cyclo[Gly-Leu-Val-Ile-Tyr-Pro]

Details

• Internal ID: 05ec907c-8d5b-4f31-85fa-dfaeb9f2ad89
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S)-6-[(2S)-butan-2-yl]-3-[(4-hydroxyphenyl)methyl]-12-(2-methylpropyl)-9-propan-2-yl-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1)C(C)C)CC(C)C)CC3=CC=C(C=C3)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CC(C)C)CC3=CC=C(C=C3)O
• InChI: InChI=1S/C33H50N6O7/c1-7-20(6)28-32(45)36-24(16-21-10-12-22(40)13-11-21)33(46)39-14-8-9-25(39)30(43)34-17-26(41)35-23(15-18(2)3)29(42)37-27(19(4)5)31(44)38-28/h10-13,18-20,23-25,27-28,40H,7-9,14-17H2,1-6H3,(H,34,43)(H,35,41)(H,36,45)(H,37,42)(H,38,44)/t20-,23-,24-,25-,27-,28-/m0/s1
• InChI Key: NBHAQSGXFBJPBJ-TYCCIHQKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₀N₆O₇
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.37409796 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	-	0.8511	85.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9111	91.11%
P-glycoprotein inhibitior	+	0.7282	72.82%
P-glycoprotein substrate	+	0.8891	88.91%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.9636	96.36%
CYP2C8 inhibition	+	0.5900	59.00%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	-	0.9009	90.09%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6504	65.04%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.6121	61.21%
Thyroid receptor binding	+	0.5448	54.48%
Glucocorticoid receptor binding	+	0.6507	65.07%
Aromatase binding	+	0.6193	61.93%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.8111	81.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7342	73.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.73%	90.08%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	97.61%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	95.90%	99.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.75%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.67%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.63%	82.38%
CHEMBL3524	P56524	Histone deacetylase 4	94.30%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.47%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	92.45%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.05%	97.25%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	91.92%	94.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.79%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	89.94%	97.64%
CHEMBL4616	Q92847	Ghrelin receptor	89.36%	92.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.26%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.22%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.83%	97.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.23%	99.18%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.15%	88.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.72%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.49%	95.93%
CHEMBL1902	P62942	FK506-binding protein 1A	86.48%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.01%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.34%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.29%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.02%	97.14%
CHEMBL217	P14416	Dopamine D2 receptor	82.51%	95.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.23%	93.40%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.16%	85.00%

Plants that contains it

• Annona glabra
• Annona reticulata
• Annona senegalensis

Cross-Links

• PubChem: 15381489
• LOTUS: LTS0031588
• wikiData: Q105176776