Natural Product: NPC166655

Natural Product ID:  NPC166655
Common Name:   Pyrrolomycin H
IUPAC Name:   (S)-(3,5-dichloro-2-methoxyphenyl)-(4,5-dichloro-3-nitro-1H-pyrrol-2-yl)methanol
Synonyms:   Pyrrolomycin H
Molecular Formula:   C12H8Cl4N2O4
Standard InCHIKey:  VVULWSWLJUXPTK-JTQLQIEISA-N
Standard InCHI:  InChI=1S/C12H8Cl4N2O4/c1-22-11-5(2-4(13)3-6(11)14)10(19)8-9(18(20)21)7(15)12(16)17-8/h2-3,10,17,19H,1H3/t10-/m0/s1
Canonical SMILES:  COc1c(Cl)cc(cc1[C@@H](c1[nH]c(c(c1N(=O)=O)Cl)Cl)O)Cl
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO28035 Streptomyces fumanus Species Streptomycetaceae Bacteria PMID[15730262]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 1 ug/ml 1791472
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 2 ug/ml 1791472
NPT19 Organism Escherichia coli Escherichia coli MIC = 128 ug/ml 16441087
NPT19 Organism Escherichia coli Escherichia coli MIC = 4 ug/ml 20801553

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC166655 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.94 High Similarity NPC140888
0.733 Intermediate Similarity NPC41382
0.6816 Remote Similarity NPC18487
0.668 Remote Similarity NPC35042
0.6637 Remote Similarity NPC121772
0.6593 Remote Similarity NPC128823
0.6581 Remote Similarity NPC469592
0.6581 Remote Similarity NPC471080
0.655 Remote Similarity NPC223427
0.654 Remote Similarity NPC469594
0.6516 Remote Similarity NPC119006
0.6514 Remote Similarity NPC314394
0.6504 Remote Similarity NPC243834
0.6504 Remote Similarity NPC70956
0.6494 Remote Similarity NPC476106
0.646 Remote Similarity NPC251090
0.6456 Remote Similarity NPC8022
0.6456 Remote Similarity NPC470799
0.6419 Remote Similarity NPC19872
0.6409 Remote Similarity NPC176127
0.638 Remote Similarity NPC84478
0.6364 Remote Similarity NPC474798
0.6344 Remote Similarity NPC131017
0.634 Remote Similarity NPC185782
0.6339 Remote Similarity NPC242928
0.633 Remote Similarity NPC194724
0.6329 Remote Similarity NPC26679
0.6327 Remote Similarity NPC110151
0.6325 Remote Similarity NPC193777
0.6316 Remote Similarity NPC13880
0.6313 Remote Similarity NPC474409
0.6311 Remote Similarity NPC471593
0.6301 Remote Similarity NPC283152
0.63 Remote Similarity NPC307963
0.63 Remote Similarity NPC79293
0.63 Remote Similarity NPC279401
0.6298 Remote Similarity NPC475910
0.6296 Remote Similarity NPC172355
0.6293 Remote Similarity NPC475085
0.6293 Remote Similarity NPC291535
0.6293 Remote Similarity NPC135887
0.6293 Remote Similarity NPC199277
0.6293 Remote Similarity NPC475112
0.6288 Remote Similarity NPC267928
0.6277 Remote Similarity NPC176538
0.6266 Remote Similarity NPC245816
0.6266 Remote Similarity NPC476138
0.6255 Remote Similarity NPC310118
0.6255 Remote Similarity NPC321428
0.625 Remote Similarity NPC232727
0.6245 Remote Similarity NPC5145
0.624 Remote Similarity NPC473179
0.624 Remote Similarity NPC193267
0.624 Remote Similarity NPC213530
0.6234 Remote Similarity NPC478074
0.6233 Remote Similarity NPC62069
0.6227 Remote Similarity NPC293472
0.6215 Remote Similarity NPC177404
0.6214 Remote Similarity NPC132642
0.6205 Remote Similarity NPC42591
0.6203 Remote Similarity NPC469589
0.6203 Remote Similarity NPC209769
0.6199 Remote Similarity NPC472168
0.6195 Remote Similarity NPC296527
0.619 Remote Similarity NPC72211
0.6188 Remote Similarity NPC471785
0.6183 Remote Similarity NPC152768
0.6183 Remote Similarity NPC148183
0.6182 Remote Similarity NPC288943
0.6176 Remote Similarity NPC11464
0.617 Remote Similarity NPC470500
0.6167 Remote Similarity NPC89508
0.6167 Remote Similarity NPC76748
0.6161 Remote Similarity NPC320394
0.6157 Remote Similarity NPC314552
0.6148 Remote Similarity NPC174760
0.6144 Remote Similarity NPC472111
0.6143 Remote Similarity NPC192270
0.614 Remote Similarity NPC92111
0.614 Remote Similarity NPC469390
0.6137 Remote Similarity NPC249040
0.6135 Remote Similarity NPC323198
0.6132 Remote Similarity NPC303658
0.613 Remote Similarity NPC43787
0.613 Remote Similarity NPC205934
0.6129 Remote Similarity NPC473185
0.6128 Remote Similarity NPC162484
0.6126 Remote Similarity NPC72980
0.6125 Remote Similarity NPC48353
0.6125 Remote Similarity NPC316981
0.6122 Remote Similarity NPC60621
0.6122 Remote Similarity NPC477532
0.6116 Remote Similarity NPC212535
0.6116 Remote Similarity NPC288349
0.6104 Remote Similarity NPC70259
0.6103 Remote Similarity NPC141353
0.6102 Remote Similarity NPC470784
0.6102 Remote Similarity NPC137929
0.6102 Remote Similarity NPC164374
0.6102 Remote Similarity NPC470930
0.6091 Remote Similarity NPC312645
0.6089 Remote Similarity NPC190007
0.6087 Remote Similarity NPC475190
0.6087 Remote Similarity NPC84853
0.6079 Remote Similarity NPC66083
0.6071 Remote Similarity NPC219963
0.6071 Remote Similarity NPC266551
0.6071 Remote Similarity NPC161887
0.6068 Remote Similarity NPC329747
0.6068 Remote Similarity NPC329793
0.6066 Remote Similarity NPC247803
0.6066 Remote Similarity NPC309919
0.6062 Remote Similarity NPC94943
0.6058 Remote Similarity NPC471598
0.6058 Remote Similarity NPC473180
0.6056 Remote Similarity NPC300114
0.6054 Remote Similarity NPC88363
0.6044 Remote Similarity NPC48938
0.6042 Remote Similarity NPC123976
0.6042 Remote Similarity NPC167860
0.604 Remote Similarity NPC314954
0.6038 Remote Similarity NPC153769
0.6033 Remote Similarity NPC266931
0.6033 Remote Similarity NPC476287
0.6033 Remote Similarity NPC474594
0.6032 Remote Similarity NPC469554
0.6027 Remote Similarity NPC44161
0.6026 Remote Similarity NPC476167
0.6024 Remote Similarity NPC202503
0.6021 Remote Similarity NPC116701
0.6018 Remote Similarity NPC284678
0.6017 Remote Similarity NPC87413
0.6016 Remote Similarity NPC150239
0.6016 Remote Similarity NPC86078
0.6009 Remote Similarity NPC26872
0.6009 Remote Similarity NPC46580
0.6008 Remote Similarity NPC304183
0.6 Remote Similarity NPC184680
0.6 Remote Similarity NPC184408
0.5992 Remote Similarity NPC203168
0.5992 Remote Similarity NPC165599
0.5992 Remote Similarity NPC94157
0.5991 Remote Similarity NPC314002
0.5984 Remote Similarity NPC179287
0.5983 Remote Similarity NPC474595
0.5983 Remote Similarity NPC246700
0.5983 Remote Similarity NPC128751
0.5983 Remote Similarity NPC192315
0.5983 Remote Similarity NPC244741
0.5982 Remote Similarity NPC238430
0.5982 Remote Similarity NPC472443
0.5977 Remote Similarity NPC470785
0.5976 Remote Similarity NPC194740
0.5976 Remote Similarity NPC252251
0.5975 Remote Similarity NPC267423
0.5975 Remote Similarity NPC476044
0.5975 Remote Similarity NPC199667
0.5974 Remote Similarity NPC280964
0.5974 Remote Similarity NPC114335
0.5974 Remote Similarity NPC141915
0.5973 Remote Similarity NPC472444
0.5968 Remote Similarity NPC280272
0.5968 Remote Similarity NPC475720
0.5968 Remote Similarity NPC474192
0.5965 Remote Similarity NPC61350
0.5963 Remote Similarity NPC263439
0.5963 Remote Similarity NPC476118
0.5959 Remote Similarity NPC169402
0.5958 Remote Similarity NPC61637
0.5957 Remote Similarity NPC106833
0.5957 Remote Similarity NPC469497
0.595 Remote Similarity NPC187501
0.5948 Remote Similarity NPC106937
0.5947 Remote Similarity NPC204717
0.5945 Remote Similarity NPC473182
0.5943 Remote Similarity NPC116238
0.5941 Remote Similarity NPC45190
0.594 Remote Similarity NPC153042
0.5938 Remote Similarity NPC473183
0.5938 Remote Similarity NPC184225
0.5938 Remote Similarity NPC240384
0.5934 Remote Similarity NPC201697
0.5934 Remote Similarity NPC473181
0.5929 Remote Similarity NPC477531
0.5929 Remote Similarity NPC470474
0.5929 Remote Similarity NPC160666
0.5926 Remote Similarity NPC308137
0.5926 Remote Similarity NPC26850
0.5926 Remote Similarity NPC310211
0.5924 Remote Similarity NPC476098
0.5924 Remote Similarity NPC161292
0.5923 Remote Similarity NPC276517
0.5922 Remote Similarity NPC473184
0.5918 Remote Similarity NPC274982
0.5918 Remote Similarity NPC3207
0.5918 Remote Similarity NPC170114
0.5917 Remote Similarity NPC249583
0.5913 Remote Similarity NPC110741
0.5913 Remote Similarity NPC295287
0.5909 Remote Similarity NPC471304

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC166655 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.6797 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6741 Remote Similarity NPD1768 Approved
0.6709 Remote Similarity NPD7219 Approved
0.6709 Remote Similarity NPD7221 Approved
0.6667 Remote Similarity NPD4591 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4590 Approved
0.6652 Remote Similarity NPD1229 Phase 2
0.6638 Remote Similarity NPD3003 Approved
0.6545 Remote Similarity NPD5256 Discontinued
0.6545 Remote Similarity NPD4454 Phase 2
0.6537 Remote Similarity NPD1392 Approved
0.65 Remote Similarity NPD6736 Discontinued
0.6483 Remote Similarity NPD5903 Approved
0.6483 Remote Similarity NPD5902 Approved
0.6429 Remote Similarity NPD4699 Discontinued
0.6429 Remote Similarity NPD1554 Clinical (unspecified phase)
0.6413 Remote Similarity NPD1339 Discontinued
0.6409 Remote Similarity NPD1381 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5567 Approved
0.6375 Remote Similarity NPD7194 Discontinued
0.636 Remote Similarity NPD1622 Discontinued
0.6344 Remote Similarity NPD3791 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4771 Phase 2
0.6333 Remote Similarity NPD6985 Discontinued
0.6332 Remote Similarity NPD712 Clinical (unspecified phase)
0.6323 Remote Similarity NPD5565 Discontinued
0.632 Remote Similarity NPD4343 Phase 1
0.632 Remote Similarity NPD4344 Clinical (unspecified phase)
0.63 Remote Similarity NPD1038 Approved
0.6298 Remote Similarity NPD3853 Clinical (unspecified phase)
0.6292 Remote Similarity NPD3440 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5450 Discontinued
0.6287 Remote Similarity NPD5066 Phase 2
0.6287 Remote Similarity NPD5067 Phase 2
0.6279 Remote Similarity NPD1414 Approved
0.6279 Remote Similarity NPD1413 Approved
0.6275 Remote Similarity NPD8512 Phase 3
0.6273 Remote Similarity NPD1716 Phase 3
0.6269 Remote Similarity NPD8244 Phase 2
0.6267 Remote Similarity NPD408 Approved
0.6256 Remote Similarity NPD3601 Discontinued
0.6244 Remote Similarity NPD2169 Clinical (unspecified phase)
0.6236 Remote Similarity NPD7706 Clinical (unspecified phase)
0.6226 Remote Similarity NPD1936 Clinical (unspecified phase)
0.6223 Remote Similarity NPD5669 Clinical (unspecified phase)
0.6222 Remote Similarity NPD3120 Approved
0.6222 Remote Similarity NPD3119 Phase 1
0.6221 Remote Similarity NPD4724 Clinical (unspecified phase)
0.622 Remote Similarity NPD1273 Discontinued
0.6217 Remote Similarity NPD5650 Approved
0.6217 Remote Similarity NPD5652 Approved
0.6217 Remote Similarity NPD5651 Approved
0.6201 Remote Similarity NPD4523 Approved
0.6201 Remote Similarity NPD3324 Clinical (unspecified phase)
0.62 Remote Similarity NPD7558 Phase 2
0.6195 Remote Similarity NPD4113 Discontinued
0.619 Remote Similarity NPD2727 Phase 2
0.6188 Remote Similarity NPD4012 Approved
0.6188 Remote Similarity NPD5596 Phase 2
0.6183 Remote Similarity NPD6803 Clinical (unspecified phase)
0.6176 Remote Similarity NPD9470 Clinical (unspecified phase)
0.6163 Remote Similarity NPD2535 Discontinued
0.6163 Remote Similarity NPD1856 Discontinued
0.6161 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6157 Remote Similarity NPD5164 Discontinued
0.6157 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6143 Remote Similarity NPD4204 Approved
0.6143 Remote Similarity NPD4203 Approved
0.614 Remote Similarity NPD972 Clinical (unspecified phase)
0.6138 Remote Similarity NPD7548 Discontinued
0.6137 Remote Similarity NPD3602 Clinical (unspecified phase)
0.6133 Remote Similarity NPD7413 Phase 3
0.6132 Remote Similarity NPD1715 Phase 1
0.6132 Remote Similarity NPD1714 Approved
0.6129 Remote Similarity NPD2714 Clinical (unspecified phase)
0.6126 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6124 Remote Similarity NPD7214 Phase 3
0.6116 Remote Similarity NPD5612 Discontinued
0.6116 Remote Similarity NPD2166 Phase 3
0.6116 Remote Similarity NPD1361 Discontinued
0.61 Remote Similarity NPD2616 Phase 3
0.61 Remote Similarity NPD2615 Phase 3
0.6099 Remote Similarity NPD1717 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6096 Remote Similarity NPD1213 Phase 3
0.6094 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6092 Remote Similarity NPD5658 Approved
0.6087 Remote Similarity NPD5984 Phase 2
0.6087 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6083 Remote Similarity NPD4502 Phase 2
0.6083 Remote Similarity NPD6220 Phase 3
0.6077 Remote Similarity NPD7215 Phase 2
0.6077 Remote Similarity NPD6482 Phase 1
0.6076 Remote Similarity NPD4305 Clinical (unspecified phase)
0.6076 Remote Similarity NPD8403 Phase 1
0.6073 Remote Similarity NPD983 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5632 Approved
0.6058 Remote Similarity NPD6202 Discontinued
0.6047 Remote Similarity NPD4350 Approved
0.6047 Remote Similarity NPD4349 Approved
0.6046 Remote Similarity NPD8442 Discontinued
0.6042 Remote Similarity NPD5420 Discontinued
0.6041 Remote Similarity NPD534 Phase 2
0.6041 Remote Similarity NPD537 Phase 2
0.6034 Remote Similarity NPD2721 Clinical (unspecified phase)
0.6027 Remote Similarity NPD2167 Clinical (unspecified phase)
0.6027 Remote Similarity NPD2168 Clinical (unspecified phase)
0.6026 Remote Similarity NPD2151 Approved
0.6025 Remote Similarity NPD2739 Clinical (unspecified phase)
0.6017 Remote Similarity NPD3570 Phase 2
0.6017 Remote Similarity NPD3928 Approved
0.6017 Remote Similarity NPD3931 Approved
0.6016 Remote Similarity NPD3302 Clinical (unspecified phase)
0.6016 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6015 Remote Similarity NPD4303 Clinical (unspecified phase)
0.6009 Remote Similarity NPD1162 Approved
0.6008 Remote Similarity NPD3932 Clinical (unspecified phase)
0.6008 Remote Similarity NPD2715 Clinical (unspecified phase)
0.5992 Remote Similarity NPD6602 Phase 2
0.5992 Remote Similarity NPD6289 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6227 Discontinued
0.5991 Remote Similarity NPD6491 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7946 Pre-registration
0.5983 Remote Similarity NPD3230 Clinical (unspecified phase)
0.5983 Remote Similarity NPD3930 Clinical (unspecified phase)
0.5982 Remote Similarity NPD1620 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7129 Suspended
0.5976 Remote Similarity NPD3875 Discontinued
0.5976 Remote Similarity NPD3258 Approved
0.5976 Remote Similarity NPD1474 Approved
0.5974 Remote Similarity NPD4909 Approved
0.5963 Remote Similarity NPD862 Approved
0.5963 Remote Similarity NPD863 Approved
0.5963 Remote Similarity NPD5138 Approved
0.5963 Remote Similarity NPD5140 Approved
0.5963 Remote Similarity NPD861 Approved
0.5962 Remote Similarity NPD1592 Phase 3
0.5957 Remote Similarity NPD2564 Approved
0.5957 Remote Similarity NPD2565 Phase 2
0.5957 Remote Similarity NPD9688 Approved
0.5957 Remote Similarity NPD9687 Approved
0.5954 Remote Similarity NPD4916 Discontinued
0.5952 Remote Similarity NPD8422 Approved
0.595 Remote Similarity NPD1300 Discontinued
0.5948 Remote Similarity NPD802 Phase 2
0.5945 Remote Similarity NPD4296 Phase 2
0.5943 Remote Similarity NPD1638 Discovery
0.5943 Remote Similarity NPD1159 Approved
0.5941 Remote Similarity NPD5530 Phase 1
0.594 Remote Similarity NPD5003 Discontinued
0.594 Remote Similarity NPD2952 Discontinued
0.5939 Remote Similarity NPD3065 Discontinued
0.5938 Remote Similarity NPD5804 Clinical (unspecified phase)
0.5934 Remote Similarity NPD4437 Phase 3
0.5917 Remote Similarity NPD7222 Phase 2
0.5917 Remote Similarity NPD7453 Approved
0.5917 Remote Similarity NPD7452 Approved
0.5909 Remote Similarity NPD648 Clinical (unspecified phase)
0.5907 Remote Similarity NPD6473 Phase 1
0.5906 Remote Similarity NPD7705 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4740 Approved
0.5897 Remote Similarity NPD774 Phase 3
0.5895 Remote Similarity NPD706 Phase 1
0.5894 Remote Similarity NPD7980 Clinical (unspecified phase)
0.589 Remote Similarity NPD8395 Approved
0.589 Remote Similarity NPD8396 Approved
0.5887 Remote Similarity NPD3342 Phase 2
0.5887 Remote Similarity NPD6804 Clinical (unspecified phase)
0.5885 Remote Similarity NPD949 Phase 1
0.5882 Remote Similarity NPD5649 Clinical (unspecified phase)
0.5878 Remote Similarity NPD3257 Approved
0.5875 Remote Similarity NPD4421 Approved
0.5875 Remote Similarity NPD6905 Phase 2
0.5874 Remote Similarity NPD2076 Approved
0.5874 Remote Similarity NPD2077 Approved
0.5873 Remote Similarity NPD3259 Approved
0.5873 Remote Similarity NPD6326 Phase 2
0.5869 Remote Similarity NPD1852 Discontinued
0.5869 Remote Similarity NPD1204 Discontinued
0.5868 Remote Similarity NPD4506 Discontinued
0.5866 Remote Similarity NPD1467 Approved
0.5866 Remote Similarity NPD1466 Phase 3
0.5865 Remote Similarity NPD1740 Approved
0.5865 Remote Similarity NPD1739 Approved
0.5863 Remote Similarity NPD7726 Phase 1
0.5857 Remote Similarity NPD4932 Clinical (unspecified phase)
0.5855 Remote Similarity NPD1225 Phase 2
0.5855 Remote Similarity NPD1224 Phase 2
0.5855 Remote Similarity NPD3810 Clinical (unspecified phase)
0.5855 Remote Similarity NPD6590 Discontinued
0.5853 Remote Similarity NPD4670 Clinical (unspecified phase)
0.5853 Remote Similarity NPD4669 Clinical (unspecified phase)
0.5853 Remote Similarity NPD4671 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6770 Approved
0.5846 Remote Similarity NPD7673 Phase 3
0.5846 Remote Similarity NPD4322 Discontinued
0.584 Remote Similarity NPD6160 Clinical (unspecified phase)
0.5837 Remote Similarity NPD1850 Phase 3
0.5837 Remote Similarity NPD3963 Phase 1
0.5837 Remote Similarity NPD5587 Approved

Structure

External Identifiers

PubChem CID   11303705
ChEMBL   CHEMBL513636
ZINC  

Physicochemical Properties

Molecular Weight:  383.92
ALogP:  2.4438
MLogP:  1.68
XLogP:  3.569
# Rotatable Bonds:  11
Polar Surface Area:  88.39
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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