cyclo[Ala-D-Leu-D-Val-D-Pro-Gly-Tyr-Val-Leu]

Details

• Internal ID: 48338e00-bfd7-4933-94a9-73cbb4f1cb02
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3R,6R,9S,12S,15S,18S,24R)-18-[(4-hydroxyphenyl)methyl]-9-methyl-6,12-bis(2-methylpropyl)-3,15-di(propan-2-yl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC(C)C)C(C)C)CC3=CC=C(C=C3)O)C(C)C)CC(C)C
• SMILES (Isomeric): C[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC(C)C)C(C)C)CC3=CC=C(C=C3)O)C(C)C)CC(C)C
• InChI: InChI=1S/C41H64N8O9/c1-21(2)17-28-36(53)43-25(9)35(52)45-29(18-22(3)4)37(54)48-34(24(7)8)41(58)49-16-10-11-31(49)39(56)42-20-32(51)44-30(19-26-12-14-27(50)15-13-26)38(55)47-33(23(5)6)40(57)46-28/h12-15,21-25,28-31,33-34,50H,10-11,16-20H2,1-9H3,(H,42,56)(H,43,53)(H,44,51)(H,45,52)(H,46,57)(H,47,55)(H,48,54)/t25-,28-,29+,30-,31+,33-,34+/m0/s1
• InChI Key: DDWIRDHTZAQZIO-WINDBLMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄N₈O₉
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.47962565 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 9
• 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	+	0.8839	88.39%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8686	86.86%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.9089	90.89%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.9117	91.17%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.7848	78.48%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.9721	97.21%
CYP2C8 inhibition	+	0.5849	58.49%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3641	36.41%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.9015	90.15%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6638	66.38%
Acute Oral Toxicity (c)	III	0.6509	65.09%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	+	0.6388	63.88%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6541	65.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.96%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.20%	90.93%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.76%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.64%	97.25%
CHEMBL3524	P56524	Histone deacetylase 4	93.42%	92.97%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.13%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.00%	95.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	92.72%	99.09%
CHEMBL1902	P62942	FK506-binding protein 1A	91.66%	97.05%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.40%	93.10%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.91%	82.38%
CHEMBL1937	Q92769	Histone deacetylase 2	90.87%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.08%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	88.17%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.80%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.99%	99.18%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.62%	88.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.45%	95.89%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	85.33%	94.36%
CHEMBL1949	P62937	Cyclophilin A	85.23%	98.57%
CHEMBL4616	Q92847	Ghrelin receptor	83.95%	92.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.92%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	83.04%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.92%	91.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.85%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.56%	93.40%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.71%	85.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.83%	89.67%

Plants that contains it

• Annona glabra

Cross-Links

• PubChem: 162944109
• LOTUS: LTS0247665
• wikiData: Q104976979