NP-MRD: Showing NP-Card for methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate (NP0242228)

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Record Information

Version

2.0

Created at

2022-09-07 02:29:37 UTC

Updated at

2022-09-07 02:29:38 UTC

NP-MRD ID

NP0242228

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate

Description

SCHEMBL5820726 belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups. SCHEMBL5820726 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515152D          

 34 37  0  0  0  0            999 V2000
    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 O   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
    1.4289   -0.0000    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   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
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 N   0  0  0  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
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892   -0.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    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
    3.0667   -5.1768    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  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
  7 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  5 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
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    1.0535    1.3531    3.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    0.6264    2.6261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    0.6616    1.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833    1.3897    2.4745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -0.0817    0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.0237    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706    0.7441    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2484    0.1581    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3151    0.9545    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2596    2.3280    1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3439    3.1040    1.5232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0784    2.9265    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113    2.1326    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054   -0.8328   -1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405   -1.0895   -2.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3459   -2.3533   -2.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3258   -2.5640   -3.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8438   -1.5347   -3.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8304   -1.7931   -4.9225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3439   -0.2681   -3.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3641   -0.0617   -2.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223   -1.3614   -1.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -0.8990    0.0464 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173   -1.2011    0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -0.2644   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1037    0.6707   -0.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964   -0.4092    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374    0.4791   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1777    0.3319   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6368   -0.6862    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0121   -0.8075    0.9871 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343    0.1159    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7316   -1.5765    1.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883   -1.4159    0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654    2.2744    3.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636    0.6823    4.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1227    1.5988    3.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -0.9191    0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2660    0.5109    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3135    4.0978    1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    4.0169    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833    2.6363    0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9879   -3.1971   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7357   -3.5640   -3.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8261   -1.7552   -4.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7472    0.5416   -4.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    0.9346   -2.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -2.0475   -1.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6422   -1.2521    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2639    0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    1.2913   -1.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610    1.0444   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9198    0.0330    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5881    1.1719    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9603   -0.0892   -0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0863   -2.3842    1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651   -2.1143    1.3896 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
  3  5  1  0
  5  6  2  0
  6 14  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 23  5  1  0
 34 27  1  0
 21 15  1  0
 13  7  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 28 51  1  0
 29 52  1  0
 32 53  1  0
 32 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
M  END


  Mrv1533004251515152D          

 34 37  0  0  0  0            999 V2000
    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 O   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
    1.4289   -0.0000    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1227   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7358   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 C   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
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 N   0  0  0  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
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892   -0.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    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
    3.0667   -5.1768    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  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
  7 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  5 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
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(C(=CN1CC(=O)C1=CC=C(OC)C=C1)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H23NO6/c1-33-22-13-7-18(8-14-22)24(31)16-28-15-23(17-3-9-20(29)10-4-17)25(26(28)27(32)34-2)19-5-11-21(30)12-6-19/h3-15,29-30H,16H2,1-2H3

> <INCHI_KEY>
ZKZZSWDOUMIDBO-UHFFFAOYSA-N

> <FORMULA>
C27H23NO6

> <MOLECULAR_WEIGHT>
457.482

> <EXACT_MASS>
457.152537465

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
48.05895528504852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.962155254333333

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.944324405362893

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.329096925123297

> <JCHEM_PKA_STRONGEST_BASIC>
-4.837166088938386

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
128.21540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

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HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.364  -1.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.829  -0.757   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.973  -1.788   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.438  -1.312   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.653  -3.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.189  -3.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.088  -3.215   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.201  -5.276   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.130  -4.324   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.595  -3.848   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.915  -2.342   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.380  -1.866   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.524  -2.897   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.771  -1.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
CONECT   14    6   15   28                                                  
CONECT   15   14   16                                                       
CONECT   16   15    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   20                                                       
CONECT   28   14   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   28                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
Lamellarin-O	MeSH

Chemical Formula

C₂₇H₂₃NO₆

Average Mass

457.4820 Da

Monoisotopic Mass

457.15254 Da

IUPAC Name

methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-pyrrole-2-carboxylate

Traditional Name

methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C(=CN1CC(=O)C1=CC=C(OC)C=C1)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C27H23NO6/c1-33-22-13-7-18(8-14-22)24(31)16-28-15-23(17-3-9-20(29)10-4-17)25(26(28)27(32)34-2)19-5-11-21(30)12-6-19/h3-15,29-30H,16H2,1-2H3

InChI Key

ZKZZSWDOUMIDBO-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 diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Diphenylpyrroles

Alternative Parents

Substituents

3,4-diphenylpyrrole
Alkyl-phenylketone
Phenylketone
Phenoxy compound
Anisole
Benzoyl
Phenol ether
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Pyrrole-2-carboxylic acid or derivatives
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Methyl ester
Ketone
Carboxylic acid ester
Ether
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	4.82	ALOGPS
logP	4.96	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	128.22 m³·mol⁻¹	ChemAxon
Polarizability	48.06 Å³	ChemAxon
Number of Rings	4	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

11048765

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate (NP0242228)

MOL for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

3D MOL for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

3D SDF for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

3D-SDF for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

PDB for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

3D PDB for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

SMILES for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

INCHI for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

Structure for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)

3D Structure for NP0242228 (methyl 3,4-bis(4-hydroxyphenyl)-1-[2-(4-methoxyphenyl)-2-oxoethyl]pyrrole-2-carboxylate)