| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| May 13th, 2008 | 18 | No |
Popular Name: SU-5416 SU-5416
Find On: PubMed — Wikipedia — Google
CAS Numbers: 194413-58-6 , 204005-46-9
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
1,3-Dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)
1,3-Dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-2H-indol-2-one
194413-58-6; D05819; Semaxanib (USAN/INN)
2H-Indol-2-one, 3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-1,3-dihydro-, (3Z)-
2H-Indol-2-one, 3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-1,3-dihydro-, (Z)-
2H-Indol-2-one, 3-[(3,5-dimethyl-2-pyrrolyl)methylene]-
3-((Z)-(3,5-Dimethylpyrrol-2-yl)methylene)-2-indolinone
3-(1-(3,5-Dimethyl-1H-pyrrol-2-yl)meth-(Z)-ylidene)-2-oxo-2,3-dihydroindole
3-(2,4-dimethylpyrrol-5-yl)methylidene-indolin-2-one
3-[(2,4-Dimethylpyrrol-5-yl)methylidene]-indolin-2-one
3-[(2,4-dimethylpyrrol-5-yl)methylidenyl]indolin-2-one
3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
H-Indol-2-one, 3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-1,3-dihydro-
| 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) | 2.88 | 6.69 | -8.41 | 2 | 3 | 0 | 49 | 238.29 | 1 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Indications | antineoplastic | KeyOrganics Bioactives |
| Target | VEGFR | Selleck Chemicals |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALK-1-E | ALK Tyrosine Kinase Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1200 | 0.46 | Binding ≤ 10μM |
| CSF1R-1-E | Macrophage Colony-stimulating Factor 1 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 84 | 0.55 | Binding ≤ 10μM |
| FGFR1-1-E | Fibroblast Growth Factor Receptor 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 7080 | 0.40 | Binding ≤ 10μM |
| FLT3-1-E | Tyrosine-protein Kinase Receptor FLT3 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 160 | 0.53 | Binding ≤ 10μM |
| KIT-1-E | Stem Cell Growth Factor Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 660 | 0.48 | Binding ≤ 10μM |
| PGFRB-1-E | Platelet-derived Growth Factor Receptor Beta (cluster #1 Of 1), Eukaryotic | Eukaryotes | 680 | 0.48 | Binding ≤ 10μM |
| RET-1-E | Tyrosine-protein Kinase Receptor RET (cluster #1 Of 1), Eukaryotic | Eukaryotes | 170 | 0.53 | Binding ≤ 10μM |
| VGFR1-1-E | Vascular Endothelial Growth Factor Receptor 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1040 | 0.47 | Binding ≤ 10μM |
| VGFR2-1-E | Vascular Endothelial Growth Factor Receptor 2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 884 | 0.47 | Binding ≤ 10μM |
| VGFR3-1-E | Vascular Endothelial Growth Factor Receptor 3 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 50 | 0.57 | Binding ≤ 10μM |
| PGFRA-1-E | Platelet-derived Growth Factor Receptor Alpha (cluster #1 Of 1), Eukaryotic | Eukaryotes | 4050 | 0.42 | Functional ≤ 10μM |
| PGFRB-1-E | Platelet-derived Growth Factor Receptor Beta (cluster #1 Of 1), Eukaryotic | Eukaryotes | 4540 | 0.42 | Functional ≤ 10μM |
| VGFR2-1-E | Vascular Endothelial Growth Factor Receptor 2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 40 | 0.58 | Functional ≤ 10μM |
| Z100081-1-O | PBMC (Peripheral Blood Mononuclear Cells) (cluster #1 Of 4), Other | Other | 5 | 0.65 | Functional ≤ 10μM |
| Z103205-1-O | A431 (cluster #1 Of 4), Other | Other | 85 | 0.55 | Functional ≤ 10μM |
| Z50425-3-O | Plasmodium Falciparum (cluster #3 Of 22), Other | Other | 7943 | 0.40 | Functional ≤ 10μM |
| Z50501-1-O | Gallus Gallus (cluster #1 Of 3), Other | Other | 85 | 0.55 | Functional ≤ 10μM |
