bis[(4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl] 2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate

Details

• Internal ID: 7f0af489-8ed8-4237-b28f-d442ff0094cf
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: bis[(4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-6-yl] 2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
• InChI: InChI=1S/C40H54N2O6/c1-21-17-41(5)19-31-23(3)33(15-29(21)31)47-39(45)37-35(25-7-11-27(43)12-8-25)38(36(37)26-9-13-28(44)14-10-26)40(46)48-34-16-30-22(2)18-42(6)20-32(30)24(34)4/h7-14,21-24,29-38,43-44H,15-20H2,1-6H3/t21-,22-,23-,24-,29-,30-,31-,32-,33+,34+,35?,36?,37?,38?/m0/s1
• InChI Key: WIWBHTSWIXPGLX-IBRMZUEBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄N₂O₆
• Molecular Weight: 658.90 g/mol
• Exact Mass: 658.39818745 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7766	77.66%
Caco-2	-	0.8302	83.02%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7668	76.68%
OATP2B1 inhibitior	-	0.5850	58.50%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7630	76.30%
P-glycoprotein inhibitior	+	0.7838	78.38%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4601	46.01%
CYP3A4 inhibition	-	0.7514	75.14%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.8073	80.73%
CYP1A2 inhibition	-	0.8178	81.78%
CYP2C8 inhibition	-	0.7321	73.21%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5495	54.95%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.7971	79.71%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5160	51.60%
Acute Oral Toxicity (c)	III	0.6252	62.52%
Estrogen receptor binding	+	0.7460	74.60%
Androgen receptor binding	+	0.7662	76.62%
Thyroid receptor binding	-	0.5204	52.04%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	+	0.5666	56.66%
PPAR gamma	+	0.6788	67.88%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.96%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.28%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.87%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.31%	90.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.14%	85.00%
CHEMBL238	Q01959	Dopamine transporter	80.10%	95.88%

Plants that contains it

• Incarvillea sinensis

Cross-Links

• PubChem: 15488887
• LOTUS: LTS0174000
• wikiData: Q105306561