[(1R,11S,12E,17S)-14-(chloromethyl)-12-ethylidene-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-ylidene]methanolate

Details

• Internal ID: 029c1d07-c058-492d-9088-ade9da12430f
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: [(1R,11S,12E,17S)-14-(chloromethyl)-12-ethylidene-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-ylidene]methanolate
• InChI: InChI=1S/C20H21ClN2O/c1-2-13-10-23(12-21)8-7-20-16-5-3-4-6-17(16)22-19(20)15(11-24)14(13)9-18(20)23/h2-6,11,14,18H,7-10,12H2,1H3/b13-2-/t14-,18-,20+,23?/m0/s1
• InChI Key: LEDRRUMGOZWFIP-QDUONIBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁ClN₂O
• Molecular Weight: 340.80 g/mol
• Exact Mass: 340.1342410 g/mol
• Topological Polar Surface Area (TPSA): 35.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4649	46.49%
Caco-2	+	0.5496	54.96%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5467	54.67%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6510	65.10%
P-glycoprotein inhibitior	-	0.6102	61.02%
P-glycoprotein substrate	+	0.5266	52.66%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.7965	79.65%
CYP3A4 inhibition	-	0.5316	53.16%
CYP2C9 inhibition	-	0.8592	85.92%
CYP2C19 inhibition	-	0.7108	71.08%
CYP2D6 inhibition	+	0.5684	56.84%
CYP1A2 inhibition	-	0.7440	74.40%
CYP2C8 inhibition	+	0.5869	58.69%
CYP inhibitory promiscuity	-	0.7196	71.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8513	85.13%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.8735	87.35%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7656	76.56%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7881	78.81%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6034	60.34%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.6678	66.78%
Thyroid receptor binding	+	0.7225	72.25%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	+	0.5801	58.01%
PPAR gamma	+	0.8206	82.06%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.89%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.59%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.63%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.23%	93.81%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.08%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.23%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.68%	94.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.86%	89.62%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 163191053
• LOTUS: LTS0071490
• wikiData: Q105150507