UCSF

ZINC00585151

Draw Identity 99% 90% 80% 70%

Substance Information

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

Download: MOL2 SDF SMILES Flexibase

Physical Representations

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 ↓

Vendor Notes

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

Activity (Go SEA)

Clustered Target Annotations
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
ChEMBL Target Annotations
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

Reactome Annotations from Targets (via Uniprot)

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

Analogs ( Draw Identity 99% 90% 80% 70% )