(Ile2,4)lichenysin G15

Details

• Internal ID: e94b9834-6f45-414e-a347-8f49fe75bb96
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3S,6R,9S,12S,15R,18S,21S)-21-(3-amino-3-oxopropyl)-3,12,18-tris[(2S)-butan-2-yl]-6,15-bis(2-methylpropyl)-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-9-yl]acetic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC(CC(=O)NC(C(=O)N1)CCC(=O)N)CCCCCCCCCC(C)C)C(C)CC)CC(C)C)CC(=O)O)C(C)CC)CC(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)OC(CC(=O)N[C@H](C(=O)N1)CCC(=O)N)CCCCCCCCCC(C)C)[C@@H](C)CC)CC(C)C)CC(=O)O)[C@@H](C)CC)CC(C)C
• InChI: InChI=1S/C54H96N8O12/c1-13-34(10)45-52(71)58-40(28-33(8)9)50(69)61-46(35(11)14-2)53(72)59-41(30-44(65)66)49(68)57-39(27-32(6)7)51(70)62-47(36(12)15-3)54(73)74-37(24-22-20-18-16-17-19-21-23-31(4)5)29-43(64)56-38(48(67)60-45)25-26-42(55)63/h31-41,45-47H,13-30H2,1-12H3,(H2,55,63)(H,56,64)(H,57,68)(H,58,71)(H,59,72)(H,60,67)(H,61,69)(H,62,70)(H,65,66)/t34-,35-,36-,37?,38-,39+,40+,41-,45-,46-,47-/m0/s1
• InChI Key: RXJDVEBMQNNQOS-FTVYHRNRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₆N₈O₁₂
• Molecular Weight: 1049.40 g/mol
• Exact Mass: 1048.71477053 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5881	58.81%
Caco-2	-	0.8583	85.83%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5611	56.11%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.9231	92.31%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8355	83.55%
CYP3A4 substrate	+	0.6410	64.10%
CYP2C9 substrate	+	0.6141	61.41%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.6633	66.33%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	-	0.6388	63.88%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4527	45.27%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6519	65.19%
Acute Oral Toxicity (c)	III	0.6970	69.70%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5883	58.83%
Aromatase binding	+	0.6824	68.24%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.3684	36.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.77%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.96%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.60%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.28%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.96%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	91.25%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.00%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.71%	82.38%
CHEMBL299	P17252	Protein kinase C alpha	88.28%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.02%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.53%	92.32%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.30%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.17%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.08%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.91%	97.29%
CHEMBL4071	P08311	Cathepsin G	82.72%	94.64%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.57%	98.75%
CHEMBL2443	P49862	Kallikrein 7	82.17%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.02%	97.25%
CHEMBL209	P07477	Trypsin I	81.84%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.44%	95.71%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.28%	94.66%
CHEMBL236	P41143	Delta opioid receptor	81.10%	99.35%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.76%	96.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.75%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584939
• LOTUS: LTS0118535
• wikiData: Q77378613