(2S)-N-[(2S)-1-[(3S,10S,13E)-10-butan-2-yl-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)-3-phenylpropanamide

Details

• Internal ID: 10acc2e8-1f49-4db1-87fc-af9842c8ec85
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[(2S)-1-[(3S,10S,13E)-10-butan-2-yl-16-methoxy-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)-3-phenylpropanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=C(C=CC(=C2)OC3CCN(C3C(=O)N1)C(=O)C(C(C)C)NC(=O)C(CC4=CC=CC=C4)N(C)C)OC
• SMILES (Isomeric): CCC(C)[C@H]1C(=O)N/C=C/C2=C(C=CC(=C2)O[C@H]3CCN(C3C(=O)N1)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC4=CC=CC=C4)N(C)C)OC
• InChI: InChI=1S/C36H49N5O6/c1-8-23(4)31-34(43)37-18-16-25-21-26(14-15-28(25)46-7)47-29-17-19-41(32(29)35(44)39-31)36(45)30(22(2)3)38-33(42)27(40(5)6)20-24-12-10-9-11-13-24/h9-16,18,21-23,27,29-32H,8,17,19-20H2,1-7H3,(H,37,43)(H,38,42)(H,39,44)/b18-16+/t23?,27-,29-,30-,31-,32?/m0/s1
• InChI Key: UUEIAVQETUXPKR-FVVLHFITSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₉N₅O₆
• Molecular Weight: 647.80 g/mol
• Exact Mass: 647.36828430 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9463	94.63%
Caco-2	-	0.8075	80.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5953	59.53%
OATP2B1 inhibitior	+	0.7183	71.83%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9269	92.69%
P-glycoprotein inhibitior	+	0.8589	85.89%
P-glycoprotein substrate	+	0.8484	84.84%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7357	73.57%
CYP3A4 inhibition	+	0.6719	67.19%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8239	82.39%
CYP2D6 inhibition	-	0.8790	87.90%
CYP1A2 inhibition	-	0.8592	85.92%
CYP2C8 inhibition	+	0.6188	61.88%
CYP inhibitory promiscuity	-	0.8067	80.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9429	94.29%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.6785	67.85%
Estrogen receptor binding	+	0.7426	74.26%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.5599	55.99%
PPAR gamma	+	0.7850	78.50%
Honey bee toxicity	-	0.7751	77.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4072	P07858	Cathepsin B	99.67%	93.67%
CHEMBL2581	P07339	Cathepsin D	99.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.58%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	94.36%	94.45%
CHEMBL4208	P20618	Proteasome component C5	94.13%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.13%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.98%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.83%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.09%	94.66%
CHEMBL2535	P11166	Glucose transporter	89.70%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.52%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.89%	89.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.81%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.79%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	86.01%	90.20%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.94%	93.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.67%	97.64%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.75%	98.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.60%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.05%	90.71%
CHEMBL204	P00734	Thrombin	83.95%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.34%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.23%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.71%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.36%	90.17%
CHEMBL4393	P39900	Matrix metalloproteinase 12	81.59%	92.22%
CHEMBL340	P08684	Cytochrome P450 3A4	81.26%	91.19%
CHEMBL5028	O14672	ADAM10	80.54%	97.50%
CHEMBL255	P29275	Adenosine A2b receptor	80.44%	98.59%

Plants that contains it

• Paliurus ramosissimus

Cross-Links

• PubChem: 101204206
• LOTUS: LTS0012251
• wikiData: Q105279266