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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:05:29 UTC

Update Date

2021-09-26 23:10:15 UTC

HMDB ID

HMDB0255451

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Naphthoquine

Description

Naphthoquine belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system. Based on a literature review a significant number of articles have been published on Naphthoquine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Naphthoquine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Naphthoquine 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


  Mrv1652309112117052D          

 29 32  0  0  0  0            999 V2000
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    0.8250    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
   -0.7145   -0.4125    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
   -1.4289    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   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
    2.8579    0.0000    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 N   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 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
 19 28  1  0  0  0  0
 23 29  1  0  0  0  0
M  END

HMDB0255451
     RDKit          3D
Naphthoquine
 57 60  0  0  0  0  0  0  0  0999 V2000
    4.2407   -3.0193   -0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.5484   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790   -1.3898    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447   -0.7134   -1.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -1.0854   -0.3738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    0.3000   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    0.9146    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    0.2397   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    0.8162   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560    0.1155   -0.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.0920   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.5725   -1.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.7483   -2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -3.4399   -2.1765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729   -2.9933   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0180   -3.7192   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8766   -3.3207    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -4.2342    0.5159 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904   -2.1735    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.4656    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690   -1.8420   -0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725    2.1675    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    2.8991    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098    2.2470    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661    3.0218    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0975    4.3500    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731    4.6256    1.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899    3.6113    1.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    2.9756    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965   -3.3031   -0.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7636   -3.2300   -1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -3.5751    0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.3633    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165   -1.5574    1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7291   -2.0869    0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8148   -1.2205   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128    0.2085   -0.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2850   -0.4100   -2.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.6687    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530    0.8350   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.5155    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879   -0.8368   -0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    0.5791    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -1.1076   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -3.1390   -3.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391   -4.6219   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597   -1.8347    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2760   -0.5860    1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    2.5454    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    4.6886    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    4.8838   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    4.6283    2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    5.6270    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820    2.7840    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0436    4.0749    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    3.7763   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458    2.4682    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 24  7  1  0
 21 11  1  0
 29 22  1  0
 21 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv1652309112117052D          

 29 32  0  0  0  0            999 V2000
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    0.8250    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
   -0.7145   -0.4125    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
   -1.4289    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   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
    2.8579    0.0000    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 N   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 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
 19 28  1  0  0  0  0
 23 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255451

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NCC1=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C2CCCCC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H28ClN3O/c1-24(2,3)27-14-15-12-22(17-6-4-5-7-18(17)23(15)29)28-20-10-11-26-21-13-16(25)8-9-19(20)21/h8-13,27,29H,4-7,14H2,1-3H3,(H,26,28)

> <INCHI_KEY>
VEVMYTDOWUQLGI-UHFFFAOYSA-N

> <FORMULA>
C24H28ClN3O

> <MOLECULAR_WEIGHT>
409.96

> <EXACT_MASS>
409.1920902

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.81675214943255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol

