Nicalaterine A

Details

• Internal ID: cbe3bea4-8bf6-4adb-bd1c-c53a8da7f671
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-(3-ethyl-12H-indolo[2,3-a]quinolizin-5-ium-2-yl)ethanol
• InChI: InChI=1S/C19H18N2O/c1-2-13-12-21-9-7-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14(13)8-10-22/h3-7,9,11-12,22H,2,8,10H2,1H3/p+1
• InChI Key: XHUIUBANZNHJEL-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉N₂O+
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.149738234 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2-(3-ethyl-12H-indolo[2,3-a]quinolizin-5-ium-2-yl)ethanol
• 2-(3-ethyl-12H-indolo(2,3-a)quinolizin-5-ium-2-yl)ethanol
• RefChem:165648
• CHEMBL1778843

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.6506	65.06%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.8446	84.46%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8578	85.78%
P-glycoprotein inhibitior	-	0.7305	73.05%
P-glycoprotein substrate	-	0.7918	79.18%
CYP3A4 substrate	+	0.5619	56.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7398	73.98%
CYP3A4 inhibition	-	0.5843	58.43%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	-	0.6809	68.09%
CYP2D6 inhibition	-	0.5263	52.63%
CYP1A2 inhibition	-	0.5304	53.04%
CYP2C8 inhibition	+	0.4868	48.68%
CYP inhibitory promiscuity	+	0.6040	60.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8930	89.30%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	+	0.5856	58.56%
Human Ether-a-go-go-Related Gene inhibition	+	0.8083	80.83%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6111	61.11%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.6367	63.67%
Estrogen receptor binding	+	0.9467	94.67%
Androgen receptor binding	+	0.8032	80.32%
Thyroid receptor binding	+	0.7029	70.29%
Glucocorticoid receptor binding	+	0.9258	92.58%
Aromatase binding	+	0.8722	87.22%
PPAR gamma	+	0.9084	90.84%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4200	42.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	89.47%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.30%	91.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.21%	93.99%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.94%	86.92%
CHEMBL1781	P11387	DNA topoisomerase I	82.43%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.06%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 54580815
• NPASS: NPC470127
• ChEMBL: CHEMBL1778843