3-Hydroxy-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-8,10,12,14,19,21,23,25,27-nonaen-16-one

Details

• Internal ID: 95f346ee-6167-4ca3-8ec7-f21b9b08dab9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: 3-hydroxy-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-8,10,12,14,19,21,23,25,27-nonaen-16-one
• SMILES (Canonical): CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)NC)O
• SMILES (Isomeric): CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)NC)O
• InChI: InChI=1S/C27H24N4O3/c1-27-25(32)16(28-2)11-19(34-27)30-17-9-5-3-7-13(17)21-22-15(12-29-26(22)33)20-14-8-4-6-10-18(14)31(27)24(20)23(21)30/h3-10,16,19,25,28,32H,11-12H2,1-2H3,(H,29,33)
• InChI Key: YFYYWLWHOINTHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄N₄O₃
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.18484064 g/mol
• Topological Polar Surface Area (TPSA): 80.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7118	71.18%
Caco-2	-	0.7618	76.18%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4654	46.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9442	94.42%
P-glycoprotein inhibitior	+	0.5851	58.51%
P-glycoprotein substrate	+	0.8667	86.67%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7412	74.12%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.7722	77.22%
CYP2C19 inhibition	-	0.7947	79.47%
CYP2D6 inhibition	-	0.8112	81.12%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	+	0.6205	62.05%
CYP inhibitory promiscuity	-	0.8101	81.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6391	63.91%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9901	99.01%
Skin irritation	-	0.7825	78.25%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.6882	68.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3664	36.64%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6594	65.94%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6295	62.95%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.6989	69.89%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	+	0.6186	61.86%
Glucocorticoid receptor binding	+	0.7979	79.79%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	+	0.8189	81.89%
Honey bee toxicity	-	0.7493	74.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.6970	69.70%

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	98.74%	91.11%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	98.74%	81.14%
CHEMBL3384	Q16512	Protein kinase N1	98.65%	80.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.32%	85.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	98.18%	83.10%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	97.87%	88.81%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	97.60%	91.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.59%	94.45%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	97.56%	87.16%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	97.35%	91.83%
CHEMBL2801	Q13557	CaM kinase II delta	97.20%	84.49%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	97.16%	89.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	97.11%	80.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	96.75%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.62%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	96.27%	95.42%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	95.15%	97.03%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	94.93%	90.48%
CHEMBL4598	Q13043	Serine/threonine-protein kinase MST1	94.89%	96.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.74%	93.03%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	94.55%	80.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	94.25%	95.83%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	93.88%	94.29%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL1936	P10721	Stem cell growth factor receptor	93.56%	84.17%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	92.80%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	92.21%	98.03%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.19%	85.30%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	91.68%	81.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.99%	95.89%
CHEMBL4237	O75582	Ribosomal protein S6 kinase alpha 5	90.81%	91.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.77%	96.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	90.70%	83.65%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.50%	91.38%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	90.28%	97.25%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	90.03%	90.95%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	90.02%	88.00%
CHEMBL2147	P11309	Serine/threonine-protein kinase PIM1	89.75%	97.95%
CHEMBL255	P29275	Adenosine A2b receptor	89.69%	98.59%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.62%	91.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.58%	93.99%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.54%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.22%	91.07%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	88.85%	82.50%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	88.72%	96.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	88.43%	92.26%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.10%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.88%	95.64%
CHEMBL221	P23219	Cyclooxygenase-1	86.83%	90.17%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.74%	96.39%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	84.77%	97.15%
CHEMBL3820	P35557	Hexokinase type IV	84.72%	91.96%
CHEMBL4208	P20618	Proteasome component C5	84.52%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.40%	95.52%
CHEMBL2527	O96017	Serine/threonine-protein kinase Chk2	83.71%	97.50%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	83.30%	89.32%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	83.16%	95.70%
CHEMBL2185	Q96GD4	Serine/threonine-protein kinase Aurora-B	83.15%	96.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.64%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL2599	P43405	Tyrosine-protein kinase SYK	81.00%	97.77%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.94%	82.86%
CHEMBL2637	P53779	c-Jun N-terminal kinase 3	80.61%	92.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.40%	92.67%

Plants that contains it

• Ziziphus jujuba
• Ziziphus rugosa

Cross-Links

• PubChem: 5230524
• LOTUS: LTS0171219
• wikiData: Q104394311