[(3R,4R,5S,7R)-4-hydroxy-7-[(E)-3-phenylprop-2-enoyl]oxy-6-prop-2-enyl-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10,12,14-tetraen-3-yl] 2-methylpropanoate

Details

• Internal ID: a096493a-a3f6-40d9-8bf5-0bc70eaa8058
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: [(3R,4R,5S,7R)-4-hydroxy-7-[(E)-3-phenylprop-2-enoyl]oxy-6-prop-2-enyl-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10,12,14-tetraen-3-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1CN2C3=CC=CC=C3C4=C2C(C1O)N(C(C4)OC(=O)C=CC5=CC=CC=C5)CC=C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1CN2C3=CC=CC=C3C4=C2[C@@H]([C@H]1O)N([C@@H](C4)OC(=O)/C=C/C5=CC=CC=C5)CC=C
• InChI: InChI=1S/C30H32N2O5/c1-4-16-31-25(37-26(33)15-14-20-10-6-5-7-11-20)17-22-21-12-8-9-13-23(21)32-18-24(36-30(35)19(2)3)29(34)28(31)27(22)32/h4-15,19,24-25,28-29,34H,1,16-18H2,2-3H3/b15-14+/t24-,25-,28+,29+/m1/s1
• InChI Key: BSOONBGJBDPZMD-CQYVTVQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂N₂O₅
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.23112213 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8495	84.95%
Caco-2	-	0.7020	70.20%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8243	82.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9514	95.14%
P-glycoprotein inhibitior	+	0.8970	89.70%
P-glycoprotein substrate	+	0.6302	63.02%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.5167	51.67%
CYP2C9 inhibition	+	0.5441	54.41%
CYP2C19 inhibition	+	0.7027	70.27%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8502	85.02%
CYP2C8 inhibition	+	0.6291	62.91%
CYP inhibitory promiscuity	+	0.8106	81.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9571	95.71%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8357	83.57%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8987	89.87%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9038	90.38%
Acute Oral Toxicity (c)	III	0.7065	70.65%
Estrogen receptor binding	+	0.5940	59.40%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	+	0.6390	63.90%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	-	0.5522	55.22%
PPAR gamma	+	0.6087	60.87%
Honey bee toxicity	-	0.7293	72.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	99.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	97.22%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.93%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.27%	93.99%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.42%	94.08%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.15%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.13%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.06%	94.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	90.82%	96.37%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.44%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.41%	96.47%
CHEMBL5028	O14672	ADAM10	88.15%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	87.95%	92.98%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.76%	97.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.31%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.64%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.23%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.43%	89.62%
CHEMBL228	P31645	Serotonin transporter	82.00%	95.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.54%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.51%	93.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.58%	85.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Melodinus cochinchinensis

Cross-Links

• PubChem: 101244126
• LOTUS: LTS0008838
• wikiData: Q104945341