cyclo[Gly-Leu-Leu-Leu-Ser-Pro-Trp]

Details

• Internal ID: aa5b2565-57b6-4c4c-b984-b0af76b71268
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S,21S)-3-(hydroxymethyl)-18-(1H-indol-3-ylmethyl)-6,9,12-tris(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)N1)CC3=CNC4=CC=CC=C43)CO)CC(C)C)CC(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=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)NCC(=O)N1)CC3=CNC4=CC=CC=C43)CO)CC(C)C)CC(C)C
• InChI: InChI=1S/C39H58N8O8/c1-21(2)14-27-35(51)43-28(15-22(3)4)36(52)44-29(16-23(5)6)37(53)46-31(20-48)39(55)47-13-9-12-32(47)38(54)45-30(34(50)41-19-33(49)42-27)17-24-18-40-26-11-8-7-10-25(24)26/h7-8,10-11,18,21-23,27-32,40,48H,9,12-17,19-20H2,1-6H3,(H,41,50)(H,42,49)(H,43,51)(H,44,52)(H,45,54)(H,46,53)/t27-,28-,29-,30-,31-,32-/m0/s1
• InChI Key: CPSZQDSIZKCEOY-JNRWAQIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₈N₈O₈
• Molecular Weight: 766.90 g/mol
• Exact Mass: 766.43776084 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9454	94.54%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6884	68.84%
OATP2B1 inhibitior	+	0.5534	55.34%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.8080	80.80%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9205	92.05%
P-glycoprotein inhibitior	+	0.7557	75.57%
P-glycoprotein substrate	+	0.8213	82.13%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.8844	88.44%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.9362	93.62%
CYP2C8 inhibition	-	0.6437	64.37%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4344	43.44%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	-	0.5771	57.71%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.5716	57.16%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7141	71.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.90%	83.82%
CHEMBL3524	P56524	Histone deacetylase 4	98.55%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.70%	96.31%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.48%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.12%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.22%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	93.66%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.92%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	89.71%	96.39%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.27%	92.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.73%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.39%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.36%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.81%	93.99%
CHEMBL228	P31645	Serotonin transporter	87.34%	95.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.43%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.16%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.14%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	84.09%	97.05%
CHEMBL1951	P21397	Monoamine oxidase A	83.24%	91.49%
CHEMBL2443	P49862	Kallikrein 7	83.19%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.88%	82.38%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.23%	83.10%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.01%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.87%	99.18%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.63%	99.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.58%	91.43%

Plants that contains it

• Jatropha integerrima

Cross-Links

• PubChem: 163103713
• LOTUS: LTS0238411
• wikiData: Q104967734