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

Details

• Internal ID: 46e34e9d-63a1-4c0f-9af2-7f7dfa7342f2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,12S,18S)-6-benzyl-3-[(4-hydroxyphenyl)methyl]-12-(2-methylpropyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C)CC1C(=O)NCC(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N1)CC3=CC=C(C=C3)O)CC4=CC=CC=C4
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N1)CC3=CC=C(C=C3)O)CC4=CC=CC=C4
• InChI: InChI=1S/C33H42N6O7/c1-20(2)15-24-30(43)34-18-28(41)37-25(16-21-7-4-3-5-8-21)31(44)38-26(17-22-10-12-23(40)13-11-22)33(46)39-14-6-9-27(39)32(45)35-19-29(42)36-24/h3-5,7-8,10-13,20,24-27,40H,6,9,14-19H2,1-2H3,(H,34,43)(H,35,45)(H,36,42)(H,37,41)(H,38,44)/t24-,25-,26-,27-/m0/s1
• InChI Key: AXEBEJWQIWQEHF-FWEHEUNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂N₆O₇
• Molecular Weight: 634.70 g/mol
• Exact Mass: 634.31149770 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.8809	88.09%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	0.7070	70.70%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9079	90.79%
P-glycoprotein inhibitior	+	0.7914	79.14%
P-glycoprotein substrate	+	0.8707	87.07%
CYP3A4 substrate	+	0.6368	63.68%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.6459	64.59%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.9846	98.46%
CYP2C8 inhibition	+	0.5222	52.22%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9429	94.29%
Skin irritation	-	0.7892	78.92%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3601	36.01%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5949	59.49%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	+	0.7428	74.28%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.6521	65.21%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7553	75.53%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8752	87.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.43%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	96.48%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.05%	90.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.36%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.79%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.27%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.35%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.20%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	87.53%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.77%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.78%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL3202	P48147	Prolyl endopeptidase	82.57%	90.65%
CHEMBL4040	P28482	MAP kinase ERK2	82.49%	83.82%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.48%	91.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.06%	99.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.90%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.32%	97.25%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bursera kerberi
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Juniperus scopulorum
• Lasianthaea podocephala
• Lupinus cosentinii
• Melampodium leucanthum
• Myrica pensylvanica
• Neopallasia pectinata
• Papaver pseudocanescens
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron mucronulatum
• Seseli libanotis
• Sideritis dasygnaphala
• Stellaria media
• Tephroseris kirilowii
• Tephroseris palustris

Cross-Links

• PubChem: 71608845
• NPASS: NPC199990
• LOTUS: LTS0209860
• wikiData: Q104920480