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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:29:08 UTC

Update Date

2021-09-26 23:10:42 UTC

HMDB ID

HMDB0255678

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Noberastine

Description

Noberastine belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Based on a literature review a significant number of articles have been published on Noberastine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Noberastine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Noberastine 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

HMDB0255678
     RDKit          3D
Noberastine
 44 47  0  0  0  0  0  0  0  0999 V2000
    5.5087   -1.9464    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0245   -1.7656    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -2.7014    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -2.1369    0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -0.8848    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    0.0704    1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.9287    0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    0.6783   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.4738   -0.0983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -0.6132   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2690    0.4926   -1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851    0.2091   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0199   -1.0277   -0.4569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768   -2.0960   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -1.9785   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050    1.7215   -0.9242 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5524    2.6187   -0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    3.8432   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826    4.4935   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    3.9807    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758    2.7923    1.0482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2398    2.1211    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990   -0.7417    1.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -1.6283   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -1.3041    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066   -3.0229    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -3.6893    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -2.5829    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267   -0.5395    2.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5010    0.6643    2.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.2312    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7453   -0.5063   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    0.6470   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.4262   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.0459   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.1031    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -0.9845   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699   -3.0653   -0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -2.1015    0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -2.7048   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -2.3330   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    4.2142   -1.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    5.4525   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920    4.5565    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  5 23  1  0
 23  2  1  0
 22  7  1  0
 15 10  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END


  Mrv1652309112117292D          

 23 26  0  0  0  0            999 V2000
    2.1166   -3.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -3.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6965   -3.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179   -3.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9741   -2.6769    0.0000 O   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
   -0.1435   -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
    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 C   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
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255678

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(CN2C(NC3CCNCC3)=NC3=C2N=CC=C3)O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N5O/c1-12-4-5-14(23-12)11-22-16-15(3-2-8-19-16)21-17(22)20-13-6-9-18-10-7-13/h2-5,8,13,18H,6-7,9-11H2,1H3,(H,20,21)

> <INCHI_KEY>
VNIOQSAWKLOGLY-UHFFFAOYSA-N

> <FORMULA>
C17H21N5O

> <MOLECULAR_WEIGHT>
311.389

> <EXACT_MASS>
311.174610316

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.94266560164351

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{3-[(5-methylfuran-2-yl)methyl]-3H-imidazo[4,5-b]pyridin-2-yl}piperidin-4-amine

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.4180370989999989

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.979769332662045

> <JCHEM_POLAR_SURFACE_AREA>
67.91

> <JCHEM_REFRACTIVITY>
89.63759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[(5-methylfuran-2-yl)methyl]imidazo[4,5-b]pyridin-2-yl}piperidin-4-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255678
     RDKit          3D
Noberastine
 44 47  0  0  0  0  0  0  0  0999 V2000
    5.5087   -1.9464    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0245   -1.7656    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -2.7014    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -2.1369    0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -0.8848    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    0.0704    1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.9287    0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    0.6783   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.4738   -0.0983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -0.6132   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2690    0.4926   -1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851    0.2091   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0199   -1.0277   -0.4569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768   -2.0960   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -1.9785   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050    1.7215   -0.9242 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5524    2.6187   -0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    3.8432   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826    4.4935   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    3.9807    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758    2.7923    1.0482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2398    2.1211    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990   -0.7417    1.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -1.6283   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -1.3041    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066   -3.0229    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -3.6893    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -2.5829    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267   -0.5395    2.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5010    0.6643    2.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.2312    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7453   -0.5063   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    0.6470   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.4262   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.0459   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.1031    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -0.9845   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699   -3.0653   -0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -2.1015    0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -2.7048   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -2.3330   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    4.2142   -1.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    5.4525   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920    4.5565    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  5 23  1  0
 23  2  1  0
 22  7  1  0
 15 10  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  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       3.951  -6.724   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.445  -6.404   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.300  -7.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.033  -6.664   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.287  -5.158   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.818  -4.997   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -2.713  -1.303   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.793   1.365   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -5.023   2.698   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -3.483   2.698   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.713   1.365   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   10   16                                                       
CONECT   16   15    8   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0255678
HETATM    1  C1  UNL     1       5.509  -1.946   0.728  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.025  -1.766   0.888  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.085  -2.701   0.534  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.858  -2.137   0.847  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.110  -0.885   1.377  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.069   0.070   1.849  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.651   0.929   0.769  1.00  0.00           N  
HETATM    8  C7  UNL     1      -0.348   0.678  -0.078  1.00  0.00           C  
HETATM    9  N2  UNL     1      -1.204  -0.474  -0.098  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.249  -0.613  -1.075  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.269   0.493  -1.014  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.385   0.209  -0.038  1.00  0.00           C  
HETATM   13  N3  UNL     1      -5.020  -1.028  -0.457  1.00  0.00           N  
HETATM   14  C11 UNL     1      -4.077  -2.096  -0.196  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.837  -1.979  -1.033  1.00  0.00           C  
HETATM   16  N4  UNL     1      -0.405   1.722  -0.924  1.00  0.00           N  
HETATM   17  C13 UNL     1       0.552   2.619  -0.608  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.927   3.843  -1.142  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.983   4.493  -0.538  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.661   3.981   0.552  1.00  0.00           C  
HETATM   21  N5  UNL     1       2.276   2.792   1.048  1.00  0.00           N  
HETATM   22  C17 UNL     1       1.240   2.121   0.480  1.00  0.00           C  
HETATM   23  O1  UNL     1       3.399  -0.742   1.367  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.818  -1.628  -0.273  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.044  -1.304   1.457  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.707  -3.023   0.923  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.262  -3.689   0.096  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.906  -2.583   0.706  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.227  -0.539   2.245  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.501   0.664   2.701  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.075  -1.231   0.607  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.745  -0.506  -2.082  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.729   0.647  -2.010  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.756   1.426  -0.709  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.091   1.046  -0.090  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.948   0.103   0.974  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.223  -0.984  -1.481  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.570  -3.065  -0.458  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.856  -2.101   0.875  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.092  -2.705  -0.613  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.084  -2.333  -2.061  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.388   4.214  -1.981  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.273   5.452  -0.960  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.492   4.556   0.979  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3   23
CONECT    3    4   27
CONECT    4    5    5   28
CONECT    5    6   23
CONECT    6    7   29   30
CONECT    7    8   22
CONECT    8    9   16   16
CONECT    9   10   31
CONECT   10   11   15   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37
CONECT   14   15   38   39
CONECT   15   40   41
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   22
END

HMDB0255678
     RDKit          3D
Noberastine
 44 47  0  0  0  0  0  0  0  0999 V2000
    5.5087   -1.9464    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0245   -1.7656    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -2.7014    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -2.1369    0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -0.8848    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    0.0704    1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.9287    0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    0.6783   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -0.4738   -0.0983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -0.6132   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2690    0.4926   -1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851    0.2091   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0199   -1.0277   -0.4569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768   -2.0960   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -1.9785   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050    1.7215   -0.9242 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5524    2.6187   -0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    3.8432   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826    4.4935   -0.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    3.9807    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758    2.7923    1.0482 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2398    2.1211    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990   -0.7417    1.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -1.6283   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -1.3041    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066   -3.0229    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -3.6893    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -2.5829    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267   -0.5395    2.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5010    0.6643    2.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.2312    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7453   -0.5063   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286    0.6470   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    1.4262   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.0459   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9480    0.1031    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -0.9845   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5699   -3.0653   -0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -2.1015    0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -2.7048   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838   -2.3330   -2.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3882    4.2142   -1.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    5.4525   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920    4.5565    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  5 23  1  0
 23  2  1  0
 22  7  1  0
 15 10  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁N₅O

Average Molecular Weight

311.389

Monoisotopic Molecular Weight

311.174610316

IUPAC Name

N-{3-[(5-methylfuran-2-yl)methyl]-3H-imidazo[4,5-b]pyridin-2-yl}piperidin-4-amine

Traditional Name

N-{3-[(5-methylfuran-2-yl)methyl]imidazo[4,5-b]pyridin-2-yl}piperidin-4-amine

CAS Registry Number

Not Available

SMILES

CC1=CC=C(CN2C(NC3CCNCC3)=NC3=C2N=CC=C3)O1

InChI Identifier

InChI=1S/C17H21N5O/c1-12-4-5-14(23-12)11-22-16-15(3-2-8-19-16)21-17(22)20-13-6-9-18-10-7-13/h2-5,8,13,18H,6-7,9-11H2,1H3,(H,20,21)

InChI Key

VNIOQSAWKLOGLY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyridines

Sub Class

Not Available

Direct Parent

Imidazopyridines

Alternative Parents

Substituents

Imidazopyridine
Secondary aliphatic/aromatic amine
Aminoimidazole
N-substituted imidazole
Piperidine
Pyridine
Azole
Furan
Imidazole
Heteroaromatic compound
Secondary aliphatic amine
Oxacycle
Secondary amine
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	2.22	ALOGPS
logP	1.42	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	9.98	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.64 m³·mol⁻¹	ChemAxon
Polarizability	34.94 Å³	ChemAxon
Number of Rings	4	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]+	175.297	30932474
DeepCCS	[M-H]-	172.939	30932474
DeepCCS	[M-2H]-	205.825	30932474
DeepCCS	[M+Na]+	181.391	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.2	32859911
AllCCS	[M+NH4]+	178.6	32859911
AllCCS	[M+Na]+	179.5	32859911
AllCCS	[M-H]-	177.6	32859911
AllCCS	[M+Na-2H]-	177.3	32859911
AllCCS	[M+HCOO]-	177.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Noberastine	CC1=CC=C(CN2C(NC3CCNCC3)=NC3=C2N=CC=C3)O1	3475.0	Standard polar	33892256
Noberastine	CC1=CC=C(CN2C(NC3CCNCC3)=NC3=C2N=CC=C3)O1	2711.7	Standard non polar	33892256
Noberastine	CC1=CC=C(CN2C(NC3CCNCC3)=NC3=C2N=CC=C3)O1	2802.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Noberastine,1TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	2844.6	Semi standard non polar	33892256
Noberastine,1TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	2721.8	Standard non polar	33892256
Noberastine,1TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	4101.9	Standard polar	33892256
Noberastine,1TMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C)CC3)=NC3=CC=CN=C32)O1	2997.8	Semi standard non polar	33892256
Noberastine,1TMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C)CC3)=NC3=CC=CN=C32)O1	2792.0	Standard non polar	33892256
Noberastine,1TMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C)CC3)=NC3=CC=CN=C32)O1	4173.7	Standard polar	33892256
Noberastine,2TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C)CC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	2980.5	Semi standard non polar	33892256
Noberastine,2TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C)CC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	2874.2	Standard non polar	33892256
Noberastine,2TMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C)CC3)[Si](C)(C)C)=NC3=CC=CN=C32)O1	3902.7	Standard polar	33892256
Noberastine,1TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	3040.5	Semi standard non polar	33892256
Noberastine,1TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	2890.1	Standard non polar	33892256
Noberastine,1TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCNCC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	4132.6	Standard polar	33892256
Noberastine,1TBDMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C(C)(C)C)CC3)=NC3=CC=CN=C32)O1	3204.7	Semi standard non polar	33892256
Noberastine,1TBDMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C(C)(C)C)CC3)=NC3=CC=CN=C32)O1	2973.7	Standard non polar	33892256
Noberastine,1TBDMS,isomer #2	CC1=CC=C(CN2C(NC3CCN([Si](C)(C)C(C)(C)C)CC3)=NC3=CC=CN=C32)O1	4319.6	Standard polar	33892256
Noberastine,2TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C(C)(C)C)CC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	3382.7	Semi standard non polar	33892256
Noberastine,2TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C(C)(C)C)CC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	3223.5	Standard non polar	33892256
Noberastine,2TBDMS,isomer #1	CC1=CC=C(CN2C(N(C3CCN([Si](C)(C)C(C)(C)C)CC3)[Si](C)(C)C(C)(C)C)=NC3=CC=CN=C32)O1	4028.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Noberastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9350000000-26df752408e680aad2fe	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Noberastine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

54567

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60531

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 Noberastine (HMDB0255678)

MOL for HMDB0255678 (Noberastine)

3D MOL for HMDB0255678 (Noberastine)

3D SDF for HMDB0255678 (Noberastine)

3D-SDF for HMDB0255678 (Noberastine)

PDB for HMDB0255678 (Noberastine)

3D PDB for HMDB0255678 (Noberastine)

SMILES for HMDB0255678 (Noberastine)

INCHI for HMDB0255678 (Noberastine)

Structure for HMDB0255678 (Noberastine)

3D Structure for HMDB0255678 (Noberastine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra