supplementary datasets supplementary dataset 1. results from … · supplementary datasets...
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Supplementary Datasets
Supplementary Dataset 1. Results from retrobiosynthetic analysis of microbial
modular natural product antibacterials. A retrobiosynthetic algorithm was used to
cluster specific antibacterial natural products by their chemical scaffolds. Clustering
analysis yielded proposed classes based on conserved chemical scaffold, with the
number of structures in each class is listed along with a representative chemical structure
and statement on the mechanism of action or known cross resistance. Molecules which
are not present in this dataset were not accepted as inputs by our retrobiosynthetic
algorithm or were not specific antibacterial agents.
Proposed Class
(Members) Representative Structure
Mechanism of Action /
Target? *No known cross resistance
Aminoglycosides
1
(199)
Fortimicin C
Ribosome inhibitor1
Aminoglycosides
2
(42)
Kanamycin A
Ribosome inhibitor1
Cervimycins
(6)
Cervimycin
Unknown*2
Everninomicins
(81)
Everninomicin A
Ribosome inhibitor3
Nature Chemical Biology: doi:10.1038/nchembio.2018
Teicoplanins
(29)
Teicoplanin A
D-Ala-D-Ala chelator4
Sulfazecins
(8)
Sulfazecins
Penicillin binding
proteins5
Guadinomines
(4)
Guadinomine A
Type 3 Secretion system6
Penicillins
(19)
Penicillin G
Penicillin binding
proteins5
Dapdiamides
(2)
Dapdiamide E
Glucosamine-6-
phosphate synthase7
Nature Chemical Biology: doi:10.1038/nchembio.2018
Parvodicins
(31)
Parvodicin A
D-Ala-D-Ala chelator4
Vancomycins
(34)
Vancomycin
D-Ala-D-Ala chelator4
Ngercheumicins
(4)
Ngercheumicin A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Nocathiacins
(4)
Nocathiacin I
Ribosome inhibitor8
SF-1902s
(3)
SF-1902
Type 1 signal peptidase9
Pyloricidins
(4)
Pyloricidin A
Unknown*10
Cyclothialidines
(5)
Cyclothialidine A
DNA gyrase11
Nature Chemical Biology: doi:10.1038/nchembio.2018
Glysperins
(5)
Glysperin A
Unknown*12
Mycoplanecins
(4)
Mycoplanecin A
Unknown*13
Feglymycins
(2)
Feglymycin
UDP-N-
acetylglucosamine-3-
enolpyruvyltransferase14
Salinamides
(6)
Salinamide A
RNA polymerase15
Viridogriseins
(14)
Neoviridogrisein I
Ribosome inhibitor1
Nature Chemical Biology: doi:10.1038/nchembio.2018
Virginiamycins
(21)
Virginiamycin-S2
Ribosome inhibitor1
Tumescenamides
(2)
Tumescenamide A
Unknown
Peptidolipins
(5)
Peptidolipin C
Unknown
Berninamycins
(3)
Berninamycin B
Ribosome inhibitor8
Sulfomycins
(21)
Sulfomycin I
Ribosome inhibitor8
Nature Chemical Biology: doi:10.1038/nchembio.2018
Champacyclins
(1)
Champacyclin
Unknown
Radamycins
(2)
Radamycin A
Ribosome inhibitor8
Tripropeptins
(10)
Tripropeptin A
Undecaprenyl phosphate
binder16
Telomycins
(3)
Telomycin
Previously unknown
Cardiolipin binder
Griselimycins
(3)
Unknown*13
Nature Chemical Biology: doi:10.1038/nchembio.2018
Griselimycin A
Depsichlorins
(1)
Depsichlorin
Unknown
Cycloheptamycins
(1)
Cycloheptamycin
Unknown
Tridecaptins
(8)
Tridecaptin A
Unknown*17
(Outer membrane)
Octapeptins
(9)
Octapeptin A2
LPS-binder18
Polymyxins
(20)
Polymyxin A
LPS-binder19
Nature Chemical Biology: doi:10.1038/nchembio.2018
Polypeptins
(6)
Polypeptin B
Unknown
Friulimicins
(23)
Friulimicin A
Undecaprenyl phosphate
binder20
Calcium-
dependent
antibiotics
(21)
Daptomycin
Membrane disruption21
Teixobactins
(1)
Teixobactin
Lipid II binder22
Nature Chemical Biology: doi:10.1038/nchembio.2018
Katanosins
(4)
Katanosin A
Peptidoglycan
transglycosylase23
Imacidins
(6)
Imacidin A
Unknown*24
(Cell wall)
Thiopeptins
(7)
Thiopeptin A1
Ribosome inhibitor8
WAP-8294
(6)
WAP-8294A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Lysocins
(7)
Lysocin E
Menaquinone binder25
Kawaguchipeptins
(2)
Kawaguchipeptin A
Unknown
Cerexins
(9)
Cerexin A
Unknown
Tyrocidines
(12)
Tyrocidine A1
Membrane disruption26
Bacitracins
(15)
Bacitracin A
Undecaprenyl binder27
Nature Chemical Biology: doi:10.1038/nchembio.2018
Gramicidins
(5) Gramicidin C1
Membrane disruption28
Mureidomycins
(7)
Mureidomycin A
Peptidoglycan
translocase29
Cyclomarins
(4)
Ilamycin A
ClpP protease30
Bottromycins
(6)
Bottromycin D
Ribosome inhibitor31
Longicatenamycin
(1)
Longicatenamycin A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Galantins
(2)
Galantin I
Unknown
Pargamicins
(4)
Pargamicin A
Unknown*32
(Membrane)
Siomycins
(9)
Siomycin A
Ribosome inhibitor8
Mannopeptimycins
(10)
Mannopeptimycin alpha
Lipid II Binder33
Nature Chemical Biology: doi:10.1038/nchembio.2018
Acyl
depsipeptides
(7)
A-54556A
ClpP protease34
Tauramamides
(1)
Tauramamide
Unknown
Lydiamycins
(4)
Lydiamycin A
Unknown
Janthinomycins
(2)
Janthinomycin A
Unknown*35
(Cell wall)
GE 23077s
(2)
GE 23077
RNA polymerase36
Nature Chemical Biology: doi:10.1038/nchembio.2018
Pheganomycins
(6)
Pheganomycin D
Unknown*37
(Mycobacterial cell wall
or membrane)
Surfactins
(3)
Surfactin C1
Membrane disruption38
Capreomycins
(2)
Capreomycin II A
Ribosome inhibitor1
Xenematides
(4)
Xenematide A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Plantazolicins
(2)
Plantazolicin A
Unknown
Thiocillins
(8)
Thiocillin I
Ribosome inhibitor8
Thiazomycins
(17)
Thiazomycin A
Ribosome inhibitor8
Viomycins
(8)
Ribosome inhibitor1
Albomycins
(5)
Albomycin A1
Serine tRNA-synthetase39
Nature Chemical Biology: doi:10.1038/nchembio.2018
SQ 28546s
(3)
SQ 28546
Unknown
GE 2270s
(11)
GE 2270 C2B
Elongation factor Tu40
Arylomycins
(12)
Arylomycin A1
Type 2 signal peptidase41
PB-5266s
(9)
PB-5266
Penicillin-binding
proteins5
Calpinactam
(1)
Calpinactam
Unknown
Argyrins
(2)
A-21459 A
Elongation factor G42
Nature Chemical Biology: doi:10.1038/nchembio.2018
Edeines
(4)
Edeine B1
Ribosome inhibitor1
Monamycins
(13)
Monamycin A
Unknown*43
(Membrane)
Cystobactamids
(3)
Cystobactamid 919-2
DNA gyrase44
Lavendomycins
(1)
Lavendomycin
Unknown
Antrimycins
(7)
Antrimycin
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Serratiomycins
(2)
Serratiomycin
Unknown
Globomycins
(7)
Globomycin
Type 1 signal peptidase9
Argimicins
(3)
Argimicin C
Unknown*45
(Photosynthesis)
Unnarmicins
(3)
Unnarmicin C
Unknown
Pacidamycins
(20)
Pacidamycin 1
Peptidoglycan
translocase29
Nature Chemical Biology: doi:10.1038/nchembio.2018
Cephalosporins
(138)
Cephalosporin C
Penicillin-binding
proteins5
Cepacins
(4)
Cepacin A
Unknown
Corallopyronins
(3)
Corallopyronin A
RNA polymerase46
Isariotins
(5)
Isariotin A
Unknown
Paulomycins
(14)
Paulomycin A
Ribosome inhibitor47
Lankacidins
(8)
Lankacidin S
Ribosome inhibitor48
Andrimids
(4)
Andrimid
Acetyl-CoA
carboxylase49
Nature Chemical Biology: doi:10.1038/nchembio.2018
Streptolydigins
(6)
Streptolydigin
RNA polymerase36
Ansamycins
(26)
Rifamycin G
RNA polymerase36
Erythromycins &
mycinamycins
(134)
Erythromycin F
Ribosome inhibitor1
Tylosins
(184)
Tylosin A
Ribosome inhibitor1
Pannomycins
(1)
Pannomycin
SecA ATPase50
Nature Chemical Biology: doi:10.1038/nchembio.2018
Elansolids
(4)
Elansolid A2
Unknown
Aerocyanidins
(3)
Aerocyanidin
Unknown
Fidaxomicins
(8)
Fidaxomicin
RNA polymerase36
Lipomycins
(2)
Lipomycin A
Membrane disruption51
Cineromycins
(6)
Cineromycin B
Unknown
Nargenicins
(11)
Nargenicin C1
DNA polymerase52
Resorcinomycins
(3)
Resorcinomycin A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Aminocoumarins
(10)
Novobiocin
DNA gyrase53
Sperabillins
(3) Sperabillin A
Unknown*54
(Membrane)
Thuggacins
(4)
Thuggacin A
NADPH oxidase55
Lincosamides
(16)
Lincomycin A
Ribosome inhibitor1
Thiolactomycin
(3)
Thiolactomycin-2
FabB / F56
Myxopyronins
(5)
Myxopyronin A
RNA polymerase36
Simocyclinones
(2)
Simocyclinone D4
DNA gyrase57
Bactobolins
(4)
Bactobolin F
Ribosome inhibitor58
Nature Chemical Biology: doi:10.1038/nchembio.2018
Pyridomycins
(2)
Pyridomycin
FabI / InhA59
Muraymycins
(21)
Muraymycin A1
Peptidoglycan
translocase60
Chloroorienticins
(9)
Chloroorienticin C
D-Ala-D-Ala chelator4
Ramoplanins
(12)
Ramoplanin A1
Lipid II binder61
Bogorols
(9)
Bogorol A
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Izumenolide
(1)
Izumenolide
Beta-lactamase
inhibitor62
Sorangicins
(14)
Sorangicin A1
RNA polymerase63
Etnangien
(1)
Etnangien
RNA polymerase64
Kanchanamycin
(4)
Kanchanamycin A
Unknown
Tubelactomicin
(5)
Tubelactomicin A
Unknown65
(Ribosome)
Maduralide
(1)
Maduralide
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Anthracimycin
(1)
Anthracimycin
Unknown*66
(DNA / RNA synthesis)
Halstoctasanolids
(3)
Halstoctasanolid B
Unknown
YM-32890
(1)
YM-32890
Unknown
Macrolactins
(18)
Macrolactin R
Peptide deformylase, 67
FabG68
Difficidins
(3)
Difficidin
Ribosome inhibitor69
Ripostatins
(2)
Ripostatin A
RNA polymerase70
Nature Chemical Biology: doi:10.1038/nchembio.2018
Elfamycins
(22)
Phenelfamycin A
Elongation factor Tu71
Kirromycins
(15)
Kirromycin
Elongation factor Tu72
Chaxalactins
(3)
Chaxalactin A
Unknown
Enacyloxins
(2)
Enacyloxin IA
Elongation factor Tu73
Stenothricins
(4)
Stenothricin I
Unknown*74
(Cell wall)
Fasamycins
(2)
Fasamycin A
FabB / F75
CJ-13100s
(5)
CJ-13102
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Myxovirescins
(29)
Myxovirescin A2
Type 1 signal peptidase76
Sorangiolide
(3)
Sorangiolide A
Unknown77
(Membrane)
Mupirocins and
Thiomarinols
(16) Mupirocin B
Ile-tRNA synthetase78
Angiolams
(4)
Angiolam A
Ribosome inhibitor79
Bacillaenes
(3) Bacillaene
Unknown80
(Protein synthesis)
Korormicins
(6)
Korormicin
Na-dependent NADH-
quinone reductase81
Kalimantacins
(6) Kalimantacin A
FabI82
Nitracidomycins
(4)
Nitracidomycin A
Unknown
Obafluorins
(2)
Obafluorin
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Amiclenomycins
(5)
Amiclenomycin
Biotin aminotransferase83
Neocitreamicins
(2)
Neocitreamicin I
Unknown84
(Membrane)
A-500359s
(2)
A-500359 A
Peptidoglycan
translocase85
Pantocin A
(1)
Pantocin A
L-histidinol phosphate
aminotransferase86
Nourseimycins
(1)
Nourseimycin
Unknown87
(Amino acid metabolism)
Aporpinones
(5)
Aporpinone A
Unknown
Quercinic acids
(3)
Didehydrocarboxyacetylquercinic acid
Unknown
Nature Chemical Biology: doi:10.1038/nchembio.2018
Aszonapyrones
(3)
Aszonapyrone A
Unknown
Luminamycins
(3)
Luminamicin
Unknown
Fusidic acids
(20)
Fusidic acid
Elongation factor G88
Kibdelomycins
(3)
Kibdelomycin
DNA gyrase89
Biphenomycins
(4)
Biphenomycin A
Ribosome inhibitor90
Butirosins
(17)
Butirosin A
Ribosome inhibitor1
Nature Chemical Biology: doi:10.1038/nchembio.2018
Clavamycins
(4)
Clavamycin A
Penicillin-binding
proteins5
OA-6129s
(18)
OA-6129A
Penicillin-binding
proteins5
Madumicins
(15)
Madumicin II
Ribosome inhibitors1
Moenomycins
(15)
Moenomycin A
Peptidoglycan
transglycosylase91
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