(2R)-2-[(3S,6S,9S,15S,19S,23E,25E,28R,29R,30R)-6-[(1R)-2-amino-1-hydroxy-2-oxoethyl]-19-hydroxy-15-(hydroxymethyl)-28-methoxy-29-methyl-2,5,8,11,14,17,22-heptaoxo-30-[(2S)-pentan-2-yl]-3-propan-2-yl-1-oxa-4,7,10,13,16,21-hexazacyclotriaconta-23,25-dien-9-yl]propanamide

Details

• Internal ID: d33421c7-9ee7-4bbb-b97a-e0a7c230eeb8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-2-[(3S,6S,9S,15S,19S,23E,25E,28R,29R,30R)-6-[(1R)-2-amino-1-hydroxy-2-oxoethyl]-19-hydroxy-15-(hydroxymethyl)-28-methoxy-29-methyl-2,5,8,11,14,17,22-heptaoxo-30-[(2S)-pentan-2-yl]-3-propan-2-yl-1-oxa-4,7,10,13,16,21-hexazacyclotriaconta-23,25-dien-9-yl]propanamide
• SMILES (Canonical): CCCC(C)C1C(C(CC=CC=CC(=O)NCC(CC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)C)C(C(=O)N)O)C(C)C(=O)N)CO)O)OC)C
• SMILES (Isomeric): CCC[C@H](C)[C@@H]1[C@@H]([C@@H](C/C=C/C=C/C(=O)NC[C@H](CC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)C(C)C)[C@H](C(=O)N)O)[C@@H](C)C(=O)N)CO)O)OC)C
• InChI: InChI=1S/C39H64N8O14/c1-8-12-20(4)33-21(5)25(60-7)13-10-9-11-14-26(50)42-16-23(49)15-27(51)44-24(18-48)36(56)43-17-28(52)45-30(22(6)34(40)54)37(57)47-31(32(53)35(41)55)38(58)46-29(19(2)3)39(59)61-33/h9-11,14,19-25,29-33,48-49,53H,8,12-13,15-18H2,1-7H3,(H2,40,54)(H2,41,55)(H,42,50)(H,43,56)(H,44,51)(H,45,52)(H,46,58)(H,47,57)/b10-9+,14-11+/t20-,21+,22+,23-,24-,25+,29-,30-,31-,32+,33+/m0/s1
• InChI Key: ZXPXLSITCJVAOQ-TWHMTECCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄N₈O₁₄
• Molecular Weight: 869.00 g/mol
• Exact Mass: 868.45419875 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -3.96
• H-Bond Acceptor: 14
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5289	52.89%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4898	48.98%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8036	80.36%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8656	86.56%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.8639	86.39%
CYP3A4 substrate	+	0.7183	71.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.7760	77.60%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.9098	90.98%
CYP2C8 inhibition	+	0.6887	68.87%
CYP inhibitory promiscuity	-	0.9893	98.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.7638	76.38%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3608	36.08%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5475	54.75%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6849	68.49%
Acute Oral Toxicity (c)	III	0.6758	67.58%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	+	0.5923	59.23%
Aromatase binding	+	0.6371	63.71%
PPAR gamma	+	0.7745	77.45%
Honey bee toxicity	-	0.6828	68.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.7640	76.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.81%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.41%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.20%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.61%	92.88%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.16%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.00%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.77%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.80%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	90.84%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.60%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.03%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.10%	96.61%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.54%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.87%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.56%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.35%	91.07%
CHEMBL1801	P00747	Plasminogen	83.03%	92.44%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.55%	91.24%
CHEMBL4581	P52732	Kinesin-like protein 1	81.49%	93.18%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.11%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.60%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.39%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163008683
• LOTUS: LTS0072796
• wikiData: Q105385691