Iturin C4

Details

• Internal ID: 3aee715e-d74f-4f0b-929d-2759084e5b5c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 2-[(3S,6S,9S,12S,19S,22S,25S)-6,22-bis(2-amino-2-oxoethyl)-3-(3-amino-3-oxopropyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyltridecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-12-yl]acetic acid
• SMILES (Canonical): CCC(C)CCCCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CO)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)O
• SMILES (Isomeric): CCC(C)CCCCCCCCCCC1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)O
• InChI: InChI=1S/C51H79N11O15/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-43(68)56-37(27-44(69)70)48(74)58-34(23-30-16-18-32(64)19-17-30)45(71)59-35(25-41(53)66)46(72)57-33(20-21-40(52)65)51(77)62-22-12-15-39(62)50(76)60-36(26-42(54)67)47(73)61-38(28-63)49(75)55-31/h16-19,29,31,33-39,63-64H,3-15,20-28H2,1-2H3,(H2,52,65)(H2,53,66)(H2,54,67)(H,55,75)(H,56,68)(H,57,72)(H,58,74)(H,59,71)(H,60,76)(H,61,73)(H,69,70)/t29?,31?,33-,34-,35-,36-,37-,38-,39-/m0/s1
• InChI Key: CGQYYXNSWBOOCW-PAZQNPLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₉N₁₁O₁₅
• Molecular Weight: 1086.20 g/mol
• Exact Mass: 1085.57571086 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8459	84.59%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4433	44.33%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9053	90.53%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8736	87.36%
CYP3A4 substrate	+	0.6946	69.46%
CYP2C9 substrate	+	0.8063	80.63%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.9468	94.68%
CYP2C9 inhibition	-	0.9417	94.17%
CYP2C19 inhibition	-	0.9092	90.92%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	-	0.9238	92.38%
CYP2C8 inhibition	+	0.6920	69.20%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.8846	88.46%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6774	67.74%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.7808	78.08%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	-	0.5204	52.04%
Glucocorticoid receptor binding	-	0.4819	48.19%
Aromatase binding	+	0.6336	63.36%
PPAR gamma	+	0.7122	71.22%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8046	80.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.03%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.28%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.37%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.10%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.49%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.55%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.41%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.36%	93.00%
CHEMBL3524	P56524	Histone deacetylase 4	91.30%	92.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.99%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.54%	97.29%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	89.09%	97.43%
CHEMBL206	P03372	Estrogen receptor alpha	88.08%	97.64%
CHEMBL2514	O95665	Neurotensin receptor 2	87.46%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.03%	94.01%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.46%	95.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.16%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.64%	82.69%
CHEMBL236	P41143	Delta opioid receptor	82.62%	99.35%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.18%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.44%	93.56%
CHEMBL1902	P62942	FK506-binding protein 1A	80.52%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.02%	92.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584179
• LOTUS: LTS0157419
• wikiData: Q77280559