(3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-6-[(2S,3R)-2-(dimethylamino)-3-methylpentanoyl]-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraene-8,11-dione

Details

• Internal ID: f53104b8-f104-4108-949b-d3789ce1f4c3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-6-[(2S,3R)-2-(dimethylamino)-3-methylpentanoyl]-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraene-8,11-dione
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=CC=C(C=C2)OC3CCN(C3C(=O)N1)C(=O)C(C(C)CC)N(C)C
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N/C=C\C2=CC=C(C=C2)O[C@H]3CCN([C@@H]3C(=O)N1)C(=O)[C@H]([C@H](C)CC)N(C)C
• InChI: InChI=1S/C27H40N4O4/c1-7-17(3)22-25(32)28-15-13-19-9-11-20(12-10-19)35-21-14-16-31(24(21)26(33)29-22)27(34)23(30(5)6)18(4)8-2/h9-13,15,17-18,21-24H,7-8,14,16H2,1-6H3,(H,28,32)(H,29,33)/b15-13-/t17-,18-,21+,22+,23+,24+/m1/s1
• InChI Key: SUFYJRIKGVPYQN-RQALVBFUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀N₄O₄
• Molecular Weight: 484.60 g/mol
• Exact Mass: 484.30495577 g/mol
• Topological Polar Surface Area (TPSA): 91.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8793	87.93%
Caco-2	-	0.6237	62.37%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8090	80.90%
P-glycoprotein inhibitior	+	0.8384	83.84%
P-glycoprotein substrate	+	0.7438	74.38%
CYP3A4 substrate	+	0.6332	63.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7244	72.44%
CYP3A4 inhibition	-	0.5830	58.30%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	-	0.8150	81.50%
CYP2C8 inhibition	-	0.7752	77.52%
CYP inhibitory promiscuity	-	0.9300	93.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7643	76.43%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	+	0.6598	65.98%
Androgen receptor binding	+	0.6054	60.54%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.7093	70.93%
Aromatase binding	+	0.5465	54.65%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7676	76.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL3837	P07711	Cathepsin L	93.15%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.45%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.01%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.60%	88.56%
CHEMBL4208	P20618	Proteasome component C5	86.72%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	85.01%	98.59%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.45%	93.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.69%	94.66%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.64%	90.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.82%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.42%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.40%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.48%	96.21%
CHEMBL204	P00734	Thrombin	81.33%	96.01%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.85%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.55%	93.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.17%	93.65%

Plants that contains it

• Paliurus ramosissimus

Cross-Links

• PubChem: 163188364
• LOTUS: LTS0161916
• wikiData: Q105260882