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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:51:41 UTC

Update Date

2021-09-14 15:18:17 UTC

HMDB ID

HMDB0061159

Secondary Accession Numbers

HMDB61159

Metabolite Identification

Common Name

N-Carbamoyl glucuronide lorcaserin

Description

N-Carbamoyl glucuronide lorcaserin is a metabolite of lorcaserin. Lorcaserin (APD-356, trade name Lorqess) is a weight-loss drug developed by Arena Pharmaceuticals. It has serotonergic properties and acts as an anorectic. On 22 December 2009 a New Drug Application (NDA) was submitted to the Food and Drug Administration (FDA) in the United States. On 16 September 2010, an FDA advisory panel voted to recommend against approval of the drug based on concerns over both safety and efficacy. (Wikipedia)

Structure

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


  Mrv0541 07221312512D          

 28 30  0  0  0  0            999 V2000
   -2.3277    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3277    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    1.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566    1.2080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6407    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    0.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    2.3350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -0.3315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3388   -1.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0532   -1.5690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7677   -1.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7677   -0.3315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -1.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966   -1.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -2.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532   -2.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -1.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  8  9  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  5  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  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  1  0  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  6  0  0  0
 19 27  1  1  0  0  0
 18 28  1  6  0  0  0
M  END

HMDB0061159
     RDKit          3D
N-Carbamoyl glucuronide lorcaserin
 56 58  0  0  0  0  0  0  0  0999 V2000
    3.7442    2.2378    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    1.1613   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    0.4648    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489   -0.4066   -0.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.4525   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4355   -1.2186   -1.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544    0.3018    0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    0.1866   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.3908   -0.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479    1.0864   -0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9912    0.8420   -2.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109    0.9357   -2.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461    0.5249   -2.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.0725   -0.0392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0570    0.0179   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    0.0319    1.3872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7301   -0.9224    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.2913    1.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.5331    2.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.2549   -1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876   -2.0220   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.1171   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.7958   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -1.1543   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9313    0.1960   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4750    1.0152   -0.1146 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8812   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    0.2335   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    1.8753    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.1353    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    2.5868    1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    1.6680   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165    1.2825    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.0764    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2990   -0.5303   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    1.9710   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179   -0.3325   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -1.0539   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3927   -0.2037   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.9747    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4380   -0.8273    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    1.0822    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -1.9435    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1964   -0.9107    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.5720    2.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -1.3669    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7226   -0.0537    3.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    0.8441    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.4366    2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.9152   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -0.5602   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -2.8885   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190   -2.3099    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -2.8618   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8076   -1.7208   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.9380   -0.0495 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28  2  1  0
 18  8  1  0
 28 22  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
  8 35  1  0
 10 36  1  6
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END


  Mrv0541 07221312512D          

 28 30  0  0  0  0            999 V2000
   -2.3277    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3277    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    2.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    1.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    2.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7566    1.2080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6407    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    0.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    2.3350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    0.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3388   -0.3315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3388   -1.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0532   -1.5690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7677   -1.1565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7677   -0.3315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -1.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966   -1.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -2.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532   -2.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -1.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757    0.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  8  9  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  5  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  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  1  0  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  6  0  0  0
 19 27  1  1  0  0  0
 18 28  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0061159

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1[C@H](C)C(OC(=O)N2CCC3=C(C=C(Cl)C=C3)C(C)C2)O[C@H]([C@@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28ClNO5/c1-11-10-23(8-7-15-5-6-16(22)9-17(11)15)21(26)28-20-14(4)12(2)13(3)18(27-20)19(24)25/h5-6,9,11-14,18,20H,7-8,10H2,1-4H3,(H,24,25)/t11?,12-,13-,14+,18-,20?/m1/s1

> <INCHI_KEY>
DGFKLWZCLRDMAF-IJQUCLSUSA-N

> <FORMULA>
C21H28ClNO5

> <MOLECULAR_WEIGHT>
409.904

> <EXACT_MASS>
409.165600718

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.372817134489544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5S)-6-(8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carbonyloxy)-3,4,5-trimethyloxane-2-carboxylic acid

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.780217576333334

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.798214297898304

> <JCHEM_PKA_STRONGEST_BASIC>
-4.417245054128686

> <JCHEM_POLAR_SURFACE_AREA>
76.07

> <JCHEM_REFRACTIVITY>
105.1365

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S)-6-(8-chloro-1-methyl-1,2,4,5-tetrahydro-3-benzazepine-3-carbonyloxy)-3,4,5-trimethyloxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061159
     RDKit          3D
N-Carbamoyl glucuronide lorcaserin
 56 58  0  0  0  0  0  0  0  0999 V2000
    3.7442    2.2378    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    1.1613   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    0.4648    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489   -0.4066   -0.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.4525   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4355   -1.2186   -1.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544    0.3018    0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    0.1866   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.3908   -0.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479    1.0864   -0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9912    0.8420   -2.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109    0.9357   -2.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461    0.5249   -2.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.0725   -0.0392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0570    0.0179   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    0.0319    1.3872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7301   -0.9224    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.2913    1.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.5331    2.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.2549   -1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876   -2.0220   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.1171   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.7958   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -1.1543   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9313    0.1960   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4750    1.0152   -0.1146 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8812   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    0.2335   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    1.8753    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.1353    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    2.5868    1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    1.6680   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165    1.2825    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.0764    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2990   -0.5303   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    1.9710   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179   -0.3325   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -1.0539   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3927   -0.2037   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.9747    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4380   -0.8273    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    1.0822    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -1.9435    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1964   -0.9107    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.5720    2.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -1.3669    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7226   -0.0537    3.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    0.8441    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.4366    2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.9152   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -0.5602   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -2.8885   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190   -2.3099    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -2.8618   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8076   -1.7208   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.9380   -0.0495 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28  2  1  0
 18  8  1  0
 28 22  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
  8 35  1  0
 10 36  1  6
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  C   UNK     0      -4.345   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.679   4.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.679   3.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.345   2.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.011   3.025   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.011   4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.678   5.335   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.344   3.025   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.344   4.565   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      -7.012   2.255   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0      -0.344   1.485   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.884   1.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.654   0.151   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.196   3.025   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.966   1.691   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.966   4.359   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.966   0.151   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.632  -0.619   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.632  -2.159   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.966  -2.929   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.300  -2.159   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.300  -0.619   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.633  -2.929   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.967  -2.159   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.633  -4.469   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.966  -4.469   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.701  -2.929   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.701   0.151   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6    9                                                       
CONECT    8    9   11   14                                                  
CONECT    9    8    7                                                       
CONECT   10    3                                                            
CONECT   11    8   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19   28                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   17   21                                                       
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20                                                            
CONECT   27   19                                                            
CONECT   28   18                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0061159
HETATM    1  C1  UNL     1       3.744   2.238   0.694  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.389   1.161  -0.315  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.150   0.465   0.189  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.549  -0.407  -0.774  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.141  -0.452  -0.797  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.435  -1.219  -1.643  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.654   0.302   0.063  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.051   0.187  -0.038  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.662   1.391  -0.379  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.948   1.086  -0.811  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.991   0.842  -2.276  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.911   0.936  -2.916  1.00  0.00           O  
HETATM   13  O5  UNL     1      -5.146   0.525  -2.936  1.00  0.00           O  
HETATM   14  C8  UNL     1      -4.553  -0.072  -0.039  1.00  0.00           C  
HETATM   15  C9  UNL     1      -6.057   0.018  -0.075  1.00  0.00           C  
HETATM   16  C10 UNL     1      -4.027   0.032   1.387  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.730  -0.922   2.319  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.548  -0.291   1.323  1.00  0.00           C  
HETATM   19  C13 UNL     1      -1.841   0.533   2.378  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.209  -1.255  -1.736  1.00  0.00           C  
HETATM   21  C15 UNL     1       3.288  -2.022  -0.960  1.00  0.00           C  
HETATM   22  C16 UNL     1       4.468  -1.117  -0.725  1.00  0.00           C  
HETATM   23  C17 UNL     1       5.666  -1.796  -0.807  1.00  0.00           C  
HETATM   24  C18 UNL     1       6.871  -1.154  -0.624  1.00  0.00           C  
HETATM   25  C19 UNL     1       6.931   0.196  -0.349  1.00  0.00           C  
HETATM   26 CL1  UNL     1       8.475   1.015  -0.115  1.00  0.00          CL  
HETATM   27  C20 UNL     1       5.734   0.881  -0.265  1.00  0.00           C  
HETATM   28  C21 UNL     1       4.521   0.233  -0.451  1.00  0.00           C  
HETATM   29  H1  UNL     1       4.447   1.875   1.471  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.178   3.135   0.233  1.00  0.00           H  
HETATM   31  H3  UNL     1       2.827   2.587   1.240  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.204   1.668  -1.273  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.417   1.283   0.444  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.373  -0.076   1.119  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.299  -0.530  -0.835  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.586   1.971  -0.607  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.318  -0.333  -3.444  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.280  -1.054  -0.495  1.00  0.00           H  
HETATM   39  H11 UNL     1      -6.393  -0.204  -1.098  1.00  0.00           H  
HETATM   40  H12 UNL     1      -6.439   0.975   0.330  1.00  0.00           H  
HETATM   41  H13 UNL     1      -6.438  -0.827   0.561  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.157   1.082   1.697  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.660  -1.944   1.911  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.196  -0.911   3.277  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.758  -0.572   2.496  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.407  -1.367   1.437  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.723  -0.054   3.306  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.864   0.844   1.970  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.463   1.437   2.624  1.00  0.00           H  
HETATM   50  H22 UNL     1       1.544  -1.915  -2.288  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.783  -0.560  -2.415  1.00  0.00           H  
HETATM   52  H24 UNL     1       3.588  -2.889  -1.578  1.00  0.00           H  
HETATM   53  H25 UNL     1       2.819  -2.310   0.002  1.00  0.00           H  
HETATM   54  H26 UNL     1       5.609  -2.862  -1.025  1.00  0.00           H  
HETATM   55  H27 UNL     1       7.808  -1.721  -0.696  1.00  0.00           H  
HETATM   56  H28 UNL     1       5.805   1.938  -0.049  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   28   32
CONECT    3    4   33   34
CONECT    4    5   20
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   18   35
CONECT    9   10
CONECT   10   11   14   36
CONECT   11   12   12   13
CONECT   13   37
CONECT   14   15   16   38
CONECT   15   39   40   41
CONECT   16   17   18   42
CONECT   17   43   44   45
CONECT   18   19   46
CONECT   19   47   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   28
CONECT   23   24   54
CONECT   24   25   25   55
CONECT   25   26   27
CONECT   27   28   28   56
END

HMDB0061159
     RDKit          3D
N-Carbamoyl glucuronide lorcaserin
 56 58  0  0  0  0  0  0  0  0999 V2000
    3.7442    2.2378    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    1.1613   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    0.4648    0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489   -0.4066   -0.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.4525   -0.7968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4355   -1.2186   -1.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544    0.3018    0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0511    0.1866   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    1.3908   -0.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479    1.0864   -0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9912    0.8420   -2.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109    0.9357   -2.9162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461    0.5249   -2.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5534   -0.0725   -0.0392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0570    0.0179   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    0.0319    1.3872 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7301   -0.9224    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.2913    1.3231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8408    0.5331    2.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.2549   -1.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876   -2.0220   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.1171   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6658   -1.7958   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -1.1543   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9313    0.1960   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4750    1.0152   -0.1146 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    0.8812   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    0.2335   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    1.8753    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.1353    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    2.5868    1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044    1.6680   -1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4165    1.2825    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727   -0.0764    1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2990   -0.5303   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    1.9710   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179   -0.3325   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799   -1.0539   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3927   -0.2037   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394    0.9747    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4380   -0.8273    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    1.0822    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -1.9435    1.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1964   -0.9107    3.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582   -0.5720    2.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -1.3669    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7226   -0.0537    3.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    0.8441    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634    1.4366    2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.9152   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -0.5602   -2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -2.8885   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190   -2.3099    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -2.8618   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8076   -1.7208   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049    1.9380   -0.0495 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28  2  1  0
 18  8  1  0
 28 22  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
  8 35  1  0
 10 36  1  6
 13 37  1  0
 14 38  1  6
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈ClNO₅

Average Molecular Weight

409.904

Monoisotopic Molecular Weight

409.165600718

IUPAC Name

(2R,3R,4R,5S)-6-(8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carbonyloxy)-3,4,5-trimethyloxane-2-carboxylic acid

Traditional Name

(2R,3R,4R,5S)-6-(8-chloro-1-methyl-1,2,4,5-tetrahydro-3-benzazepine-3-carbonyloxy)-3,4,5-trimethyloxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H](C)C(OC(=O)N2CCC3=C(C=C(Cl)C=C3)C(C)C2)O[C@H]([C@@H]1C)C(O)=O

InChI Identifier

InChI=1S/C21H28ClNO5/c1-11-10-23(8-7-15-5-6-16(22)9-17(11)15)21(26)28-20-14(4)12(2)13(3)18(27-20)19(24)25/h5-6,9,11-14,18,20H,7-8,10H2,1-4H3,(H,24,25)/t11?,12-,13-,14+,18-,20?/m1/s1

InChI Key

DGFKLWZCLRDMAF-IJQUCLSUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
Azepine
Aryl chloride
Aryl halide
Benzenoid
Pyran
Oxane
Carbamic acid ester
Carbonic acid derivative
Acetal
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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 (HMDB: HMDB0061159)

Organ

Liver (HMDB: HMDB0061159)
Kidney (HMDB: HMDB0061159)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061159)

Cellular substructure

Cytoplasm (HMDB: HMDB0061159)
Membrane (HMDB: HMDB0061159)

Source

Endogenous

Endogenous (HMDB: HMDB0061159)

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
Water Solubility	0.016 g/L	ALOGPS
logP	3.83	ALOGPS
logP	4.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.14 m³·mol⁻¹	ChemAxon
Polarizability	43.37 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	197.035	30932474
DeepCCS	[M-H]-	194.639	30932474
DeepCCS	[M-2H]-	227.523	30932474
DeepCCS	[M+Na]+	202.992	30932474
AllCCS	[M+H]+	195.2	32859911
AllCCS	[M+H-H2O]+	192.8	32859911
AllCCS	[M+NH4]+	197.4	32859911
AllCCS	[M+Na]+	198.1	32859911
AllCCS	[M-H]-	195.6	32859911
AllCCS	[M+Na-2H]-	196.2	32859911
AllCCS	[M+HCOO]-	196.9	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.	7.98 minutes	32390414
Predicted by Siyang on May 30, 2022	17.334 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.0 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2612.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	402.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	146.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	784.7 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	872.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1307.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	642.7 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	1846.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	194.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.5 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Carbamoyl glucuronide lorcaserin	C[C@H]1[C@H](C)C(OC(=O)N2CCC3=C(C=C(Cl)C=C3)C(C)C2)O[C@H]([C@@H]1C)C(O)=O	4327.9	Standard polar	33892256
N-Carbamoyl glucuronide lorcaserin	C[C@H]1[C@H](C)C(OC(=O)N2CCC3=C(C=C(Cl)C=C3)C(C)C2)O[C@H]([C@@H]1C)C(O)=O	2824.1	Standard non polar	33892256
N-Carbamoyl glucuronide lorcaserin	C[C@H]1[C@H](C)C(OC(=O)N2CCC3=C(C=C(Cl)C=C3)C(C)C2)O[C@H]([C@@H]1C)C(O)=O	3088.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Carbamoyl glucuronide lorcaserin,1TMS,isomer #1	CC1CN(C(=O)OC2O[C@@H](C(=O)O[Si](C)(C)C)[C@H](C)[C@@H](C)[C@@H]2C)CCC2=CC=C(Cl)C=C21	2970.4	Semi standard non polar	33892256
N-Carbamoyl glucuronide lorcaserin,1TBDMS,isomer #1	CC1CN(C(=O)OC2O[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H](C)[C@@H](C)[C@@H]2C)CCC2=CC=C(Cl)C=C21	3186.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Carbamoyl glucuronide lorcaserin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9302000000-02f966742e4a14f60076	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Carbamoyl glucuronide lorcaserin GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-9332200000-91ad6657e8e1f7d7afcf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Carbamoyl glucuronide lorcaserin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Carbamoyl glucuronide lorcaserin 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 - N-Carbamoyl glucuronide lorcaserin 10V, Positive-QTOF	splash10-01vo-0793400000-137b2dc683df9fa71bda	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 20V, Positive-QTOF	splash10-00di-1961000000-589fe39adefa411787a3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 40V, Positive-QTOF	splash10-0zfs-4900000000-fa5ace59409de12a7778	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 10V, Negative-QTOF	splash10-05fr-0191400000-ad997e7ed7366a9f2dbb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 20V, Negative-QTOF	splash10-00dl-0893100000-47de7825905e2b4584a8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 40V, Negative-QTOF	splash10-0076-5960000000-984698109eb9fc1969af	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 10V, Negative-QTOF	splash10-0006-1924200000-c1f022483eaa877a2da2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 20V, Negative-QTOF	splash10-0006-1910100000-13b3487e7fcd8bdf03b7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 40V, Negative-QTOF	splash10-001l-5900000000-2529fafe31d889dce730	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 10V, Positive-QTOF	splash10-03di-0912600000-c70d750eee95504b4d9a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 20V, Positive-QTOF	splash10-0h2e-3923100000-0a7feeb8c0bbb8208cd3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Carbamoyl glucuronide lorcaserin 40V, Positive-QTOF	splash10-00kg-2900000000-18c94945430836f84b9b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131770057

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

Not Available

Showing metabocard for N-Carbamoyl glucuronide lorcaserin (HMDB0061159)

MOL for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

3D MOL for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

3D SDF for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

3D-SDF for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

PDB for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

3D PDB for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

SMILES for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

INCHI for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

Structure for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

3D Structure for HMDB0061159 (N-Carbamoyl glucuronide lorcaserin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra