cyclo[Ala-Trp-Leu-Gly-Thr-Pro-Asn]

Details

• Internal ID: 9861b9bf-3adf-458e-8c1f-96e6ac695a9f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(3S,9S,12S,15S,18S,21S)-3-[(1R)-1-hydroxyethyl]-12-(1H-indol-3-ylmethyl)-15-methyl-9-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosan-18-yl]acetamide
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)CC(=O)N)C(C)O)CC(C)C)CC3=CNC4=CC=CC=C43
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N1)CC(=O)N)[C@@H](C)O)CC(C)C)CC3=CNC4=CC=CC=C43
• InChI: InChI=1S/C35H49N9O9/c1-17(2)12-23-31(49)38-16-28(47)43-29(19(4)45)35(53)44-11-7-10-26(44)34(52)42-25(14-27(36)46)32(50)39-18(3)30(48)40-24(33(51)41-23)13-20-15-37-22-9-6-5-8-21(20)22/h5-6,8-9,15,17-19,23-26,29,37,45H,7,10-14,16H2,1-4H3,(H2,36,46)(H,38,49)(H,39,50)(H,40,48)(H,41,51)(H,42,52)(H,43,47)/t18-,19+,23-,24-,25-,26-,29-/m0/s1
• InChI Key: DHPZPVONGOOZPQ-YOGBPHHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₉N₉O₉
• Molecular Weight: 739.80 g/mol
• Exact Mass: 739.36532417 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8824	88.24%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5011	50.11%
OATP2B1 inhibitior	+	0.5497	54.97%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8458	84.58%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9086	90.86%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	+	0.8780	87.80%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	+	0.5771	57.71%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.7885	78.85%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6856	68.56%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6648	66.48%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	-	0.5321	53.21%
Thyroid receptor binding	+	0.5804	58.04%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7510	75.10%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4815	48.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.06%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.40%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.06%	85.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.55%	96.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.99%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	95.81%	83.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.71%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.66%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.33%	88.56%
CHEMBL3524	P56524	Histone deacetylase 4	92.23%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL4071	P08311	Cathepsin G	91.26%	94.64%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.96%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.79%	90.71%
CHEMBL228	P31645	Serotonin transporter	90.32%	95.51%
CHEMBL2443	P49862	Kallikrein 7	90.22%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.59%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.92%	96.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.36%	93.03%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.61%	92.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.23%	91.43%
CHEMBL1902	P62942	FK506-binding protein 1A	84.09%	97.05%
CHEMBL2535	P11166	Glucose transporter	83.20%	98.75%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.98%	97.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.28%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.27%	90.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.67%	95.00%
CHEMBL3384	Q16512	Protein kinase N1	81.39%	80.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.19%	99.09%

Plants that contains it

• Annona muricata

Cross-Links

• PubChem: 15384113
• LOTUS: LTS0191685
• wikiData: Q104980744