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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:09:55 UTC

Update Date

2021-09-26 23:13:30 UTC

HMDB ID

HMDB0257262

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bisindolylmaleimide IX

Description

Ro 31-8220 belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Based on a literature review a significant number of articles have been published on Ro 31-8220. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bisindolylmaleimide ix is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bisindolylmaleimide IX 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 05041402592D          

 33 37  0  0  0  0            999 V2000
    4.1307    0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -2.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9048   -2.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5071   -2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    3.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400    4.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    5.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    5.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -0.1841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851    4.1027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 14  2  0  0  0  0
 18 16  1  0  0  0  0
 19  9  2  0  0  0  0
 19 15  1  0  0  0  0
 20 10  2  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 23  2  0  0  0  0
 28 24  1  0  0  0  0
 29  1  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 30 11  1  0  0  0  0
 30 14  1  0  0  0  0
 30 20  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  2  0  0  0  0
 33 12  1  0  0  0  0
 33 25  1  0  0  0  0
M  END

HMDB0257262
     RDKit          3D
Bisindolylmaleimide IX
 56 60  0  0  0  0  0  0  0  0999 V2000
   -3.7626   -0.7997   -2.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862   -0.7662   -1.2947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.1912   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.9832    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.3139    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2020   -1.0365    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4102   -0.3782    0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815   -0.8732   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -0.0001   -1.3384 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.1306   -2.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.4679   -1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.2336   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651    0.5655   -0.1027 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050   -0.1759    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9755    0.3302    1.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2804   -1.3199    1.8733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    1.0577   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023    2.1999   -2.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.1357   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341    2.9318   -0.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.7700    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913    0.8324   -0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -1.5359    2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -1.4516    2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438   -2.0847    3.5065 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -1.9803    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9062   -2.4403    3.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.4008    0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.0447    1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6832    0.6071    1.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2688    0.7330    0.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    0.2854   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349   -0.2759   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.6219   -3.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.0754   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062   -1.8275   -2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -1.6375   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -1.8221   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    0.2802   -3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2157   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903    0.2146   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5351   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494   -1.3261   -0.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.1212    0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3885    1.1628    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -1.3969    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -2.0586    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    2.3556   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    4.0413   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    3.6707   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.6342    0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -3.2036    4.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935   -0.0362    2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.9712    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2429    1.1634    0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0331    0.3815   -1.5108 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
  4 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  2  1  0
 26  5  1  0
 33 28  1  0
 22  7  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 27 52  1  0
 29 53  1  0
 30 54  1  0
 31 55  1  0
 32 56  1  0
M  END

  Mrv0541 05041402592D          

 33 37  0  0  0  0            999 V2000
    4.1307    0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -2.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9048   -2.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5071   -2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    3.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400    4.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    5.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    5.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -0.1841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851    4.1027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 14  2  0  0  0  0
 18 16  1  0  0  0  0
 19  9  2  0  0  0  0
 19 15  1  0  0  0  0
 20 10  2  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 23  2  0  0  0  0
 28 24  1  0  0  0  0
 29  1  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 30 11  1  0  0  0  0
 30 14  1  0  0  0  0
 30 20  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  2  0  0  0  0
 33 12  1  0  0  0  0
 33 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257262

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=C(C2=CC=CC=C12)C1=C(C(=O)N=C1O)C1=CN(CCCSC(N)=N)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H23N5O2S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32)

> <INCHI_KEY>
DSXXEELGXBCYNQ-UHFFFAOYSA-N

> <FORMULA>
C25H23N5O2S

> <MOLECULAR_WEIGHT>
457.547

> <EXACT_MASS>
457.157245695

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
49.870259026023405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3-{3-[5-hydroxy-4-(1-methyl-1H-indol-3-yl)-2-oxo-2H-pyrrol-3-yl]-1H-indol-1-yl}propyl)sulfanyl]methanimidamide

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
2.2564642202210288

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.069435624965726

> <JCHEM_PKA_STRONGEST_BASIC>
10.587659290862222

> <JCHEM_POLAR_SURFACE_AREA>
109.39000000000001

> <JCHEM_REFRACTIVITY>
142.4686

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-{3-[5-hydroxy-4-(1-methylindol-3-yl)-2-oxopyrrol-3-yl]indol-1-yl}propyl)sulfanylmethanimidamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257262
     RDKit          3D
Bisindolylmaleimide IX
 56 60  0  0  0  0  0  0  0  0999 V2000
   -3.7626   -0.7997   -2.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862   -0.7662   -1.2947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.1912   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.9832    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.3139    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2020   -1.0365    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4102   -0.3782    0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815   -0.8732   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -0.0001   -1.3384 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.1306   -2.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.4679   -1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.2336   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651    0.5655   -0.1027 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050   -0.1759    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9755    0.3302    1.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2804   -1.3199    1.8733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    1.0577   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023    2.1999   -2.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.1357   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341    2.9318   -0.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.7700    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913    0.8324   -0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -1.5359    2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -1.4516    2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438   -2.0847    3.5065 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -1.9803    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9062   -2.4403    3.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.4008    0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.0447    1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6832    0.6071    1.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2688    0.7330    0.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    0.2854   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349   -0.2759   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.6219   -3.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.0754   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062   -1.8275   -2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -1.6375   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -1.8221   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    0.2802   -3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2157   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903    0.2146   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5351   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494   -1.3261   -0.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.1212    0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3885    1.1628    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -1.3969    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -2.0586    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    2.3556   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    4.0413   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    3.6707   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.6342    0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -3.2036    4.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935   -0.0362    2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.9712    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2429    1.1634    0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0331    0.3815   -1.5108 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
  4 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  2  1  0
 26  5  1  0
 33 28  1  0
 22  7  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 27 52  1  0
 29 53  1  0
 30 54  1  0
 31 55  1  0
 32 56  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+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  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1   29                                                            
CONECT    2    4    7                                                       
CONECT    3    5    8                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6   11   12                                                       
CONECT    7    2   15                                                       
CONECT    8    3   16                                                       
CONECT    9    4   19                                                       
CONECT   10    5   20                                                       
CONECT   11    6   30                                                       
CONECT   12    6   33                                                       
CONECT   13   17   29                                                       
CONECT   14   18   30                                                       
CONECT   15    7   17   19                                                  
CONECT   16    8   18   20                                                  
CONECT   17   13   15   21                                                  
CONECT   18   14   16   22                                                  
CONECT   19    9   15   29                                                  
CONECT   20   10   16   30                                                  
CONECT   21   17   22   23                                                  
CONECT   22   18   21   24                                                  
CONECT   23   21   28   31                                                  
CONECT   24   22   28   32                                                  
CONECT   25   26   27   33                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   24                                                       
CONECT   29    1   13   19                                                  
CONECT   30   11   14   20                                                  
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   12   25                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0257262
HETATM    1  C1  UNL     1      -3.763  -0.800  -2.729  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.486  -0.766  -1.295  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.401  -1.191  -0.670  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.518  -0.983   0.709  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.511  -1.314   1.682  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.202  -1.037   1.500  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.410  -0.378   0.345  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.482  -0.873  -0.379  1.00  0.00           C  
HETATM    9  N2  UNL     1       1.776  -0.000  -1.338  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.828  -0.131  -2.328  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.130   0.468  -1.852  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.626  -0.234  -0.592  1.00  0.00           C  
HETATM   13  S1  UNL     1       6.165   0.566  -0.103  1.00  0.00           S  
HETATM   14  C11 UNL     1       6.905  -0.176   1.318  1.00  0.00           C  
HETATM   15  N3  UNL     1       7.976   0.330   1.817  1.00  0.00           N  
HETATM   16  N4  UNL     1       6.280  -1.320   1.873  1.00  0.00           N  
HETATM   17  C12 UNL     1       0.953   1.058  -1.291  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.902   2.200  -2.084  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.064   3.136  -1.779  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.934   2.932  -0.732  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.858   1.770   0.049  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.091   0.832  -0.238  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.457  -1.536   2.692  1.00  0.00           C  
HETATM   24  O1  UNL     1       1.704  -1.452   2.882  1.00  0.00           O  
HETATM   25  N5  UNL     1      -0.544  -2.085   3.507  1.00  0.00           N  
HETATM   26  C19 UNL     1      -1.710  -1.980   2.962  1.00  0.00           C  
HETATM   27  O2  UNL     1      -2.906  -2.440   3.537  1.00  0.00           O  
HETATM   28  C20 UNL     1      -3.750  -0.401   0.880  1.00  0.00           C  
HETATM   29  C21 UNL     1      -4.431   0.045   1.995  1.00  0.00           C  
HETATM   30  C22 UNL     1      -5.683   0.607   1.845  1.00  0.00           C  
HETATM   31  C23 UNL     1      -6.269   0.733   0.596  1.00  0.00           C  
HETATM   32  C24 UNL     1      -5.581   0.285  -0.516  1.00  0.00           C  
HETATM   33  C25 UNL     1      -4.335  -0.276  -0.385  1.00  0.00           C  
HETATM   34  H1  UNL     1      -2.854  -0.622  -3.339  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.564  -0.075  -2.994  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.106  -1.828  -2.954  1.00  0.00           H  
HETATM   37  H4  UNL     1      -1.548  -1.637  -1.173  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.950  -1.822  -0.145  1.00  0.00           H  
HETATM   39  H6  UNL     1       2.516   0.280  -3.304  1.00  0.00           H  
HETATM   40  H7  UNL     1       3.006  -1.216  -2.476  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.890   0.215  -2.642  1.00  0.00           H  
HETATM   42  H9  UNL     1       4.089   1.535  -1.641  1.00  0.00           H  
HETATM   43  H10 UNL     1       4.749  -1.326  -0.773  1.00  0.00           H  
HETATM   44  H11 UNL     1       3.833  -0.121   0.171  1.00  0.00           H  
HETATM   45  H12 UNL     1       8.389   1.163   1.381  1.00  0.00           H  
HETATM   46  H13 UNL     1       6.184  -1.397   2.897  1.00  0.00           H  
HETATM   47  H14 UNL     1       5.932  -2.059   1.237  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.600   2.356  -2.919  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.142   4.041  -2.369  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.698   3.671  -0.488  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.545   1.634   0.882  1.00  0.00           H  
HETATM   52  H19 UNL     1      -2.891  -3.204   4.201  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.994  -0.036   2.979  1.00  0.00           H  
HETATM   54  H21 UNL     1      -6.259   0.971   2.682  1.00  0.00           H  
HETATM   55  H22 UNL     1      -7.243   1.163   0.419  1.00  0.00           H  
HETATM   56  H23 UNL     1      -6.033   0.381  -1.511  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   33
CONECT    3    4    4   37
CONECT    4    5   28
CONECT    5    6    6   26
CONECT    6    7   23
CONECT    7    8    8   22
CONECT    8    9   38
CONECT    9   10   17
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14
CONECT   14   15   15   16
CONECT   15   45
CONECT   16   46   47
CONECT   17   18   18   22
CONECT   18   19   48
CONECT   19   20   20   49
CONECT   20   21   50
CONECT   21   22   22   51
CONECT   23   24   24   25
CONECT   25   26   26
CONECT   26   27
CONECT   27   52
CONECT   28   29   29   33
CONECT   29   30   53
CONECT   30   31   31   54
CONECT   31   32   55
CONECT   32   33   33   56
END

HMDB0257262
     RDKit          3D
Bisindolylmaleimide IX
 56 60  0  0  0  0  0  0  0  0999 V2000
   -3.7626   -0.7997   -2.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862   -0.7662   -1.2947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.1912   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.9832    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.3139    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2020   -1.0365    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4102   -0.3782    0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815   -0.8732   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -0.0001   -1.3384 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8284   -0.1306   -2.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.4679   -1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.2336   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651    0.5655   -0.1027 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050   -0.1759    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9755    0.3302    1.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2804   -1.3199    1.8733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    1.0577   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023    2.1999   -2.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.1357   -1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341    2.9318   -0.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.7700    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913    0.8324   -0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4567   -1.5359    2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -1.4516    2.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438   -2.0847    3.5065 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099   -1.9803    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9062   -2.4403    3.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498   -0.4008    0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.0447    1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6832    0.6071    1.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2688    0.7330    0.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5809    0.2854   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349   -0.2759   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.6219   -3.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.0754   -2.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062   -1.8275   -2.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -1.6375   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -1.8221   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    0.2802   -3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.2157   -2.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903    0.2146   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5351   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494   -1.3261   -0.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.1212    0.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3885    1.1628    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1842   -1.3969    2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -2.0586    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    2.3556   -2.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    4.0413   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    3.6707   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    1.6342    0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -3.2036    4.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935   -0.0362    2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2586    0.9712    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2429    1.1634    0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0331    0.3815   -1.5108 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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
  4 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  2  1  0
 26  5  1  0
 33 28  1  0
 22  7  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 27 52  1  0
 29 53  1  0
 30 54  1  0
 31 55  1  0
 32 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-{3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl imidothiocarbamate	ChEBI
Ro 31 8220	ChEBI
3-{3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl imidothiocarbamic acid	Generator

Chemical Formula

C₂₅H₂₃N₅O₂S

Average Molecular Weight

457.547

Monoisotopic Molecular Weight

457.157245695

IUPAC Name

[(3-{3-[5-hydroxy-4-(1-methyl-1H-indol-3-yl)-2-oxo-2H-pyrrol-3-yl]-1H-indol-1-yl}propyl)sulfanyl]methanimidamide

Traditional Name

(3-{3-[5-hydroxy-4-(1-methylindol-3-yl)-2-oxopyrrol-3-yl]indol-1-yl}propyl)sulfanylmethanimidamide

CAS Registry Number

Not Available

SMILES

CN1C=C(C2=CC=CC=C12)C1=C(C(=O)N=C1O)C1=CN(CCCSC(N)=N)C2=CC=CC=C12

InChI Identifier

InChI=1S/C25H23N5O2S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32)

InChI Key

DSXXEELGXBCYNQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
N-methylpyrrole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
N-acylimine
Isothiourea
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Sulfenyl compound
Carboximidamide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Imine
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:38912 )
maleimides (CHEBI:38912 )
imidothiocarbamic ester (CHEBI:38912 )

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	3.66	ALOGPS
logP	2.26	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.07	ChemAxon
pKa (Strongest Basic)	10.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.39 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.47 m³·mol⁻¹	ChemAxon
Polarizability	49.87 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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-2H]-	229.42	30932474
DeepCCS	[M+Na]+	204.814	30932474
AllCCS	[M+H]+	210.1	32859911
AllCCS	[M+H-H2O]+	207.9	32859911
AllCCS	[M+NH4]+	212.2	32859911
AllCCS	[M+Na]+	212.7	32859911
AllCCS	[M-H]-	207.5	32859911
AllCCS	[M+Na-2H]-	207.8	32859911
AllCCS	[M+HCOO]-	208.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisindolylmaleimide IX	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)N=C1O)C1=CN(CCCSC(N)=N)C2=CC=CC=C12	5710.1	Standard polar	33892256
Bisindolylmaleimide IX	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)N=C1O)C1=CN(CCCSC(N)=N)C2=CC=CC=C12	4382.9	Standard non polar	33892256
Bisindolylmaleimide IX	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)N=C1O)C1=CN(CCCSC(N)=N)C2=CC=CC=C12	4908.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisindolylmaleimide IX,2TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	4339.0	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	3700.2	Standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	6234.0	Standard polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	4218.0	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	3585.6	Standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	6412.4	Standard polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4294.9	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	3725.9	Standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	5995.7	Standard polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4331.6	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4117.8	Standard non polar	33892256
Bisindolylmaleimide IX,2TMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	6109.7	Standard polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	4201.9	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	3527.4	Standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	5716.2	Standard polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	4273.7	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	3886.0	Standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	5821.5	Standard polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4237.9	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	3694.4	Standard non polar	33892256
Bisindolylmaleimide IX,3TMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	5501.1	Standard polar	33892256
Bisindolylmaleimide IX,4TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	4216.6	Semi standard non polar	33892256
Bisindolylmaleimide IX,4TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	3551.0	Standard non polar	33892256
Bisindolylmaleimide IX,4TMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C)C2=CC=CC=C21	5237.6	Standard polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4692.3	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4123.4	Standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	6009.1	Standard polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4620.8	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	3938.1	Standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(N)=N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	6283.9	Standard polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4658.6	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4101.2	Standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	5813.3	Standard polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4719.0	Semi standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4439.2	Standard non polar	33892256
Bisindolylmaleimide IX,2TBDMS,isomer #4	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	5909.6	Standard polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4704.0	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4048.8	Standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #1	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	5574.0	Standard polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4769.8	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	4366.3	Standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #2	CN1C=C(C2=C(C3=CN(CCCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	5638.7	Standard polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4782.6	Semi standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	4153.3	Standard non polar	33892256
Bisindolylmaleimide IX,3TBDMS,isomer #3	CN1C=C(C2=C(C3=CN(CCCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N=C2O)C2=CC=CC=C21	5434.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6009800000-6cce31343a5e08ab48c8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide IX GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

38912

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 Bisindolylmaleimide IX (HMDB0257262)

MOL for HMDB0257262 (Bisindolylmaleimide IX)

3D MOL for HMDB0257262 (Bisindolylmaleimide IX)

3D SDF for HMDB0257262 (Bisindolylmaleimide IX)

3D-SDF for HMDB0257262 (Bisindolylmaleimide IX)

PDB for HMDB0257262 (Bisindolylmaleimide IX)

3D PDB for HMDB0257262 (Bisindolylmaleimide IX)

SMILES for HMDB0257262 (Bisindolylmaleimide IX)

INCHI for HMDB0257262 (Bisindolylmaleimide IX)

Structure for HMDB0257262 (Bisindolylmaleimide IX)

3D Structure for HMDB0257262 (Bisindolylmaleimide IX)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra