N-[(15R,21Z,27S,29S,34S,37S)-29-benzyl-21-ethylidene-5,6,27-trihydroxy-31,37-dimethyl-10,16,19,22,30,32,35,38-octaoxo-34-propan-2-yl-36-oxa-9,11,17,20,23,28,31,33-octazatetracyclo[16.13.6.124,28.03,8]octatriaconta-3,5,7-trien-15-yl]-2-methylpropanamide

Details

• Internal ID: cda7533c-484f-4865-8e89-c2aac1606dd3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(15R,21Z,27S,29S,34S,37S)-29-benzyl-21-ethylidene-5,6,27-trihydroxy-31,37-dimethyl-10,16,19,22,30,32,35,38-octaoxo-34-propan-2-yl-36-oxa-9,11,17,20,23,28,31,33-octazatetracyclo[16.13.6.124,28.03,8]octatriaconta-3,5,7-trien-15-yl]-2-methylpropanamide
• InChI: InChI=1S/C47H63N9O13/c1-8-28-40(61)51-30-16-17-36(59)56(44(30)65)33(19-26-13-10-9-11-14-26)45(66)55(7)32-20-27-21-34(57)35(58)22-31(27)52-47(68)48-18-12-15-29(50-39(60)24(4)5)41(62)54-38(43(64)49-28)25(6)69-46(67)37(23(2)3)53-42(32)63/h8-11,13-14,21-25,29-30,32-33,36-38,57-59H,12,15-20H2,1-7H3,(H,49,64)(H,50,60)(H,51,61)(H,53,63)(H,54,62)(H2,48,52,68)/b28-8-/t25-,29+,30?,32?,33-,36-,37-,38?/m0/s1
• InChI Key: MHMMGTGXNPFNAJ-AXUBZOPKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₃N₉O₁₃
• Molecular Weight: 962.10 g/mol
• Exact Mass: 961.45453310 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6049	60.49%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5426	54.26%
OATP2B1 inhibitior	-	0.5752	57.52%
OATP1B1 inhibitior	+	0.8133	81.33%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8576	85.76%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.8621	86.21%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.7883	78.83%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.8090	80.90%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.7711	77.11%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.7692	76.92%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4735	47.35%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.6310	63.10%
Estrogen receptor binding	+	0.8315	83.15%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.5962	59.62%
Glucocorticoid receptor binding	+	0.6151	61.51%
Aromatase binding	+	0.6016	60.16%
PPAR gamma	+	0.7876	78.76%
Honey bee toxicity	-	0.6716	67.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8697	86.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL248	P08246	Leukocyte elastase	12 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.82%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL4072	P07858	Cathepsin B	97.12%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.30%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.29%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.91%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.73%	89.67%
CHEMBL236	P41143	Delta opioid receptor	91.62%	99.35%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.43%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	91.11%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.54%	90.71%
CHEMBL204	P00734	Thrombin	89.36%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.00%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.26%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.62%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.54%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.16%	91.07%
CHEMBL3524	P56524	Histone deacetylase 4	83.87%	92.97%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.64%	99.15%
CHEMBL1902	P62942	FK506-binding protein 1A	83.19%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.19%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.84%	97.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.79%	97.64%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.67%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.44%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.15%	98.24%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.59%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162858662
• LOTUS: LTS0187898
• wikiData: Q105163875