Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:55:15 UTC

Update Date

2021-09-26 22:52:45 UTC

HMDB ID

HMDB0244786

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Description

1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, also known as 4-amino-5-(4-chlorophenyl)-7-(t-butyl)pyrazolo(3,4-D)pyrimidine or PP2 CPD, belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Based on a literature review a significant number of articles have been published on 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-tert-butyl-3-(4-chlorophenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 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

HMDB0244786
     RDKit          3D
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.2278    1.5291    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    0.5731   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.6016   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.3115   -1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    0.1836   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.9293   -0.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.1785   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.6852    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    0.2317   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.7079   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542    1.6684    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.2856    0.5407 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7244    2.1400    1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394    1.6729    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3413   -1.1184    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -2.3443    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -2.3889    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -3.4741    0.2222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106   -3.4450    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352   -2.2720   -0.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471   -1.1233   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020    2.0935    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    2.2066    1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.9454    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7346   -1.1342    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2209   -0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -1.2954   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    1.2087   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8063    0.8736   -2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    2.4085   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191   -0.5119   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671    0.3225   -1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855    2.9145    1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580    2.0557    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831   -1.9953    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -2.8127   -0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -4.3878    0.1231 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 14  8  1  0
 21 15  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
  4 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
M  END


  Mrv1652309102123552D          

 21 23  0  0  0  0            999 V2000
   -0.6534   -2.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -1.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633    3.1080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  9  1  0  0  0  0
  8 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
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  7 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
  6 20  1  0  0  0  0
 17 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244786

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)N1N=C(C2=C1N=CN=C2N)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16ClN5/c1-15(2,3)21-14-11(13(17)18-8-19-14)12(20-21)9-4-6-10(16)7-5-9/h4-8H,1-3H3,(H2,17,18,19)

> <INCHI_KEY>
PBBRWFOVCUAONR-UHFFFAOYSA-N

> <FORMULA>
C15H16ClN5

> <MOLECULAR_WEIGHT>
301.78

> <EXACT_MASS>
301.1094232

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.87910265412389

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
3.3205470366666665

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.693391848584124

> <JCHEM_PKA_STRONGEST_BASIC>
4.046891557833847

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
96.2945

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
PP2 (kinase inhibitor)

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244786
     RDKit          3D
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.2278    1.5291    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    0.5731   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.6016   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.3115   -1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    0.1836   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.9293   -0.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.1785   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.6852    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    0.2317   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.7079   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542    1.6684    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.2856    0.5407 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7244    2.1400    1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394    1.6729    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3413   -1.1184    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -2.3443    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -2.3889    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -3.4741    0.2222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106   -3.4450    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352   -2.2720   -0.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471   -1.1233   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020    2.0935    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    2.2066    1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.9454    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7346   -1.1342    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2209   -0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -1.2954   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    1.2087   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8063    0.8736   -2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    2.4085   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191   -0.5119   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671    0.3225   -1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855    2.9145    1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580    2.0557    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831   -1.9953    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -2.8127   -0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -4.3878    0.1231 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 14  8  1  0
 21 15  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
  4 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.220  -5.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.721  -4.489   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.208  -3.537   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.726   3.192   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.696   4.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.189   4.017   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.287   2.552   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -2.171   5.802   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.530   1.777   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    9                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17    7   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    6                                                       
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0244786
HETATM    1  C1  UNL     1      -3.228   1.529   0.709  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.804   0.573  -0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.742  -0.602  -0.357  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.989   1.312  -1.701  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.422   0.184  -0.231  1.00  0.00           N  
HETATM    6  N2  UNL     1      -0.365   0.929  -0.193  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.757   0.178  -0.033  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.129   0.685   0.071  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.174   0.232  -0.700  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.460   0.708  -0.568  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.754   1.668   0.352  1.00  0.00           C  
HETATM   12 CL1  UNL     1       6.363   2.286   0.541  1.00  0.00          CL  
HETATM   13  C10 UNL     1       3.724   2.140   1.136  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.439   1.673   1.013  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.341  -1.118   0.032  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.953  -2.344   0.193  1.00  0.00           C  
HETATM   17  N3  UNL     1       2.350  -2.389   0.350  1.00  0.00           N  
HETATM   18  N4  UNL     1       0.225  -3.474   0.222  1.00  0.00           N  
HETATM   19  C14 UNL     1      -1.111  -3.445   0.096  1.00  0.00           C  
HETATM   20  N5  UNL     1      -1.735  -2.272  -0.061  1.00  0.00           N  
HETATM   21  C15 UNL     1      -1.047  -1.123  -0.095  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.102   2.094   0.320  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.424   2.207   1.026  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.607   0.945   1.579  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.735  -1.134   0.614  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.776  -0.221  -0.490  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.567  -1.295  -1.224  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.048   1.209  -2.306  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.806   0.874  -2.280  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.133   2.409  -1.543  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.019  -0.512  -1.463  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.267   0.322  -1.199  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.986   2.915   1.870  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.658   2.056   1.634  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.783  -1.995   1.198  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.944  -2.813  -0.379  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.685  -4.388   0.123  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    5
CONECT    3   25   26   27
CONECT    4   28   29   30
CONECT    5    6   21
CONECT    6    7    7
CONECT    7    8   15
CONECT    8    9    9   14
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12   13
CONECT   13   14   14   33
CONECT   14   34
CONECT   15   16   16   21
CONECT   16   17   18
CONECT   17   35   36
CONECT   18   19   19
CONECT   19   20   37
CONECT   20   21   21
END

HMDB0244786
     RDKit          3D
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.2278    1.5291    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8037    0.5731   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.6016   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.3115   -1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    0.1836   -0.2306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.9293   -0.1926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.1785   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.6852    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736    0.2317   -0.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    0.7079   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542    1.6684    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.2856    0.5407 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7244    2.1400    1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394    1.6729    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3413   -1.1184    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -2.3443    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -2.3889    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -3.4741    0.2222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106   -3.4450    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352   -2.2720   -0.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471   -1.1233   -0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020    2.0935    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    2.2066    1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.9454    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7346   -1.1342    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7757   -0.2209   -0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -1.2954   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    1.2087   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8063    0.8736   -2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    2.4085   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191   -0.5119   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671    0.3225   -1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855    2.9145    1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580    2.0557    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831   -1.9953    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436   -2.8127   -0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -4.3878    0.1231 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 14  8  1  0
 21 15  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
  4 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AG 1879	ChEBI
AG-1879	ChEBI
AG1879	ChEBI
4-Amino-5-(4-chlorophenyl)-7-(t-butyl)pyrazolo(3,4-D)pyrimidine	HMDB
PP2 CPD	HMDB
SRC Family kinase inhibitor PP2	HMDB

Chemical Formula

C₁₅H₁₆ClN₅

Average Molecular Weight

301.78

Monoisotopic Molecular Weight

301.1094232

IUPAC Name

1-tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Traditional Name

PP2 (kinase inhibitor)

CAS Registry Number

Not Available

SMILES

CC(C)(C)N1N=C(C2=C1N=CN=C2N)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C15H16ClN5/c1-15(2,3)21-14-11(13(17)18-8-19-14)12(20-21)9-4-6-10(16)7-5-9/h4-8H,1-3H3,(H2,17,18,19)

InChI Key

PBBRWFOVCUAONR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Pyrazolo[3,4-d]pyrimidine
Pyrazolopyrimidine
Aminopyrimidine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Imidolactam
Heteroaromatic compound
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Primary amine
Amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic amine (CHEBI:78331 )
monochlorobenzenes (CHEBI:78331 )
pyrazolopyrimidine (CHEBI:78331 )

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	3.38	ALOGPS
logP	3.32	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.69	ChemAxon
pKa (Strongest Basic)	4.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.62 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.29 m³·mol⁻¹	ChemAxon
Polarizability	31.88 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]+	167.838	30932474
DeepCCS	[M-H]-	165.48	30932474
DeepCCS	[M-2H]-	198.366	30932474
DeepCCS	[M+Na]+	173.931	30932474
AllCCS	[M+H]+	167.4	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.6	32859911
AllCCS	[M+Na]+	171.5	32859911
AllCCS	[M-H]-	172.5	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	171.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.2501 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2387.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	442.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	252.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	534.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	469.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1022.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	551.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1339.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	283.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	181.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine	CC(C)(C)N1N=C(C2=C1N=CN=C2N)C1=CC=C(Cl)C=C1	3437.5	Standard polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine	CC(C)(C)N1N=C(C2=C1N=CN=C2N)C1=CC=C(Cl)C=C1	2747.8	Standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine	CC(C)(C)N1N=C(C2=C1N=CN=C2N)C1=CC=C(Cl)C=C1	2617.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C)N=CN=C21	2734.8	Semi standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C)N=CN=C21	2486.2	Standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C)N=CN=C21	3601.9	Standard polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	2610.9	Semi standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	2556.5	Standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3190.0	Standard polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21	2896.8	Semi standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21	2700.8	Standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,1TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N[Si](C)(C)C(C)(C)C)N=CN=C21	3593.8	Standard polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	2986.8	Semi standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	2972.4	Standard non polar	33892256
1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,2TBDMS,isomer #1	CC(C)(C)N1N=C(C2=CC=C(Cl)C=C2)C2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3283.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine GC-MS (Non-derivatized) - 70eV, Positive	splash10-066r-3090000000-bf45bc3ddb6b30381f68	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 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 - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 10V, Positive-QTOF	splash10-0udi-0039000000-0645b24dcb7e92ab090a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 20V, Positive-QTOF	splash10-0002-0092000000-410016569cc0b21a198b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 40V, Positive-QTOF	splash10-0n2d-1391000000-788385b592737a098120	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 10V, Negative-QTOF	splash10-0udi-0009000000-d3c67182d2827891f336	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 20V, Negative-QTOF	splash10-0udi-0029000000-3d140ebb0b9d57105f6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 40V, Negative-QTOF	splash10-00lu-5190000000-87c65461b2d277ffe62c	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

4712

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

PP2_(kinase_inhibitor)

METLIN ID

Not Available

PubChem Compound

4878

PDB ID

Not Available

ChEBI ID

78331

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 1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (HMDB0244786)

MOL for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

3D MOL for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

3D SDF for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

3D-SDF for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

PDB for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

3D PDB for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

SMILES for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

INCHI for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

Structure for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

3D Structure for HMDB0244786 (1-Tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra