Iturin A6

Details

• Internal ID: 5003cbfa-7651-41da-ac2c-8fb95386e997
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 3-[(3S,6R,9R,12S,16R,19S,22R,25S)-6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyldodecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide
• SMILES (Canonical): CC(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)N
• SMILES (Isomeric): CC(C)CCCCCCCCCC[C@@H]1CC(=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)N
• InChI: InChI=1S/C50H78N12O14/c1-28(2)12-9-7-5-3-4-6-8-10-13-30-23-43(69)56-34(24-40(52)66)45(71)58-33(22-29-15-17-31(64)18-16-29)44(70)59-35(25-41(53)67)46(72)57-32(19-20-39(51)65)50(76)62-21-11-14-38(62)49(75)60-36(26-42(54)68)47(73)61-37(27-63)48(74)55-30/h15-18,28,30,32-38,63-64H,3-14,19-27H2,1-2H3,(H2,51,65)(H2,52,66)(H2,53,67)(H2,54,68)(H,55,74)(H,56,69)(H,57,72)(H,58,71)(H,59,70)(H,60,75)(H,61,73)/t30-,32+,33-,34+,35-,36-,37+,38+/m1/s1
• InChI Key: KKIVMGDDVLIFLL-QOUWYBMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈N₁₂O₁₄
• Molecular Weight: 1071.20 g/mol
• Exact Mass: 1070.57604521 g/mol
• Topological Polar Surface Area (TPSA): 437.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.84
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9003	90.03%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4893	48.93%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	+	0.8829	88.29%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.8827	88.27%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	0.7883	78.83%
CYP2D6 substrate	-	0.8018	80.18%
CYP3A4 inhibition	-	0.9507	95.07%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.8973	89.73%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	-	0.9607	96.07%
CYP2C8 inhibition	+	0.6206	62.06%
CYP inhibitory promiscuity	-	0.9797	97.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6450	64.50%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6311	63.11%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.6463	64.63%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	-	0.5065	50.65%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.8590	85.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6076	60.76%
Fish aquatic toxicity	+	0.6963	69.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.12%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.22%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	96.33%	92.97%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.88%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.81%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.43%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.00%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.70%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.04%	97.64%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.03%	97.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.31%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.30%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.57%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.41%	85.00%
CHEMBL2514	O95665	Neurotensin receptor 2	86.64%	100.00%
CHEMBL236	P41143	Delta opioid receptor	85.46%	99.35%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.13%	94.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.15%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.01%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.90%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.85%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.74%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.35%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	82.33%	97.05%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	82.04%	97.43%
CHEMBL2996	Q05655	Protein kinase C delta	81.64%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.95%	96.47%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.60%	96.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11007649
• LOTUS: LTS0159426
• wikiData: Q77499538