Gacamide A

Details

• Internal ID: 9311654b-9c3f-40dd-92e4-491bc24c772b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-4-[[(2R)-5-amino-1-[[(2S,3R)-1-[[(2R)-1-[[(2R)-5-amino-1-[[(3S,6R,9S,12S,15R)-3-[(2S)-butan-2-yl]-6-(hydroxymethyl)-9,12-bis(2-methylpropyl)-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-[[(2R)-2-[[(3R)-3-hydroxydecanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoic acid
• InChI: InChI=1S/C66H115N13O19/c1-14-17-18-19-20-21-40(81)30-52(84)69-43(26-34(4)5)58(89)74-47(31-53(85)86)62(93)71-42(23-25-51(68)83)57(88)78-54(38(12)15-2)65(96)75-46(29-37(10)11)59(90)70-41(22-24-50(67)82)56(87)77-49-33-98-66(97)55(39(13)16-3)79-63(94)48(32-80)76-61(92)45(28-36(8)9)72-60(91)44(27-35(6)7)73-64(49)95/h34-49,54-55,80-81H,14-33H2,1-13H3,(H2,67,82)(H2,68,83)(H,69,84)(H,70,90)(H,71,93)(H,72,91)(H,73,95)(H,74,89)(H,75,96)(H,76,92)(H,77,87)(H,78,88)(H,79,94)(H,85,86)/t38-,39+,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-,54+,55+/m1/s1
• InChI Key: WTINGRXDSLFUKC-GGENCQROSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₁₅N₁₃O₁₉
• Molecular Weight: 1394.70 g/mol
• Exact Mass: 1393.84321849 g/mol
• Topological Polar Surface Area (TPSA): 510.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 18
• H-Bond Donor: 16
• Rotatable Bonds: 42

Synonyms

• CHEMBL4566332

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4266	42.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9584	95.84%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8824	88.24%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	-	0.9428	94.28%
CYP2C19 inhibition	-	0.9294	92.94%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.9358	93.58%
CYP2C8 inhibition	+	0.6815	68.15%
CYP inhibitory promiscuity	-	0.9909	99.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7083	70.83%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5026	50.26%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7353	73.53%
Acute Oral Toxicity (c)	III	0.7165	71.65%
Estrogen receptor binding	+	0.6701	67.01%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.5960	59.60%
Glucocorticoid receptor binding	+	0.7244	72.44%
Aromatase binding	+	0.7408	74.08%
PPAR gamma	+	0.7656	76.56%
Honey bee toxicity	-	0.7586	75.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5396	53.96%
Fish aquatic toxicity	-	0.5076	50.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.65%	96.61%
CHEMBL4801	P29466	Caspase-1	98.52%	96.85%
CHEMBL220	P22303	Acetylcholinesterase	98.33%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.86%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.64%	93.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	97.55%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL3776	Q14790	Caspase-8	97.21%	97.06%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	96.53%	97.23%
CHEMBL236	P41143	Delta opioid receptor	96.51%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.83%	97.09%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	94.99%	96.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.98%	96.47%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.93%	88.42%
CHEMBL299	P17252	Protein kinase C alpha	93.74%	98.03%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	93.70%	98.94%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.49%	98.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.07%	94.66%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.95%	90.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.82%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	92.77%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	92.12%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	92.11%	92.32%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.68%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.47%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.41%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.30%	96.90%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.87%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.82%	90.71%
CHEMBL1801	P00747	Plasminogen	90.55%	92.44%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.43%	91.81%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	90.05%	94.55%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.77%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.69%	96.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.43%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.43%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	89.38%	89.63%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.09%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.81%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.34%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.19%	90.08%
CHEMBL2334	P42574	Caspase-3	86.99%	98.25%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.50%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	86.31%	83.82%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.13%	100.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	86.10%	97.50%
CHEMBL3468	P55210	Caspase-7	85.79%	95.68%
CHEMBL2996	Q05655	Protein kinase C delta	84.79%	97.79%
CHEMBL1255126	O15151	Protein Mdm4	83.94%	90.20%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	83.84%	97.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	83.61%	95.20%
CHEMBL4581	P52732	Kinesin-like protein 1	83.56%	93.18%
CHEMBL1781	P11387	DNA topoisomerase I	83.47%	97.00%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	83.12%	93.85%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	82.46%	85.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.44%	96.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.15%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	81.90%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.74%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720798
• LOTUS: LTS0040731
• wikiData: Q105312564