Cyclo-(L-leucyl-trans-4-hydroxy-L-prolyl-D-leucyl-trans-4-hydroxy-L-proline)

Details

• Internal ID: 6b32eeda-875b-49cd-be1a-3e92f6e94dda
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3R,6S,8R,12S,15S,17R)-8,17-dihydroxy-3,12-bis(2-methylpropyl)-1,4,10,13-tetrazatricyclo[13.3.0.06,10]octadecane-2,5,11,14-tetrone
• InChI: InChI=1S/C22H36N4O6/c1-11(2)5-15-21(31)25-9-13(27)8-18(25)20(30)24-16(6-12(3)4)22(32)26-10-14(28)7-17(26)19(29)23-15/h11-18,27-28H,5-10H2,1-4H3,(H,23,29)(H,24,30)/t13-,14-,15-,16+,17+,18+/m1/s1
• InChI Key: GFPWUVSZMLDPAF-ZXLDYLNASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆N₄O₆
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.26348488 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8928	89.28%
Caco-2	-	0.7045	70.45%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6602	66.02%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7140	71.40%
P-glycoprotein inhibitior	-	0.5774	57.74%
P-glycoprotein substrate	+	0.6087	60.87%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.9596	95.96%
CYP2C9 inhibition	-	0.9270	92.70%
CYP2C19 inhibition	-	0.8591	85.91%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.9662	96.62%
CYP2C8 inhibition	-	0.9825	98.25%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5988	59.88%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7717	77.17%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8417	84.17%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6801	68.01%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.6164	61.64%
Estrogen receptor binding	+	0.6595	65.95%
Androgen receptor binding	+	0.6328	63.28%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.5945	59.45%
Aromatase binding	-	0.5430	54.30%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5632	56.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.54%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.13%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.94%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	82.25%	98.03%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.78%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.62%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585922
• LOTUS: LTS0140497
• wikiData: Q77494887