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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:05 UTC

Update Date

2022-03-07 02:52:19 UTC

HMDB ID

HMDB0029858

Secondary Accession Numbers

HMDB29858

Metabolite Identification

Common Name

Lansimide 3

Description

Lansimide 3 belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on Lansimide 3.

Structure

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

HMDB0029858
     RDKit          3D
Lansimide 3
 44 46  0  0  0  0  0  0  0  0999 V2000
    3.2217   -2.0586    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -1.4549    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -0.8779    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804    0.5949    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6678    1.3808   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918    2.7427   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    3.3255    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    2.5436    1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145    1.1677    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1327   -1.2786    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.8081   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4736    0.6159   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234    1.2612    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460    2.6065    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    3.3037   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    2.6704   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    1.3341   -1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -1.5383   -0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -1.8668   -1.2345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -2.7800    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591   -3.8030    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -2.6883    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -3.8427    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.8624   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768   -2.5245    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.2785    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -1.1091   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.9615   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380    3.3508   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951    4.3736    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    2.9457    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.5839    2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.8651    1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9090   -1.1979   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.7530    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    3.0918    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    4.3735   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179    3.2300   -2.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517    0.8564   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.9478    0.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.6786   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1390   -4.7972    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9357   -3.9200   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -3.8889    1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  9  4  1  0
 22 10  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END


  Mrv0541 02241208042D          

 23 25  0  0  0  0            999 V2000
   -0.5322   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897   -1.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342   -1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6149   -1.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786   -1.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6149    0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342    0.0405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    2.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    2.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871    2.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    1.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5322    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897   -0.6150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703   -0.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    0.0405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1877    0.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    0.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029858

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(C1C(C(O)C(=O)N1C)C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO3/c1-20-16(18(23-2)14-11-7-4-8-12-14)15(17(21)19(20)22)13-9-5-3-6-10-13/h3-12,15-18,21H,1-2H3

> <INCHI_KEY>
MNNOPIIJDXUZST-UHFFFAOYSA-N

> <FORMULA>
C19H21NO3

> <MOLECULAR_WEIGHT>
311.3749

> <EXACT_MASS>
311.152143543

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.0847227564073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-5-[methoxy(phenyl)methyl]-1-methyl-4-phenylpyrrolidin-2-one

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.1103661216666656

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.78163666516144

> <JCHEM_PKA_STRONGEST_BASIC>
-3.769110935701085

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
88.1111

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-5-[methoxy(phenyl)methyl]-1-methyl-4-phenylpyrrolidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029858
     RDKit          3D
Lansimide 3
 44 46  0  0  0  0  0  0  0  0999 V2000
    3.2217   -2.0586    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -1.4549    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -0.8779    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804    0.5949    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6678    1.3808   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918    2.7427   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    3.3255    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    2.5436    1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145    1.1677    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1327   -1.2786    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.8081   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4736    0.6159   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234    1.2612    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460    2.6065    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    3.3037   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    2.6704   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    1.3341   -1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -1.5383   -0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -1.8668   -1.2345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -2.7800    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591   -3.8030    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -2.6883    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -3.8427    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.8624   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768   -2.5245    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.2785    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -1.1091   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.9615   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380    3.3508   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951    4.3736    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    2.9457    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.5839    2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.8651    1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9090   -1.1979   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.7530    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    3.0918    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    4.3735   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179    3.2300   -2.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517    0.8564   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.9478    0.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.6786   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1390   -4.7972    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9357   -3.9200   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -3.8889    1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  9  4  1  0
 22 10  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.993  -4.361   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.371  -5.279   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.747  -4.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.901  -3.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.677  -2.217   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.148  -2.829   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.914  -3.901   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.453  -2.371   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.076  -1.911   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.076  -0.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.148   0.533   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.677   0.076   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.371   2.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.217   4.513   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.839   5.279   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.536   4.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.382   2.829   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.993   2.066   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.901  -1.148   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.371  -1.148   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.453   0.076   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.217   1.451   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.837   1.172   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    9                                                  
CONECT    7    8                                                            
CONECT    8    7    9   20                                                  
CONECT    9    6    8   10                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   23                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   11   13   17                                                  
CONECT   19   20                                                            
CONECT   20    8   19   21                                                  
CONECT   21   10   20   22                                                  
CONECT   22   21                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0029858
HETATM    1  C1  UNL     1       3.222  -2.059   0.451  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.124  -1.455   0.998  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.255  -0.878   0.040  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.480   0.595   0.269  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.668   1.381  -0.839  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.892   2.743  -0.757  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.927   3.325   0.486  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.740   2.544   1.603  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.515   1.168   1.499  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.133  -1.279   0.362  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.154  -0.808  -0.646  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.474   0.616  -0.614  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.723   1.261   0.577  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.046   2.607   0.667  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.111   3.304  -0.516  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.865   2.670  -1.702  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.545   1.334  -1.787  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.418  -1.538  -0.158  1.00  0.00           C  
HETATM   19  O2  UNL     1      -3.218  -1.867  -1.234  1.00  0.00           O  
HETATM   20  C18 UNL     1      -1.849  -2.780   0.405  1.00  0.00           C  
HETATM   21  O3  UNL     1      -2.459  -3.803   0.849  1.00  0.00           O  
HETATM   22  N1  UNL     1      -0.406  -2.688   0.389  1.00  0.00           N  
HETATM   23  C19 UNL     1       0.457  -3.843   0.404  1.00  0.00           C  
HETATM   24  H1  UNL     1       3.034  -2.862  -0.244  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.777  -2.525   1.313  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.913  -1.278   0.061  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.576  -1.109  -0.965  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.648   0.961  -1.848  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.038   3.351  -1.637  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.095   4.374   0.634  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.758   2.946   2.590  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.373   0.584   2.373  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.460  -0.865   1.365  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.909  -1.198  -1.636  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.684   0.753   1.540  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.238   3.092   1.617  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.365   4.373  -0.480  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.918   3.230  -2.641  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.352   0.856  -2.765  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.937  -0.948   0.621  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.174  -1.679  -0.968  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.139  -4.797   0.466  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.936  -3.920  -0.610  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.150  -3.889   1.241  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4   10   27
CONECT    4    5    5    9
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   30
CONECT    8    9    9   31
CONECT    9   32
CONECT   10   11   22   33
CONECT   11   12   18   34
CONECT   12   13   13   17
CONECT   13   14   35
CONECT   14   15   15   36
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   42   43   44
END

HMDB0029858
     RDKit          3D
Lansimide 3
 44 46  0  0  0  0  0  0  0  0999 V2000
    3.2217   -2.0586    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -1.4549    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -0.8779    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804    0.5949    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6678    1.3808   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918    2.7427   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270    3.3255    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    2.5436    1.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145    1.1677    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1327   -1.2786    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.8081   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4736    0.6159   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234    1.2612    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460    2.6065    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    3.3037   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646    2.6704   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    1.3341   -1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -1.5383   -0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185   -1.8668   -1.2345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486   -2.7800    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4591   -3.8030    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -2.6883    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568   -3.8427    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.8624   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768   -2.5245    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.2785    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -1.1091   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.9615   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380    3.3508   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951    4.3736    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7576    2.9457    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.5839    2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.8651    1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9090   -1.1979   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    0.7530    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    3.0918    1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    4.3735   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179    3.2300   -2.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517    0.8564   -2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.9478    0.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1740   -1.6786   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1390   -4.7972    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9357   -3.9200   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -3.8889    1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  9  4  1  0
 22 10  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁NO₃

Average Molecular Weight

311.3749

Monoisotopic Molecular Weight

311.152143543

IUPAC Name

3-hydroxy-5-[methoxy(phenyl)methyl]-1-methyl-4-phenylpyrrolidin-2-one

Traditional Name

3-hydroxy-5-[methoxy(phenyl)methyl]-1-methyl-4-phenylpyrrolidin-2-one

CAS Registry Number

119518-25-1

SMILES

COC(C1C(C(O)C(=O)N1C)C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H21NO3/c1-20-16(18(23-2)14-11-7-4-8-12-14)15(17(21)19(20)22)13-9-5-3-6-10-13/h3-12,15-18,21H,1-2H3

InChI Key

MNNOPIIJDXUZST-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

3-phenylpyrrolidine
Benzylether
Monocyclic benzene moiety
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Benzenoid
Pyrrole
Tertiary carboxylic acid amide
Secondary alcohol
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Alcohol
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029858)
Cytoplasm (HMDB: HMDB0029858)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029858)

Source

Endogenous

Endogenous (HMDB: HMDB0029858)

Plant

Plant (HMDB: HMDB0029858)

Exogenous

Food

Food (HMDB: HMDB0029858)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.11	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.78	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.11 m³·mol⁻¹	ChemAxon
Polarizability	33.08 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.248	31661259
DarkChem	[M-H]-	171.953	31661259
DeepCCS	[M+H]+	173.245	30932474
DeepCCS	[M-H]-	170.887	30932474
DeepCCS	[M-2H]-	204.797	30932474
DeepCCS	[M+Na]+	180.215	30932474
AllCCS	[M+H]+	176.9	32859911
AllCCS	[M+H-H2O]+	173.4	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.1	32859911
AllCCS	[M-H]-	180.3	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	180.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lansimide 3	COC(C1C(C(O)C(=O)N1C)C1=CC=CC=C1)C1=CC=CC=C1	3551.3	Standard polar	33892256
Lansimide 3	COC(C1C(C(O)C(=O)N1C)C1=CC=CC=C1)C1=CC=CC=C1	2605.5	Standard non polar	33892256
Lansimide 3	COC(C1C(C(O)C(=O)N1C)C1=CC=CC=C1)C1=CC=CC=C1	2531.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lansimide 3,1TMS,isomer #1	COC(C1=CC=CC=C1)C1C(C2=CC=CC=C2)C(O[Si](C)(C)C)C(=O)N1C	2420.2	Semi standard non polar	33892256
Lansimide 3,1TBDMS,isomer #1	COC(C1=CC=CC=C1)C1C(C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)C(=O)N1C	2623.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lansimide 3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-2920000000-f289ec7018c3851b072b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansimide 3 GC-MS (1 TMS) - 70eV, Positive	splash10-022c-6943000000-ab485edc686dbdaa9950	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansimide 3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lansimide 3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 10V, Positive-QTOF	splash10-03di-0129000000-183e9ef76bd18c2125df	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 20V, Positive-QTOF	splash10-022c-2943000000-8316040d22052c399e55	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 40V, Positive-QTOF	splash10-006x-9800000000-b8c59c0fad11f079145f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 10V, Negative-QTOF	splash10-03di-0109000000-b7a18aec463b9ae66ee9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 20V, Negative-QTOF	splash10-03dl-2295000000-1f37e31868efe99493cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 40V, Negative-QTOF	splash10-0a73-9320000000-33b401ef6b5e6b9c5788	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 10V, Positive-QTOF	splash10-01ox-1937000000-36e543494f47695448f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 20V, Positive-QTOF	splash10-006x-5963000000-1f460295e363e0afff40	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 40V, Positive-QTOF	splash10-0006-9862000000-75f9958f4cbdd7a62aaa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 10V, Negative-QTOF	splash10-01t9-0297000000-843de88c8e42f94c987e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 20V, Negative-QTOF	splash10-01rf-1932000000-c40dafec3a64e38b1ace	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lansimide 3 40V, Negative-QTOF	splash10-0670-2901000000-9e9811ed784a0d764bb1	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001080

KNApSAcK ID

C00056598

Chemspider ID

35013094

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85584195

PDB ID

Not Available

ChEBI ID

172147

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Lansimide 3 (HMDB0029858)

MOL for HMDB0029858 (Lansimide 3)

3D MOL for HMDB0029858 (Lansimide 3)

3D SDF for HMDB0029858 (Lansimide 3)

3D-SDF for HMDB0029858 (Lansimide 3)

PDB for HMDB0029858 (Lansimide 3)

3D PDB for HMDB0029858 (Lansimide 3)

SMILES for HMDB0029858 (Lansimide 3)

INCHI for HMDB0029858 (Lansimide 3)

Structure for HMDB0029858 (Lansimide 3)

3D Structure for HMDB0029858 (Lansimide 3)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra