(1R,3Z,5S,7S,9Z,11S,14S,15R,16S)-16-benzyl-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,6,18-trione

Details

• Internal ID: 61a6a8a0-a01d-406b-adbc-7ce5dd92aa81
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: (1R,3Z,5S,7S,9Z,11S,14S,15R,16S)-16-benzyl-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,6,18-trione
• InChI: InChI=1S/C28H33NO3/c1-17-9-8-12-22-15-19(3)20(4)25-23(16-21-10-6-5-7-11-21)29-27(32)28(22,25)24(30)14-13-18(2)26(17)31/h5-8,10-15,17-18,20,22-23,25H,9,16H2,1-4H3,(H,29,32)/b12-8-,14-13-/t17-,18-,20+,22-,23-,25-,28-/m0/s1
• InChI Key: MZRDRLOYHFZNCS-FSHFVSEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₃NO₃
• Molecular Weight: 431.60 g/mol
• Exact Mass: 431.24604391 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6001	60.01%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.4531	45.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.5792	57.92%
P-glycoprotein substrate	+	0.6977	69.77%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	-	0.7523	75.23%
CYP2C9 inhibition	+	0.6143	61.43%
CYP2C19 inhibition	+	0.6027	60.27%
CYP2D6 inhibition	-	0.8134	81.34%
CYP1A2 inhibition	+	0.5344	53.44%
CYP2C8 inhibition	+	0.5132	51.32%
CYP inhibitory promiscuity	+	0.8626	86.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.3834	38.34%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6191	61.91%
Acute Oral Toxicity (c)	III	0.4791	47.91%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7087	70.87%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.7609	76.09%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.7427	74.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8694	86.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.61%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.98%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.04%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.29%	90.17%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	84.03%	95.48%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.56%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.73%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586490
• LOTUS: LTS0119026
• wikiData: Q105175987