cyclo[Ala-Gly-Val-Val-Leu-Pro-Gly]

Details

• Internal ID: 2d65eebe-4d57-4362-8dee-984de7b4f4c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,15S,21S)-15-methyl-3-(2-methylpropyl)-6,9-di(propan-2-yl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CC1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N1)CC(C)C)C(C)C)C(C)C
• SMILES (Isomeric): C[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N1)CC(C)C)C(C)C)C(C)C
• InChI: InChI=1S/C28H47N7O7/c1-14(2)11-18-28(42)35-10-8-9-19(35)25(39)30-12-20(36)31-17(7)24(38)29-13-21(37)33-22(15(3)4)27(41)34-23(16(5)6)26(40)32-18/h14-19,22-23H,8-13H2,1-7H3,(H,29,38)(H,30,39)(H,31,36)(H,32,40)(H,33,37)(H,34,41)/t17-,18-,19-,22-,23-/m0/s1
• InChI Key: HMOQVVSQHRZSGU-PTRTWWQBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₇N₇O₇
• Molecular Weight: 593.70 g/mol
• Exact Mass: 593.35369686 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.46
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7450	74.50%
Caco-2	-	0.8124	81.24%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4868	48.68%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6238	62.38%
P-glycoprotein inhibitior	+	0.7137	71.37%
P-glycoprotein substrate	+	0.8293	82.93%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	-	0.9785	97.85%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9601	96.01%
CYP2C8 inhibition	-	0.8249	82.49%
CYP inhibitory promiscuity	-	0.9875	98.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4430	44.30%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5056	50.56%
Acute Oral Toxicity (c)	III	0.6858	68.58%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.6162	61.62%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.6024	60.24%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6062	60.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.29%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.23%	96.31%
CHEMBL3524	P56524	Histone deacetylase 4	96.51%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.47%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	94.61%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.59%	85.14%
CHEMBL228	P31645	Serotonin transporter	94.52%	95.51%
CHEMBL226	P30542	Adenosine A1 receptor	92.88%	95.93%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.52%	92.12%
CHEMBL5203	P33316	dUTP pyrophosphatase	91.67%	99.18%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.88%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.01%	91.03%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	89.87%	96.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.52%	94.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.94%	82.38%
CHEMBL2443	P49862	Kallikrein 7	88.27%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.09%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.42%	88.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.14%	90.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.97%	97.64%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.57%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.33%	95.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	84.88%	99.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.55%	90.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.51%	96.69%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	84.37%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.11%	95.50%
CHEMBL1949	P62937	Cyclophilin A	83.97%	98.57%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.30%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.24%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.15%	97.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.89%	96.38%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.69%	94.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.52%	95.56%

Plants that contains it

• Annona glauca

Cross-Links

• PubChem: 11478874
• LOTUS: LTS0120600
• wikiData: Q105030605