(3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(3-amino-3-oxopropyl)-15-[(2S)-butan-2-yl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide

Details

• Internal ID: d9153696-fbe4-4649-b3e9-41764b7721e0
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(3-amino-3-oxopropyl)-15-[(2S)-butan-2-yl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)CC(CCCCCCCCCCCCN=C(N)N)O)C)C)CCC(=O)N)C(C)O)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C[C@@H](CCCCCCCCCCCCN=C(N)N)O)C)C)CCC(=O)N)[C@@H](C)O)C(C)C
• InChI: InChI=1S/C43H78N10O11/c1-8-25(4)34-39(60)51-33(24(2)3)38(59)53-35(27(6)54)40(61)49-30(20-21-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)52-34)50-32(57)23-29(55)19-17-15-13-11-9-10-12-14-16-18-22-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,60)(H,52,62)(H,53,59)(H4,45,46,47)/t25-,26+,27+,28+,29+,30+,33-,34+,35+,36-/m0/s1
• InChI Key: DXZIDYHKMNHXIN-XZOPSULUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₈N₁₀O₁₁
• Molecular Weight: 911.10 g/mol
• Exact Mass: 910.58515334 g/mol
• Topological Polar Surface Area (TPSA): 349.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5281	52.81%
Caco-2	-	0.8594	85.94%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5831	58.31%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8071	80.71%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7355	73.55%
P-glycoprotein substrate	+	0.8467	84.67%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.9198	91.98%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.9027	90.27%
CYP2C8 inhibition	+	0.5404	54.04%
CYP inhibitory promiscuity	-	0.9950	99.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.7728	77.28%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4530	45.30%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5685	56.85%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.6167	61.67%
Thyroid receptor binding	+	0.5240	52.40%
Glucocorticoid receptor binding	+	0.6029	60.29%
Aromatase binding	+	0.7029	70.29%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.7405	74.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5024	50.24%
Fish aquatic toxicity	-	0.5239	52.39%

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	97.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.29%	96.47%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.02%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.85%	98.05%
CHEMBL1937	Q92769	Histone deacetylase 2	91.46%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.09%	90.71%
CHEMBL3837	P07711	Cathepsin L	89.21%	96.61%
CHEMBL1949	P62937	Cyclophilin A	89.19%	98.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.90%	94.66%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.89%	97.29%
CHEMBL255	P29275	Adenosine A2b receptor	87.38%	98.59%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	86.58%	96.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.93%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.46%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.26%	96.90%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.03%	97.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.01%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	83.70%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.46%	90.08%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.34%	95.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.29%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.26%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.71%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.02%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.61%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.57%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163045108
• LOTUS: LTS0246995
• wikiData: Q104991269