(2S,3R,4S,6R)-25-hydroxy-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-8,10,12,14,19,21(26),22,24,27-nonaen-16-one

Details

• Internal ID: 5b08d95b-5fcc-44a5-bd9f-f236b22691f9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: (2S,3R,4S,6R)-25-hydroxy-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-8,10,12,14,19,21(26),22,24,27-nonaen-16-one
• SMILES (Canonical): CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=C(N2C7=C53)C(=CC=C8)O)CNC6=O)NC)OC
• SMILES (Isomeric): C[C@@]12[C@@H]([C@H](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=C(N2C7=C53)C(=CC=C8)O)CNC6=O)NC)OC
• InChI: InChI=1S/C28H26N4O4/c1-28-26(35-3)16(29-2)11-19(36-28)31-17-9-5-4-7-13(17)21-22-15(12-30-27(22)34)20-14-8-6-10-18(33)23(14)32(28)25(20)24(21)31/h4-10,16,19,26,29,33H,11-12H2,1-3H3,(H,30,34)/t16-,19+,26+,28-/m0/s1
• InChI Key: YVTHZQUVPBXOSO-STWPBFOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆N₄O₄
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.19540532 g/mol
• Topological Polar Surface Area (TPSA): 89.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6628	66.28%
Caco-2	-	0.7039	70.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4506	45.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7609	76.09%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.9034	90.34%
CYP3A4 substrate	+	0.7171	71.71%
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	+	0.8100	81.00%
CYP inhibitory promiscuity	-	0.5453	54.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4438	44.38%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6072	60.72%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7172	71.72%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	+	0.7381	73.81%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	+	0.5854	58.54%
Glucocorticoid receptor binding	+	0.8102	81.02%
Aromatase binding	+	0.6620	66.20%
PPAR gamma	+	0.7939	79.39%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	99.39%	91.11%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	99.24%	81.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	98.97%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.61%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	98.59%	83.10%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	98.26%	80.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	97.89%	88.81%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.71%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.54%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	97.35%	80.71%
CHEMBL301	P24941	Cyclin-dependent kinase 2	97.18%	91.23%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	96.49%	97.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	96.46%	92.88%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	96.43%	85.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	96.42%	89.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	96.39%	93.03%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	96.25%	91.03%
CHEMBL2801	Q13557	CaM kinase II delta	96.13%	84.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.09%	89.00%
CHEMBL4598	Q13043	Serine/threonine-protein kinase MST1	95.63%	96.64%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	95.60%	94.29%
CHEMBL299	P17252	Protein kinase C alpha	95.57%	98.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	95.47%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	95.26%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.03%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.64%	99.23%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	94.46%	97.15%
CHEMBL3820	P35557	Hexokinase type IV	94.40%	91.96%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	94.08%	88.00%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	94.04%	82.50%
CHEMBL3038469	P24941	CDK2/Cyclin A	93.65%	91.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.57%	91.24%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	93.45%	91.83%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	93.34%	80.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.34%	98.11%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	93.26%	90.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.18%	91.07%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	92.88%	90.48%
CHEMBL1936	P10721	Stem cell growth factor receptor	92.85%	84.17%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.57%	82.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.42%	94.00%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	91.60%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	91.57%	97.79%
CHEMBL4237	O75582	Ribosomal protein S6 kinase alpha 5	91.30%	91.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	91.17%	83.65%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	89.97%	95.52%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.87%	87.16%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	89.81%	96.47%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.68%	95.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.64%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.01%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	87.88%	95.42%
CHEMBL2527	O96017	Serine/threonine-protein kinase Chk2	87.72%	97.50%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	87.70%	89.32%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	87.23%	97.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.72%	96.39%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	85.41%	81.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.24%	90.08%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	85.11%	81.58%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.57%	92.67%
CHEMBL3234	P08631	Tyrosine-protein kinase HCK	83.36%	88.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.18%	98.99%
CHEMBL221	P23219	Cyclooxygenase-1	82.40%	90.17%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	82.33%	95.70%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.90%	95.36%
CHEMBL3438	Q05513	Protein kinase C zeta	81.81%	88.48%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	81.63%	96.67%
CHEMBL3045	P05771	Protein kinase C beta	81.16%	97.63%

Plants that contains it

• Leucojum vernum
• Pancratium sickenbergeri

Cross-Links

• PubChem: 162891143
• LOTUS: LTS0082791
• wikiData: Q105365958