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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:34:31 UTC

Update Date

2021-09-26 23:05:21 UTC

HMDB ID

HMDB0252643

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gardiquimod

Description

Gardiquimod belongs to the class of organic compounds known as imidazoquinolines. These are aromatic heterocyclic compounds containing an imidazole ring fused to a quinoline ring system. In some configurations, the imidazole ring shares a nitrogen atom with the quinoline moiety. Based on a literature review a significant number of articles have been published on Gardiquimod. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gardiquimod is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gardiquimod 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

HMDB0252643
     RDKit          3D
Gardiquimod
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.9117    0.0585    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6969    0.8235    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0500    0.7646 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    0.7039    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.1692    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248   -1.2262    1.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.7890    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -2.8871    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686   -3.6263    2.5716 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0370   -3.2312    1.2237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -2.5168    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9769   -2.9208   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -2.2034   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0982   -1.0974   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.6778   -1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489   -1.4079   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605   -1.0379    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201   -0.0443   -0.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.0126   -1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    2.3133   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    2.2738    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    3.1696   -1.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    2.9874    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310    0.6444    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.2094    0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -0.8943    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7961    1.1482   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866    1.7142    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6734   -0.8079    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422    1.5068    1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.0210   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -4.3400    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -3.4633    3.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -3.7824    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6687   -2.5220   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6420   -0.5368   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4606    0.1787   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7180    0.7610   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8635    1.3049   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335    1.4058    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288    3.2218    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    2.3149   -0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    3.2223   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254    4.1310   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462    2.5845   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134    2.9392    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 18  5  1  0
 17  7  1  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
M  END


  Mrv1652309112112342D          

 23 25  0  0  0  0            999 V2000
    6.5166   -0.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0883   -0.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -1.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9074   -1.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -0.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378   -2.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152   -1.5309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429    2.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252643

> <DATABASE_NAME>
hmdb

> <SMILES>
CCNCC1=NC2=C(N1CC(C)(C)O)C1=CC=CC=C1N=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C17H23N5O/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20)

> <INCHI_KEY>
FHJATBIERQTCTN-UHFFFAOYSA-N

> <FORMULA>
C17H23N5O

> <MOLECULAR_WEIGHT>
313.405

> <EXACT_MASS>
313.190260381

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.40777849107771

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4-amino-2-[(ethylamino)methyl]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.401739213333333

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.938270218465032

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.925373644539583

> <JCHEM_PKA_STRONGEST_BASIC>
8.374025670317135

> <JCHEM_POLAR_SURFACE_AREA>
88.99

> <JCHEM_REFRACTIVITY>
91.47330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4-amino-2-[(ethylamino)methyl]imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252643
     RDKit          3D
Gardiquimod
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.9117    0.0585    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6969    0.8235    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0500    0.7646 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    0.7039    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.1692    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248   -1.2262    1.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.7890    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -2.8871    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686   -3.6263    2.5716 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0370   -3.2312    1.2237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -2.5168    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9769   -2.9208   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -2.2034   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0982   -1.0974   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.6778   -1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489   -1.4079   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605   -1.0379    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201   -0.0443   -0.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.0126   -1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    2.3133   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    2.2738    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    3.1696   -1.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    2.9874    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310    0.6444    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.2094    0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -0.8943    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7961    1.1482   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866    1.7142    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6734   -0.8079    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422    1.5068    1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.0210   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -4.3400    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -3.4633    3.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -3.7824    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6687   -2.5220   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6420   -0.5368   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4606    0.1787   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7180    0.7610   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8635    1.3049   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335    1.4058    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288    3.2218    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    2.3149   -0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    3.2223   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254    4.1310   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462    2.5845   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134    2.9392    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 18  5  1  0
 17  7  1  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  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      12.164  -0.087   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       9.498  -0.003   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.719   1.616   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.406  -0.502   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.039  -1.998   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.561  -2.428   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.131  -0.949   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.990  -3.907   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.082  -2.858   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.956   3.388   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.307   4.649   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    8   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    7   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0252643
HETATM    1  C1  UNL     1       5.912   0.059   1.118  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.697   0.823   0.646  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.541  -0.050   0.765  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.353   0.704   0.301  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.156  -0.169   0.412  1.00  0.00           C  
HETATM    6  N2  UNL     1       1.025  -1.226   1.201  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.180  -1.789   1.037  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.796  -2.887   1.597  1.00  0.00           C  
HETATM    9  N3  UNL     1      -0.069  -3.626   2.572  1.00  0.00           N  
HETATM   10  N4  UNL     1      -2.037  -3.231   1.224  1.00  0.00           N  
HETATM   11  C7  UNL     1      -2.704  -2.517   0.300  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.977  -2.921  -0.051  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.670  -2.203  -1.000  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.098  -1.097  -1.588  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.814  -0.678  -1.242  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.149  -1.408  -0.299  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.860  -1.038   0.079  1.00  0.00           C  
HETATM   18  N5  UNL     1      -0.020  -0.044  -0.293  1.00  0.00           N  
HETATM   19  C14 UNL     1      -0.211   1.013  -1.227  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.731   2.313  -0.692  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.052   2.274   0.008  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.990   3.170  -1.963  1.00  0.00           C  
HETATM   23  O1  UNL     1       0.203   2.987   0.097  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.531   0.644   1.818  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.564  -0.209   0.244  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.664  -0.894   1.612  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.796   1.148  -0.415  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.587   1.714   1.324  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.673  -0.808   0.045  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.242   1.507   1.058  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.610   1.021  -0.703  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.654  -4.340   2.330  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.250  -3.463   3.588  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.468  -3.782   0.383  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.669  -2.522  -1.275  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.642  -0.537  -2.330  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.461   0.179  -1.734  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.718   0.761  -2.152  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.864   1.305  -1.609  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.133   1.406   0.694  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.129   3.222   0.602  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.878   2.315  -0.724  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.082   3.222  -2.578  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.425   4.131  -1.689  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.746   2.584  -2.530  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.113   2.939   1.041  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29
CONECT    4    5   30   31
CONECT    5    6    6   18
CONECT    6    7
CONECT    7    8    8   17
CONECT    8    9   10
CONECT    9   32   33
CONECT   10   11   11
CONECT   11   12   16
CONECT   12   13   13   34
CONECT   13   14   35
CONECT   14   15   15   36
CONECT   15   16   37
CONECT   16   17   17
CONECT   17   18
CONECT   18   19
CONECT   19   20   38   39
CONECT   20   21   22   23
CONECT   21   40   41   42
CONECT   22   43   44   45
CONECT   23   46
END

