N-[3-ethyl-3-methyl-7-(2-methylpropyl)-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-1-methylpyrrolidine-2-carboxamide

Details

• Internal ID: 4cb7a9c5-1808-480d-b159-d24fcddb341f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[3-ethyl-3-methyl-7-(2-methylpropyl)-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-1-methylpyrrolidine-2-carboxamide
• SMILES (Canonical): CCC1(C(C(=O)NC(C(=O)NC=CC2=CC=C(O1)C=C2)CC(C)C)NC(=O)C3CCCN3C)C
• SMILES (Isomeric): CCC1(C(C(=O)NC(C(=O)NC=CC2=CC=C(O1)C=C2)CC(C)C)NC(=O)C3CCCN3C)C
• InChI: InChI=1S/C26H38N4O4/c1-6-26(4)22(29-24(32)21-8-7-15-30(21)5)25(33)28-20(16-17(2)3)23(31)27-14-13-18-9-11-19(34-26)12-10-18/h9-14,17,20-22H,6-8,15-16H2,1-5H3,(H,27,31)(H,28,33)(H,29,32)
• InChI Key: YTDXJCOYNQNAIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈N₄O₄
• Molecular Weight: 470.60 g/mol
• Exact Mass: 470.28930571 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	-	0.6945	69.45%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4079	40.79%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9146	91.46%
P-glycoprotein inhibitior	+	0.7627	76.27%
P-glycoprotein substrate	+	0.7979	79.79%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7308	73.08%
CYP3A4 inhibition	+	0.5966	59.66%
CYP2C9 inhibition	-	0.8769	87.69%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.8393	83.93%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.7132	71.32%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9839	98.39%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8237	82.37%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5464	54.64%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7567	75.67%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.5477	54.77%
Androgen receptor binding	+	0.6718	67.18%
Thyroid receptor binding	-	0.5447	54.47%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.9072	90.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9411	94.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.03%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.14%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	96.07%	94.50%
CHEMBL221	P23219	Cyclooxygenase-1	93.46%	90.17%
CHEMBL3837	P07711	Cathepsin L	93.19%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.03%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.54%	88.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.37%	90.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.23%	92.12%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.30%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.04%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.73%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.51%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.84%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.50%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	87.23%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.04%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.48%	91.03%
CHEMBL4073	P09237	Matrix metalloproteinase 7	84.86%	97.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.79%	92.88%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.45%	97.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.75%	96.21%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.13%	96.31%
CHEMBL4072	P07858	Cathepsin B	82.25%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.86%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.57%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.93%	82.69%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.86%	95.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.48%	97.50%

Plants that contains it

• Ceanothus americanus

Cross-Links

• PubChem: 162935457
• LOTUS: LTS0035624
• wikiData: Q105361320