cyclo[Gly-aThr-Phe-Leu-Tyr-aThr]

Details

• Internal ID: bb8469cc-e311-4b5d-aff9-ae4d4383da08
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,9S,12S,15S)-12-benzyl-3,15-bis[(1S)-1-hydroxyethyl]-6-[(4-hydroxyphenyl)methyl]-9-(2-methylpropyl)-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)O)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@H](C)O)CC2=CC=C(C=C2)O)CC(C)C)CC3=CC=CC=C3)O
• InChI: InChI=1S/C34H46N6O9/c1-18(2)14-24-30(45)37-26(16-22-10-12-23(43)13-11-22)32(47)40-28(19(3)41)33(48)35-17-27(44)39-29(20(4)42)34(49)38-25(31(46)36-24)15-21-8-6-5-7-9-21/h5-13,18-20,24-26,28-29,41-43H,14-17H2,1-4H3,(H,35,48)(H,36,46)(H,37,45)(H,38,49)(H,39,44)(H,40,47)/t19-,20-,24-,25-,26-,28-,29-/m0/s1
• InChI Key: XNTUZIAQCKJMCB-FEVSQQJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆N₆O₉
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.33262707 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -1.46
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• 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	-	0.8777	87.77%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6843	68.43%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8649	86.49%
BSEP inhibitior	+	0.8811	88.11%
P-glycoprotein inhibitior	+	0.6923	69.23%
P-glycoprotein substrate	+	0.8299	82.99%
CYP3A4 substrate	+	0.5841	58.41%
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	+	0.4763	47.63%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9337	93.37%
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	-	0.3802	38.02%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5662	56.62%
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	-	0.5859	58.59%
Acute Oral Toxicity (c)	III	0.6917	69.17%
Estrogen receptor binding	+	0.7342	73.42%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	+	0.5182	51.82%
PPAR gamma	+	0.7404	74.04%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.60%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	97.95%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.34%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.20%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.21%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.90%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.95%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	85.78%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.59%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.74%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.20%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.25%	98.75%
CHEMBL4447	Q9Y337	Kallikrein 5	83.00%	87.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.06%	91.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.74%	89.44%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%
CHEMBL4071	P08311	Cathepsin G	80.12%	94.64%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 162911373
• LOTUS: LTS0169230
• wikiData: Q105331955