Bisgerayafoline A

Details

• Internal ID: 1ca4db90-74d6-4ac7-ad08-7dc342ba1f1c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-9-methoxy-3,5-dimethyl-11H-pyrano[3,2-a]carbazol-10-yl]-3,5-dimethyl-11H-pyrano[3,2-a]carbazol-8-ol
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(C=C3)(C)CC=C(C)CCC=C(C)C)NC4=C2C=CC(=C4C5=C(C=CC6=C5C7=C(N6)C8=C(C(=C7)C)OC(C=C8)(C)CC=C(C)CCC=C(C)C)O)OC
• SMILES (Isomeric): CC1=CC2=C(C3=C1OC(C=C3)(C)C/C=C(\C)/CCC=C(C)C)NC4=C2C=CC(=C4C5=C(C=CC6=C5C7=C(N6)C8=C(C(=C7)C)OC(C=C8)(C)C/C=C(\C)/CCC=C(C)C)O)OC
• InChI: InChI=1S/C55H62N2O4/c1-32(2)14-12-16-34(5)22-26-54(9)28-24-39-49-41(30-36(7)52(39)60-54)38-18-21-45(59-11)48(51(38)57-49)47-44(58)20-19-43-46(47)42-31-37(8)53-40(50(42)56-43)25-29-55(10,61-53)27-23-35(6)17-13-15-33(3)4/h14-15,18-25,28-31,56-58H,12-13,16-17,26-27H2,1-11H3/b34-22+,35-23+
• InChI Key: NZEGHFVHVQKCHT-RSVUCGLWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₂N₂O₄
• Molecular Weight: 815.10 g/mol
• Exact Mass: 814.47095846 g/mol
• Topological Polar Surface Area (TPSA): 79.50 Ų
• XlogP: 15.60
• Atomic LogP (AlogP): 15.45
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.8456	84.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7640	76.40%
OATP2B1 inhibitior	+	0.7182	71.82%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8230	82.30%
P-glycoprotein substrate	+	0.6178	61.78%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	+	0.3470	34.70%
CYP3A4 inhibition	+	0.7177	71.77%
CYP2C9 inhibition	-	0.6093	60.93%
CYP2C19 inhibition	-	0.5440	54.40%
CYP2D6 inhibition	-	0.8327	83.27%
CYP1A2 inhibition	+	0.5649	56.49%
CYP2C8 inhibition	+	0.8605	86.05%
CYP inhibitory promiscuity	+	0.8721	87.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7985	79.85%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.5265	52.65%
Estrogen receptor binding	+	0.8514	85.14%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	+	0.7469	74.69%
Aromatase binding	+	0.6532	65.32%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.7406	74.06%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.89%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.71%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.80%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	96.66%	94.75%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	95.25%	93.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.68%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.40%	91.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.94%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL240	Q12809	HERG	93.31%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.30%	86.92%
CHEMBL255	P29275	Adenosine A2b receptor	92.10%	98.59%
CHEMBL1255126	O15151	Protein Mdm4	91.80%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.21%	99.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.19%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.82%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.18%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.32%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.00%	91.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.98%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.58%	92.68%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.21%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL210	P07550	Beta-2 adrenergic receptor	86.35%	96.90%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.25%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.15%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.67%	91.19%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.31%	80.96%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.22%	92.08%
CHEMBL3836	P53667	LIM domain kinase 1	80.59%	90.05%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 71725435
• LOTUS: LTS0254738
• wikiData: Q105187862