methyl (1R,14S,19R,21S)-21-hydroxy-19-methyl-20-oxa-5,15-diazahexacyclo[12.4.2.11,12.04,12.06,11.015,21]henicosa-3,6,8,10,17-pentaene-3-carboxylate

Details

• Internal ID: bb7666b3-4e0f-4a3c-8eeb-8c1de8591ed0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl (1R,14S,19R,21S)-21-hydroxy-19-methyl-20-oxa-5,15-diazahexacyclo[12.4.2.11,12.04,12.06,11.015,21]henicosa-3,6,8,10,17-pentaene-3-carboxylate
• InChI: InChI=1S/C21H22N2O4/c1-12-19-8-5-9-23-16(27-12)11-20(21(19,23)25)14-6-3-4-7-15(14)22-17(20)13(10-19)18(24)26-2/h3-8,12,16,22,25H,9-11H2,1-2H3/t12-,16+,19+,20?,21-/m1/s1
• InChI Key: DANNLLVHDDUBFO-XDOTZXDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.15795719 g/mol
• Topological Polar Surface Area (TPSA): 71.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8948	89.48%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6117	61.17%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9450	94.50%
P-glycoprotein inhibitior	-	0.6982	69.82%
P-glycoprotein substrate	+	0.5540	55.40%
CYP3A4 substrate	+	0.6806	68.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9578	95.78%
CYP2C9 inhibition	-	0.8048	80.48%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	-	0.7433	74.33%
CYP2C8 inhibition	-	0.5584	55.84%
CYP inhibitory promiscuity	-	0.7427	74.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9916	99.16%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7031	70.31%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8404	84.04%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.5252	52.52%
Estrogen receptor binding	+	0.6309	63.09%
Androgen receptor binding	+	0.7470	74.70%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	+	0.7174	71.74%
Aromatase binding	+	0.6012	60.12%
PPAR gamma	+	0.6340	63.40%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9621	96.21%

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	96.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.79%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.53%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195004
• LOTUS: LTS0241158
• wikiData: Q104973722