NP-MRD: Showing NP-Card for 3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid (NP0296540)

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Record Information

Version

2.0

Created at

2022-09-10 06:10:47 UTC

Updated at

2022-09-10 06:10:48 UTC

NP-MRD ID

NP0296540

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid

Description

3-(3-Chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-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. 3-(3-Chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502312D          

 34 35  0  0  0  0            999 V2000
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    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
   -2.8579   -4.1250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    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  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  4  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
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  6 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
    2.4175    2.9881   -2.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9944    1.7376   -2.7242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    0.6040   -2.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484    0.6495   -1.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -0.5255   -1.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -1.7289   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764   -3.0163   -1.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0303   -3.6071   -0.0743 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6532   -3.8512   -0.3145 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -3.0512    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -2.1668    1.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2428   -3.3209    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8081   -2.7223    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370   -1.6178    1.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2934   -0.2948    1.0462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6774    0.1818   -0.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -0.2296    1.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4362   -1.2319    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512    1.1265    0.8843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7318    1.0767    0.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297    2.2059    1.7484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1533    2.0732    3.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2949    3.5474    1.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5092    4.0031    1.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0227    5.2250    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417    5.9994    0.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0165    5.5470    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5133    4.3195    0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208   -4.8875    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -5.9600    0.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -4.8430    0.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9073   -1.7924   -2.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647   -0.6250   -2.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8844   -0.6766   -3.9328 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5369    2.8501   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3870    3.2589   -2.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    3.7580   -2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    1.5896   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -0.4988   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776   -3.6993   -2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7237   -2.7859   -1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867   -2.8477    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3505   -4.6043   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0636   -4.1660   -0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687   -3.1397    0.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2648   -1.5352    1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855   -1.9401    2.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    0.4228    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405   -0.2132   -0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0451   -0.5466    2.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221   -1.3621   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7790   -2.1466    0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4286   -0.7411   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1187    1.4279   -0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    0.6656    1.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7130    2.2813    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    1.2377    3.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1395    3.4093    2.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9799    5.5639    1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6343    6.9661    0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141    6.1503   -0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    3.9443    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5544   -2.7355   -2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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 17 19  1  0
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 21 22  1  0
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 23 24  2  0
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 25 26  2  0
 26 27  1  0
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  8 29  1  0
 29 31  1  0
 29 30  2  0
  6 32  1  0
 32 33  2  0
 33 34  1  0
 33  3  1  0
 28 23  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  1
  9 43  1  0
 12 44  1  0
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 17 50  1  1
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 18 52  1  0
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 26 60  1  0
 27 61  1  0
 28 62  1  0
 31 63  1  0
 32 64  1  0
M  END


  Mrv1533004201502312D          

 34 35  0  0  0  0            999 V2000
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    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
   -2.8579   -4.1250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   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
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    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  0  0  0  0
  9 10  1  0  0  0  0
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 23 24  2  0  0  0  0
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 25 26  2  0  0  0  0
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 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  6 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296540

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CC(NC(=O)C=CCC(O)C(C)C(O)C(O)C2=CC=CC=C2)C(O)=O)C=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C25H30ClNO7/c1-15(23(30)24(31)17-7-4-3-5-8-17)20(28)9-6-10-22(29)27-19(25(32)33)14-16-11-12-21(34-2)18(26)13-16/h3-8,10-13,15,19-20,23-24,28,30-31H,9,14H2,1-2H3,(H,27,29)(H,32,33)

> <INCHI_KEY>
JCCRURJDQIVIFI-UHFFFAOYSA-N

> <FORMULA>
C25H30ClNO7

> <MOLECULAR_WEIGHT>
491.97

> <EXACT_MASS>
491.17108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
50.147772043415856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(3-chloro-4-methoxyphenyl)-2-(5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enamido)propanoic acid

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.5565067183333348

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.285026507365949

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.602027566374226

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4921513972661641

> <JCHEM_POLAR_SURFACE_AREA>
136.32

> <JCHEM_REFRACTIVITY>
128.16860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-chloro-4-methoxyphenyl)-2-(5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   34 Cl   UNK     0      -6.668 -11.550   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   29                                                  
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   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29    8   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    6   33                                                       
CONECT   33   32    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Value	Source
3-(3-Chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoate	Generator

Chemical Formula

C₂₅H₃₀ClNO₇

Average Mass

491.9700 Da

Monoisotopic Mass

491.17108 Da

IUPAC Name

3-(3-chloro-4-methoxyphenyl)-2-(5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enamido)propanoic acid

Traditional Name

3-(3-chloro-4-methoxyphenyl)-2-(5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enamido)propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC(NC(=O)C=CCC(O)C(C)C(O)C(O)C2=CC=CC=C2)C(O)=O)C=C1Cl

InChI Identifier

InChI=1S/C25H30ClNO7/c1-15(23(30)24(31)17-7-4-3-5-8-17)20(28)9-6-10-22(29)27-19(25(32)33)14-16-11-12-21(34-2)18(26)13-16/h3-8,10-13,15,19-20,23-24,28,30-31H,9,14H2,1-2H3,(H,27,29)(H,32,33)

InChI Key

JCCRURJDQIVIFI-UHFFFAOYSA-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
Amphetamine or derivatives
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Benzenoid
Monocyclic benzene moiety
Aryl halide
Secondary alcohol
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Ether
Monocarboxylic acid or derivatives
Polyol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Aromatic alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.44	ALOGPS
logP	2.56	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	-0.49	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.32 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	128.17 m³·mol⁻¹	ChemAxon
Polarizability	50.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

85082563

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid (NP0296540)

MOL for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

3D MOL for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

3D SDF for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

3D-SDF for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

PDB for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

3D PDB for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

SMILES for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

INCHI for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

Structure for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)

3D Structure for NP0296540 (3-(3-chloro-4-methoxyphenyl)-2-[(1,5,7,8-tetrahydroxy-6-methyl-8-phenyloct-2-en-1-ylidene)amino]propanoic acid)