> <ALOGPS_LOGP>
5.72

> <JCHEM_LOGP>
5.2217821006969745

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.509551261578238

> <JCHEM_PKA_STRONGEST_BASIC>
10.616786608690214

> <JCHEM_POLAR_SURFACE_AREA>
57.18

> <JCHEM_REFRACTIVITY>
119.78699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255451
     RDKit          3D
Naphthoquine
 57 60  0  0  0  0  0  0  0  0999 V2000
    4.2407   -3.0193   -0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.5484   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790   -1.3898    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447   -0.7134   -1.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -1.0854   -0.3738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    0.3000   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    0.9146    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    0.2397   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    0.8162   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560    0.1155   -0.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.0920   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.5725   -1.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.7483   -2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -3.4399   -2.1765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729   -2.9933   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0180   -3.7192   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8766   -3.3207    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -4.2342    0.5159 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904   -2.1735    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.4656    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690   -1.8420   -0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725    2.1675    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    2.8991    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098    2.2470    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661    3.0218    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0975    4.3500    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731    4.6256    1.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899    3.6113    1.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    2.9756    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965   -3.3031   -0.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7636   -3.2300   -1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -3.5751    0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.3633    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165   -1.5574    1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7291   -2.0869    0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8148   -1.2205   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128    0.2085   -0.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2850   -0.4100   -2.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.6687    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530    0.8350   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.5155    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879   -0.8368   -0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    0.5791    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -1.1076   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -3.1390   -3.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391   -4.6219   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597   -1.8347    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2760   -0.5860    1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    2.5454    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    4.6886    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    4.8838   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    4.6283    2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    5.6270    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820    2.7840    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0436    4.0749    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    3.7763   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458    2.4682    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 24  7  1  0
 21 11  1  0
 29 22  1  0
 21 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.874   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   8.470   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.334   6.930   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0       8.002  -3.080   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16                                                            
CONECT   18    9   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   19                                                       
CONECT   29   23                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0255451
HETATM    1  C1  UNL     1       4.241  -3.019  -0.811  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.185  -1.548  -0.450  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.879  -1.390   0.894  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.945  -0.713  -1.452  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.801  -1.085  -0.374  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.829   0.300  -0.031  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.497   0.915   0.083  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.308   0.240  -0.116  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.947   0.816  -0.011  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.156   0.115  -0.147  1.00  0.00           N  
HETATM   11  C9  UNL     1      -2.420  -1.092  -0.787  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.622  -1.573  -1.794  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.957  -2.748  -2.478  1.00  0.00           C  
HETATM   14  N3  UNL     1      -3.061  -3.440  -2.176  1.00  0.00           N  
HETATM   15  C12 UNL     1      -3.873  -2.993  -1.188  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.018  -3.719  -0.875  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.877  -3.321   0.121  1.00  0.00           C  
HETATM   18 CL1  UNL     1      -7.319  -4.234   0.516  1.00  0.00          CL  
HETATM   19  C15 UNL     1      -5.590  -2.173   0.823  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.441  -1.466   0.492  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.569  -1.842  -0.498  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.973   2.167   0.323  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.207   2.899   0.537  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.410   2.247   0.410  1.00  0.00           C  
HETATM   25  O1  UNL     1       2.566   3.022   0.633  1.00  0.00           O  
HETATM   26  C21 UNL     1       0.098   4.350   0.894  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.973   4.626   1.888  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.090   3.611   1.870  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.203   2.976   0.473  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.297  -3.303  -0.870  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.764  -3.230  -1.786  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.752  -3.575   0.025  1.00  0.00           H  
HETATM   33  H4  UNL     1       5.298  -0.363   1.017  1.00  0.00           H  
HETATM   34  H5  UNL     1       4.117  -1.557   1.690  1.00  0.00           H  
HETATM   35  H6  UNL     1       5.729  -2.087   0.971  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.815  -1.221  -1.883  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.313   0.209  -0.953  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.285  -0.410  -2.306  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.270  -1.669   0.298  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.353   0.835  -0.876  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.385   0.516   0.895  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.388  -0.837  -0.335  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.007   0.579   0.306  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.724  -1.108  -2.172  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.330  -3.139  -3.277  1.00  0.00           H  
HETATM   46  H17 UNL     1      -5.239  -4.622  -1.430  1.00  0.00           H  
HETATM   47  H18 UNL     1      -6.260  -1.835   1.622  1.00  0.00           H  
HETATM   48  H19 UNL     1      -4.276  -0.586   1.084  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.451   2.545   0.540  1.00  0.00           H  
HETATM   50  H21 UNL     1       1.096   4.689   1.230  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.144   4.884  -0.058  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.528   4.628   2.917  1.00  0.00           H  
HETATM   53  H24 UNL     1      -1.466   5.627   1.723  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.782   2.784   2.542  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.044   4.075   2.164  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.241   3.776  -0.301  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.146   2.468   0.456  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    5
CONECT    3   33   34   35
CONECT    4   36   37   38
CONECT    5    6   39
CONECT    6    7   40   41
CONECT    7    8    8   24
CONECT    8    9   42
CONECT    9   10   22   22
CONECT   10   11   43
CONECT   11   12   12   21
CONECT   12   13   44
CONECT   13   14   14   45
CONECT   14   15
CONECT   15   16   16   21
CONECT   16   17   46
CONECT   17   18   19   19
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   22   23   29
CONECT   23   24   24   26
CONECT   24   25
CONECT   25   49
CONECT   26   27   50   51
CONECT   27   28   52   53
CONECT   28   29   54   55
CONECT   29   56   57
END

HMDB0255451
     RDKit          3D
Naphthoquine
 57 60  0  0  0  0  0  0  0  0999 V2000
    4.2407   -3.0193   -0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.5484   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790   -1.3898    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447   -0.7134   -1.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007   -1.0854   -0.3738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8288    0.3000   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    0.9146    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    0.2397   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    0.8162   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560    0.1155   -0.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.0920   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.5725   -1.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.7483   -2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0609   -3.4399   -2.1765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729   -2.9933   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0180   -3.7192   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8766   -3.3207    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -4.2342    0.5159 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904   -2.1735    0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -1.4656    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690   -1.8420   -0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725    2.1675    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069    2.8991    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098    2.2470    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661    3.0218    0.6332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0975    4.3500    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9731    4.6256    1.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899    3.6113    1.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    2.9756    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2965   -3.3031   -0.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7636   -3.2300   -1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -3.5751    0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2981   -0.3633    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165   -1.5574    1.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7291   -2.0869    0.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8148   -1.2205   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128    0.2085   -0.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2850   -0.4100   -2.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.6687    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530    0.8350   -0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.5155    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879   -0.8368   -0.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    0.5791    0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -1.1076   -2.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -3.1390   -3.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391   -4.6219   -1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2597   -1.8347    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2760   -0.5860    1.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    2.5454    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957    4.6886    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    4.8838   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    4.6283    2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4664    5.6270    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820    2.7840    2.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0436    4.0749    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    3.7763   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458    2.4682    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  9 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 24  7  1  0
 21 11  1  0
 29 22  1  0
 21 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  8 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Naphthoquine phosphate	MeSH

