NP-MRD: Showing NP-Card for N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide (NP0043927)

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Record Information

Version

1.0

Created at

2021-06-22 17:41:17 UTC

Updated at

2021-06-22 17:41:17 UTC

NP-MRD ID

NP0043927

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide

Description

N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide is found in Penicillium citreonigrum. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide (PMID: 27466641) (PMID: 27253005) (PMID: 26389468) (PMID: 26389426).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043927
     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
   -6.6278    1.4132   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3780   -1.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4950    0.3460   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2952   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4190    1.2502   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485    0.2200   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.1665   -0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    0.7748   -1.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589   -0.5957    0.3941 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5002   -0.7914    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.5168    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    0.1709    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -0.5472    1.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4972   -1.2756    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175   -0.7023    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4036   -2.4174    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -0.7493   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8115   -0.6942   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349   -1.6895   -2.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4669    1.3937    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6874    1.2910   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2553    2.3943   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038    2.1181    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008    2.0401    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695   -1.1150    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274   -1.5064    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -1.1949   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.0916    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3855    1.1434    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9524    1.1729    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2349   -0.3241    2.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638   -1.6115    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810    0.3257    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4150   -0.7074    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532   -1.3268   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -1.5333   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -1.7743   -2.6043 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  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  6 17  1  0
 17 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
M  END


  Mrv1652306222119412D          

 19 19  0  0  0  0            999 V2000
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  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  1  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0043927

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1)C(=O)NCCCNC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2O4/c1-9(16)14-6-3-7-15-13(18)10-4-5-12(19-2)11(17)8-10/h4-5,8,17H,3,6-7H2,1-2H3,(H,14,16)(H,15,18)

> <INCHI_KEY>
ZRNZFRFSWUTANA-UHFFFAOYSA-N

> <FORMULA>
C13H18N2O4

> <MOLECULAR_WEIGHT>
266.297

> <EXACT_MASS>
266.126657068

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.532900765262248

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{3-[(3-hydroxy-4-methoxyphenyl)formamido]propyl}acetamide

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
-0.3318518779999996

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.119769436817073

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.274110122239918

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6512238937868621

> <JCHEM_POLAR_SURFACE_AREA>
87.66

> <JCHEM_REFRACTIVITY>
70.73620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[(3-hydroxy-4-methoxyphenyl)formamido]propyl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043927
     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
   -6.6278    1.4132   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3780   -1.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4950    0.3460   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2952   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4190    1.2502   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485    0.2200   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.1665   -0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    0.7748   -1.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589   -0.5957    0.3941 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5002   -0.7914    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.5168    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    0.1709    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -0.5472    1.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4972   -1.2756    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175   -0.7023    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4036   -2.4174    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -0.7493   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8115   -0.6942   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349   -1.6895   -2.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4669    1.3937    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6874    1.2910   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2553    2.3943   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038    2.1181    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008    2.0401    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695   -1.1150    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274   -1.5064    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -1.1949   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.0916    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3855    1.1434    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9524    1.1729    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2349   -0.3241    2.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638   -1.6115    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810    0.3257    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4150   -0.7074    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532   -1.3268   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -1.5333   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -1.7743   -2.6043 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  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  6 17  1  0
 17 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    3                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   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                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    NP0043927
HETATM    1  C1  UNL     1      -6.628   1.413  -0.629  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.892   0.378  -1.248  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.495   0.346  -1.122  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.793   1.295  -0.424  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.419   1.250  -0.301  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.749   0.220  -0.899  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.284   0.167  -0.698  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.468   0.775  -1.462  1.00  0.00           O  
HETATM    9  N1  UNL     1       0.159  -0.596   0.394  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.500  -0.791   0.807  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.220   0.517   1.147  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.535   0.171   1.782  1.00  0.00           C  
HETATM   13  N2  UNL     1       4.509  -0.547   1.176  1.00  0.00           N  
HETATM   14  C10 UNL     1       5.497  -1.276   0.562  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.918  -0.702   0.443  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.404  -2.417   0.053  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.420  -0.749  -1.607  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.812  -0.694  -1.726  1.00  0.00           C  
HETATM   19  O4  UNL     1      -4.435  -1.690  -2.444  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.467   1.394   0.485  1.00  0.00           H  
HETATM   21  H2  UNL     1      -7.687   1.291  -0.820  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.255   2.394  -0.958  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.304   2.118   0.053  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.901   2.040   0.269  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.569  -1.115   1.018  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.627  -1.506   1.643  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.089  -1.195  -0.077  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.555   1.092   1.802  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.386   1.143   0.225  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.952   1.173   2.241  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.235  -0.324   2.787  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.664  -1.611   1.003  1.00  0.00           H  
HETATM   33  H14 UNL     1       6.781   0.326   0.049  1.00  0.00           H  
HETATM   34  H15 UNL     1       7.415  -0.707   1.431  1.00  0.00           H  
HETATM   35  H16 UNL     1       7.453  -1.327  -0.294  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.841  -1.533  -2.059  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.417  -1.774  -2.604  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   17
CONECT    7    8    8    9
CONECT    9   10   25
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   32
CONECT   14   15   16   16
CONECT   15   33   34   35
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   37
END

NP0043927
     RDKit          3D

37 37  0  0  0  0  0  0  0  0999 V2000
   -6.6278    1.4132   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923    0.3780   -1.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4950    0.3460   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    1.2952   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4190    1.2502   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485    0.2200   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.1665   -0.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    0.7748   -1.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1589   -0.5957    0.3941 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5002   -0.7914    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196    0.5168    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    0.1709    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5093   -0.5472    1.1762 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4972   -1.2756    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175   -0.7023    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4036   -2.4174    0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -0.7493   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8115   -0.6942   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4349   -1.6895   -2.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4669    1.3937    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6874    1.2910   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2553    2.3943   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038    2.1181    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008    2.0401    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695   -1.1150    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274   -1.5064    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -1.1949   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.0916    1.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3855    1.1434    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9524    1.1729    2.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2349   -0.3241    2.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638   -1.6115    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7810    0.3257    0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4150   -0.7074    1.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4532   -1.3268   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -1.5333   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4169   -1.7743   -2.6043 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  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  6 17  1  0
 17 18  2  0
 18 19  1  0
 18  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
M  END

View in JSmol

Synonyms

Value	Source
N-(3-{[hydroxy(3-hydroxy-4-methoxyphenyl)methylidene]amino}propyl)ethanimidate	Generator

Chemical Formula

C₁₃H₁₈N₂O₄

Average Mass

266.2970 Da

Monoisotopic Mass

266.12666 Da

IUPAC Name

N-{3-[(3-hydroxy-4-methoxyphenyl)formamido]propyl}acetamide

Traditional Name

N-{3-[(3-hydroxy-4-methoxyphenyl)formamido]propyl}acetamide

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1)C(=O)NCCCNC(C)=O

InChI Identifier

InChI=1S/C13H18N2O4/c1-9(16)14-6-3-7-15-13(18)10-4-5-12(19-2)11(17)8-10/h4-5,8,17H,3,6-7H2,1-2H3,(H,14,16)(H,15,18)

InChI Key

ZRNZFRFSWUTANA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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
Penicillium citreonigrum	Linigton's dataset	Jia-ning Huang, Qingbo Zou, Jun Chen, Si-han Xu, Dan Luo, Feng-guo Zhang, Yuan-yuan Lu. Phenols a...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Benzoic acid or derivatives
Benzamide
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	0.75	ALOGPS
logP	-0.33	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	-0.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.66 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.74 m³·mol⁻¹	ChemAxon
Polarizability	28.53 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

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

146683990

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:29437326 ]
Authors unspecified: Childhood Vascular Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:27253005 ]
Authors unspecified: Stomach (Gastric) Cancer Prevention (PDQ(R)): Patient Version. 2002. [PubMed:26389468 ]
Authors unspecified: Childhood Central Nervous System Atypical Teratoid/Rhabdoid Tumor Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389426 ]
Jia-ning Huang, Qingbo Zou, Jun Chen, Si-han Xu, Dan Luo, Feng-guo Zhang, Yuan-yuan Lu (2018). Jia-ning Huang, Qingbo Zou, Jun Chen, Si-han Xu, Dan Luo, Feng-guo Zhang, Yuan-yuan Lu. Phenols and diketopiperazines isolated from Antarctic-derived fungi, Penicillium citreonigrum SP-6. Phytochemistry Letters Volume 27, October 2018, Pages 114-118 DOI: 10.1016/j.phytol.2018.07.013. Phytochemistry Letters.

Showing NP-Card for N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide (NP0043927)

MOL for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

3D MOL for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

3D SDF for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

3D-SDF for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

PDB for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

3D PDB for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

SMILES for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

INCHI for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

Structure for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)

3D Structure for NP0043927 (N-(3-acetamidopropyl)-3-hydroxy-4-methoxybenzamide)