NP-MRD: Showing NP-Card for (2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid (NP0176375)

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Record Information

Version

1.0

Created at

2022-09-03 14:01:22 UTC

Updated at

2022-09-03 14:01:22 UTC

NP-MRD ID

NP0176375

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid

Description

Caracasanamide belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. It was first documented in 1993 (PMID: 8411013). Based on a literature review a small amount of articles have been published on Caracasanamide (PMID: 10576697) (PMID: 10447956).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032216012D          

 28 28  0  0  0  0            999 V2000
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    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 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   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
    5.0013    5.3625    0.0000 N   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
    5.7158    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 N   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
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.1250    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
   -2.1434    2.8875    0.0000 O   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
  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
   -3.9511   -2.7440   -0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6689   -2.0653   -0.4985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6542   -0.8338   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7376   -0.0504   -0.5006 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0601   -0.4077    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1602    0.2023   -0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0383    0.9961   -0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1118    1.5520   -1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0035    1.3656    1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6341   -0.3697    0.7847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -1.1939    0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   -1.1188   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.2266   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782    0.4328    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032   -0.5367    0.4189 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.3853    0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -2.7611    0.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963   -1.3107    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9797   -0.1925    0.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4593   -0.1806    0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1835   -1.2728   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5470   -1.2319   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1978   -0.0470   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5745    0.0195   -0.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2806   -1.1349   -0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4862    1.1052    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2461    2.2321    0.3315 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7307    3.4496    0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1228    1.0247    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5927    0.7359   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0482   -0.0515    1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2120   -1.5229   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1856   -0.0668   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3024    0.8898   -1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0433    1.6430   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7830    2.5228   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8066    0.5217    1.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1625    2.1144    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9096    1.9383    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7117    0.5241    1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8550   -0.7657    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041   -2.2388    1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686   -1.3282   -1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471   -1.9594   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3953    0.1530   -1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7051    1.0592   -0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.5207    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4485    1.4957    0.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -3.1807   -0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8836   -2.2312    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453    0.7503    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903   -2.2075   -0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1294   -2.1117   -0.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3590   -0.8315   -0.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9352   -1.5048   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1936   -1.9793   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2939    3.8248    1.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8490    4.2554   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6625    3.3885    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5344    1.8732    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  3
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
 20 29  1  0
 29 26  2  0
 26 27  1  0
 27 28  1  0
 26 23  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 22 53  1  0
 21 52  1  0
 19 51  1  0
 18 50  1  0
 17 49  1  0
 14 47  1  0
 14 48  1  0
 13 45  1  0
 13 46  1  0
 12 43  1  0
 12 44  1  0
 11 41  1  0
 11 42  1  0
 10 40  1  0
  2  1  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 29 60  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
M  END


  Mrv1652309032216012D          

 28 28  0  0  0  0            999 V2000
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    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 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   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
    5.0013    5.3625    0.0000 N   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
    5.7158    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 N   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
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.1250    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
   -2.1434    2.8875    0.0000 O   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
  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176375

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(\C=C\C(O)=NCCCCNC(=N)NCC=C(C)C)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N4O3/c1-16(2)11-14-25-21(22)24-13-6-5-12-23-20(26)10-8-17-7-9-18(27-3)19(15-17)28-4/h7-11,15H,5-6,12-14H2,1-4H3,(H,23,26)(H3,22,24,25)/b10-8+

> <INCHI_KEY>
SZQNZZPMXSFUDT-CSKARUKUSA-N

> <FORMULA>
C21H32N4O3

> <MOLECULAR_WEIGHT>
388.512

> <EXACT_MASS>
388.247440906

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.58613901701236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3,4-dimethoxyphenyl)-N-{4-[N'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
1.4954898740228675

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.614714219102224

> <JCHEM_PKA_STRONGEST_BASIC>
12.357548173892766

> <JCHEM_POLAR_SURFACE_AREA>
98.96000000000001

> <JCHEM_REFRACTIVITY>
125.29410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4-dimethoxyphenyl)-N-{4-[N'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-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      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       2.667   9.240   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.336  10.010   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.669   7.700   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      12.003  10.010   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670  10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338  10.010   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004   7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001   5.390   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    6   26                                                       
CONECT   26   25    3   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
1-((3,4-Dimethoxycinnamoyl)amino)-4-((3-methyl-2-butenyl)guaidino)butane	MeSH

Chemical Formula

C₂₁H₃₂N₄O₃

Average Mass

388.5120 Da

Monoisotopic Mass

388.24744 Da

IUPAC Name

(2E)-3-(3,4-dimethoxyphenyl)-N-{4-[N'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid

Traditional Name

(2E)-3-(3,4-dimethoxyphenyl)-N-{4-[N'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C\C(O)=NCCCCNC(=N)NCC=C(C)C)C=C1OC

InChI Identifier

InChI=1S/C21H32N4O3/c1-16(2)11-14-25-21(22)24-13-6-5-12-23-20(26)10-8-17-7-9-18(27-3)19(15-17)28-4/h7-11,15H,5-6,12-14H2,1-4H3,(H,23,26)(H3,22,24,25)/b10-8+

InChI Key

SZQNZZPMXSFUDT-CSKARUKUSA-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 amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid amides

Direct Parent

Cinnamic acid amides

Alternative Parents

Substituents

Cinnamic acid amide
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Ether
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
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	2.94	ALOGPS
logP	1.5	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.61	ChemAxon
pKa (Strongest Basic)	12.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	98.96 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	125.29 m³·mol⁻¹	ChemAxon
Polarizability	45.59 Å³	ChemAxon
Number of Rings	1	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4947639

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6443666

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Delle Monache G, Volpe AR, Delle Monache F, Vitali A, Botta B, Espinal R, De Bonnevaux SC, De Luca C, Botta M, Corelli F, Carmignani M: Further hypotensive metabolites from Verbesina caracasana. Bioorg Med Chem Lett. 1999 Nov 15;9(22):3249-54. doi: 10.1016/s0960-894x(99)00569-7. [PubMed:10576697 ]
Carmignani M, Volpe AR, Delle Monache F, Botta B, Espinal R, De Bonnevaux SC, De Luca C, Botta M, Corelli F, Tafi A, Ripanti G, Monache GD: Novel hypotensive agents from Verbesina caracasana. 6. Synthesis and pharmacology of caracasandiamide. J Med Chem. 1999 Aug 12;42(16):3116-25. doi: 10.1021/jm991004l. [PubMed:10447956 ]
Delle Monache G, Botta B, Delle Monache F, Espinal R, De Bonnevaux SC, De Luca C, Botta M, Corelli F, Carmignani M: Novel hypotensive agents from Verbesina caracasana. 2. Synthesis and pharmacology of caracasanamide. J Med Chem. 1993 Oct 1;36(20):2956-63. doi: 10.1021/jm00072a016. [PubMed:8411013 ]
LOTUS database [Link]

Showing NP-Card for (2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid (NP0176375)

MOL for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

3D MOL for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

3D SDF for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

3D-SDF for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

PDB for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

3D PDB for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

SMILES for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

INCHI for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

Structure for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)

3D Structure for NP0176375 ((2e)-3-(3,4-dimethoxyphenyl)-n-{4-[n'-(3-methylbut-2-en-1-yl)carbamimidamido]butyl}prop-2-enimidic acid)