chempirical

Methotrexate

C20H22N8O5CAS 59-05-2454.45 g/mol

Open in Covalent MOL file
NNNNHNHNH2NOHNOOHOOH
AmideCarboxylic acidPrimary amineTertiary amine

Properties

Molecular formula
C20H22N8O5
Molar mass
454.45 g/mol
Exact mass
454.1713 Da
Melting point
195 °C
logP
0.10Crippen estimate
Polar surface area
211.3 Ų
H-bond donors / acceptors
6 / 9
Rotatable bonds
9
Stereocentres
Sin SMILES atom order

Identifiers

CAS number
59-05-2
SMILES
CN(Cc1cnc2nc(=N)[nH]c(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1
InChIKey
FBOZXECLQNJBKD-ZDUSSCGKSA-N
InChI
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

47 names · show all
  • L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
  • Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, L-(+)-
  • N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
  • CL 14377
  • Amethopterin
  • 4-Amino-10-methylfolic acid
  • 4-Amino-N10-methylpteroylglutamic acid
  • N-[p-[[2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-(+)-glutamic acid
  • MTX
  • NSC 740
  • R 9985
  • Antifolan
  • L-Methotrexate
  • Amethopterine
  • 4-Amino-N10-methylfolic acid
  • (+)-Amethopterin
  • L-Amethopterin
  • Methotrexat-ebewe
  • Ledertrexate
  • Emtexate
  • Mexate
  • Metatrexan
  • EMT 25299
  • Methylaminopterin
  • Rheumatrex
  • Methoxtrexate
  • Trexall
  • Emthexate PF
  • Emtrexate
  • (2S)-2-[[4-[[(2,4-Diaminopteridin-6-yl)methyl]methylamino]benzoyl]amino]pentanedioic acid
  • Folitrax
  • Folex PFS
  • Folex
  • Mexate-AQ
  • Methotrexate LPF
  • Trilem
  • Zexate
  • Oncotrex
  • Methocip
  • Merex
  • Caditrex
  • Remtrex
  • Metorex
  • Methocel
  • LMTX
  • Nordimet
  • Jylamvo

Work with Methotrexate

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Aminopterin54-62-675 % similar Sodium methotrexate7413-34-570 % similar Pralatrexate146464-95-169 % similar Folic acid59-30-355 % similar 5-Methyltetrahydrofolic acid134-35-048 % similar Levomefolic acid31690-09-248 % similar Dihydrofolic acid4033-27-647 % similar N-(4-Aminobenzoyl)-L-glutamic acid4271-30-147 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook