Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:46:28 UTC

Update Date

2022-11-23 21:48:33 UTC

HMDB ID

HMDB0249269

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bisindolylmaleimide I

Description

Bisindolylmaleimide I, also known as bis-1 CPD, 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 Bisindolylmaleimide I. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bisindolylmaleimide i is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bisindolylmaleimide I 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

BI1
  Mrv0541 02231217102D          

 31 35  0  0  0  0            999 V2000
   -3.1582   -2.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344   -0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -0.0021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204    1.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9355    2.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    2.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    1.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    1.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    2.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    2.8727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    2.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    1.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    1.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4968    0.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257   -0.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -0.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4968   -0.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122   -0.8117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 15  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  2  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 31  2  0  0  0  0
 24 25  1  0  0  0  0
 24 29  2  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0249269
     RDKit          3D
Bisindolylmaleimide i
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.9874    0.1832    2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -1.1156    1.8292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1983   -1.7716    2.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -0.8931    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.2286   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180   -1.0288    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -0.3625   -0.5340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864    0.5243    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.9797   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    1.9853   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    1.8560   -0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5233    0.6420   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.2976   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.2723   -0.8559 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162   -1.0039    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -1.7081    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9353   -1.1908    2.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148    0.0035    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992    0.6899    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982    0.1718    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2974    3.2027   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5088    3.4356    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    4.1375   -0.0435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0804    3.4294   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.9016   -0.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.3273   -1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8028    0.3038   -3.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.4736   -4.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -1.2706   -4.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.2750   -2.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -0.4982   -1.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4603    0.0166    3.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7121    0.7909    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.6603    2.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.3413    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081   -1.4919    3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1549   -2.8473    2.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -0.2159    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -1.8340   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -0.1224   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    0.7862    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -1.0875    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6731   -2.0576   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6435    0.9061    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3197   -0.3315   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481   -2.1078   -1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2231   -2.6369    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -1.6925    3.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4674    0.4140    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112    1.6155    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861    5.1691    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    0.9423   -3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -0.4156   -5.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944   -1.8925   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -1.9037   -2.6478 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
  9 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  7  1  0
 24 10  1  0
 31 26  1  0
 20 12  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

BI1
  Mrv0541 02231217102D          

 31 35  0  0  0  0            999 V2000
   -3.1582   -2.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344   -0.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794   -0.0021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204    1.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9355    2.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    2.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7794    1.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    1.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    2.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    2.8727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    2.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422    1.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672    1.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4968    0.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257   -0.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -0.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4968   -0.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122   -0.8117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 15  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  2  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 31  2  0  0  0  0
 24 25  1  0  0  0  0
 24 29  2  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249269

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)

> <INCHI_KEY>
QMGUOJYZJKLOLH-UHFFFAOYSA-N

> <FORMULA>
C25H24N4O2

> <MOLECULAR_WEIGHT>
412.4837

> <EXACT_MASS>
412.189926032

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.57449483050727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{1-[3-(dimethylamino)propyl]-1H-indol-3-yl}-4-(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
2.5783369381812657

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.044644966094946

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.989128112066046

> <JCHEM_PKA_STRONGEST_BASIC>
9.385702268616683

> <JCHEM_POLAR_SURFACE_AREA>
70.13

> <JCHEM_REFRACTIVITY>
122.2098

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bisindolylmaleimide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249269
     RDKit          3D
Bisindolylmaleimide i
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.9874    0.1832    2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -1.1156    1.8292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1983   -1.7716    2.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -0.8931    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.2286   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180   -1.0288    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -0.3625   -0.5340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864    0.5243    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.9797   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    1.9853   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    1.8560   -0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5233    0.6420   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.2976   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.2723   -0.8559 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162   -1.0039    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -1.7081    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9353   -1.1908    2.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148    0.0035    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992    0.6899    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982    0.1718    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2974    3.2027   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5088    3.4356    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    4.1375   -0.0435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0804    3.4294   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.9016   -0.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.3273   -1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8028    0.3038   -3.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.4736   -4.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -1.2706   -4.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.2750   -2.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -0.4982   -1.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4603    0.0166    3.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7121    0.7909    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.6603    2.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.3413    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081   -1.4919    3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1549   -2.8473    2.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -0.2159    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -1.8340   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -0.1224   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    0.7862    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -1.0875    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6731   -2.0576   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6435    0.9061    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3197   -0.3315   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481   -2.1078   -1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2231   -2.6369    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -1.6925    3.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4674    0.4140    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112    1.6155    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861    5.1691    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    0.9423   -3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -0.4156   -5.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944   -1.8925   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -1.9037   -2.6478 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
  9 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  7  1  0
 24 10  1  0
 31 26  1  0
 20 12  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: BI1                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.895  -5.038   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.419  -3.574   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -6.450  -2.429   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.913  -3.253   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.437  -1.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.931  -1.469   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.455  -0.004   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.010   0.472   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.360   1.242   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.892   1.403   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.518   2.810   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.613   4.056   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.081   3.895   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.455   2.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.010   2.012   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.256   2.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.256   4.457   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.010   5.362   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       2.720   4.933   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.625   3.687   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.165   3.687   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.720   2.441   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.196   0.977   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.661   0.501   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.994   1.271   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.328   0.501   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.328  -1.039   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.994  -1.809   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.661  -1.039   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       3.196  -1.515   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       2.291  -0.269   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   15                                                       
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13   15                                                  
CONECT   15    8   14   16                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   16   20   23                                                  
CONECT   23   22   24   31                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   24   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   23   30                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0249269
HETATM    1  C1  UNL     1      -4.987   0.183   2.497  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.936  -1.116   1.829  1.00  0.00           N  
HETATM    3  C2  UNL     1      -6.198  -1.772   2.215  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.009  -0.893   0.418  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.785  -0.229  -0.157  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.518  -1.029   0.062  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.375  -0.363  -0.534  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.586   0.524   0.068  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.418   0.980  -0.786  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.418   1.985  -0.486  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.707   1.856  -0.300  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.523   0.642  -0.340  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.709  -0.298  -1.308  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.539  -1.272  -0.856  1.00  0.00           N  
HETATM   15  C12 UNL     1       4.916  -1.004   0.405  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.733  -1.708   1.260  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.935  -1.191   2.524  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.315   0.003   2.875  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.499   0.690   1.994  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.298   0.172   0.735  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.297   3.203  -0.014  1.00  0.00           C  
HETATM   22  O1  UNL     1       4.509   3.436   0.212  1.00  0.00           O  
HETATM   23  N4  UNL     1       2.269   4.137  -0.043  1.00  0.00           N  
HETATM   24  C19 UNL     1       1.080   3.429  -0.334  1.00  0.00           C  
HETATM   25  O2  UNL     1      -0.064   3.902  -0.449  1.00  0.00           O  
HETATM   26  C20 UNL     1       0.217   0.327  -1.965  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.803   0.304  -3.213  1.00  0.00           C  
HETATM   28  C22 UNL     1       0.358  -0.474  -4.255  1.00  0.00           C  
HETATM   29  C23 UNL     1      -0.734  -1.271  -4.043  1.00  0.00           C  
HETATM   30  C24 UNL     1      -1.348  -1.275  -2.820  1.00  0.00           C  
HETATM   31  C25 UNL     1      -0.900  -0.498  -1.782  1.00  0.00           C  
HETATM   32  H1  UNL     1      -5.460   0.017   3.496  1.00  0.00           H  
HETATM   33  H2  UNL     1      -5.712   0.791   1.890  1.00  0.00           H  
HETATM   34  H3  UNL     1      -4.010   0.660   2.603  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.984  -1.341   1.541  1.00  0.00           H  
HETATM   36  H5  UNL     1      -6.408  -1.492   3.250  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.155  -2.847   2.038  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.876  -0.216   0.150  1.00  0.00           H  
HETATM   39  H8  UNL     1      -5.240  -1.834  -0.158  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.948  -0.122  -1.256  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.711   0.786   0.328  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.358  -1.087   1.159  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.673  -2.058  -0.301  1.00  0.00           H  
HETATM   44  H13 UNL     1      -0.643   0.906   1.092  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.320  -0.331  -2.292  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.848  -2.108  -1.402  1.00  0.00           H  
HETATM   47  H16 UNL     1       6.223  -2.637   1.010  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.571  -1.693   3.266  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.467   0.414   3.869  1.00  0.00           H  
HETATM   50  H19 UNL     1       4.011   1.615   2.251  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.386   5.169   0.126  1.00  0.00           H  
HETATM   52  H21 UNL     1       1.656   0.942  -3.367  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.902  -0.416  -5.193  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.094  -1.892  -4.859  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.212  -1.904  -2.648  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   31
CONECT    8    9    9   44
CONECT    9   10   26
CONECT   10   11   11   24
CONECT   11   12   21
CONECT   12   13   13   20
CONECT   13   14   45
CONECT   14   15   46
CONECT   15   16   16   20
CONECT   16   17   47
CONECT   17   18   18   48
CONECT   18   19   49
CONECT   19   20   20   50
CONECT   21   22   22   23
CONECT   23   24   51
CONECT   24   25   25
CONECT   26   27   27   31
CONECT   27   28   52
CONECT   28   29   29   53
CONECT   29   30   54
CONECT   30   31   31   55
END

HMDB0249269
     RDKit          3D
Bisindolylmaleimide i
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.9874    0.1832    2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -1.1156    1.8292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1983   -1.7716    2.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -0.8931    0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7855   -0.2286   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180   -1.0288    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751   -0.3625   -0.5340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5864    0.5243    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.9797   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    1.9853   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    1.8560   -0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5233    0.6420   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.2976   -1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -1.2723   -0.8559 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162   -1.0039    0.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7327   -1.7081    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9353   -1.1908    2.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3148    0.0035    2.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992    0.6899    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982    0.1718    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2974    3.2027   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5088    3.4356    0.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    4.1375   -0.0435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0804    3.4294   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    3.9016   -0.4491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.3273   -1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8028    0.3038   -3.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.4736   -4.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -1.2706   -4.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.2750   -2.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -0.4982   -1.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4603    0.0166    3.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7121    0.7909    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.6603    2.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.3413    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4081   -1.4919    3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1549   -2.8473    2.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -0.2159    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -1.8340   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -0.1224   -1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    0.7862    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -1.0875    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6731   -2.0576   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6435    0.9061    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3197   -0.3315   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8481   -2.1078   -1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2231   -2.6369    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -1.6925    3.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4674    0.4140    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112    1.6155    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861    5.1691    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557    0.9423   -3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -0.4156   -5.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0944   -1.8925   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -1.9037   -2.6478 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
  9 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31  7  1  0
 24 10  1  0
 31 26  1  0
 20 12  1  0
 20 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  8 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1-(3-Dimethylaminopropyl)indol-3-yl)-3-(indol-3-yl)maleimide	MeSH
3-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione	MeSH
BIS-1 CPD	MeSH
Bisindoylmaleimide I	MeSH
Bisindolylmaleimide I	KEGG

Chemical Formula

C₂₅H₂₄N₄O₂

Average Molecular Weight

412.4837

Monoisotopic Molecular Weight

412.189926032

IUPAC Name

3-{1-[3-(dimethylamino)propyl]-1H-indol-3-yl}-4-(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

Traditional Name

bisindolylmaleimide

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)

InChI Key

QMGUOJYZJKLOLH-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
Maleimide
Substituted pyrrole
Benzenoid
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Pyrrole
Pyrroline
Heteroaromatic compound
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:41072 )

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	4.39	ALOGPS
logP	2.58	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.21 m³·mol⁻¹	ChemAxon
Polarizability	45.57 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	196.127	30932474
DeepCCS	[M-H]-	193.769	30932474
DeepCCS	[M-2H]-	227.546	30932474
DeepCCS	[M+Na]+	202.696	30932474
AllCCS	[M+H]+	202.0	32859911
AllCCS	[M+H-H2O]+	199.4	32859911
AllCCS	[M+NH4]+	204.4	32859911
AllCCS	[M+Na]+	205.1	32859911
AllCCS	[M-H]-	204.5	32859911
AllCCS	[M+Na-2H]-	204.6	32859911
AllCCS	[M+HCOO]-	205.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.9566 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1863.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	229.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	196.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	396.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	491.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	428.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1041.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	401.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1360.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	346.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	337.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisindolylmaleimide i	CN(C)CCCN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CNC2=C1C=CC=C2	5087.3	Standard polar	33892256
Bisindolylmaleimide i	CN(C)CCCN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CNC2=C1C=CC=C2	3725.7	Standard non polar	33892256
Bisindolylmaleimide i	CN(C)CCCN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CNC2=C1C=CC=C2	4161.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisindolylmaleimide i,1TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3763.2	Semi standard non polar	33892256
Bisindolylmaleimide i,1TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3597.1	Standard non polar	33892256
Bisindolylmaleimide i,1TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	4627.5	Standard polar	33892256
Bisindolylmaleimide i,1TMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	3974.1	Semi standard non polar	33892256
Bisindolylmaleimide i,1TMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	3750.5	Standard non polar	33892256
Bisindolylmaleimide i,1TMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	4826.2	Standard polar	33892256
Bisindolylmaleimide i,2TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3723.5	Semi standard non polar	33892256
Bisindolylmaleimide i,2TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3608.8	Standard non polar	33892256
Bisindolylmaleimide i,2TMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	4341.9	Standard polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3972.3	Semi standard non polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3812.6	Standard non polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=C[NH]C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	4613.0	Standard polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	4170.4	Semi standard non polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	3926.5	Standard non polar	33892256
Bisindolylmaleimide i,1TBDMS,isomer #2	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)NC2=O)C2=CC=CC=C21	4836.1	Standard polar	33892256
Bisindolylmaleimide i,2TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	4075.3	Semi standard non polar	33892256
Bisindolylmaleimide i,2TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3967.8	Standard non polar	33892256
Bisindolylmaleimide i,2TBDMS,isomer #1	CN(C)CCCN1C=C(C2=C(C3=CN([Si](C)(C)C(C)(C)C)C4=CC=CC=C34)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	4396.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide I GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9007000000-53a2bc3d28cbd6f2536e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisindolylmaleimide I GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Bisindolylmaleimide I 10V, Positive-QTOF	splash10-03di-1003900000-57c578a8de0cfa21d2e5	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 20V, Positive-QTOF	splash10-029l-6219300000-655594f80e52cb618eab	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 40V, Positive-QTOF	splash10-0019-9321000000-81f5642e168287c8c208	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 10V, Negative-QTOF	splash10-03di-0011900000-9ee96aa61357b2498a22	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 20V, Negative-QTOF	splash10-03di-1149700000-4eb04acfa153b4d2f9d0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 40V, Negative-QTOF	splash10-002f-9443000000-19aa60d93c381a163130	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 10V, Positive-QTOF	splash10-03di-0000900000-8d0bbc9396ed59afcac7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 20V, Positive-QTOF	splash10-03di-1006900000-03850f4892f4d96ef69b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 40V, Positive-QTOF	splash10-004i-3039000000-8b5dfd99c26ad2f3f5d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 10V, Negative-QTOF	splash10-03di-0000900000-456004a5442b2c2abef3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 20V, Negative-QTOF	splash10-03fr-0007900000-ec4ada15e7b8d905ee6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisindolylmaleimide I 40V, Negative-QTOF	splash10-00di-0019000000-1cf077d3d314925575e3	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

DB03777

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00027940

Chemspider ID

2303

KEGG Compound ID

C11238

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

BIM-1

METLIN ID

Not Available

PubChem Compound

2396

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Bisindolylmaleimide I (HMDB0249269)

MOL for HMDB0249269 (Bisindolylmaleimide I)

3D MOL for HMDB0249269 (Bisindolylmaleimide I)

3D SDF for HMDB0249269 (Bisindolylmaleimide I)

3D-SDF for HMDB0249269 (Bisindolylmaleimide I)

PDB for HMDB0249269 (Bisindolylmaleimide I)

3D PDB for HMDB0249269 (Bisindolylmaleimide I)

SMILES for HMDB0249269 (Bisindolylmaleimide I)

INCHI for HMDB0249269 (Bisindolylmaleimide I)

Structure for HMDB0249269 (Bisindolylmaleimide I)

3D Structure for HMDB0249269 (Bisindolylmaleimide I)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra