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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:21:17 UTC

Update Date

2021-09-26 23:11:32 UTC

HMDB ID

HMDB0256094

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Palosuran

Description

N'-[2-(4-benzyl-4-hydroxypiperidin-1-yl)ethyl]-N-(2-methyl-1,4-dihydroquinolin-4-ylidene)carbamimidic acid belongs to the class of organic compounds known as 4-benzylpiperidines. These are organic compounds containing a benzyl group attached to the 4-position of a piperidine. Based on a literature review very few articles have been published on N'-[2-(4-benzyl-4-hydroxypiperidin-1-yl)ethyl]-N-(2-methyl-1,4-dihydroquinolin-4-ylidene)carbamimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Palosuran is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Palosuran 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


  Mrv1652309112118212D          

 31 34  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6837   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0710   -1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8955   -2.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2828   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8456   -3.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0211   -3.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6338   -2.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2964   -1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 21 31  1  0  0  0  0
M  END

HMDB0256094
     RDKit          3D
Palosuran
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.8179    3.4055   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    1.9691   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    0.9809   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -0.3608   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4499   -1.3706   -0.2620 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -1.0742   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6651    0.0960   -0.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -2.1991   -0.5681 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019   -2.1727   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -1.5745    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.1904    0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    0.3321    1.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672   -0.0067    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424    0.5045    0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.9104    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.1544    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7554    0.2701   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5692    1.3853    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723    1.7850   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6087    1.0901   -2.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8048   -0.0218   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9051   -0.4118   -1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2892   -0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3691    0.6037   -0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -0.6835    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742   -2.0070    0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.3543    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649   -1.3816    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -0.0828    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    0.3069    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4224    1.6150    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.9783    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    3.7431   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    3.6082   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124    1.3655   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -2.3943   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -3.1419   -0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747   -1.5731   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552   -3.2354   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.0934    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -1.8087    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -0.1043    2.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932    1.4161    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.4919    2.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7236   -1.1043    2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406    2.2968    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6104   -1.2562    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888    0.0225    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.9344    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    2.6658   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    1.4304   -2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9155   -0.5673   -3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3120   -1.3018   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3026    1.0515   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -0.6942   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.3880   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140    1.6523   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -2.8399    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578   -3.3901    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3792   -1.7172    0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607    0.6797    0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  1  0
  4 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  2  1  0
 24 11  1  0
 30 25  1  0
 22 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
M  END


  Mrv1652309112118212D          

 31 34  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6837   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0710   -1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8955   -2.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2828   -2.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8456   -3.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0211   -3.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6338   -2.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2964   -1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 21 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256094

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NC2=CC=CC=C2C(NC(=O)NCCN2CCC(O)(CC3=CC=CC=C3)CC2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H30N4O2/c1-19-17-23(21-9-5-6-10-22(21)27-19)28-24(30)26-13-16-29-14-11-25(31,12-15-29)18-20-7-3-2-4-8-20/h2-10,17,31H,11-16,18H2,1H3,(H2,26,27,28,30)

> <INCHI_KEY>
WYJCYXOCHXWTHG-UHFFFAOYSA-N

> <FORMULA>
C25H30N4O2

> <MOLECULAR_WEIGHT>
418.541

> <EXACT_MASS>
418.236876222

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.451894206446156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-(4-benzyl-4-hydroxypiperidin-1-yl)ethyl]-3-(2-methylquinolin-4-yl)urea

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
2.6637186906666654

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.587988678102633

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.608880727395924

> <JCHEM_PKA_STRONGEST_BASIC>
7.912148601176949

> <JCHEM_POLAR_SURFACE_AREA>
77.49000000000001

> <JCHEM_REFRACTIVITY>
124.00779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palosuran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256094
     RDKit          3D
Palosuran
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.8179    3.4055   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    1.9691   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    0.9809   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -0.3608   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4499   -1.3706   -0.2620 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -1.0742   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6651    0.0960   -0.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -2.1991   -0.5681 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019   -2.1727   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -1.5745    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.1904    0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    0.3321    1.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672   -0.0067    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424    0.5045    0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.9104    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.1544    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7554    0.2701   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5692    1.3853    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723    1.7850   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6087    1.0901   -2.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8048   -0.0218   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9051   -0.4118   -1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2892   -0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3691    0.6037   -0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -0.6835    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742   -2.0070    0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.3543    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649   -1.3816    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -0.0828    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    0.3069    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4224    1.6150    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.9783    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    3.7431   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    3.6082   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124    1.3655   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -2.3943   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -3.1419   -0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747   -1.5731   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552   -3.2354   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.0934    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -1.8087    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -0.1043    2.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932    1.4161    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.4919    2.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7236   -1.1043    2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406    2.2968    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6104   -1.2562    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888    0.0225    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.9344    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    2.6658   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    1.4304   -2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9155   -0.5673   -3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3120   -1.3018   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3026    1.0515   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -0.6942   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.3880   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140    1.6523   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -2.8399    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578   -3.3901    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3792   -1.7172    0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607    0.6797    0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  1  0
  4 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  2  1  0
 24 11  1  0
 30 25  1  0
 22 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  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       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       8.002   0.000   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      12.003  -0.770   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.210  -2.364   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.933  -3.723   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.472  -3.777   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.195  -5.137   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.378  -6.443   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.839  -6.389   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.116  -5.029   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.487  -3.616   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    2                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24   31                                             
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   21                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0256094
HETATM    1  C1  UNL     1       4.818   3.405  -0.463  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.163   1.969  -0.243  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.184   0.981  -0.331  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.424  -0.361  -0.145  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.450  -1.371  -0.262  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.049  -1.074  -0.447  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.665   0.096  -0.492  1.00  0.00           O  
HETATM    8  N2  UNL     1       1.208  -2.199  -0.568  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.202  -2.173  -0.743  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.920  -1.574   0.416  1.00  0.00           C  
HETATM   11  N3  UNL     1      -0.645  -0.190   0.572  1.00  0.00           N  
HETATM   12  C8  UNL     1      -1.135   0.332   1.849  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.567  -0.007   2.008  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.442   0.505   0.895  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.575   1.910   1.043  1.00  0.00           O  
HETATM   16  C11 UNL     1      -4.795  -0.154   1.016  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.755   0.270  -0.031  1.00  0.00           C  
HETATM   18  C13 UNL     1      -6.569   1.385   0.135  1.00  0.00           C  
HETATM   19  C14 UNL     1      -7.472   1.785  -0.827  1.00  0.00           C  
HETATM   20  C15 UNL     1      -7.609   1.090  -2.006  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.805  -0.022  -2.184  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.905  -0.412  -1.215  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.825   0.289  -0.449  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.369   0.604  -0.445  1.00  0.00           C  
HETATM   25  C20 UNL     1       5.750  -0.684   0.147  1.00  0.00           C  
HETATM   26  C21 UNL     1       6.074  -2.007   0.350  1.00  0.00           C  
HETATM   27  C22 UNL     1       7.397  -2.354   0.646  1.00  0.00           C  
HETATM   28  C23 UNL     1       8.365  -1.382   0.733  1.00  0.00           C  
HETATM   29  C24 UNL     1       8.004  -0.083   0.525  1.00  0.00           C  
HETATM   30  C25 UNL     1       6.708   0.307   0.230  1.00  0.00           C  
HETATM   31  N4  UNL     1       6.422   1.615   0.039  1.00  0.00           N  
HETATM   32  H1  UNL     1       5.432   3.978   0.292  1.00  0.00           H  
HETATM   33  H2  UNL     1       5.068   3.743  -1.492  1.00  0.00           H  
HETATM   34  H3  UNL     1       3.768   3.608  -0.228  1.00  0.00           H  
HETATM   35  H4  UNL     1       3.212   1.365  -0.569  1.00  0.00           H  
HETATM   36  H5  UNL     1       3.713  -2.394  -0.226  1.00  0.00           H  
HETATM   37  H6  UNL     1       1.727  -3.142  -0.517  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.475  -1.573  -1.675  1.00  0.00           H  
HETATM   39  H8  UNL     1      -0.555  -3.235  -0.924  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.547  -2.093   1.356  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.015  -1.809   0.386  1.00  0.00           H  
HETATM   42  H11 UNL     1      -0.556  -0.104   2.688  1.00  0.00           H  
HETATM   43  H12 UNL     1      -0.993   1.416   1.827  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.916   0.492   2.954  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.724  -1.104   2.121  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.041   2.297   0.260  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.610  -1.256   0.897  1.00  0.00           H  
HETATM   48  H17 UNL     1      -5.189   0.023   2.039  1.00  0.00           H  
HETATM   49  H18 UNL     1      -6.465   1.934   1.060  1.00  0.00           H  
HETATM   50  H19 UNL     1      -8.090   2.666  -0.657  1.00  0.00           H  
HETATM   51  H20 UNL     1      -8.321   1.430  -2.730  1.00  0.00           H  
HETATM   52  H21 UNL     1      -6.916  -0.567  -3.116  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.312  -1.302  -1.436  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.303   1.052  -1.140  1.00  0.00           H  
HETATM   55  H24 UNL     1      -3.070  -0.694  -0.900  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.890   0.388  -1.402  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.214   1.652  -0.160  1.00  0.00           H  
HETATM   58  H27 UNL     1       5.394  -2.840   0.309  1.00  0.00           H  
HETATM   59  H28 UNL     1       7.658  -3.390   0.806  1.00  0.00           H  
HETATM   60  H29 UNL     1       9.379  -1.717   0.967  1.00  0.00           H  
HETATM   61  H30 UNL     1       8.761   0.680   0.593  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   31
CONECT    3    4   35
CONECT    4    5   25   25
CONECT    5    6   36
CONECT    6    7    7    8
CONECT    8    9   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   24
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   16   23
CONECT   15   46
CONECT   16   17   47   48
CONECT   17   18   18   22
CONECT   18   19   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   22   52
CONECT   22   53
CONECT   23   24   54   55
CONECT   24   56   57
CONECT   25   26   30
CONECT   26   27   27   58
CONECT   27   28   59
CONECT   28   29   29   60
CONECT   29   30   61
CONECT   30   31   31
END

HMDB0256094
     RDKit          3D
Palosuran
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.8179    3.4055   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    1.9691   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    0.9809   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241   -0.3608   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4499   -1.3706   -0.2620 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -1.0742   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6651    0.0960   -0.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -2.1991   -0.5681 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019   -2.1727   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -1.5745    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6455   -0.1904    0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345    0.3321    1.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5672   -0.0067    2.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424    0.5045    0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.9104    1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955   -0.1544    1.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7554    0.2701   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5692    1.3853    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4723    1.7850   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6087    1.0901   -2.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8048   -0.0218   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9051   -0.4118   -1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8252    0.2892   -0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3691    0.6037   -0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -0.6835    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0742   -2.0070    0.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965   -2.3543    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649   -1.3816    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -0.0828    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7077    0.3069    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4224    1.6150    0.0388 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.9783    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0679    3.7431   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684    3.6082   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124    1.3655   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7129   -2.3943   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -3.1419   -0.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4747   -1.5731   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552   -3.2354   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -2.0934    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -1.8087    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5562   -0.1043    2.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932    1.4161    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9165    0.4919    2.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7236   -1.1043    2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0406    2.2968    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6104   -1.2562    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888    0.0225    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.9344    1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905    2.6658   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    1.4304   -2.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9155   -0.5673   -3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3120   -1.3018   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3026    1.0515   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -0.6942   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.3880   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140    1.6523   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3944   -2.8399    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578   -3.3901    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3792   -1.7172    0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607    0.6797    0.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  1  0
  4 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  2  1  0
 24 11  1  0
 30 25  1  0
 22 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N'-[2-(4-benzyl-4-hydroxypiperidin-1-yl)ethyl]-N-(2-methyl-1,4-dihydroquinolin-4-ylidene)carbamimidate	Generator
1-(2-(4-Benzyl-4-hydroxypiperidin-1-yl)ethyl)-3-(2-methylquinolin-4-yl)urea	MeSH
1-(2-(4-Benzyl-4-hydroxypiperidin-1-yl)ethyl)-3-(2-methylquinolin-4-yl)urea sulfate salt	MeSH

Chemical Formula

C₂₅H₃₀N₄O₂

Average Molecular Weight

418.541

Monoisotopic Molecular Weight

418.236876222

IUPAC Name

1-[2-(4-benzyl-4-hydroxypiperidin-1-yl)ethyl]-3-(2-methylquinolin-4-yl)urea

Traditional Name

palosuran

CAS Registry Number

Not Available

SMILES

CC1=NC2=CC=CC=C2C(NC(=O)NCCN2CCC(O)(CC3=CC=CC=C3)CC2)=C1

InChI Identifier

InChI=1S/C25H30N4O2/c1-19-17-23(21-9-5-6-10-22(21)27-19)28-24(30)26-13-16-29-14-11-25(31,12-15-29)18-20-7-3-2-4-8-20/h2-10,17,31H,11-16,18H2,1H3,(H2,26,27,28,30)

InChI Key

WYJCYXOCHXWTHG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-benzylpiperidines. These are organic compounds containing a benzyl group attached to the 4-position of a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Benzylpiperidines

Direct Parent

4-benzylpiperidines

Alternative Parents

Substituents

4-benzylpiperidine
Quinoline
Methylpyridine
Aralkylamine
Monocyclic benzene moiety
Pyridine
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Tertiary amine
Urea
Tertiary aliphatic amine
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Amine
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	3.07	ALOGPS
logP	2.66	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	7.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.01 m³·mol⁻¹	ChemAxon
Polarizability	47.45 Å³	ChemAxon
Number of Rings	4	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]+	200.134	30932474
DeepCCS	[M-H]-	197.777	30932474
DeepCCS	[M-2H]-	231.816	30932474
DeepCCS	[M+Na]+	207.044	30932474
AllCCS	[M+H]+	203.9	32859911
AllCCS	[M+H-H2O]+	201.6	32859911
AllCCS	[M+NH4]+	206.0	32859911
AllCCS	[M+Na]+	206.7	32859911
AllCCS	[M-H]-	200.0	32859911
AllCCS	[M+Na-2H]-	200.7	32859911
AllCCS	[M+HCOO]-	201.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Palosuran	CC1=NC2=CC=CC=C2C(NC(=O)NCCN2CCC(O)(CC3=CC=CC=C3)CC2)=C1	4702.2	Standard polar	33892256
Palosuran	CC1=NC2=CC=CC=C2C(NC(=O)NCCN2CCC(O)(CC3=CC=CC=C3)CC2)=C1	2810.4	Standard non polar	33892256
Palosuran	CC1=NC2=CC=CC=C2C(NC(=O)NCCN2CCC(O)(CC3=CC=CC=C3)CC2)=C1	4003.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Palosuran,2TMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	3557.6	Semi standard non polar	33892256
Palosuran,2TMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	3379.6	Standard non polar	33892256
Palosuran,2TMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	4631.4	Standard polar	33892256
Palosuran,2TMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	3669.6	Semi standard non polar	33892256
Palosuran,2TMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	3418.4	Standard non polar	33892256
Palosuran,2TMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)=C2C=CC=CC2=N1	4840.5	Standard polar	33892256
Palosuran,2TMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	3645.1	Semi standard non polar	33892256
Palosuran,2TMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	3435.9	Standard non polar	33892256
Palosuran,2TMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	4591.9	Standard polar	33892256
Palosuran,3TMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	3577.7	Semi standard non polar	33892256
Palosuran,3TMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	3454.8	Standard non polar	33892256
Palosuran,3TMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C)CC2)[Si](C)(C)C)[Si](C)(C)C)=C2C=CC=CC2=N1	4350.0	Standard polar	33892256
Palosuran,2TBDMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	3988.6	Semi standard non polar	33892256
Palosuran,2TBDMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	3780.4	Standard non polar	33892256
Palosuran,2TBDMS,isomer #1	CC1=CC(N(C(=O)NCCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4622.7	Standard polar	33892256
Palosuran,2TBDMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4116.2	Semi standard non polar	33892256
Palosuran,2TBDMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	3792.5	Standard non polar	33892256
Palosuran,2TBDMS,isomer #2	CC1=CC(NC(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4793.9	Standard polar	33892256
Palosuran,2TBDMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4133.3	Semi standard non polar	33892256
Palosuran,2TBDMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	3808.2	Standard non polar	33892256
Palosuran,2TBDMS,isomer #3	CC1=CC(N(C(=O)N(CCN2CCC(O)(CC3=CC=CC=C3)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4667.8	Standard polar	33892256
Palosuran,3TBDMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4263.2	Semi standard non polar	33892256
Palosuran,3TBDMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	3972.7	Standard non polar	33892256
Palosuran,3TBDMS,isomer #1	CC1=CC(N(C(=O)N(CCN2CCC(CC3=CC=CC=C3)(O[Si](C)(C)C(C)(C)C)CC2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=CC=CC2=N1	4418.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-9872000000-bcf07f36e9b179751324	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palosuran GC-MS (TBDMS_1_3) - 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

8348785

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Palosuran (HMDB0256094)

MOL for HMDB0256094 (Palosuran)

3D MOL for HMDB0256094 (Palosuran)

3D SDF for HMDB0256094 (Palosuran)

3D-SDF for HMDB0256094 (Palosuran)

PDB for HMDB0256094 (Palosuran)

3D PDB for HMDB0256094 (Palosuran)

SMILES for HMDB0256094 (Palosuran)

INCHI for HMDB0256094 (Palosuran)

Structure for HMDB0256094 (Palosuran)

3D Structure for HMDB0256094 (Palosuran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra