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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:34:44 UTC

Update Date

2021-09-26 23:00:46 UTC

HMDB ID

HMDB0249727

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9-((3-Dimethylaminopropyl)amino)acridine

Description

9-((3-Dimethylaminopropyl)amino)acridine, also known as C 137DIHYDROCHLORIDE or dapa CPD, belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. Based on a literature review very few articles have been published on 9-((3-Dimethylaminopropyl)amino)acridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9-((3-dimethylaminopropyl)amino)acridine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9-((3-Dimethylaminopropyl)amino)acridine 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

HMDB0249727
     RDKit          3D
9-((3-Dimethylaminopropyl)amino)acridine
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.2943   -1.3161   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8419   -0.6010    0.4666 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -1.3198    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    0.7810    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    1.1812   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    0.5929    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197    0.9485   -0.7642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811    0.5083   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    1.2347    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6636    2.4432    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    3.1920    1.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.7423    2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347    1.5375    1.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863    0.7952    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8166   -0.3814    0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -1.1274   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4484   -2.3395   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -3.0821   -1.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.6817   -2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494   -1.4669   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7523   -0.7055   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -1.7219   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -2.1408   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -0.6125   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6295    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882   -2.1928    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464   -1.7083    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    1.2768   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4806    1.2134    1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    0.8246   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2807   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.5069    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557    1.0720    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    1.5396   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.7742    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.1345    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3653    3.3743    2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085    1.1976    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.6695   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859   -4.0335   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -3.2876   -2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563   -1.1197   -1.9768 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 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  2  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv1652309112108352D          

 21 23  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  8 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249727

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCNC1=C2C=CC=CC2=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H21N3/c1-21(2)13-7-12-19-18-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)18/h3-6,8-11H,7,12-13H2,1-2H3,(H,19,20)

> <INCHI_KEY>
VJGUBCUGFXDMEX-UHFFFAOYSA-N

> <FORMULA>
C18H21N3

> <MOLECULAR_WEIGHT>
279.387

> <EXACT_MASS>
279.173547688

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.203358586232014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[3-(dimethylamino)propyl]acridin-9-amine

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.0576099423333334

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.611724524862005

> <JCHEM_POLAR_SURFACE_AREA>
28.16

> <JCHEM_REFRACTIVITY>
89.13580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[3-(dimethylamino)propyl]acridin-9-amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249727
     RDKit          3D
9-((3-Dimethylaminopropyl)amino)acridine
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.2943   -1.3161   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8419   -0.6010    0.4666 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -1.3198    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    0.7810    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    1.1812   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    0.5929    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197    0.9485   -0.7642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811    0.5083   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    1.2347    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6636    2.4432    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    3.1920    1.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.7423    2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347    1.5375    1.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863    0.7952    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8166   -0.3814    0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -1.1274   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4484   -2.3395   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -3.0821   -1.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.6817   -2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494   -1.4669   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7523   -0.7055   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -1.7219   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -2.1408   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -0.6125   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6295    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882   -2.1928    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464   -1.7083    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    1.2768   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4806    1.2134    1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    0.8246   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2807   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.5069    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557    1.0720    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    1.5396   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.7742    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.1345    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3653    3.3743    2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085    1.1976    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.6695   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859   -4.0335   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -3.2876   -2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563   -1.1197   -1.9768 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 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  2  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      13.337   4.620   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      17.338   2.310   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16    8                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0249727
HETATM    1  C1  UNL     1       4.294  -1.316  -0.666  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.842  -0.601   0.467  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.174  -1.320   1.482  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.602   0.781   0.337  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.445   1.181  -0.533  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.177   0.593   0.041  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.020   0.949  -0.764  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.281   0.508  -0.406  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.127   1.235   0.412  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.664   2.443   0.894  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.493   3.192   1.717  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.771   2.742   2.057  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.235   1.537   1.578  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.386   0.795   0.750  1.00  0.00           C  
HETATM   15  N3  UNL     1      -3.817  -0.381   0.270  1.00  0.00           N  
HETATM   16  C13 UNL     1      -3.016  -1.127  -0.538  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.448  -2.340  -1.036  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.629  -3.082  -1.851  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.361  -2.682  -2.215  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.949  -1.467  -1.705  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.752  -0.706  -0.888  1.00  0.00           C  
HETATM   22  H1  UNL     1       3.514  -1.722  -1.332  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.981  -2.141  -0.351  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.918  -0.613  -1.286  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.561  -0.629   2.093  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.588  -2.193   1.121  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.946  -1.708   2.213  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.535   1.277  -0.054  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.481   1.213   1.361  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.558   0.825  -1.580  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.313   2.281  -0.556  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.232  -0.507   0.109  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.056   1.072   1.045  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.191   1.540  -1.613  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.669   2.774   0.618  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.150   4.135   2.101  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.365   3.374   2.702  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.208   1.198   1.838  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.450  -2.670  -0.757  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.986  -4.034  -2.233  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.728  -3.288  -2.863  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.056  -1.120  -1.977  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34
CONECT    8    9    9   21
CONECT    9   10   14
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   13   37
CONECT   13   14   38
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   41
CONECT   20   21   21   42
END

