4'-Demethylamino-4'-hydroxystaurosporine

Details

Top
Internal ID 2d5b1352-1f80-438b-97db-cca68eaee449
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name (2S,3R,4R,6R)-4-hydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H23N3O4/c1-27-25(33-2)18(31)11-19(34-27)29-16-9-5-3-7-13(16)21-22-15(12-28-26(22)32)20-14-8-4-6-10-17(14)30(27)24(20)23(21)29/h3-10,18-19,25,31H,11-12H2,1-2H3,(H,28,32)/t18-,19-,25-,27+/m1/s1
InChI Key OSJFVOAURBIGTC-IFGWQFMBSA-N
Popularity 7 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H23N3O4
Molecular Weight 453.50 g/mol
Exact Mass 453.16885622 g/mol
Topological Polar Surface Area (TPSA) 77.70 Ų
XlogP 3.00
Atomic LogP (AlogP) 4.13
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
RK-286C
4'-Demethylamino-4'-hydroxystaurosporine
4'-demethylamino-4'-hydroxy-staurosporine
(2S,3R,4R,6R)-4-hydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
9,13-Epoxy-1H,9H-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,4)benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-11-hydroxy-10-methoxy-9-methyl-, (9R-(9alpha,10beta,11beta,13alpha))-
(2S,3R,4R,6R)-4-hydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo(12.12.2.12,6.07,28.08,13.015,19.020,27.021,26)nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
RefChem:67502
CHEMBL4762923
(+)-RK-286c
RK 286C
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 4'-Demethylamino-4'-hydroxystaurosporine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6908 69.08%
Caco-2 - 0.5497 54.97%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.4792 47.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9695 96.95%
P-glycoprotein inhibitior + 0.7675 76.75%
P-glycoprotein substrate + 0.8617 86.17%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8644 86.44%
CYP3A4 inhibition - 0.7959 79.59%
CYP2C9 inhibition - 0.7325 73.25%
CYP2C19 inhibition - 0.7834 78.34%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition - 0.6687 66.87%
CYP2C8 inhibition + 0.6811 68.11%
CYP inhibitory promiscuity - 0.6106 61.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6087 60.87%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9687 96.87%
Skin irritation - 0.8063 80.63%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis + 0.6546 65.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5400 54.00%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.6409 64.09%
skin sensitisation - 0.8864 88.64%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5730 57.30%
Acute Oral Toxicity (c) III 0.5688 56.88%
Estrogen receptor binding + 0.7611 76.11%
Androgen receptor binding + 0.6453 64.53%
Thyroid receptor binding + 0.5942 59.42%
Glucocorticoid receptor binding + 0.8168 81.68%
Aromatase binding + 0.7496 74.96%
PPAR gamma + 0.8307 83.07%
Honey bee toxicity - 0.7098 70.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity - 0.8576 85.76%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.67% 85.14%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 99.04% 81.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 98.05% 89.23%
CHEMBL4599 Q07912 Tyrosine kinase non-receptor protein 2 98.02% 94.29%
CHEMBL4924 Q9UK32 Ribosomal protein S6 kinase alpha 6 97.83% 80.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 97.51% 83.10%
CHEMBL3384 Q16512 Protein kinase N1 97.32% 80.71%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 97.25% 90.48%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 97.19% 91.83%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 96.69% 87.16%
CHEMBL4598 Q13043 Serine/threonine-protein kinase MST1 96.36% 96.64%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 96.24% 88.81%
CHEMBL2801 Q13557 CaM kinase II delta 96.11% 84.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.75% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.70% 89.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 95.58% 85.11%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.67% 95.64%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 93.81% 91.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.72% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 92.65% 80.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 92.64% 96.47%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 92.44% 88.00%
CHEMBL3820 P35557 Hexokinase type IV 92.33% 91.96%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.12% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.97% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.95% 95.83%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.53% 93.03%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 91.46% 96.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.08% 85.30%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 90.92% 96.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 89.68% 90.95%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 89.62% 83.65%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.39% 93.99%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 88.86% 97.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.68% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.27% 99.23%
CHEMBL4237 O75582 Ribosomal protein S6 kinase alpha 5 88.12% 91.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.88% 97.14%
CHEMBL2527 O96017 Serine/threonine-protein kinase Chk2 87.01% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.66% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.01% 91.03%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 84.69% 82.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.55% 92.88%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.43% 90.08%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 84.22% 81.58%
CHEMBL4355 O14976 Serine/threonine-protein kinase GAK 83.87% 89.32%
CHEMBL5331 Q12866 Proto-oncogene tyrosine-protein kinase MER 83.84% 91.67%
CHEMBL3529 Q14164 Inhibitor of nuclear factor kappa B kinase epsilon subunit 83.76% 98.19%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.46% 91.38%
CHEMBL255 P29275 Adenosine A2b receptor 82.97% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.50% 93.00%
CHEMBL1936 P10721 Stem cell growth factor receptor 80.68% 84.17%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.09% 92.67%
CHEMBL299 P17252 Protein kinase C alpha 80.07% 98.03%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 10671376
LOTUS LTS0185232
wikiData Q77502285