cyclo[Gly-Thr-Phe-Leu-Tyr-Val]

Details

• Internal ID: 4143ee8e-9389-424a-a4c0-84418b439ca5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S)-12-benzyl-15-[(1R)-1-hydroxyethyl]-6-[(4-hydroxyphenyl)methyl]-9-(2-methylpropyl)-3-propan-2-yl-1,4,7,10,13,16-hexazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1)CC2=CC=CC=C2)C(C)O)C(C)C)CC3=CC=C(C=C3)O
• SMILES (Isomeric): C[C@H]([C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)C(C)C)CC2=CC=C(C=C2)O)CC(C)C)CC3=CC=CC=C3)O
• InChI: InChI=1S/C35H48N6O8/c1-19(2)15-25-31(45)38-27(17-23-11-13-24(43)14-12-23)33(47)41-29(20(3)4)34(48)36-18-28(44)40-30(21(5)42)35(49)39-26(32(46)37-25)16-22-9-7-6-8-10-22/h6-14,19-21,25-27,29-30,42-43H,15-18H2,1-5H3,(H,36,48)(H,37,46)(H,38,45)(H,39,49)(H,40,44)(H,41,47)/t21-,25+,26+,27+,29+,30+/m1/s1
• InChI Key: KPSXARSAIADXNN-VJBMBCGISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈N₆O₈
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.35336251 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): -0.19
• 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	+	0.8619	86.19%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8649	86.49%
BSEP inhibitior	+	0.8916	89.16%
P-glycoprotein inhibitior	+	0.7072	70.72%
P-glycoprotein substrate	+	0.8436	84.36%
CYP3A4 substrate	+	0.6038	60.38%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7888	78.88%
CYP3A4 inhibition	-	0.8448	84.48%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.8555	85.55%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9198	91.98%
CYP2C8 inhibition	+	0.5221	52.21%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9354	93.54%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5537	55.37%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6995	69.95%
Acute Oral Toxicity (c)	III	0.6917	69.17%
Estrogen receptor binding	+	0.7286	72.86%
Androgen receptor binding	+	0.7146	71.46%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.6592	65.92%
Aromatase binding	+	0.5344	53.44%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.8385	83.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4629	46.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.34%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.60%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.92%	90.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.68%	89.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.21%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.07%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.92%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.94%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.37%	95.50%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.36%	99.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.91%	95.93%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.45%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.30%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.47%	98.75%
CHEMBL4447	Q9Y337	Kallikrein 5	83.00%	87.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.73%	94.75%
CHEMBL4071	P08311	Cathepsin G	80.95%	94.64%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.73%	88.56%
CHEMBL3401	O75469	Pregnane X receptor	80.46%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.29%	97.33%

Plants that contains it

• Lotus pedunculatus
• Stellaria dichotoma

Cross-Links

• PubChem: 10101075
• LOTUS: LTS0041415
• wikiData: Q105144363