Natural Product: NPC89562

Natural Product ID:  NPC89562
Common Name:   Nitropyrrolin A
IUPAC Name:   (2R,3S,6E)-3,7,11-trimethyl-1-(5-nitro-1H-pyrrol-3-yl)dodeca-6,10-diene-2,3-diol
Synonyms:   Nitropyrrolin A
Molecular Formula:   C19H30N2O4
Standard InCHIKey:  YEIYWRLDRSUWBA-PCHGQMOYSA-N
Standard InCHI:  InChI=1S/C19H30N2O4/c1-14(2)7-5-8-15(3)9-6-10-19(4,23)17(22)11-16-12-18(20-13-16)21(24)25/h7,9,12-13,17,20,22-23H,5-6,8,10-11H2,1-4H3/b15-9+/t17-,19+/m1/s1
Canonical SMILES:  C/C(=CCC[C@@]([C@@H](Cc1c[nH]c(c1)N(=O)=O)O)(O)C)/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*
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
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 31100 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 NPC89562 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
0.9625 High Similarity NPC314491
0.9363 High Similarity NPC41333
0.9313 High Similarity NPC313730
0.9304 High Similarity NPC34300
0.7314 Intermediate Similarity NPC40779
0.7189 Intermediate Similarity NPC188387
0.7189 Intermediate Similarity NPC163421
0.7119 Intermediate Similarity NPC311276
0.7045 Intermediate Similarity NPC230869
0.6989 Remote Similarity NPC469762
0.6966 Remote Similarity NPC71079
0.6932 Remote Similarity NPC469785
0.6927 Remote Similarity NPC474217
0.6898 Remote Similarity NPC469358
0.6888 Remote Similarity NPC470497
0.6872 Remote Similarity NPC470499
0.6851 Remote Similarity NPC278366
0.6851 Remote Similarity NPC127730
0.6851 Remote Similarity NPC160105
0.6818 Remote Similarity NPC469786
0.6818 Remote Similarity NPC73952
0.6818 Remote Similarity NPC259644
0.6818 Remote Similarity NPC469760
0.6818 Remote Similarity NPC469763
0.6818 Remote Similarity NPC469765
0.6818 Remote Similarity NPC25008
0.6796 Remote Similarity NPC85918
0.6789 Remote Similarity NPC315555
0.678 Remote Similarity NPC211572
0.678 Remote Similarity NPC70922
0.678 Remote Similarity NPC75540
0.678 Remote Similarity NPC80597
0.678 Remote Similarity NPC212376
0.6758 Remote Similarity NPC49954
0.6758 Remote Similarity NPC54988
0.6758 Remote Similarity NPC474561
0.674 Remote Similarity NPC162268
0.674 Remote Similarity NPC102423
0.674 Remote Similarity NPC469813
0.674 Remote Similarity NPC476446
0.674 Remote Similarity NPC78375
0.6738 Remote Similarity NPC141377
0.6719 Remote Similarity NPC209917
0.6704 Remote Similarity NPC212742
0.6703 Remote Similarity NPC313791
0.6703 Remote Similarity NPC314603
0.6685 Remote Similarity NPC282231
0.6684 Remote Similarity NPC151939
0.6684 Remote Similarity NPC95783
0.6667 Remote Similarity NPC89490
0.6667 Remote Similarity NPC71037
0.6667 Remote Similarity NPC314372
0.6667 Remote Similarity NPC233936
0.6649 Remote Similarity NPC470498
0.6632 Remote Similarity NPC163055
0.663 Remote Similarity NPC201700
0.663 Remote Similarity NPC279918
0.663 Remote Similarity NPC131718
0.663 Remote Similarity NPC63751
0.6627 Remote Similarity NPC329896
0.6627 Remote Similarity NPC475105
0.6627 Remote Similarity NPC475090
0.6578 Remote Similarity NPC472586
0.6569 Remote Similarity NPC314957
0.6562 Remote Similarity NPC62510
0.6561 Remote Similarity NPC472443
0.6557 Remote Similarity NPC194640
0.6553 Remote Similarity NPC320968
0.6552 Remote Similarity NPC190296
0.6528 Remote Similarity NPC235684
0.6526 Remote Similarity NPC300688
0.6519 Remote Similarity NPC138018
0.6517 Remote Similarity NPC105818
0.6517 Remote Similarity NPC24678
0.6508 Remote Similarity NPC248454
0.6497 Remote Similarity NPC267343
0.6495 Remote Similarity NPC317030
0.6477 Remote Similarity NPC314002
0.6474 Remote Similarity NPC270009
0.6471 Remote Similarity NPC62151
0.6462 Remote Similarity NPC32771
0.6458 Remote Similarity NPC472444
0.645 Remote Similarity NPC471322
0.6447 Remote Similarity NPC473342
0.6447 Remote Similarity NPC477167
0.6443 Remote Similarity NPC171171
0.6443 Remote Similarity NPC474707
0.6429 Remote Similarity NPC154339
0.6425 Remote Similarity NPC204717
0.6421 Remote Similarity NPC59269
0.6421 Remote Similarity NPC111275
0.6421 Remote Similarity NPC68354
0.6414 Remote Similarity NPC474177
0.6412 Remote Similarity NPC314646
0.641 Remote Similarity NPC204565
0.6409 Remote Similarity NPC477815
0.6407 Remote Similarity NPC471313
0.6407 Remote Similarity NPC471311
0.6404 Remote Similarity NPC193761
0.6404 Remote Similarity NPC476874
0.6402 Remote Similarity NPC37423
0.6402 Remote Similarity NPC275305
0.6398 Remote Similarity NPC49217
0.6398 Remote Similarity NPC477114
0.6392 Remote Similarity NPC15102
0.6384 Remote Similarity NPC159856
0.6382 Remote Similarity NPC133366
0.6378 Remote Similarity NPC173028
0.6378 Remote Similarity NPC65215
0.6373 Remote Similarity NPC220765
0.6368 Remote Similarity NPC267885
0.6364 Remote Similarity NPC317430
0.6364 Remote Similarity NPC99666
0.6364 Remote Similarity NPC304187
0.6364 Remote Similarity NPC477166
0.6364 Remote Similarity NPC290094
0.6364 Remote Similarity NPC78020
0.6359 Remote Similarity NPC46225
0.6355 Remote Similarity NPC475506
0.635 Remote Similarity NPC242209
0.635 Remote Similarity NPC251090
0.6343 Remote Similarity NPC469780
0.6343 Remote Similarity NPC469779
0.6343 Remote Similarity NPC469767
0.6343 Remote Similarity NPC469783
0.6343 Remote Similarity NPC469784
0.6343 Remote Similarity NPC469768
0.6343 Remote Similarity NPC469761
0.634 Remote Similarity NPC165495
0.6337 Remote Similarity NPC100321
0.6333 Remote Similarity NPC54744
0.6332 Remote Similarity NPC307963
0.6329 Remote Similarity NPC127677
0.6328 Remote Similarity NPC471323
0.6327 Remote Similarity NPC46580
0.6324 Remote Similarity NPC155143
0.6316 Remote Similarity NPC149155
0.6316 Remote Similarity NPC203468
0.6316 Remote Similarity NPC110500
0.6313 Remote Similarity NPC471957
0.631 Remote Similarity NPC168702
0.631 Remote Similarity NPC125659
0.6307 Remote Similarity NPC469766
0.6302 Remote Similarity NPC283219
0.6302 Remote Similarity NPC126709
0.6302 Remote Similarity NPC248041
0.6294 Remote Similarity NPC213629
0.6287 Remote Similarity NPC473640
0.6286 Remote Similarity NPC471603
0.6286 Remote Similarity NPC73767
0.6286 Remote Similarity NPC151976
0.628 Remote Similarity NPC88008
0.6279 Remote Similarity NPC473317
0.6277 Remote Similarity NPC319456
0.6264 Remote Similarity NPC84911
0.6263 Remote Similarity NPC34508
0.6262 Remote Similarity NPC473376
0.6257 Remote Similarity NPC324611
0.6257 Remote Similarity NPC143872
0.6256 Remote Similarity NPC282247
0.625 Remote Similarity NPC184964
0.625 Remote Similarity NPC106937
0.625 Remote Similarity NPC202957
0.625 Remote Similarity NPC169625
0.6244 Remote Similarity NPC472285
0.6244 Remote Similarity NPC89987
0.6243 Remote Similarity NPC194411
0.6238 Remote Similarity NPC156704
0.623 Remote Similarity NPC189812
0.623 Remote Similarity NPC329688
0.6228 Remote Similarity NPC27740
0.6224 Remote Similarity NPC280290
0.6221 Remote Similarity NPC130570
0.6221 Remote Similarity NPC64216
0.6218 Remote Similarity NPC213468
0.6218 Remote Similarity NPC176199
0.6218 Remote Similarity NPC215795
0.6218 Remote Similarity NPC55772
0.6216 Remote Similarity NPC135141
0.6216 Remote Similarity NPC92796
0.6214 Remote Similarity NPC98715
0.6207 Remote Similarity NPC96102
0.6207 Remote Similarity NPC29886
0.6207 Remote Similarity NPC261195
0.6205 Remote Similarity NPC19679
0.6205 Remote Similarity NPC48938
0.6202 Remote Similarity NPC323927
0.6202 Remote Similarity NPC225821
0.6199 Remote Similarity NPC315320
0.6197 Remote Similarity NPC204491
0.6196 Remote Similarity NPC285469
0.6195 Remote Similarity NPC300183
0.6193 Remote Similarity NPC125597
0.6193 Remote Similarity NPC110126
0.6184 Remote Similarity NPC477043
0.6181 Remote Similarity NPC76748
0.6179 Remote Similarity NPC266931
0.6172 Remote Similarity NPC258062
0.6172 Remote Similarity NPC476465
0.6171 Remote Similarity NPC105127

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC89562 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
0.7614 Intermediate Similarity NPD2928 Phase 2
0.702 Intermediate Similarity NPD8410 Clinical (unspecified phase)
0.6966 Remote Similarity NPD4239 Clinical (unspecified phase)
0.6961 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5358 Clinical (unspecified phase)
0.6857 Remote Similarity NPD3262 Approved
0.6788 Remote Similarity NPD2127 Suspended
0.6778 Remote Similarity NPD8026 Phase 1
0.6749 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6749 Remote Similarity NPD3013 Phase 3
0.6731 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6702 Remote Similarity NPD6595 Phase 3
0.6685 Remote Similarity NPD2620 Phase 2
0.6685 Remote Similarity NPD2619 Clinical (unspecified phase)
0.665 Remote Similarity NPD4612 Discontinued
0.6647 Remote Similarity NPD1427 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4998 Phase 3
0.6633 Remote Similarity NPD4999 Phase 3
0.6633 Remote Similarity NPD2332 Discontinued
0.6609 Remote Similarity NPD1352 Discontinued
0.6601 Remote Similarity NPD4533 Clinical (unspecified phase)
0.6598 Remote Similarity NPD2544 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8321 Discontinued
0.6584 Remote Similarity NPD4683 Phase 3
0.6567 Remote Similarity NPD5486 Discontinued
0.6553 Remote Similarity NPD4563 Phase 2
0.655 Remote Similarity NPD9506 Approved
0.6541 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6528 Remote Similarity NPD2872 Phase 2
0.6502 Remote Similarity NPD1915 Phase 1
0.65 Remote Similarity NPD3814 Phase 1
0.6474 Remote Similarity NPD4079 Approved
0.6474 Remote Similarity NPD4076 Approved
0.6471 Remote Similarity NPD5458 Discontinued
0.6464 Remote Similarity NPD276 Clinical (unspecified phase)
0.6458 Remote Similarity NPD2094 Phase 2
0.6458 Remote Similarity NPD2092 Phase 2
0.6458 Remote Similarity NPD2095 Phase 2
0.645 Remote Similarity NPD9726 Discontinued
0.6444 Remote Similarity NPD2012 Clinical (unspecified phase)
0.6443 Remote Similarity NPD706 Phase 1
0.6442 Remote Similarity NPD8458 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2091 Phase 2
0.6425 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6425 Remote Similarity NPD2096 Phase 2
0.6421 Remote Similarity NPD2144 Approved
0.6421 Remote Similarity NPD3506 Approved
0.6421 Remote Similarity NPD3505 Approved
0.6411 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6406 Remote Similarity NPD3178 Discontinued
0.6404 Remote Similarity NPD4703 Approved
0.6404 Remote Similarity NPD4702 Approved
0.6402 Remote Similarity NPD5065 Approved
0.6398 Remote Similarity NPD5611 Phase 2
0.6393 Remote Similarity NPD3960 Clinical (unspecified phase)
0.6368 Remote Similarity NPD749 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3717 Discontinued
0.6359 Remote Similarity NPD7834 Approved
0.6355 Remote Similarity NPD8629 Discontinued
0.6332 Remote Similarity NPD1038 Approved
0.6329 Remote Similarity NPD7981 Discontinued
0.6327 Remote Similarity NPD8431 Approved
0.6321 Remote Similarity NPD3038 Discontinued
0.6316 Remote Similarity NPD482 Approved
0.6313 Remote Similarity NPD459 Clinical (unspecified phase)
0.6307 Remote Similarity NPD1383 Phase 3
0.6307 Remote Similarity NPD1382 Phase 2
0.6298 Remote Similarity NPD6545 Clinical (unspecified phase)
0.6294 Remote Similarity NPD2152 Clinical (unspecified phase)
0.6294 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6286 Remote Similarity NPD786 Approved
0.6284 Remote Similarity NPD6026 Approved
0.6281 Remote Similarity NPD4615 Phase 2
0.628 Remote Similarity NPD1392 Approved
0.6262 Remote Similarity NPD537 Phase 2
0.6262 Remote Similarity NPD534 Phase 2
0.625 Remote Similarity NPD5575 Clinical (unspecified phase)
0.625 Remote Similarity NPD802 Phase 2
