Ancistrobenomine A

Details

• Internal ID: a1b8a701-3fe3-47f4-b288-970e60c97320
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: 4-[3-(hydroxymethyl)-6,8-dimethoxy-1-methylisoquinolin-5-yl]-8-methoxy-3-methylnaphthalen-1-ol
• SMILES (Canonical): CC1=CC(=C2C(=C1C3=C(C=C(C4=C3C=C(N=C4C)CO)OC)OC)C=CC=C2OC)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1C3=C(C=C(C4=C3C=C(N=C4C)CO)OC)OC)C=CC=C2OC)O
• InChI: InChI=1S/C25H25NO5/c1-13-9-18(28)24-16(7-6-8-19(24)29-3)22(13)25-17-10-15(12-27)26-14(2)23(17)20(30-4)11-21(25)31-5/h6-11,27-28H,12H2,1-5H3
• InChI Key: YRSLCDDBISVEDI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₅NO₅
• Molecular Weight: 419.50 g/mol
• Exact Mass: 419.17327290 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL451724
• 4-[3-(hydroxymethyl)-6,8-dimethoxy-1-methylisoquinolin-5-yl]-8-methoxy-3-methylnaphthalen-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.6206	62.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7674	76.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9068	90.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.8334	83.34%
P-glycoprotein inhibitior	+	0.6891	68.91%
P-glycoprotein substrate	-	0.6097	60.97%
CYP3A4 substrate	+	0.6362	63.62%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.6900	69.00%
CYP3A4 inhibition	+	0.7678	76.78%
CYP2C9 inhibition	-	0.5240	52.40%
CYP2C19 inhibition	+	0.6022	60.22%
CYP2D6 inhibition	-	0.7411	74.11%
CYP1A2 inhibition	+	0.5587	55.87%
CYP2C8 inhibition	+	0.7673	76.73%
CYP inhibitory promiscuity	+	0.8549	85.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6919	69.19%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.6079	60.79%
Skin irritation	-	0.8655	86.55%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7529	75.29%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9101	91.01%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.6721	67.21%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.6206	62.06%
Thyroid receptor binding	+	0.8136	81.36%
Glucocorticoid receptor binding	+	0.8633	86.33%
Aromatase binding	+	0.8438	84.38%
PPAR gamma	+	0.7822	78.22%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.7427	74.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.00%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.49%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.26%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.16%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.71%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	93.19%	93.31%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.73%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	90.31%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.35%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	89.21%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.88%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.48%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.92%	91.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.83%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.78%	89.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.17%	93.65%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.99%	94.03%
CHEMBL1937	Q92769	Histone deacetylase 2	85.76%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.83%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.92%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.76%	96.67%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.54%	92.68%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.44%	94.67%
CHEMBL2319	P06870	Kallikrein 1	81.12%	90.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.75%	86.92%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.49%	85.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Ancistrocladus benomensis

Cross-Links

• PubChem: 11464259
• LOTUS: LTS0014371
• wikiData: Q105353050