Cycloleonuripeptide F

Details

• Internal ID: 7a8a19d1-7921-47b0-9785-15a18ccefa59
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,9S,12S,15S,21S,24S,30S,36S)-12-benzyl-9,30-bis[(4-hydroxyphenyl)methyl]-21-(2-methylpropyl)-1,7,10,13,19,22,28,31,34-nonazapentacyclo[34.3.0.03,7.015,19.024,28]nonatriacontane-2,8,11,14,20,23,29,32,35-nonone
• SMILES (Canonical): CC(C)CC1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N4CCCC4C(=O)NCC(=O)NC(C(=O)N5CCCC5C(=O)N1)CC6=CC=C(C=C6)O)CC7=CC=C(C=C7)O)CC8=CC=CC=C8
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)NCC(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N1)CC6=CC=C(C=C6)O)CC7=CC=C(C=C7)O)CC8=CC=CC=C8
• InChI: InChI=1S/C55H69N9O11/c1-33(2)28-40-52(72)61-24-7-13-44(61)50(70)58-39(29-34-10-4-3-5-11-34)48(68)59-42(31-36-18-22-38(66)23-19-36)54(74)64-27-9-15-46(64)55(75)63-26-6-12-43(63)49(69)56-32-47(67)57-41(30-35-16-20-37(65)21-17-35)53(73)62-25-8-14-45(62)51(71)60-40/h3-5,10-11,16-23,33,39-46,65-66H,6-9,12-15,24-32H2,1-2H3,(H,56,69)(H,57,67)(H,58,70)(H,59,68)(H,60,71)/t39-,40-,41-,42-,43-,44-,45-,46-/m0/s1
• InChI Key: KUJSGRJPNYKNOJ-QVWIHFFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₉N₉O₁₁
• Molecular Weight: 1032.20 g/mol
• Exact Mass: 1031.51165405 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• CHEMBL503303

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7562	75.62%
P-glycoprotein substrate	+	0.8781	87.81%
CYP3A4 substrate	+	0.6418	64.18%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.6459	64.59%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.9846	98.46%
CYP2C8 inhibition	+	0.5739	57.39%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.7892	78.92%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6841	68.41%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	+	0.8298	82.98%
Androgen receptor binding	+	0.7633	76.33%
Thyroid receptor binding	+	0.5908	59.08%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8752	87.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	97.78%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.75%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.57%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.10%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.23%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.88%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.87%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	87.64%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.91%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.81%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.77%	95.89%
CHEMBL3202	P48147	Prolyl endopeptidase	85.48%	90.65%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.37%	97.25%
CHEMBL4447	Q9Y337	Kallikrein 5	84.33%	87.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.04%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.56%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.50%	90.71%
CHEMBL4071	P08311	Cathepsin G	81.31%	94.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.64%	99.18%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 11651008
• LOTUS: LTS0184630
• wikiData: Q105146189