NP-MRD: Showing NP-Card for 2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid (NP0298199)

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Record Information

Version

2.0

Created at

2022-09-10 09:14:55 UTC

Updated at

2022-09-10 09:14:55 UTC

NP-MRD ID

NP0298199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid

Description

Aminoansamycin F belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. Based on a literature review very few articles have been published on Aminoansamycin F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102211142D          

 31 33  0  0  1  0            999 V2000
    6.1759   -2.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1549   -1.2867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4753   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6858   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -0.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0741   -0.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -0.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543    0.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363    0.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706    1.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3904    0.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2084    0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7030    2.5913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    3.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8373    3.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535    4.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6517    4.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8337    4.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    4.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    3.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    4.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3832    3.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228    2.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    1.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3426    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5349   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8098   -0.7849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6006   -1.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  1  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    5.4415   -1.8775   -0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -0.4312   -0.6973 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3084   -0.0696   -1.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0497    0.8787   -2.6827 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123   -0.5794   -2.3756 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616   -0.6057   -1.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.8782   -1.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219   -2.2408   -1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1209   -3.4363   -0.8866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6237   -1.1189   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944    0.1791   -0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9778    0.5045   -1.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    1.7535   -1.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    1.0375   -0.3018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6474    0.3898   -0.4799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192    0.8221    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8773    2.0338    0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100    2.5344    1.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1601    1.7922    1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1339    0.5768    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9685    0.0722    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1108   -1.2277   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1813   -1.8347   -1.0511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3319   -1.8948   -0.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    1.0984    1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0822    0.2681    1.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2674    0.5733    2.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3940    1.2454    1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    0.8991    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1208   -0.3046    0.5420 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4532   -1.5080    0.7308 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5817   -2.5370   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7810   -2.1313   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2035   -2.0016    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8762    0.1622   -0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    0.5402   -3.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -2.7581   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684   -1.4025   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427    2.0406   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6634   -0.3837   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0106    2.7082    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0291    3.4968    1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0850    2.1626    1.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0723    0.0117    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0794   -1.7082   -1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768    2.1479    1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    0.7428    1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526   -0.8262    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568    0.2208    3.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5450    2.2971    1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    1.6544   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -0.2779    1.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -1.8101    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 30  1  0
 30 31  1  0
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 14  1  0
 14 15  1  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 22  1  0
 22 24  1  0
 22 23  2  0
 14 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  6 12  1  0
 12 13  2  0
  3  2  1  0
 21 16  1  0
 12 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
 30 52  1  1
 31 53  1  0
 29 51  1  0
 28 50  1  0
 27 49  1  0
 26 48  1  0
 25 46  1  0
 25 47  1  0
 14 39  1  6
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 24 45  1  0
 10 38  1  0
  7 37  1  0
  4 36  1  0
M  END


  Mrv1652309102211142D          

 31 33  0  0  1  0            999 V2000
    6.1759   -2.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1549   -1.2867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4753   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6858   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -0.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0741   -0.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -0.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543    0.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363    0.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0706    1.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3904    0.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2084    0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7030    2.5913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    3.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8373    3.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1535    4.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6517    4.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8337    4.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    4.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    3.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    4.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3832    3.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228    2.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    1.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3426    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444    0.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5349   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8098   -0.7849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6006   -1.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0298199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H](O)\C=C\C=C\C[C@H](NC2=CC=CC=C2C(O)=O)C2=CC(=O)C=C(N=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H22N2O6/c1-13-20(27)10-4-2-3-8-18(24-17-9-6-5-7-15(17)23(30)31)16-11-14(26)12-19(21(16)28)25-22(13)29/h2-7,9-13,18,20,24,27H,8H2,1H3,(H,25,29)(H,30,31)/b3-2+,10-4+/t13-,18+,20-/m1/s1

> <INCHI_KEY>
MPVQPROGFMSZBU-VFIWSIKLSA-N

> <FORMULA>
C23H22N2O6

> <MOLECULAR_WEIGHT>
422.437

> <EXACT_MASS>
422.147786436

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.96086310147105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(4R,5R,6E,8E,11S)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid

> <JCHEM_LOGP>
3.1475419186666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.123332328290574

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.367163233008514

> <JCHEM_PKA_STRONGEST_BASIC>
1.500241001696631

> <JCHEM_POLAR_SURFACE_AREA>
136.29

> <JCHEM_REFRACTIVITY>
119.73739999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(4R,5R,6E,8E,11S)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      11.528  -3.941   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.489  -2.402   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.221  -1.529   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.614  -0.040   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       8.542  -1.675   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.605  -0.452   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.078  -0.652   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.141   0.570   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.614   0.370   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.732   1.992   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.259   2.192   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.195   0.970   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.722   1.170   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.849   3.615   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.912   4.837   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       7.503   6.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.030   6.459   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.620   7.882   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.683   9.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.156   8.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.566   7.482   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.039   7.282   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.102   8.504   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.449   5.860   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.376   3.815   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.313   2.592   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.840   2.792   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.776   1.570   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.198  -0.013   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.712  -1.465   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.188  -1.904   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15   25                                                  
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   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   14   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₂N₂O₆

Average Mass

422.4370 Da

Monoisotopic Mass

422.14779 Da

IUPAC Name

2-{[(4R,5R,6E,8E,11S)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid

Traditional Name

2-{[(4R,5R,6E,8E,11S)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H](O)\C=C\C=C\C[C@H](NC2=CC=CC=C2C(O)=O)C2=CC(=O)C=C(N=C1O)C2=O

InChI Identifier

InChI=1S/C23H22N2O6/c1-13-20(27)10-4-2-3-8-18(24-17-9-6-5-7-15(17)23(30)31)16-11-14(26)12-19(21(16)28)25-22(13)29/h2-7,9-13,18,20,24,27H,8H2,1H3,(H,25,29)(H,30,31)/b3-2+,10-4+/t13-,18+,20-/m1/s1

InChI Key

MPVQPROGFMSZBU-VFIWSIKLSA-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 aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Benzoic acid
Phenylalkylamine
Aniline or substituted anilines
Benzoyl
Secondary aliphatic/aromatic amine
Vinylogous amide
Cyclic carboximidic acid
Amino acid
Cyclic ketone
Secondary alcohol
Ketone
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.15	ChemAxon
pKa (Strongest Acidic)	4.37	ChemAxon
pKa (Strongest Basic)	1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	119.74 m³·mol⁻¹	ChemAxon
Polarizability	41.96 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

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

146683256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid (NP0298199)

MOL for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

3D MOL for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

3D SDF for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

3D-SDF for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

PDB for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

3D PDB for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

SMILES for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

INCHI for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

Structure for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)

3D Structure for NP0298199 (2-{[(4r,5r,6e,8e,11s)-3,5-dihydroxy-4-methyl-14,16-dioxo-2-azabicyclo[10.3.1]hexadeca-1(15),2,6,8,12-pentaen-11-yl]amino}benzoic acid)