Chemical Formula

C₂₄H₂₈ClN₃O

Average Molecular Weight

409.96

Monoisotopic Molecular Weight

409.1920902

IUPAC Name

2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol

Traditional Name

2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol

CAS Registry Number

Not Available

SMILES

CC(C)(C)NCC1=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C2CCCCC2=C1O

InChI Identifier

InChI=1S/C24H28ClN3O/c1-24(2,3)27-14-15-12-22(17-6-4-5-7-18(17)23(15)29)28-20-10-11-26-21-13-16(25)8-9-19(20)21/h8-13,27,29H,4-7,14H2,1-3H3,(H,26,28)

InChI Key

VEVMYTDOWUQLGI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Aminoquinolines and derivatives

Direct Parent

4-aminoquinolines

Alternative Parents

Substituents

4-aminoquinoline
Haloquinoline
Chloroquinoline
Tetralin
Aminopyridine
Aralkylamine
Aryl chloride
Aryl halide
Benzenoid
Pyridine
Heteroaromatic compound
Secondary aliphatic amine
Azacycle
Secondary amine
Amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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 (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	5.72	ALOGPS
logP	5.22	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	10.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	57.18 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.79 m³·mol⁻¹	ChemAxon
Polarizability	46.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	196.184	30932474
DeepCCS	[M-H]-	193.826	30932474
DeepCCS	[M-2H]-	228.094	30932474
DeepCCS	[M+Na]+	203.322	30932474
AllCCS	[M+H]+	199.2	32859911
AllCCS	[M+H-H2O]+	196.8	32859911
AllCCS	[M+NH4]+	201.3	32859911
AllCCS	[M+Na]+	201.9	32859911
AllCCS	[M-H]-	200.3	32859911
AllCCS	[M+Na-2H]-	200.4	32859911
AllCCS	[M+HCOO]-	200.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naphthoquine	CC(C)(C)NCC1=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C2CCCCC2=C1O	4976.5	Standard polar	33892256
Naphthoquine	CC(C)(C)NCC1=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C2CCCCC2=C1O	3594.4	Standard non polar	33892256
Naphthoquine	CC(C)(C)NCC1=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C2CCCCC2=C1O	3742.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naphthoquine,2TMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	3584.2	Semi standard non polar	33892256
Naphthoquine,2TMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	3467.2	Standard non polar	33892256
Naphthoquine,2TMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	4163.7	Standard polar	33892256
Naphthoquine,2TMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C	3383.7	Semi standard non polar	33892256
Naphthoquine,2TMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C	3279.5	Standard non polar	33892256
Naphthoquine,2TMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C	3860.5	Standard polar	33892256
Naphthoquine,2TMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C	3563.3	Semi standard non polar	33892256
Naphthoquine,2TMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C	3543.7	Standard non polar	33892256
Naphthoquine,2TMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C	4083.0	Standard polar	33892256
Naphthoquine,3TMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	3500.6	Semi standard non polar	33892256
Naphthoquine,3TMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	3421.5	Standard non polar	33892256
Naphthoquine,3TMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C)[Si](C)(C)C	3773.6	Standard polar	33892256
Naphthoquine,2TBDMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3968.3	Semi standard non polar	33892256
Naphthoquine,2TBDMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3831.1	Standard non polar	33892256
Naphthoquine,2TBDMS,isomer #1	CC(C)(C)N(CC1=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4234.8	Standard polar	33892256
Naphthoquine,2TBDMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C	3733.0	Semi standard non polar	33892256
Naphthoquine,2TBDMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C	3643.5	Standard non polar	33892256
Naphthoquine,2TBDMS,isomer #2	CC(C)(C)NCC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C	3983.4	Standard polar	33892256
Naphthoquine,2TBDMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C(C)(C)C	3964.0	Semi standard non polar	33892256
Naphthoquine,2TBDMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C(C)(C)C	3913.4	Standard non polar	33892256
Naphthoquine,2TBDMS,isomer #3	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O)[Si](C)(C)C(C)(C)C	4145.0	Standard polar	33892256
Naphthoquine,3TBDMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4072.7	Semi standard non polar	33892256
Naphthoquine,3TBDMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3920.3	Standard non polar	33892256
Naphthoquine,3TBDMS,isomer #1	CC(C)(C)N(CC1=CC(N(C2=CC=NC3=CC(Cl)=CC=C23)[Si](C)(C)C(C)(C)C)=C2CCCCC2=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3950.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3009000000-6102dcb3e1ace50009a0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naphthoquine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	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

8027488

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9851775

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 Naphthoquine (HMDB0255451)

MOL for HMDB0255451 (Naphthoquine)

3D MOL for HMDB0255451 (Naphthoquine)

3D SDF for HMDB0255451 (Naphthoquine)

3D-SDF for HMDB0255451 (Naphthoquine)

PDB for HMDB0255451 (Naphthoquine)

3D PDB for HMDB0255451 (Naphthoquine)

SMILES for HMDB0255451 (Naphthoquine)

INCHI for HMDB0255451 (Naphthoquine)

Structure for HMDB0255451 (Naphthoquine)

3D Structure for HMDB0255451 (Naphthoquine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra