Poaeamide B

Details

• Internal ID: 143ed650-9cb9-4ae4-b685-6df8b0830c03
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 5-[[3,21-di(butan-2-yl)-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-4-[[2-(3-hydroxydecanoylamino)-4-methylpentanoyl]amino]-5-oxopentanoic acid
• InChI: InChI=1S/C61H108N10O17/c1-15-18-19-20-21-22-39(74)29-47(75)62-41(25-32(4)5)53(79)63-40(23-24-48(76)77)52(78)71-51-38(14)88-61(87)50(37(13)17-3)70-58(84)46(31-73)68-55(81)43(27-34(8)9)64-54(80)42(26-33(6)7)65-57(83)45(30-72)67-56(82)44(28-35(10)11)66-59(85)49(36(12)16-2)69-60(51)86/h32-46,49-51,72-74H,15-31H2,1-14H3,(H,62,75)(H,63,79)(H,64,80)(H,65,83)(H,66,85)(H,67,82)(H,68,81)(H,69,86)(H,70,84)(H,71,78)(H,76,77)
• InChI Key: HSTGPRBYUIRAIR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₁₀₈N₁₀O₁₇
• Molecular Weight: 1253.60 g/mol
• Exact Mass: 1252.78939201 g/mol
• Topological Polar Surface Area (TPSA): 415.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 16
• H-Bond Donor: 14
• Rotatable Bonds: 30

Synonyms

• 5-[[3,21-di(butan-2-yl)-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-4-[[2-(3-hydroxydecanoylamino)-4-methylpentanoyl]amino]-5-oxopentanoic acid
• 4-((3,21-bis(butan-2-yl)-5,8,11,14,17,20,23-heptahydroxy-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-24-yl)-C-hydroxycarbonimidoyl)-4-((2-((1,3-dihydroxydecylidene)amino)-1-hydroxy-4-methylpentylidene)amino)butanoate
• 4-{[3,21-bis(butan-2-yl)-5,8,11,14,17,20,23-heptahydroxy-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-24-yl]-C-hydroxycarbonimidoyl}-4-({2-[(1,3-dihydroxydecylidene)amino]-1-hydroxy-4-methylpentylidene}amino)butanoate
• 5-((3,21-di(butan-2-yl)-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl)amino)-4-((2-(3-hydroxydecanoylamino)-4-methylpentanoyl)amino)-5-oxopentanoic acid
• RefChem:174973
• CHEBI:221596

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5058	50.58%
Caco-2	-	0.8588	85.88%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8186	81.86%
OATP1B3 inhibitior	+	0.8899	88.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9387	93.87%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	+	0.8703	87.03%
CYP3A4 substrate	+	0.6940	69.40%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.6690	66.90%
CYP2C9 inhibition	-	0.9408	94.08%
CYP2C19 inhibition	-	0.9364	93.64%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9435	94.35%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	-	0.9871	98.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6344	63.44%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6512	65.12%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5522	55.22%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	+	0.6779	67.79%
Thyroid receptor binding	+	0.5205	52.05%
Glucocorticoid receptor binding	+	0.6755	67.55%
Aromatase binding	+	0.6930	69.30%
PPAR gamma	+	0.7650	76.50%
Honey bee toxicity	-	0.7694	76.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5665	56.65%
Fish aquatic toxicity	-	0.4210	42.10%

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%
CHEMBL3837	P07711	Cathepsin L	99.16%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.44%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.04%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	97.20%	92.08%
CHEMBL4801	P29466	Caspase-1	96.40%	96.85%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.02%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	94.83%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.19%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.49%	90.08%
CHEMBL3468	P55210	Caspase-7	92.77%	95.68%
CHEMBL230	P35354	Cyclooxygenase-2	92.63%	89.63%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	90.90%	96.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.73%	91.81%
CHEMBL3776	Q14790	Caspase-8	90.58%	97.06%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.41%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.94%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	89.83%	90.20%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.13%	89.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.65%	95.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.40%	97.23%
CHEMBL1801	P00747	Plasminogen	87.72%	92.44%
CHEMBL221	P23219	Cyclooxygenase-1	87.42%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.08%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.93%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.42%	94.66%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.29%	90.24%
CHEMBL237	P41145	Kappa opioid receptor	84.93%	98.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL236	P41143	Delta opioid receptor	84.70%	99.35%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.30%	92.32%
CHEMBL5255	O00206	Toll-like receptor 4	84.07%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	83.22%	85.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.12%	93.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.70%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.45%	97.64%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	82.29%	97.50%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	82.23%	93.85%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.11%	97.09%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	81.67%	96.11%
CHEMBL1937	Q92769	Histone deacetylase 2	81.65%	94.75%
CHEMBL2514	O95665	Neurotensin receptor 2	81.54%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	81.35%	98.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.10%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.26%	97.25%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.25%	92.29%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.19%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720618
• LOTUS: LTS0099704
• wikiData: Q104168358