Natural Product: NPC34300

Natural Product ID:  NPC34300
Common Name:   Nitropyrrolin B
IUPAC Name:   4-[[(2R,3R)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]methyl]-2-nitro-1H-pyrrole
Synonyms:   Nitropyrrolin B
Molecular Formula:   C19H28N2O3
Standard InCHIKey:  NDZMZBQXLOVJER-AXTVGJDGSA-N
Standard InCHI:  InChI=1S/C19H28N2O3/c1-14(2)7-5-8-15(3)9-6-10-19(4)17(24-19)11-16-12-18(20-13-16)21(22)23/h7,9,12-13,17,20H,5-6,8,10-11H2,1-4H3/b15-9+/t17-,19-/m1/s1
Canonical SMILES:  C/C(=CCC[C@@]1(C)O[C@@H]1Cc1c[nH]c(c1)N(=O)=O)/CCC=C(C)C
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*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 31000 nM 21090803
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 NPC34300 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
0.9304 High Similarity NPC89562
0.9051 High Similarity NPC41333
0.9006 High Similarity NPC313730
0.8963 High Similarity NPC314491
0.7045 Intermediate Similarity NPC311276
0.694 Remote Similarity NPC141377
0.6935 Remote Similarity NPC188387
0.6935 Remote Similarity NPC163421
0.6854 Remote Similarity NPC40779
0.679 Remote Similarity NPC89490
0.678 Remote Similarity NPC230869
0.6748 Remote Similarity NPC329896
0.6748 Remote Similarity NPC475105
0.6748 Remote Similarity NPC475090
0.6738 Remote Similarity NPC469358
0.6723 Remote Similarity NPC469762
0.6667 Remote Similarity NPC469785
0.6648 Remote Similarity NPC469760
0.6648 Remote Similarity NPC469786
0.6648 Remote Similarity NPC469763
0.6648 Remote Similarity NPC25008
0.6648 Remote Similarity NPC73952
0.6648 Remote Similarity NPC469765
0.6648 Remote Similarity NPC259644
0.6611 Remote Similarity NPC71079
0.661 Remote Similarity NPC70922
0.661 Remote Similarity NPC80597
0.661 Remote Similarity NPC211572
0.661 Remote Similarity NPC212376
0.661 Remote Similarity NPC75540
0.661 Remote Similarity NPC477815
0.6596 Remote Similarity NPC71037
0.6593 Remote Similarity NPC160105
0.6593 Remote Similarity NPC474561
0.6593 Remote Similarity NPC49954
0.6575 Remote Similarity NPC474217
0.6575 Remote Similarity NPC162268
0.6548 Remote Similarity NPC470499
0.6536 Remote Similarity NPC212742
0.6519 Remote Similarity NPC282231
0.6503 Remote Similarity NPC278366
0.6503 Remote Similarity NPC54988
0.6503 Remote Similarity NPC127730
0.6494 Remote Similarity NPC314372
0.6484 Remote Similarity NPC102423
0.6484 Remote Similarity NPC469813
0.6484 Remote Similarity NPC78375
0.6484 Remote Similarity NPC476446
0.6474 Remote Similarity NPC190296
0.6467 Remote Similarity NPC63751
0.6464 Remote Similarity NPC131718
0.6464 Remote Similarity NPC279918
0.6453 Remote Similarity NPC469783
0.6453 Remote Similarity NPC469780
0.6453 Remote Similarity NPC469761
0.6453 Remote Similarity NPC469767
0.6453 Remote Similarity NPC469768
0.6453 Remote Similarity NPC469784
0.6453 Remote Similarity NPC469779
0.6452 Remote Similarity NPC314603
0.6452 Remote Similarity NPC313791
0.6448 Remote Similarity NPC85918
0.6443 Remote Similarity NPC95783
0.6441 Remote Similarity NPC105818
0.6441 Remote Similarity NPC24678
0.6436 Remote Similarity NPC151939
0.6421 Remote Similarity NPC233936
0.6416 Remote Similarity NPC469766
0.64 Remote Similarity NPC470497
0.6395 Remote Similarity NPC73767
0.6393 Remote Similarity NPC194640
0.6392 Remote Similarity NPC209917
0.6387 Remote Similarity NPC163055
0.638 Remote Similarity NPC290094
0.6378 Remote Similarity NPC201700
0.6374 Remote Similarity NPC84911
0.6373 Remote Similarity NPC315555
0.6373 Remote Similarity NPC235684
0.6369 Remote Similarity NPC471322
0.6364 Remote Similarity NPC143872
0.6359 Remote Similarity NPC76748
0.6349 Remote Similarity NPC248454
0.6345 Remote Similarity NPC307963
0.6343 Remote Similarity NPC471323
0.6341 Remote Similarity NPC476465
0.6341 Remote Similarity NPC27740
0.6337 Remote Similarity NPC104049
0.6337 Remote Similarity NPC193761
0.6327 Remote Similarity NPC92111
0.6324 Remote Similarity NPC49217
0.6321 Remote Similarity NPC314002
0.6316 Remote Similarity NPC29886
0.6316 Remote Similarity NPC96102
0.6316 Remote Similarity NPC261195
0.6308 Remote Similarity NPC32771
0.6308 Remote Similarity NPC296527
0.6307 Remote Similarity NPC159856
0.6301 Remote Similarity NPC110126
0.6294 Remote Similarity NPC477167
0.6294 Remote Similarity NPC473342
0.6294 Remote Similarity NPC62151
0.6289 Remote Similarity NPC171171
0.6283 Remote Similarity NPC300688
0.6279 Remote Similarity NPC105127
0.6269 Remote Similarity NPC204717
0.6268 Remote Similarity NPC54744
0.6265 Remote Similarity NPC169625
0.6265 Remote Similarity NPC202957
0.6264 Remote Similarity NPC236711
0.6263 Remote Similarity NPC111275
0.6263 Remote Similarity NPC267343
0.6263 Remote Similarity NPC14113
0.6263 Remote Similarity NPC84827
0.6263 Remote Similarity NPC59269
0.6263 Remote Similarity NPC145885
0.6256 Remote Similarity NPC476874
0.6256 Remote Similarity NPC317030
0.625 Remote Similarity NPC470203
0.625 Remote Similarity NPC320968
0.6237 Remote Similarity NPC62510
0.6237 Remote Similarity NPC15102
0.6236 Remote Similarity NPC471957
0.6235 Remote Similarity NPC314646
0.6228 Remote Similarity NPC471313
0.6228 Remote Similarity NPC471311
0.6223 Remote Similarity NPC470498
0.6218 Remote Similarity NPC220765
0.6212 Remote Similarity NPC304187
0.6212 Remote Similarity NPC477166
0.6212 Remote Similarity NPC99666
0.6211 Remote Similarity NPC267885
0.6205 Remote Similarity NPC474707
0.6203 Remote Similarity NPC78020
0.62 Remote Similarity NPC251090
0.62 Remote Similarity NPC242209
0.6198 Remote Similarity NPC16659
0.6196 Remote Similarity NPC470204
0.6193 Remote Similarity NPC154339
0.6188 Remote Similarity NPC200214
0.6186 Remote Similarity NPC165495
0.6181 Remote Similarity NPC474177
0.6181 Remote Similarity NPC106937
0.6178 Remote Similarity NPC68354
0.6176 Remote Similarity NPC82295
0.6176 Remote Similarity NPC101165
0.6175 Remote Similarity NPC138018
0.6173 Remote Similarity NPC204565
0.6173 Remote Similarity NPC46580
0.6171 Remote Similarity NPC279081
0.6167 Remote Similarity NPC53947
0.6158 Remote Similarity NPC110500
0.6158 Remote Similarity NPC37423
0.6158 Remote Similarity NPC149155
0.6158 Remote Similarity NPC275305
0.6158 Remote Similarity NPC203468
0.615 Remote Similarity NPC133366
0.6146 Remote Similarity NPC126709
0.6146 Remote Similarity NPC265710
0.6146 Remote Similarity NPC248041
0.6143 Remote Similarity NPC471603
0.6142 Remote Similarity NPC173028
0.6142 Remote Similarity NPC65215
0.6141 Remote Similarity NPC92796
0.6141 Remote Similarity NPC135141
0.6132 Remote Similarity NPC251936
0.6129 Remote Similarity NPC474196
0.612 Remote Similarity NPC115049
0.6119 Remote Similarity NPC13880
0.6117 Remote Similarity NPC317430
0.6114 Remote Similarity NPC282247
0.6108 Remote Similarity NPC146373
0.6108 Remote Similarity NPC245244
0.6108 Remote Similarity NPC166424
0.6108 Remote Similarity NPC74413
0.6106 Remote Similarity NPC314957
0.6103 Remote Similarity NPC284678
0.61 Remote Similarity NPC88315
0.6094 Remote Similarity NPC184964
0.6094 Remote Similarity NPC240088
0.6094 Remote Similarity NPC473380
0.6089 Remote Similarity NPC288838
0.6087 Remote Similarity NPC84268
0.6085 Remote Similarity NPC194411
0.6083 Remote Similarity NPC64216
0.6083 Remote Similarity NPC130570
0.6082 Remote Similarity NPC324611
0.608 Remote Similarity NPC230002
0.6073 Remote Similarity NPC317054
0.6073 Remote Similarity NPC472586
0.6071 Remote Similarity NPC280290
0.6062 Remote Similarity NPC283219
0.6062 Remote Similarity NPC213468
0.6062 Remote Similarity NPC472443
0.6062 Remote Similarity NPC55772
0.6061 Remote Similarity NPC48564
0.6061 Remote Similarity NPC265605
0.6061 Remote Similarity NPC182570
0.6061 Remote Similarity NPC213629
0.6059 Remote Similarity NPC67288
0.6055 Remote Similarity NPC125597

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC34300 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
0.7345 Intermediate Similarity NPD2928 Phase 2
0.6995 Remote Similarity NPD2332 Discontinued
0.6703 Remote Similarity NPD4184 Clinical (unspecified phase)
0.67 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6686 Remote Similarity NPD3262 Approved
0.6632 Remote Similarity NPD2127 Suspended
0.6611 Remote Similarity NPD4239 Clinical (unspecified phase)
0.661 Remote Similarity NPD5358 Clinical (unspecified phase)
0.6601 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6601 Remote Similarity NPD3013 Phase 3
0.6566 Remote Similarity NPD9726 Discontinued
0.6522 Remote Similarity NPD2619 Clinical (unspecified phase)
0.6522 Remote Similarity NPD2620 Phase 2
0.6519 Remote Similarity NPD8026 Phase 1
0.6507 Remote Similarity NPD4555 Clinical (unspecified phase)
0.648 Remote Similarity NPD4998 Phase 3
0.648 Remote Similarity NPD4999 Phase 3
0.6455 Remote Similarity NPD6595 Phase 3
0.6436 Remote Similarity NPD2144 Approved
0.6422 Remote Similarity NPD4612 Discontinued
0.6395 Remote Similarity NPD786 Approved
0.6378 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4533 Clinical (unspecified phase)
0.6373 Remote Similarity NPD2872 Phase 2
0.6368 Remote Similarity NPD2599 Approved
0.6368 Remote Similarity NPD2601 Approved
0.6368 Remote Similarity NPD2600 Approved
0.6355 Remote Similarity NPD4683 Phase 3
0.6353 Remote Similarity NPD2140 Approved
0.6353 Remote Similarity NPD2141 Approved
0.6353 Remote Similarity NPD2142 Approved
0.635 Remote Similarity NPD3814 Phase 1
0.6345 Remote Similarity NPD1038 Approved
0.6343 Remote Similarity NPD1352 Discontinued
0.6341 Remote Similarity NPD2189 Approved
0.6341 Remote Similarity NPD2187 Approved
0.6337 Remote Similarity NPD5486 Discontinued
0.6335 Remote Similarity NPD3038 Discontinued
0.6316 Remote Similarity NPD198 Clinical (unspecified phase)
0.6289 Remote Similarity NPD706 Phase 1
0.6286 Remote Similarity NPD1427 Clinical (unspecified phase)
0.6279 Remote Similarity NPD9506 Approved
0.6278 Remote Similarity NPD2012 Clinical (unspecified phase)
0.6276 Remote Similarity NPD2544 Clinical (unspecified phase)
0.6264 Remote Similarity NPD2581 Approved
0.6264 Remote Similarity NPD2582 Approved
0.6263 Remote Similarity NPD1304 Clinical (unspecified phase)
0.625 Remote Similarity NPD4563 Phase 2
0.625 Remote Similarity NPD3178 Discontinued
0.6244 Remote Similarity NPD5458 Discontinued
0.6243 Remote Similarity NPD5065 Approved
0.6237 Remote Similarity NPD5611 Phase 2
0.6236 Remote Similarity NPD4703 Approved
0.6236 Remote Similarity NPD4702 Approved
0.623 Remote Similarity NPD4079 Approved
0.623 Remote Similarity NPD4076 Approved
0.6229 Remote Similarity NPD1722 Approved
0.6223 Remote Similarity NPD3347 Clinical (unspecified phase)
0.622 Remote Similarity NPD8458 Clinical (unspecified phase)
0.6219 Remote Similarity NPD1982 Phase 1
0.6218 Remote Similarity NPD2092 Phase 2
0.6218 Remote Similarity NPD2095 Phase 2
0.6218 Remote Similarity NPD2094 Phase 2
0.6211 Remote Similarity NPD749 Clinical (unspecified phase)
0.6209 Remote Similarity NPD276 Clinical (unspecified phase)
0.6201 Remote Similarity NPD3100 Discontinued
0.62 Remote Similarity NPD2482 Clinical (unspecified phase)
0.6196 Remote Similarity NPD687 Clinical (unspecified phase)
0.6193 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6193 Remote Similarity NPD3717 Discontinued
0.619 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6186 Remote Similarity NPD2091 Phase 2
0.6186 Remote Similarity NPD2096 Phase 2
0.6182 Remote Similarity NPD3960 Clinical (unspecified phase)
0.6181 Remote Similarity NPD802 Phase 2
0.6178 Remote Similarity NPD3506 Approved
0.6178 Remote Similarity NPD3505 Approved
0.6167 Remote Similarity NPD2172 Phase 1
0.6166 Remote Similarity NPD4649 Clinical (unspecified phase)
0.6165 Remote Similarity NPD4023 Clinical (unspecified phase)
0.6162 Remote Similarity NPD459 Clinical (unspecified phase)
0.6162 Remote Similarity NPD2480 Clinical (unspecified phase)
0.6158 Remote Similarity NPD5584 Clinical (unspecified phase)
0.6158 Remote Similarity NPD482 Approved
0.6154 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6545 Clinical (unspecified phase)
0.615 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6146 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6138 Remote Similarity NPD6828 Phase 2
0.6138 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6138 Remote Similarity NPD6827 Clinical (unspecified phase)
0.6135 Remote Similarity NPD1392 Approved
0.6131 Remote Similarity NPD1598 Discontinued
0.6131 Remote Similarity NPD4615 Phase 2
0.6129 Remote Similarity NPD6635 Approved
0.6124 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6124 Remote Similarity NPD8321 Discontinued
0.6119 Remote Similarity NPD6226 Phase 3
0.6117 Remote Similarity NPD1915 Phase 1
0.6111 Remote Similarity NPD4374 Clinical (unspecified phase)
0.6108 Remote Similarity NPD3825 Phase 3
0.6106 Remote Similarity NPD2509 Approved
0.6106 Remote Similarity NPD2510 Approved
0.61 Remote Similarity NPD5575 Clinical (unspecified phase)
0.61 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6096 Remote Similarity NPD1002 Clinical (unspecified phase)
0.6094 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6091 Remote Similarity NPD8431 Approved
0.6089 Remote Similarity NPD2952 Discontinued
0.6087 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6087 Remote Similarity NPD269 Clinical (unspecified phase)
0.6082 Remote Similarity NPD1895 Discontinued
0.608 Remote Similarity NPD6272 Phase 1
0.608 Remote Similarity NPD1395 Clinical (unspecified phase)
0.608 Remote Similarity NPD7709 Discontinued
0.6077 Remote Similarity NPD2466 Phase 3
0.6077 Remote Similarity NPD4462 Approved
0.6077 Remote Similarity NPD6529 Discontinued
0.6077 Remote Similarity NPD2465 Approved
0.6077 Remote Similarity NPD2462 Phase 3
0.6077 Remote Similarity NPD4463 Approved
0.6073 Remote Similarity NPD4128 Approved
0.6071 Remote Similarity NPD6241 Phase 1
0.6071 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6067 Remote Similarity NPD3813 Approved
0.6062 Remote Similarity NPD6555 Clinical (unspecified phase)
0.6061 Remote Similarity NPD268 Approved
0.6061 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6061 Remote Similarity NPD270 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6363 Clinical (unspecified phase)
0.6061 Remote Similarity NPD271 Approved
0.6051 Remote Similarity NPD1332 Clinical (unspecified phase)
0.6049 Remote Similarity NPD8629 Discontinued
0.6048 Remote Similarity NPD4990 Clinical (unspecified phase)
0.6041 Remote Similarity NPD2591 Phase 2
0.6041 Remote Similarity NPD2793 Discontinued
0.6041 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6033 Remote Similarity NPD6026 Approved
0.603 Remote Similarity NPD5145 Clinical (unspecified phase)
0.6028 Remote Similarity NPD8271 Discontinued
0.6023 Remote Similarity NPD3475 Approved
0.6023 Remote Similarity NPD3476 Approved
0.6022 Remote Similarity NPD1403 Approved
0.6022 Remote Similarity NPD1404 Approved
0.602 Remote Similarity NPD460 Discontinued
0.6019 Remote Similarity NPD3915 Approved
0.601 Remote Similarity NPD7958 Clinical (unspecified phase)
0.601 Remote Similarity NPD7957 Phase 1
0.601 Remote Similarity NPD3002 Clinical (unspecified phase)
0.601 Remote Similarity NPD4072 Approved
0.601 Remote Similarity NPD4181 Approved
0.601 Remote Similarity NPD5590 Clinical (unspecified phase)
0.601 Remote Similarity NPD4071 Approved
0.601 Remote Similarity NPD7948 Phase 1
0.6009 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6 Remote Similarity NPD1707 Approved
0.6 Remote Similarity NPD1363 Phase 3
0.6 Remote Similarity NPD4148 Approved
0.6 Remote Similarity NPD1708 Approved
0.6 Remote Similarity NPD6626 Approved
0.5991 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5991 Remote Similarity NPD3918 Approved
0.5991 Remote Similarity NPD3976 Clinical (unspecified phase)
0.5991 Remote Similarity NPD3917 Approved
0.599 Remote Similarity NPD2121 Clinical (unspecified phase)
0.5989 Remote Similarity NPD1030 Approved
0.5989 Remote Similarity NPD1027 Approved
0.5989 Remote Similarity NPD1029 Clinical (unspecified phase)
0.5989 Remote Similarity NPD418 Approved
0.5981 Remote Similarity NPD8493 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7834 Approved
0.5981 Remote Similarity NPD3371 Approved
0.598 Remote Similarity NPD2152 Clinical (unspecified phase)
0.5979 Remote Similarity NPD2642 Approved
0.5979 Remote Similarity NPD2639 Approved
0.5979 Remote Similarity NPD1248 Discontinued
0.5979 Remote Similarity NPD8386 Phase 2
0.5972 Remote Similarity NPD5072 Discontinued
0.5969 Remote Similarity NPD5596 Phase 2
0.5969 Remote Similarity NPD5728 Clinical (unspecified phase)
0.5968 Remote Similarity NPD5255 Approved
0.5967 Remote Similarity NPD2110 Approved
0.5966 Remote Similarity NPD2896 Discontinued
0.5965 Remote Similarity NPD3914 Clinical (unspecified phase)
0.5962 Remote Similarity NPD7277 Approved
0.5962 Remote Similarity NPD7276 Approved
0.596 Remote Similarity NPD4902 Discontinued
0.5957 Remote Similarity NPD8129 Discovery
0.5955 Remote Similarity NPD1383 Phase 3
0.5955 Remote Similarity NPD1382 Phase 2
0.5955 Remote Similarity NPD1592 Phase 3
0.5952 Remote Similarity NPD7947 Clinical (unspecified phase)
0.595 Remote Similarity NPD5117 Phase 2
0.595 Remote Similarity NPD1043 Phase 3
0.5947 Remote Similarity NPD2185 Clinical (unspecified phase)
0.5947 Remote Similarity NPD2641 Approved
0.5947 Remote Similarity NPD2640 Approved
0.5943 Remote Similarity NPD5066 Phase 2
0.5943 Remote Similarity NPD5067 Phase 2

Structure

External Identifiers

PubChem CID   50908452
ChEMBL   CHEMBL1651435
ZINC  

Physicochemical Properties

Molecular Weight:  332.21
ALogP:  3.5518
MLogP:  3
XLogP:  4.985
# Rotatable Bonds:  14
Polar Surface Area:  71.46
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs