3-(4-Amino-5-hydroxy-6-methyloxan-2-yl)-7-hydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaen-12-one

Details

• Internal ID: 19b24905-a052-4eca-86a1-47e62c5e276c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: 3-(4-amino-5-hydroxy-6-methyloxan-2-yl)-7-hydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaen-12-one
• InChI: InChI=1S/C26H24N4O4/c1-11-25(32)16(27)9-19(34-11)30-18-7-6-12(31)8-14(18)21-22-15(10-28-26(22)33)20-13-4-2-3-5-17(13)29-23(20)24(21)30/h2-8,11,16,19,25,29,31-32H,9-10,27H2,1H3,(H,28,33)
• InChI Key: AARICDGIAQPTML-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄N₄O₄
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.17975526 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8112	81.12%
Caco-2	-	0.7944	79.44%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.4381	43.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8890	88.90%
BSEP inhibitior	+	0.8923	89.23%
P-glycoprotein inhibitior	+	0.6781	67.81%
P-glycoprotein substrate	+	0.7717	77.17%
CYP3A4 substrate	+	0.6658	66.58%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.7692	76.92%
CYP3A4 inhibition	-	0.9037	90.37%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	-	0.8304	83.04%
CYP2D6 inhibition	-	0.8715	87.15%
CYP1A2 inhibition	-	0.8685	86.85%
CYP2C8 inhibition	+	0.7864	78.64%
CYP inhibitory promiscuity	-	0.7312	73.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9861	98.61%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8986	89.86%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	+	0.5758	57.58%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.6797	67.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL299	P17252	Protein kinase C alpha	79 nM	IC50	via Super-PRED
CHEMBL2973	O75116	Rho-associated protein kinase 2	150 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	98.02%	81.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.53%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.84%	97.09%
CHEMBL3384	Q16512	Protein kinase N1	95.23%	80.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.49%	85.14%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	94.33%	87.16%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	92.56%	83.10%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.95%	93.99%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	90.82%	88.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.41%	98.75%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	88.82%	80.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.29%	95.64%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.08%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.32%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.98%	99.23%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	86.72%	94.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.18%	90.08%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.18%	85.11%
CHEMBL255	P29275	Adenosine A2b receptor	86.05%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.90%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.51%	93.10%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.50%	96.39%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.29%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.13%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.03%	91.76%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.85%	88.56%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.74%	97.31%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.59%	93.03%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.25%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162946902
• LOTUS: LTS0089890
• wikiData: Q103815958