(2S)-2-[[(1R,8S,11R,16R,19S)-4-hydroxy-16-[[(2S)-3-hydroxy-2-[[2-[(4-hydroxy-2-propan-2-yloxycarbonyl-1H-imidazole-5-carbothioyl)amino]acetyl]amino]propanoyl]amino]-8-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-9,17,20-trioxo-6-sulfanylidene-13,14-dithia-3,7,10,18,21,25-hexazatricyclo[19.2.1.12,5]pentacosa-2,4-diene-11-carbonyl]amino]-4-methylsulfanylbutanoic acid

Details

• Internal ID: 36bd7c30-bed3-4e6c-aa4f-08ae091476f3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(1R,8S,11R,16R,19S)-4-hydroxy-16-[[(2S)-3-hydroxy-2-[[2-[(4-hydroxy-2-propan-2-yloxycarbonyl-1H-imidazole-5-carbothioyl)amino]acetyl]amino]propanoyl]amino]-8-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-9,17,20-trioxo-6-sulfanylidene-13,14-dithia-3,7,10,18,21,25-hexazatricyclo[19.2.1.12,5]pentacosa-2,4-diene-11-carbonyl]amino]-4-methylsulfanylbutanoic acid
• SMILES (Canonical): CC(C)OC(=O)C1=NC(=C(N1)C(=S)NCC(=O)NC(CO)C(=O)NC2CSSCC(NC(=O)C(NC(=S)C3=C(N=C(N3)C4CCN(C4)C(=O)C(NC2=O)CC5=CC=C(C=C5)O)O)CO)C(=O)NC(CCSC)C(=O)O)O
• SMILES (Isomeric): CC(C)OC(=O)C1=NC(=C(N1)C(=S)NCC(=O)N[C@@H](CO)C(=O)N[C@H]2CSSC[C@H](NC(=O)[C@@H](NC(=S)C3=C(N=C(N3)[C@@H]4CCN(C4)C(=O)[C@@H](NC2=O)CC5=CC=C(C=C5)O)O)CO)C(=O)N[C@@H](CCSC)C(=O)O)O
• InChI: InChI=1S/C44H58N12O15S5/c1-19(2)71-44(70)33-53-30(38(65)55-33)40(72)45-13-29(60)46-25(15-57)34(61)49-28-18-76-75-17-27(36(63)47-23(43(68)69)9-11-74-3)50-35(62)26(16-58)51-41(73)31-39(66)54-32(52-31)21-8-10-56(14-21)42(67)24(48-37(28)64)12-20-4-6-22(59)7-5-20/h4-7,19,21,23-28,57-59,65-66H,8-18H2,1-3H3,(H,45,72)(H,46,60)(H,47,63)(H,48,64)(H,49,61)(H,50,62)(H,51,73)(H,52,54)(H,53,55)(H,68,69)/t21-,23+,24+,25+,26+,27+,28+/m1/s1
• InChI Key: MEBVWORBCURQLN-CVSBKWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₈N₁₂O₁₅S₅
• Molecular Weight: 1155.30 g/mol
• Exact Mass: 1154.27481506 g/mol
• Topological Polar Surface Area (TPSA): 552.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 21
• H-Bond Donor: 15
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7854	78.54%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3768	37.68%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8047	80.47%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8055	80.55%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9446	94.46%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8647	86.47%
CYP3A4 substrate	+	0.7577	75.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.9027	90.27%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.6919	69.19%
CYP2D6 inhibition	-	0.8655	86.55%
CYP1A2 inhibition	-	0.7693	76.93%
CYP2C8 inhibition	+	0.8303	83.03%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7570	75.70%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.7013	70.13%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.6430	64.30%
Glucocorticoid receptor binding	+	0.6376	63.76%
Aromatase binding	+	0.7144	71.44%
PPAR gamma	+	0.7348	73.48%
Honey bee toxicity	-	0.6349	63.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9311	93.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.96%	93.10%
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.79%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL236	P41143	Delta opioid receptor	97.63%	99.35%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.62%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.16%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	95.21%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.18%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.32%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	91.62%	95.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.28%	97.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.25%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.80%	99.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.50%	97.64%
CHEMBL261	P00915	Carbonic anhydrase I	90.45%	96.76%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.43%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.29%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.17%	97.23%
CHEMBL226	P30542	Adenosine A1 receptor	89.79%	95.93%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.86%	92.29%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.34%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.08%	90.93%
CHEMBL221	P23219	Cyclooxygenase-1	87.27%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.99%	95.89%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.75%	88.42%
CHEMBL4644	P41968	Melanocortin receptor 3	86.45%	99.52%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.01%	88.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.41%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.18%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.13%	93.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.31%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	83.83%	90.20%
CHEMBL255	P29275	Adenosine A2b receptor	83.47%	98.59%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.25%	89.67%
CHEMBL4072	P07858	Cathepsin B	83.24%	93.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.90%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.66%	92.88%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.43%	96.31%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	81.27%	81.58%
CHEMBL2535	P11166	Glucose transporter	80.91%	98.75%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	80.65%	92.80%
CHEMBL4608	P33032	Melanocortin receptor 5	80.58%	97.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.11%	82.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190424
• LOTUS: LTS0018138
• wikiData: Q105162119