cyclo[Leu-Met(S-O)-Pro-Phe-Phe-Trp-Val-Met]

Details

• Internal ID: 5f50d644-c1a1-484e-a313-84551b396d40
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,21S,24S)-18,21-dibenzyl-15-(1H-indol-3-ylmethyl)-6-(2-methylpropyl)-9-(2-methylsulfanylethyl)-3-[2-[(S)-methylsulfinyl]ethyl]-12-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCSC)C(C)C)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CCS(=O)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=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)N1)CCSC)C(C)C)CC3=CNC4=CC=CC=C43)CC5=CC=CC=C5)CC6=CC=CC=C6)CC[S@@](=O)C
• InChI: InChI=1S/C55H73N9O9S2/c1-33(2)28-42-49(66)58-41(24-27-75(6)73)55(72)64-25-15-22-46(64)53(70)62-44(30-36-18-11-8-12-19-36)51(68)60-43(29-35-16-9-7-10-17-35)50(67)61-45(31-37-32-56-39-21-14-13-20-38(37)39)52(69)63-47(34(3)4)54(71)57-40(23-26-74-5)48(65)59-42/h7-14,16-21,32-34,40-47,56H,15,22-31H2,1-6H3,(H,57,71)(H,58,66)(H,59,65)(H,60,68)(H,61,67)(H,62,70)(H,63,69)/t40-,41-,42-,43-,44-,45-,46-,47-,75-/m0/s1
• InChI Key: GJIDPIIOUZERFG-VLHGUJQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₇₃N₉O₉S₂
• Molecular Weight: 1068.40 g/mol
• Exact Mass: 1067.49726729 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9386	93.86%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.3749	37.49%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.7635	76.35%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9822	98.22%
P-glycoprotein inhibitior	+	0.7592	75.92%
P-glycoprotein substrate	+	0.8516	85.16%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	-	0.6990	69.90%
CYP2C9 inhibition	-	0.7201	72.01%
CYP2C19 inhibition	-	0.7918	79.18%
CYP2D6 inhibition	-	0.8732	87.32%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	+	0.6526	65.26%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6436	64.36%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6311	63.11%
Acute Oral Toxicity (c)	III	0.6550	65.50%
Estrogen receptor binding	+	0.8024	80.24%
Androgen receptor binding	+	0.5514	55.14%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	+	0.6134	61.34%
Aromatase binding	+	0.6195	61.95%
PPAR gamma	+	0.7834	78.34%
Honey bee toxicity	-	0.7270	72.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9380	93.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.97%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.20%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.11%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.01%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL1978	P11511	Cytochrome P450 19A1	97.55%	91.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.70%	88.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	95.42%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	93.91%	92.12%
CHEMBL1914	P06276	Butyrylcholinesterase	93.01%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.35%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	90.75%	94.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.98%	99.18%
CHEMBL1902	P62942	FK506-binding protein 1A	89.79%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL204	P00734	Thrombin	89.19%	96.01%
CHEMBL3202	P48147	Prolyl endopeptidase	89.18%	90.65%
CHEMBL1951	P21397	Monoamine oxidase A	88.95%	91.49%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.23%	96.25%
CHEMBL4644	P41968	Melanocortin receptor 3	87.48%	99.52%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.83%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.78%	82.38%
CHEMBL228	P31645	Serotonin transporter	86.09%	95.51%
CHEMBL3524	P56524	Histone deacetylase 4	85.78%	92.97%
CHEMBL1949	P62937	Cyclophilin A	84.62%	98.57%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.39%	91.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.20%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.93%	93.03%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.75%	92.67%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.97%	98.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.54%	83.10%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.49%	99.09%
CHEMBL1293287	P14735	Insulin-degrading enzyme	80.76%	88.10%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 9574106
• NPASS: NPC183377