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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:08 UTC

Update Date

2021-09-26 23:09:40 UTC

HMDB ID

HMDB0255115

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Desethyl Vardenafil

Description

N-Desethyl Vardenafil belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. Based on a literature review very few articles have been published on N-Desethyl Vardenafil. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desethyl vardenafil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Desethyl Vardenafil is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112116412D          

 32 35  0  0  0  0            999 V2000
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.2854    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5154   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404    0.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 32  1  0  0  0  0
M  END

HMDB0255115
     RDKit          3D
N-Desethyl Vardenafil
 60 63  0  0  0  0  0  0  0  0999 V2000
    4.9507    1.1653   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.2847    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.7447    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838   -1.6030    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910   -2.7318   -0.4490 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -3.2657   -1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -4.4938   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -2.4364   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807   -2.4918   -1.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -3.4269   -2.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -1.5053   -1.2857 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9444   -0.5035   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    0.5614   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2528    0.5925   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1561    1.5925   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7714    1.6013   -0.9472 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.1682    2.9875   -1.2784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.8275   -2.2514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8528    0.7944    0.0810 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5811   -0.5801    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835   -1.5085   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2651   -1.1108   -1.3937 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7204    0.2444   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    1.0112   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    2.5716    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382    2.5418    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    1.5551    0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570    1.4724    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2419    2.4345    2.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120    2.4811    3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -0.4923    0.0515 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0985   -1.4280   -0.2360 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    1.6977    0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5162    1.9883   -1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179    0.5922   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4496    0.9551    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322   -0.2147   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514   -0.1863    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8230   -1.3070    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -4.4586   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -4.5689   -2.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -5.3869   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3274   -1.5733   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420   -0.1661   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.8510   -0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -0.7092    1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771   -1.5836    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2175   -2.5105   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -1.7926   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8330    0.2774   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2877    0.7442   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    2.0812   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8165    0.6075    0.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    3.3780    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    3.3528    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    3.4703    1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    2.2958    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.0785    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    3.5244    3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    1.8689    3.4322 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  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 15 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 12 31  2  0
 31 32  1  0
 32  4  1  0
 32  8  1  0
 27 13  1  0
 24 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
 11 43  1  0
 14 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
M  END

  Mrv1652309112116412D          

 32 35  0  0  0  0            999 V2000
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.2854    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5154   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404    0.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255115

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=NC(C)=C2N1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N6O4S/c1-4-6-18-23-14(3)19-21(28)24-20(25-27(18)19)16-13-15(7-8-17(16)31-5-2)32(29,30)26-11-9-22-10-12-26/h7-8,13,22H,4-6,9-12H2,1-3H3,(H,24,25,28)

> <INCHI_KEY>
OKUKNGDVADFTHE-UHFFFAOYSA-N

> <FORMULA>
C21H28N6O4S

> <MOLECULAR_WEIGHT>
460.55

> <EXACT_MASS>
460.18927458

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.284364031833604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-ethoxy-5-(piperazine-1-sulfonyl)phenyl]-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
0.3687077536666678

