19-Methoxycarbonyl-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-12-carboxylic acid

Details

• Internal ID: c3ae4eee-ab72-4cf1-b61e-99bbb336c6d5
• Taxonomy: Alkaloids and derivatives > Yohimbine alkaloids
• IUPAC Name: 19-methoxycarbonyl-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-12-carboxylic acid
• InChI: InChI=1S/C22H24N2O5/c1-11-15-9-24-18(7-13(15)16(10-29-11)22(27)28-2)20-14(8-19(24)21(25)26)12-5-3-4-6-17(12)23-20/h3-6,10-11,13,15,18-19,23H,7-9H2,1-2H3,(H,25,26)
• InChI Key: KLVJWWMEDXWHEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₅
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.16852187 g/mol
• Topological Polar Surface Area (TPSA): 91.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9284	92.84%
Caco-2	+	0.6888	68.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6457	64.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8238	82.38%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.7646	76.46%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8583	85.83%
P-glycoprotein inhibitior	+	0.6587	65.87%
P-glycoprotein substrate	+	0.5507	55.07%
CYP3A4 substrate	+	0.7196	71.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7809	78.09%
CYP3A4 inhibition	-	0.7698	76.98%
CYP2C9 inhibition	-	0.5530	55.30%
CYP2C19 inhibition	-	0.7765	77.65%
CYP2D6 inhibition	-	0.6468	64.68%
CYP1A2 inhibition	+	0.5240	52.40%
CYP2C8 inhibition	+	0.6286	62.86%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6286	62.86%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6370	63.70%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.5452	54.52%
Androgen receptor binding	+	0.7206	72.06%
Thyroid receptor binding	-	0.5506	55.06%
Glucocorticoid receptor binding	+	0.6637	66.37%
Aromatase binding	-	0.6908	69.08%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8275	82.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9753	97.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.41%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.66%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.44%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL5028	O14672	ADAM10	88.37%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.56%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.83%	94.08%
CHEMBL2535	P11166	Glucose transporter	81.01%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.29%	86.33%

Plants that contains it

• Adina eurhyncha

Cross-Links

• PubChem: 162943848
• LOTUS: LTS0227437
• wikiData: Q105142833