CID 6037

Details

• Internal ID: 60939c66-5322-4652-a753-95c9176a5228
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
• SMILES (Canonical): C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=O)N=C(N3)N
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=O)N=C(N3)N
• InChI: InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1
• InChI Key: OVBPIULPVIDEAO-LBPRGKRZSA-N
• Popularity: 29,318 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉N₇O₆
• Molecular Weight: 441.40 g/mol
• Exact Mass: 441.13968135 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7880	78.80%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4625	46.25%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9609	96.09%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8585	85.85%
P-glycoprotein inhibitior	-	0.8678	86.78%
P-glycoprotein substrate	+	0.5286	52.86%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9160	91.60%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9281	92.81%
CYP2C8 inhibition	-	0.9295	92.95%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6643	66.43%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9809	98.09%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7322	73.22%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6316	63.16%
Acute Oral Toxicity (c)	III	0.6157	61.57%
Estrogen receptor binding	-	0.8254	82.54%
Androgen receptor binding	-	0.7545	75.45%
Thyroid receptor binding	+	0.7602	76.02%
Glucocorticoid receptor binding	-	0.7641	76.41%
Aromatase binding	+	0.5394	53.94%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8262	82.62%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	35481.3 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	15848.9 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25118.9 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	25118.9 nM; 10000 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	7943.3 nM	Potency	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.68%	90.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.05%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.19%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	93.56%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.81%	90.71%
CHEMBL1829	O15379	Histone deacetylase 3	91.09%	95.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.27%	99.23%
CHEMBL1781	P11387	DNA topoisomerase I	90.19%	97.00%
CHEMBL202	P00374	Dihydrofolate reductase	89.75%	89.92%
CHEMBL1937	Q92769	Histone deacetylase 2	88.14%	94.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.69%	81.11%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.39%	92.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.81%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.47%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.72%	98.75%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	84.67%	88.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.19%	100.00%
CHEMBL4070	P19784	Casein kinase II alpha (prime)	83.22%	91.67%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	83.14%	93.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.06%	97.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.65%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Alstonia muelleriana
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Coreopsis nodosa
• Croton cascarilloides
• Dacrydium cupressinum
• Disynaphia halimifolia
• Eragrostis viscosa
• Foeniculum vulgare
• Forsteronia refracta
• Fridericia chica
• Glycine tomentella
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hippophae rhamnoides
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Lactuca sativa
• Mangifera indica
• Nauclea officinalis
• Nicotiana undulata
• Passiflora incarnata
• Ruta pinnata
• Salvia dorrii
• Senecio paludaffinis
• Seriphidium cinum
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Trigonella grandiflora
• Tripolium pannonicum
• Uraria picta
• Uvaria calamistrata

Cross-Links

• PubChem: 6037
• NPASS: NPC147983
• ChEMBL: CHEMBL1622
• LOTUS: LTS0212965
• wikiData: Q127060