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.733463643603997

> <JCHEM_PKA_STRONGEST_BASIC>
7.16247858271946

> <JCHEM_POLAR_SURFACE_AREA>
117.91999999999999

> <JCHEM_REFRACTIVITY>
122.25149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-ethoxy-5-(piperazine-1-sulfonyl)phenyl]-5-methyl-7-propyl-3H-imidazo[4,3-f][1,2,4]triazin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255115
     RDKit          3D
N-Desethyl Vardenafil
 60 63  0  0  0  0  0  0  0  0999 V2000
    4.9507    1.1653   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.2847    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.7447    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838   -1.6030    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910   -2.7318   -0.4490 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -3.2657   -1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -4.4938   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -2.4364   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807   -2.4918   -1.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -3.4269   -2.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -1.5053   -1.2857 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9444   -0.5035   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    0.5614   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2528    0.5925   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1561    1.5925   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7714    1.6013   -0.9472 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.1682    2.9875   -1.2784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.8275   -2.2514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8528    0.7944    0.0810 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5811   -0.5801    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835   -1.5085   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2651   -1.1108   -1.3937 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7204    0.2444   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    1.0112   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    2.5716    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382    2.5418    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    1.5551    0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570    1.4724    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2419    2.4345    2.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120    2.4811    3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -0.4923    0.0515 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0985   -1.4280   -0.2360 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    1.6977    0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5162    1.9883   -1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179    0.5922   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4496    0.9551    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322   -0.2147   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514   -0.1863    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8230   -1.3070    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -4.4586   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -4.5689   -2.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -5.3869   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3274   -1.5733   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420   -0.1661   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.8510   -0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -0.7092    1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771   -1.5836    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2175   -2.5105   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -1.7926   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8330    0.2774   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2877    0.7442   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    2.0812   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8165    0.6075    0.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    3.3780    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    3.3528    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    3.4703    1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    2.2958    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.0785    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    3.5244    3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    1.8689    3.4322 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  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 15 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 12 31  2  0
 31 32  1  0
 32  4  1  0
 32  8  1  0
 27 13  1  0
 24 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
 11 43  1  0
 14 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.726   3.192   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.197  -0.533   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       2.530   0.237   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.531   2.547   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.865   1.777   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.865   0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0       9.199  -0.533   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0       8.429  -1.867   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.969   0.801   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      10.533  -1.303   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      11.866  -0.533   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.200  -1.303   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      13.200  -2.843   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      11.866  -3.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.533  -2.843   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.864   2.547   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.530   1.777   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.197   2.547   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15   19                                                  
CONECT   15   14   16   29                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   15   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32    6                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0255115
HETATM    1  C1  UNL     1       4.951   1.165  -0.500  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.916   0.285   0.271  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.188  -0.745   1.077  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.384  -1.603   0.161  1.00  0.00           C  
HETATM    5  N1  UNL     1       4.791  -2.732  -0.449  1.00  0.00           N  
HETATM    6  C5  UNL     1       3.821  -3.266  -1.205  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.927  -4.494  -2.005  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.749  -2.436  -1.068  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.481  -2.492  -1.614  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.168  -3.427  -2.381  1.00  0.00           O  
HETATM   11  N2  UNL     1       0.611  -1.505  -1.286  1.00  0.00           N  
HETATM   12  C9  UNL     1       0.944  -0.504  -0.464  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.004   0.561  -0.111  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.253   0.592  -0.612  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.156   1.593  -0.286  1.00  0.00           C  
HETATM   16  S1  UNL     1      -3.771   1.601  -0.947  1.00  0.00           S  
HETATM   17  O2  UNL     1      -4.168   2.987  -1.278  1.00  0.00           O  
HETATM   18  O3  UNL     1      -3.708   0.827  -2.251  1.00  0.00           O  
HETATM   19  N3  UNL     1      -4.853   0.794   0.081  1.00  0.00           N  
HETATM   20  C13 UNL     1      -4.581  -0.580   0.311  1.00  0.00           C  
HETATM   21  C14 UNL     1      -5.683  -1.509  -0.135  1.00  0.00           C  
HETATM   22  N4  UNL     1      -6.265  -1.111  -1.394  1.00  0.00           N  
HETATM   23  C15 UNL     1      -6.720   0.244  -1.407  1.00  0.00           C  
HETATM   24  C16 UNL     1      -6.234   1.011  -0.194  1.00  0.00           C  
HETATM   25  C17 UNL     1      -1.724   2.572   0.579  1.00  0.00           C  
HETATM   26  C18 UNL     1      -0.438   2.542   1.093  1.00  0.00           C  
HETATM   27  C19 UNL     1       0.467   1.555   0.778  1.00  0.00           C  
HETATM   28  O4  UNL     1       1.757   1.472   1.255  1.00  0.00           O  
HETATM   29  C20 UNL     1       2.242   2.434   2.152  1.00  0.00           C  
HETATM   30  C21 UNL     1       1.512   2.481   3.465  1.00  0.00           C  
HETATM   31  N5  UNL     1       2.213  -0.492   0.052  1.00  0.00           N  
HETATM   32  N6  UNL     1       3.099  -1.428  -0.236  1.00  0.00           N  
HETATM   33  H1  UNL     1       4.272   1.698   0.189  1.00  0.00           H  
HETATM   34  H2  UNL     1       5.516   1.988  -1.028  1.00  0.00           H  
HETATM   35  H3  UNL     1       4.418   0.592  -1.282  1.00  0.00           H  
HETATM   36  H4  UNL     1       6.450   0.955   1.001  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.632  -0.215  -0.385  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.451  -0.186   1.726  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.823  -1.307   1.763  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.920  -4.459  -2.535  1.00  0.00           H  
HETATM   41  H9  UNL     1       3.164  -4.569  -2.795  1.00  0.00           H  
HETATM   42  H10 UNL     1       3.897  -5.387  -1.320  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.327  -1.573  -1.708  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.642  -0.166  -1.309  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.608  -0.851  -0.141  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.427  -0.709   1.423  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.477  -1.584   0.642  1.00  0.00           H  
HETATM   48  H16 UNL     1      -5.217  -2.511  -0.303  1.00  0.00           H  
HETATM   49  H17 UNL     1      -7.012  -1.793  -1.627  1.00  0.00           H  
HETATM   50  H18 UNL     1      -7.833   0.277  -1.486  1.00  0.00           H  
HETATM   51  H19 UNL     1      -6.288   0.744  -2.301  1.00  0.00           H  
HETATM   52  H20 UNL     1      -6.518   2.081  -0.257  1.00  0.00           H  
HETATM   53  H21 UNL     1      -6.817   0.608   0.677  1.00  0.00           H  
HETATM   54  H22 UNL     1      -2.422   3.378   0.854  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.136   3.353   1.768  1.00  0.00           H  
HETATM   56  H24 UNL     1       2.198   3.470   1.699  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.325   2.296   2.374  1.00  0.00           H  
HETATM   58  H26 UNL     1       2.180   2.078   4.276  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.226   3.524   3.677  1.00  0.00           H  
HETATM   60  H28 UNL     1       0.584   1.869   3.432  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   36   37
CONECT    3    4   38   39
CONECT    4    5    5   32
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   40   41   42
CONECT    8    9   32
CONECT    9   10   10   11
CONECT   11   12   43
CONECT   12   13   31   31
CONECT   13   14   14   27
CONECT   14   15   44
CONECT   15   16   25   25
CONECT   16   17   17   18   18
CONECT   16   19
CONECT   19   20   24
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23   49
CONECT   23   24   50   51
CONECT   24   52   53
CONECT   25   26   54
CONECT   26   27   27   55
CONECT   27   28
CONECT   28   29
CONECT   29   30   56   57
CONECT   30   58   59   60
CONECT   31   32
END

HMDB0255115
     RDKit          3D
N-Desethyl Vardenafil
 60 63  0  0  0  0  0  0  0  0999 V2000
    4.9507    1.1653   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.2847    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1882   -0.7447    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838   -1.6030    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910   -2.7318   -0.4490 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -3.2657   -1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -4.4938   -2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7492   -2.4364   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4807   -2.4918   -1.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -3.4269   -2.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -1.5053   -1.2857 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9444   -0.5035   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    0.5614   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7714    1.6013   -0.9472 S   0  0  0  0  0  6  0  0  0  0  0  0
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   -4.5811   -0.5801    0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7204    0.2444   -1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2343    1.0112   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    2.5716    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382    2.5418    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    1.5551    0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570    1.4724    1.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2419    2.4345    2.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5120    2.4811    3.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -0.4923    0.0515 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0985   -1.4280   -0.2360 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    1.6977    0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5162    1.9883   -1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179    0.5922   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4496    0.9551    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322   -0.2147   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514   -0.1863    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8230   -1.3070    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -4.4586   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644   -4.5689   -2.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -5.3869   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3274   -1.5733   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420   -0.1661   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.8510   -0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -0.7092    1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771   -1.5836    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2175   -2.5105   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -1.7926   -1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8330    0.2774   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2877    0.7442   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    2.0812   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8165    0.6075    0.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    3.3780    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1358    3.3528    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1977    3.4703    1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250    2.2958    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.0785    4.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    3.5244    3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    1.8689    3.4322 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
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  1 33  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[2-Ethoxy-5-(piperazine-1-sulphonyl)phenyl]-5-methyl-7-propyl-1H,4H-imidazo[4,3-F][1,2,4]triazin-4-one	HMDB

Chemical Formula

C₂₁H₂₈N₆O₄S

Average Molecular Weight

460.55

Monoisotopic Molecular Weight

460.18927458

IUPAC Name

2-[2-ethoxy-5-(piperazine-1-sulfonyl)phenyl]-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one

Traditional Name

2-[2-ethoxy-5-(piperazine-1-sulfonyl)phenyl]-5-methyl-7-propyl-3H-imidazo[4,3-f][1,2,4]triazin-4-one

CAS Registry Number

Not Available

SMILES

CCCC1=NC(C)=C2N1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCNCC1

InChI Identifier

InChI=1S/C21H28N6O4S/c1-4-6-18-23-14(3)19-21(28)24-20(25-27(18)19)16-13-15(7-8-17(16)31-5-2)32(29,30)26-11-9-22-10-12-26/h7-8,13,22H,4-6,9-12H2,1-3H3,(H,24,25,28)

InChI Key

OKUKNGDVADFTHE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Phenoxy compound
Phenol ether
Alkyl aryl ether
Piperazine
Organosulfonic acid amide
Triazine
N-substituted imidazole
1,2,4-triazine
1,4-diazinane
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Azole
Imidazole
Heteroaromatic compound
Sulfonyl
Secondary aliphatic amine
Ether
Azacycle
Organoheterocyclic compound
Secondary amine
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	1.31	ALOGPS
logP	0.37	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.73	ChemAxon
pKa (Strongest Basic)	7.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.25 m³·mol⁻¹	ChemAxon
Polarizability	48.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	207.359	30932474
DeepCCS	[M-H]-	204.963	30932474
DeepCCS	[M-2H]-	238.229	30932474
DeepCCS	[M+Na]+	213.336	30932474
AllCCS	[M+H]+	205.3	32859911
AllCCS	[M+H-H2O]+	203.2	32859911
AllCCS	[M+NH4]+	207.1	32859911
AllCCS	[M+Na]+	207.7	32859911
AllCCS	[M-H]-	198.5	32859911
AllCCS	[M+Na-2H]-	199.2	32859911
AllCCS	[M+HCOO]-	200.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desethyl Vardenafil	CCCC1=NC(C)=C2N1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCNCC1	4875.7	Standard polar	33892256
N-Desethyl Vardenafil	CCCC1=NC(C)=C2N1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCNCC1	3815.3	Standard non polar	33892256
N-Desethyl Vardenafil	CCCC1=NC(C)=C2N1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCNCC1	4239.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desethyl Vardenafil,1TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	3918.3	Semi standard non polar	33892256
N-Desethyl Vardenafil,1TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	3860.7	Standard non polar	33892256
N-Desethyl Vardenafil,1TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	5892.7	Standard polar	33892256
N-Desethyl Vardenafil,1TMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	4078.0	Semi standard non polar	33892256
N-Desethyl Vardenafil,1TMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	3953.3	Standard non polar	33892256
N-Desethyl Vardenafil,1TMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	5711.2	Standard polar	33892256
N-Desethyl Vardenafil,2TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	4066.8	Semi standard non polar	33892256
N-Desethyl Vardenafil,2TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	4079.9	Standard non polar	33892256
N-Desethyl Vardenafil,2TMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C)CC4)=CC=C3OCC)=NN12	5387.3	Standard polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	4037.6	Semi standard non polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	4136.1	Standard non polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCNCC4)=CC=C3OCC)=NN12	5760.4	Standard polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	4234.7	Semi standard non polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	4193.4	Standard non polar	33892256
N-Desethyl Vardenafil,1TBDMS,isomer #2	CCCC1=NC(C)=C2C(=O)[NH]C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	5758.5	Standard polar	33892256
N-Desethyl Vardenafil,2TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	4347.6	Semi standard non polar	33892256
N-Desethyl Vardenafil,2TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	4575.1	Standard non polar	33892256
N-Desethyl Vardenafil,2TBDMS,isomer #1	CCCC1=NC(C)=C2C(=O)N([Si](C)(C)C(C)(C)C)C(C3=CC(S(=O)(=O)N4CCN([Si](C)(C)C(C)(C)C)CC4)=CC=C3OCC)=NN12	5361.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desethyl Vardenafil GC-MS (Non-derivatized) - 70eV, Positive	splash10-06su-9003200000-3e44a99c784f9272567a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desethyl Vardenafil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21896653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12018718

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Desethyl Vardenafil (HMDB0255115)

MOL for HMDB0255115 (N-Desethyl Vardenafil)

3D MOL for HMDB0255115 (N-Desethyl Vardenafil)

3D SDF for HMDB0255115 (N-Desethyl Vardenafil)

3D-SDF for HMDB0255115 (N-Desethyl Vardenafil)

PDB for HMDB0255115 (N-Desethyl Vardenafil)

3D PDB for HMDB0255115 (N-Desethyl Vardenafil)

SMILES for HMDB0255115 (N-Desethyl Vardenafil)

INCHI for HMDB0255115 (N-Desethyl Vardenafil)

Structure for HMDB0255115 (N-Desethyl Vardenafil)

3D Structure for HMDB0255115 (N-Desethyl Vardenafil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra