4-[[2-Benzyl-21-hydroxy-5-[2-(4-hydroxyphenyl)ethyl]-15-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-2,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(butanoylamino)-4-oxobutanoic acid

Details

• Internal ID: 9ad3d5c2-474f-4cee-83f7-90bdae825205
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4-[[2-benzyl-21-hydroxy-5-[2-(4-hydroxyphenyl)ethyl]-15-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-2,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(butanoylamino)-4-oxobutanoic acid
• SMILES (Canonical): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)N(C2C(CCC(C2=O)NC(=O)C(NC1=O)CC3=CC=C(C=C3)O)O)CC4=CC=CC=C4)C)CCC5=CC=C(C=C5)O)C(C)C)C
• SMILES (Isomeric): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)N(C2C(CCC(C2=O)NC(=O)C(NC1=O)CC3=CC=C(C=C3)O)O)CC4=CC=CC=C4)C)CCC5=CC=C(C=C5)O)C(C)C)C
• InChI: InChI=1S/C51H65N7O14/c1-6-10-40(62)52-37(26-41(63)64)47(67)56-43-29(4)72-50(70)42(28(2)3)55-48(68)38(23-17-30-13-18-33(59)19-14-30)57(5)51(71)58(27-32-11-8-7-9-12-32)44-39(61)24-22-35(45(44)65)53-46(66)36(54-49(43)69)25-31-15-20-34(60)21-16-31/h7-9,11-16,18-21,28-29,35-39,42-44,59-61H,6,10,17,22-27H2,1-5H3,(H,52,62)(H,53,66)(H,54,69)(H,55,68)(H,56,67)(H,63,64)
• InChI Key: RMHQXWCPSCVYFW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₅N₇O₁₄
• Molecular Weight: 1000.10 g/mol
• Exact Mass: 999.45894977 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

• DTXSID501333837

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6329	63.29%
Caco-2	-	0.8702	87.02%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.4002	40.02%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.7923	79.23%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	+	0.8879	88.79%
CYP3A4 substrate	+	0.7400	74.00%
CYP2C9 substrate	+	0.5778	57.78%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.6884	68.84%
CYP2C9 inhibition	-	0.7403	74.03%
CYP2C19 inhibition	-	0.6951	69.51%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7861	78.61%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6438	64.38%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8147	81.47%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.5853	58.53%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	+	0.5692	56.92%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.6962	69.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9403	94.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.95%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.94%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.31%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.18%	97.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.68%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.76%	90.08%
CHEMBL4072	P07858	Cathepsin B	88.50%	93.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.40%	89.00%
CHEMBL3468	P55210	Caspase-7	87.00%	95.68%
CHEMBL255	P29275	Adenosine A2b receptor	86.49%	98.59%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.25%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.03%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.74%	89.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.63%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.49%	85.14%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.83%	92.08%
CHEMBL2535	P11166	Glucose transporter	83.31%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.20%	92.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.04%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL256	P0DMS8	Adenosine A3 receptor	82.42%	95.93%
CHEMBL1949	P62937	Cyclophilin A	82.15%	98.57%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.29%	96.47%
CHEMBL236	P41143	Delta opioid receptor	80.36%	99.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590682
• LOTUS: LTS0167943
• wikiData: Q104196745