(1S,4R,12R,15R)-15-ethyl-11-aza-1-azoniapentacyclo[13.3.1.01,12.04,12.05,10]nonadeca-5,7,9-trien-4-ol

Details

• Internal ID: 1ca46cd7-e076-432b-a34e-1c649189b7de
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (1S,4R,12R,15R)-15-ethyl-11-aza-1-azoniapentacyclo[13.3.1.01,12.04,12.05,10]nonadeca-5,7,9-trien-4-ol
• SMILES (Canonical): CCC12CCC[N+]3(C1)CCC4(C3(CC2)NC5=CC=CC=C54)O
• SMILES (Isomeric): CC[C@]12CCC[N@@+]3(C1)CC[C@@]4([C@]3(CC2)NC5=CC=CC=C54)O
• InChI: InChI=1S/C19H27N2O/c1-2-17-8-5-12-21(14-17)13-11-18(22)15-6-3-4-7-16(15)20-19(18,21)10-9-17/h3-4,6-7,20,22H,2,5,8-14H2,1H3/q+1/t17-,18-,19-,21+/m1/s1
• InChI Key: YMRLYQGSGLAWTN-XCJLJZCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇N₂O+
• Molecular Weight: 299.40 g/mol
• Exact Mass: 299.212338489 g/mol
• Topological Polar Surface Area (TPSA): 32.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• 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	+	0.6864	68.64%
Caco-2	+	0.8705	87.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.7175	71.75%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8548	85.48%
P-glycoprotein inhibitior	-	0.8725	87.25%
P-glycoprotein substrate	-	0.6324	63.24%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.7186	71.86%
CYP3A4 inhibition	-	0.9629	96.29%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.7989	79.89%
CYP2D6 inhibition	-	0.5952	59.52%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	-	0.7388	73.88%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6120	61.20%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8941	89.41%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.8860	88.60%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6720	67.20%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5042	50.42%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8602	86.02%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.6029	60.29%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	-	0.6720	67.20%
Aromatase binding	-	0.5270	52.70%
PPAR gamma	+	0.6625	66.25%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.6332	63.32%

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	95.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.17%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.05%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.61%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.24%	86.33%

Plants that contains it

• Melodinus fusiformis

Cross-Links

• PubChem: 163188936
• LOTUS: LTS0193220
• wikiData: Q105350696