Sunitinib
| Internal ID | ed2f12de-43ab-40fc-9fe9-3b8405dad1e8 |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Indolines |
| IUPAC Name | N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12- |
| InChI Key | WINHZLLDWRZWRT-ATVHPVEESA-N |
| Popularity | 15,667 references in papers |
| Molecular Formula | C22H27FN4O2 |
| Molecular Weight | 398.50 g/mol |
| Exact Mass | 398.21180428 g/mol |
| Topological Polar Surface Area (TPSA) | 77.20 Ų |
| XlogP | 2.60 |
| Atomic LogP (AlogP) | 3.33 |
| H-Bond Acceptor | 3 |
| H-Bond Donor | 3 |
| Rotatable Bonds | 7 |
| 557795-19-4 |
| SU-11248 |
| SU11248 |
| sunitinibum |
| Su-011248 |
| N-[2-(diethylamino)ethyl]-5-{[(3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrole-3-carboxamide |
| NSC-750690 |
| SU011248 |
| N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide |
| NSC-736511 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9896 | 98.96% |
| Caco-2 | - | 0.6101 | 61.01% |
| Blood Brain Barrier | + | 0.7750 | 77.50% |
| Human oral bioavailability | + | 0.9000 | 90.00% |
| Subcellular localzation | Mitochondria | 0.4405 | 44.05% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8543 | 85.43% |
| OATP1B3 inhibitior | + | 0.9330 | 93.30% |
| MATE1 inhibitior | - | 0.7463 | 74.63% |
| OCT2 inhibitior | - | 0.7000 | 70.00% |
| BSEP inhibitior | + | 0.9072 | 90.72% |
| P-glycoprotein inhibitior | + | 0.5899 | 58.99% |
| P-glycoprotein substrate | + | 0.8007 | 80.07% |
| CYP3A4 substrate | + | 0.6352 | 63.52% |
| CYP2C9 substrate | - | 0.8060 | 80.60% |
| CYP2D6 substrate | - | 0.8229 | 82.29% |
| CYP3A4 inhibition | - | 0.5991 | 59.91% |
| CYP2C9 inhibition | - | 0.6437 | 64.37% |
| CYP2C19 inhibition | - | 0.6261 | 62.61% |
| CYP2D6 inhibition | - | 0.6846 | 68.46% |
| CYP1A2 inhibition | - | 0.5626 | 56.26% |
| CYP2C8 inhibition | - | 0.5958 | 59.58% |
| CYP inhibitory promiscuity | + | 0.7032 | 70.32% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.7900 | 79.00% |
| Carcinogenicity (trinary) | Non-required | 0.6085 | 60.85% |
| Eye corrosion | - | 0.9886 | 98.86% |
| Eye irritation | - | 0.9649 | 96.49% |
| Skin irritation | - | 0.7702 | 77.02% |
| Skin corrosion | - | 0.9210 | 92.10% |
| Ames mutagenesis | + | 0.6300 | 63.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7396 | 73.96% |
| Micronuclear | + | 0.7500 | 75.00% |
| Hepatotoxicity | + | 0.9750 | 97.50% |
| skin sensitisation | - | 0.8414 | 84.14% |
| Respiratory toxicity | + | 0.9333 | 93.33% |
| Reproductive toxicity | + | 0.9333 | 93.33% |
| Mitochondrial toxicity | + | 0.9125 | 91.25% |
| Nephrotoxicity | - | 0.8459 | 84.59% |
| Acute Oral Toxicity (c) | III | 0.5912 | 59.12% |
| Estrogen receptor binding | + | 0.8191 | 81.91% |
| Androgen receptor binding | + | 0.6668 | 66.68% |
| Thyroid receptor binding | + | 0.6869 | 68.69% |
| Glucocorticoid receptor binding | - | 0.4868 | 48.68% |
| Aromatase binding | + | 0.6752 | 67.52% |
| PPAR gamma | + | 0.6872 | 68.72% |
| Honey bee toxicity | - | 0.9131 | 91.31% |
| Biodegradation | - | 0.8500 | 85.00% |
| Crustacea aquatic toxicity | - | 0.6100 | 61.00% |
| Fish aquatic toxicity | + | 0.9596 | 95.96% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL3830 | Q2M2I8 | Adaptor-associated kinase |
11 nM |
Kd |
via Super-PRED
|
| CHEMBL4247 | Q9UM73 | ALK tyrosine kinase receptor |
170 nM |
Kd |
via Super-PRED
|
| CHEMBL4045 | Q13131 | AMP-activated protein kinase, alpha-1 subunit |
19 nM |
Kd |
via Super-PRED
|
| CHEMBL4522 | Q9NSY1 | BMP-2-inducible protein kinase |
5.5 nM |
Kd |
via Super-PRED
|
| CHEMBL5073 | Q8IU85 | CaM kinase I delta |
510 nM |
Kd |
via Super-PRED
|
| CHEMBL4147 | Q9UQM7 | CaM kinase II alpha |
80 nM |
Kd |
via Super-PRED
|
| CHEMBL3829 | Q13555 | CaM kinase II gamma |
690 nM |
Kd |
via Super-PRED
|
| CHEMBL2828 | P48730 | Casein kinase I delta |
15 nM |
Kd |
via Super-PRED
|
| CHEMBL4937 | P49674 | Casein kinase I epsilon |
13 nM |
Kd |
via Super-PRED
|
| CHEMBL5084 | Q9Y6M4 | Casein kinase I isoform gamma-3 |
240 nM |
Kd |
via Super-PRED
|
| CHEMBL3629 | P68400 | Casein kinase II alpha |
81 nM |
Kd |
via Super-PRED
|
| CHEMBL4070 | P19784 | Casein kinase II alpha (prime) |
370 nM |
Kd |
via Super-PRED
|
| CHEMBL3055 | P50613 | Cyclin-dependent kinase 7 |
330 nM |
Kd |
via Super-PRED
|
| CHEMBL2558 | P53355 | Death-associated protein kinase 1 |
120 nM |
Kd |
via Super-PRED
|
| CHEMBL2468 | O43293 | Death-associated protein kinase 3 |
22 nM |
Kd |
via Super-PRED
|
| CHEMBL3587 | Q02750 | Dual specificity mitogen-activated protein kinase kinase 1 |
130 nM |
Kd |
via Super-PRED
|
| CHEMBL2964 | P36507 | Dual specificity mitogen-activated protein kinase kinase 2 |
110 nM |
Kd |
via Super-PRED
|
| CHEMBL4225 | P49760 | Dual specificity protein kinase CLK2 |
20 nM |
Kd |
via Super-PRED
|
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 |
22 nM |
Kd |
via Super-PRED
|
| CHEMBL4526 | Q9UF33 | Ephrin type-A receptor 6 |
960 nM |
Kd |
via Super-PRED
|
| CHEMBL3650 | P11362 | Fibroblast growth factor receptor 1 |
520 nM |
Kd |
via Super-PRED
|
| CHEMBL2742 | P22607 | Fibroblast growth factor receptor 3 |
290 nM |
Kd |
via Super-PRED
|
| CHEMBL240 | Q12809 | HERG |
500 nM |
IC50 |
via Super-PRED
|
| CHEMBL3529 | Q14164 | Inhibitor of nuclear factor kappa B kinase epsilon subunit |
620 nM |
Kd |
via Super-PRED
|
| CHEMBL5785 | P19525 | Interferon-induced, double-stranded RNA-activated protein kinase |
670 nM |
Kd |
via Super-PRED
|
| CHEMBL1075104 | Q5S007 | Leucine-rich repeat serine/threonine-protein kinase 2 |
15 nM |
IC50 |
via Super-PRED
|
| CHEMBL1844 | P07333 | Macrophage colony stimulating factor receptor |
2 nM |
Kd |
via Super-PRED
|
| CHEMBL3831 | Q7KZI7 | MAP/microtubule affinity-regulating kinase 2 |
310 nM |
Kd |
via Super-PRED
|
| CHEMBL4578 | Q14680 | Maternal embryonic leucine zipper kinase |
350 nM |
Kd |
via Super-PRED
|
| CHEMBL5432 | Q8IVH8 | Mitogen-activated protein kinase kinase kinase kinase 3 |
180 nM |
Kd |
via Super-PRED
|
| CHEMBL6166 | O95819 | Mitogen-activated protein kinase kinase kinase kinase 4 |
140 nM |
Kd |
via Super-PRED
