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1,3-substituted cyclopentyl purine nucleosides

Description:

Nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 3-position with either a purine base.

Ancestors:

Organic compounds ⮕ Nucleosides, nucleotides, and analogues ⮕ Nucleoside and nucleotide analogues ⮕ Cyclopentyl nucleosides ⮕ 1,3-substituted cyclopentyl nucleosides ⮕ 1,3-substituted cyclopentyl purine nucleosides

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  1. Neplanocin A
    Neplanocin A
    CAS: 72877-50-0 PubChem CID: 72968 Formula: C11H13N5O3 Molecular Weight: 263.25
    Out of Stock Item #: N667963
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    Technical Identifiers
    IUPAC Name
    (1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
    SMILES
    C1=C(C(C(C1N2C=NC3=C(N=CN=C32)N)O)O)CO
    InChIKey
    XUGWUUDOWNZAGW-VDAHYXPESA-N
    InChI
    1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1
    Synonyms
    Neplanocin A | Neplanocin-A | (1s,2r,5r)-5-(6-amino-9h-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol | (-)-Ne...
  2. no_selection
    (1R,2S,3R)-3-(6-amino-9H-purin-9-yl)cyclopentane-1,2-diol
    CAS: 125409-63-4 PubChem CID: 73651 Formula: C10H13N5O2 Molecular Weight: 235.24
    Out of Stock Item #: R667966
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    Technical Identifiers
    IUPAC Name
    (1R,2S,3R)-3-(6-aminopurin-9-yl)cyclopentane-1,2-diol
    SMILES
    C1CC(C(C1N2C=NC3=C(N=CN=C32)N)O)O
    InChIKey
    CZASVOKHBMDKGF-JKMUOGBPSA-N
    InChI
    1S/C10H13N5O2/c11-9-7-10(13-3-12-9)15(4-14-7)5-1-2-6(16)8(5)17/h3-6,8,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,8+/m1/s1
    Synonyms
    (1R,2S,3R)-3-(6-amino-9H-purin-9-yl)cyclopentane-1,2-diol | DHCaA | (1R,2S,3R)-3-(6-aminopurin-9-yl)cyclopentane-1,2-...
  3. no_selection
    MRS5698
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: M612071
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    Technical Identifiers
    IUPAC Name
    (1S,2R,3S,4R,5S)-4-(6-{[(3-chlorophenyl)methyl]amino}-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-cashow more
    SMILES
    CNC(=O)[C@@]12C[C@@H]1[C@H]([C@@H]([C@@H]2O)O)n1cnc2c1nc(C#Cc1ccc(c(c1)F)F)nc2NCc1cccc(c1)Cl
    InChIKey
    LYLLLJJYBWLGHW-CIZVZKTGSA-N
    InChI
    1S/C28H23ClF2N6O3/c1-32-27(40)28-11-17(28)22(23(38)24(28)39)37-13-34-21-25(33-12-15-3-2-4-16(29)9-15)35-20(36-26(21)37)8-6-14-5-7-18(30)19(31)10-14/h2show more
    Synonyms
    MRS 5698;MRS-5698
  4. no_selection
    MRS3558
    CAS: 793695-40-6 PubChem CID: 11248240
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: M612062
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,2R,3S,4R,5S)-4-[2-chloro-6-[(3-chlorophenyl)methylamino]purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide
    SMILES
    CNC(=O)[C@]12C[C@@H]2[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)Cl
    InChIKey
    GAYWHRPOIWFKIF-DDDALXFXSA-N
    InChI
    1S/C20H20Cl2N6O3/c1-23-18(31)20-6-11(20)13(14(29)15(20)30)28-8-25-12-16(26-19(22)27-17(12)28)24-7-9-3-2-4-10(21)5-9/h2-5,8,11,13-15,29-30H,6-7H2,1H3,(show more
    Synonyms
    CF502;MRS 3558;MRS-3558
  5. ((1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride
    ((1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride
    CAS: 172015-79-1 PubChem CID: 23654840 Formula: C11H13Cl2N5O Molecular Weight: 302.16
    ≥95%
    In Stock Item #: S587643
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    Technical Identifiers
    IUPAC Name
    [(1S,4R)-4-(2-amino-6-chloropurin-9-yl)cyclopent-2-en-1-yl]methanol;hydrochloride
    SMILES
    C1C(C=CC1N2C=NC3=C2N=C(N=C3Cl)N)CO.Cl
    InChIKey
    VZJFPECAPXUELG-HHQFNNIRSA-N
    InChI
    1S/C11H12ClN5O.ClH/c12-9-8-10(16-11(13)15-9)17(5-14-8)7-2-1-6(3-7)4-18;/h1-2,5-7,18H,3-4H2,(H2,13,15,16);1H/t6-,7+;/m1./s1
    Synonyms
    C73306 | (1S,4R)-4-(2-Amino-6-chloro-9H-purin-yl)-2-cyclopentene-1-methanol,hcl | [(1S,4R)-4-(2-Amino-6-chloro-9H-pur...
  6. MRS 5698
    MRS 5698
    CAS: 1377273-00-1 PubChem CID: 57523213 Formula: C₂₈H₂₃ClF₂N₆O₃ Molecular Weight: 564.97
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥96%(HPLC)
    Out of Stock Item #: M288624
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    Technical Identifiers
    IUPAC Name
    (1S,2R,3S,4R,5S)-4-[6-[(3-chlorophenyl)methylamino]-2-[2-(3,4-difluorophenyl)ethynyl]purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamshow more
    SMILES
    CNC(=O)C12CC1C(C(C2O)O)N3C=NC4=C(N=C(N=C43)C#CC5=CC(=C(C=C5)F)F)NCC6=CC(=CC=C6)Cl
    InChIKey
    LYLLLJJYBWLGHW-CIZVZKTGSA-N
    InChI
    1S/C28H23ClF2N6O3/c1-32-27(40)28-11-17(28)22(23(38)24(28)39)37-13-34-21-25(33-12-15-3-2-4-16(29)9-15)35-20(36-26(21)37)8-6-14-5-7-18(30)19(31)10-14/h2show more
    Synonyms
    (1S,2R,3S,4R,5S)-4-[6-[[(3-Chlorophenyl)methyl]amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-...
  7. Aristeromycin
    Aristeromycin
    CAS: 19186-33-5 Formula: C11H15N5O3 Molecular Weight: 265.27
    ≥97%
    Out of Stock Item #: A346973
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
    SMILES
    C1[C@@H]([C@H]([C@H]([C@@H]1N2C=NC3=C(N=CN=C32)N)O)O)CO
    InChIKey
    UGRNVLGKAGREKS-GCXDCGAKSA-N
    InChI
    1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1
    Synonyms
    (+/-)-(1R*,2S*,3R*,5R*)-3-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)-1,2-cyclopentanediol | (1R,2S,3R,5R)-3-(6-amino-9...
  8. Abacavir sulfate
    Abacavir sulfate
    CAS: 188062-50-2 EC Number: 620-488-4 PubChem CID: 441384 Formula: C14H18N6O·1/2 H2O4S Molecular Weight: 335.35
    10mM in Water
    In Stock Item #: A422295
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol;sulfuric acid
    SMILES
    C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.OS(=O)(=O)O
    InChIKey
    WMHSRBZIJNQHKT-FFKFEZPRSA-N
    InChI
    1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3show more
    Synonyms
    Abacavir sulfate | Abacavir sulfate (JAN/USP) | B6091 | Abacavir sulfate racemic [USP-RS] | NSC-760063 | ABACAVIR SUL...
  9. Abacavir
    Abacavir
    CAS: 136470-78-5 EC Number: 620-487-9 Formula: C14H18N6O Molecular Weight: 286.33
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: A421384
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    Technical Identifiers
    IUPAC Name
    [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol
    SMILES
    C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO
    InChIKey
    MCGSCOLBFJQGHM-SCZZXKLOSA-N
    InChI
    1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1
    Synonyms
    ((1s,4r)-4-(2-amino-6-(cyclopropylamino)-9h-purin-9-yl)cyclopent-2-enyl)methanol | Avacavir | Epitope ID:137341 | MFC...
  10. Abacavir
    Abacavir
    CAS: 136470-78-5 EC Number: 620-487-9 Formula: C14H18N6O Molecular Weight: 286.33
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: A126552
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol
    SMILES
    C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO
    InChIKey
    MCGSCOLBFJQGHM-SCZZXKLOSA-N
    InChI
    1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1
    Synonyms
    ((1s,4r)-4-(2-amino-6-(cyclopropylamino)-9h-purin-9-yl)cyclopent-2-enyl)methanol | Avacavir | Epitope ID:137341 | MFC...
  11. Abacavir sulfate
    Abacavir sulfate
    CAS: 188062-50-2 PubChem CID: 441384 Formula: C14H18N6O·1/2 H2O4S Molecular Weight: 335.35
    ≥99%
    In Stock Item #: A129792
    View Product
    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol;sulfuric acid
    SMILES
    C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.OS(=O)(=O)O
    InChIKey
    WMHSRBZIJNQHKT-FFKFEZPRSA-N
    InChI
    1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3show more
    Synonyms
    Abacavir sulfate | Abacavir sulfate (JAN/USP) | B6091 | Abacavir sulfate racemic [USP-RS] | NSC-760063 | ABACAVIR SUL...
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