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Macrolactams

Description:

Cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Ancestors:

Organic compounds ⮕ Phenylpropanoids and polyketides ⮕ Macrolactams

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  1. Ferrioxamine E
    Ferrioxamine E
    CAS: 20008-20-2 PubChem CID: 167864
    Out of Stock Item #: F1245680
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    iron(3+);1,12,23-trioxido-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
    SMILES
    C1CCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CC1)[O-])[O-])[O-].[Fe+3]
    InChIKey
    MZFKJKOHYACYNT-UHFFFAOYSA-N
    InChI
    1S/C27H45N6O9.Fe/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22;/h1-21H2,(H,show more
  2. 1，8，15，22-tetrazacyclooctacosane-2，9，16，23-tetrone
    1，8，15，22-tetrazacyclooctacosane-2，9，16，23-tetrone
    CAS: 5834-63-9 PubChem CID: 79912
    ≥95%
    Out of Stock Item #: T769429
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    Technical Identifiers
    IUPAC Name
    1,8,15,22-tetrazacyclooctacosane-2,9,16,23-tetrone
    SMILES
    C1CCC(=O)NCCCCCC(=O)NCCCCCC(=O)NCCCCCC(=O)NCC1
    InChIKey
    LAIGWNLGTIDKPL-UHFFFAOYSA-N
    InChI
    1S/C24H44N4O4/c29-21-13-5-1-9-17-25-22(30)14-6-2-11-19-27-24(32)16-8-4-12-20-28-23(31)15-7-3-10-18-26-21/h1-20H2,(H,25,30)(H,26,29)(H,27,32)(H,28,31)
  3. Azacyclododecan-2-one
    Azacyclododecan-2-one
    CAS: 1202-71-7 PubChem CID: 12528084 Formula: C11H21NO Molecular Weight: 183.29
    ≥95%
    Out of Stock Item #: A726885
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    Technical Identifiers
    IUPAC Name
    azacyclododecan-2-one
    SMILES
    C1CCCCCNC(=O)CCCC1
    InChIKey
    QFNNDGVVMCZKEY-UHFFFAOYSA-N
    InChI
    1S/C11H21NO/c13-11-9-7-5-3-1-2-4-6-8-10-12-11/h1-10H2,(H,12,13)
  4. Simeprevir sodium
    Simeprevir sodium
    CAS: 1241946-89-3 PubChem CID: 46866715 Formula: C38H46N5NaO7S2 Molecular Weight: 771.9
    Out of Stock Item #: S671201
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    Technical Identifiers
    IUPAC Name
    sodium;cyclopropylsulfonyl-[(1R,4R,6S,7Z,15R,17R)-17-[7-methoxy-8-methyl-2-(4-propan-2-yl-1,3-thiazol-2-yl)quinolin-4-yl]oxy-13-methyl-2,14-dioxo-3,13show more
    SMILES
    CC1=C(C=CC2=C1N=C(C=C2OC3CC4C(C3)C(=O)N(CCCCC=CC5CC5(NC4=O)C(=O)[N-]S(=O)(=O)C6CC6)C)C7=NC(=CS7)C(C)C)OC.[Na+]
    InChIKey
    LLXQGDWGCCKOQP-MVZLLIIPSA-M
    InChI
    1S/C38H47N5O7S2.Na/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-3show more
    Synonyms
    Simeprevir sodium | SIMEPREVIR SODIUM [WHO-DD] | SIMEPREVIR SODIUM [ORANGE BOOK] | Olysio | AKOS040744818 | CHEMBL313...
