NP-MRD: Showing NP-Card for (2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one (NP0329702)

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Record Information

Version

2.0

Created at

2022-09-12 14:19:47 UTC

Updated at

2022-09-12 14:19:48 UTC

NP-MRD ID

NP0329702

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one

Description

Atpenin A5 belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. Atpenin A5 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

AT5
  Mrv0541 02231217482D          

 26 26  0  0  0  0            999 V2000
    0.0373   -1.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518   -0.3164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4663   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -0.3164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1808    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -0.7289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8952   -1.5539    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6097   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242   -0.7289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7518    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -0.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    0.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373    0.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    1.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771    2.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205    0.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5350    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -1.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518   -0.9003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -0.0244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -1.0208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  6  0  0  0
  3 24  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  5 25  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  7 26  1  1  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  2  0  0  0  0
 13 14  1  0  0  0  0
 13 23  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
    5.5203    1.1683   -1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359    0.0138   -0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913   -0.0656   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8275    0.9294   -0.5142 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305    0.8749   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7957    1.8621   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735   -0.2414    0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896   -0.4097    0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -1.5306    1.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    0.4399    0.8837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3183    1.8351    1.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    0.3804   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    0.8940   -0.6538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7203    2.3288   -0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4906    0.0672    0.0610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0848    0.8226   -0.2743 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166   -1.3724   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8150   -2.2156    0.5499 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9932   -1.2802    0.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -2.4416    1.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029   -1.2142    0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -2.2353    0.6130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3305   -3.2294   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3657    2.0924   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5883    0.9628   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    1.2241   -2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1650    1.8019   -1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -0.0905    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763    2.5848    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160    1.9968    2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    1.9886    2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -0.7197   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    0.8101   -1.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6899    0.7507   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8275    2.6279    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0996    3.0106   -1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7640    2.5092   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2727    0.1773    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6673   -1.5111   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5415   -1.8460   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977   -3.1888    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3529   -3.6479   -0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0627   -2.8449   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6359   -4.0691   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  3  2  1  0
  2  1  1  0
  5  7  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  1
 17 39  1  0
 17 40  1  0
 20 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

AT5
  Mrv0541 02231217482D          

 26 26  0  0  0  0            999 V2000
    0.0373   -1.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518   -0.3164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4663   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -0.3164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1808    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -0.7289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8952   -1.5539    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6097   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242   -0.7289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7518    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061   -0.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1061    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    0.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373    0.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    1.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6771    2.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8205    0.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5350    0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -1.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518   -0.9003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -0.0244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -1.0208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  6  0  0  0
  3 24  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  5 25  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  7 26  1  1  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  2  0  0  0  0
 13 14  1  0  0  0  0
 13 23  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329702

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](C)(C[C@]([H])(C)[C@@]([H])(Cl)CCl)C(=O)C1=C(O)C(OC)=C(NC1=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1

> <INCHI_KEY>
OVULNOOPECCZRG-CIUDSAMLSA-N

> <FORMULA>
C15H21Cl2NO5

> <MOLECULAR_WEIGHT>
366.237

> <EXACT_MASS>
365.079678201

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.89654573358489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.637142161999999

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.944687001221045

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.075039725475791

> <JCHEM_PKA_STRONGEST_BASIC>
-4.654530267952862

> <JCHEM_POLAR_SURFACE_AREA>
84.86000000000001

> <JCHEM_REFRACTIVITY>
99.10439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atpenin A5

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: AT5                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       0.070  -2.901   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.070  -1.361   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.403  -0.591   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.737  -1.361   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.071  -0.591   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.071   0.949   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.404  -1.361   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       5.404  -2.901   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       6.738  -0.591   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       8.072  -1.361   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0       1.403   0.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.264  -0.591   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.598  -1.361   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -3.931  -0.591   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.931   0.949   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.598   1.719   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.264   0.949   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.070   1.719   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.598   3.259   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.264   4.029   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.265   1.719   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.599   0.949   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.598  -2.901   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       1.403  -1.681   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.127  -0.046   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.460  -1.905   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   11   24                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7   25                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   26                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    3                                                            
CONECT   12    2   13   17                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   19                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19                                                            
CONECT   21   15   22                                                       
CONECT   22   21                                                            
CONECT   23   13                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    7                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁Cl₂NO₅

Average Mass

366.2370 Da

Monoisotopic Mass

365.07968 Da

IUPAC Name

3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1,2-dihydropyridin-2-one

Traditional Name

atpenin A5

CAS Registry Number

Not Available

SMILES

[H][C@](C)(C[C@]([H])(C)[C@@]([H])(Cl)CCl)C(=O)C1=C(O)C(OC)=C(NC1=O)OC

InChI Identifier

InChI=1S/C15H21Cl2NO5/c1-7(9(17)6-16)5-8(2)11(19)10-12(20)13(22-3)15(23-4)18-14(10)21/h7-9H,5-6H2,1-4H3,(H2,18,20,21)/t7-,8-,9-/m0/s1

InChI Key

OVULNOOPECCZRG-CIUDSAMLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Alkyl aryl ether
Dihydropyridine
Pyridinone
Hydroxypyridine
Hydropyridine
Pyridine
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Lactam
Organoheterocyclic compound
Azacycle
Ether
Hydrocarbon derivative
Organochloride
Organohalogen compound
Organonitrogen compound
Organic nitrogen compound
Alkyl chloride
Organopnictogen compound
Alkyl halide
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.13	ALOGPS
logP	2.64	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	6.08	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.86 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	99.1 m³·mol⁻¹	ChemAxon
Polarizability	34.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB04631

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

197273

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one (NP0329702)

MOL for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

3D MOL for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

3D SDF for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

3D-SDF for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

PDB for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

3D PDB for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

SMILES for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

INCHI for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

Structure for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)

3D Structure for NP0329702 ((2s,4s,5r)-5,6-dichloro-1-(2,4-dihydroxy-5,6-dimethoxypyridin-3-yl)-2,4-dimethylhexan-1-one)