Chrysogeamide A

Details

• Internal ID: 63ab9c65-54c9-4eeb-909a-1c56d211504b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,12S,19S)-19-[(2S)-hexan-2-yl]-6-methyl-9-(2-methylpropyl)-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CCCCC(C)C1CC(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)C)C)CC(C)C)C(C)C
• SMILES (Isomeric): CCCC[C@H](C)[C@@H]1CC(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)C(C)C)C)CC(C)C)C(C)C
• InChI: InChI=1S/C30H53N5O7/c1-10-11-12-19(8)22-14-23(36)31-15-24(37)34-25(17(4)5)29(40)33-21(13-16(2)3)28(39)32-20(9)27(38)35-26(18(6)7)30(41)42-22/h16-22,25-26H,10-15H2,1-9H3,(H,31,36)(H,32,39)(H,33,40)(H,34,37)(H,35,38)/t19-,20-,21+,22-,25-,26-/m0/s1
• InChI Key: DSWZWPQYGALTJZ-OWMPDJEMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₃N₅O₇
• Molecular Weight: 595.80 g/mol
• Exact Mass: 595.39449905 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8974	89.74%
Caco-2	-	0.8139	81.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6406	64.06%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5302	53.02%
P-glycoprotein inhibitior	+	0.7303	73.03%
P-glycoprotein substrate	+	0.8940	89.40%
CYP3A4 substrate	+	0.6246	62.46%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9217	92.17%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	-	0.6568	65.68%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7091	70.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4843	48.43%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	+	0.7058	70.58%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.6022	60.22%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.6020	60.20%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.3832	38.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.29%	90.08%
CHEMBL1949	P62937	Cyclophilin A	94.51%	98.57%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.65%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	91.36%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	90.19%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.89%	94.66%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.95%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	87.85%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	87.45%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.06%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.83%	89.34%
CHEMBL1907	P15144	Aminopeptidase N	86.41%	93.31%
CHEMBL226	P30542	Adenosine A1 receptor	86.00%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.66%	88.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.12%	91.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.05%	96.90%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.72%	86.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.43%	92.88%
CHEMBL1902	P62942	FK506-binding protein 1A	83.99%	97.05%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	83.42%	96.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.15%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.37%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.88%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.64%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.23%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.08%	95.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.46%	94.80%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.36%	96.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682062
• LOTUS: LTS0200687
• wikiData: Q104988079