2-[[1-[[3-[2-Aminopropanoyl(methyl)amino]-1-[[(Z)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid

Details

• Internal ID: 39e60833-d0e9-4046-b277-14cc2f81f84a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[1-[[3-[2-aminopropanoyl(methyl)amino]-1-[[(Z)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
• SMILES (Canonical): CC(C(C(=O)NC=C1CC(C(O1)N2C=CC(=O)NC2=O)O)NC(=O)C(C)NC(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)O)N(C)C(=O)C(C)N
• SMILES (Isomeric): CC(C(C(=O)N/C=C\1/CC(C(O1)N2C=CC(=O)NC2=O)O)NC(=O)C(C)NC(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)O)N(C)C(=O)C(C)N
• InChI: InChI=1S/C32H41N9O10/c1-15(33)28(46)40(4)17(3)25(27(45)35-14-19-12-23(42)29(51-19)41-10-9-24(43)38-32(41)50)39-26(44)16(2)36-31(49)37-22(30(47)48)11-18-13-34-21-8-6-5-7-20(18)21/h5-10,13-17,22-23,25,29,34,42H,11-12,33H2,1-4H3,(H,35,45)(H,39,44)(H,47,48)(H2,36,37,49)(H,38,43,50)/b19-14-
• InChI Key: PBFVZISIBPPZNE-RGEXLXHISA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁N₉O₁₀
• Molecular Weight: 711.70 g/mol
• Exact Mass: 711.29763854 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

• 2-[[1-[[3-[2-Aminopropanoyl(methyl)amino]-1-[[(Z)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7947	79.47%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4096	40.96%
OATP2B1 inhibitior	+	0.5694	56.94%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9429	94.29%
BSEP inhibitior	+	0.6251	62.51%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.8052	80.52%
CYP3A4 substrate	+	0.7260	72.60%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8381	83.81%
CYP2D6 inhibition	-	0.8747	87.47%
CYP1A2 inhibition	-	0.8212	82.12%
CYP2C8 inhibition	+	0.6199	61.99%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4539	45.39%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.7909	79.09%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5071	50.71%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8722	87.22%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8452	84.52%
Acute Oral Toxicity (c)	III	0.6250	62.50%
Estrogen receptor binding	+	0.8047	80.47%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.6324	63.24%
Glucocorticoid receptor binding	+	0.6543	65.43%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.7416	74.16%
Honey bee toxicity	-	0.6662	66.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7352	73.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.23%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.86%	88.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	94.20%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL3837	P07711	Cathepsin L	93.65%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.59%	90.08%
CHEMBL261	P00915	Carbonic anhydrase I	91.55%	96.76%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.81%	83.10%
CHEMBL5028	O14672	ADAM10	90.33%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.96%	98.33%
CHEMBL226	P30542	Adenosine A1 receptor	86.58%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.47%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.17%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.89%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	85.36%	89.63%
CHEMBL1829	O15379	Histone deacetylase 3	85.04%	95.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.91%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.07%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.04%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.39%	95.89%
CHEMBL4072	P07858	Cathepsin B	82.24%	93.67%
CHEMBL340	P08684	Cytochrome P450 3A4	82.15%	91.19%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.04%	97.64%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.03%	95.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.02%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.85%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.52%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9940029
• LOTUS: LTS0230123
• wikiData: Q77513344