NP-MRD: Showing NP-Card for (2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid (NP0283626)

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Record Information

Version

2.0

Created at

2022-09-09 10:58:05 UTC

Updated at

2022-09-09 10:58:05 UTC

NP-MRD ID

NP0283626

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid

Description

(2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092212582D          

 33 35  0  0  1  0            999 V2000
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 Cl  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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  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
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 18 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
  8 28  1  0  0  0  0
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 28 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
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    9.6311    0.1496   -0.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2240    0.1498   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817    0.9191    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4737    0.1129   -0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0198    0.0693   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3253   -0.9552    0.0567 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9079   -0.8417   -0.2082 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485    0.1291    0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9304    1.0332    1.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1948    0.2668    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486    1.2576    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426    1.5949    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    0.6724   -0.2030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4463    1.3166   -0.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2705    0.3440   -0.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6670    0.5468   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9764    0.8460    0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3003    1.0355    1.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3260    0.9231    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0303    0.6242   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7309    0.4412   -1.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7963   -0.9784   -0.2644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7512   -1.6250    0.5064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065   -0.5295    0.6072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6719   -1.6349    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547   -2.3336   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372   -2.7478   -0.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -3.2682   -0.7746 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2492   -0.6500   -1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6231   -0.6431   -1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5417   -1.6308   -2.5479 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9923    2.0358    0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3625    0.8030    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4670    1.4832    0.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -0.0712   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4468   -0.7763    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393    1.0708    2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -0.4445   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3210    2.6047    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.4009   -1.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761    0.3806   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309092212582D          

 33 35  0  0  1  0            999 V2000
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3020   -2.5070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0283626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@@H](N=C(O)\C=C\CC2OC([C@H](O)[C@H]2C)C2=CC=CC=C2)C(O)=O)C=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C25H28ClNO6/c1-15-20(33-24(23(15)29)17-7-4-3-5-8-17)9-6-10-22(28)27-19(25(30)31)14-16-11-12-21(32-2)18(26)13-16/h3-8,10-13,15,19-20,23-24,29H,9,14H2,1-2H3,(H,27,28)(H,30,31)/b10-6+/t15-,19+,20?,23+,24?/m0/s1

> <INCHI_KEY>
MXWQNUHYXKSVSE-BDOOVZNJSA-N

> <FORMULA>
C25H28ClNO6

> <MOLECULAR_WEIGHT>
473.95

> <EXACT_MASS>
473.1605153

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.55552973194174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid

> <JCHEM_LOGP>
4.537814417666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.8837256534323865

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6161302827528643

> <JCHEM_PKA_STRONGEST_BASIC>
1.3063015589320914

> <JCHEM_POLAR_SURFACE_AREA>
108.58

> <JCHEM_REFRACTIVITY>
125.18020000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.002   9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.342  -5.926   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   33 Cl   UNK     0      -8.002   6.160   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   28                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
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                                                       
CONECT   24   17   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   15   27                                                  
CONECT   27   26                                                            
CONECT   28    8   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    6   32                                                       
CONECT   32   31    3   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
(2R)-3-(3-Chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoate	Generator

Chemical Formula

C₂₅H₂₈ClNO₆

Average Mass

473.9500 Da

Monoisotopic Mass

473.16052 Da

IUPAC Name

(2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid

Traditional Name

(2R)-3-(3-chloro-4-methoxyphenyl)-2-{[(2E)-1-hydroxy-4-[(3R,4R)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@@H](N=C(O)\C=C\CC2OC([C@H](O)[C@H]2C)C2=CC=CC=C2)C(O)=O)C=C1Cl

InChI Identifier

InChI=1S/C25H28ClNO6/c1-15-20(33-24(23(15)29)17-7-4-3-5-8-17)9-6-10-22(28)27-19(25(30)31)14-16-11-12-21(32-2)18(26)13-16/h3-8,10-13,15,19-20,23-24,29H,9,14H2,1-2H3,(H,27,28)(H,30,31)/b10-6+/t15-,19+,20?,23+,24?/m0/s1

InChI Key

MXWQNUHYXKSVSE-BDOOVZNJSA-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 phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Glycosyl compound
C-glycosyl compound
Pentose monosaccharide
Amphetamine or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Halobenzene
Chlorobenzene
Alkyl aryl ether
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Carbonyl group
Alcohol
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	4.54	ChemAxon
pKa (Strongest Acidic)	3.62	ChemAxon
pKa (Strongest Basic)	1.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.58 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	125.18 m³·mol⁻¹	ChemAxon
Polarizability	49.56 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	Yes	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

155802208

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid (NP0283626)

MOL for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

3D MOL for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

3D SDF for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

3D-SDF for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

PDB for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

3D PDB for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

SMILES for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

INCHI for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

Structure for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)

3D Structure for NP0283626 ((2r)-3-(3-chloro-4-methoxyphenyl)-2-{[(2e)-1-hydroxy-4-[(3r,4r)-4-hydroxy-3-methyl-5-phenyloxolan-2-yl]but-2-en-1-ylidene]amino}propanoic acid)