1.0 2016-06-03 11:54:45 UTC 2026-05-14 16:44:53 UTC pemetrexed SmallMolecule Pemetrexed is an organic compound with the chemical formula C20H21N5O6 and an average molecular weight of 427.41 g/mol. Pemetrexed belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. This compound is found in or released from two recorded sources: antennas within electrical and electronic equipment, and antineoplastic agents within healthcare, pharmaceuticals, and veterinary products. Recorded routes of exposure include intraventricular and intravenous administration. Pemetrexed acts on five recorded protein targets. It functions as an inhibitor of thymidylate synthase (TYMS), dihydrofolate reductase (DHFR), the bifunctional purine biosynthesis protein ATIC, and the trifunctional purine biosynthetic protein adenosine-3 (GART), as well as one other protein. C20H21N5O6 427.4106 427.149183429 (2R)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioic acid pemetrexed 137281-23-3 NC1=NC(=O)C2=C(NC=C2CCC2=CC=C(C=C2)C(=O)N[C@H](CCC(O)=O)C(O)=O)N1 InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m1/s1 WBXPDJSOTKVWSJ-CYBMUJFWSA-N Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Glutamic acid and derivatives Azacyclic compounds Benzoyl derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Heteroaromatic compounds Hippuric acids Hydrocarbon derivatives Hydroxypyrimidines N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Pyrrolo[2,3-d]pyrimidines Secondary carboxylic acid amides Substituted pyrroles Aromatic heteropolycyclic compound Azacycle Benzamide Benzenoid Benzoic acid or derivatives Benzoyl Carbonyl group Carboxamide group Carboxylic acid Dicarboxylic acid or derivatives Glutamic acid or derivatives Heteroaromatic compound Hippuric acid Hippuric acid or derivatives Hydrocarbon derivative Hydroxypyrimidine Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrimidine Pyrrole Pyrrolo[2,3-d]pyrimidine Pyrrolopyrimidine Secondary carboxylic acid amide Substituted pyrrole Aromatic heteropolycyclic compounds Detected and Not Quantified Pemetrexed Action Pathway SMP0126261 Pemetrexed Drug Metabolism Action Pathway SMP0143087 logp 1.2 logp 0.11 ALOGPS logs -3.97 ALOGPS solubility 4.55e-02 g/l ALOGPS logp 0.73 ChemAxon pka_strongest_acidic 3.34 ChemAxon pka_strongest_basic 0.96 ChemAxon iupac (2R)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioic acid ChemAxon average_mass 427.4106 ChemAxon mono_mass 427.149183429 ChemAxon smiles NC1=NC(=O)C2=C(NC=C2CCC2=CC=C(C=C2)C(=O)N[C@H](CCC(O)=O)C(O)=O)N1 ChemAxon formula C20H21N5O6 ChemAxon inchi InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m1/s1 ChemAxon inchikey WBXPDJSOTKVWSJ-CYBMUJFWSA-N ChemAxon polar_surface_area 186.97 ChemAxon refractivity 109.45 ChemAxon polarizability 43.04 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f726c955d40> DB00642 394493 393879 BE0000324 BE0000330 BE0000882 BE0001240 BE0000021