3-(Butanoylamino)-4-[[2,5-dibenzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-oxobutanoic acid

Details

• Internal ID: 4c579b92-ab75-445c-9810-51e942dca025
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-(butanoylamino)-4-[[2,5-dibenzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-oxobutanoic acid
• SMILES (Canonical): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C
• SMILES (Isomeric): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C
• InChI: InChI=1S/C47H66N10O12/c1-6-14-35(58)51-32(25-37(60)61)41(63)55-39-27(4)69-46(68)38(26(2)3)54-42(64)33(23-28-15-9-7-10-16-28)56(5)45(67)34(24-29-17-11-8-12-18-29)57-36(59)21-20-31(44(57)66)53-40(62)30(52-43(39)65)19-13-22-50-47(48)49/h7-12,15-18,26-27,30-34,36,38-39,59H,6,13-14,19-25H2,1-5H3,(H,51,58)(H,52,65)(H,53,62)(H,54,64)(H,55,63)(H,60,61)(H4,48,49,50)
• InChI Key: GKSSZFHZBNEQFN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₆N₁₀O₁₂
• Molecular Weight: 963.10 g/mol
• Exact Mass: 962.48616758 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7258	72.58%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5566	55.66%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8978	89.78%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	+	0.8880	88.80%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8225	82.25%
CYP2C9 inhibition	-	0.8068	80.68%
CYP2C19 inhibition	-	0.7610	76.10%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	-	0.8709	87.09%
CYP2C8 inhibition	+	0.7099	70.99%
CYP inhibitory promiscuity	-	0.9921	99.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5528	55.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3677	36.77%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6608	66.08%
Acute Oral Toxicity (c)	III	0.5382	53.82%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.6567	65.67%
Thyroid receptor binding	+	0.6290	62.90%
Glucocorticoid receptor binding	+	0.5836	58.36%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.7797	77.97%
Honey bee toxicity	-	0.7498	74.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8135	81.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.63%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.45%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.45%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.32%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.75%	93.00%
CHEMBL3837	P07711	Cathepsin L	89.82%	96.61%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.57%	92.08%
CHEMBL4072	P07858	Cathepsin B	89.42%	93.67%
CHEMBL4644	P41968	Melanocortin receptor 3	89.27%	99.52%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.50%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	87.92%	88.42%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.57%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.33%	90.08%
CHEMBL1949	P62937	Cyclophilin A	86.87%	98.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.61%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.56%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.92%	94.66%
CHEMBL3776	Q14790	Caspase-8	85.81%	97.06%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.33%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.10%	97.14%
CHEMBL255	P29275	Adenosine A2b receptor	83.86%	98.59%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.04%	98.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	81.71%	95.93%
CHEMBL3468	P55210	Caspase-7	81.36%	95.68%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.73%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155802065
• LOTUS: LTS0263343
• wikiData: Q104203218