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BGC0000339NRPS

echinomycin

Producing organism
Streptomyces lasalocidi
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I)
Total steps
16
DOI
MIBiG entry
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echinomycin
C51H64N12O12S21100.42 Da

Gene Cluster Map18 genes · 45,600 bp

ATECAECACAMTCAMTTEA10 kb45.6 kb visible · 45,600 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
TEThioesterase (TE)
EEpimerization (E)
MTMethyltransferase
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

16 steps · 15 edges
Step 1
start
+L-Tryptophan
Step 2
ecm13
Step 3
ecm12
Step 4
ecm2
Step 5
ecm11
Step 6
ecm4
Step 7
ecm3
Step 8Load
ecm1;?
Step 9M1
ecm6
+D-Serine
Step 10M2
ecm6
+L-Alanine
Step 11M3
ecm7
+N-methyl-L-Cystei…
Step 12M4
ecm7
+N-methyl-L-Valine
Step 13
ecm7
Step 14TE
ecm7
Step 15
ecm17
Step 16
ecm18
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions16 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1339-1start—
L-Tryptophan
N[C@H](C(O)=O)CC1=CNC2=C1C=CC=C2—
2339-2ecm13—
339-1
from: 339-1
N[C@H](C(O)=O)CC1=CNC2=C1C=CC=C2—
3339-3ecm12—
339-2
from: 339-2
N[C@H](C(O)=O)[C@@H](O)C1=CNC2=C1C=CC=C2—
4339-4ecm2—
339-3
from: 339-3
N[C@H](C(O)=O)[C@@H](O)C1=CNC2=C1C=CC=C2—
5339-5ecm11—
339-4
from: 339-4
O[C@H]([C@H](N)C(O)=O)C(C1=C(N[R])C=CC=C1)=O—
6339-6ecm4—
339-5
from: 339-5
NC1=CC=CC=C1N[C@@H]([C@@H](O)C(O)=O)C(O)=O—
7339-7ecm3—
339-6
from: 339-6
OC(C(C=N1)=NC2=C1C=CC=C2)=O—
8339-8ecm1;?Loading
339-7
from: 339-7
OC(C(C=N1)=NC2=C1C=CC=C2)=O—
9339-9ecm6M1
339-8;D-Serine
from: 339-8
O=C(N[C@H](CO)C(O)=O)C(C=N1)=NC2=C1C=CC=C2—
10339-10ecm6M2
339-9;L-Alanine
from: 339-9
O=C(N[C@H](CO)C(N[C@@H](C)C(O)=O)=O)C(C=N1)=NC2=C1C=CC=C2—
11339-11ecm7M3
339-10;N-methyl-L-Cysteine
from: 339-10
O=C(N[C@H](CO)C(N[C@@H](C)C(N(C)[C@@H](CS)C(O)=O)=O)=O)C(C=N1)=NC2=C1C=CC=C2—
12339-12ecm7M4
339-11;N-methyl-L-Valine
from: 339-11
O=C(N[C@H](CO)C(N[C@@H](C)C(N(C)[C@@H](CS)C(N(C)[C@@H](C(C)C)C(O)=O)=O)=O)=O)C(C=N1)=NC2=C1C=CC=C2—
13339-13ecm7—
339-12;339-12
from: 339-12, 339-12
O=C(N[C@@H](COC([C@H](C(C)C)N(C)C([C@H](CS)N(C)C([C@H](C)NC([C@@H](CO)NC(C(C=N1)=NC2=C1C=CC=C2)=O)=O)=O)=O)=O)C(N[C@@H](C)C(N(C)[C@@H](CS)C(N(C)[C@@H](C(C)C)C(O)=O)=O)=O)=O)C(C=N3)=NC4=C3C=CC=C4—
14339-14ecm7TE
339-13
from: 339-13
O=C(N(C)[C@@](C(N(CC(OC[C@@H](NC(C1=CN=C2C(C=CC=C2)=N1)=O)C(N[C@H]3C)=O)=O)C)=O)([H])CS)[C@H](C)NC([C@@H](COC([C@H](C(C)C)N(C([C@@H](N(C)C3=O)CS)=O)C)=O)NC(C4CN=C5C=CC=CC5=N4)=O)=O—
15339-15ecm17—
339-14
from: 339-14
O=C(N(C)C(C(N(CC(OC[C@@H](NC(C1=CN=C2C(C=CC=C2)=N1)=O)C(N[C@H]3C)=O)=O)C)=O)([H])CSSC[C@H](N(C)C3=O)C(N([C@H]4C(C)C)C)=O)[C@H](C)NC([C@@H](COC4=O)NC(C5CN=C6C=CC=CC6=N5)=O)=O—
16339ecm18—
339-15
from: 339-15
O=C(N(C)[C@@](C(N(CC(OC[C@@H](NC(C1=CN=C2C(C=CC=C2)=N1)=O)C(N[C@H]3C)=O)=O)C)=O)([H])[C@H](SC)SC[C@H](N(C)C3=O)C(N([C@H]4C(C)C)C)=O)[C@H](C)NC([C@@H](COC4=O)NC(C5CN=C6C=CC=CC6=N5)=O)=O—
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