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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 20:09:14 UTC

Update Date

2021-09-24 20:09:15 UTC

HMDB ID

HMDB0304858

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Selumetinib

Description

Selumetinib, also known as arry 142886 or azd 6244, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Based on a literature review a significant number of articles have been published on Selumetinib.

Structure

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


  Mrv1572004221606282D          

 27 29  0  0  0  0            999 V2000
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    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    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    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
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 12  3  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  2  0  0  0  0
 21 16  1  0  0  0  0
 22 12  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24  1  1  0  0  0  0
 24  8  1  0  0  0  0
 24 13  1  0  0  0  0
 25  4  1  0  0  0  0
 26 17  1  0  0  0  0
 27  5  1  0  0  0  0
 23 27  1  4  0  0  0
M  END

HMDB0304858
     RDKit          3D
Selumetinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.6414   -4.6428    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780   -3.4709    1.0357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330   -3.2919    1.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -2.0299    1.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -1.3626    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9430   -0.0796    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9875    0.7804    0.3135 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    0.3525   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6284    1.6686   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382    2.7361   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795    2.4845    1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916    3.4650    2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538    4.7484    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    6.1405    2.7175 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    5.0239    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967    4.0221   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275    4.4168   -2.1940 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390   -0.5572   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330   -0.1854   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    1.1202   -1.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.0662   -1.2245 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -0.9315   -1.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8831   -1.0897   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -0.8471   -2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2611   -0.9788   -1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255   -1.8417   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.2759    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -4.6226    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -4.7537    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -5.5212    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3083   -4.0862    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931    1.9026   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    1.4832    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079    3.2787    3.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    6.0323   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024    1.5156   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689   -2.0896   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -0.3476   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    0.1799   -2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8710   -1.5559   -2.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0884   -1.1777   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -2.5455   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27  2  1  0
 27  5  1  0
 16 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
M  END


  Mrv1572004221606282D          

 27 29  0  0  0  0            999 V2000
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    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    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    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
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 12  3  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  2  0  0  0  0
 21 16  1  0  0  0  0
 22 12  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24  1  1  0  0  0  0
 24  8  1  0  0  0  0
 24 13  1  0  0  0  0
 25  4  1  0  0  0  0
 26 17  1  0  0  0  0
 27  5  1  0  0  0  0
 23 27  1  4  0  0  0
M  END
> <DATABASE_ID>
HMDB0304858

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=NC2=C1C=C(C(O)=NOCCO)C(NC1=C(Cl)C=C(Br)C=C1)=C2F

> <INCHI_IDENTIFIER>
InChI=1S/C17H15BrClFN4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)

> <INCHI_KEY>
CYOHGALHFOKKQC-UHFFFAOYSA-N

> <FORMULA>
C17H15BrClFN4O3

> <MOLECULAR_WEIGHT>
457.68

> <EXACT_MASS>
456.000009

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
41.11021133513447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboximidic acid

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.4056675155164844

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.324078720466797

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.493041031882488

> <JCHEM_PKA_STRONGEST_BASIC>
5.432051706320217

> <JCHEM_POLAR_SURFACE_AREA>
91.9

> <JCHEM_REFRACTIVITY>
103.13470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(4-bromo-2-chlorophenyl)amino]-7-fluoro-N-(2-hydroxyethoxy)-3-methyl-1,3-benzodiazole-5-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304858
     RDKit          3D
Selumetinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.6414   -4.6428    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780   -3.4709    1.0357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330   -3.2919    1.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -2.0299    1.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -1.3626    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9430   -0.0796    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9875    0.7804    0.3135 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    0.3525   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6284    1.6686   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382    2.7361   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795    2.4845    1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916    3.4650    2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538    4.7484    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    6.1405    2.7175 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    5.0239    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967    4.0221   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275    4.4168   -2.1940 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390   -0.5572   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330   -0.1854   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    1.1202   -1.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.0662   -1.2245 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -0.9315   -1.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8831   -1.0897   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -0.8471   -2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2611   -0.9788   -1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255   -1.8417   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.2759    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -4.6226    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -4.7537    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -5.5212    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3083   -4.0862    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931    1.9026   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    1.4832    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079    3.2787    3.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    6.0323   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024    1.5156   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689   -2.0896   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -0.3476   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    0.1799   -2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8710   -1.5559   -2.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0884   -1.1777   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -2.5455   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27  2  1  0
 27  5  1  0
 16 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864   8.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.864   6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.199  -1.007   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.865  -0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.531   8.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198   9.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531   6.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       5.198  10.543   0.000  0.00  0.00          Br+0
HETATM   19 Cl   UNK     0       7.865   5.923   0.000  0.00  0.00          Cl+0
HETATM   20  F   UNK     0       2.530   5.923   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       5.198   4.383   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       5.198  -0.237   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      10.533  -0.237   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.531   2.073   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.531  -1.007   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2    3    9                                                       
CONECT    3    2   12                                                       
CONECT    4    5   25                                                       
CONECT    5    4   27                                                       
CONECT    6    9   11                                                       
CONECT    7   10   13                                                       
CONECT    8   21   24                                                       
CONECT    9    2    6   18                                                  
CONECT   10    7   15   17                                                  
CONECT   11    6   12   19                                                  
CONECT   12    3   11   22                                                  
CONECT   13    7   16   24                                                  
CONECT   14   15   16   20                                                  
CONECT   15   10   14   22                                                  
CONECT   16   13   14   21                                                  
CONECT   17   10   23   26                                                  
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20   14                                                            
CONECT   21    8   16                                                       
CONECT   22   12   15                                                       
CONECT   23   17   27                                                       
CONECT   24    1    8   13                                                  
CONECT   25    4                                                            
CONECT   26   17                                                            
CONECT   27    5   23                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0304858
HETATM    1  C1  UNL     1      -1.641  -4.643   1.072  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.478  -3.471   1.036  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.733  -3.292   1.467  1.00  0.00           C  
HETATM    4  N2  UNL     1      -4.145  -2.030   1.239  1.00  0.00           N  
HETATM    5  C3  UNL     1      -3.134  -1.363   0.641  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.943  -0.080   0.173  1.00  0.00           C  
HETATM    7  F1  UNL     1      -3.987   0.780   0.313  1.00  0.00           F  
HETATM    8  C5  UNL     1      -1.778   0.352  -0.412  1.00  0.00           C  
HETATM    9  N3  UNL     1      -1.628   1.669  -0.875  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.138   2.736  -0.092  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.779   2.485   1.214  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.292   3.465   2.051  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.154   4.748   1.573  1.00  0.00           C  
HETATM   14 BR1  UNL     1       0.525   6.140   2.718  1.00  0.00          BR  
HETATM   15  C10 UNL     1      -0.504   5.024   0.278  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.997   4.022  -0.560  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -1.428   4.417  -2.194  1.00  0.00          CL  
HETATM   18  C12 UNL     1      -0.739  -0.557  -0.535  1.00  0.00           C  
HETATM   19  C13 UNL     1       0.533  -0.185  -1.143  1.00  0.00           C  
HETATM   20  O1  UNL     1       0.663   1.120  -1.595  1.00  0.00           O  
HETATM   21  N4  UNL     1       1.442  -1.066  -1.224  1.00  0.00           N  
HETATM   22  O2  UNL     1       2.676  -0.932  -1.745  1.00  0.00           O  
HETATM   23  C14 UNL     1       3.883  -1.090  -1.029  1.00  0.00           C  
HETATM   24  C15 UNL     1       5.013  -0.847  -2.009  1.00  0.00           C  
HETATM   25  O3  UNL     1       6.261  -0.979  -1.403  1.00  0.00           O  
HETATM   26  C16 UNL     1      -0.925  -1.842  -0.068  1.00  0.00           C  
HETATM   27  C17 UNL     1      -2.094  -2.276   0.519  1.00  0.00           C  
HETATM   28  H1  UNL     1      -0.919  -4.623   1.919  1.00  0.00           H  
HETATM   29  H2  UNL     1      -1.045  -4.754   0.148  1.00  0.00           H  
HETATM   30  H3  UNL     1      -2.323  -5.521   1.176  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.308  -4.086   1.935  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.893   1.903  -1.873  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.871   1.483   1.638  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.008   3.279   3.074  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.399   6.032  -0.109  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.602   1.516  -1.576  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.969  -2.090  -0.548  1.00  0.00           H  
HETATM   38  H11 UNL     1       3.997  -0.348  -0.217  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.866   0.180  -2.415  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.871  -1.556  -2.846  1.00  0.00           H  
HETATM   41  H14 UNL     1       6.088  -1.178  -0.441  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.106  -2.545  -0.169  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   27
CONECT    3    4    4   31
CONECT    4    5
CONECT    5    6    6   27
CONECT    6    7    8
CONECT    8    9   18   18
CONECT    9   10   32
CONECT   10   11   11   16
CONECT   11   12   33
CONECT   12   13   13   34
CONECT   13   14   15
CONECT   15   16   16   35
CONECT   16   17
CONECT   18   19   26
CONECT   19   20   21   21
CONECT   20   36
CONECT   21   22
CONECT   22   23
CONECT   23   24   37   38
CONECT   24   25   39   40
CONECT   25   41
CONECT   26   27   27   42
END

HMDB0304858
     RDKit          3D
Selumetinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.6414   -4.6428    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780   -3.4709    1.0357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330   -3.2919    1.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -2.0299    1.2389 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -1.3626    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9430   -0.0796    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9875    0.7804    0.3135 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7784    0.3525   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6284    1.6686   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382    2.7361   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795    2.4845    1.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916    3.4650    2.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538    4.7484    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5249    6.1405    2.7175 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    5.0239    0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967    4.0221   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4275    4.4168   -2.1940 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7390   -0.5572   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330   -0.1854   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    1.1202   -1.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4422   -1.0662   -1.2245 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761   -0.9315   -1.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8831   -1.0897   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -0.8471   -2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2611   -0.9788   -1.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255   -1.8417   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.2759    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188   -4.6226    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -4.7537    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -5.5212    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3083   -4.0862    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931    1.9026   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    1.4832    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079    3.2787    3.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    6.0323   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024    1.5156   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689   -2.0896   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968   -0.3476   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665    0.1799   -2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8710   -1.5559   -2.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0884   -1.1777   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -2.5455   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27  2  1  0
 27  5  1  0
 16 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 20 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ARRY 142886	ChEBI
ARRY-142886	ChEBI
ARRY142886	ChEBI
AZD 6244	ChEBI
AZD-6244	ChEBI
AZD6244	ChEBI
Selumetinibum	ChEBI
Selumetinib	MeSH

Chemical Formula

C₁₇H₁₅BrClFN₄O₃

Average Molecular Weight

457.68

Monoisotopic Molecular Weight

456.000009

IUPAC Name

5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboximidic acid

Traditional Name

6-[(4-bromo-2-chlorophenyl)amino]-7-fluoro-N-(2-hydroxyethoxy)-3-methyl-1,3-benzodiazole-5-carboximidic acid

CAS Registry Number

Not Available

SMILES

CN1C=NC2=C1C=C(C(O)=NOCCO)C(NC1=C(Cl)C=C(Br)C=C1)=C2F

InChI Identifier

InChI=1S/C17H15BrClFN4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)

InChI Key

CYOHGALHFOKKQC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Aniline or substituted anilines
Bromobenzene
Chlorobenzene
Halobenzene
Aryl bromide
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Vinylogous amide
Imidazole
Amino acid or derivatives
Azacycle
Carboxylic acid derivative
Secondary amine
Organooxygen compound
Primary alcohol
Organohalogen compound
Organobromide
Amine
Hydrocarbon derivative
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organochloride
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	3.73	ALOGPS
logP	3.41	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.49	ChemAxon
pKa (Strongest Basic)	5.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	91.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.13 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
AllCCS	[M+H]+	192.799	32859911
AllCCS	[M+H-H2O]+	190.517	32859911
AllCCS	[M+Na]+	195.489	32859911
AllCCS	[M+NH4]+	194.891	32859911
AllCCS	[M-H]-	185.459	32859911
AllCCS	[M+Na-2H]-	185.253	32859911
AllCCS	[M+HCOO]-	185.167	32859911
DeepCCS	[M+H]+	180.864	30932474
DeepCCS	[M-H]-	178.506	30932474
DeepCCS	[M-2H]-	212.286	30932474
DeepCCS	[M+Na]+	187.513	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Selumetinib,3TMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C)=C(C(=NOCCO[Si](C)(C)C)O[Si](C)(C)C)C=C21	3297.9	Semi standard non polar	33892256
Selumetinib,3TMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C)=C(C(=NOCCO[Si](C)(C)C)O[Si](C)(C)C)C=C21	2835.2	Standard non polar	33892256
Selumetinib,3TMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C)=C(C(=NOCCO[Si](C)(C)C)O[Si](C)(C)C)C=C21	3898.5	Standard polar	33892256
Selumetinib,3TBDMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C(C)(C)C)=C(C(=NOCCO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C21	3892.7	Semi standard non polar	33892256
Selumetinib,3TBDMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C(C)(C)C)=C(C(=NOCCO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C21	3290.2	Standard non polar	33892256
Selumetinib,3TBDMS,isomer #1	CN1C=NC2=C(F)C(N(C3=CC=C(Br)C=C3Cl)[Si](C)(C)C(C)(C)C)=C(C(=NOCCO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C21	4033.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 10V, Positive-QTOF	splash10-0a6r-5003900000-ad7092eb9e18e8c63f94	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 20V, Positive-QTOF	splash10-004i-2009100000-3858abbf1afdf7e8f6f3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 40V, Positive-QTOF	splash10-002b-9006000000-a56224b65db84bc5eb20	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 10V, Negative-QTOF	splash10-0udi-1002900000-035bcb0c187f51cde944	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 20V, Negative-QTOF	splash10-0udl-4009400000-abdf560a6933bf91112d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 40V, Negative-QTOF	splash10-0ug0-4229000000-d09a5ee27c45ba878051	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 10V, Positive-QTOF	splash10-0a4i-0000900000-73d7e6711f3af0f387fc	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 20V, Positive-QTOF	splash10-053r-0009800000-9075ace0cdf9bf6369a0	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 40V, Positive-QTOF	splash10-0udi-0139100000-acd888a1944907e50ac2	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 10V, Negative-QTOF	splash10-0udi-0001900000-37aa71a8f8f030f74806	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 20V, Negative-QTOF	splash10-0f6x-4009500000-567c825d54ceb9e7e6a4	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selumetinib 40V, Negative-QTOF	splash10-0udi-3009000000-6f51161796301c9b94b6	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11689

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8303141

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Selumetinib

METLIN ID

Not Available

PubChem Compound

10127622

PDB ID

Not Available

ChEBI ID

90227

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

Not Available

Showing metabocard for Selumetinib (HMDB0304858)

MOL for HMDB0304858 (Selumetinib)

3D MOL for HMDB0304858 (Selumetinib)

3D SDF for HMDB0304858 (Selumetinib)

3D-SDF for HMDB0304858 (Selumetinib)

PDB for HMDB0304858 (Selumetinib)

3D PDB for HMDB0304858 (Selumetinib)

SMILES for HMDB0304858 (Selumetinib)

INCHI for HMDB0304858 (Selumetinib)

Structure for HMDB0304858 (Selumetinib)

3D Structure for HMDB0304858 (Selumetinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra