UCSF

ZINC37858693

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) 0.05 6.42 -28.01 1 4 1 46 308.357 1
Hi High (pH 8-9.5) 1.71 5.27 -99.28 7 7 2 113 408.481 4
Mid Mid (pH 6-8) 3.64 8.22 -10.99 0 4 0 43 307.349 2

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.27e-01 g/l DrugBank-experimental
MP 240 - 241 °C Fluorochem
purity 98% Frontier Scientific Services
Purity >98% Fluorochem
Biological Description A highly selective inhibitor of phosphatidylinositol 3-kinase (IC50 values are 0.31, 0.73, 1.06 and 6.60 ?M for PI 3-K?, PI 3-K?, PI 3-K? and PI 3-K? respectively). Inhibits proliferation and induces apoptosis in human colon cancer cells in vitro and in v Tocris
UniProt Database Links CDN1B_CANFA; CDN1B_CRIGR; CDN1B_FELCA; CDN1B_HUMAN; CDN1B_MOUSE; ENPP3_HUMAN; NHE1_DICDI; P3C2A_HUMAN; P3C2A_MOUSE; P3C2A_PONAB; RUFY3_RAT; SMG1_HUMAN; SMG1_MOUSE ChEBI
Primary Category Enzymes Tocris
Secondary Category Kinases Tocris
Tertiary Category PI 3-Kinase Tocris
Target PI3K Selleck Chemicals
Reactome Database Links REACT_147854 ChEBI
Primary Action Selective PI 3-kinase inhibitor Tocris
Solubility Soluble to 25 mM in DMSO and to 5 mM in ethanol Tocris

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
GSK3B-7-E Glycogen Synthase Kinase-3 Beta (cluster #7 Of 7), Eukaryotic Eukaryotes 8100 0.31 Binding ≤ 10μM
MTOR-1-E Serine/threonine-protein Kinase MTOR (cluster #1 Of 3), Eukaryotic Eukaryotes 5000 0.32 Binding ≤ 10μM
P3C2B-1-E Phosphatidylinositol-4-phosphate 3-kinase C2 Domain-containing Beta Polypeptide (cluster #1 Of 1), Eukaryotic Eukaryotes 2100 0.35 Binding ≤ 10μM
P85A-2-E PI3-kinase P85-alpha Subunit (cluster #2 Of 2), Eukaryotic Eukaryotes 1400 0.36 Binding ≤ 10μM
PIM1-1-E Serine/threonine-protein Kinase PIM1 (cluster #1 Of 1), Eukaryotic Eukaryotes 820 0.37 Binding ≤ 10μM
PIM3-1-E Serine/threonine-protein Kinase PIM3 (cluster #1 Of 1), Eukaryotic Eukaryotes 1400 0.36 Binding ≤ 10μM
PK3CA-2-E PI3-kinase P110-alpha Subunit (cluster #2 Of 2), Eukaryotic Eukaryotes 500 0.38 Binding ≤ 10μM
PK3CB-1-E PI3-kinase P110-beta Subunit (cluster #1 Of 2), Eukaryotic Eukaryotes 900 0.37 Binding ≤ 10μM
PK3CD-1-E PI3-kinase P110-delta Subunit (cluster #1 Of 2), Eukaryotic Eukaryotes 500 0.38 Binding ≤ 10μM
PK3CG-1-E PI3-kinase P110-gamma Subunit (cluster #1 Of 3), Eukaryotic Eukaryotes 7260 0.31 Binding ≤ 10μM
PLK1-1-E Serine/threonine-protein Kinase PLK1 (cluster #1 Of 1), Eukaryotic Eukaryotes 2100 0.35 Binding ≤ 10μM
PLK3-1-E Serine/threonine-protein Kinase PLK3 (cluster #1 Of 1), Eukaryotic Eukaryotes 3000 0.34 Binding ≤ 10μM
PRKDC-1-E DNA-dependent Protein Kinase (cluster #1 Of 1), Eukaryotic Eukaryotes 6000 0.32 Binding ≤ 10μM
Z103203-1-O A375 (cluster #1 Of 3), Other Other 8400 0.31 Functional ≤ 10μM
Z80156-12-O HL-60 (Promyeloblast Leukemia Cells) (cluster #12 Of 12), Other Other 9940 0.30 Functional ≤ 10μM
Z80418-2-O RAW264.7 (Monocytic-macrophage Leukemia Cells) (cluster #2 Of 9), Other Other 10000 0.30 Functional ≤ 10μM
Z80548-3-O THP-1 (Acute Monocytic Leukemia Cells) (cluster #3 Of 5), Other Other 1650 0.35 Functional ≤ 10μM
Z80682-1-O A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other Other 8400 0.31 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PK3CA_MOUSE P42337 PI3-kinase P110-alpha Subunit, Mouse 500 0.38 Binding ≤ 1μM
PK3CA_HUMAN P42336 PI3-kinase P110-alpha Subunit, Human 200 0.41 Binding ≤ 1μM
PK3CA_BOVIN P32871 PI3-kinase P110-alpha Subunit, Bovin 630 0.38 Binding ≤ 1μM
PK3CB_HUMAN P42338 PI3-kinase P110-beta Subunit, Human 306 0.40 Binding ≤ 1μM
PK3CD_HUMAN O00329 PI3-kinase P110-delta Subunit, Human 500 0.38 Binding ≤ 1μM
PIM1_HUMAN P11309 Serine/threonine-protein Kinase PIM1, Human 820 0.37 Binding ≤ 1μM
PRKDC_HUMAN P78527 DNA-dependent Protein Kinase, Human 1200 0.36 Binding ≤ 10μM
MTOR_HUMAN P42345 FK506 Binding Protein 12, Human 2500 0.34 Binding ≤ 10μM
GSK3B_HUMAN P49841 Glycogen Synthase Kinase-3 Beta, Human 8100 0.31 Binding ≤ 10μM
P3C2B_HUMAN O00750 Phosphatidylinositol-4-phosphate 3-kinase C2 Domain-containing Beta Polypeptide, Human 2100 0.35 Binding ≤ 10μM
PK3CA_MOUSE P42337 PI3-kinase P110-alpha Subunit, Mouse 500 0.38 Binding ≤ 10μM
PK3CA_HUMAN P42336 PI3-kinase P110-alpha Subunit, Human 1400 0.36 Binding ≤ 10μM
PK3CA_BOVIN P32871 PI3-kinase P110-alpha Subunit, Bovin 10000 0.30 Binding ≤ 10μM
PK3CB_HUMAN P42338 PI3-kinase P110-beta Subunit, Human 1400 0.36 Binding ≤ 10μM
PK3CD_HUMAN O00329 PI3-kinase P110-delta Subunit, Human 1330 0.36 Binding ≤ 10μM
PK3CG_HUMAN P48736 PI3-kinase P110-gamma Subunit, Human 1200 0.36 Binding ≤ 10μM
P85A_HUMAN P27986 PI3-kinase P85-alpha Subunit, Human 1400 0.36 Binding ≤ 10μM
PIM1_HUMAN P11309 Serine/threonine-protein Kinase PIM1, Human 4000 0.33 Binding ≤ 10μM
PIM3_HUMAN Q86V86 Serine/threonine-protein Kinase PIM3, Human 1400 0.36 Binding ≤ 10μM
PLK1_HUMAN P53350 Serine/threonine-protein Kinase PLK1, Human 2000 0.35 Binding ≤ 10μM
PLK3_HUMAN Q9H4B4 Serine/threonine-protein Kinase PLK3, Human 3000 0.34 Binding ≤ 10μM
Z103203 Z103203 A375 8400 0.31 Functional ≤ 10μM
Z80682 Z80682 A549 (Lung Carcinoma Cells) 8400 0.31 Functional ≤ 10μM
Z80156 Z80156 HL-60 (Promyeloblast Leukemia Cells) 9940 0.30 Functional ≤ 10μM
Z80418 Z80418 RAW264.7 (Monocytic-macrophage Leukemia Cells) 10000 0.30 Functional ≤ 10μM
Z80548 Z80548 THP-1 (Acute Monocytic Leukemia Cells) 1010 0.36 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Constitutive PI3K/AKT Signaling in Cancer

Reactome Annotations from Targets (via Uniprot)

Description Species
Activation of NIMA Kinases NEK9, NEK6, NEK7
AKT phosphorylates targets in the cytosol
Antigen activates B Cell Receptor (BCR) leading to generation of second messenge
APC truncation mutants have impaired AXIN binding
APC/C:Cdh1 mediated degradation of Cdc20 and other APC/C:Cdh1 targeted proteins
AXIN missense mutants destabilize the destruction complex
Beta-catenin phosphorylation cascade
CD28 dependent PI3K/Akt signaling
Condensation of Prophase Chromosomes
Constitutive PI3K/AKT Signaling in Cancer
Costimulation by the CD28 family
CRMPs in Sema3A signaling
Cyclin A/B1 associated events during G2/M transition
Cytosolic sensors of pathogen-associated DNA
DAP12 signaling
Degradation of beta-catenin by the destruction complex
disassembly of the destruction complex and recruitment of AXIN to the membrane
Downstream signal transduction
Downstream TCR signaling
G alpha (12/13) signalling events
G alpha (q) signalling events
G beta:gamma signalling through PI3Kgamma
GAB1 signalosome
Golgi Cisternae Pericentriolar Stack Reorganization
GP1b-IX-V activation signalling
GPVI-mediated activation cascade
HSF1-dependent transactivation
Interleukin receptor SHC signaling
Interleukin-3, 5 and GM-CSF signaling
Interleukin-7 signaling
IRF3-mediated induction of type I IFN
Loss of Nlp from mitotic centrosomes
Loss of proteins required for interphase microtubule organization from the ce
misspliced GSK3beta mutants stabilize beta-catenin
Mitotic Metaphase/Anaphase Transition
Mitotic Prometaphase
Mitotic Telophase/Cytokinesis
mTOR signalling
Nephrin interactions
Nonhomologous End-joining (NHEJ)
Phosphorylation of Emi1
Phosphorylation of the APC/C
PI-3K cascade
PI3K Cascade
PI3K events in ERBB2 signaling
PI3K events in ERBB4 signaling
PI3K/AKT activation
PIP3 activates AKT signaling
Polo-like kinase mediated events
Processing of DNA ends prior to end rejoining
Recruitment of mitotic centrosome proteins and complexes
Regulation of HSF1-mediated heat shock response
Regulation of PLK1 Activity at G2/M Transition
Regulation of signaling by CBL
Release of eIF4E
Resolution of Sister Chromatid Cohesion
Role of LAT2/NTAL/LAB on calcium mobilization
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
S6K1-mediated signalling
Separation of Sister Chromatids
Signaling by constitutively active EGFR
Signaling by FGFR mutants
Signaling by FGFR1 fusion mutants
Signaling by SCF-KIT
Synthesis of PIPs at the plasma membrane
T41 mutants of beta-catenin aren't phosphorylated
Tie2 Signaling
truncations of AMER1 destabilize the destruction complex
VEGFA-VEGFR2 Pathway
VEGFR2 mediated vascular permeability

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

No pre-computed analogs available. Try a structural similarity search.