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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:22:55 UTC

Update Date

2021-09-26 23:09:19 UTC

HMDB ID

HMDB0254901

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Motesanib

Description

Motesanib, also known as AMG 706, belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. It is an orally administered small molecule belonging to angiokinase inhibitor class which acts as an antagonist of VEGF receptors, platelet-derived growth factor receptors, and stem cell factor receptors. Motesanib is a very strong basic compound (based on its pKa). However a later and more detailed Phase III trial failed to show any benefit for the treatment of NSCLC. After clinical trials in thyroid cancer, non-small cell lung cancer, gastrointestinal stromal cancer, colorectal cancer, and breast cancer, the drug was not found to show sufficient efficacy for further development, and development was abandoned by Takeda. Two phase II clinical trials for thyroid cancer showed promising results. Motesanib was originally investigated for effectiveness against advanced nonsquamous non-small-cell lung cancer (NSCLC), with Phase II trials indicating an effectiveness comparable to bevacizumab when they were both used in combination with paclitaxel/carboplatin. Phase II testing against persistent or recurrent ovarian, fallopian tube and primary peritoneal carcinomas was also unsuccessful. A second Phase III trial was started in 2012, which focused on patients from Asian backgrounds (performed on the bases of subgroup analysis) however this also failed to meet its primary endpoint. The drug has undergone a Phase II evaluation as first-line therapy for breast cancer however this study found no evidence to support further investigation. This compound has been identified in human blood as reported by (PMID: 31557052 ). Motesanib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Motesanib 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

  Mrv0541 05031422532D          

 28 31  0  0  0  0            999 V2000
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  9  3  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16  5  1  0  0  0  0
 16 12  2  0  0  0  0
 17  4  1  0  0  0  0
 18  6  1  0  0  0  0
 19 12  1  0  0  0  0
 19 18  2  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 22 18  1  0  0  0  0
 23 10  2  0  0  0  0
 23 11  1  0  0  0  0
 24  9  2  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 14  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  4  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0254901
     RDKit          3D
Motesanib
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.3344   -0.6515    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2931   -0.9079    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2880    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    0.1765    2.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677    0.5263    2.6190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1465    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9379    0.4875    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0190    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    0.3398   -0.2854 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    0.7340   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.7912   -2.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    1.1081   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162    1.5138   -3.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    1.8924   -3.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.8674   -2.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.4933   -1.5036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    1.1118   -1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7170    0.3424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.7231    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -0.2105    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1151   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -2.0095   -0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988   -1.9814   -0.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1373   -1.0993    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2360   -0.2077    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594   -0.8789   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -1.2301   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.7092    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2629   -1.3183   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3456   -0.6821    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851    0.3988   -0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0342   -2.2685    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4356   -2.6863    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7177   -2.9587    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -0.2560    3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9833    1.0358    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629    0.9920    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    1.1617    1.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165    1.2663   -2.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    1.5434   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3224    2.2070   -4.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    2.1591   -3.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    0.4279    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.5198    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    1.7855    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -1.1854   -0.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -2.7176   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1641   -1.1079    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.5127    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -1.2587   -1.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986   -1.9037   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28  2  1  0
 28  6  1  0
 17 12  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END

  Mrv0541 05031422532D          

 28 31  0  0  0  0            999 V2000
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  9  3  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16  5  1  0  0  0  0
 16 12  2  0  0  0  0
 17  4  1  0  0  0  0
 18  6  1  0  0  0  0
 19 12  1  0  0  0  0
 19 18  2  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 22 18  1  0  0  0  0
 23 10  2  0  0  0  0
 23 11  1  0  0  0  0
 24  9  2  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 14  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  4  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254901

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CNC2=C1C=CC(=C2)N=C(O)C1=C(NCC2=CC=NC=C2)N=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H23N5O/c1-22(2)14-26-19-12-16(5-6-18(19)22)27-21(28)17-4-3-9-24-20(17)25-13-15-7-10-23-11-8-15/h3-12,26H,13-14H2,1-2H3,(H,24,25)(H,27,28)

> <INCHI_KEY>
RAHBGWKEPAQNFF-UHFFFAOYSA-N

> <FORMULA>
C22H23N5O

> <MOLECULAR_WEIGHT>
373.4509

> <EXACT_MASS>
373.190260383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.43504012854883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-2-[(pyridin-4-ylmethyl)amino]pyridine-3-carboximidic acid

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
2.910612430995035

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.452407022987371

> <JCHEM_PKA_STRONGEST_BASIC>
7.0233746331777365

> <JCHEM_POLAR_SURFACE_AREA>
82.43

> <JCHEM_REFRACTIVITY>
115.52579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
motesanib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254901
     RDKit          3D
Motesanib
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.3344   -0.6515    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2931   -0.9079    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2880    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    0.1765    2.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677    0.5263    2.6190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1465    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9379    0.4875    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0190    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    0.3398   -0.2854 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    0.7340   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.7912   -2.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    1.1081   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162    1.5138   -3.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    1.8924   -3.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.8674   -2.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.4933   -1.5036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    1.1118   -1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7170    0.3424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.7231    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -0.2105    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1151   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -2.0095   -0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988   -1.9814   -0.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1373   -1.0993    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2360   -0.2077    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594   -0.8789   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -1.2301   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.7092    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2629   -1.3183   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3456   -0.6821    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851    0.3988   -0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0342   -2.2685    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4356   -2.6863    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7177   -2.9587    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -0.2560    3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9833    1.0358    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629    0.9920    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    1.1617    1.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165    1.2663   -2.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    1.5434   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3224    2.2070   -4.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    2.1591   -3.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    0.4279    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.5198    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    1.7855    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -1.1854   -0.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -2.7176   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1641   -1.1079    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.5127    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -1.2587   -1.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986   -1.9037   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28  2  1  0
 28  6  1  0
 17 12  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3    4    9                                                       
CONECT    4    3   17                                                       
CONECT    5    6   16                                                       
CONECT    6    5   18                                                       
CONECT    7   10   15                                                       
CONECT    8   11   15                                                       
CONECT    9    3   24                                                       
CONECT   10    7   23                                                       
CONECT   11    8   23                                                       
CONECT   12   16   19                                                       
CONECT   13   15   25                                                       
CONECT   14   22   26                                                       
CONECT   15    7    8   13                                                  
CONECT   16    5   12   27                                                  
CONECT   17    4   20   21                                                  
CONECT   18    6   19   22                                                  
CONECT   19   12   18   26                                                  
CONECT   20   17   24   25                                                  
CONECT   21   17   27   28                                                  
CONECT   22    1    2   14   18                                             
CONECT   23   10   11                                                       
CONECT   24    9   20                                                       
CONECT   25   13   20                                                       
CONECT   26   14   19                                                       
CONECT   27   16   21                                                       
CONECT   28   21                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0254901
HETATM    1  C1  UNL     1      -6.334  -0.652   0.232  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.293  -0.908   1.296  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.402  -2.288   1.881  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.430   0.176   2.345  1.00  0.00           C  
HETATM    5  N1  UNL     1      -4.068   0.526   2.619  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.243   0.146   1.524  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.938   0.488   1.182  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.340  -0.019   0.047  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.011   0.340  -0.285  1.00  0.00           N  
HETATM   10  C8  UNL     1       0.386   0.734  -1.431  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.651   0.791  -2.400  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.723   1.108  -1.813  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.916   1.514  -3.148  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.150   1.892  -3.622  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.202   1.867  -2.759  1.00  0.00           C  
HETATM   16  N3  UNL     1       4.057   1.493  -1.504  1.00  0.00           N  
HETATM   17  C13 UNL     1       2.824   1.112  -1.019  1.00  0.00           C  
HETATM   18  N4  UNL     1       2.721   0.717   0.342  1.00  0.00           N  
HETATM   19  C14 UNL     1       3.919   0.723   1.200  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.916  -0.211   0.672  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.596  -1.115  -0.298  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.541  -2.010  -0.813  1.00  0.00           C  
HETATM   23  N5  UNL     1       6.799  -1.981  -0.343  1.00  0.00           N  
HETATM   24  C18 UNL     1       7.137  -1.099   0.612  1.00  0.00           C  
HETATM   25  C19 UNL     1       6.236  -0.208   1.139  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.059  -0.879  -0.757  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.368  -1.230  -0.427  1.00  0.00           C  
HETATM   28  C22 UNL     1      -3.950  -0.709   0.719  1.00  0.00           C  
HETATM   29  H1  UNL     1      -6.263  -1.318  -0.625  1.00  0.00           H  
HETATM   30  H2  UNL     1      -7.346  -0.682   0.696  1.00  0.00           H  
HETATM   31  H3  UNL     1      -6.185   0.399  -0.108  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.034  -2.268   2.923  1.00  0.00           H  
HETATM   33  H5  UNL     1      -6.436  -2.686   1.835  1.00  0.00           H  
HETATM   34  H6  UNL     1      -4.718  -2.959   1.321  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.937  -0.256   3.231  1.00  0.00           H  
HETATM   36  H8  UNL     1      -5.983   1.036   1.934  1.00  0.00           H  
HETATM   37  H9  UNL     1      -3.663   0.992   3.472  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.371   1.162   1.809  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.517   1.266  -2.146  1.00  0.00           H  
HETATM   40  H12 UNL     1       1.099   1.543  -3.856  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.322   2.207  -4.641  1.00  0.00           H  
HETATM   42  H14 UNL     1       5.188   2.159  -3.099  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.841   0.428   0.747  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.594   0.520   2.227  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.292   1.785   1.211  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.601  -1.185  -0.711  1.00  0.00           H  
HETATM   47  H19 UNL     1       5.278  -2.718  -1.576  1.00  0.00           H  
HETATM   48  H20 UNL     1       8.164  -1.108   0.965  1.00  0.00           H  
HETATM   49  H21 UNL     1       6.496   0.513   1.914  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.562  -1.259  -1.640  1.00  0.00           H  
HETATM   51  H23 UNL     1      -3.899  -1.904  -1.077  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   28
CONECT    3   32   33   34
CONECT    4    5   35   36
CONECT    5    6   37
CONECT    6    7    7   28
CONECT    7    8   38
CONECT    8    9   26   26
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   39
CONECT   12   13   13   17
CONECT   13   14   40
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17
CONECT   17   18
CONECT   18   19   43
CONECT   19   20   44   45
CONECT   20   21   21   25
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24
CONECT   24   25   25   48
CONECT   25   49
CONECT   26   27   50
CONECT   27   28   28   51
END

HMDB0254901
     RDKit          3D
Motesanib
 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.3344   -0.6515    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2931   -0.9079    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2880    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4296    0.1765    2.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677    0.5263    2.6190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1465    1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9379    0.4875    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0190    0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    0.3398   -0.2854 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    0.7340   -1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6513    0.7912   -2.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    1.1081   -1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9162    1.5138   -3.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    1.8924   -3.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.8674   -2.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.4933   -1.5036 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241    1.1118   -1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7170    0.3424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    0.7231    1.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -0.2105    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.1151   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412   -2.0095   -0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988   -1.9814   -0.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1373   -1.0993    0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2360   -0.2077    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594   -0.8789   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -1.2301   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501   -0.7092    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2629   -1.3183   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3456   -0.6821    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851    0.3988   -0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0342   -2.2685    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4356   -2.6863    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7177   -2.9587    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9367   -0.2560    3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9833    1.0358    1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629    0.9920    3.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    1.1617    1.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5165    1.2663   -2.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    1.5434   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3224    2.2070   -4.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876    2.1591   -3.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    0.4279    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.5198    2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    1.7855    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -1.1854   -0.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -2.7176   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1641   -1.1079    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.5127    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -1.2587   -1.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986   -1.9037   -1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28  2  1  0
 28  6  1  0
 17 12  1  0
 25 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2,3-Dihydro-3,3-dimethyl-1H-indol-6-yl)-2-((4-pyridinylmethyl)amino)-3-pyridinecarboxamide	ChEBI
AMG 706	Kegg
Motesanib diphosphate	MeSH
AMG-706	MeSH
Imetelstat	MeSH

Chemical Formula

C₂₂H₂₃N₅O

Average Molecular Weight

373.4509

Monoisotopic Molecular Weight

373.190260383

IUPAC Name

N-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-2-[(pyridin-4-ylmethyl)amino]pyridine-3-carboximidic acid

Traditional Name

motesanib

CAS Registry Number

Not Available

SMILES

CC1(C)CNC2=C1C=CC(=C2)N=C(O)C1=C(NCC2=CC=NC=C2)N=CC=C1

InChI Identifier

InChI=1S/C22H23N5O/c1-22(2)14-26-19-12-16(5-6-18(19)22)27-21(28)17-4-3-9-24-20(17)25-13-15-7-10-23-11-8-15/h3-12,26H,13-14H2,1-2H3,(H,24,25)(H,27,28)

InChI Key

RAHBGWKEPAQNFF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolines

Direct Parent

Indolines

Alternative Parents

Substituents

Dihydroindole
Nicotinamide
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
Aminopyridine
Secondary aliphatic/aromatic amine
Aralkylamine
Imidolactam
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Azacycle
Secondary amine
Carboxylic acid derivative
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organooxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyridinecarboxamide (CHEBI:51098 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0254901)

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	3.48	ALOGPS
logP	2.91	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.45	ChemAxon
pKa (Strongest Basic)	7.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.53 m³·mol⁻¹	ChemAxon
Polarizability	41.44 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	191.562	30932474
DeepCCS	[M-H]-	189.204	30932474
DeepCCS	[M-2H]-	223.37	30932474
DeepCCS	[M+Na]+	198.598	30932474
AllCCS	[M+H]+	193.5	32859911
AllCCS	[M+H-H2O]+	190.8	32859911
AllCCS	[M+NH4]+	196.1	32859911
AllCCS	[M+Na]+	196.8	32859911
AllCCS	[M-H]-	193.2	32859911
AllCCS	[M+Na-2H]-	193.0	32859911
AllCCS	[M+HCOO]-	192.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Motesanib	CC1(C)CNC2=C1C=CC(=C2)N=C(O)C1=C(NCC2=CC=NC=C2)N=CC=C1	4738.2	Standard polar	33892256
Motesanib	CC1(C)CNC2=C1C=CC(=C2)N=C(O)C1=C(NCC2=CC=NC=C2)N=CC=C1	3588.1	Standard non polar	33892256
Motesanib	CC1(C)CNC2=C1C=CC(=C2)N=C(O)C1=C(NCC2=CC=NC=C2)N=CC=C1	3451.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Motesanib,2TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	3302.2	Semi standard non polar	33892256
Motesanib,2TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	3115.6	Standard non polar	33892256
Motesanib,2TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	4057.6	Standard polar	33892256
Motesanib,2TMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3251.0	Semi standard non polar	33892256
Motesanib,2TMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3071.0	Standard non polar	33892256
Motesanib,2TMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	4156.7	Standard polar	33892256
Motesanib,2TMS,isomer #3	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3171.3	Semi standard non polar	33892256
Motesanib,2TMS,isomer #3	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3173.0	Standard non polar	33892256
Motesanib,2TMS,isomer #3	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3890.1	Standard polar	33892256
Motesanib,3TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3183.5	Semi standard non polar	33892256
Motesanib,3TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3013.1	Standard non polar	33892256
Motesanib,3TMS,isomer #1	CC1(C)CN([Si](C)(C)C)C2=CC(N=C(O[Si](C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C)=CC=C21	3806.6	Standard polar	33892256
Motesanib,2TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	3665.7	Semi standard non polar	33892256
Motesanib,2TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	3523.0	Standard non polar	33892256
Motesanib,2TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3NCC3=CC=NC=C3)=CC=C21	4240.0	Standard polar	33892256
Motesanib,2TBDMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3595.2	Semi standard non polar	33892256
Motesanib,2TBDMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3499.4	Standard non polar	33892256
Motesanib,2TBDMS,isomer #2	CC1(C)CNC2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	4300.2	Standard polar	33892256
Motesanib,2TBDMS,isomer #3	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3531.5	Semi standard non polar	33892256
Motesanib,2TBDMS,isomer #3	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3570.4	Standard non polar	33892256
Motesanib,2TBDMS,isomer #3	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	4091.0	Standard polar	33892256
Motesanib,3TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3654.5	Semi standard non polar	33892256
Motesanib,3TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	3608.6	Standard non polar	33892256
Motesanib,3TBDMS,isomer #1	CC1(C)CN([Si](C)(C)C(C)(C)C)C2=CC(N=C(O[Si](C)(C)C(C)(C)C)C3=CC=CN=C3N(CC3=CC=NC=C3)[Si](C)(C)C(C)(C)C)=CC=C21	4041.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-2946000000-1ef0ca696060501f3f2a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Motesanib GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 10V, Positive-QTOF	splash10-00di-0319000000-bbbc4c281a4482625f07	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 20V, Positive-QTOF	splash10-03di-0964000000-bba5a667744363751e61	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 40V, Positive-QTOF	splash10-001i-2910000000-f5a86b88d6e9b2275cf6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 10V, Negative-QTOF	splash10-00di-0209000000-498dc66e76f2594d4be2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 20V, Negative-QTOF	splash10-00ai-3928000000-a7604c4b45cc3a77a64d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 40V, Negative-QTOF	splash10-0036-9800000000-fd642651adf843ecf1a3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 10V, Positive-QTOF	splash10-00dl-5009000000-dcd41693e3867ddd92ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 20V, Positive-QTOF	splash10-0006-9001000000-798e475acde23e9e6586	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 40V, Positive-QTOF	splash10-0006-9110000000-125dab2f1311665d77c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 10V, Negative-QTOF	splash10-00di-0009000000-0c83a5fa76cb48159b4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 20V, Negative-QTOF	splash10-00di-3229000000-ec7012978521c4c7e352	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Motesanib 40V, Negative-QTOF	splash10-0a6r-5942000000-28ac66c588ffbe0d70f2	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

DB05575

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

Motesanib

METLIN ID

Not Available

PubChem Compound

11667893

PDB ID

Not Available

ChEBI ID

51098

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 Motesanib (HMDB0254901)

MOL for HMDB0254901 (Motesanib)

3D MOL for HMDB0254901 (Motesanib)

3D SDF for HMDB0254901 (Motesanib)

3D-SDF for HMDB0254901 (Motesanib)

PDB for HMDB0254901 (Motesanib)

3D PDB for HMDB0254901 (Motesanib)

SMILES for HMDB0254901 (Motesanib)

INCHI for HMDB0254901 (Motesanib)

Structure for HMDB0254901 (Motesanib)

3D Structure for HMDB0254901 (Motesanib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra