(2R,3S,4S)-4-[[(2S,3S)-3-amino-2-[[(Z)-2-[[2-[(3-hydroxy-2,6,8-trimethyldeca-4,6-dienoyl)amino]acetyl]amino]but-2-enoyl]amino]butanoyl]amino]-N'-[(3R,6S,9S,15R,18R,19R,22S,24S)-24-chloro-6-[(1R)-1-hydroxyethyl]-15-(methoxymethyl)-3-[(R)-methoxy-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl]-7,9-dimethyl-2,5,8,11,14,17,21-heptaoxo-19-propan-2-yl-20-oxa-1,4,7,10,13,16-hexazabicyclo[20.4.0]hexacosan-18-yl]-2,3-dimethylpentanediamide

Details

• Internal ID: 733623c4-a823-424b-b921-0f2caacdea61
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
• IUPAC Name: (2R,3S,4S)-4-[[(2S,3S)-3-amino-2-[[(Z)-2-[[2-[(3-hydroxy-2,6,8-trimethyldeca-4,6-dienoyl)amino]acetyl]amino]but-2-enoyl]amino]butanoyl]amino]-N'-[(3R,6S,9S,15R,18R,19R,22S,24S)-24-chloro-6-[(1R)-1-hydroxyethyl]-15-(methoxymethyl)-3-[(R)-methoxy-[4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl]-7,9-dimethyl-2,5,8,11,14,17,21-heptaoxo-19-propan-2-yl-20-oxa-1,4,7,10,13,16-hexazabicyclo[20.4.0]hexacosan-18-yl]-2,3-dimethylpentanediamide
• SMILES (Canonical): CCC(C)C=C(C)C=CC(C(C)C(=O)NCC(=O)NC(=CC)C(=O)NC(C(C)N)C(=O)NC(C(C)C(C)C(=O)N)C(=O)NC1C(OC(=O)C2CC(CCN2C(=O)C(NC(=O)C(N(C(=O)C(NC(=O)CNC(=O)C(NC1=O)COC)C)C)C(C)O)C(C3=CC=C(C=C3)OC4C(C(C(C(O4)C)O)O)O)OC)Cl)C(C)C)O
• SMILES (Isomeric): CCC(C)C=C(C)C=CC(C(C)C(=O)NCC(=O)N/C(=C\C)/C(=O)N[C@@H]([C@H](C)N)C(=O)N[C@@H]([C@@H](C)[C@@H](C)C(=O)N)C(=O)N[C@@H]1[C@H](OC(=O)[C@@H]2C[C@H](CCN2C(=O)[C@H](NC(=O)[C@@H](N(C(=O)[C@@H](NC(=O)CNC(=O)[C@H](NC1=O)COC)C)C)[C@@H](C)O)[C@@H](C3=CC=C(C=C3)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)OC)Cl)C(C)C)O
• InChI: InChI=1S/C72H112ClN13O23/c1-17-33(5)27-34(6)19-24-48(88)37(9)62(95)76-30-50(90)79-45(18-2)64(97)82-52(38(10)74)66(99)81-51(35(7)36(8)61(75)94)65(98)83-53-59(32(3)4)109-71(104)47-28-43(73)25-26-86(47)70(103)54(60(106-16)42-20-22-44(23-21-42)108-72-58(93)57(92)56(91)41(13)107-72)84-68(101)55(40(12)87)85(14)69(102)39(11)78-49(89)29-77-63(96)46(31-105-15)80-67(53)100/h18-24,27,32-33,35-41,43,46-48,51-60,72,87-88,91-93H,17,25-26,28-31,74H2,1-16H3,(H2,75,94)(H,76,95)(H,77,96)(H,78,89)(H,79,90)(H,80,100)(H,81,99)(H,82,97)(H,83,98)(H,84,101)/b24-19?,34-27?,45-18-/t33?,35-,36+,37?,38-,39-,40+,41-,43-,46+,47-,48?,51-,52-,53+,54+,55-,56-,57+,58+,59+,60+,72-/m0/s1
• InChI Key: FMEFONVJOKEKCD-VCDYIPMFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₁₁₂ClN₁₃O₂₃
• Molecular Weight: 1563.20 g/mol
• Exact Mass: 1561.7682546 g/mol
• Topological Polar Surface Area (TPSA): 536.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -3.55
• H-Bond Acceptor: 24
• H-Bond Donor: 16
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7337	73.37%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4783	47.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8021	80.21%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9598	95.98%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8691	86.91%
CYP3A4 substrate	+	0.7617	76.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	-	0.7879	78.79%
CYP2C19 inhibition	-	0.8064	80.64%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	-	0.8372	83.72%
CYP2C8 inhibition	+	0.8613	86.13%
CYP inhibitory promiscuity	-	0.9567	95.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.7512	75.12%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5414	54.14%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	+	0.5643	56.43%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	+	0.7594	75.94%
Glucocorticoid receptor binding	+	0.8251	82.51%
Aromatase binding	+	0.7935	79.35%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.6066	60.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9075	90.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.48%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.57%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.40%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.16%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	98.15%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	96.13%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.07%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.01%	99.17%
CHEMBL4208	P20618	Proteasome component C5	94.57%	90.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	93.71%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.23%	95.89%
CHEMBL3837	P07711	Cathepsin L	93.20%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.70%	90.08%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.47%	91.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.06%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.58%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.00%	97.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.86%	96.31%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.80%	83.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.73%	98.33%
CHEMBL4072	P07858	Cathepsin B	87.55%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.10%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.35%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.17%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.87%	89.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.87%	94.66%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.18%	96.11%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	85.12%	95.71%
CHEMBL3384	Q16512	Protein kinase N1	83.98%	80.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.10%	82.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.01%	98.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.94%	95.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.89%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.84%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.80%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.70%	97.64%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.62%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.28%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.22%	96.90%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.97%	85.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.83%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162822142
• LOTUS: LTS0022730
• wikiData: Q104997744