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

Details

• Internal ID: 6ddb2159-1d7e-4424-82f3-1c1d418b203d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3R,9S,12S,15S,18S,24S)-9-[(2S)-butan-2-yl]-12-(1H-indol-3-ylmethyl)-15,18-dimethyl-1,7,10,13,16,19,22-heptazatricyclo[22.3.0.03,7]heptacosane-2,8,11,14,17,20,23-heptone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC4=CNC5=CC=CC=C54)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@@H]2C(=O)N3CCC[C@H]3C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC4=CNC5=CC=CC=C54)C)C
• InChI: InChI=1S/C35H48N8O7/c1-5-19(2)29-35(50)43-15-9-13-27(43)34(49)42-14-8-12-26(42)33(48)37-18-28(44)38-20(3)30(45)39-21(4)31(46)40-25(32(47)41-29)16-22-17-36-24-11-7-6-10-23(22)24/h6-7,10-11,17,19-21,25-27,29,36H,5,8-9,12-16,18H2,1-4H3,(H,37,48)(H,38,44)(H,39,45)(H,40,46)(H,41,47)/t19-,20-,21-,25-,26-,27+,29-/m0/s1
• InChI Key: MGVKXKSMRFXMCF-SOFOFLLRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈N₈O₇
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.36459590 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.15
• 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	+	0.9434	94.34%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4844	48.44%
OATP2B1 inhibitior	+	0.5536	55.36%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.7668	76.68%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9692	96.92%
P-glycoprotein inhibitior	+	0.7937	79.37%
P-glycoprotein substrate	+	0.8402	84.02%
CYP3A4 substrate	+	0.6868	68.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.7890	78.90%
CYP2C19 inhibition	-	0.7590	75.90%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.8529	85.29%
CYP2C8 inhibition	+	0.4889	48.89%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6721	67.21%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.8035	80.35%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7749	77.49%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4581	45.81%
Acute Oral Toxicity (c)	III	0.6308	63.08%
Estrogen receptor binding	+	0.8005	80.05%
Androgen receptor binding	+	0.5813	58.13%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	+	0.6671	66.71%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.7574	75.74%
Honey bee toxicity	-	0.8017	80.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7790	77.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	99.22%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.37%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.59%	97.64%
CHEMBL321	P14780	Matrix metalloproteinase 9	95.51%	92.12%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.74%	88.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.41%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	94.26%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	93.81%	92.97%
CHEMBL228	P31645	Serotonin transporter	92.86%	95.51%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.44%	90.71%
CHEMBL240	Q12809	HERG	91.87%	89.76%
CHEMBL255	P29275	Adenosine A2b receptor	90.92%	98.59%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.86%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.44%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	90.05%	97.05%
CHEMBL2443	P49862	Kallikrein 7	89.78%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.72%	85.14%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	88.59%	96.39%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.36%	93.03%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	88.18%	91.43%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.02%	83.10%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.91%	96.69%
CHEMBL4071	P08311	Cathepsin G	87.82%	94.64%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	87.11%	97.50%
CHEMBL1978	P11511	Cytochrome P450 19A1	87.10%	91.76%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.03%	94.66%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL1949	P62937	Cyclophilin A	85.61%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.41%	93.99%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.15%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	84.08%	97.79%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.78%	92.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.80%	82.38%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.58%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%

Plants that contains it

• Annona cherimola

Cross-Links

• PubChem: 163185570
• LOTUS: LTS0194005
• wikiData: Q105163605