CHEMBL2074657
C₂₀H₂₂N₈O₅·454.400 g/mol·CID 267609
IUPAC: 2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]-3-methylbenzoyl]amino]pentanedioic acid
Also known as: NSC107135, 3'-Methylaminopterin, SCHEMBL15056153, BDBM50485578, NSC-107135
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
454.400g/mol
Exact Mass
454.171316Da
Monoisotopic Mass
454.171316Da
XLogP
-1.6
Polar Surface Area
219.0Ų
Complexity
712
Formal Charge
0
H-Bond Donors
6
H-Bond Acceptors
12
Rotatable Bonds
9
Heavy Atoms
33
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 454.4 g/mol
MW ≤ 500
✓ -1.6
LogP ≤ 5
✗ 6
H-bond donors ≤ 5
✗ 12
H-bond acceptors ≤ 10
2 violations — poor oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C20H22N8O5/c1-9-6-10(18(31)26-13(19(32)33)4-5-14(29)30)2-3-12(9)23-7-11-8-24-17-15(25-11)16(21)27-20(22)28-17/h2-3,6,8,13,23H,4-5,7H2,1H3,(H,26,31)(H,29,30)(H,32,33)(H4,21,22,24,27,28)
Isomers8 compounds with formula C₂₀H₂₂N₈O₅
(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CID 126941 · 454.4 g/mol
(2R)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CID 72440 · 454.4 g/mol
2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CID 4112 · 454.4 g/mol
(2S)-2-[[2-[4-[(2,4-diaminopteridin-6-yl)methylamino]phenyl]acetyl]amino]pentanedioic acid
CID 54320337 · 454.4 g/mol
3-[carboxymethyl-[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]propanoic acid
CID 14016391 · 454.4 g/mol
(2S)-2-[[4-[(2,4-diaminopteridin-7-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CID 3040815 · 454.4 g/mol
(2R)-2-[[4-[(2,4-diaminopteridin-7-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
CID 3049680 · 454.4 g/mol
(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-(trideuteriomethyl)amino]benzoyl]amino]pentanedioic acid
CID 10895754 · 457.5 g/mol