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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:05 UTC

Update Date

2021-09-26 23:09:40 UTC

HMDB ID

HMDB0255114

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Desethyl Sunitinib

Description

N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review very few articles have been published on N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desethyl sunitinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Desethyl Sunitinib 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


  Mrv1652306031606282D          

 27 29  0  0  0  0            999 V2000
    6.2726    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1991    3.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7471    5.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9871    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3240    5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7719    6.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4160    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1305    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2621    4.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4001    4.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0276    4.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3601    5.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0690    5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7100    5.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8850    5.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650    6.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5796    4.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2739    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6301    6.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6211    4.4163    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7016    4.1998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8450    4.6123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1671    5.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2975    6.7405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8455    6.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594    3.3748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 13  5  1  0  0  0  0
 13  9  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 16 14  2  0  0  0  0
 10 17  1  4  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22  4  1  0  0  0  0
 22  7  1  0  0  0  0
 23  8  1  4  0  0  0
 23 20  2  0  0  0  0
 24 12  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  2  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0255114
     RDKit          3D
N-Desethyl Sunitinib
 50 52  0  0  0  0  0  0  0  0999 V2000
    6.6883    1.1614   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9103    0.6559    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769    0.2727   -0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771   -0.8826   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638   -1.3114   -1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -1.6367   -0.4371 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -1.8975    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225   -3.0648    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3175   -1.1453    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -1.4386    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449   -2.6142    2.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589   -0.4888    1.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    0.4168    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.5878    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    1.7837    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    3.0871   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    4.2853   -0.4164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1303    2.9294   -0.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5509    1.5686   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7779    0.9560   -0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9009   -0.3889   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8116   -1.1188    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9371   -2.4465    0.2961 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6003   -0.4770    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8702    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -0.0105    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.6908   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9442    0.3395   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.6663   -0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0605    1.8885   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -0.1246    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.5530    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0743   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704   -0.6599   -1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0911   -1.7183   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.5250   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.2034   -2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -3.1055    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -2.7374    3.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -3.5481    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -2.5609    3.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.4630    2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771    2.4900    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    5.1475   -0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6497    1.5261   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8564   -0.9166   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163   -1.0163    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    1.5811   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5358    0.9821   -0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -0.0136   -1.8327 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 13 26  2  0
 26 27  1  0
 26  9  1  0
 25 15  1  0
 25 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
M  END


  Mrv1652306031606282D          

 27 29  0  0  0  0            999 V2000
    6.2726    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1991    3.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7471    5.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9871    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3240    5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7719    6.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4160    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1305    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2621    4.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4001    4.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0276    4.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3601    5.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0690    5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7100    5.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8850    5.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9650    6.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5796    4.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2739    4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6301    6.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594    4.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6211    4.4163    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7016    4.1998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8450    4.6123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1671    5.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2975    6.7405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8455    6.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594    3.3748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 13  5  1  0  0  0  0
 13  9  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 16 14  2  0  0  0  0
 10 17  1  4  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22  4  1  0  0  0  0
 22  7  1  0  0  0  0
 23  8  1  4  0  0  0
 23 20  2  0  0  0  0
 24 12  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  2  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255114

> <DATABASE_NAME>
hmdb

> <SMILES>
CCNCCN=C(O)C1=C(C)NC(C=C2C(O)=NC3=C2C=C(F)C=C3)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C20H23FN4O2/c1-4-22-7-8-23-20(27)18-11(2)17(24-12(18)3)10-15-14-9-13(21)5-6-16(14)25-19(15)26/h5-6,9-10,22,24H,4,7-8H2,1-3H3,(H,23,27)(H,25,26)

