(3R,6R,9S,12S)-6,9-dimethyl-3-[6-[(2S)-oxiran-2-yl]-6-oxohexyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone

Details

• Internal ID: c2ae97e5-b9a4-4e05-8545-5233ed4f7524
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3R,6R,9S,12S)-6,9-dimethyl-3-[6-[(2S)-oxiran-2-yl]-6-oxohexyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone
• InChI: InChI=1S/C21H32N4O6/c1-12-18(27)22-13(2)19(28)24-14(7-4-3-5-9-16(26)17-11-31-17)21(30)25-10-6-8-15(25)20(29)23-12/h12-15,17H,3-11H2,1-2H3,(H,22,27)(H,23,29)(H,24,28)/t12-,13+,14+,15-,17-/m0/s1
• InChI Key: GNYCTMYOHGBSBI-CLBVLKOUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂N₄O₆
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.23218475 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8550	85.50%
Caco-2	-	0.7862	78.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4768	47.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7162	71.62%
P-glycoprotein inhibitior	-	0.4661	46.61%
P-glycoprotein substrate	+	0.7147	71.47%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.8257	82.57%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.9239	92.39%
CYP2C8 inhibition	-	0.7335	73.35%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5532	55.32%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.7703	77.03%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4783	47.83%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5576	55.76%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6045	60.45%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	-	0.5249	52.49%
Androgen receptor binding	-	0.5067	50.67%
Thyroid receptor binding	-	0.5319	53.19%
Glucocorticoid receptor binding	+	0.5669	56.69%
Aromatase binding	-	0.5071	50.71%
PPAR gamma	-	0.5342	53.42%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5924	59.24%
Fish aquatic toxicity	-	0.8069	80.69%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL325	Q13547	Histone deacetylase 1	190 nM	Ki	via Super-PRED
CHEMBL1937	Q92769	Histone deacetylase 2	470 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	92.65%	97.05%
CHEMBL3524	P56524	Histone deacetylase 4	91.74%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.70%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.29%	90.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.22%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.03%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	86.93%	95.62%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.37%	96.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.71%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.27%	85.14%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.73%	94.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.19%	97.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.45%	99.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	81.33%	92.12%
CHEMBL5255	O00206	Toll-like receptor 4	81.16%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.56%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.30%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92477742
• LOTUS: LTS0067415
• wikiData: Q105013448