methyl (1S,9S,10R,12S,13E,18R)-10-acetyloxy-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

Details

• Internal ID: 2393bc7a-b082-41df-8692-ccd9cc9e7d9f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl (1S,9S,10R,12S,13E,18R)-10-acetyloxy-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
• InChI: InChI=1S/C24H30N2O5/c1-5-16-13-26-11-10-23-17-8-6-7-9-19(17)25(3)24(23,26)20(31-15(2)28)12-18(16)22(23,14-27)21(29)30-4/h5-9,18,20,27H,10-14H2,1-4H3/b16-5-/t18-,20+,22-,23-,24-/m0/s1
• InChI Key: YKWZJLVAKWBWGX-JPUSPYMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀N₂O₅
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.21547206 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9156	91.56%
Caco-2	+	0.6551	65.51%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8113	81.13%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7244	72.44%
P-glycoprotein inhibitior	-	0.4332	43.32%
P-glycoprotein substrate	+	0.5417	54.17%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.8485	84.85%
CYP2C9 inhibition	-	0.8351	83.51%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.8313	83.13%
CYP1A2 inhibition	-	0.8121	81.21%
CYP2C8 inhibition	-	0.5685	56.85%
CYP inhibitory promiscuity	-	0.8468	84.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5340	53.40%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9650	96.50%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7309	73.09%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7100	71.00%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	+	0.6637	66.37%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	-	0.5665	56.65%
PPAR gamma	+	0.6077	60.77%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8728	87.28%

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	99.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL240	Q12809	HERG	91.62%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL5028	O14672	ADAM10	88.45%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.42%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.52%	91.11%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.16%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.01%	91.07%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 163186041
• LOTUS: LTS0124581
• wikiData: Q105349947