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Showing metabocard for Lirodenine (HMDB0302247)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 16:17:46 UTC
Update Date2021-09-23 16:17:47 UTC
HMDB IDHMDB0302247
Secondary Accession NumbersNone
Metabolite Identification
Common NameLirodenine
DescriptionLirodenine is a member of the class of compounds known as benzonitriles. Benzonitriles are organic compounds containing a benzene bearing a nitrile substituent. Lirodenine is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lirodenine can be found in custard apple, which makes lirodenine a potential biomarker for the consumption of this food product.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0302247 (Lirodenine)


  Mrv0541 02241221262D          

 32 35  0  0  0  0            999 V2000
    2.3645   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  3  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  3  0  0  0  0
M  END
Download

3D MOL for HMDB0302247 (Lirodenine)

HMDB0302247
     RDKit          3D
Lirodenine
 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.2394    5.5300    2.3192 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085    4.4889    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    3.1892    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    2.0230    2.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.7866    1.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260    0.6770    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298   -0.9221    0.0529 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.5784   -1.9307    1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551   -1.4095   -1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -2.7330   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184   -3.2342   -2.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460   -2.3554   -3.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689   -1.0476   -3.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742   -0.5724   -2.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9439   -1.1303   -0.1713 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.1721   -2.1994   -1.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302   -1.8142    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -1.2864    2.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -1.7926    3.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   -2.8218    3.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -3.3425    2.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400   -2.8320    1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7575    0.3762   -0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    1.2763    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    2.4611   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    2.7500   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7132    3.9857   -1.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610    4.9548   -2.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    1.8646   -2.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    0.6989   -1.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1467    1.8553    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727    3.0742    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6944    2.1258    2.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712   -0.0746    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -3.4487   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3029   -4.2676   -3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6114   -2.7226   -4.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8448   -0.3794   -4.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662    0.4571   -1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4958   -0.4740    2.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4107   -1.3810    4.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462   -3.2110    4.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -4.1438    2.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -3.2397    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580    1.1040    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1787    3.1702    0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863    2.1033   -3.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555    0.0171   -2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335    1.7999   -0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2072    3.9979    0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  3  0
 26 29  1  0
 29 30  2  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 14  9  1  0
 22 17  1  0
 30 23  1  0
  4 33  1  0
  5 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
 32 50  1  0
M  END
Download

3D SDF for HMDB0302247 (Lirodenine)


  Mrv0541 02241221262D          

 32 35  0  0  0  0            999 V2000
    2.3645   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  3  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302247

> <DATABASE_NAME>
hmdb

> <SMILES>
O=P(C1=CC=CC=C1)(C1=CC=C(C=C1)C#N)P(=O)(C1=CC=CC=C1)C1=CC=C(C=C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C26H18N2O2P2/c27-19-21-11-15-25(16-12-21)31(29,23-7-3-1-4-8-23)32(30,24-9-5-2-6-10-24)26-17-13-22(20-28)14-18-26/h1-18H

> <INCHI_KEY>
LOQRLFDLUYKOGD-UHFFFAOYSA-N

> <FORMULA>
C26H18N2O2P2

> <MOLECULAR_WEIGHT>
452.3808

> <EXACT_MASS>
452.084350854

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.94361119685591

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[(4-cyanophenyl)(phenyl)phosphoroso](phenyl)phosphoroso}benzonitrile

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
5.936

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.365769901997925

> <JCHEM_POLAR_SURFACE_AREA>
81.72

> <JCHEM_REFRACTIVITY>
126.62620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-cyanophenyl(phenyl)phosphoroso(phenyl)phosphoroso]benzonitrile

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0302247 (Lirodenine)

HMDB0302247
     RDKit          3D
Lirodenine
 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.2394    5.5300    2.3192 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085    4.4889    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    3.1892    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    2.0230    2.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5435    0.7866    1.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260    0.6770    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298   -0.9221    0.0529 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.5784   -1.9307    1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551   -1.4095   -1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -2.7330   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184   -3.2342   -2.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460   -2.3554   -3.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689   -1.0476   -3.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742   -0.5724   -2.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9439   -1.1303   -0.1713 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.1721   -2.1994   -1.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302   -1.8142    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -1.2864    2.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -1.7926    3.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   -2.8218    3.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -3.3425    2.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400   -2.8320    1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7575    0.3762   -0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    1.2763    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8350    2.4611   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0437    2.7500   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7132    3.9857   -1.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2610    4.9548   -2.0915 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156    1.8646   -2.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    0.6989   -1.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1467    1.8553    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727    3.0742    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6944    2.1258    2.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712   -0.0746    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -3.4487   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3029   -4.2676   -3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6114   -2.7226   -4.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8448   -0.3794   -4.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662    0.4571   -1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4958   -0.4740    2.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4107   -1.3810    4.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462   -3.2110    4.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -4.1438    2.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -3.2397    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580    1.1040    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1787    3.1702    0.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863    2.1033   -3.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555    0.0171   -2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335    1.7999   -0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2072    3.9979    0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  3  0
 26 29  1  0
 29 30  2  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 14  9  1  0
 22 17  1  0
 30 23  1  0
  4 33  1  0
  5 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
 32 50  1  0
M  END
Download

PDB for HMDB0302247 (Lirodenine)

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       4.414  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.747  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -4.620   0.000  0.00  0.00           C+0
HETATM    7  P   UNK     0       4.414  -0.770   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0       2.874  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.747   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   5.390   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.414   6.930   0.000  0.00  0.00           N+0
HETATM   17  P   UNK     0       5.954  -0.770   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0       5.954  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.954   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.287   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.287   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.264   0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.804   0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.574  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.804  -2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.264  -2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.114  -0.770   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      13.654  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9   17                                             
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15                                                            
CONECT   17    7   18   19   25                                             
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   17   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   28   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END
Download

3D PDB for HMDB0302247 (Lirodenine)

COMPND    HMDB0302247
HETATM    1  N1  UNL     1      -3.239   5.530   2.319  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.909   4.489   1.959  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.500   3.189   1.522  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.974   2.023   2.076  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.544   0.787   1.615  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.626   0.677   0.585  1.00  0.00           C  
HETATM    7  P1  UNL     1      -1.130  -0.922   0.053  1.00  0.00           P  
HETATM    8  O1  UNL     1      -1.578  -1.931   1.089  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.955  -1.410  -1.470  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.826  -2.733  -1.831  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.418  -3.234  -2.989  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.146  -2.355  -3.772  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.269  -1.048  -3.408  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.674  -0.572  -2.257  1.00  0.00           C  
HETATM   15  P2  UNL     1       0.944  -1.130  -0.171  1.00  0.00           P  
HETATM   16  O2  UNL     1       1.172  -2.199  -1.247  1.00  0.00           O  
HETATM   17  C12 UNL     1       1.630  -1.814   1.338  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.219  -1.286   2.545  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.731  -1.793   3.737  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.651  -2.822   3.756  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.055  -3.343   2.548  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.540  -2.832   1.361  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.758   0.376  -0.620  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.193   1.276   0.325  1.00  0.00           C  
HETATM   25  C20 UNL     1       2.835   2.461  -0.052  1.00  0.00           C  
HETATM   26  C21 UNL     1       3.044   2.750  -1.381  1.00  0.00           C  
HETATM   27  C22 UNL     1       3.713   3.986  -1.776  1.00  0.00           C  
HETATM   28  N2  UNL     1       4.261   4.955  -2.092  1.00  0.00           N  
HETATM   29  C23 UNL     1       2.616   1.865  -2.320  1.00  0.00           C  
HETATM   30  C24 UNL     1       1.984   0.699  -1.936  1.00  0.00           C  
HETATM   31  C25 UNL     1      -1.147   1.855   0.024  1.00  0.00           C  
HETATM   32  C26 UNL     1      -1.573   3.074   0.481  1.00  0.00           C  
HETATM   33  H1  UNL     1      -3.694   2.126   2.886  1.00  0.00           H  
HETATM   34  H2  UNL     1      -2.971  -0.075   2.112  1.00  0.00           H  
HETATM   35  H3  UNL     1      -1.266  -3.449  -1.245  1.00  0.00           H  
HETATM   36  H4  UNL     1      -2.303  -4.268  -3.248  1.00  0.00           H  
HETATM   37  H5  UNL     1      -3.611  -2.723  -4.670  1.00  0.00           H  
HETATM   38  H6  UNL     1      -3.845  -0.379  -4.039  1.00  0.00           H  
HETATM   39  H7  UNL     1      -2.766   0.457  -1.963  1.00  0.00           H  
HETATM   40  H8  UNL     1       0.496  -0.474   2.577  1.00  0.00           H  
HETATM   41  H9  UNL     1       1.411  -1.381   4.672  1.00  0.00           H  
HETATM   42  H10 UNL     1       3.046  -3.211   4.708  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.770  -4.144   2.545  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.856  -3.240   0.400  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.058   1.104   1.372  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.179   3.170   0.680  1.00  0.00           H  
HETATM   47  H15 UNL     1       2.786   2.103  -3.377  1.00  0.00           H  
HETATM   48  H16 UNL     1       1.655   0.017  -2.697  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.434   1.800  -0.779  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.207   3.998   0.053  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   33
CONECT    5    6    6   34
CONECT    6    7   31
CONECT    7    8    8    9   15
CONECT    9   10   10   14
CONECT   10   11   35
CONECT   11   12   12   36
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   39
CONECT   15   16   16   17   23
CONECT   17   18   18   22
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   22   44
CONECT   23   24   24   30
CONECT   24   25   45
CONECT   25   26   26   46
CONECT   26   27   29
CONECT   27   28   28   28
CONECT   29   30   30   47
CONECT   30   48
CONECT   31   32   32   49
CONECT   32   50
END
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SMILES for HMDB0302247 (Lirodenine)

O=P(C1=CC=CC=C1)(C1=CC=C(C=C1)C#N)P(=O)(C1=CC=CC=C1)C1=CC=C(C=C1)C#N
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INCHI for HMDB0302247 (Lirodenine)

InChI=1S/C26H18N2O2P2/c27-19-21-11-15-25(16-12-21)31(29,23-7-3-1-4-8-23)32(30,24-9-5-2-6-10-24)26-17-13-22(20-28)14-18-26/h1-18H
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC26H18N2O2P2
Average Molecular Weight452.3808
Monoisotopic Molecular Weight452.084350854
IUPAC Name4-{[(4-cyanophenyl)(phenyl)phosphoroso](phenyl)phosphoroso}benzonitrile
Traditional Name4-[4-cyanophenyl(phenyl)phosphoroso(phenyl)phosphoroso]benzonitrile
CAS Registry NumberNot Available
SMILES
O=P(C1=CC=CC=C1)(C1=CC=C(C=C1)C#N)P(=O)(C1=CC=CC=C1)C1=CC=C(C=C1)C#N
InChI Identifier
InChI=1S/C26H18N2O2P2/c27-19-21-11-15-25(16-12-21)31(29,23-7-3-1-4-8-23)32(30,24-9-5-2-6-10-24)26-17-13-22(20-28)14-18-26/h1-18H
InChI KeyLOQRLFDLUYKOGD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzonitriles. These are organic compounds containing a benzene bearing a nitrile substituent.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzonitriles
Direct ParentBenzonitriles
Alternative Parents
Substituents
  • Benzonitrile
  • Nitrile
  • Carbonitrile
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organophosphorus compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.06ALOGPS
logP5.94ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area81.72 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.63 m³·mol⁻¹ChemAxon
Polarizability44.94 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+200.21932859911
AllCCS[M+H-H2O]+198.03832859911
AllCCS[M+Na]+202.78832859911
AllCCS[M+NH4]+202.21832859911
AllCCS[M-H]-177.21132859911
AllCCS[M+Na-2H]-175.7132859911
AllCCS[M+HCOO]-174.22832859911
DeepCCS[M+H]+195.99530932474
DeepCCS[M-H]-193.630932474
DeepCCS[M-2H]-226.73730932474
DeepCCS[M+Na]+201.90830932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 10V, Positive-QTOFsplash10-0udi-0020900000-ef08252ae09fb531fa312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 20V, Positive-QTOFsplash10-004i-0190000000-716f5ddf11aee98211552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 40V, Positive-QTOFsplash10-0fb9-6890000000-22de1316b7e81315a5492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 10V, Negative-QTOFsplash10-0udi-0010900000-95d21c8567da7fdb1ad62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 20V, Negative-QTOFsplash10-0udi-0910300000-655e4be5ab553ee7e65b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 40V, Negative-QTOFsplash10-0udi-2900000000-a7010a75932bd6790df62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 10V, Positive-QTOFsplash10-0udi-0000900000-50ea4ec85e04e8b2319e2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 20V, Positive-QTOFsplash10-0ufr-0060900000-b2972ed7fc63af4df3cf2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 40V, Positive-QTOFsplash10-004i-0490000000-eaae25eebcad9f6465d72021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 10V, Negative-QTOFsplash10-0udi-0000900000-f5f2ea12e60eec7e06912021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 20V, Negative-QTOFsplash10-0fb9-0090600000-029a1b54a90c0d3a7e862021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lirodenine 40V, Negative-QTOFsplash10-004i-0290000000-ba6035eb93e8a7d461312021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003883
KNApSAcK IDNot Available
Chemspider ID369645
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available