HMDB0249727
     RDKit          3D
9-((3-Dimethylaminopropyl)amino)acridine
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.2943   -1.3161   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8419   -0.6010    0.4666 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -1.3198    1.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    0.7810    0.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    1.1812   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    0.5929    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197    0.9485   -0.7642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811    0.5083   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    1.2347    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6636    2.4432    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932    3.1920    1.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.7423    2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347    1.5375    1.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863    0.7952    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8166   -0.3814    0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -1.1274   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4484   -2.3395   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -3.0821   -1.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -2.6817   -2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494   -1.4669   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7523   -0.7055   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -1.7219   -1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -2.1408   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -0.6125   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.6295    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882   -2.1928    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464   -1.7083    2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    1.2768   -0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4806    1.2134    1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5577    0.8246   -1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2807   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.5069    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557    1.0720    1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1909    1.5396   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    2.7742    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.1345    2.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3653    3.3743    2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2085    1.1976    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.6695   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859   -4.0335   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277   -3.2876   -2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563   -1.1197   -1.9768 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 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  2  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 14  9  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-(3'-Dimethylaminopropylamino)acridine	HMDB
9-(3-(Dimethylamino)propylamino)acridine	HMDB
C 137DIhydrochloride	HMDB
DAPA CPD	HMDB

Chemical Formula

C₁₈H₂₁N₃

Average Molecular Weight

279.387

Monoisotopic Molecular Weight

279.173547688

IUPAC Name

N-[3-(dimethylamino)propyl]acridin-9-amine

Traditional Name

N-[3-(dimethylamino)propyl]acridin-9-amine

CAS Registry Number

Not Available

SMILES

CN(C)CCCNC1=C2C=CC=CC2=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C18H21N3/c1-21(2)13-7-12-19-18-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)18/h3-6,8-11H,7,12-13H2,1-2H3,(H,19,20)

InChI Key

VJGUBCUGFXDMEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridines

Alternative Parents

Substituents

Acridine
4-aminoquinoline
Aminoquinoline
Aminopyridine
Secondary aliphatic/aromatic amine
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
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)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.94	ALOGPS
logP	3.06	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.16 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.14 m³·mol⁻¹	ChemAxon
Polarizability	32.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	193.707	30932474
DeepCCS	[M+Na]+	169.273	30932474
AllCCS	[M+H]+	167.0	32859911
AllCCS	[M+H-H2O]+	163.5	32859911
AllCCS	[M+NH4]+	170.3	32859911
AllCCS	[M+Na]+	171.3	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	174.9	32859911
AllCCS	[M+HCOO]-	174.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-((3-Dimethylaminopropyl)amino)acridine	CN(C)CCCNC1=C2C=CC=CC2=NC2=CC=CC=C12	3445.5	Standard polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine	CN(C)CCCNC1=C2C=CC=CC2=NC2=CC=CC=C12	2686.1	Standard non polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine	CN(C)CCCNC1=C2C=CC=CC2=NC2=CC=CC=C12	2618.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-((3-Dimethylaminopropyl)amino)acridine,1TMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C	2593.3	Semi standard non polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine,1TMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C	2384.6	Standard non polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine,1TMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C	3111.6	Standard polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine,1TBDMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2799.6	Semi standard non polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine,1TBDMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2555.3	Standard non polar	33892256
9-((3-Dimethylaminopropyl)amino)acridine,1TBDMS,isomer #1	CN(C)CCCN(C1=C2C=CC=CC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3215.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9140000000-31abbd04c6625c44e2e8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 10V, Positive-QTOF	splash10-001i-0090000000-de7f171cd20b32da9913	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 20V, Positive-QTOF	splash10-0002-0950000000-eab5df2f8eb2563eb2a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 40V, Positive-QTOF	splash10-0a5a-4980000000-00db6d3ceec0b6496cbf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 10V, Negative-QTOF	splash10-004i-0090000000-a9daf24310354a0304e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 20V, Negative-QTOF	splash10-004i-0190000000-b920a934ffe5ab0f2f66	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-((3-Dimethylaminopropyl)amino)acridine 40V, Negative-QTOF	splash10-0006-0940000000-847de3e5fc2f15fec721	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

13542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14169

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 9-((3-Dimethylaminopropyl)amino)acridine (HMDB0249727)

MOL for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

3D MOL for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

3D SDF for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

3D-SDF for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

PDB for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

3D PDB for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

SMILES for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

INCHI for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

Structure for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

3D Structure for HMDB0249727 (9-((3-Dimethylaminopropyl)amino)acridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra