Natural Product: NPC314491

Natural Product ID:  NPC314491
Common Name:   Nitropyrrolin E
IUPAC Name:   (E,3R,10R,11R)-10-chloro-2,6,10-trimethyl-12-(5-nitro-1H-pyrrol-3-yl)dodec-6-ene-2,3,11-triol
Synonyms:   Nitropyrrolin E
Molecular Formula:   C19H31ClN2O5
Standard InCHIKey:  CAJMFLABBNVXCD-BMGPEXAXSA-N
Standard InCHI:  InChI=1S/C19H31ClN2O5/c1-13(7-8-15(23)18(2,3)25)6-5-9-19(4,20)16(24)10-14-11-17(21-12-14)22(26)27/h6,11-12,15-16,21,23-25H,5,7-10H2,1-4H3/b13-6+/t15-,16-,19-/m1/s1
Canonical SMILES:  C/C(=CCC[C@]([C@@H](Cc1c[nH]c(c1)N(=O)=O)O)(Cl)C)/CC[C@H](C(O)(C)C)O
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
NPO33614 actinomycete sp. CNQ-509 Species NA NA PMID[21090803]
NPO30294 Streptomyces sp. cnq-509 Species Streptomycetaceae Bacteria PMID[21090803]
NPO32090 Streptomyces (cnq-509) Species Streptomycetaceae Bacteria StreptomeDB*
NPO31763 Streptomyces cnq-509 Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 20 ug/ml 21090803

  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 NPC314491 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
0.9688 High Similarity NPC313730
0.9625 High Similarity NPC89562
0.9018 High Similarity NPC41333
0.8963 High Similarity NPC34300
0.7072 Intermediate Similarity NPC40779
0.6963 Remote Similarity NPC163421
0.6963 Remote Similarity NPC188387
0.6885 Remote Similarity NPC311276
0.6813 Remote Similarity NPC230869
0.6758 Remote Similarity NPC469762
0.6739 Remote Similarity NPC71079
0.6703 Remote Similarity NPC474217
0.6703 Remote Similarity NPC469785
0.6684 Remote Similarity NPC469358
0.6683 Remote Similarity NPC470497
0.6667 Remote Similarity NPC470499
0.6631 Remote Similarity NPC127730
0.6631 Remote Similarity NPC160105
0.6631 Remote Similarity NPC278366
0.6593 Remote Similarity NPC469765
0.6593 Remote Similarity NPC469760
0.6593 Remote Similarity NPC259644
0.6593 Remote Similarity NPC73952
0.6593 Remote Similarity NPC25008
0.6593 Remote Similarity NPC469763
0.6593 Remote Similarity NPC469786
0.6582 Remote Similarity NPC315555
0.6578 Remote Similarity NPC85918
0.6557 Remote Similarity NPC70922
0.6557 Remote Similarity NPC211572
0.6557 Remote Similarity NPC80597
0.6557 Remote Similarity NPC212376
0.6557 Remote Similarity NPC75540
0.6543 Remote Similarity NPC49954
0.6543 Remote Similarity NPC54988
0.6543 Remote Similarity NPC474561
0.6528 Remote Similarity NPC141377
0.6524 Remote Similarity NPC162268
0.6524 Remote Similarity NPC476446
0.6524 Remote Similarity NPC102423
0.6524 Remote Similarity NPC78375
0.6524 Remote Similarity NPC469813
0.6515 Remote Similarity NPC209917
0.6492 Remote Similarity NPC314603
0.6492 Remote Similarity NPC313791
0.6486 Remote Similarity NPC212742
0.6482 Remote Similarity NPC95783
0.6477 Remote Similarity NPC151939
0.6471 Remote Similarity NPC282231
0.6462 Remote Similarity NPC71037
0.6462 Remote Similarity NPC233936
0.6444 Remote Similarity NPC314372
0.644 Remote Similarity NPC470498
0.6433 Remote Similarity NPC89490
0.6429 Remote Similarity NPC163055
0.6421 Remote Similarity NPC63751
0.6421 Remote Similarity NPC201700
0.6417 Remote Similarity NPC279918
0.6417 Remote Similarity NPC131718
0.6395 Remote Similarity NPC475105
0.6395 Remote Similarity NPC475090
0.6395 Remote Similarity NPC329896
0.6392 Remote Similarity NPC293472
0.6381 Remote Similarity NPC314957
0.6378 Remote Similarity NPC192270
0.6373 Remote Similarity NPC472586
0.6368 Remote Similarity NPC320968
0.6364 Remote Similarity NPC62510
0.6359 Remote Similarity NPC472443
0.6349 Remote Similarity NPC194640
0.6333 Remote Similarity NPC190296
0.6332 Remote Similarity NPC235684
0.6328 Remote Similarity NPC471312
0.6327 Remote Similarity NPC300688
0.631 Remote Similarity NPC138018
0.6308 Remote Similarity NPC248454
0.6305 Remote Similarity NPC267343
0.6304 Remote Similarity NPC105818
0.6304 Remote Similarity NPC24678
0.63 Remote Similarity NPC317030
0.6281 Remote Similarity NPC314002
0.6276 Remote Similarity NPC270009
0.6269 Remote Similarity NPC32771
0.6263 Remote Similarity NPC472444
0.6257 Remote Similarity NPC115049
0.6256 Remote Similarity NPC473342
0.6256 Remote Similarity NPC477167
0.625 Remote Similarity NPC62151
0.625 Remote Similarity NPC171171
0.625 Remote Similarity NPC474707
0.6238 Remote Similarity NPC154339
0.6231 Remote Similarity NPC204717
0.6229 Remote Similarity NPC471322
0.6225 Remote Similarity NPC474177
0.6224 Remote Similarity NPC111275
0.6224 Remote Similarity NPC68354
0.6224 Remote Similarity NPC59269
0.6221 Remote Similarity NPC477114
0.622 Remote Similarity NPC193761
0.622 Remote Similarity NPC476874
0.6219 Remote Similarity NPC204565
0.6205 Remote Similarity NPC37423
0.6205 Remote Similarity NPC275305
0.6203 Remote Similarity NPC477815
0.62 Remote Similarity NPC15102
0.6198 Remote Similarity NPC49217
0.6195 Remote Similarity NPC133366
0.6193 Remote Similarity NPC314646
0.6188 Remote Similarity NPC65215
0.6188 Remote Similarity NPC173028
0.6185 Remote Similarity NPC471313
0.6185 Remote Similarity NPC471311
0.6181 Remote Similarity NPC220765
0.6179 Remote Similarity NPC46225
0.6176 Remote Similarity NPC304187
0.6176 Remote Similarity NPC99666
0.6176 Remote Similarity NPC477166
0.6175 Remote Similarity NPC159856
0.6173 Remote Similarity NPC267885
0.6172 Remote Similarity NPC475506
0.6166 Remote Similarity NPC78020
0.6166 Remote Similarity NPC317430
0.6165 Remote Similarity NPC251090
0.6165 Remote Similarity NPC242209
0.6157 Remote Similarity NPC54744
0.6154 Remote Similarity NPC100321
0.615 Remote Similarity NPC165495
0.615 Remote Similarity NPC127677
0.6146 Remote Similarity NPC307963
0.6143 Remote Similarity NPC155143
0.614 Remote Similarity NPC290094
0.6139 Remote Similarity NPC46580
0.6133 Remote Similarity NPC469783
0.6133 Remote Similarity NPC469761
0.6133 Remote Similarity NPC469779
0.6133 Remote Similarity NPC469784
0.6133 Remote Similarity NPC469780
0.6133 Remote Similarity NPC469768
0.6133 Remote Similarity NPC469767
0.6122 Remote Similarity NPC110500
0.6122 Remote Similarity NPC203468
0.6122 Remote Similarity NPC149155
0.612 Remote Similarity NPC471323
0.6114 Remote Similarity NPC125659
0.6114 Remote Similarity NPC168702
0.6111 Remote Similarity NPC471603
0.6111 Remote Similarity NPC248041
0.6111 Remote Similarity NPC126709
0.6111 Remote Similarity NPC151976
0.6111 Remote Similarity NPC283219
0.6109 Remote Similarity NPC473317
0.6108 Remote Similarity NPC213629
0.6108 Remote Similarity NPC471957
0.6106 Remote Similarity NPC473640
0.6103 Remote Similarity NPC88008
0.6099 Remote Similarity NPC469766
0.6091 Remote Similarity NPC288785
0.6085 Remote Similarity NPC473376
0.6083 Remote Similarity NPC282247
0.6082 Remote Similarity NPC319456
0.6079 Remote Similarity NPC89987
0.6077 Remote Similarity NPC73767
0.6073 Remote Similarity NPC472285
0.6071 Remote Similarity NPC34508
0.6068 Remote Similarity NPC106937
0.6061 Remote Similarity NPC184964
0.6058 Remote Similarity NPC156704
0.6056 Remote Similarity NPC84911
0.6054 Remote Similarity NPC64216
0.6054 Remote Similarity NPC143872
0.6054 Remote Similarity NPC130570
0.6051 Remote Similarity NPC194411
0.6045 Remote Similarity NPC324611
0.6041 Remote Similarity NPC329688
0.6041 Remote Similarity NPC189812
0.604 Remote Similarity NPC280290
0.6038 Remote Similarity NPC98715
0.6034 Remote Similarity NPC169625
0.6034 Remote Similarity NPC202957
0.603 Remote Similarity NPC55772
0.603 Remote Similarity NPC176199
0.603 Remote Similarity NPC215795
0.603 Remote Similarity NPC213468
0.6028 Remote Similarity NPC323927
0.6028 Remote Similarity NPC225821
0.6027 Remote Similarity NPC204491
0.6027 Remote Similarity NPC125597
0.6021 Remote Similarity NPC135141
0.6021 Remote Similarity NPC92796
0.602 Remote Similarity NPC48938
0.602 Remote Similarity NPC19679
0.6019 Remote Similarity NPC300183
0.6012 Remote Similarity NPC27740
0.6011 Remote Similarity NPC476454
0.6009 Remote Similarity NPC266931
0.6009 Remote Similarity NPC477043
0.6 Remote Similarity NPC285469
0.6 Remote Similarity NPC29886
0.6 Remote Similarity NPC96102
0.6 Remote Similarity NPC261195

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC314491 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
0.7363 Intermediate Similarity NPD2928 Phase 2
0.6814 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4533 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4239 Clinical (unspecified phase)
0.6738 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6648 Remote Similarity NPD5358 Clinical (unspecified phase)
0.663 Remote Similarity NPD3262 Approved
0.6583 Remote Similarity NPD2127 Suspended
0.6559 Remote Similarity NPD8026 Phase 1
0.6555 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6555 Remote Similarity NPD3013 Phase 3
0.6554 Remote Similarity NPD1382 Phase 2
0.6554 Remote Similarity NPD1383 Phase 3
0.6542 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6595 Phase 3
0.6474 Remote Similarity NPD2620 Phase 2
0.6474 Remote Similarity NPD2619 Clinical (unspecified phase)
0.6459 Remote Similarity NPD4612 Discontinued
0.6439 Remote Similarity NPD2332 Discontinued
0.6436 Remote Similarity NPD4998 Phase 3
0.6436 Remote Similarity NPD4999 Phase 3
0.6425 Remote Similarity NPD1427 Clinical (unspecified phase)
0.64 Remote Similarity NPD2544 Clinical (unspecified phase)
0.6398 Remote Similarity NPD8321 Discontinued
0.6394 Remote Similarity NPD4683 Phase 3
0.6389 Remote Similarity NPD1352 Discontinued
0.6384 Remote Similarity NPD1380 Discovery
0.6377 Remote Similarity NPD5486 Discontinued
0.6368 Remote Similarity NPD4563 Phase 2
0.6338 Remote Similarity NPD3976 Clinical (unspecified phase)
0.6335 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6332 Remote Similarity NPD2872 Phase 2
0.6328 Remote Similarity NPD9506 Approved
0.6316 Remote Similarity NPD1915 Phase 1
0.6311 Remote Similarity NPD3814 Phase 1
0.6294 Remote Similarity NPD4891 Phase 2
0.6286 Remote Similarity NPD5458 Discontinued
0.6276 Remote Similarity NPD4076 Approved
0.6276 Remote Similarity NPD4079 Approved
0.6263 Remote Similarity NPD2092 Phase 2
0.6263 Remote Similarity NPD2094 Phase 2
0.6263 Remote Similarity NPD2095 Phase 2
0.6262 Remote Similarity NPD8458 Clinical (unspecified phase)
0.6257 Remote Similarity NPD276 Clinical (unspecified phase)
0.625 Remote Similarity NPD706 Phase 1
0.6244 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6237 Remote Similarity NPD2012 Clinical (unspecified phase)
0.6233 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6231 Remote Similarity NPD2091 Phase 2
0.6231 Remote Similarity NPD2096 Phase 2
0.6229 Remote Similarity NPD9726 Discontinued
0.6224 Remote Similarity NPD3505 Approved
0.6224 Remote Similarity NPD2144 Approved
0.6224 Remote Similarity NPD3506 Approved
0.6222 Remote Similarity NPD3960 Clinical (unspecified phase)
0.6212 Remote Similarity NPD3178 Discontinued
0.6207 Remote Similarity NPD4699 Discontinued
0.6205 Remote Similarity NPD5065 Approved
0.6198 Remote Similarity NPD5611 Phase 2
0.6196 Remote Similarity NPD4703 Approved
0.6196 Remote Similarity NPD4702 Approved
0.6179 Remote Similarity NPD7834 Approved
0.6173 Remote Similarity NPD749 Clinical (unspecified phase)
0.6172 Remote Similarity NPD8629 Discontinued
0.6157 Remote Similarity NPD5172 Phase 2
0.6154 Remote Similarity NPD3717 Discontinued
0.615 Remote Similarity NPD7981 Discontinued
0.6146 Remote Similarity NPD1038 Approved
0.6139 Remote Similarity NPD8431 Approved
0.6131 Remote Similarity NPD3038 Discontinued
0.6127 Remote Similarity NPD459 Clinical (unspecified phase)
0.6124 Remote Similarity NPD2536 Discontinued
0.6122 Remote Similarity NPD482 Approved
0.6121 Remote Similarity NPD6545 Clinical (unspecified phase)
0.6114 Remote Similarity NPD1248 Discontinued
0.6108 Remote Similarity NPD2110 Approved
0.6108 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6108 Remote Similarity NPD2152 Clinical (unspecified phase)
0.6103 Remote Similarity NPD1392 Approved
0.6098 Remote Similarity NPD4615 Phase 2
0.6091 Remote Similarity NPD537 Phase 2
0.6091 Remote Similarity NPD534 Phase 2
0.6085 Remote Similarity NPD6026 Approved
0.6083 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6077 Remote Similarity NPD768 Clinical (unspecified phase)
0.6077 Remote Similarity NPD786 Approved
0.6073 Remote Similarity NPD7980 Clinical (unspecified phase)
0.6068 Remote Similarity NPD802 Phase 2
0.6068 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6065 Remote Similarity NPD3915 Approved
0.6063 Remote Similarity NPD245 Suspended
0.6061 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6059 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7948 Phase 1
0.605 Remote Similarity NPD8408 Discontinued
0.604 Remote Similarity NPD2868 Clinical (unspecified phase)
0.604 Remote Similarity NPD6610 Clinical (unspecified phase)
0.604 Remote Similarity NPD2814 Clinical (unspecified phase)
0.604 Remote Similarity NPD6241 Phase 1
0.6037 Remote Similarity NPD3917 Approved
0.6037 Remote Similarity NPD3918 Approved
0.6037 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6034 Remote Similarity NPD2140 Approved
0.6034 Remote Similarity NPD2142 Approved
0.6034 Remote Similarity NPD2141 Approved
0.6033 Remote Similarity NPD3813 Approved
0.6029 Remote Similarity NPD6363 Clinical (unspecified phase)
0.6029 Remote Similarity NPD1249 Clinical (unspecified phase)
0.6028 Remote Similarity NPD8493 Clinical (unspecified phase)
0.602 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6009 Remote Similarity NPD944 Approved
0.6 Remote Similarity NPD2187 Approved
0.6 Remote Similarity NPD198 Clinical (unspecified phase)
0.6 Remote Similarity NPD4327 Phase 1
0.6 Remote Similarity NPD2599 Approved
0.6 Remote Similarity NPD2189 Approved
0.6 Remote Similarity NPD8271 Discontinued
0.6 Remote Similarity NPD2600 Approved
0.6 Remote Similarity NPD2601 Approved
0.5991 Remote Similarity NPD3497 Clinical (unspecified phase)
0.599 Remote Similarity NPD2511 Approved
0.5989 Remote Similarity NPD9206 Approved
0.5989 Remote Similarity NPD9207 Approved
0.5982 Remote Similarity NPD8112 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7958 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7957 Phase 1
0.5972 Remote Similarity NPD6529 Discontinued
0.5971 Remote Similarity NPD6626 Approved
0.597 Remote Similarity NPD1570 Approved
0.5962 Remote Similarity NPD8113 Phase 2
0.596 Remote Similarity NPD2829 Clinical (unspecified phase)
0.596 Remote Similarity NPD4128 Approved
0.5959 Remote Similarity NPD2480 Clinical (unspecified phase)
0.5958 Remote Similarity NPD8442 Discontinued
0.5957 Remote Similarity NPD4463 Approved
0.5957 Remote Similarity NPD4462 Approved
0.5955 Remote Similarity NPD6803 Clinical (unspecified phase)
0.5955 Remote Similarity NPD5612 Discontinued
0.5952 Remote Similarity NPD1982 Phase 1
0.595 Remote Similarity NPD8386 Phase 2
0.5942 Remote Similarity NPD1234 Discontinued
0.5941 Remote Similarity NPD5596 Phase 2
0.5939 Remote Similarity NPD3116 Approved
0.5939 Remote Similarity NPD3117 Approved
0.5939 Remote Similarity NPD3347 Clinical (unspecified phase)
0.5938 Remote Similarity NPD1554 Clinical (unspecified phase)
0.5938 Remote Similarity NPD5255 Approved
0.5935 Remote Similarity NPD8272 Phase 2
0.5934 Remote Similarity NPD2896 Discontinued
0.5926 Remote Similarity NPD7947 Clinical (unspecified phase)
0.5926 Remote Similarity NPD2824 Phase 2
0.5924 Remote Similarity NPD1722 Approved
0.5924 Remote Similarity NPD1592 Phase 3
0.5924 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5922 Remote Similarity NPD1043 Phase 3
0.5917 Remote Similarity NPD5067 Phase 2
0.5917 Remote Similarity NPD5066 Phase 2
0.5915 Remote Similarity NPD8073 Approved
0.5913 Remote Similarity NPD1304 Clinical (unspecified phase)
0.5913 Remote Similarity NPD460 Discontinued
0.5913 Remote Similarity NPD3485 Clinical (unspecified phase)
0.5909 Remote Similarity NPD2077 Approved
0.5909 Remote Similarity NPD9284 Approved
0.5909 Remote Similarity NPD9080 Approved
0.5909 Remote Similarity NPD2076 Approved
0.5909 Remote Similarity NPD750 Phase 2
0.5905 Remote Similarity NPD2952 Discontinued
0.5904 Remote Similarity NPD3100 Discontinued
0.5903 Remote Similarity NPD6164 Phase 2
0.5903 Remote Similarity NPD5567 Approved
0.5903 Remote Similarity NPD6165 Phase 2
0.5902 Remote Similarity NPD8021 Approved
0.5902 Remote Similarity NPD8020 Approved
0.59 Remote Similarity NPD4181 Approved
0.59 Remote Similarity NPD1272 Clinical (unspecified phase)
0.5892 Remote Similarity NPD2007 Clinical (unspecified phase)
0.5891 Remote Similarity NPD4649 Clinical (unspecified phase)
0.589 Remote Similarity NPD2902 Phase 2
0.589 Remote Similarity NPD7594 Clinical (unspecified phase)
0.589 Remote Similarity NPD2903 Clinical (unspecified phase)
0.5888 Remote Similarity NPD8072 Approved
0.5888 Remote Similarity NPD1326 Approved
0.5888 Remote Similarity NPD1325 Approved
0.5887 Remote Similarity NPD7502 Clinical (unspecified phase)
0.5885 Remote Similarity NPD5541 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6148 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3082 Discontinued
0.5877 Remote Similarity NPD3469 Phase 3
0.5873 Remote Similarity NPD2172 Phase 1
0.5872 Remote Similarity NPD4990 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7465 Suspended
0.5871 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5864 Remote Similarity NPD2809 Approved
0.5862 Remote Similarity NPD5213 Clinical (unspecified phase)
0.586 Remote Similarity NPD2965 Clinical (unspecified phase)
0.5859 Remote Similarity NPD1567 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5934 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6828 Phase 2
0.5859 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5858 Remote Similarity NPD4916 Discontinued

Structure

External Identifiers

PubChem CID   50905210
ChEMBL   CHEMBL1651438
ZINC  

Physicochemical Properties

Molecular Weight:  402.19
ALogP:  1.5132
MLogP:  2.67
XLogP:  2.907
# Rotatable Bonds:  20
Polar Surface Area:  119.62
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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