(2R)-3-[[(3S,6R,9R,10S,13S,16S)-13-(2-amino-2-oxoethyl)-6-(3-amino-3-oxopropyl)-10-methyl-2,5,8,12,15-pentaoxo-3-propan-2-yl-11-oxa-1,4,7,14-tetrazabicyclo[14.3.0]nonadecan-9-yl]amino]-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[2-[[(2S)-1-[3-(4-bromophenyl)-2-[[(2S)-2-formamidopropanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3,3-dimethylbutanoyl]amino]-3,3-dimethylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-oxopropane-1-sulfonic acid

Details

• Internal ID: cabc21dc-b498-4c8e-bc2e-cd0e4457a2b0
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-3-[[(3S,6R,9R,10S,13S,16S)-13-(2-amino-2-oxoethyl)-6-(3-amino-3-oxopropyl)-10-methyl-2,5,8,12,15-pentaoxo-3-propan-2-yl-11-oxa-1,4,7,14-tetrazabicyclo[14.3.0]nonadecan-9-yl]amino]-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[2-[[(2S)-1-[3-(4-bromophenyl)-2-[[(2S)-2-formamidopropanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3,3-dimethylbutanoyl]amino]-3,3-dimethylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-oxopropane-1-sulfonic acid
• SMILES (Canonical): CCC(C)(C)C(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCN=C(N)N)C(=O)NC(CS(=O)(=O)O)C(=O)NC3C(OC(=O)C(NC(=O)C4CCCN4C(=O)C(NC(=O)C(NC3=O)CCC(=O)N)C(C)C)CC(=O)N)C)NC(=O)C(C(C)(C)C)NC(=O)C5CCCN5C(=O)C(CC6=CC=C(C=C6)Br)NC(=O)C(C)NC=O
• SMILES (Isomeric): CCC(C)(C)[C@H](C(=O)N[C@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@H](CCCN=C(N)N)C(=O)N[C@@H](CS(=O)(=O)O)C(=O)N[C@@H]3[C@@H](OC(=O)[C@@H](NC(=O)[C@@H]4CCCN4C(=O)[C@@H](NC(=O)[C@H](NC3=O)CCC(=O)N)C(C)C)CC(=O)N)C)NC(=O)C(C(C)(C)C)NC(=O)[C@@H]5CCCN5C(=O)C(CC6=CC=C(C=C6)Br)NC(=O)[C@H](C)NC=O
• InChI: InChI=1S/C74H108BrN19O20S/c1-11-74(9,10)58(92-67(106)57(73(6,7)8)91-65(104)52-21-15-29-93(52)69(108)48(86-59(98)38(4)82-36-95)31-40-22-24-42(75)25-23-40)68(107)85-47(32-41-34-81-44-18-13-12-17-43(41)44)62(101)83-45(19-14-28-80-72(78)79)60(99)88-50(35-115(111,112)113)63(102)90-56-39(5)114-71(110)49(33-54(77)97)87-64(103)51-20-16-30-94(51)70(109)55(37(2)3)89-61(100)46(84-66(56)105)26-27-53(76)96/h12-13,17-18,22-25,34,36-39,45-52,55-58,81H,11,14-16,19-21,26-33,35H2,1-10H3,(H2,76,96)(H2,77,97)(H,82,95)(H,83,101)(H,84,105)(H,85,107)(H,86,98)(H,87,103)(H,88,99)(H,89,100)(H,90,102)(H,91,104)(H,92,106)(H4,78,79,80)(H,111,112,113)/t38-,39-,45+,46+,47+,48?,49-,50-,51-,52-,55-,56+,57?,58-/m0/s1
• InChI Key: KDPZREDHSDXDIZ-JSBRDQSLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₄H₁₀₈BrN₁₉O₂₀S
• Molecular Weight: 1695.70 g/mol
• Exact Mass: 1693.69221 g/mol
• Topological Polar Surface Area (TPSA): 616.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.15
• H-Bond Acceptor: 20
• H-Bond Donor: 17
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8304	83.04%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4954	49.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9703	97.03%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8743	87.43%
CYP3A4 substrate	+	0.7648	76.48%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.6798	67.98%
CYP2C9 inhibition	-	0.6980	69.80%
CYP2C19 inhibition	-	0.6523	65.23%
CYP2D6 inhibition	-	0.8484	84.84%
CYP1A2 inhibition	-	0.7122	71.22%
CYP2C8 inhibition	+	0.8511	85.11%
CYP inhibitory promiscuity	-	0.7633	76.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5524	55.24%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7057	70.57%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5277	52.77%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6841	68.41%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	-	0.5598	55.98%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.8103	81.03%
Glucocorticoid receptor binding	+	0.8437	84.37%
Aromatase binding	+	0.8229	82.29%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.6070	60.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	99.99%	96.31%
CHEMBL3837	P07711	Cathepsin L	99.90%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL321	P14780	Matrix metalloproteinase 9	99.75%	92.12%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.53%	97.64%
CHEMBL4588	P22894	Matrix metalloproteinase 8	99.52%	94.66%
CHEMBL230	P35354	Cyclooxygenase-2	99.42%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.08%	98.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.92%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	98.91%	95.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.89%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.74%	95.56%
CHEMBL4644	P41968	Melanocortin receptor 3	98.16%	99.52%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.88%	91.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	97.54%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.26%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.07%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.20%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.16%	82.38%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	94.92%	98.24%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.48%	97.23%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.47%	98.05%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.38%	88.56%
CHEMBL261	P00915	Carbonic anhydrase I	94.35%	96.76%
CHEMBL325	Q13547	Histone deacetylase 1	94.32%	95.92%
CHEMBL4073	P09237	Matrix metalloproteinase 7	94.29%	97.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.89%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	93.55%	96.11%
CHEMBL3729	P22748	Carbonic anhydrase IV	93.43%	99.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.41%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.31%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.07%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.00%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.89%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	91.80%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	91.78%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.60%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.51%	96.90%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	91.00%	88.42%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.38%	95.83%
CHEMBL4801	P29466	Caspase-1	89.77%	96.85%
CHEMBL4123	P30989	Neurotensin receptor 1	89.56%	96.67%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.36%	99.18%
CHEMBL2535	P11166	Glucose transporter	89.19%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.03%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.86%	93.03%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.85%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	87.50%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.40%	90.93%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	87.26%	96.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.10%	96.38%
CHEMBL4393	P39900	Matrix metalloproteinase 12	86.97%	92.22%
CHEMBL1937	Q92769	Histone deacetylase 2	86.76%	94.75%
CHEMBL1801	P00747	Plasminogen	86.38%	92.44%
CHEMBL5028	O14672	ADAM10	86.28%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.86%	93.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.81%	97.31%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	85.13%	92.86%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.35%	90.95%
CHEMBL1902	P62942	FK506-binding protein 1A	83.74%	97.05%
CHEMBL4608	P33032	Melanocortin receptor 5	83.58%	97.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	82.51%	88.10%
CHEMBL283	P08254	Matrix metalloproteinase 3	82.45%	97.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.26%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.25%	94.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.18%	95.00%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	81.90%	82.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.54%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101622255
• LOTUS: LTS0180839
• wikiData: Q105139319