Macyranone D

Details

• Internal ID: 7ff4c7e6-1dc3-4a78-b4dd-648be652413e
• 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-imidazol-5-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/C29H40N6O9/c1-5-22(38)20(12-19-13-30-14-31-19)32-27(41)23(16(3)36)35-28(42)24(17(4)37)34-26(40)15(2)25(39)33-21(29(43)44)11-18-9-7-6-8-10-18/h6-10,13-17,20-21,23-24,36-37H,5,11-12H2,1-4H3,(H,30,31)(H,32,41)(H,33,39)(H,34,40)(H,35,42)(H,43,44)/t15?,16-,17+,20-,21-,23-,24-/m0/s1
• InChI Key: DRLRUDYYKDPJRO-GCLCDYDMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀N₆O₉
• Molecular Weight: 616.70 g/mol
• Exact Mass: 616.28567687 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

• (2S)-2-[[3-[[(2S,3R)-3-hydroxy-1-[[(2S,3S)-3-hydroxy-1-[[(2S)-1-(1H-imidazol-5-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-imidazol-5-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-imidazol-5-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-imidazol-5-yl)-3-oxopentan-2-yl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}-2-methylethylidene)amino]-3-phenylpropanoate
• RefChem:155065
• CHEBI:219152

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8224	82.24%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	+	0.5754	57.54%
OATP1B1 inhibitior	+	0.7320	73.20%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8322	83.22%
P-glycoprotein inhibitior	+	0.6645	66.45%
P-glycoprotein substrate	+	0.6121	61.21%
CYP3A4 substrate	+	0.5549	55.49%
CYP2C9 substrate	+	0.5754	57.54%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.6992	69.92%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8666	86.66%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8579	85.79%
CYP2C8 inhibition	+	0.5258	52.58%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8253	82.53%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4077	40.77%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5741	57.41%
skin sensitisation	-	0.9006	90.06%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6545	65.45%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	+	0.5840	58.40%
Glucocorticoid receptor binding	+	0.6420	64.20%
Aromatase binding	+	0.5220	52.20%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.8966	89.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7515	75.15%
Fish aquatic toxicity	-	0.5324	53.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.35%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	97.03%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.52%	97.64%
CHEMBL255	P29275	Adenosine A2b receptor	89.91%	98.59%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.26%	98.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.63%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.47%	93.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.43%	92.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.03%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.45%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.11%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.97%	98.75%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.96%	97.23%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	84.41%	92.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.73%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	83.61%	89.63%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.58%	93.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.63%	91.81%
CHEMBL4208	P20618	Proteasome component C5	81.33%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.25%	85.14%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	80.14%	88.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588736
• LOTUS: LTS0150694
• wikiData: Q104987490