NP-MRD: Showing NP-Card for cernumidine (NP0041018)

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Record Information

Version

2.0

Created at

2021-06-20 23:02:32 UTC

Updated at

2021-06-30 00:15:17 UTC

NP-MRD ID

NP0041018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cernumidine

Provided By

JEOL Database JEOL Logo

Description

cernumidine is found in Solanum cernuum. cernumidine was first documented in 2011 (Lopes, L. C., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101023D          

 42 43  0  0  0  0            999 V2000
    2.7655    4.0655    3.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    2.6886    3.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.2274    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5652    2.9723    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    2.3608    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267    1.0038    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    0.4116    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -0.5658   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -1.0817   -1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.6476   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -2.0802   -2.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376   -2.6998   -2.8129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2564   -3.7100   -2.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4179   -4.9720   -2.0860 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8895   -4.9224   -3.5129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7477   -3.4985   -3.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -3.0281   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -3.7415   -5.9412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -1.6983   -5.1106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885    0.2554    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    0.8710    2.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    0.1065    2.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    4.2777    4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.7053    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.2899    4.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    4.0261    2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464    2.9627    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    0.8294    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.9898   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.3940   -2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.9363   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -3.4032   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -3.8832   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -4.9237   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -5.8799   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -5.4539   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -5.3779   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651   -4.7301   -5.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -1.0411   -4.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -1.3592   -5.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -0.8055    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.7190    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 12 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  3  2  0  0  0  0
  8  9  1  0  0  0  0
 16 15  1  0  0  0  0
  9 11  1  0  0  0  0
  3 21  1  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
 21 22  1  0  0  0  0
 21 20  2  0  0  0  0
  3  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
 20  6  1  0  0  0  0
 16 17  1  0  0  0  0
 13 12  1  0  0  0  0
 17 19  1  0  0  0  0
  6  5  2  0  0  0  0
 17 18  2  3  0  0  0
 12 31  1  6  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
  4 26  1  0  0  0  0
 20 41  1  0  0  0  0
  5 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
 11 30  1  0  0  0  0
 22 42  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    2.7655    4.0655    3.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    2.6886    3.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.2274    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5652    2.9723    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    2.3608    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267    1.0038    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    0.4116    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -0.5658   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -1.0817   -1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.6476   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -2.0802   -2.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376   -2.6998   -2.8129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2564   -3.7100   -2.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -4.9720   -2.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -4.9224   -3.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   -3.4985   -3.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -3.0281   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -3.7415   -5.9412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -1.6983   -5.1106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885    0.2554    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    0.8710    2.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    0.1065    2.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    4.2777    4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.7053    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.2899    4.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    4.0261    2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464    2.9627    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    0.8294    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.9898   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.3940   -2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.9363   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -3.4032   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -3.8832   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -4.9237   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -5.8799   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -5.4539   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -5.3779   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651   -4.7301   -5.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -1.0411   -4.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -1.3592   -5.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -0.8055    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.7190    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 16  1  0
  6  7  1  0
  7  8  2  0
  4  3  2  0
  8  9  1  0
 16 15  1  0
  9 11  1  0
  3 21  1  0
  9 10  2  0
 15 14  1  0
 21 22  1  0
 21 20  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 11 12  1  0
 20  6  1  0
 16 17  1  0
 13 12  1  0
 17 19  1  0
  6  5  2  0
 17 18  2  3
 12 31  1  6
 15 36  1  0
 15 37  1  0
 14 34  1  0
 14 35  1  0
 13 32  1  0
 13 33  1  0
  4 26  1  0
 20 41  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 22 42  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 19 39  1  0
 19 40  1  0
 18 38  1  0
M  END


  Mrv1652306212101023D          

 42 43  0  0  0  0            999 V2000
    2.7655    4.0655    3.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    2.6886    3.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.2274    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5652    2.9723    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    2.3608    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267    1.0038    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    0.4116    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -0.5658   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -1.0817   -1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.6476   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -2.0802   -2.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376   -2.6998   -2.8129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2564   -3.7100   -2.0046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4179   -4.9720   -2.0860 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8895   -4.9224   -3.5129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7477   -3.4985   -3.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -3.0281   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -3.7415   -5.9412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -1.6983   -5.1106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885    0.2554    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    0.8710    2.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    0.1065    2.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    4.2777    4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.7053    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.2899    4.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    4.0261    2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464    2.9627    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    0.8294    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.9898   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.3940   -2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.9363   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -3.4032   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -3.8832   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -4.9237   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -5.8799   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -5.4539   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -5.3779   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651   -4.7301   -5.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -1.0411   -4.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -1.3592   -5.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -0.8055    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.7190    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 12 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  3  2  0  0  0  0
  8  9  1  0  0  0  0
 16 15  1  0  0  0  0
  9 11  1  0  0  0  0
  3 21  1  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
 21 22  1  0  0  0  0
 21 20  2  0  0  0  0
  3  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
 20  6  1  0  0  0  0
 16 17  1  0  0  0  0
 13 12  1  0  0  0  0
 17 19  1  0  0  0  0
  6  5  2  0  0  0  0
 17 18  2  3  0  0  0
 12 31  1  6  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
  4 26  1  0  0  0  0
 20 41  1  0  0  0  0
  5 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
 11 30  1  0  0  0  0
 22 42  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(\C([H])=C(/[H])C(=O)N([H])[C@@]2([H])N(C(=N[H])N([H])[H])C([H])([H])C([H])([H])C2([H])[H])=C([H])C([H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N4O3/c1-22-12-6-4-10(9-11(12)20)5-7-14(21)18-13-3-2-8-19(13)15(16)17/h4-7,9,13,20H,2-3,8H2,1H3,(H3,16,17)(H,18,21)/b7-5+/t13-/m0/s1

> <INCHI_KEY>
ZERMYLJEHPYWJD-IYNGYCSASA-N

> <FORMULA>
C15H20N4O3

> <MOLECULAR_WEIGHT>
304.35

> <EXACT_MASS>
304.15354052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.73218659195627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[(2S)-1-carbamimidoylpyrrolidin-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
0.28234669183551053

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.749274323871855

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.776355466707328

> <JCHEM_PKA_STRONGEST_BASIC>
11.391894950459148

> <JCHEM_POLAR_SURFACE_AREA>
111.67

> <JCHEM_REFRACTIVITY>
94.57100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(2S)-1-carbamimidoylpyrrolidin-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    2.7655    4.0655    3.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    2.6886    3.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.2274    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5652    2.9723    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    2.3608    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267    1.0038    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    0.4116    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -0.5658   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -1.0817   -1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.6476   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -2.0802   -2.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376   -2.6998   -2.8129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2564   -3.7100   -2.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -4.9720   -2.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -4.9224   -3.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   -3.4985   -3.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -3.0281   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -3.7415   -5.9412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -1.6983   -5.1106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885    0.2554    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    0.8710    2.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    0.1065    2.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    4.2777    4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.7053    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.2899    4.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    4.0261    2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464    2.9627    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    0.8294    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.9898   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.3940   -2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.9363   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -3.4032   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -3.8832   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -4.9237   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -5.8799   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -5.4539   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -5.3779   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651   -4.7301   -5.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -1.0411   -4.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -1.3592   -5.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -0.8055    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.7190    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 16  1  0
  6  7  1  0
  7  8  2  0
  4  3  2  0
  8  9  1  0
 16 15  1  0
  9 11  1  0
  3 21  1  0
  9 10  2  0
 15 14  1  0
 21 22  1  0
 21 20  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 11 12  1  0
 20  6  1  0
 16 17  1  0
 13 12  1  0
 17 19  1  0
  6  5  2  0
 17 18  2  3
 12 31  1  6
 15 36  1  0
 15 37  1  0
 14 34  1  0
 14 35  1  0
 13 32  1  0
 13 33  1  0
  4 26  1  0
 20 41  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 22 42  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 19 39  1  0
 19 40  1  0
 18 38  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.765   4.066   3.623  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.775   2.689   3.263  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.682   2.227   2.578  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.565   2.972   2.207  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.483   2.361   1.504  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.427   1.004   1.152  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.565   0.412   0.436  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.454  -0.566  -0.477  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.670  -1.082  -1.151  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.792  -0.648  -0.931  0.00  0.00           O+0
HETATM   11  N   UNK     0      -2.401  -2.080  -2.043  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.438  -2.700  -2.813  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.256  -3.710  -2.005  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.418  -4.972  -2.086  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.890  -4.922  -3.513  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.748  -3.498  -3.815  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.203  -3.028  -4.970  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.747  -3.741  -5.941  0.00  0.00           N+0
HETATM   19  N   UNK     0      -2.116  -1.698  -5.111  0.00  0.00           N+0
HETATM   20  C   UNK     0       0.689   0.255   1.541  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.724   0.871   2.238  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.803   0.107   2.596  0.00  0.00           O+0
HETATM   23  H   UNK     0       3.698   4.278   4.156  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.736   4.705   2.735  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.936   4.290   4.301  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.471   4.026   2.446  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.346   2.963   1.225  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.543   0.829   0.671  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.497  -0.990  -0.754  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.463  -2.394  -2.239  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.095  -1.936  -3.246  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.449  -3.403  -0.973  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.221  -3.883  -2.497  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.588  -4.924  -1.371  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.993  -5.880  -1.883  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.935  -5.454  -3.590  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.609  -5.378  -4.204  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.865  -4.730  -5.729  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.325  -1.041  -4.378  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.710  -1.359  -5.972  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.765  -0.806   1.324  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.398   0.719   3.071  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    4   21    2                                                  
CONECT    4    5    3   26                                                  
CONECT    5    4    6   27                                                  
CONECT    6    7   20    5                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12   30                                                  
CONECT   12   16   11   13   31                                             
CONECT   13   14   12   32   33                                             
CONECT   14   15   13   34   35                                             
CONECT   15   16   14   36   37                                             
CONECT   16   12   15   17                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   38                                                       
CONECT   19   17   39   40                                                  
CONECT   20   21    6   41                                                  
CONECT   21    3   22   20                                                  
CONECT   22   21   42                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   15                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

RDKit          3D

42 43  0  0  0  0  0  0  0  0999 V2000
    2.7655    4.0655    3.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    2.6886    3.2632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    2.2274    2.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5652    2.9723    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    2.3608    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267    1.0038    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    0.4116    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -0.5658   -0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -1.0817   -1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920   -0.6476   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -2.0802   -2.0426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376   -2.6998   -2.8129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2564   -3.7100   -2.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -4.9720   -2.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -4.9224   -3.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   -3.4985   -3.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -3.0281   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -3.7415   -5.9412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -1.6983   -5.1106 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885    0.2554    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    0.8710    2.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    0.1065    2.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    4.2777    4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.7053    2.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    4.2899    4.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    4.0261    2.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464    2.9627    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    0.8294    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973   -0.9898   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -2.3940   -2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945   -1.9363   -3.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -3.4032   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -3.8832   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -4.9237   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -5.8799   -1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9353   -5.4539   -3.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -5.3779   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651   -4.7301   -5.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3249   -1.0411   -4.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -1.3592   -5.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -0.8055    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.7190    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
 12 16  1  0
  6  7  1  0
  7  8  2  0
  4  3  2  0
  8  9  1  0
 16 15  1  0
  9 11  1  0
  3 21  1  0
  9 10  2  0
 15 14  1  0
 21 22  1  0
 21 20  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 11 12  1  0
 20  6  1  0
 16 17  1  0
 13 12  1  0
 17 19  1  0
  6  5  2  0
 17 18  2  3
 12 31  1  6
 15 36  1  0
 15 37  1  0
 14 34  1  0
 14 35  1  0
 13 32  1  0
 13 33  1  0
  4 26  1  0
 20 41  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 22 42  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 19 39  1  0
 19 40  1  0
 18 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀N₄O₃

Average Mass

304.3500 Da

Monoisotopic Mass

304.15354 Da

IUPAC Name

(2E)-N-[(2S)-1-carbamimidoylpyrrolidin-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide

Traditional Name

(2E)-N-[(2S)-1-carbamimidoylpyrrolidin-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(\C([H])=C(/[H])C(=O)N([H])[C@@]2([H])N(C(=N[H])N([H])[H])C([H])([H])C([H])([H])C2([H])[H])=C([H])C([H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C15H20N4O3/c1-22-12-6-4-10(9-11(12)20)5-7-14(21)18-13-3-2-8-19(13)15(16)17/h4-7,9,13,20H,2-3,8H2,1H3,(H3,16,17)(H,18,21)/b7-5+/t13-/m0/s1

InChI Key

ZERMYLJEHPYWJD-IYNGYCSASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum cernuum	JEOL database	Lopes, L. C., et al, Tetrahedron Lett. 52, 6392 (2011)

Chemical Taxonomy

Classification

Not classified

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	0.64	ALOGPS
logP	0.28	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	11.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	111.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.57 m³·mol⁻¹	ChemAxon
Polarizability	32.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Lopes, L. C., et al. (2011). Lopes, L. C., et al, Tetrahedron Lett. 52, 6392 (2011). Tetrahedron Lett.

Showing NP-Card for cernumidine (NP0041018)

MOL for NP0041018 (cernumidine)

3D MOL for NP0041018 (cernumidine)

3D SDF for NP0041018 (cernumidine)

3D-SDF for NP0041018 (cernumidine)

PDB for NP0041018 (cernumidine)

3D PDB for NP0041018 (cernumidine)

SMILES for NP0041018 (cernumidine)

INCHI for NP0041018 (cernumidine)

Structure for NP0041018 (cernumidine)

3D Structure for NP0041018 (cernumidine)