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Also known as: Pteramina, 4-aminopteroylglutamic acid, 4-aminofolic acid; apga, 2-(4-((2,4-diaminopteridin-6-yl)methylamino)-benzamido)pentanedioic acid, 4-amino-4-deoxypteroylglutamate, Folic acid, 4-amino-

Molecular Formula

C₁₉H₂₀N₈O₅

Molecular Weight

440.4 g/mol

InChI Key

TVZGACDUOSZQKY-UHFFFAOYSA-N

1 2D Structure

Aminopterin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid

2.1.2 InChI

InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)

2.1.3 InChI Key

TVZGACDUOSZQKY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=NC(=N3)N)N

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. Pteramina

2. 4-aminopteroylglutamic Acid

3. 4-aminofolic Acid; Apga

4. 2-(4-((2,4-diaminopteridin-6-yl)methylamino)-benzamido)pentanedioic Acid

5. 4-amino-4-deoxypteroylglutamate

6. Folic Acid, 4-amino-

7. N-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)carbonyl]glutamic Acid

8. 1236566-87-2

9. N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]glutamic Acid

10. 4-aminopteroyl-glutamic Acid

11. Aminofolic Acid, 4-

12. Sr-01000075636

13. Nsc739

14. 4-aminofolate

15. Ncgc00015038-03

16. 4-aminopteroylglutamate

17. Spectrum_001874

18. Specplus_000899

19. Spectrum2_000893

20. Spectrum3_001386

21. Spectrum4_000917

22. Spectrum5_000931

23. A 1784

24. Schembl8887

25. Lopac0_000034

26. Bspbio_002972

27. Kbiogr_001414

28. Kbioss_002396

29. Mls002153337

30. Divk1c_006995

31. Spectrum1500679

32. Spbio_000706

33. Chembl274619

34. Schembl8161477

35. Kbio1_001939

36. Kbio2_002391

37. Kbio2_004959

38. Kbio2_007527

39. Kbio3_002192

40. Dtxsid10858993

41. Hms1921c08

42. Hms3260g09

43. Pharmakon1600-01500679

44. Tox21_500034

45. Ccg-39745

46. Nsc757427

47. Stl477234

48. Akos015854984

49. Lp00034

50. Nsc-757427

51. Sb17355

52. Sdccgsbi-0050023.p004

53. Ncgc00015038-02

54. Ncgc00015038-04

55. Ncgc00015038-05

56. Ncgc00015038-06

57. Ncgc00015038-07

58. Ncgc00015038-08

59. Ncgc00015038-09

60. Ncgc00015038-10

61. Ncgc00015038-12

62. Ncgc00093553-01

63. Ncgc00093553-02

64. Ncgc00093553-03

65. Ncgc00093553-04

66. Ncgc00093553-05

67. Ncgc00093553-06

68. Ncgc00260719-01

69. As-75721

70. Smr001230749

71. Sbi-0050023.p003

72. Db-052619

73. Eu-0100034

74. Ft-0622297

75. Ab00053283_04

76. Sr-01000075636-1

77. Sr-01000075636-5

78. Wln: T66 Bn Dn Gn Jnj Cz Ez H1mr Dvmyvq2vq

79. L-glutamic Acid,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-,

80. Glutamic Acid,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-, L-

81. 2-(4-(((2,4-diaminopteridin-6-yl)methyl)amino)benzamido)pentanedioicacid

82. L-n-[p-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-glutamic Acid

83. 2-[[4-[[(2,4-diaminopteridine-6-yl)methyl]amino]benzoyl]amino]pentanedioic Acid

2.3 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₀N₈O₅
Molecular Weight	440.4 g/mol
XLogP3	-2
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	9
Exact Mass	440.15566577 g/mol
Monoisotopic Mass	440.15566577 g/mol
Topological Polar Surface Area	219 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	674
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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