| Z81057-1-O | HUVEC (Umbilical Vein Endothelial Cells) (cluster #1 Of 4), Other | Other | 4540 | 0.42 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALK_HUMAN | Q9UM73 | ALK Tyrosine Kinase Receptor, Human | 1.81 | 0.68 | Binding ≤ 1μM |
| CSF1R_HUMAN | P07333 | Macrophage Colony Stimulating Factor Receptor, Human | 84 | 0.55 | Binding ≤ 1μM |
| PGFRB_HUMAN | P09619 | Platelet-derived Growth Factor Receptor Beta, Human | 68 | 0.56 | Binding ≤ 1μM |
| KIT_HUMAN | P10721 | Stem Cell Growth Factor Receptor, Human | 35 | 0.58 | Binding ≤ 1μM |
| FLT3_HUMAN | P36888 | Tyrosine-protein Kinase Receptor FLT3, Human | 160 | 0.53 | Binding ≤ 1μM |
| RET_HUMAN | P07949 | Tyrosine-protein Kinase Receptor RET, Human | 170 | 0.53 | Binding ≤ 1μM |
| VGFR1_HUMAN | P17948 | Vascular Endothelial Growth Factor Receptor 1, Human | 43 | 0.57 | Binding ≤ 1μM |
| VGFR2_HUMAN | P35968 | Vascular Endothelial Growth Factor Receptor 2, Human | 110 | 0.54 | Binding ≤ 1μM |
| VGFR3_HUMAN | P35916 | Vascular Endothelial Growth Factor Receptor 3, Human | 50 | 0.57 | Binding ≤ 1μM |
| ALK_HUMAN | Q9UM73 | ALK Tyrosine Kinase Receptor, Human | 1.81 | 0.68 | Binding ≤ 10μM |
| FGFR1_HUMAN | P11362 | Fibroblast Growth Factor Receptor 1, Human | 4200 | 0.42 | Binding ≤ 10μM |
| CSF1R_HUMAN | P07333 | Macrophage Colony Stimulating Factor Receptor, Human | 84 | 0.55 | Binding ≤ 10μM |
| PGFRB_HUMAN | P09619 | Platelet-derived Growth Factor Receptor Beta, Human | 2220 | 0.44 | Binding ≤ 10μM |
| KIT_HUMAN | P10721 | Stem Cell Growth Factor Receptor, Human | 35 | 0.58 | Binding ≤ 10μM |
| FLT3_HUMAN | P36888 | Tyrosine-protein Kinase Receptor FLT3, Human | 160 | 0.53 | Binding ≤ 10μM |
| RET_HUMAN | P07949 | Tyrosine-protein Kinase Receptor RET, Human | 170 | 0.53 | Binding ≤ 10μM |
| VGFR1_HUMAN | P17948 | Vascular Endothelial Growth Factor Receptor 1, Human | 43 | 0.57 | Binding ≤ 10μM |
| VGFR1_MOUSE | P35969 | Vascular Endothelial Growth Factor Receptor 1, Mouse | 1040 | 0.47 | Binding ≤ 10μM |
| VGFR2_HUMAN | P35968 | Vascular Endothelial Growth Factor Receptor 2, Human | 110 | 0.54 | Binding ≤ 10μM |
| VGFR2_MOUSE | P35918 | Vascular Endothelial Growth Factor Receptor 2, Mouse | 1040 | 0.47 | Binding ≤ 10μM |
| VGFR3_HUMAN | P35916 | Vascular Endothelial Growth Factor Receptor 3, Human | 50 | 0.57 | Binding ≤ 10μM |
| Z103205 | Z103205 | A431 | 85 | 0.55 | Functional ≤ 10μM |
| Z50501 | Z50501 | Gallus Gallus | 85 | 0.55 | Functional ≤ 10μM |
| Z81057 | Z81057 | HUVEC (Umbilical Vein Endothelial Cells) | 40 | 0.58 | Functional ≤ 10μM |
| Z100081 | Z100081 | PBMC (Peripheral Blood Mononuclear Cells) | 5 | 0.65 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 7943.28235 | 0.40 | Functional ≤ 10μM |
| PGFRA_MOUSE | P26618 | Platelet-derived Growth Factor Receptor Alpha, Mouse | 4050 | 0.42 | Functional ≤ 10μM |
| PGFRB_HUMAN | P09619 | Platelet-derived Growth Factor Receptor Beta, Human | 4540 | 0.42 | Functional ≤ 10μM |
| PGFRB_MOUSE | P05622 | Platelet-derived Growth Factor Receptor Beta, Mouse | 4050 | 0.42 | Functional ≤ 10μM |
| VGFR2_HUMAN | P35968 | Vascular Endothelial Growth Factor Receptor 2, Human | 40 | 0.58 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Constitutive PI3K/AKT Signaling in Cancer | |
| Downstream signal transduction | |
| EPHA-mediated growth cone collapse | |
| Integrin cell surface interactions | |
| Neurophilin interactions with VEGF and VEGFR | |
| PIP3 activates AKT signaling | |
| Regulation of KIT signaling | |
| Signaling by activated point mutants of FGFR1 | |
| Signaling by FGFR mutants | |
| Signaling by PDGF | |
| Signaling by SCF-KIT | |
| VEGF binds to VEGFR leading to receptor dimerization | |
| VEGFA-VEGFR2 Pathway | |
| VEGFR2 mediated cell proliferation |
