N-[1-[[1-[[5-[(3-bromo-4-hydroxyphenyl)methyl]-21-hydroxy-2-(1-hydroxyethyl)-15-[2-(4-hydroxyphenyl)ethyl]-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]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]-2-(2,3-dihydroxypropanoylamino)-5-(4-hydroxyphenyl)pentanamide

Details

• Internal ID: 7c7fd62b-7213-41f2-b97a-ec62fffe0392
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[1-[[1-[[5-[(3-bromo-4-hydroxyphenyl)methyl]-21-hydroxy-2-(1-hydroxyethyl)-15-[2-(4-hydroxyphenyl)ethyl]-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]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]-2-(2,3-dihydroxypropanoylamino)-5-(4-hydroxyphenyl)pentanamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC(=C(C=C3)O)Br)C)C(C)O)O)CCC4=CC=C(C=C4)O)NC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(CCCC5=CC=C(C=C5)O)NC(=O)C(CO)O
• SMILES (Isomeric): CC1C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC(=C(C=C3)O)Br)C)C(C)O)O)CCC4=CC=C(C=C4)O)NC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(CCCC5=CC=C(C=C5)O)NC(=O)C(CO)O
• InChI: InChI=1S/C60H82BrN9O18/c1-29(2)47(66-51(78)31(5)62-52(79)40(63-55(82)45(76)28-71)11-9-10-34-12-18-37(73)19-13-34)56(83)68-49-33(7)88-60(87)48(30(3)4)67-54(81)43(27-36-17-24-44(75)39(61)26-36)69(8)59(86)50(32(6)72)70-46(77)25-23-42(58(70)85)65-53(80)41(64-57(49)84)22-16-35-14-20-38(74)21-15-35/h12-15,17-21,24,26,29-33,40-43,45-50,71-77H,9-11,16,22-23,25,27-28H2,1-8H3,(H,62,79)(H,63,82)(H,64,84)(H,65,80)(H,66,78)(H,67,81)(H,68,83)
• InChI Key: TUWXFKMBPYEGHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₂BrN₉O₁₈
• Molecular Weight: 1297.20 g/mol
• Exact Mass: 1295.49612 g/mol
• Topological Polar Surface Area (TPSA): 412.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7339	73.39%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.4662	46.62%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8834	88.34%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8545	85.45%
CYP2C19 inhibition	-	0.8599	85.99%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	+	0.7985	79.85%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5772	57.72%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7179	71.79%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8128	81.28%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	+	0.6947	69.47%
Glucocorticoid receptor binding	+	0.7642	76.42%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.6701	67.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7507	75.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL4072	P07858	Cathepsin B	99.81%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	99.08%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.72%	95.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	96.55%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.43%	99.17%
CHEMBL3837	P07711	Cathepsin L	95.98%	96.61%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.44%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.14%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.02%	93.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.58%	94.66%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.56%	92.88%
CHEMBL236	P41143	Delta opioid receptor	93.33%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.14%	96.38%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	91.88%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.20%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.83%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.76%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.36%	99.15%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	90.31%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.27%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	89.84%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.64%	96.90%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	89.61%	95.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.48%	97.14%
CHEMBL1949	P62937	Cyclophilin A	89.13%	98.57%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.05%	93.03%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.94%	90.93%
CHEMBL2000	P03952	Plasma kallikrein	88.85%	93.92%
CHEMBL2514	O95665	Neurotensin receptor 2	88.75%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.74%	98.59%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.50%	82.38%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	86.49%	96.37%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.36%	96.31%
CHEMBL1937	Q92769	Histone deacetylase 2	85.35%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.46%	89.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.98%	86.92%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.66%	95.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.51%	88.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	83.00%	96.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.98%	89.50%
CHEMBL283	P08254	Matrix metalloproteinase 3	82.46%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.17%	91.24%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.09%	92.29%
CHEMBL3776	Q14790	Caspase-8	81.95%	97.06%
CHEMBL325	Q13547	Histone deacetylase 1	81.90%	95.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.82%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.67%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.92%	98.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.81%	97.64%
CHEMBL1801	P00747	Plasminogen	80.60%	92.44%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.07%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73237114
• LOTUS: LTS0017258
• wikiData: Q104197849