D-Amethopterin
C₂₀H₂₂N₈O₅·454.400 g/mol·CID 72440
IUPAC: (2R)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
Also known as: (R)-Methotrexate, 51865-79-3, D-Methotrexate, Methotrexate, (R)-, R-methotrexate (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
454.400g/mol
Exact Mass
454.171316Da
Monoisotopic Mass
454.171316Da
XLogP
-1.8
Polar Surface Area
211.0Ų
Complexity
704
Formal Charge
0
H-Bond Donors
5
H-Bond Acceptors
12
Rotatable Bonds
9
Heavy Atoms
33
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 454.4 g/mol
MW ≤ 500
✓ -1.8
LogP ≤ 5
✓ 5
H-bond donors ≤ 5
✗ 12
H-bond acceptors ≤ 10
1 violation — may still have acceptable bioavailability
GHS Hazard Classification
Danger
Hazards
H301Toxic if swallowedH315Causes skin irritationH319Causes serious eye irritationH341Suspected of causing genetic defectsH351Suspected of causing cancerH360May damage fertility or the unborn childH373May causes damage to organs through prolonged or repeated exposure
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
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-/m1/s1
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
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
2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]-3-methylbenzoyl]amino]pentanedioic acid
CID 267609 · 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