Macyranone E

Details

• Internal ID: 27ef9320-7aed-43bc-9b5f-d5c2932a138b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[3-[[(2S,3R)-3-hydroxy-1-[[(2S,3S)-3-hydroxy-1-[[(2S)-1-(1H-indol-3-yl)-3-oxopentan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]amino]-2-methyl-3-oxopropanoyl]amino]-3-phenylpropanoic acid
• InChI: InChI=1S/C34H43N5O9/c1-5-27(42)25(16-22-17-35-24-14-10-9-13-23(22)24)36-32(45)28(19(3)40)39-33(46)29(20(4)41)38-31(44)18(2)30(43)37-26(34(47)48)15-21-11-7-6-8-12-21/h6-14,17-20,25-26,28-29,35,40-41H,5,15-16H2,1-4H3,(H,36,45)(H,37,43)(H,38,44)(H,39,46)(H,47,48)/t18?,19-,20+,25-,26-,28-,29-/m0/s1
• InChI Key: HHPYBXDTISREJE-PVJKQRFOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₃N₅O₉
• Molecular Weight: 665.70 g/mol
• Exact Mass: 665.30607797 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

• (2S)-2-[[3-[[(2S,3R)-3-hydroxy-1-[[(2S,3S)-3-hydroxy-1-[[(2S)-1-(1H-indol-3-yl)-3-oxopentan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]amino]-2-methyl-3-oxopropanoyl]amino]-3-phenylpropanoic acid
• (2S)-2-((1-Hydroxy-2-(((1S,2R)-2-hydroxy-1-(((1S,2S)-2-hydroxy-1-(((2S)-1-(1H-indol-3-yl)-3-oxopentan-2-yl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)-2-methylethylidene)amino)-3-phenylpropanoate
• (2S)-2-((3-(((2S,3R)-3-hydroxy-1-(((2S,3S)-3-hydroxy-1-(((2S)-1-(1H-indol-3-yl)-3-oxopentan-2-yl)amino)-1-oxobutan-2-yl)amino)-1-oxobutan-2-yl)amino)-2-methyl-3-oxopropanoyl)amino)-3-phenylpropanoic acid
• (2S)-2-[(1-Hydroxy-2-{[(1S,2R)-2-hydroxy-1-{[(1S,2S)-2-hydroxy-1-{[(2S)-1-(1H-indol-3-yl)-3-oxopentan-2-yl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}-2-methylethylidene)amino]-3-phenylpropanoate
• RefChem:155066
• CHEBI:219158

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8890	88.90%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5280	52.80%
OATP2B1 inhibitior	+	0.5760	57.60%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9350	93.50%
P-glycoprotein inhibitior	+	0.7081	70.81%
P-glycoprotein substrate	+	0.6457	64.57%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.7639	76.39%
CYP2C9 inhibition	-	0.7769	77.69%
CYP2C19 inhibition	-	0.7954	79.54%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	-	0.8409	84.09%
CYP2C8 inhibition	-	0.6458	64.58%
CYP inhibitory promiscuity	+	0.5408	54.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6935	69.35%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6757	67.57%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7627	76.27%
Acute Oral Toxicity (c)	III	0.6192	61.92%
Estrogen receptor binding	+	0.7363	73.63%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	-	0.4841	48.41%
PPAR gamma	+	0.7729	77.29%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7870	78.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.16%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	96.65%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL3837	P07711	Cathepsin L	94.03%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	92.09%	91.81%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.56%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.86%	98.33%
CHEMBL255	P29275	Adenosine A2b receptor	87.65%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.36%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.86%	83.10%
CHEMBL2535	P11166	Glucose transporter	86.82%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.57%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.31%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.28%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.21%	88.56%
CHEMBL4208	P20618	Proteasome component C5	82.75%	90.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.62%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588737
• LOTUS: LTS0041938
• wikiData: Q105028461