(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]-1-oxo-3-phenylpropan-2-yl]-2-(methylamino)-3-phenylpropanamide

Details

• Internal ID: 5e9ed2a3-5091-4577-8479-ad09c22fd5db
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• 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]-1-oxo-3-phenylpropan-2-yl]-2-(methylamino)-3-phenylpropanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=C(C=CC(=C2)OC3CCN(C3C(=O)N1)C(=O)C(CC4=CC=CC=C4)NC(=O)C(CC5=CC=CC=C5)NC)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](CC4=CC=CC=C4)NC(=O)[C@H](CC5=CC=CC=C5)NC)OC
• InChI: InChI=1S/C39H47N5O6/c1-5-25(2)34-37(46)41-20-18-28-24-29(16-17-32(28)49-4)50-33-19-21-44(35(33)38(47)43-34)39(48)31(23-27-14-10-7-11-15-27)42-36(45)30(40-3)22-26-12-8-6-9-13-26/h6-18,20,24-25,30-31,33-35,40H,5,19,21-23H2,1-4H3,(H,41,46)(H,42,45)(H,43,47)/b20-18+/t25?,30-,31-,33-,34-,35?/m0/s1
• InChI Key: SNWHKTIWFKSSGY-LGCRCRCVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₇N₅O₆
• Molecular Weight: 681.80 g/mol
• Exact Mass: 681.35263424 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9568	95.68%
Caco-2	-	0.8264	82.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	+	0.7177	71.77%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9904	99.04%
P-glycoprotein inhibitior	+	0.8845	88.45%
P-glycoprotein substrate	+	0.8428	84.28%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.7698	76.98%
CYP3A4 inhibition	+	0.8394	83.94%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.7384	73.84%
CYP2D6 inhibition	-	0.8189	81.89%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.6432	64.32%
CYP inhibitory promiscuity	-	0.7624	76.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8396	83.96%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6245	62.45%
Acute Oral Toxicity (c)	III	0.6551	65.51%
Estrogen receptor binding	+	0.7535	75.35%
Androgen receptor binding	+	0.7008	70.08%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.7607	76.07%
Aromatase binding	-	0.5467	54.67%
PPAR gamma	+	0.7979	79.79%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5477	54.77%
Fish aquatic toxicity	+	0.9684	96.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.42%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.40%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.51%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.99%	97.64%
CHEMBL1255126	O15151	Protein Mdm4	93.63%	90.20%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.29%	98.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.40%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.96%	94.45%
CHEMBL1801	P00747	Plasminogen	90.29%	92.44%
CHEMBL2535	P11166	Glucose transporter	89.49%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.68%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	88.63%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	88.57%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.42%	89.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.46%	94.66%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.22%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.99%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.60%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.76%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.72%	93.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.50%	91.81%
CHEMBL5028	O14672	ADAM10	80.42%	97.50%
CHEMBL209	P07477	Trypsin I	80.38%	90.00%

Plants that contains it

• Glycosmis mauritiana
• Paliurus ramosissimus

Cross-Links

• PubChem: 101204325
• LOTUS: LTS0166712
• wikiData: Q105116941