3,11-Dihydroxystaurosporine

Details

• Internal ID: 9501d561-6849-4d3f-8322-f31de4324930
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: (2S,3R,4R,6R)-11,25-dihydroxy-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8(13),9,11,14,19,21(26),22,24,27-nonaen-16-one
• InChI: InChI=1S/C28H26N4O5/c1-28-26(36-3)16(29-2)10-19(37-28)31-17-8-7-12(33)9-14(17)21-22-15(11-30-27(22)35)20-13-5-4-6-18(34)23(13)32(28)25(20)24(21)31/h4-9,16,19,26,29,33-34H,10-11H2,1-3H3,(H,30,35)/t16-,19-,26-,28+/m1/s1
• InChI Key: VBKVDUKELLUIKW-RYNPMXEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆N₄O₅
• Molecular Weight: 498.50 g/mol
• Exact Mass: 498.19031994 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• NSC714347
• NSC-714347

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6628	66.28%
Caco-2	-	0.7416	74.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4506	45.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7609	76.09%
BSEP inhibitior	+	0.8445	84.45%
P-glycoprotein inhibitior	+	0.7222	72.22%
P-glycoprotein substrate	+	0.8922	89.22%
CYP3A4 substrate	+	0.7100	71.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.7767	77.67%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.8562	85.62%
CYP1A2 inhibition	-	0.7462	74.62%
CYP2C8 inhibition	+	0.8445	84.45%
CYP inhibitory promiscuity	-	0.5453	54.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9551	95.51%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5106	51.06%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6322	63.22%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5328	53.28%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7281	72.81%
Thyroid receptor binding	+	0.5995	59.95%
Glucocorticoid receptor binding	+	0.8169	81.69%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.7712	77.12%
Honey bee toxicity	-	0.6785	67.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.5969	59.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.27%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	99.24%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.85%	96.09%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	98.66%	81.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	97.86%	83.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	97.79%	91.03%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	97.59%	80.00%
CHEMBL3384	Q16512	Protein kinase N1	97.46%	80.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.99%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.57%	95.89%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	96.51%	97.03%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	96.13%	88.81%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	96.03%	85.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.57%	93.99%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	95.50%	80.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.98%	92.88%
CHEMBL301	P24941	Cyclin-dependent kinase 2	94.92%	91.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.66%	93.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	94.50%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.42%	91.07%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.37%	91.38%
CHEMBL4598	Q13043	Serine/threonine-protein kinase MST1	94.27%	96.64%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	94.11%	97.15%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	93.31%	88.00%
CHEMBL299	P17252	Protein kinase C alpha	93.26%	98.03%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	93.07%	82.50%
CHEMBL3820	P35557	Hexokinase type IV	93.06%	91.96%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.96%	82.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL2801	Q13557	CaM kinase II delta	92.79%	84.49%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	92.56%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.36%	99.23%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	92.14%	94.29%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	91.59%	89.23%
CHEMBL2996	Q05655	Protein kinase C delta	91.57%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.34%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	91.25%	95.83%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	90.67%	91.83%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.41%	98.11%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	89.95%	95.52%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	89.94%	90.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	89.76%	95.69%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.61%	90.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.36%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.26%	99.15%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	89.12%	96.39%
CHEMBL3234	P08631	Tyrosine-protein kinase HCK	88.42%	88.89%
CHEMBL1936	P10721	Stem cell growth factor receptor	88.33%	84.17%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	87.67%	95.70%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	86.41%	89.32%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	86.29%	96.47%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	86.03%	83.14%
CHEMBL4237	O75582	Ribosomal protein S6 kinase alpha 5	84.95%	91.00%
CHEMBL2535	P11166	Glucose transporter	84.70%	98.75%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	83.89%	83.65%
CHEMBL1937	Q92769	Histone deacetylase 2	83.38%	94.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.27%	95.53%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.13%	92.67%
CHEMBL3401	O75469	Pregnane X receptor	82.72%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	82.70%	91.19%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.59%	95.36%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.33%	95.64%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.89%	98.99%
CHEMBL3438	Q05513	Protein kinase C zeta	81.29%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.20%	92.62%
CHEMBL3835	P51955	Serine/threonine-protein kinase NEK2	81.03%	80.33%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.66%	97.25%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.04%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45027788
• LOTUS: LTS0118873
• wikiData: Q105283322