Cyanopeptolin A

Details

• Internal ID: d3a238f3-2107-46dd-bbcf-60c282bc272a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid
• InChI: InChI=1S/C46H72N10O12/c1-8-9-11-18-34(57)50-31(24-36(59)60)40(62)54-38-27(6)68-45(67)37(26(4)5)53-41(63)32(23-28-15-12-10-13-16-28)55(7)44(66)33(22-25(2)3)56-35(58)20-19-30(43(56)65)52-39(61)29(51-42(38)64)17-14-21-49-46(47)48/h10,12-13,15-16,25-27,29-33,35,37-38,58H,8-9,11,14,17-24H2,1-7H3,(H,50,57)(H,51,64)(H,52,61)(H,53,63)(H,54,62)(H,59,60)(H4,47,48,49)/t27-,29+,30+,31+,32+,33+,35-,37+,38+/m1/s1
• InChI Key: XKZZUWLVOGBTLH-LGUYJGFTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂N₁₀O₁₂
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.53311777 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6714	67.14%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5036	50.36%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8052	80.52%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8663	86.63%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8865	88.65%
CYP3A4 substrate	+	0.7290	72.90%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8535	85.35%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.7953	79.53%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	-	0.8803	88.03%
CYP2C8 inhibition	+	0.7391	73.91%
CYP inhibitory promiscuity	-	0.9938	99.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8450	84.50%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.5884	58.84%
Glucocorticoid receptor binding	+	0.5957	59.57%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8478	84.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.17%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.85%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.10%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.46%	92.08%
CHEMBL3837	P07711	Cathepsin L	94.10%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.02%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.34%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.56%	90.71%
CHEMBL4072	P07858	Cathepsin B	91.36%	93.67%
CHEMBL4644	P41968	Melanocortin receptor 3	91.23%	99.52%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.62%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.02%	95.89%
CHEMBL1949	P62937	Cyclophilin A	89.19%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.74%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.54%	97.14%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	88.03%	88.42%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.88%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.10%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.03%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.98%	93.03%
CHEMBL3776	Q14790	Caspase-8	86.93%	97.06%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL3891	P07384	Calpain 1	85.52%	93.04%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.15%	94.66%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.93%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.11%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.43%	90.08%
CHEMBL3468	P55210	Caspase-7	82.95%	95.68%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.15%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.04%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139292145
• LOTUS: LTS0187225
• wikiData: Q104887388