> <INCHI_KEY>
LIZNIAKSBJKPQC-UHFFFAOYSA-N

> <FORMULA>
C20H23FN4O2

> <MOLECULAR_WEIGHT>
370.428

> <EXACT_MASS>
370.18050416

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.11280467432953

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
0.7716240254093373

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
7.551950918504725

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.0377051154063563

> <JCHEM_PKA_STRONGEST_BASIC>
14.935913486249998

> <JCHEM_POLAR_SURFACE_AREA>
93.0

> <JCHEM_REFRACTIVITY>
107.4998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxyindol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255114
     RDKit          3D
N-Desethyl Sunitinib
 50 52  0  0  0  0  0  0  0  0999 V2000
    6.6883    1.1614   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9103    0.6559    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769    0.2727   -0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771   -0.8826   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638   -1.3114   -1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -1.6367   -0.4371 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -1.8975    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225   -3.0648    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3175   -1.1453    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -1.4386    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449   -2.6142    2.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589   -0.4888    1.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    0.4168    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.5878    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    1.7837    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    3.0871   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    4.2853   -0.4164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1303    2.9294   -0.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5509    1.5686   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7779    0.9560   -0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9009   -0.3889   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8116   -1.1188    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9371   -2.4465    0.2961 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6003   -0.4770    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8702    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -0.0105    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.6908   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9442    0.3395   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.6663   -0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0605    1.8885   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -0.1246    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.5530    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0743   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704   -0.6599   -1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0911   -1.7183   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.5250   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.2034   -2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -3.1055    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -2.7374    3.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -3.5481    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -2.5609    3.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.4630    2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771    2.4900    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    5.1475   -0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6497    1.5261   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8564   -0.9166   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163   -1.0163    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    1.5811   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5358    0.9821   -0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -0.0136   -1.8327 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 13 26  2  0
 26 27  1  0
 26  9  1  0
 25 15  1  0
 25 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      11.709   7.840   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.772   6.477   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.061  11.172   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.043   8.610   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.471  10.853   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.441  11.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.710   8.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.044   7.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.489   9.068   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.014   8.967   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.451   7.983   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.206  10.141   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.996   9.388   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.459  10.213   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.919  10.213   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.935  11.677   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.482   9.128   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.045   8.610   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.443  11.677   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.711   7.840   0.000  0.00  0.00           C+0
HETATM   21  F   UNK     0      31.026   8.244   0.000  0.00  0.00           F+0
HETATM   22  N   UNK     0      14.376   7.840   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      18.377   8.610   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      22.712  10.461   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      26.689  12.582   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      23.978  12.153   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      19.711   6.300   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4    1   22                                                       
CONECT    5    6   13                                                       
CONECT    6    5   16                                                       
CONECT    7    8   22                                                       
CONECT    8    7   23                                                       
CONECT    9   13   14                                                       
CONECT   10   15   17                                                       
CONECT   11    2   17   18                                                  
CONECT   12    3   18   24                                                  
CONECT   13    5    9   21                                                  
CONECT   14    9   15   16                                                  
CONECT   15   10   14   19                                                  
CONECT   16    6   14   25                                                  
CONECT   17   10   11   24                                                  
CONECT   18   11   12   20                                                  
CONECT   19   15   25   26                                                  
CONECT   20   18   23   27                                                  
CONECT   21   13                                                            
CONECT   22    4    7                                                       
CONECT   23    8   20                                                       
CONECT   24   12   17                                                       
CONECT   25   16   19                                                       
CONECT   26   19                                                            
CONECT   27   20                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0255114
HETATM    1  C1  UNL     1       6.688   1.161  -1.016  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.910   0.656   0.182  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.577   0.273  -0.185  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.577  -0.883  -1.019  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.164  -1.311  -1.414  1.00  0.00           C  
HETATM    6  N2  UNL     1       2.325  -1.637  -0.437  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.542  -1.898   0.437  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.822  -3.065   1.225  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.317  -1.145   0.793  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.585  -1.439   1.789  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.445  -2.614   2.686  1.00  0.00           C  
HETATM   12  N3  UNL     1      -1.559  -0.489   1.773  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.335   0.417   0.808  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.057   1.588   0.390  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.301   1.784   0.077  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.891   3.087  -0.336  1.00  0.00           C  
HETATM   17  O2  UNL     1      -3.176   4.285  -0.416  1.00  0.00           O  
HETATM   18  N4  UNL     1      -5.130   2.929  -0.597  1.00  0.00           N  
HETATM   19  C13 UNL     1      -5.551   1.569  -0.413  1.00  0.00           C  
HETATM   20  C14 UNL     1      -6.778   0.956  -0.586  1.00  0.00           C  
HETATM   21  C15 UNL     1      -6.901  -0.389  -0.346  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.812  -1.119   0.061  1.00  0.00           C  
HETATM   23  F1  UNL     1      -5.937  -2.446   0.296  1.00  0.00           F  
HETATM   24  C17 UNL     1      -4.600  -0.477   0.225  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.417   0.870   0.001  1.00  0.00           C  
HETATM   26  C19 UNL     1      -0.137  -0.010   0.189  1.00  0.00           C  
HETATM   27  C20 UNL     1       0.514   0.691  -0.953  1.00  0.00           C  
HETATM   28  H1  UNL     1       6.944   0.340  -1.728  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.620   1.666  -0.654  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.060   1.889  -1.559  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.468  -0.125   0.723  1.00  0.00           H  
HETATM   32  H5  UNL     1       5.804   1.553   0.861  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.186   1.074  -0.764  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.170  -0.660  -1.928  1.00  0.00           H  
HETATM   35  H8  UNL     1       5.091  -1.718  -0.500  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.829  -0.525  -2.165  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.344  -2.203  -2.115  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.650  -3.105   1.793  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.379  -2.737   3.271  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.379  -3.548   2.054  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.461  -2.561   3.327  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.383  -0.463   2.432  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.377   2.490   0.335  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.695   5.148  -0.480  1.00  0.00           H  
HETATM   45  H18 UNL     1      -7.650   1.526  -0.910  1.00  0.00           H  
HETATM   46  H19 UNL     1      -7.856  -0.917  -0.470  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.716  -1.016   0.525  1.00  0.00           H  
HETATM   48  H21 UNL     1      -0.068   1.581  -1.263  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.536   0.982  -0.717  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.514  -0.014  -1.833  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    7
CONECT    7    8    9
CONECT    8   38
CONECT    9   10   10   26
CONECT   10   11   12
CONECT   11   39   40   41
CONECT   12   13   42
CONECT   13   14   26   26
CONECT   14   15   15   43
CONECT   15   16   25
CONECT   16   17   18   18
CONECT   17   44
CONECT   18   19
CONECT   19   20   20   25
CONECT   20   21   45
CONECT   21   22   22   46
CONECT   22   23   24
CONECT   24   25   25   47
CONECT   26   27
CONECT   27   48   49   50
END

HMDB0255114
     RDKit          3D
N-Desethyl Sunitinib
 50 52  0  0  0  0  0  0  0  0999 V2000
    6.6883    1.1614   -1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9103    0.6559    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769    0.2727   -0.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771   -0.8826   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638   -1.3114   -1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -1.6367   -0.4371 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -1.8975    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225   -3.0648    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3175   -1.1453    0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -1.4386    1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449   -2.6142    2.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589   -0.4888    1.7735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    0.4168    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.5878    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    1.7837    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    3.0871   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    4.2853   -0.4164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1303    2.9294   -0.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5509    1.5686   -0.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7779    0.9560   -0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9009   -0.3889   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8116   -1.1188    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9371   -2.4465    0.2961 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6003   -0.4770    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8702    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1370   -0.0105    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.6908   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9442    0.3395   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.6663   -0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0605    1.8885   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -0.1246    0.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8043    1.5530    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1859    1.0743   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704   -0.6599   -1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0911   -1.7183   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.5250   -2.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.2034   -2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -3.1055    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -2.7374    3.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -3.5481    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -2.5609    3.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.4630    2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771    2.4900    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    5.1475   -0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6497    1.5261   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8564   -0.9166   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7163   -1.0163    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    1.5811   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5358    0.9821   -0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -0.0136   -1.8327 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 13 26  2  0
 26 27  1  0
 26  9  1  0
 25 15  1  0
 25 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[2-(Ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidate	Generator

Chemical Formula

C₂₀H₂₃FN₄O₂

Average Molecular Weight

370.428

Monoisotopic Molecular Weight

370.18050416

IUPAC Name

N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid

Traditional Name

N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxyindol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid

CAS Registry Number

Not Available

SMILES

CCNCCN=C(O)C1=C(C)NC(C=C2C(O)=NC3=C2C=C(F)C=C3)=C1C

InChI Identifier

InChI=1S/C20H23FN4O2/c1-4-22-7-8-23-20(27)18-11(2)17(24-12(18)3)10-15-14-9-13(21)5-6-16(14)25-19(15)26/h5-6,9-10,22,24H,4,7-8H2,1-3H3,(H,23,27)(H,25,26)

InChI Key

LIZNIAKSBJKPQC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Aryl fluoride
Aryl halide
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organic 1,3-dipolar compound
Secondary amine
Carboximidic acid
Carboximidic acid derivative
Secondary aliphatic amine
Organic nitrogen compound
Organofluoride
Organohalogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Hydrocarbon derivative
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	2.25	ALOGPS
logP	0.77	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	-3	ChemAxon
pKa (Strongest Basic)	14.94	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.5 m³·mol⁻¹	ChemAxon
Polarizability	41.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	192.513	30932474
DeepCCS	[M-H]-	190.153	30932474
DeepCCS	[M-2H]-	224.446	30932474
DeepCCS	[M+Na]+	199.674	30932474
AllCCS	[M+H]+	189.6	32859911
AllCCS	[M+H-H2O]+	186.7	32859911
AllCCS	[M+NH4]+	192.3	32859911
AllCCS	[M+Na]+	193.0	32859911
AllCCS	[M-H]-	192.4	32859911
AllCCS	[M+Na-2H]-	192.7	32859911
AllCCS	[M+HCOO]-	193.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.4844 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1029.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	187.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	336.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	375.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	423.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	749.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	377.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	991.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	320.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	265.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	35.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desethyl Sunitinib	CCNCCN=C(O)C1=C(C)NC(C=C2C(O)=NC3=C2C=C(F)C=C3)=C1C	4395.9	Standard polar	33892256
N-Desethyl Sunitinib	CCNCCN=C(O)C1=C(C)NC(C=C2C(O)=NC3=C2C=C(F)C=C3)=C1C	3435.0	Standard non polar	33892256
N-Desethyl Sunitinib	CCNCCN=C(O)C1=C(C)NC(C=C2C(O)=NC3=C2C=C(F)C=C3)=C1C	3291.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desethyl Sunitinib,3TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3175.5	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	2941.5	Standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	4133.1	Standard polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #2	CCNCCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C	3136.5	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #2	CCNCCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C	2921.2	Standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #2	CCNCCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C	4030.4	Standard polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3263.5	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3135.3	Standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	4050.4	Standard polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3257.1	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3060.0	Standard non polar	33892256
N-Desethyl Sunitinib,3TMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	4225.8	Standard polar	33892256
N-Desethyl Sunitinib,4TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3223.2	Semi standard non polar	33892256
N-Desethyl Sunitinib,4TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3028.6	Standard non polar	33892256
N-Desethyl Sunitinib,4TMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C)C1=C(C)N([Si](C)(C)C)C(C=C2C(O[Si](C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C	3915.9	Standard polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3676.3	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3445.5	Standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)[NH]C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	4204.7	Standard polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #2	CCNCCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C	3603.9	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #2	CCNCCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C	3425.7	Standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #2	CCNCCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C	4116.2	Standard polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3798.9	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3611.7	Standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #3	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	4161.1	Standard polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3792.2	Semi standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3627.5	Standard non polar	33892256
N-Desethyl Sunitinib,3TBDMS,isomer #4	CCN(CCN=C(O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	4297.3	Standard polar	33892256
N-Desethyl Sunitinib,4TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3879.7	Semi standard non polar	33892256
N-Desethyl Sunitinib,4TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	3649.0	Standard non polar	33892256
N-Desethyl Sunitinib,4TBDMS,isomer #1	CCN(CCN=C(O[Si](C)(C)C(C)(C)C)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C=C2C(O[Si](C)(C)C(C)(C)C)=NC3=CC=C(F)C=C23)=C1C)[Si](C)(C)C(C)(C)C	4051.4	Standard polar	33892256

Spectra

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

67984615

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 Sunitinib (HMDB0255114)

MOL for HMDB0255114 (N-Desethyl Sunitinib)

3D MOL for HMDB0255114 (N-Desethyl Sunitinib)

3D SDF for HMDB0255114 (N-Desethyl Sunitinib)

3D-SDF for HMDB0255114 (N-Desethyl Sunitinib)

PDB for HMDB0255114 (N-Desethyl Sunitinib)

3D PDB for HMDB0255114 (N-Desethyl Sunitinib)

SMILES for HMDB0255114 (N-Desethyl Sunitinib)

INCHI for HMDB0255114 (N-Desethyl Sunitinib)

Structure for HMDB0255114 (N-Desethyl Sunitinib)

3D Structure for HMDB0255114 (N-Desethyl Sunitinib)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized