NP-MRD: Showing NP-Card for (2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid (NP0171885)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 08:35:18 UTC

Updated at

2022-09-03 08:35:19 UTC

NP-MRD ID

NP0171885

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid

Description

SCHEMBL20875646 belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on SCHEMBL20875646.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032210352D          

 34 36  0  0  1  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  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
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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 O   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
    5.0013   -3.7125    0.0000 C   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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   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
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  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  2  0  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
 14 19  1  0  0  0  0
  7 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  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
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 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
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
   -2.7290    6.6869    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    6.0773    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2132    4.8040    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    4.1318   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411    2.8670   -0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4978    2.2826   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1372    0.9171   -0.7279 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5302    1.0611   -2.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6526    1.9511   -1.9194 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117    1.6052   -1.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856    2.5891   -1.4483 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    0.2050   -1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2719   -0.2109   -0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5968   -1.5905   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053   -2.6373   -0.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751   -3.9481   -0.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590   -4.2449    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2604   -3.2052    0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8927   -1.9152   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2581    0.0590   -0.7551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -1.0871   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4601   -1.4580    0.7255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872   -1.8944   -0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -2.9997    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -3.8640    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -5.0243    1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -5.8395    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0998   -5.5555    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0895   -4.4151   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9813   -3.6080   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966    2.9509    0.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    4.2179    1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6682    4.9221    1.9900 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    4.4670    2.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8143    7.7420    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334    6.6399   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6278    6.1026    0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    4.6038   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2256    2.3105   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    0.4838   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    0.1249   -2.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1867    1.6130   -2.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8341    3.3703   -2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -0.5469   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0429    0.5474   -0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -2.4633   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -4.7636   -0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6360   -5.2662    0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2603   -3.4160    0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091   -1.0850   -0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020   -1.5908   -0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -3.2732    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -5.2275    1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -6.7326    1.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9377   -6.2241    0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   -4.1788   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0027   -2.7288   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    2.4636    1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5058    5.3776    2.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486    4.0498    3.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382    3.7703    1.9780 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
  4  5  1  0
  5  6  2  0
  6 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 32  3  1  0
 19 14  1  0
 30 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
 31 58  1  0
 34 59  1  0
 34 60  1  0
 34 61  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END


  Mrv1652309032210352D          

 34 36  0  0  1  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  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
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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 O   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
    5.0013   -3.7125    0.0000 C   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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   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
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  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  2  0  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
 14 19  1  0  0  0  0
  7 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  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
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 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
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0171885

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)[C@H](CN=C(O)\C=C\C1=CC=CC=C1)OC(=O)\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H27NO5/c1-32-24-16-15-23(19-25(24)33-2)26(34-28(31)18-14-22-11-7-4-8-12-22)20-29-27(30)17-13-21-9-5-3-6-10-21/h3-19,26H,20H2,1-2H3,(H,29,30)/b17-13+,18-14+/t26-/m0/s1

> <INCHI_KEY>
CUXXAUBWEIJETF-LJPAJXQRSA-N

> <FORMULA>
C28H27NO5

> <MOLECULAR_WEIGHT>
457.526

> <EXACT_MASS>
457.188922973

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
50.34144401155409

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-[(2R)-2-(3,4-dimethoxyphenyl)-2-{[(2E)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
6.1851102010000005

> <ALOGPS_LOGS>
-6.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.9820512312941725

> <JCHEM_PKA_STRONGEST_BASIC>
3.9448822528701353

> <JCHEM_POLAR_SURFACE_AREA>
77.35000000000001

> <JCHEM_REFRACTIVITY>
133.36970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.63e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(2R)-2-(3,4-dimethoxyphenyl)-2-{[(2E)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   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      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+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   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    7   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31    6   32                                                       
CONECT   32   31    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₇NO₅

Average Mass

457.5260 Da

Monoisotopic Mass

457.18892 Da

IUPAC Name

(2E)-N-[(2R)-2-(3,4-dimethoxyphenyl)-2-{[(2E)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid

Traditional Name

(2E)-N-[(2R)-2-(3,4-dimethoxyphenyl)-2-{[(2E)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)[C@H](CN=C(O)\C=C\C1=CC=CC=C1)OC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C28H27NO5/c1-32-24-16-15-23(19-25(24)33-2)26(34-28(31)18-14-22-11-7-4-8-12-22)20-29-27(30)17-13-21-9-5-3-6-10-21/h3-19,26H,20H2,1-2H3,(H,29,30)/b17-13+,18-14+/t26-/m0/s1

InChI Key

CUXXAUBWEIJETF-LJPAJXQRSA-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 cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Benzyloxycarbonyl
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Phenol ether
Styrene
Phenoxy compound
Methoxybenzene
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Ether
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen 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	5.26	ALOGPS
logP	6.19	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	5.98	ChemAxon
pKa (Strongest Basic)	3.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.35 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	133.37 m³·mol⁻¹	ChemAxon
Polarizability	50.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

138523232

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid (NP0171885)

MOL for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

3D MOL for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

3D SDF for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

3D-SDF for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

PDB for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

3D PDB for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

SMILES for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

INCHI for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

Structure for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)

3D Structure for NP0171885 ((2e)-n-[(2r)-2-(3,4-dimethoxyphenyl)-2-{[(2e)-3-phenylprop-2-enoyl]oxy}ethyl]-3-phenylprop-2-enimidic acid)