Pleofungin B

Details

• Internal ID: 9d0f5dc1-76f7-4cb2-a532-cab587561433
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S,3S)-2-[acetyl(methyl)amino]-N-[(2S,5S,8S,11S,14S,17S,20S,23S,26R,27S)-8-[(2S)-butan-2-yl]-14-[(1R)-1-hydroxyethyl]-10,16,20,22,26-pentamethyl-5,11,23-tris(2-methylpropyl)-3,6,9,12,15,18,21,24,28-nonaoxo-2,17-di(propan-2-yl)-1,4,25-trioxa-7,10,13,16,19,22-hexazacyclooctacos-27-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)OC(C(C(=O)OC(C(=O)OC(C(=O)N1)CC(C)C)C(C)C)NC(=O)C(C(C)CC)N(C)C(=O)C)C)CC(C)C)C)C)C(C)C)C)C(C)O)CC(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)N([C@H](C(=O)O[C@@H]([C@@H](C(=O)O[C@H](C(=O)O[C@H](C(=O)N1)CC(C)C)C(C)C)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)C)C)CC(C)C)C)C)C(C)C)C)[C@@H](C)O)CC(C)C)C
• InChI: InChI=1S/C57H100N8O15/c1-23-33(13)42-53(73)63(20)39(25-28(3)4)48(68)60-43(36(16)66)54(74)65(22)45(31(9)10)50(70)58-35(15)52(72)64(21)40(26-29(5)6)55(75)78-37(17)44(61-51(71)46(34(14)24-2)62(19)38(18)67)56(76)80-47(32(11)12)57(77)79-41(27-30(7)8)49(69)59-42/h28-37,39-47,66H,23-27H2,1-22H3,(H,58,70)(H,59,69)(H,60,68)(H,61,71)/t33-,34-,35-,36+,37+,39-,40-,41-,42-,43-,44-,45-,46-,47-/m0/s1
• InChI Key: KDYAIJKSHVNOPY-JJEVNUORSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₁₀₀N₈O₁₅
• Molecular Weight: 1137.40 g/mol
• Exact Mass: 1136.73081451 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8084	80.84%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4047	40.47%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.7783	77.83%
OATP1B3 inhibitior	+	0.8834	88.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9318	93.18%
BSEP inhibitior	+	0.7890	78.90%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8550	85.50%
CYP3A4 substrate	+	0.7208	72.08%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8463	84.63%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	-	0.9082	90.82%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.9337	93.37%
CYP2C8 inhibition	+	0.5630	56.30%
CYP inhibitory promiscuity	-	0.9903	99.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6194	61.94%
Acute Oral Toxicity (c)	III	0.6833	68.33%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.7134	71.34%
Thyroid receptor binding	+	0.5973	59.73%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.7832	78.32%
Honey bee toxicity	-	0.7052	70.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5498	54.98%

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	98.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.72%	98.95%
CHEMBL3837	P07711	Cathepsin L	98.19%	96.61%
CHEMBL255	P29275	Adenosine A2b receptor	98.05%	98.59%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.54%	85.14%
CHEMBL1949	P62937	Cyclophilin A	96.28%	98.57%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.19%	90.08%
CHEMBL4072	P07858	Cathepsin B	90.39%	93.67%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.48%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.34%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.99%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.80%	96.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.79%	89.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.85%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.44%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.01%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.55%	95.71%
CHEMBL3691	Q13822	Autotaxin	85.12%	96.39%
CHEMBL4208	P20618	Proteasome component C5	84.73%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.56%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	84.51%	94.73%
CHEMBL4073	P09237	Matrix metalloproteinase 7	84.22%	97.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.24%	95.93%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.77%	85.83%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	81.23%	94.36%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.17%	94.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	81.07%	92.12%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.01%	94.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.79%	90.93%
CHEMBL2514	O95665	Neurotensin receptor 2	80.48%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.34%	97.47%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.04%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16067282
• LOTUS: LTS0097423
• wikiData: Q105139681