(E)-N-[(3R,4R,7R,10Z)-7-[(R)-hydroxy(phenyl)methyl]-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-phenylprop-2-enamide

Details

• Internal ID: 75c04212-82e2-4011-b354-fafc7c982486
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (E)-N-[(3R,4R,7R,10Z)-7-[(R)-hydroxy(phenyl)methyl]-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-phenylprop-2-enamide
• SMILES (Canonical): CC(C)C1C(C(=O)NC(C(=O)NC=CC2=CC=C(O1)C=C2)C(C3=CC=CC=C3)O)NC(=O)C=CC4=CC=CC=C4
• SMILES (Isomeric): CC(C)[C@@H]1[C@H](C(=O)N[C@@H](C(=O)N/C=C\C2=CC=C(O1)C=C2)[C@@H](C3=CC=CC=C3)O)NC(=O)/C=C/C4=CC=CC=C4
• InChI: InChI=1S/C32H33N3O5/c1-21(2)30-28(34-26(36)18-15-22-9-5-3-6-10-22)32(39)35-27(29(37)24-11-7-4-8-12-24)31(38)33-20-19-23-13-16-25(40-30)17-14-23/h3-21,27-30,37H,1-2H3,(H,33,38)(H,34,36)(H,35,39)/b18-15+,20-19-/t27-,28-,29-,30-/m1/s1
• InChI Key: JQCPNMVQVYXZII-WKIJQDKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₃N₃O₅
• Molecular Weight: 539.60 g/mol
• Exact Mass: 539.24202116 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9170	91.70%
Caco-2	-	0.7063	70.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5147	51.47%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9568	95.68%
BSEP inhibitior	+	0.8982	89.82%
P-glycoprotein inhibitior	+	0.7106	71.06%
P-glycoprotein substrate	+	0.5799	57.99%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.6093	60.93%
CYP2C9 inhibition	-	0.7769	77.69%
CYP2C19 inhibition	-	0.7779	77.79%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.6311	63.11%
CYP2C8 inhibition	+	0.5772	57.72%
CYP inhibitory promiscuity	-	0.6964	69.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8354	83.54%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.8321	83.21%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6897	68.97%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.6347	63.47%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	+	0.5240	52.40%
Glucocorticoid receptor binding	+	0.6862	68.62%
Aromatase binding	-	0.6056	60.56%
PPAR gamma	+	0.6647	66.47%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9140	91.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.75%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.56%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.24%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.16%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.30%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.34%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.31%	83.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.03%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL5028	O14672	ADAM10	82.40%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.75%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.04%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	80.62%	94.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.51%	94.08%

Plants that contains it

• Scutia buxifolia

Cross-Links

• PubChem: 163194281
• LOTUS: LTS0267796
• wikiData: Q105133434