Methyl 12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Details

• Internal ID: c687dff4-6de1-45c8-978d-3b56eb614b47
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl 12-ethyl-10,11-dihydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• InChI: InChI=1S/C22H28N2O4/c1-4-20-10-7-12-24-13-11-21(16(20)24)14-8-5-6-9-15(14)23(2)17(21)22(27,18(20)25)19(26)28-3/h5-10,16-18,25,27H,4,11-13H2,1-3H3
• InChI Key: HVBGZKVTJLINJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₄
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.20490738 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 6
• 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	-	0.4705	47.05%
Caco-2	+	0.5856	58.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6624	66.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7224	72.24%
P-glycoprotein inhibitior	-	0.5824	58.24%
P-glycoprotein substrate	+	0.7964	79.64%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6782	67.82%
CYP3A4 inhibition	-	0.9076	90.76%
CYP2C9 inhibition	-	0.8601	86.01%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.5938	59.38%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	-	0.8378	83.78%
CYP inhibitory promiscuity	-	0.8694	86.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5465	54.65%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9910	99.10%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6605	66.05%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	+	0.6155	61.55%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.6027	60.27%
Aromatase binding	-	0.5181	51.81%
PPAR gamma	-	0.5098	50.98%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	99.20%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.25%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.59%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.35%	90.17%
CHEMBL5028	O14672	ADAM10	87.90%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.02%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.57%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL2535	P11166	Glucose transporter	80.10%	98.75%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 5315746
• NPASS: NPC166474