Cyclo(Gly-Leu-Val-Leu-Pro-Ser-)

Details

• Internal ID: a9184e03-f4dc-4e9b-8dbb-ebed44fa463c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,15S,18S)-15-(hydroxymethyl)-3,9-bis(2-methylpropyl)-6-propan-2-yl-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)N1)CO)CC(C)C)C(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)N1)CO)CC(C)C)C(C)C
• InChI: InChI=1S/C27H46N6O7/c1-14(2)10-17-24(37)32-22(16(5)6)26(39)30-18(11-15(3)4)27(40)33-9-7-8-20(33)25(38)31-19(13-34)23(36)28-12-21(35)29-17/h14-20,22,34H,7-13H2,1-6H3,(H,28,36)(H,29,35)(H,30,39)(H,31,38)(H,32,37)/t17-,18-,19-,20-,22-/m0/s1
• InChI Key: AGPIOXWTGKGPPK-HVAMYJMISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₆O₇
• Molecular Weight: 566.70 g/mol
• Exact Mass: 566.34279783 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6730	67.30%
Caco-2	-	0.8320	83.20%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5196	51.96%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5428	54.28%
P-glycoprotein inhibitior	+	0.6007	60.07%
P-glycoprotein substrate	+	0.8073	80.73%
CYP3A4 substrate	+	0.5825	58.25%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.9867	98.67%
CYP2C9 inhibition	-	0.9545	95.45%
CYP2C19 inhibition	-	0.9490	94.90%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9633	96.33%
CYP2C8 inhibition	-	0.8110	81.10%
CYP inhibitory promiscuity	-	0.9952	99.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6286	62.86%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5839	58.39%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8893	88.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5832	58.32%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	+	0.7001	70.01%
Androgen receptor binding	-	0.5209	52.09%
Thyroid receptor binding	+	0.6072	60.72%
Glucocorticoid receptor binding	+	0.6389	63.89%
Aromatase binding	+	0.6216	62.16%
PPAR gamma	+	0.6129	61.29%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.7184	71.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	97.72%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.03%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.40%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.40%	96.31%
CHEMBL226	P30542	Adenosine A1 receptor	91.42%	95.93%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	90.52%	96.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	90.01%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.31%	94.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.25%	91.03%
CHEMBL2443	P49862	Kallikrein 7	89.21%	94.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.18%	88.56%
CHEMBL1902	P62942	FK506-binding protein 1A	89.15%	97.05%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	88.42%	99.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.98%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.83%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.51%	94.66%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL228	P31645	Serotonin transporter	86.14%	95.51%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.73%	97.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.47%	99.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.42%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.30%	95.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.17%	92.12%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.96%	96.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.50%	90.93%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.02%	90.24%
CHEMBL4071	P08311	Cathepsin G	82.44%	94.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.15%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.48%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.12%	100.00%

Plants that contains it

• Citrus × aurantium

Cross-Links

• PubChem: 11092968
• NPASS: NPC167554
• LOTUS: LTS0170287
• wikiData: Q105161262