Ancistrobrevine A

Details

• Internal ID: 5f046c71-b574-4d9b-923d-883c8e46f90a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3S)-7-(4,5-dimethoxy-7-methylnaphthalen-1-yl)-6,8-dimethoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(N1C)C)OC)C3=C4C=C(C=C(C4=C(C=C3)OC)OC)C)OC
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2[C@H](N1C)C)OC)C3=C4C=C(C=C(C4=C(C=C3)OC)OC)C)OC
• InChI: InChI=1S/C27H33NO4/c1-15-11-20-19(9-10-21(29-5)25(20)22(12-15)30-6)26-23(31-7)14-18-13-16(2)28(4)17(3)24(18)27(26)32-8/h9-12,14,16-17H,13H2,1-8H3/t16-,17+/m0/s1
• InChI Key: PMARDQMILVWQBL-DLBZAZTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₃NO₄
• Molecular Weight: 435.60 g/mol
• Exact Mass: 435.24095853 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• C12342
• AC1L9F63
• CHEBI:31212
• (1R,3S)-7-(4,5-dimethoxy-7-methylnaphthalen-1-yl)-6,8-dimethoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline
• Q27114215
• (1R,3S)-7-(4,5-dimethoxy-7-methyl-1-naphthyl)-6,8-dimethoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.8079	80.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4455	44.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6861	68.61%
BSEP inhibitior	+	0.9729	97.29%
P-glycoprotein inhibitior	+	0.8091	80.91%
P-glycoprotein substrate	+	0.5762	57.62%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.8381	83.81%
CYP3A4 inhibition	+	0.5847	58.47%
CYP2C9 inhibition	-	0.7909	79.09%
CYP2C19 inhibition	-	0.6547	65.47%
CYP2D6 inhibition	+	0.5290	52.90%
CYP1A2 inhibition	-	0.5103	51.03%
CYP2C8 inhibition	+	0.4581	45.81%
CYP inhibitory promiscuity	-	0.5710	57.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9410	94.10%
Carcinogenicity (trinary)	Non-required	0.5043	50.43%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8326	83.26%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8758	87.58%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5561	55.61%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8926	89.26%
Acute Oral Toxicity (c)	III	0.6748	67.48%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.7749	77.49%
Glucocorticoid receptor binding	+	0.8283	82.83%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.6008	60.08%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9019	90.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163125	O60885	Bromodomain-containing protein 4	98.57%	97.31%
CHEMBL1951	P21397	Monoamine oxidase A	98.13%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.97%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	94.06%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.72%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.49%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.82%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	86.63%	91.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	86.10%	96.86%
CHEMBL1907	P15144	Aminopeptidase N	85.85%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.39%	96.67%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.39%	89.50%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.08%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.68%	93.56%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	83.67%	89.76%
CHEMBL2337	P48067	Glycine transporter 1	83.50%	95.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.40%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.37%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.56%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.42%	99.17%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.34%	95.34%
CHEMBL4302	P08183	P-glycoprotein 1	81.95%	92.98%
CHEMBL3438	Q05513	Protein kinase C zeta	81.61%	88.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.49%	97.14%
CHEMBL1293289	P25440	Bromodomain-containing protein 2	80.87%	86.19%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.46%	93.99%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.16%	97.21%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 443776
• NPASS: NPC251593