NP-MRD: Showing NP-Card for N-hydroxybenzylanabasine (NP0043454)

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Record Information

Version

1.0

Created at

2021-06-21 00:51:22 UTC

Updated at

2021-06-30 00:19:08 UTC

NP-MRD ID

NP0043454

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-hydroxybenzylanabasine

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2386319 belongs to the class of organic compounds known as n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom. N-hydroxybenzylanabasine is found in Alangium chinense. It was first documented in 2002 (PMID: 33651529). Based on a literature review very few articles have been published on CHEMBL2386319 (PMID: 33079503) (PMID: 26389513) (PMID: 26389498) (PMID: 26389454).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102513D          

 40 42  0  0  0  0            999 V2000
    0.6764   -3.2880   -1.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.6380   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1865   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -2.5236    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.3165    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.7723    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -1.4301   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -0.8020   -0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3402   -0.5011    0.5572 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8506   -1.7740    1.1094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8647   -1.5578    2.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0342   -0.7184    1.7450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5204    0.5856    1.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4554    0.3467    0.0589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9983    1.7114   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    2.5285    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7657    3.7749   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    4.1721   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    3.4209   -2.1547 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497    2.2128   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -4.0897   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737   -4.1251   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -2.9470    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -0.7969    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    0.1703    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -1.4223   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1157   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -2.3805    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0281   -2.3640    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -2.5264    2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.0629    3.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.5115    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014   -1.2715    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    1.2002    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    1.1488    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.1815   -0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    2.1877    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972    4.4190    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077    5.1357   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.6403   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  7  2  2  0  0  0  0
  2  3  1  0  0  0  0
  9 14  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  1  0  0  0  0
  3  4  2  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
 15 16  2  0  0  0  0
  5  6  2  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
  9 10  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 20 40  1  0  0  0  0
  1 21  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    0.6764   -3.2880   -1.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.6380   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1865   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -2.5236    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.3165    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.7723    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -1.4301   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -0.8020   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -0.5011    0.5572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -1.7740    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647   -1.5578    2.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0342   -0.7184    1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204    0.5856    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554    0.3467    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9983    1.7114   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    2.5285    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7657    3.7749   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    4.1721   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    3.4209   -2.1547 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497    2.2128   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -4.0897   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737   -4.1251   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -2.9470    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -0.7969    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    0.1703    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -1.4223   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1157   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -2.3805    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0281   -2.3640    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -2.5264    2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.0629    3.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.5115    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014   -1.2715    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    1.2002    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    1.1488    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.1815   -0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    2.1877    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972    4.4190    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077    5.1357   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.6403   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  7  2  2  0
  2  3  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  3  4  2  0
 14 15  1  0
  7  8  1  0
 15 16  2  0
  5  6  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
  9 10  1  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  6  7  1  0
  2  1  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
  1 21  1  0
M  END


  Mrv1652306212102513D          

 40 42  0  0  0  0            999 V2000
    0.6764   -3.2880   -1.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.6380   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1865   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -2.5236    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.3165    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.7723    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -1.4301   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -0.8020   -0.5342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3402   -0.5011    0.5572 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8506   -1.7740    1.1094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8647   -1.5578    2.2300 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0342   -0.7184    1.7450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5204    0.5856    1.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4554    0.3467    0.0589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9983    1.7114   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    2.5285    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7657    3.7749   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    4.1721   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    3.4209   -2.1547 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497    2.2128   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -4.0897   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737   -4.1251   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -2.9470    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -0.7969    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    0.1703    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -1.4223   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1157   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -2.3805    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0281   -2.3640    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -2.5264    2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.0629    3.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.5115    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014   -1.2715    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    1.2002    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    1.1488    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.1815   -0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576    2.1877    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972    4.4190    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077    5.1357   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.6403   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  7  2  2  0  0  0  0
  2  3  1  0  0  0  0
  9 14  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  1  0  0  0  0
  3  4  2  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
 15 16  2  0  0  0  0
  5  6  2  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
  9 10  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
  6  7  1  0  0  0  0
  2  1  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 20 40  1  0  0  0  0
  1 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043454

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])N1C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C1=C([H])C([H])=C([H])N=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2O/c20-17-9-2-1-6-15(17)13-19-11-4-3-8-16(19)14-7-5-10-18-12-14/h1-2,5-7,9-10,12,16,20H,3-4,8,11,13H2/t16-/m0/s1

> <INCHI_KEY>
QKGCWXDVBXIISA-INIZCTEOSA-N

> <FORMULA>
C17H20N2O

> <MOLECULAR_WEIGHT>
268.36

> <EXACT_MASS>
268.157563272

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.400423614182287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2S)-2-(pyridin-3-yl)piperidin-1-yl]methyl}phenol

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.301296632275087

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.186048875332752

> <JCHEM_PKA_STRONGEST_BASIC>
9.276586627843187

> <JCHEM_POLAR_SURFACE_AREA>
36.36

> <JCHEM_REFRACTIVITY>
80.8495

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2S)-2-(pyridin-3-yl)piperidin-1-yl]methyl}phenol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    0.6764   -3.2880   -1.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.6380   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1865   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -2.5236    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.3165    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.7723    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -1.4301   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -0.8020   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -0.5011    0.5572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8506   -1.7740    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647   -1.5578    2.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0342   -0.7184    1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5204    0.5856    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554    0.3467    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9983    1.7114   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    2.5285    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7657    3.7749   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    4.1721   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1588   -4.0897   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737   -4.1251   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -2.9470    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -0.7969    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    0.1703    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -1.4223   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2299   -2.5264    2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7193   -0.5115    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014   -1.2715    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    1.2002    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    1.1488    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 21  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  O   UNK     0       0.676  -3.288  -1.521  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.398  -2.638  -0.559  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.599  -3.187  -0.106  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.339  -2.524   0.873  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.880  -1.317   1.395  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.679  -0.772   0.938  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.916  -1.430  -0.042  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.374  -0.802  -0.534  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.340  -0.501   0.557  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.851  -1.774   1.109  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.865  -1.558   2.230  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.034  -0.718   1.745  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.520   0.586   1.154  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.455   0.347   0.059  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.998   1.711  -0.433  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.139   2.529   0.312  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.766   3.775  -0.180  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.270   4.172  -1.407  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.106   3.421  -2.155  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.450   2.213  -1.652  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.159  -4.090  -1.782  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.974  -4.125  -0.502  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.275  -2.947   1.229  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.455  -0.797   2.157  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.326   0.170   1.352  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.858  -1.422  -1.299  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.065   0.116  -1.049  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.313  -2.381   0.319  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.028  -2.364   1.530  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.230  -2.526   2.590  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.378  -1.063   3.080  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.719  -0.511   2.574  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.601  -1.272   0.987  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.107   1.200   1.965  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.367   1.149   0.740  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.943  -0.182  -0.774  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.758   2.188   1.272  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.097   4.419   0.379  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.008   5.136  -1.833  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.124   1.640  -2.283  0.00  0.00           H+0
CONECT    1    2   21                                                       
CONECT    2    7    3    1                                                  
CONECT    3    2    4   22                                                  
CONECT    4    5    3   23                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7   25                                                  
CONECT    7    2    8    6                                                  
CONECT    8    7    9   26   27                                             
CONECT    9   14    8   10                                                  
CONECT   10   11    9   28   29                                             
CONECT   11   10   12   30   31                                             
CONECT   12   11   13   32   33                                             
CONECT   13   12   14   34   35                                             
CONECT   14    9   13   15   36                                             
CONECT   15   14   16   20                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   40                                                  
CONECT   21    1                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    0.6764   -3.2880   -1.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -2.6380   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1865   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -2.5236    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -1.3165    1.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.7723    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -1.4301   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -0.8020   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8506   -1.7740    1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647   -1.5578    2.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5204    0.5856    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9983    1.7114   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    2.5285    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7657    3.7749   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    4.1721   -1.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1064    3.4209   -2.1547 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497    2.2128   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1588   -4.0897   -1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737   -4.1251   -0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -2.9470    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4546   -0.7969    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261    0.1703    1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -1.4223   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0653    0.1157   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2299   -2.5264    2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.0629    3.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7193   -0.5115    2.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6014   -1.2715    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1071    1.2002    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669    1.1488    0.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.1815   -0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0972    4.4190    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077    5.1357   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1244    1.6403   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
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  2  3  1  0
  9 14  1  0
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  3  4  2  0
 14 15  1  0
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 15 16  2  0
  5  6  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
  9 10  1  0
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 20 15  1  0
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 16 37  1  0
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 18 39  1  0
 20 40  1  0
  1 21  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-N-Hydroxybenzylanabasine	MeSH

Chemical Formula

C₁₇H₂₀N₂O

Average Mass

268.3600 Da

Monoisotopic Mass

268.15756 Da

IUPAC Name

2-{[(2S)-2-(pyridin-3-yl)piperidin-1-yl]methyl}phenol

Traditional Name

2-{[(2S)-2-(pyridin-3-yl)piperidin-1-yl]methyl}phenol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])N1C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C1=C([H])C([H])=C([H])N=C1[H]

InChI Identifier

InChI=1S/C17H20N2O/c20-17-9-2-1-6-15(17)13-19-11-4-3-8-16(19)14-7-5-10-18-12-14/h1-2,5-7,9-10,12,16,20H,3-4,8,11,13H2/t16-/m0/s1

InChI Key

QKGCWXDVBXIISA-INIZCTEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Alangium chinense	JEOL database	Zhang, Y., et al, J. Nat. Prod. 76, 1058 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Benzylpiperidines

Direct Parent

N-benzylpiperidines

Alternative Parents

Substituents

N-benzylpiperidine
Alkaloid or derivatives
Benzylamine
Phenylmethylamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.78	ALOGPS
logP	2.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.85 m³·mol⁻¹	ChemAxon
Polarizability	30.4 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

30825522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29955678

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Curcumin (Curcuma, Turmeric) and Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:33651529 ]
Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Health Professional Version. 2002. [PubMed:33079503 ]
Authors unspecified: Planning the Transition to End-of-Life Care in Advanced Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:26389513 ]
Authors unspecified: Childhood Central Nervous System Germ Cell Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389498 ]
Authors unspecified: Childhood Acute Myeloid Leukemia/Other Myeloid Malignancies Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389454 ]
Zhang, Y., et al. (2013). Zhang, Y., et al, J. Nat. Prod. 76, 1058 (2013). J. Nat. Prod..

Showing NP-Card for N-hydroxybenzylanabasine (NP0043454)

MOL for NP0043454 (N-hydroxybenzylanabasine)

3D MOL for NP0043454 (N-hydroxybenzylanabasine)

3D SDF for NP0043454 (N-hydroxybenzylanabasine)

3D-SDF for NP0043454 (N-hydroxybenzylanabasine)

PDB for NP0043454 (N-hydroxybenzylanabasine)

3D PDB for NP0043454 (N-hydroxybenzylanabasine)

SMILES for NP0043454 (N-hydroxybenzylanabasine)

INCHI for NP0043454 (N-hydroxybenzylanabasine)

Structure for NP0043454 (N-hydroxybenzylanabasine)

3D Structure for NP0043454 (N-hydroxybenzylanabasine)