In ZINC since | Heavy atoms | Benign functionality |
---|---|---|
July 24th, 2004 | 31 | No |
Popular Name: BISINDOLYLMALEIMIDE I BISINDOLYLMALEIMIDE I
Find On: PubMed — Wikipedia — Google
CAS Numbers: 133052-90-1 , 176504-36-2
133052-90-1; Bisindolylmaleimide I; C11238; GF 109203X
Bisindolylmaleimide I (GF109203X)
Bisindolylmaleimide; 2-(1-(3-Dimethylaminopropyl)-indol-3-yl)-3-(indol-3-yl)maleimide
Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
---|---|---|---|---|---|---|---|---|---|---|
Ref Reference (pH 7) | 3.83 | 11.34 | -49.9 | 3 | 6 | 1 | 75 | 413.501 | 6 | ↓ |
Hi High (pH 8-9.5) | 3.83 | 8.86 | -11.87 | 2 | 6 | 0 | 74 | 412.493 | 6 | ↓ |
Note Type | Comments | Provided By |
---|---|---|
ALOGPS_SOLUBILITY | 8.24e-03 g/l | DrugBank-experimental |
PUBCHEM_PATENT_ID | EP0657411A1; EP0657411B1; EP0657458A1; EP0687304B1; EP0766682A1; EP0783292A1; EP0797978A2; EP0805158A2; EP0805158A3; EP0820446A1; EP0825190A1; EP0845992A1; EP0888339A1; EP0888458A1; EP0925296A1; EP0949917A1; EP1057025A1; EP1057484A1; US5541347; US5552396 | IBM Patent Data |
Notes | Inhibitor of protein kinase C | Apollo Scientific Bioactives |
Target | PKC | Selleck Chemicals |
Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
---|---|---|---|---|---|
LEF-1-B | Anthrax Lethal Factor (cluster #1 Of 2), Bacterial | Bacteria | 1500 | 0.26 | Binding ≤ 10μM |
CCNB1-2-E | G2/mitotic-specific Cyclin B1 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 2300 | 0.25 | Binding ≤ 10μM |
CCNB2-2-E | G2/mitotic-specific Cyclin B2 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 2300 | 0.25 | Binding ≤ 10μM |
CCNB3-2-E | G2/mitotic-specific Cyclin B3 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 2300 | 0.25 | Binding ≤ 10μM |
CDK1-1-E | Cyclin-dependent Kinase 1 (cluster #1 Of 4), Eukaryotic | Eukaryotes | 2300 | 0.25 | Binding ≤ 10μM |
GSK3B-1-E | Glycogen Synthase Kinase-3 Beta (cluster #1 Of 7), Eukaryotic | Eukaryotes | 190 | 0.30 | Binding ≤ 10μM |
KPCA-1-E | Protein Kinase C Alpha (cluster #1 Of 6), Eukaryotic | Eukaryotes | 2 | 0.39 | Binding ≤ 10μM |
KPCD-1-E | Protein Kinase C Delta (cluster #1 Of 4), Eukaryotic | Eukaryotes | 9 | 0.36 | Binding ≤ 10μM |
KPCE-1-E | Protein Kinase C Epsilon (cluster #1 Of 5), Eukaryotic | Eukaryotes | 7 | 0.37 | Binding ≤ 10μM |
KPCG-1-E | Protein Kinase C Gamma (cluster #1 Of 4), Eukaryotic | Eukaryotes | 30 | 0.34 | Binding ≤ 10μM |
KPCI-2-E | Protein Kinase C Iota (cluster #2 Of 3), Eukaryotic | Eukaryotes | 3463 | 0.25 | Binding ≤ 10μM |
KPCL-2-E | Protein Kinase C Eta (cluster #2 Of 4), Eukaryotic | Eukaryotes | 10 | 0.36 | Binding ≤ 10μM |
KPCT-1-E | Protein Kinase C Theta (cluster #1 Of 3), Eukaryotic | Eukaryotes | 7 | 0.37 | Binding ≤ 10μM |
KPCZ-1-E | Protein Kinase C Zeta (cluster #1 Of 5), Eukaryotic | Eukaryotes | 5800 | 0.24 | Binding ≤ 10μM |
PIM1-1-E | Serine/threonine-protein Kinase PIM1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 27 | 0.34 | Binding ≤ 10μM |
SIRT2-3-E | NAD-dependent Deacetylase Sirtuin 2 (cluster #3 Of 3), Eukaryotic | Eukaryotes | 7300 | 0.23 | Binding ≤ 10μM |
Z104295-1-O | Cyclin-dependent Kinase 4/cyclin D1 (cluster #1 Of 2), Other | Other | 990 | 0.27 | Binding ≤ 10μM |
Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
---|---|---|---|---|---|
Z104295 | Z104295 | Cyclin-dependent Kinase 4/cyclin D1 | 990 | 0.27 | Binding ≤ 1μM |
GSK3B_HUMAN | P49841 | Glycogen Synthase Kinase-3 Beta, Human | 190 | 0.30 | Binding ≤ 1μM |
KPCA_HUMAN | P17252 | Protein Kinase C Alpha, Human | 10 | 0.36 | Binding ≤ 1μM |
KPCD_HUMAN | Q05655 | Protein Kinase C Delta, Human | 32 | 0.34 | Binding ≤ 1μM |
KPCE_HUMAN | Q02156 | Protein Kinase C Epsilon, Human | 6 | 0.37 | Binding ≤ 1μM |
KPCL_HUMAN | P24723 | Protein Kinase C Eta, Human | 10 | 0.36 | Binding ≤ 1μM |
KPCG_HUMAN | P05129 | Protein Kinase C Gamma, Human | 30 | 0.34 | Binding ≤ 1μM |
KPCT_HUMAN | Q04759 | Protein Kinase C Theta, Human | 6.7 | 0.37 | Binding ≤ 1μM |
PIM1_HUMAN | P11309 | Serine/threonine-protein Kinase PIM1, Human | 10 | 0.36 | Binding ≤ 1μM |
LEF_BACAN | P15917 | Anthrax Lethal Factor, Bacan | 1500 | 0.26 | Binding ≤ 10μM |
CDK1_HUMAN | P06493 | Cyclin-dependent Kinase 1, Human | 2300 | 0.25 | Binding ≤ 10μM |
Z104295 | Z104295 | Cyclin-dependent Kinase 4/cyclin D1 | 990 | 0.27 | Binding ≤ 10μM |
CCNB1_HUMAN | P14635 | G2/mitotic-specific Cyclin B1, Human | 2300 | 0.25 | Binding ≤ 10μM |
CCNB2_HUMAN | O95067 | G2/mitotic-specific Cyclin B2, Human | 2300 | 0.25 | Binding ≤ 10μM |
CCNB3_HUMAN | Q8WWL7 | G2/mitotic-specific Cyclin B3, Human | 2300 | 0.25 | Binding ≤ 10μM |
GSK3B_HUMAN | P49841 | Glycogen Synthase Kinase-3 Beta, Human | 190 | 0.30 | Binding ≤ 10μM |
SIRT2_HUMAN | Q8IXJ6 | NAD-dependent Deacetylase Sirtuin 2, Human | 7300 | 0.23 | Binding ≤ 10μM |
KPCA_HUMAN | P17252 | Protein Kinase C Alpha, Human | 10 | 0.36 | Binding ≤ 10μM |
KPCD_HUMAN | Q05655 | Protein Kinase C Delta, Human | 32 | 0.34 | Binding ≤ 10μM |
KPCE_HUMAN | Q02156 | Protein Kinase C Epsilon, Human | 6 | 0.37 | Binding ≤ 10μM |
KPCL_HUMAN | P24723 | Protein Kinase C Eta, Human | 10 | 0.36 | Binding ≤ 10μM |
KPCG_HUMAN | P05129 | Protein Kinase C Gamma, Human | 30 | 0.34 | Binding ≤ 10μM |
KPCI_HUMAN | P41743 | Protein Kinase C Iota, Human | 3463 | 0.25 | Binding ≤ 10μM |
KPCT_HUMAN | Q04759 | Protein Kinase C Theta, Human | 6.7 | 0.37 | Binding ≤ 10μM |
KPCZ_HUMAN | Q05513 | Protein Kinase C Zeta, Human | 5800 | 0.24 | Binding ≤ 10μM |
PIM1_HUMAN | P11309 | Serine/threonine-protein Kinase PIM1, Human | 10 | 0.36 | Binding ≤ 10μM |
Description | Species |
---|---|
Acetylcholine regulates insulin secretion | |
Activation of NIMA Kinases NEK9, NEK6, NEK7 | |
AKT phosphorylates targets in the cytosol | |
APC truncation mutants have impaired AXIN binding | |
APC/C:Cdc20 mediated degradation of Cyclin B | |
Apoptotic cleavage of cellular proteins | |
AXIN missense mutants destabilize the destruction complex | |
Beta-catenin phosphorylation cascade | |
Ca2+ pathway | |
Calmodulin induced events | |
Chk1/Chk2(Cds1) mediated inactivation of Cyclin B:Cdk1 complex | |
Condensation of Prometaphase Chromosomes | |
Condensation of Prophase Chromosomes | |
Constitutive PI3K/AKT Signaling in Cancer | |
CRMPs in Sema3A signaling | |
Cyclin A/B1 associated events during G2/M transition | |
Cyclin B2 mediated events | |
DAG and IP3 signaling | |
Degradation of beta-catenin by the destruction complex | |
Depolymerisation of the Nuclear Lamina | |
disassembly of the destruction complex and recruitment of AXIN to the membrane | |
Disinhibition of SNARE formation | |
Downstream TCR signaling | |
E2F mediated regulation of DNA replication | |
E2F-enabled inhibition of pre-replication complex formation | |
Effects of PIP2 hydrolysis | |
EGFR Transactivation by Gastrin | |
ERK1 activation | |
FCERI mediated NF-kB activation | |
G alpha (z) signalling events | |
G0 and Early G1 | |
G1/S-Specific Transcription | |
G2/M DNA replication checkpoint | |
Golgi Cisternae Pericentriolar Stack Reorganization | |
GPVI-mediated activation cascade | |
HuR stabilizes mRNA | |
Inactivation, recovery and regulation of the phototransduction cascade | |
Interferon gamma signaling | |
Loss of Nlp from mitotic centrosomes | |
Loss of proteins required for interphase microtubule organization from the ce | |
MASTL Facilitates Mitotic Progression | |
misspliced GSK3beta mutants stabilize beta-catenin | |
Netrin-1 signaling | |
Nuclear Pore Complex (NPC) Disassembly | |
p75NTR recruits signalling complexes | |
Phosphorylation of Emi1 | |
Phosphorylation of proteins involved in the G2/M transition by Cyclin A:Cdc2 com | |
Phosphorylation of the APC/C | |
Polo-like kinase mediated events | |
Recruitment of mitotic centrosome proteins and complexes | |
Recruitment of NuMA to mitotic centrosomes | |
Regulation of APC/C activators between G1/S and early anaphase | |
Regulation of HSF1-mediated heat shock response | |
Regulation of KIT signaling | |
Regulation of PLK1 Activity at G2/M Transition | |
Resolution of Sister Chromatid Cohesion | |
Response to elevated platelet cytosolic Ca2+ | |
Role of phospholipids in phagocytosis | |
S33 mutants of beta-catenin aren't phosphorylated | |
S37 mutants of beta-catenin aren't phosphorylated | |
S45 mutants of beta-catenin aren't phosphorylated | |
Signaling by SCF-KIT | |
Syndecan interactions | |
T41 mutants of beta-catenin aren't phosphorylated | |
TGF-beta receptor signaling in EMT (epithelial to mesenchymal transition) | |
Tight junction interactions | |
Trafficking of GluR2-containing AMPA receptors | |
truncations of AMER1 destabilize the destruction complex | |
Uptake and function of anthrax toxins | |
VEGFR2 mediated cell proliferation | |
WNT5A-dependent internalization of FZD4 |