8,15-Dihydroxy-7,14-diphenyl-1,6,10-triazabicyclo[11.3.0]hexadecane-9,16-dione

Details

• Internal ID: cb4e28a1-aaf6-46b2-87a3-87c829e9f1ba
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: 8,15-dihydroxy-7,14-diphenyl-1,6,10-triazabicyclo[11.3.0]hexadecane-9,16-dione
• SMILES (Canonical): C1CCN2C(CCNC(=O)C(C(NC1)C3=CC=CC=C3)O)C(C(C2=O)O)C4=CC=CC=C4
• SMILES (Isomeric): C1CCN2C(CCNC(=O)C(C(NC1)C3=CC=CC=C3)O)C(C(C2=O)O)C4=CC=CC=C4
• InChI: InChI=1S/C25H31N3O4/c29-22-20(17-9-3-1-4-10-17)19-13-15-27-24(31)23(30)21(18-11-5-2-6-12-18)26-14-7-8-16-28(19)25(22)32/h1-6,9-12,19-23,26,29-30H,7-8,13-16H2,(H,27,31)
• InChI Key: DJVJIXPENPIGEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁N₃O₄
• Molecular Weight: 437.50 g/mol
• Exact Mass: 437.23145648 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7274	72.74%
Caco-2	-	0.7517	75.17%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	+	0.7180	71.80%
P-glycoprotein substrate	-	0.5398	53.98%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	+	0.5123	51.23%
CYP3A4 inhibition	-	0.8557	85.57%
CYP2C9 inhibition	-	0.8000	80.00%
CYP2C19 inhibition	-	0.8127	81.27%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	-	0.8709	87.09%
CYP2C8 inhibition	-	0.7594	75.94%
CYP inhibitory promiscuity	-	0.8169	81.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6938	69.38%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9899	98.99%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8631	86.31%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5460	54.60%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	+	0.6201	62.01%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	-	0.7100	71.00%
Aromatase binding	-	0.5291	52.91%
PPAR gamma	-	0.5865	58.65%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7170	71.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.46%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.36%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.42%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	84.70%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL228	P31645	Serotonin transporter	84.16%	95.51%
CHEMBL238	Q01959	Dopamine transporter	83.82%	95.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.46%	93.04%

Plants that contains it

• Pleurostylia opposita

Cross-Links

• PubChem: 162973405
• LOTUS: LTS0213893
• wikiData: Q104982835