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

Details

• Internal ID: fc240473-5b50-46f7-b70c-5199a5c237a5
• 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-15-[(1S)-1-hydroxyethyl]-6-[(4-hydroxyphenyl)methyl]-3-methyl-9-(2-methylpropyl)-1,4,7,10,13,16-hexazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O)CC(C)C)CC3=CC=CC=C3)C(C)O
• SMILES (Isomeric): C[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC2=CC=C(C=C2)O)CC(C)C)CC3=CC=CC=C3)[C@H](C)O
• InChI: InChI=1S/C33H44N6O8/c1-18(2)14-24-31(45)37-25(16-22-10-12-23(41)13-11-22)30(44)35-19(3)29(43)34-17-27(42)39-28(20(4)40)33(47)38-26(32(46)36-24)15-21-8-6-5-7-9-21/h5-13,18-20,24-26,28,40-41H,14-17H2,1-4H3,(H,34,43)(H,35,44)(H,36,46)(H,37,45)(H,38,47)(H,39,42)/t19-,20-,24-,25-,26-,28-/m0/s1
• InChI Key: YVOYUEGGMRGNLO-FOMOFUEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄N₆O₈
• Molecular Weight: 652.70 g/mol
• Exact Mass: 652.32206238 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8169	81.69%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8649	86.49%
BSEP inhibitior	+	0.9207	92.07%
P-glycoprotein inhibitior	+	0.7138	71.38%
P-glycoprotein substrate	+	0.8817	88.17%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7888	78.88%
CYP3A4 inhibition	-	0.7717	77.17%
CYP2C9 inhibition	-	0.8869	88.69%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.9001	90.01%
CYP2C8 inhibition	+	0.5535	55.35%
CYP inhibitory promiscuity	-	0.9231	92.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6518	65.18%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7452	74.52%
Acute Oral Toxicity (c)	III	0.6962	69.62%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	+	0.7368	73.68%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	-	0.4878	48.78%
PPAR gamma	+	0.7591	75.91%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4337	43.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.08%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.56%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.78%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.79%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.07%	93.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.21%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.42%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.04%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.63%	91.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.11%	97.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.82%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.18%	95.50%
CHEMBL2535	P11166	Glucose transporter	84.83%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.77%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.44%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.75%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.53%	94.73%
CHEMBL4447	Q9Y337	Kallikrein 5	80.13%	87.50%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 163186089
• LOTUS: LTS0094558
• wikiData: Q105365761