HMDB0252643
     RDKit          3D
Gardiquimod
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.9117    0.0585    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6969    0.8235    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0500    0.7646 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3533    0.7039    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -0.1692    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0248   -1.2262    1.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.7890    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -2.8871    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686   -3.6263    2.5716 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0370   -3.2312    1.2237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -2.5168    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9769   -2.9208   -0.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -2.2034   -0.9996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0982   -1.0974   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.6778   -1.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489   -1.4079   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8605   -1.0379    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201   -0.0443   -0.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    1.0126   -1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    2.3133   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    2.2738    0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    3.1696   -1.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    2.9874    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310    0.6444    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5642   -0.2094    0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6641   -0.8943    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7961    1.1482   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866    1.7142    1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6734   -0.8079    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422    1.5068    1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    1.0210   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -4.3400    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501   -3.4633    3.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -3.7824    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6687   -2.5220   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6420   -0.5368   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4606    0.1787   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7180    0.7610   -2.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8635    1.3049   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335    1.4058    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288    3.2218    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    2.3149   -0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    3.2223   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254    4.1310   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462    2.5845   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134    2.9392    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 18  5  1  0
 17  7  1  0
 16 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃N₅O

Average Molecular Weight

313.405

Monoisotopic Molecular Weight

313.190260381

IUPAC Name

1-{4-amino-2-[(ethylamino)methyl]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol

Traditional Name

1-{4-amino-2-[(ethylamino)methyl]imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol

CAS Registry Number

Not Available

SMILES

CCNCC1=NC2=C(N1CC(C)(C)O)C1=CC=CC=C1N=C2N

InChI Identifier

InChI=1S/C17H23N5O/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20)

InChI Key

FHJATBIERQTCTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazoquinolines. These are aromatic heterocyclic compounds containing an imidazole ring fused to a quinoline ring system. In some configurations, the imidazole ring shares a nitrogen atom with the quinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Imidazoquinolines

Direct Parent

Imidazoquinolines

Alternative Parents

Substituents

Imidazoquinoline
Aminoquinoline
Imidazopyridine
Imidazo-[4,5-c]pyridine
Aminopyridine
Aralkylamine
N-substituted imidazole
Pyridine
Benzenoid
Imidolactam
Tertiary alcohol
Imidazole
Azole
Heteroaromatic compound
Secondary amine
Secondary aliphatic amine
Azacycle
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.55	ALOGPS
logP	1.4	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.93	ChemAxon
pKa (Strongest Basic)	8.37	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.47 m³·mol⁻¹	ChemAxon
Polarizability	35.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	172.493	30932474
DeepCCS	[M-H]-	170.135	30932474
DeepCCS	[M-2H]-	203.69	30932474
DeepCCS	[M+Na]+	178.917	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gardiquimod	CCNCC1=NC2=C(N1CC(C)(C)O)C1=CC=CC=C1N=C2N	3459.0	Standard polar	33892256
Gardiquimod	CCNCC1=NC2=C(N1CC(C)(C)O)C1=CC=CC=C1N=C2N	2769.4	Standard non polar	33892256
Gardiquimod	CCNCC1=NC2=C(N1CC(C)(C)O)C1=CC=CC=C1N=C2N	2824.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gardiquimod,2TMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	2839.4	Semi standard non polar	33892256
Gardiquimod,2TMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	2745.0	Standard non polar	33892256
Gardiquimod,2TMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	3688.4	Standard polar	33892256
Gardiquimod,2TMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2895.4	Semi standard non polar	33892256
Gardiquimod,2TMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2848.1	Standard non polar	33892256
Gardiquimod,2TMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	3883.1	Standard polar	33892256
Gardiquimod,2TMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	2956.7	Semi standard non polar	33892256
Gardiquimod,2TMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	2860.3	Standard non polar	33892256
Gardiquimod,2TMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	3812.3	Standard polar	33892256
Gardiquimod,2TMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	2829.7	Semi standard non polar	33892256
Gardiquimod,2TMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	2828.1	Standard non polar	33892256
Gardiquimod,2TMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	3567.8	Standard polar	33892256
Gardiquimod,3TMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2941.0	Semi standard non polar	33892256
Gardiquimod,3TMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2893.1	Standard non polar	33892256
Gardiquimod,3TMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	3578.3	Standard polar	33892256
Gardiquimod,3TMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	2842.5	Semi standard non polar	33892256
Gardiquimod,3TMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	2865.1	Standard non polar	33892256
Gardiquimod,3TMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C	3344.0	Standard polar	33892256
Gardiquimod,3TMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	2940.3	Semi standard non polar	33892256
Gardiquimod,3TMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	2972.9	Standard non polar	33892256
Gardiquimod,3TMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C	3419.2	Standard polar	33892256
Gardiquimod,4TMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2971.8	Semi standard non polar	33892256
Gardiquimod,4TMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	2998.7	Standard non polar	33892256
Gardiquimod,4TMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C)[Si](C)(C)C	3215.1	Standard polar	33892256
Gardiquimod,2TBDMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3209.6	Semi standard non polar	33892256
Gardiquimod,2TBDMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3157.8	Standard non polar	33892256
Gardiquimod,2TBDMS,isomer #1	CCNCC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3771.8	Standard polar	33892256
Gardiquimod,2TBDMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3299.7	Semi standard non polar	33892256
Gardiquimod,2TBDMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3247.1	Standard non polar	33892256
Gardiquimod,2TBDMS,isomer #2	CCN(CC1=NC2=C(N)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3923.5	Standard polar	33892256
Gardiquimod,2TBDMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3303.6	Semi standard non polar	33892256
Gardiquimod,2TBDMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3256.1	Standard non polar	33892256
Gardiquimod,2TBDMS,isomer #3	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3901.3	Standard polar	33892256
Gardiquimod,2TBDMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	3196.5	Semi standard non polar	33892256
Gardiquimod,2TBDMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	3188.1	Standard non polar	33892256
Gardiquimod,2TBDMS,isomer #4	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O	3663.8	Standard polar	33892256
Gardiquimod,3TBDMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3467.6	Semi standard non polar	33892256
Gardiquimod,3TBDMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3487.8	Standard non polar	33892256
Gardiquimod,3TBDMS,isomer #1	CCN(CC1=NC2=C(N[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3748.5	Standard polar	33892256
Gardiquimod,3TBDMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3359.7	Semi standard non polar	33892256
Gardiquimod,3TBDMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3417.8	Standard non polar	33892256
Gardiquimod,3TBDMS,isomer #2	CCNCC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C	3541.5	Standard polar	33892256
Gardiquimod,3TBDMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3439.2	Semi standard non polar	33892256
Gardiquimod,3TBDMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3525.6	Standard non polar	33892256
Gardiquimod,3TBDMS,isomer #3	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O)[Si](C)(C)C(C)(C)C	3613.8	Standard polar	33892256
Gardiquimod,4TBDMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3619.4	Semi standard non polar	33892256
Gardiquimod,4TBDMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3717.6	Standard non polar	33892256
Gardiquimod,4TBDMS,isomer #1	CCN(CC1=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C3C=CC=CC3=C2N1CC(C)(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3495.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8290000000-b047f1b916e2d2581470	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gardiquimod GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 10V, Positive-QTOF	splash10-03di-0039000000-690ccba9639721819e94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 20V, Positive-QTOF	splash10-03di-0198000000-3d177fb2c85f792eb922	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 40V, Positive-QTOF	splash10-0002-0960000000-3d0d6f7e51fdd02911f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 10V, Negative-QTOF	splash10-03di-0009000000-8ec912798d5a5a7ce8df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 20V, Negative-QTOF	splash10-0ik9-0495000000-0f679124a87316377583	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gardiquimod 40V, Negative-QTOF	splash10-05aj-0970000000-f9501003f695ad068145	2021-10-12	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

24665048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gardiquimod

METLIN ID

Not Available

PubChem Compound

44592366

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 Gardiquimod (HMDB0252643)

MOL for HMDB0252643 (Gardiquimod)

3D MOL for HMDB0252643 (Gardiquimod)

3D SDF for HMDB0252643 (Gardiquimod)

3D-SDF for HMDB0252643 (Gardiquimod)

PDB for HMDB0252643 (Gardiquimod)

3D PDB for HMDB0252643 (Gardiquimod)

SMILES for HMDB0252643 (Gardiquimod)

INCHI for HMDB0252643 (Gardiquimod)

Structure for HMDB0252643 (Gardiquimod)

3D Structure for HMDB0252643 (Gardiquimod)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra