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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:21:10 UTC

Update Date

2021-09-26 23:10:33 UTC

HMDB ID

HMDB0255595

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nifekalant

Description

6-hydroxy-4-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidin-2-one belongs to the class of organic compounds known as phenylpropylamines. Phenylpropylamines are compounds containing a phenylpropylamine moiety, which consists of a phenyl group substituted at the third carbon by an propan-1-amine. Based on a literature review very few articles have been published on 6-hydroxy-4-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidin-2-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nifekalant is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nifekalant 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


  Mrv1652309112117212D          

 29 30  0  0  0  0            999 V2000
    3.7125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.2211    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7125    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.4934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.5079    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.3000   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -5.2224    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.4934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    1.9224    0.0000 O   0  5  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  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
M  CHG  4   2   1  17   1  19  -1  29  -1
M  END

HMDB0255595
     RDKit          3D
Nifekalant
 56 57  0  0  0  0  0  0  0  0999 V2000
   -7.6465    1.2190    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2392    0.8649    0.3906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8893   -0.2664   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7128   -0.7463   -1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.8668   -0.2401 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.3601   -1.7081   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6369    0.1590   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4919    0.0537   -0.6266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928    1.0478   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.5364   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839   -0.6214   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160   -1.8018   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986   -3.1047   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -3.2723    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -0.4103    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.1294    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    1.0208   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    0.9962   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.1287   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6093    0.0769   -0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2429    0.9469    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6498    0.9124    0.2094 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.2981    1.6568    0.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3989    0.0188   -0.5609 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5389    1.8302    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419    1.8464    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9537    1.3297    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    1.6563    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5504    2.7828    1.7246 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.1507    0.3012    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810    2.0693    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1337    1.5649   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -1.4847    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -2.0292   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304   -1.1594   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -2.6453   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    1.9908   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064    1.3393    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5638    1.3868   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0657    0.4778   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -1.9669   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -1.7459    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -3.8908   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0939   -3.3561   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1092   -4.0717    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -1.2047    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209    0.5109    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.0586    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519   -1.0472    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932    2.0037    0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    0.9638   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -0.5365   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2245   -0.5915   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659    2.4940    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6411    2.5615    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    1.9679    1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  7 27  1  0
 27 28  2  0
 28 29  1  0
 28  2  1  0
 26 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 19 52  1  0
 20 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
M  CHG  4   5   1  22   1  24  -1  29  -1
M  END


  Mrv1652309112117212D          

 29 30  0  0  0  0            999 V2000
    3.7125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.2211    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7125    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.4934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.5079    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.3000   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -5.2224    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.4934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    1.9224    0.0000 O   0  5  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  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
M  CHG  4   2   1  17   1  19  -1  29  -1
M  END
> <DATABASE_ID>
HMDB0255595

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C([O-])=CC(=NCCN(CCO)CCCC2=CC=C(C=C2)[N+]([O-])=O)[NH+](C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H27N5O5/c1-21-17(14-18(26)22(2)19(21)27)20-9-11-23(12-13-25)10-3-4-15-5-7-16(8-6-15)24(28)29/h5-8,14,25-26H,3-4,9-13H2,1-2H3

> <INCHI_KEY>
XECRMKUDCPXAHD-UHFFFAOYSA-N

> <FORMULA>
C19H27N5O5

> <MOLECULAR_WEIGHT>
405.455

> <EXACT_MASS>
405.201218989

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.35881150083589

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-2-oxo-1,2,3,6-tetrahydropyrimidin-1-ium-4-olate

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
-0.17582224781364006

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.593202299759199

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.408905300419127

> <JCHEM_PKA_STRONGEST_BASIC>
8.974200625748455

> <JCHEM_POLAR_SURFACE_AREA>
126.78

> <JCHEM_REFRACTIVITY>
129.9458

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-2-oxo-1H-pyrimidin-1-ium-4-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255595
     RDKit          3D
Nifekalant
 56 57  0  0  0  0  0  0  0  0999 V2000
   -7.6465    1.2190    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2392    0.8649    0.3906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8893   -0.2664   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7128   -0.7463   -1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.8668   -0.2401 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.3601   -1.7081   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6369    0.1590   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4919    0.0537   -0.6266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928    1.0478   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.5364   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839   -0.6214   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160   -1.8018   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986   -3.1047   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -3.2723    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -0.4103    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.1294    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    1.0208   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    0.9962   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.1287   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6093    0.0769   -0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2429    0.9469    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6498    0.9124    0.2094 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.2981    1.6568    0.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3989    0.0188   -0.5609 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5389    1.8302    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419    1.8464    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9537    1.3297    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    1.6563    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5504    2.7828    1.7246 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.1507    0.3012    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810    2.0693    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1337    1.5649   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -1.4847    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -2.0292   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304   -1.1594   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -2.6453   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    1.9908   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064    1.3393    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5638    1.3868   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0657    0.4778   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -1.9669   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -1.7459    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -3.8908   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0939   -3.3561   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1092   -4.0717    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -1.2047    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209    0.5109    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.0586    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519   -1.0472    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932    2.0037    0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    0.9638   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -0.5365   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2245   -0.5915   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659    2.4940    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6411    2.5615    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    1.9679    1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  7 27  1  0
 27 28  2  0
 28 29  1  0
 28  2  1  0
 26 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 19 52  1  0
 20 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
M  CHG  4   5   1  22   1  24  -1  29  -1
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       6.930  -1.746   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.700  -0.413   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       6.930   0.921   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       5.390   0.921   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.620  -0.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.080  -0.413   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.310  -1.746   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.770  -1.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.540  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.310  -4.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.540  -5.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.310  -7.081   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.850  -7.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.620  -5.747   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.850  -4.414   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -4.620  -8.415   0.000  0.00  0.00           N+1
HETATM   18  O   UNK     0      -6.160  -8.415   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.850  -9.748   0.000  0.00  0.00           O-1
HETATM   20  C   UNK     0       3.080  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.390  -4.414   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.700   2.255   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.240   2.255   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      10.010   0.921   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       9.240  -0.413   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.010  -1.746   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.550   0.921   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.010   3.588   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    7   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23    3   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25    2   27                                                  
CONECT   27   26                                                            
CONECT   28   25                                                            
CONECT   29   24                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0255595
HETATM    1  C1  UNL     1      -7.647   1.219   0.616  1.00  0.00           C  
HETATM    2  N1  UNL     1      -6.239   0.865   0.391  1.00  0.00           N  
HETATM    3  C2  UNL     1      -5.889  -0.266  -0.387  1.00  0.00           C  
HETATM    4  O1  UNL     1      -6.713  -0.746  -1.216  1.00  0.00           O  
HETATM    5  N2  UNL     1      -4.614  -0.867  -0.240  1.00  0.00           N1+
HETATM    6  C3  UNL     1      -4.360  -1.708  -1.375  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.637   0.159  -0.067  1.00  0.00           C  
HETATM    8  N3  UNL     1      -2.492   0.054  -0.627  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.493   1.048  -0.476  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.116   0.536  -0.946  1.00  0.00           C  
HETATM   11  N4  UNL     1       0.284  -0.621  -0.237  1.00  0.00           N  
HETATM   12  C7  UNL     1      -0.416  -1.802  -0.435  1.00  0.00           C  
HETATM   13  C8  UNL     1       0.199  -3.105  -0.019  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.507  -3.272   1.291  1.00  0.00           O  
HETATM   15  C9  UNL     1       1.112  -0.410   0.848  1.00  0.00           C  
HETATM   16  C10 UNL     1       2.548  -0.129   0.674  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.006   1.021  -0.142  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.498   0.996  -0.052  1.00  0.00           C  
HETATM   19  C13 UNL     1       5.219   0.129  -0.820  1.00  0.00           C  
HETATM   20  C14 UNL     1       6.609   0.077  -0.759  1.00  0.00           C  
HETATM   21  C15 UNL     1       7.243   0.947   0.118  1.00  0.00           C  
HETATM   22  N5  UNL     1       8.650   0.912   0.209  1.00  0.00           N1+
HETATM   23  O3  UNL     1       9.298   1.657   0.962  1.00  0.00           O  
HETATM   24  O4  UNL     1       9.399   0.019  -0.561  1.00  0.00           O1-
HETATM   25  C16 UNL     1       6.539   1.830   0.900  1.00  0.00           C  
HETATM   26  C17 UNL     1       5.142   1.846   0.806  1.00  0.00           C  
HETATM   27  C18 UNL     1      -3.954   1.330   0.737  1.00  0.00           C  
HETATM   28  C19 UNL     1      -5.213   1.656   0.949  1.00  0.00           C  
HETATM   29  O5  UNL     1      -5.550   2.783   1.725  1.00  0.00           O1-
HETATM   30  H1  UNL     1      -8.151   0.301   0.977  1.00  0.00           H  
HETATM   31  H2  UNL     1      -7.681   2.069   1.309  1.00  0.00           H  
HETATM   32  H3  UNL     1      -8.134   1.565  -0.340  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.601  -1.485   0.603  1.00  0.00           H  
HETATM   34  H5  UNL     1      -5.334  -2.029  -1.792  1.00  0.00           H  
HETATM   35  H6  UNL     1      -3.830  -1.159  -2.197  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.834  -2.645  -1.101  1.00  0.00           H  
HETATM   37  H8  UNL     1      -1.661   1.991  -1.035  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.406   1.339   0.604  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.564   1.387  -0.653  1.00  0.00           H  
HETATM   40  H11 UNL     1      -0.066   0.478  -2.037  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.754  -1.967  -1.502  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.368  -1.746   0.216  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.591  -3.891  -0.263  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.094  -3.356  -0.660  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.109  -4.072   1.722  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.016  -1.205   1.650  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.721   0.511   1.454  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.067  -0.059   1.682  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.052  -1.047   0.231  1.00  0.00           H  
HETATM   50  H21 UNL     1       2.693   2.004   0.221  1.00  0.00           H  
HETATM   51  H22 UNL     1       2.736   0.964  -1.226  1.00  0.00           H  
HETATM   52  H23 UNL     1       4.708  -0.536  -1.489  1.00  0.00           H  
HETATM   53  H24 UNL     1       7.225  -0.592  -1.333  1.00  0.00           H  
HETATM   54  H25 UNL     1       7.066   2.494   1.564  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.641   2.562   1.445  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.198   1.968   1.188  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   28
CONECT    3    4    4    5
CONECT    5    6    7   33
CONECT    6   34   35   36
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   15
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   19   26
CONECT   19   20   52
CONECT   20   21   21   53
CONECT   21   22   25
CONECT   22   23   23   24
CONECT   25   26   26   54
CONECT   26   55
CONECT   27   28   28   56
CONECT   28   29
END

HMDB0255595
     RDKit          3D
Nifekalant
 56 57  0  0  0  0  0  0  0  0999 V2000
   -7.6465    1.2190    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2392    0.8649    0.3906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8893   -0.2664   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7128   -0.7463   -1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6143   -0.8668   -0.2401 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.3601   -1.7081   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6369    0.1590   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4919    0.0537   -0.6266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4928    1.0478   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.5364   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839   -0.6214   -0.2365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160   -1.8018   -0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1986   -3.1047   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -3.2723    1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120   -0.4103    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.1294    0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0055    1.0208   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    0.9962   -0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2189    0.1287   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6093    0.0769   -0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2429    0.9469    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6498    0.9124    0.2094 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.2981    1.6568    0.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3989    0.0188   -0.5609 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.5389    1.8302    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419    1.8464    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9537    1.3297    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2132    1.6563    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5504    2.7828    1.7246 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.1507    0.3012    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6810    2.0693    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1337    1.5649   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -1.4847    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3344   -2.0292   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304   -1.1594   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -2.6453   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    1.9908   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064    1.3393    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5638    1.3868   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0657    0.4778   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -1.9669   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -1.7459    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -3.8908   -0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0939   -3.3561   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1092   -4.0717    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163   -1.2047    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209    0.5109    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0669   -0.0586    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519   -1.0472    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932    2.0037    0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    0.9638   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080   -0.5365   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2245   -0.5915   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659    2.4940    1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6411    2.5615    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    1.9679    1.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  2  0
  7 27  1  0
 27 28  2  0
 28 29  1  0
 28  2  1  0
 26 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 19 52  1  0
 20 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
M  CHG  4   5   1  22   1  24  -1  29  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3-Dimethyl-6-((2-(N-(2-hydroxyethyl)-3-(4-nitrophenyl)propylamino)ethylamino)-2,4(1H),3H)-pyrimidinedione hydrochloride	MeSH
Nifekalant hydrochloride	MeSH

Chemical Formula

C₁₉H₂₇N₅O₅

Average Molecular Weight

405.455

Monoisotopic Molecular Weight

405.201218989

IUPAC Name

6-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-2-oxo-1,2,3,6-tetrahydropyrimidin-1-ium-4-olate

Traditional Name

6-({2-[(2-hydroxyethyl)[3-(4-nitrophenyl)propyl]amino]ethyl}imino)-1,3-dimethyl-2-oxo-1H-pyrimidin-1-ium-4-olate

CAS Registry Number

Not Available

SMILES

CN1C([O-])=CC(=NCCN(CCO)CCCC2=CC=C(C=C2)[N+]([O-])=O)[NH+](C)C1=O

InChI Identifier

InChI=1S/C19H27N5O5/c1-21-17(14-18(26)22(2)19(21)27)20-9-11-23(12-13-25)10-3-4-15-5-7-16(8-6-15)24(28)29/h5-8,14,25-26H,3-4,9-13H2,1-2H3

InChI Key

XECRMKUDCPXAHD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropylamines. Phenylpropylamines are compounds containing a phenylpropylamine moiety, which consists of a phenyl group substituted at the third carbon by an propan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropylamines

Direct Parent

Phenylpropylamines

Alternative Parents

Substituents

Phenylpropylamine
Nitrobenzene
Nitroaromatic compound
Pyrimidone
Aralkylamine
Hydropyrimidine
1,2,3,4-tetrahydropyrimidine
Pyrimidine
Quaternary ammonium salt
Organic nitro compound
1,2-aminoalcohol
Ketene acetal or derivatives
C-nitro compound
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Amidine
Carboxylic acid amidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Alkanolamine
Allyl-type 1,3-dipolar organic compound
Carboximidamide
Organic nitrogen compound
Amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic salt
Organic zwitterion
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.33	ALOGPS
logP	-0.18	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	6.41	ChemAxon
pKa (Strongest Basic)	8.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	126.78 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	129.95 m³·mol⁻¹	ChemAxon
Polarizability	43.36 Å³	ChemAxon
Number of Rings	2	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]+	193.624	30932474
DeepCCS	[M-H]-	190.364	30932474
DeepCCS	[M-2H]-	225.276	30932474
DeepCCS	[M+Na]+	201.524	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nifekalant	CN1C([O-])=CC(=NCCN(CCO)CCCC2=CC=C(C=C2)[N+]([O-])=O)[NH+](C)C1=O	4850.5	Standard polar	33892256
Nifekalant	CN1C([O-])=CC(=NCCN(CCO)CCCC2=CC=C(C=C2)[N+]([O-])=O)[NH+](C)C1=O	3375.8	Standard non polar	33892256
Nifekalant	CN1C([O-])=CC(=NCCN(CCO)CCCC2=CC=C(C=C2)[N+]([O-])=O)[NH+](C)C1=O	3436.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nifekalant,1TMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	3437.8	Semi standard non polar	33892256
Nifekalant,1TMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	3575.2	Standard non polar	33892256
Nifekalant,1TMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	4479.9	Standard polar	33892256
Nifekalant,2TMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	3509.4	Semi standard non polar	33892256
Nifekalant,2TMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	3751.5	Standard non polar	33892256
Nifekalant,2TMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C)C=C1[O-]	4436.0	Standard polar	33892256
Nifekalant,1TBDMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	3672.5	Semi standard non polar	33892256
Nifekalant,1TBDMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	3810.2	Standard non polar	33892256
Nifekalant,1TBDMS,isomer #1	CN1C(=O)[NH+](C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	4514.2	Standard polar	33892256
Nifekalant,2TBDMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C(C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	3924.3	Semi standard non polar	33892256
Nifekalant,2TBDMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C(C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	4256.8	Standard non polar	33892256
Nifekalant,2TBDMS,isomer #1	CN1C(=O)[N+](C)([Si](C)(C)C(C)(C)C)C(=NCCN(CCCC2=CC=C([N+](=O)[O-])C=C2)CCO[Si](C)(C)C(C)(C)C)C=C1[O-]	4587.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nifekalant GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-1986000000-533d0a37cc64d1777c74	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifekalant GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifekalant GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifekalant GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

95570265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101625661

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 Nifekalant (HMDB0255595)

MOL for HMDB0255595 (Nifekalant)

3D MOL for HMDB0255595 (Nifekalant)

3D SDF for HMDB0255595 (Nifekalant)

3D-SDF for HMDB0255595 (Nifekalant)

PDB for HMDB0255595 (Nifekalant)

3D PDB for HMDB0255595 (Nifekalant)

SMILES for HMDB0255595 (Nifekalant)

INCHI for HMDB0255595 (Nifekalant)

Structure for HMDB0255595 (Nifekalant)

3D Structure for HMDB0255595 (Nifekalant)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra