.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.684  -0.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.018  -1.480   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.351  -0.710   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.685  -1.480   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.685  -3.020   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.351  -3.790   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.018  -3.020   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0       8.019  -0.710   0.000  0.00  0.00          Cl+0
HETATM   28  O   UNK     0       2.684   0.830   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    2   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   23                                                            
CONECT   28   20                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0257097
HETATM    1  C1  UNL     1      -1.271   1.208  -1.549  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.524   0.750  -0.120  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.533   1.606   0.705  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.856   1.403   0.288  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.475   2.253  -0.646  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.704   1.750  -0.825  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.918   0.653  -0.080  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.049  -0.160   0.036  1.00  0.00           C  
HETATM    9  O1  UNL     1       5.199   0.097  -0.691  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.297  -0.775  -0.512  1.00  0.00           C  
HETATM   11  C9  UNL     1       7.456  -0.418  -1.324  1.00  0.00           C  
HETATM   12  O2  UNL     1       7.416   0.577  -2.083  1.00  0.00           O  
HETATM   13  O3  UNL     1       8.611  -1.169  -1.269  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.962  -1.225   0.907  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.834  -1.493   1.631  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.739  -0.647   1.473  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.763   0.427   0.623  1.00  0.00           C  
HETATM   18  N2  UNL     1      -1.252  -0.606   0.133  1.00  0.00           N  
HETATM   19  C14 UNL     1      -1.954  -1.611  -0.561  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.375  -1.794  -0.140  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.952  -2.846  -0.922  1.00  0.00           O  
HETATM   22  C16 UNL     1      -4.272  -0.644  -0.289  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.598  -0.094  -1.511  1.00  0.00           C  
HETATM   24  C18 UNL     1      -5.484   0.953  -1.582  1.00  0.00           C  
HETATM   25  C19 UNL     1      -6.068   1.486  -0.468  1.00  0.00           C  
HETATM   26  C20 UNL     1      -5.770   0.965   0.773  1.00  0.00           C  
HETATM   27 CL1  UNL     1      -6.518   1.646   2.208  1.00  0.00          CL  
HETATM   28  C21 UNL     1      -4.882  -0.085   0.840  1.00  0.00           C  
HETATM   29  H1  UNL     1      -1.252   2.320  -1.510  1.00  0.00           H  
HETATM   30  H2  UNL     1      -2.019   0.902  -2.269  1.00  0.00           H  
HETATM   31  H3  UNL     1      -0.266   0.895  -1.906  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.536   1.096   0.134  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.593   1.296   1.782  1.00  0.00           H  
HETATM   34  H6  UNL     1      -0.798   2.669   0.669  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.070   3.118  -1.125  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.464   2.135  -1.468  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.902  -1.809  -0.740  1.00  0.00           H  
HETATM   38  H10 UNL     1       6.540  -0.813   0.591  1.00  0.00           H  
HETATM   39  H11 UNL     1       9.284  -1.128  -0.516  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.812  -1.886   1.034  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.716  -2.312   2.325  1.00  0.00           H  
HETATM   42  H14 UNL     1       0.854  -0.825   2.039  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.238  -0.805   1.188  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.977  -1.330  -1.657  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.408  -2.590  -0.461  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.469  -2.177   0.905  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.561  -3.719  -0.667  1.00  0.00           H  
HETATM   48  H20 UNL     1      -4.165  -0.478  -2.425  1.00  0.00           H  
HETATM   49  H21 UNL     1      -5.744   1.390  -2.553  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.779   2.323  -0.526  1.00  0.00           H  
HETATM   51  H23 UNL     1      -4.662  -0.478   1.830  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   18   32
CONECT    3    4   33   34
CONECT    4    5    5   17
CONECT    5    6   35
CONECT    6    7   36
CONECT    7    8    8   17
CONECT    8    9   14
CONECT    9   10
CONECT   10   11   37   38
CONECT   11   12   12   13
CONECT   13   39
CONECT   14   15   15   40
CONECT   15   16   41
CONECT   16   17   17   42
CONECT   18   19   43
CONECT   19   20   44   45
CONECT   20   21   22   46
CONECT   21   47
CONECT   22   23   23   28
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   26   50
CONECT   26   27   28   28
CONECT   28   51
END

HMDB0257097
     RDKit          3D
Rafabegron
 51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2706    1.2083   -1.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5238    0.7504   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328    1.6060    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.4029    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    2.2525   -0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    1.7504   -0.8246 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176    0.6527   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485   -0.1599    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1993    0.0969   -0.6906 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971   -0.7754   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557   -0.4178   -1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4162    0.5768   -2.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112   -1.1685   -1.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -1.2254    0.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341   -1.4926    1.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.6467    1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    0.4268    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520   -0.6060    0.1334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -1.6114   -0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747   -1.7941   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519   -2.8456   -0.9222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719   -0.6439   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5982   -0.0938   -1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4837    0.9531   -1.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0685    1.4855   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701    0.9649    0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5183    1.6462    2.2079 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -0.0851    0.8402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    2.3199   -1.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0193    0.9024   -2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    0.8952   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363    1.0958    0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    1.2961    1.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976    2.6689    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    3.1177   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    2.1350   -1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9016   -1.8087   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5398   -0.8132    0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2844   -1.1281   -0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.8863    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7159   -2.3118    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537   -0.8254    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384   -0.8053    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9767   -1.3301   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083   -2.5904   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694   -2.1771    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -3.7193   -0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1645   -0.4781   -2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7435    1.3902   -2.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    2.3231   -0.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -0.4778    1.8297 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 17  4  1  0
 28 22  1  0
 17  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 10 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 28 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetate	Generator

Chemical Formula

C₂₁H₂₃ClN₂O₄

Average Molecular Weight

402.88

Monoisotopic Molecular Weight

402.1346349

IUPAC Name

2-{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid

Traditional Name

{[3-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)-1H-indol-7-yl]oxy}acetic acid

CAS Registry Number

Not Available

SMILES

CC(CC1=CNC2=C1C=CC=C2OCC(O)=O)NCC(O)C1=CC(Cl)=CC=C1

InChI Identifier

InChI=1S/C21H23ClN2O4/c1-13(23-11-18(25)14-4-2-5-16(22)9-14)8-15-10-24-21-17(15)6-3-7-19(21)28-12-20(26)27/h2-7,9-10,13,18,23-25H,8,11-12H2,1H3,(H,26,27)

InChI Key

FHEYFIGWYQJVDR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
3-alkylindole
Indole or derivatives
Indole
Phenol ether
Chlorobenzene
Alkyl aryl ether
Halobenzene
Aralkylamine
Aryl chloride
Substituted pyrrole
Aryl halide
Pyrrole
Heteroaromatic compound
1,2-aminoalcohol
Secondary alcohol
Amino acid or derivatives
Amino acid
Carboxylic acid
Carboxylic acid derivative
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Organoheterocyclic compound
Azacycle
Ether
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen compound
Alcohol
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	2.66	ALOGPS
logP	0.88	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.58 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	107.49 m³·mol⁻¹	ChemAxon
Polarizability	42.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	188.94	30932474
DeepCCS	[M-H]-	186.582	30932474
DeepCCS	[M-2H]-	220.735	30932474
DeepCCS	[M+Na]+	195.963	30932474
AllCCS	[M+H]+	196.0	32859911
AllCCS	[M+H-H2O]+	193.5	32859911
AllCCS	[M+NH4]+	198.4	32859911
AllCCS	[M+Na]+	199.0	32859911
AllCCS	[M-H]-	193.8	32859911
AllCCS	[M+Na-2H]-	194.0	32859911
AllCCS	[M+HCOO]-	194.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rafabegron	CC(CC1=CNC2=C1C=CC=C2OCC(O)=O)NCC(O)C1=CC(Cl)=CC=C1	4703.1	Standard polar	33892256
Rafabegron	CC(CC1=CNC2=C1C=CC=C2OCC(O)=O)NCC(O)C1=CC(Cl)=CC=C1	3308.4	Standard non polar	33892256
Rafabegron	CC(CC1=CNC2=C1C=CC=C2OCC(O)=O)NCC(O)C1=CC(Cl)=CC=C1	3636.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rafabegron,3TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1	3317.6	Semi standard non polar	33892256
Rafabegron,3TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1	3128.4	Standard non polar	33892256
Rafabegron,3TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1	3891.9	Standard polar	33892256
Rafabegron,3TMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3417.7	Semi standard non polar	33892256
Rafabegron,3TMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3243.6	Standard non polar	33892256
Rafabegron,3TMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3969.7	Standard polar	33892256
Rafabegron,3TMS,isomer #3	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3468.6	Semi standard non polar	33892256
Rafabegron,3TMS,isomer #3	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3250.7	Standard non polar	33892256
Rafabegron,3TMS,isomer #3	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C	4138.1	Standard polar	33892256
Rafabegron,3TMS,isomer #4	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3493.4	Semi standard non polar	33892256
Rafabegron,3TMS,isomer #4	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3186.0	Standard non polar	33892256
Rafabegron,3TMS,isomer #4	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	4030.2	Standard polar	33892256
Rafabegron,4TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3464.9	Semi standard non polar	33892256
Rafabegron,4TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3202.3	Standard non polar	33892256
Rafabegron,4TMS,isomer #1	CC(CC1=CN([Si](C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C	3777.4	Standard polar	33892256
Rafabegron,3TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1	3908.3	Semi standard non polar	33892256
Rafabegron,3TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1	3631.7	Standard non polar	33892256
Rafabegron,3TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)NCC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1	4008.0	Standard polar	33892256
Rafabegron,3TBDMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4094.2	Semi standard non polar	33892256
Rafabegron,3TBDMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	3798.2	Standard non polar	33892256
Rafabegron,3TBDMS,isomer #2	CC(CC1=C[NH]C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4090.8	Standard polar	33892256
Rafabegron,3TBDMS,isomer #3	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4120.6	Semi standard non polar	33892256
Rafabegron,3TBDMS,isomer #3	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	3728.6	Standard non polar	33892256
Rafabegron,3TBDMS,isomer #3	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4215.4	Standard polar	33892256
Rafabegron,3TBDMS,isomer #4	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4147.2	Semi standard non polar	33892256
Rafabegron,3TBDMS,isomer #4	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	3667.5	Standard non polar	33892256
Rafabegron,3TBDMS,isomer #4	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4128.0	Standard polar	33892256
Rafabegron,4TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	4252.9	Semi standard non polar	33892256
Rafabegron,4TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	3847.5	Standard non polar	33892256
Rafabegron,4TBDMS,isomer #1	CC(CC1=CN([Si](C)(C)C(C)(C)C)C2=C(OCC(=O)O[Si](C)(C)C(C)(C)C)C=CC=C12)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	3968.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6933000000-d5b9caae84d2b91d15be	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rafabegron GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8019795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9844080

PDB ID

Not Available

ChEBI ID

Not Available

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 Rafabegron (HMDB0257097)

MOL for HMDB0257097 (Rafabegron)

3D MOL for HMDB0257097 (Rafabegron)

3D SDF for HMDB0257097 (Rafabegron)

3D-SDF for HMDB0257097 (Rafabegron)

PDB for HMDB0257097 (Rafabegron)

3D PDB for HMDB0257097 (Rafabegron)

SMILES for HMDB0257097 (Rafabegron)

INCHI for HMDB0257097 (Rafabegron)

Structure for HMDB0257097 (Rafabegron)

3D Structure for HMDB0257097 (Rafabegron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra