butanoyl-D-Phe-D-Thr(1)-D-Tyr-D-Arg-D-Tyr-aIle-(1)

Details

• Internal ID: 6540ca45-48fe-44b5-b410-e6cfa7321ffc
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(2R)-1-[[(3S,6R,9R,12R,15R,16S)-3-[(2R)-butan-2-yl]-9-[3-(diaminomethylideneamino)propyl]-6,12-bis[(4-hydroxyphenyl)methyl]-16-methyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxo-3-phenylpropan-2-yl]butanamide
• SMILES (Canonical): CCCC(=O)NC(CC1=CC=CC=C1)C(=O)NC2C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC3=CC=C(C=C3)O)CCCN=C(N)N)CC4=CC=C(C=C4)O)C(C)CC)C
• SMILES (Isomeric): CCCC(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@@H]2[C@@H](OC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC2=O)CC3=CC=C(C=C3)O)CCCN=C(N)N)CC4=CC=C(C=C4)O)[C@H](C)CC)C
• InChI: InChI=1S/C47H63N9O10/c1-5-11-38(59)51-35(24-29-12-8-7-9-13-29)43(62)56-40-28(4)66-46(65)39(27(3)6-2)55-44(63)37(26-31-17-21-33(58)22-18-31)53-41(60)34(14-10-23-50-47(48)49)52-42(61)36(54-45(40)64)25-30-15-19-32(57)20-16-30/h7-9,12-13,15-22,27-28,34-37,39-40,57-58H,5-6,10-11,14,23-26H2,1-4H3,(H,51,59)(H,52,61)(H,53,60)(H,54,64)(H,55,63)(H,56,62)(H4,48,49,50)/t27-,28+,34-,35-,36-,37-,39+,40-/m1/s1
• InChI Key: JCZBBRHVEIHWTL-JTBSYRGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₃N₉O₁₀
• Molecular Weight: 914.10 g/mol
• Exact Mass: 913.46978924 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6768	67.68%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8015	80.15%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	+	0.7562	75.62%
P-glycoprotein substrate	+	0.8969	89.69%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.7191	71.91%
CYP2C9 inhibition	-	0.8580	85.80%
CYP2C19 inhibition	-	0.8036	80.36%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	+	0.7351	73.51%
CYP inhibitory promiscuity	-	0.9751	97.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4355	43.55%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8521	85.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.6172	61.72%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.7072	70.72%
Thyroid receptor binding	+	0.5992	59.92%
Glucocorticoid receptor binding	+	0.5850	58.50%
Aromatase binding	+	0.6041	60.41%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.7817	78.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8316	83.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.49%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.25%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	97.72%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	96.39%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.42%	97.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.63%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL4072	P07858	Cathepsin B	93.21%	93.67%
CHEMBL2535	P11166	Glucose transporter	93.14%	98.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.27%	97.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.36%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.46%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.26%	96.47%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.92%	92.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.82%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.57%	90.17%
CHEMBL4644	P41968	Melanocortin receptor 3	83.65%	99.52%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.35%	100.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	82.67%	88.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.33%	86.33%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.60%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.46%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.13%	93.56%
CHEMBL236	P41143	Delta opioid receptor	80.96%	99.35%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.73%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%
CHEMBL2327	P21452	Neurokinin 2 receptor	80.24%	98.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162913967
• LOTUS: LTS0025372
• wikiData: Q105125268