NP-MRD: Showing NP-Card for 2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate (NP0325523)

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Record Information

Version

2.0

Created at

2022-09-12 06:20:24 UTC

Updated at

2022-09-12 06:20:24 UTC

NP-MRD ID

NP0325523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate

Description

2-{3-[(Acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. 2-{3-[(Acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514382D          

 25 27  0  0  0  0            999 V2000
    2.7390   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -2.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679   -1.5644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -0.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3113   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -1.5644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -0.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692   -0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692    0.4981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837   -0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403   -2.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8543   -4.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3392   -4.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0036   -5.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1832   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6982   -4.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -4.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6982   -3.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3113   -2.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 18 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 17 25  2  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    2.2534    4.0453   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2038    2.5734   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3437    1.9852   -1.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    1.8089   -0.5218 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324    0.4045   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -0.1882   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604   -1.5299   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4673   -2.0497    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -1.2253    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065   -1.9886    1.0746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -3.2674    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564   -4.4166    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399   -5.6082    0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -5.6617   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4515   -4.5217   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0726   -3.3401    0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2142    0.1251    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.9738    1.5077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3335    0.5528    2.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    2.4356    1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7360    2.9681    0.2088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673    3.0288   -0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5210    3.6217   -2.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849    2.5875   -0.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9582    0.5866    0.3845 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559    4.5885   -1.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    4.3434   -0.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    4.2776   -0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9491   -0.0253   -0.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3996    0.0816   -1.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -2.2131   -0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769   -1.6547    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399   -4.3646    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -6.5322    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177   -6.6104   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326   -4.5020   -0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2441    0.8838    1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239    0.8696    3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1494    2.4977    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5383    3.0120    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4807    3.9793   -2.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930    4.5428   -1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    2.9262   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  2  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17 25  2  0
 25  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
  9 17  1  0
 12 11  1  0
 16  8  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 20 39  1  0
 20 40  1  0
 18 37  1  6
 19 38  1  0
  5 29  1  0
  5 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 31  1  0
 10 32  1  0
 15 36  1  0
 14 35  1  0
 13 34  1  0
 12 33  1  0
M  END


  Mrv1533004171514382D          

 25 27  0  0  0  0            999 V2000
    2.7390   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534   -2.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679   -1.5644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -0.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3113   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -1.5644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403   -1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -0.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692   -0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692    0.4981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837   -0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403   -2.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8543   -4.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3392   -4.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0036   -5.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1832   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6982   -4.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338   -4.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6982   -3.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3113   -2.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 18 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 17 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0325523

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC(O)C1=NC(COC(C)=O)=CC2=C1NC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O5/c1-10(21)24-8-12-7-14-13-5-3-4-6-15(13)20-17(14)18(19-12)16(23)9-25-11(2)22/h3-7,16,20,23H,8-9H2,1-2H3

> <INCHI_KEY>
ULBLUJBIDCYVTD-UHFFFAOYSA-N

> <FORMULA>
C18H18N2O5

> <MOLECULAR_WEIGHT>
342.351

> <EXACT_MASS>
342.121571688

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.19291249651641

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{3-[(acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
0.905562604666666

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.425621076984044

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.526527032838182

> <JCHEM_PKA_STRONGEST_BASIC>
3.417079866013321

> <JCHEM_POLAR_SURFACE_AREA>
101.50999999999999

> <JCHEM_REFRACTIVITY>
88.24330000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{3-[(acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.113  -2.920   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.446  -3.690   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.446  -5.230   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.780  -2.920   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.114  -3.690   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.447  -2.920   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.447  -1.380   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.781  -3.690   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.115  -2.920   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      14.449  -3.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.782  -2.920   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.782  -1.380   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      17.116  -0.610   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      17.116   0.930   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      18.450  -1.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.449  -5.230   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.115  -6.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.795  -7.507   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.700  -8.752   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.073 -10.159   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.542 -10.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.637  -9.074   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.263  -7.668   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      10.637  -6.261   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      11.781  -5.230   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    8   17                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-{3-[(acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetic acid	Generator

Chemical Formula

C₁₈H₁₈N₂O₅

Average Mass

342.3510 Da

Monoisotopic Mass

342.12157 Da

IUPAC Name

2-{3-[(acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate

Traditional Name

2-{3-[(acetyloxy)methyl]-9H-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC(O)C1=NC(COC(C)=O)=CC2=C1NC1=C2C=CC=C1

InChI Identifier

InChI=1S/C18H18N2O5/c1-10(21)24-8-12-7-14-13-5-3-4-6-15(13)20-17(14)18(19-12)16(23)9-25-11(2)22/h3-7,16,20,23H,8-9H2,1-2H3

InChI Key

ULBLUJBIDCYVTD-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 harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indole
Indole or derivatives
Dicarboxylic acid or derivatives
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary alcohol
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.89	ALOGPS
logP	0.91	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.53	ChemAxon
pKa (Strongest Basic)	3.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	101.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.24 m³·mol⁻¹	ChemAxon
Polarizability	36.19 Å³	ChemAxon
Number of Rings	3	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

85140198

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate (NP0325523)

MOL for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

3D MOL for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

3D SDF for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

3D-SDF for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

PDB for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

3D PDB for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

SMILES for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

INCHI for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

Structure for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)

3D Structure for NP0325523 (2-{3-[(acetyloxy)methyl]-9h-pyrido[3,4-b]indol-1-yl}-2-hydroxyethyl acetate)