cyclo[Ala-Trp-D-aThr-Pro-Gly-Ile-Asn]

Details

• Internal ID: 1ed1b4fd-c3b9-4ae7-b270-6f189895b458
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(3R,6S,9S,12S,15S,21S)-15-[(2S)-butan-2-yl]-3-[(1R)-1-hydroxyethyl]-6-(1H-indol-3-ylmethyl)-9-methyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosan-12-yl]acetamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N1)C(C)O)CC3=CNC4=CC=CC=C43)C)CC(=O)N
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N1)[C@@H](C)O)CC3=CNC4=CC=CC=C43)C)CC(=O)N
• InChI: InChI=1S/C35H49N9O9/c1-5-17(2)28-34(52)41-24(14-26(36)46)31(49)39-18(3)30(48)40-23(13-20-15-37-22-10-7-6-9-21(20)22)32(50)43-29(19(4)45)35(53)44-12-8-11-25(44)33(51)38-16-27(47)42-28/h6-7,9-10,15,17-19,23-25,28-29,37,45H,5,8,11-14,16H2,1-4H3,(H2,36,46)(H,38,51)(H,39,49)(H,40,48)(H,41,52)(H,42,47)(H,43,50)/t17-,18-,19+,23-,24-,25-,28-,29+/m0/s1
• InChI Key: VDOGORSOVRVIBX-BIYNWZBYSA-N
• Popularity: 0 references 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	+	0.9030	90.30%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4597	45.97%
OATP2B1 inhibitior	+	0.5484	54.84%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8458	84.58%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8258	82.58%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.8675	86.75%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.9079	90.79%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.5724	57.24%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.7926	79.26%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6603	66.03%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6538	65.38%
Acute Oral Toxicity (c)	III	0.5356	53.56%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	-	0.5139	51.39%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	+	0.5885	58.85%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7729	77.29%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.4895	48.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.71%	96.31%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.07%	97.64%
CHEMBL4071	P08311	Cathepsin G	94.41%	94.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL2443	P49862	Kallikrein 7	94.26%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.90%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.57%	88.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.08%	97.25%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.62%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.30%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.00%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.68%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.38%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	85.28%	98.59%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.27%	99.09%
CHEMBL4208	P20618	Proteasome component C5	85.02%	90.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.90%	96.69%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.12%	99.18%
CHEMBL2535	P11166	Glucose transporter	83.57%	98.75%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.55%	92.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	81.90%	97.05%
CHEMBL228	P31645	Serotonin transporter	81.87%	95.51%
CHEMBL1949	P62937	Cyclophilin A	81.85%	98.57%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.91%	94.66%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.12%	86.33%

Plants that contains it

• Annona montana

Cross-Links

• PubChem: 163040954
• LOTUS: LTS0101638
• wikiData: Q105284293