(2S)-3-[[(6S,9S,12R,15R,18S,19R)-6-(2-amino-2-oxoethyl)-15-(3-amino-3-oxopropyl)-12-[(4-bromophenyl)methyl]-9-[(1S)-1-hydroxyethyl]-7,16,19-trimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-1-[(2S)-3-(4-bromophenyl)-2-[[(2R)-2-formamidopropanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3,3-dimethylpentanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-oxopropane-1-sulfonic acid

Details

• Internal ID: e79221bb-fb53-49e0-b05f-a8cdd4696ba8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-3-[[(6S,9S,12R,15R,18S,19R)-6-(2-amino-2-oxoethyl)-15-(3-amino-3-oxopropyl)-12-[(4-bromophenyl)methyl]-9-[(1S)-1-hydroxyethyl]-7,16,19-trimethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-1-[(2S)-3-(4-bromophenyl)-2-[[(2R)-2-formamidopropanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3,3-dimethylpentanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-oxopropane-1-sulfonic acid
• InChI: InChI=1S/C80H112Br2N20O22S/c1-11-80(7,8)65(99-73(115)57-19-15-31-102(57)76(118)54(94-66(108)41(4)90-39-103)33-45-22-26-48(82)27-23-45)75(117)96-62(40(2)3)74(116)93-53(34-46-36-88-50-17-13-12-16-49(46)50)68(110)91-51(18-14-30-87-79(85)86)67(109)95-55(38-125(121,122)123)70(112)98-64-43(6)124-61(107)37-89-71(113)58(35-60(84)106)101(10)77(119)63(42(5)104)97-69(111)52(32-44-20-24-47(81)25-21-44)92-72(114)56(28-29-59(83)105)100(9)78(64)120/h12-13,16-17,20-27,36,39-43,51-58,62-65,88,104H,11,14-15,18-19,28-35,37-38H2,1-10H3,(H2,83,105)(H2,84,106)(H,89,113)(H,90,103)(H,91,110)(H,92,114)(H,93,116)(H,94,108)(H,95,109)(H,96,117)(H,97,111)(H,98,112)(H,99,115)(H4,85,86,87)(H,121,122,123)/t41-,42+,43-,51-,52-,53-,54+,55-,56-,57-,58+,62+,63+,64+,65-/m1/s1
• InChI Key: GBNMVMAUEMBTAU-ROOMHFDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₀H₁₁₂Br₂N₂₀O₂₂S
• Molecular Weight: 1897.70 g/mol
• Exact Mass: 1896.63270 g/mol
• Topological Polar Surface Area (TPSA): 654.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -3.31
• H-Bond Acceptor: 22
• H-Bond Donor: 19
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8508	85.08%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4988	49.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8032	80.32%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.6809	68.09%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8770	87.70%
CYP3A4 substrate	+	0.7655	76.55%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8327	83.27%
CYP3A4 inhibition	-	0.6550	65.50%
CYP2C9 inhibition	-	0.6952	69.52%
CYP2C19 inhibition	-	0.6571	65.71%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	-	0.7005	70.05%
CYP2C8 inhibition	+	0.8584	85.84%
CYP inhibitory promiscuity	-	0.8410	84.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5613	56.13%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7552	75.52%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7239	72.39%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5349	53.49%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9493	94.93%
Acute Oral Toxicity (c)	III	0.5715	57.15%
Estrogen receptor binding	-	0.5655	56.55%
Androgen receptor binding	+	0.7280	72.80%
Thyroid receptor binding	+	0.8230	82.30%
Glucocorticoid receptor binding	+	0.8519	85.19%
Aromatase binding	+	0.8279	82.79%
PPAR gamma	+	0.7879	78.79%
Honey bee toxicity	-	0.5994	59.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL333	P08253	Matrix metalloproteinase-2	99.96%	96.31%
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.77%	98.33%
CHEMBL3837	P07711	Cathepsin L	99.68%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.66%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	99.60%	90.08%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	99.17%	91.81%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.80%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	98.71%	97.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL321	P14780	Matrix metalloproteinase 9	98.67%	92.12%
CHEMBL3729	P22748	Carbonic anhydrase IV	98.24%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.16%	82.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.13%	94.66%
CHEMBL261	P00915	Carbonic anhydrase I	97.75%	96.76%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	97.34%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	96.96%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	96.77%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	96.70%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	96.57%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.44%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.44%	88.56%
CHEMBL259	P32245	Melanocortin receptor 4	96.32%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.95%	97.09%
CHEMBL4801	P29466	Caspase-1	95.66%	96.85%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.60%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.58%	93.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	95.48%	88.10%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	95.44%	98.24%
CHEMBL4644	P41968	Melanocortin receptor 3	95.28%	99.52%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	95.15%	88.42%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	95.06%	95.00%
CHEMBL4123	P30989	Neurotensin receptor 1	94.97%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.87%	96.47%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	94.40%	85.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.53%	98.05%
CHEMBL325	Q13547	Histone deacetylase 1	93.27%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.26%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.94%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.74%	97.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	92.71%	97.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	92.68%	96.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.21%	85.31%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	92.16%	96.11%
CHEMBL4393	P39900	Matrix metalloproteinase 12	92.01%	92.22%
CHEMBL205	P00918	Carbonic anhydrase II	91.46%	98.44%
CHEMBL2535	P11166	Glucose transporter	91.33%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.90%	93.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	89.98%	95.34%
CHEMBL3524	P56524	Histone deacetylase 4	89.96%	92.97%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.89%	100.00%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	89.38%	96.28%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.80%	95.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.29%	93.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.25%	93.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.06%	95.83%
CHEMBL5646	Q6L5J4	FML2_HUMAN	87.00%	100.00%
CHEMBL1801	P00747	Plasminogen	86.55%	92.44%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.48%	99.18%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	86.45%	89.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.43%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	86.39%	98.59%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.11%	90.93%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	85.95%	99.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.63%	96.25%
CHEMBL4608	P33032	Melanocortin receptor 5	85.27%	97.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.61%	96.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.03%	99.17%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.94%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.87%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.85%	95.50%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	83.84%	82.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.60%	100.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.68%	92.38%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL5028	O14672	ADAM10	82.59%	97.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.54%	96.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.85%	96.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.85%	92.32%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	81.53%	98.94%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.37%	94.01%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.00%	95.71%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.87%	92.86%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.02%	85.83%
CHEMBL5500	Q92831	Histone acetyltransferase PCAF	80.01%	91.96%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163067886
• LOTUS: LTS0227300
• wikiData: Q105005973