cyclo[Ala-Leu-Leu-Val-Ser-Pro-D-Trp]

Details

• Internal ID: e1312fa6-21fc-467a-a807-b05a351a5ec5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18R,21S)-3-(hydroxymethyl)-18-(1H-indol-3-ylmethyl)-15-methyl-9,12-bis(2-methylpropyl)-6-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)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)CC3=CNC4=CC=CC=C43)CO)C(C)C)CC(C)C)CC(C)C
• SMILES (Isomeric): 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)N[C@@H](C(=O)N1)CC3=CNC4=CC=CC=C43)CO)C(C)C)CC(C)C)CC(C)C
• InChI: InChI=1S/C39H58N8O8/c1-20(2)15-27-35(51)43-28(16-21(3)4)36(52)46-32(22(5)6)38(54)45-30(19-48)39(55)47-14-10-13-31(47)37(53)44-29(34(50)41-23(7)33(49)42-27)17-24-18-40-26-12-9-8-11-25(24)26/h8-9,11-12,18,20-23,27-32,40,48H,10,13-17,19H2,1-7H3,(H,41,50)(H,42,49)(H,43,51)(H,44,53)(H,45,54)(H,46,52)/t23-,27-,28-,29+,30-,31-,32-/m0/s1
• InChI Key: WFQBWZPTVRKYLS-RKCRLZBJSA-N
• Popularity: 0 references 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: 3.40
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	+	0.5569	55.69%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.8080	80.80%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9028	90.28%
P-glycoprotein inhibitior	+	0.7533	75.33%
P-glycoprotein substrate	+	0.8216	82.16%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.8141	81.41%
CYP2C9 inhibition	-	0.8906	89.06%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9052	90.52%
CYP2C8 inhibition	-	0.6063	60.63%
CYP inhibitory promiscuity	-	0.9318	93.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3614	36.14%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6243	62.43%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	-	0.5235	52.35%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.6322	63.22%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.8633	86.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8257	82.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.94%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.36%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.01%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	95.68%	94.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.68%	97.64%
CHEMBL3524	P56524	Histone deacetylase 4	93.83%	92.97%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	93.42%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.36%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.82%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1949	P62937	Cyclophilin A	90.86%	98.57%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.19%	92.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL228	P31645	Serotonin transporter	86.92%	95.51%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.76%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.58%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.56%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.48%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.12%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	84.84%	97.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.50%	95.83%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.68%	91.76%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.43%	91.43%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.74%	82.38%

Plants that contains it

• Gnetum hainanense
• Jatropha integerrima
• Vitis vinifera

Cross-Links

• PubChem: 25093024
• LOTUS: LTS0275722
• wikiData: Q105152259