Pepticinnamin E

Details

• Internal ID: 81137f90-9e80-4b86-8f4b-a0e76a18a547
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: [(2R)-3,6-dioxopiperazin-2-yl]methyl (2R,4R)-2-benzyl-2-[[(2S)-3-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-(methylamino)propanoyl]-methylamino]-5-(4-hydroxyphenyl)-3-oxo-4-[[(E)-3-[2-[(E)-pent-2-enyl]phenyl]prop-2-enoyl]amino]pentanoate
• InChI: InChI=1S/C49H54ClN5O10/c1-5-6-8-15-33-16-11-12-17-34(33)21-25-41(57)53-37(26-31-18-22-36(56)23-19-31)45(60)49(28-32-13-9-7-10-14-32,48(63)65-30-39-46(61)52-29-42(58)54-39)55(3)47(62)38(51-2)27-35-20-24-40(64-4)44(59)43(35)50/h6-14,16-25,37-39,51,56,59H,5,15,26-30H2,1-4H3,(H,52,61)(H,53,57)(H,54,58)/b8-6+,25-21+/t37-,38+,39-,49-/m1/s1
• InChI Key: SGXHOALVNXPUDW-AZFZHSADSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₅₄ClN₅O₁₀
• Molecular Weight: 908.40 g/mol
• Exact Mass: 907.3559206 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 21

Synonyms

• [(2R)-3,6-Dioxopiperazin-2-yl]methyl (2S)-2-[[(2S)-3-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-[[(2R)-3-(4-hydroxyphenyl)-2-[[(E)-3-[2-[(Z)-pent-1-enyl]phenyl]prop-2-enoyl]amino]propanoyl]-methylamino]propanoyl]-methylamino]-3-phenylpropanoate
• Pepticinnamine E
• L-Phenylalanine, N-(2-chloro-3-hydroxy-N,O-dimethyl-N-(N-(1-oxo-3-(2-(1-pentenyl)phenyl)-2-propenyl)-D-tyrosyl)tyrosyl)-N-methyl-, (3,6-dioxo-2-piperazinyl)methyl ester, (R-(E,Z))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8255	82.55%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6085	60.85%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9800	98.00%
P-glycoprotein inhibitior	+	0.7840	78.40%
P-glycoprotein substrate	+	0.8638	86.38%
CYP3A4 substrate	+	0.7533	75.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.6487	64.87%
CYP2C9 inhibition	-	0.7592	75.92%
CYP2C19 inhibition	-	0.8173	81.73%
CYP2D6 inhibition	-	0.7455	74.55%
CYP1A2 inhibition	-	0.7702	77.02%
CYP2C8 inhibition	+	0.8572	85.72%
CYP inhibitory promiscuity	-	0.8742	87.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6338	63.38%
Carcinogenicity (trinary)	Non-required	0.5416	54.16%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7070	70.70%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8774	87.74%
Acute Oral Toxicity (c)	III	0.6241	62.41%
Estrogen receptor binding	+	0.8508	85.08%
Androgen receptor binding	+	0.8013	80.13%
Thyroid receptor binding	+	0.6565	65.65%
Glucocorticoid receptor binding	+	0.7022	70.22%
Aromatase binding	+	0.5805	58.05%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.6361	63.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9531	95.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.63%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.03%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	94.84%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.31%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	92.90%	90.20%
CHEMBL2535	P11166	Glucose transporter	91.34%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.57%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.50%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.25%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.40%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.71%	92.62%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.72%	96.67%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	83.46%	81.58%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.00%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.41%	90.08%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	82.18%	87.50%
CHEMBL5957	P21589	5'-nucleotidase	82.09%	97.78%
CHEMBL1801	P00747	Plasminogen	80.69%	92.44%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6444270
• LOTUS: LTS0178956
• wikiData: Q77279162