|
| CHEMBL4852 | Q9Y4K4 | Mitogen-activated protein kinase kinase kinase kinase 5 |
41 nM |
Kd |
via Super-PRED
|
| CHEMBL2815 | P04629 | Nerve growth factor receptor Trk-A |
100 nM |
Kd |
via Super-PRED
|
| CHEMBL4898 | Q16620 | Neurotrophic tyrosine kinase receptor type 2 |
590 nM |
Kd |
via Super-PRED
|
| CHEMBL5784 | O60285 | NUAK family SNF1-like kinase 1 |
48 nM |
Kd |
via Super-PRED
|
| CHEMBL2349 | P15735 | Phosphorylase kinase gamma subunit 2 |
5.9 nM |
Kd |
via Super-PRED
|
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha |
0.79 nM |
Kd |
via Super-PRED
|
| CHEMBL2595 | O94806 | Protein kinase C nu |
280 nM |
Kd |
via Super-PRED
|
| CHEMBL5331 | Q12866 | Proto-oncogene tyrosine-protein kinase MER |
26 nM |
Kd |
via Super-PRED
|
| CHEMBL2553 | Q15418 | Ribosomal protein S6 kinase alpha 1 |
140 nM |
Kd |
via Super-PRED
|
| CHEMBL2345 | P51812 | Ribosomal protein S6 kinase alpha 3 |
55 nM |
Kd |
via Super-PRED
|
| CHEMBL4237 | O75582 | Ribosomal protein S6 kinase alpha 5 |
28 nM |
Kd |
via Super-PRED
|
| CHEMBL3981 | O94804 | Serine/threonine-protein kinase 10 |
19 nM |
Kd |
via Super-PRED
|
| CHEMBL4525 | Q9UEE5 | Serine/threonine-protein kinase 17A |
1 nM |
Kd |
via Super-PRED
|
| CHEMBL4202 | Q9H2G2 | Serine/threonine-protein kinase 2 |
56 nM |
Kd |
via Super-PRED
|
| CHEMBL2185 | Q96GD4 | Serine/threonine-protein kinase Aurora-B |
380 nM |
Kd |
via Super-PRED
|
| CHEMBL5600 | P27448 | Serine/threonine-protein kinase c-TAK1 |
410 nM |
Kd |
via Super-PRED
|
| CHEMBL4630 | O14757 | Serine/threonine-protein kinase Chk1 |
300 nM |
Kd |
via Super-PRED
|
| CHEMBL4900 | Q9BZL6 | Serine/threonine-protein kinase D2 |
380 nM |
Kd |
via Super-PRED
|
| CHEMBL4355 | O14976 | Serine/threonine-protein kinase GAK |
20 nM |
Kd |
via Super-PRED
|
| CHEMBL6167 | O95835 | Serine/threonine-protein kinase LATS1 |
630 nM |
Kd |
via Super-PRED
|
| CHEMBL4598 | Q13043 | Serine/threonine-protein kinase MST1 |
19 nM |
Kd |
via Super-PRED
|
| CHEMBL4708 | Q13188 | Serine/threonine-protein kinase MST2 |
56 nM |
Kd |
via Super-PRED
|
| CHEMBL4311 | Q9NQU5 | Serine/threonine-protein kinase PAK6 |
500 nM |
Ki |
via Super-PRED
|
| CHEMBL1936 | P10721 | Stem cell growth factor receptor |
0.21 nM |
Kd |
via Super-PRED
|
| CHEMBL2250 | P51451 | Tyrosine-protein kinase BLK |
65 nM |
Kd |
via Super-PRED
|
| CHEMBL3234 | P08631 | Tyrosine-protein kinase HCK |
880 nM |
Kd |
via Super-PRED
|
| CHEMBL2959 | Q08881 | Tyrosine-protein kinase ITK/TSK |
13 nM |
Kd |
via Super-PRED
|
| CHEMBL2835 | P23458 | Tyrosine-protein kinase JAK1 |
9.2 nM |
Kd |
via Super-PRED
|
| CHEMBL258 | P06239 | Tyrosine-protein kinase LCK |
230 nM |
Kd |
via Super-PRED
|
| CHEMBL3905 | P07948 | Tyrosine-protein kinase Lyn |
270 nM |
Kd |
via Super-PRED
|
| CHEMBL1974 | P36888 | Tyrosine-protein kinase receptor FLT3 |
0.22 nM |
Kd |
via Super-PRED
|
| CHEMBL2041 | P07949 | Tyrosine-protein kinase receptor RET |
5.8 nM |
Kd |
via Super-PRED
|
| CHEMBL5314 | Q06418 | Tyrosine-protein kinase receptor TYRO3 |
49 nM |
Kd |
via Super-PRED
|
| CHEMBL4895 | P30530 | Tyrosine-protein kinase receptor UFO |
9 nM |
Kd |
via Super-PRED
|
| CHEMBL2073 | P07947 | Tyrosine-protein kinase YES |
120 nM |
Kd |
via Super-PRED
|
| CHEMBL4105933 | Q6ZSR9 | Uncharacterized protein FLJ45252 |
431 nM |
Kd |
via Super-PRED
|
| CHEMBL1868 | P17948 | Vascular endothelial growth factor receptor 1 |
1.8 nM |
Kd |
via Super-PRED
|
| CHEMBL279 | P35968 | Vascular endothelial growth factor receptor 2 |
0.23 nM |
Kd |
via Super-PRED
|
| CHEMBL1955 | P35916 | Vascular endothelial growth factor receptor 3 |
17 nM |
Ki |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL1913 | P09619 | Platelet-derived growth factor receptor beta | 99.64% | 95.70% |
| CHEMBL2581 | P07339 | Cathepsin D | 98.39% | 98.95% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 96.87% | 91.24% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 96.07% | 96.09% |
| CHEMBL4145 | Q9UKV0 | Histone deacetylase 9 | 95.63% | 85.49% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 93.33% | 90.71% |
| CHEMBL2535 | P11166 | Glucose transporter | 93.16% | 98.75% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 93.15% | 89.67% |
| CHEMBL5469 | Q14289 | Protein tyrosine kinase 2 beta | 92.65% | 91.03% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 92.21% | 98.59% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 91.99% | 96.38% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 91.31% | 92.88% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 91.05% | 89.34% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 90.81% | 93.03% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.36% | 95.56% |
| CHEMBL5979 | P05186 | Alkaline phosphatase, tissue-nonspecific isozyme | 89.96% | 85.40% |
| CHEMBL3492 | P49721 | Proteasome Macropain subunit | 87.98% | 90.24% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 87.50% | 89.00% |
| CHEMBL3922 | P50579 | Methionine aminopeptidase 2 | 86.96% | 97.28% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 86.92% | 93.18% |
| CHEMBL3880 | P07900 | Heat shock protein HSP 90-alpha | 86.76% | 96.21% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 85.22% | 99.23% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 85.09% | 91.71% |
| CHEMBL2111367 | P27986 | PI3-kinase p110-alpha/p85-alpha | 84.64% | 94.33% |
| CHEMBL3145 | P42338 | PI3-kinase p110-beta subunit | 84.59% | 98.75% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 84.46% | 90.00% |
| CHEMBL1075317 | P61964 | WD repeat-containing protein 5 | 84.35% | 96.33% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.54% | 94.73% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 82.40% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 80.34% | 94.45% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 80.30% | 96.00% |
| CHEMBL224 | P28223 | Serotonin 2a (5-HT2a) receptor | 80.06% | 91.43% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| There are no matching plants. |
| PubChem | 5329102 |
| LOTUS | LTS0010688 |
| wikiData | Q417542 |