(2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-formylamino]benzoyl]amino]pentanedioic acid

Details

• Internal ID: b53accba-ee89-4725-9865-1623f9c7edf0
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Pterins and derivatives > Folic acids and derivatives > Folic acids
• IUPAC Name: (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-formylamino]benzoyl]amino]pentanedioic acid
• SMILES (Canonical): C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)N(CC2=CN=C3C(=N2)C(=O)N=C(N3)N)C=O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(CC2=CN=C3C(=N2)C(=O)N=C(N3)N)C=O
• InChI: InChI=1S/C20H19N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,7,9,13H,5-6,8H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,22,25,26,32)/t13-/m0/s1
• InChI Key: UGWUWNVTCLDEOG-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉N₇O₇
• Molecular Weight: 469.40 g/mol
• Exact Mass: 469.13459597 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6418	64.18%
Caco-2	-	0.9164	91.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4848	48.48%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.9067	90.67%
BSEP inhibitior	-	0.8167	81.67%
P-glycoprotein inhibitior	-	0.7659	76.59%
P-glycoprotein substrate	+	0.6114	61.14%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8922	89.22%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.9256	92.56%
CYP2C8 inhibition	-	0.6567	65.67%
CYP inhibitory promiscuity	-	0.9724	97.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9731	97.31%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5258	52.58%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8771	87.71%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.5821	58.21%
Estrogen receptor binding	-	0.5867	58.67%
Androgen receptor binding	-	0.6075	60.75%
Thyroid receptor binding	+	0.7093	70.93%
Glucocorticoid receptor binding	-	0.7242	72.42%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.7094	70.94%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.6653	66.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.42%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.32%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.23%	89.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.66%	93.10%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	91.86%	90.20%
CHEMBL1781	P11387	DNA topoisomerase I	90.95%	97.00%
CHEMBL1829	O15379	Histone deacetylase 3	90.32%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.05%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.67%	90.71%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	87.21%	95.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	86.39%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL202	P00374	Dihydrofolate reductase	85.53%	89.92%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.59%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.94%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.71%	95.56%
CHEMBL1892	Q04609	Glutamate carboxypeptidase II	82.64%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.93%	94.73%
CHEMBL4070	P19784	Casein kinase II alpha (prime)	81.74%	91.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	81.26%	81.58%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.60%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.58%	93.56%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 3080544
• NPASS: NPC133914