  5. no_selection
    Lff-571
    CAS: 1160959-55-6 PubChem CID: 42638236 Formula: C60H63N13O13S6 Molecular Weight: 1366.6
    Out of Stock Item #: L671178
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    Technical Identifiers
    IUPAC Name
    4-[4-carboxybutyl-[2-[(18S,25S,35S)-35-[(S)-hydroxy(phenyl)methyl]-28-(methoxymethyl)-21-methyl-18-[2-(methylamino)-2-oxoethyl]-16,23,30,33-tetraoxo-2show more
    SMILES
    CC1=C2C(=O)NC(C3=NC(=C(S3)COC)C(=O)NCC(=O)NC(C4=NC(=CS4)C5=NC(=CS5)C6=C(C=CC(=N6)C7=NC(=CS7)N(CCCCC(=O)O)C(=O)OC8CCC(CC8)C(=O)O)C9=NC(=CS9)C(=O)NC(C(=show more
    InChIKey
    GNLYKLDXQZHYTR-QWSGWXDSSA-N
    InChI
    1S/C60H63N13O13S6/c1-28(2)44-58-72-47(39(92-58)23-85-5)51(80)62-22-42(75)69-48(49(78)30-11-7-6-8-12-30)57-67-38(26-89-57)55-65-36(24-88-55)46-33(53-66show more
    Synonyms
    LFF-571 | DB13013 | J3.333.591A | Q27292430 | SCHEMBL18391833 | W7AUL2R95Z | CHEMBL2063705 | UNII-W7AUL2R95Z | AKOS04...
  6. DM4-SMe
    DM4-SMe
    CAS: 796073-68-2 PubChem CID: 11542407 Formula: C39H56ClN3O10S2 Molecular Weight: 826.46
    ≥98%
    Out of Stock Item #: D651288
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.0show more
    SMILES
    CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)CCC(C)(C)SSC)C)C)OC)(NC(=O)O2)O
    InChIKey
    LTLNAIFGVAUBEJ-SIDGEOBYSA-N
    InChI
    1S/C39H56ClN3O10S2/c1-22-13-12-14-29(50-10)39(48)21-28(51-36(47)41-39)23(2)34-38(6,53-34)30(20-32(45)43(8)26-18-25(17-22)19-27(49-9)33(26)40)52-35(46)show more
  7. Ruboxistaurin mesylate
    Ruboxistaurin mesylate
    CAS: 192050-59-2 PubChem CID: 11577725 Formula: C29H32N4O6S Molecular Weight: 564.65
    ≥99%
    Out of Stock Item #: R650746
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (18S)-18-[(dimethylamino)methyl]-17-oxa-4,14,21-triazahexacyclo[19.6.1.17,14.02,6.08,13.022,27]nonacosa-1(28),2(6),7(29),8,10,12,22,24,26-nonaene-3,5-show more
    SMILES
    CN(C)CC1CCN2C=C(C3=CC=CC=C32)C4=C(C5=CN(CCO1)C6=CC=CC=C65)C(=O)NC4=O.CS(=O)(=O)O
    InChIKey
    DUHQBKLTAVUXFF-FERBBOLQSA-N
    InChI
    1S/C28H28N4O3.CH4O3S/c1-30(2)15-18-11-12-31-16-21(19-7-3-5-9-23(19)31)25-26(28(34)29-27(25)33)22-17-32(13-14-35-18)24-10-6-4-8-20(22)24;1-5(2,3)4/h3-1show more
    Synonyms
    UNII-6V860VW8AO | Ruboxistaurin mesylate | (18S)-18-[(dimethylamino)methyl]-17-oxa-4,14,21-triazahexacyclo[19.6.1.17,...
  8. Micrococcin P1
    Micrococcin P1
    CAS: 67401-56-3 Formula: C48H49N13O9S6 Molecular Weight: 1144.37
    ≥95%
    Out of Stock Item #: M651574
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    2-[2-[(26E)-26-ethylidene-12,29-bis(1-hydroxyethyl)-14,21,28,31-tetraoxo-19-propan-2-yl-10,17,24,34-tetrathia-6,13,20,27,30,35,36,37,38-nonazahexacyclshow more
    SMILES
    CC=C1C2=NC(=CS2)C(=O)NC(C3=NC(=CS3)C(=O)NC(C4=NC(=CS4)C5=C(C=CC(=N5)C6=NC(=CS6)C7=NC(=CS7)C(=O)NC(=CC)C(=O)NCC(C)O)C8=NC(=CS8)C(=O)NC(C(=O)N1)C(C)O)C(show more
    InChIKey
    MQGFYNRGFWXAKA-IQEGOQEASA-N
    InChI
    1S/C48H49N13O9S6/c1-8-24(37(65)49-12-20(5)62)51-38(66)28-15-73-46(56-28)32-18-74-45(58-32)26-11-10-23-36(50-26)27-13-75-48(53-27)35(22(7)64)61-41(69)3show more
    Synonyms
    Micrococcin P, 13',19'-didehydro-19'-deoxy-28,44-dihydro-44-hydroxy- | BRN 1070340 | Micrococcin P1
  9. BRD-K98645985
    BRD-K98645985
    CAS: 1357647-78-9 PubChem CID: 54633693 Formula: C33H43N5O4 Molecular Weight: 573.73
    ≥99%
    Out of Stock Item #: B647883
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    1-[(4S,7S,8R)-8-methoxy-4,7,10-trimethyl-11-oxo-5-[(4-pyridin-2-ylphenyl)methyl]-2-oxa-5,10-diazabicyclo[10.4.0]hexadeca-1(12),13,15-trien-14-yl]-3-prshow more
    SMILES
    CC1CN(C(COC2=C(C=C(C=C2)NC(=O)NC(C)C)C(=O)N(CC1OC)C)C)CC3=CC=C(C=C3)C4=CC=CC=N4
    InChIKey
    DZGZFXRKNSZUSK-MKGJDZFWSA-N
    InChI
    1S/C33H43N5O4/c1-22(2)35-33(40)36-27-14-15-30-28(17-27)32(39)37(5)20-31(41-6)23(3)18-38(24(4)21-42-30)19-25-10-12-26(13-11-25)29-9-7-8-16-34-29/h7-17,show more
  10. DM3
    DM3
    CAS: 796073-54-6 Formula: C37H52ClN3O10S Molecular Weight: 766.34
    ≥95%
    Out of Stock Item #: D647541
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.0show more
    SMILES
    CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)CCC(C)S)C)C)OC)(NC(=O)O2)O
    InChIKey
    LJFFDOBFKICLHN-IXWHRVGISA-N
    InChI
    1S/C37H52ClN3O10S/c1-20-11-10-12-28(48-9)37(46)19-27(49-35(45)39-37)22(3)33-36(5,51-33)29(50-34(44)23(4)40(6)30(42)14-13-21(2)52)18-31(43)41(7)25-16-2show more
    Synonyms
    HY-130080 | XNG6QZ89ZB | N(2')-Deacetyl-N2-(4-mercapto-4-methyl-1-oxopentyl)-maytansine | SCHEMBL18757725 | Maytansin...
  11. Maytansine
    Maytansine
    CAS: 35846-53-8 Formula: C34H46ClN3O10 Molecular Weight: 692.2
    Solid 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 #: M647545
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.0show more
    SMILES
    O[C@]([C@@H](/C=C/C=C(CC1=CC2=C(C(OC)=C1)Cl)\C)OC)(C[C@H](O3)[C@H]([C@H]4[C@](C)([C@H](CC(N2C)=O)OC([C@@H](N(C)C(C)=O)C)=O)O4)C)NC3=O
    InChIKey
    WKPWGQKGSOKKOO-RSFHAFMBSA-N
    InChI
    1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24show more
    Synonyms
    Maitansine | Maytansin | NSC 153858 | MTS | N-Acetyl-N-methyl-L-alanine [1S-(1R*,2S*,3R*,5R*,6R*,16E,18E,20S*,21R*)]-...
  12. no_selection
    retaspimycin hydrochloride
    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 #: R613160
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6,20,22-trihydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16-oxo-21-(prop-2-enylamino)-17-azabicyclo[16.3.1]docosa-1(22show more
    SMILES
    C=CCNc1c(O)cc2c(c1C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)/[C@@H]([C@H](/C=C\C=C(\C(=O)N2)/C)OC)OC(=O)N)O.Cl
    InChIKey
    OIRUWDYJGMHDHJ-AFXVCOSJSA-N
    InChI
    1S/C31H45N3O8.ClH/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35;/h8-11,1show more
    Synonyms
    Geldanamycin, 18,21-didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-17-(2-propenylamino)-, monohydrochloride | I...
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