(S)-Neolitsine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b2bc160a-020b-4576-ade7-da71cdfaa85a
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	13-methyl-5,7,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.04,8.016,23.018,22]tricosa-1(23),2,4(8),9,16,18(22)-hexaene
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=CC6=C(C=C54)OCO6)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2C1CC5=CC6=C(C=C54)OCO6)OCO3
InChI	InChI=1S/C19H17NO4/c1-20-3-2-10-5-16-19(24-9-23-16)18-12-7-15-14(21-8-22-15)6-11(12)4-13(20)17(10)18/h5-7,13H,2-4,8-9H2,1H3
InChI Key	GKEOKAJRKHTDOS-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₇NO₄
Molecular Weight	323.30 g/mol
Exact Mass	323.11575802 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.10
Atomic LogP (AlogP)	2.90
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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13-methyl-5,7,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.04,8.016,23.018,22]tricosa-1(23),2,4(8),9,16,18(22)-hexaene

CHEBI:174350

(12S)-13-methyl-5,7,19,21-tetraoxa-13-azahexacyclo[10.10.1.0^{2,10.0^{4,8.0^{16,23.0^{18,22]tricosa-1(23),2,4(8),9,16,18(22)-hexaene

(12S)-13-methyl-5,7,19,21-tetraoxa-13-azahexacyclo[10.10.1.02,10.04,8.016,23.018,22]tricosa-1(23),2,4(8),9,16,18(22)-hexaene

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	+	0.8482	84.82%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4051	40.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7384	73.84%
P-glycoprotein inhibitior	-	0.8562	85.62%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.5465	54.65%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	+	0.6456	64.56%
CYP3A4 inhibition	-	0.5775	57.75%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	-	0.5314	53.14%
CYP2D6 inhibition	+	0.8528	85.28%
CYP1A2 inhibition	+	0.7986	79.86%
CYP2C8 inhibition	-	0.9287	92.87%
CYP inhibitory promiscuity	-	0.5688	56.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9555	95.55%
Skin irritation	-	0.7454	74.54%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7162	71.62%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6570	65.70%
Acute Oral Toxicity (c)	III	0.7604	76.04%
Estrogen receptor binding	+	0.6980	69.80%
Androgen receptor binding	+	0.5195	51.95%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	-	0.5068	50.68%
PPAR gamma	+	0.7863	78.63%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8991	89.91%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.02%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.09%	93.40%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.89%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	87.94%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	86.72%	91.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.71%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.90%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.26%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	82.42%	96.76%
CHEMBL3438	Q05513	Protein kinase C zeta	81.83%	88.48%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.31%	86.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.23%	98.46%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.77%	82.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.64%	92.62%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.35%	83.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.