(2R)-2-[[(2R)-2-[[(2R,3R,4R)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2S,3S,4R,5R)-5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]acetyl]amino]pentanedioic acid

Details

• Internal ID: 895aed88-cab4-4727-b978-b7a599dad5d1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-2-[[(2R)-2-[[(2R,3R,4R)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2S,3S,4R,5R)-5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]acetyl]amino]pentanedioic acid
• SMILES (Canonical): CC(C(C1=NC=C(C=C1)O)O)C(C(=O)NC(C2C(C(C(O2)C3=CNC(=O)NC3=O)O)O)C(=O)NC(CCC(=O)O)C(=O)O)N
• SMILES (Isomeric): C[C@@H]([C@H](C1=NC=C(C=C1)O)O)[C@H](C(=O)N[C@H]([C@H]2[C@H]([C@H]([C@H](O2)C3=CNC(=O)NC3=O)O)O)C(=O)N[C@H](CCC(=O)O)C(=O)O)N
• InChI: InChI=1S/C25H32N6O13/c1-8(16(35)11-3-2-9(32)6-27-11)14(26)22(39)30-15(23(40)29-12(24(41)42)4-5-13(33)34)20-18(37)17(36)19(44-20)10-7-28-25(43)31-21(10)38/h2-3,6-8,12,14-20,32,35-37H,4-5,26H2,1H3,(H,29,40)(H,30,39)(H,33,34)(H,41,42)(H2,28,31,38,43)/t8-,12-,14-,15-,16-,17-,18+,19-,20+/m1/s1
• InChI Key: ZWCOQJINVKEJCM-PEHXEKCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂N₆O₁₃
• Molecular Weight: 624.60 g/mol
• Exact Mass: 624.20273510 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: -6.90
• Atomic LogP (AlogP): -4.06
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5488	54.88%
Caco-2	-	0.9009	90.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5952	59.52%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8701	87.01%
BSEP inhibitior	-	0.8144	81.44%
P-glycoprotein inhibitior	+	0.6120	61.20%
P-glycoprotein substrate	+	0.6806	68.06%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.7680	76.80%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.8495	84.95%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8685	86.85%
CYP2C8 inhibition	+	0.6052	60.52%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.8148	81.48%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6259	62.59%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8161	81.61%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.7022	70.22%
Androgen receptor binding	+	0.5992	59.92%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	-	0.5291	52.91%
Aromatase binding	+	0.5560	55.60%
PPAR gamma	+	0.6493	64.93%
Honey bee toxicity	-	0.7870	78.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7783	77.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.98%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.73%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.62%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.67%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	94.58%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.91%	93.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.50%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.38%	99.15%
CHEMBL2535	P11166	Glucose transporter	90.66%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.61%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.61%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.00%	83.10%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.67%	92.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.37%	91.11%
CHEMBL3776	Q14790	Caspase-8	88.77%	97.06%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.21%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.33%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.26%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.00%	90.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.78%	98.05%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.03%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.17%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.16%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.61%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588950
• LOTUS: LTS0189150
• wikiData: Q105384826