0.625 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7980 Clinical (unspecified phase)
0.6244 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6243 Remote Similarity NPD2140 Approved
0.6243 Remote Similarity NPD2142 Approved
0.6243 Remote Similarity NPD2141 Approved
0.6238 Remote Similarity NPD3915 Approved
0.6238 Remote Similarity NPD7948 Phase 1
0.6237 Remote Similarity NPD8408 Discontinued
0.6236 Remote Similarity NPD3813 Approved
0.6233 Remote Similarity NPD245 Suspended
0.6224 Remote Similarity NPD6241 Phase 1
0.6224 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6224 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6212 Remote Similarity NPD6363 Clinical (unspecified phase)
0.6209 Remote Similarity NPD3916 Clinical (unspecified phase)
0.6209 Remote Similarity NPD3918 Approved
0.6209 Remote Similarity NPD3917 Approved
0.6207 Remote Similarity NPD198 Clinical (unspecified phase)
0.6205 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6202 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6199 Remote Similarity NPD9206 Approved
0.6199 Remote Similarity NPD9207 Approved
0.6186 Remote Similarity NPD2599 Approved
0.6186 Remote Similarity NPD2600 Approved
0.6186 Remote Similarity NPD2601 Approved
0.6183 Remote Similarity NPD2511 Approved
0.6172 Remote Similarity NPD2189 Approved
0.6172 Remote Similarity NPD2187 Approved
0.6168 Remote Similarity NPD8271 Discontinued
0.6154 Remote Similarity NPD4462 Approved
0.6154 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4463 Approved
0.6154 Remote Similarity NPD1570 Approved
0.6154 Remote Similarity NPD7957 Phase 1
0.615 Remote Similarity NPD8112 Clinical (unspecified phase)
0.615 Remote Similarity NPD2480 Clinical (unspecified phase)
0.615 Remote Similarity NPD6626 Approved
0.6146 Remote Similarity NPD4128 Approved
0.6143 Remote Similarity NPD6529 Discontinued
0.6139 Remote Similarity NPD8113 Phase 2
0.6136 Remote Similarity NPD2896 Discontinued
0.6136 Remote Similarity NPD1380 Discovery
0.6134 Remote Similarity NPD8386 Phase 2
0.6132 Remote Similarity NPD3976 Clinical (unspecified phase)
0.6129 Remote Similarity NPD5255 Approved
0.6127 Remote Similarity NPD1982 Phase 1
0.6126 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6124 Remote Similarity NPD1592 Phase 3
0.6124 Remote Similarity NPD1722 Approved
0.6122 Remote Similarity NPD5596 Phase 2
0.6121 Remote Similarity NPD5612 Discontinued
0.6119 Remote Similarity NPD1234 Discontinued
0.6118 Remote Similarity NPD9284 Approved
0.6118 Remote Similarity NPD9080 Approved
0.6111 Remote Similarity NPD8442 Discontinued
0.6106 Remote Similarity NPD8272 Phase 2
0.61 Remote Similarity NPD1043 Phase 3
0.6099 Remote Similarity NPD3100 Discontinued
0.6098 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6094 Remote Similarity NPD750 Phase 2
0.6089 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6089 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6089 Remote Similarity NPD460 Discontinued
0.6089 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6087 Remote Similarity NPD8073 Approved
0.6085 Remote Similarity NPD5066 Phase 2
0.6085 Remote Similarity NPD5067 Phase 2
0.6082 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4181 Approved
0.608 Remote Similarity NPD8021 Approved
0.608 Remote Similarity NPD8020 Approved
0.6078 Remote Similarity NPD2952 Discontinued
0.6077 Remote Similarity NPD6148 Clinical (unspecified phase)
0.6073 Remote Similarity NPD1325 Approved
0.6073 Remote Similarity NPD1326 Approved
0.6071 Remote Similarity NPD4891 Phase 2
0.6071 Remote Similarity NPD4649 Clinical (unspecified phase)
0.6066 Remote Similarity NPD2172 Phase 1
0.6063 Remote Similarity NPD6165 Phase 2
0.6063 Remote Similarity NPD6164 Phase 2
0.6061 Remote Similarity NPD3082 Discontinued
0.6058 Remote Similarity NPD8072 Approved
0.6056 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6054 Remote Similarity NPD2809 Approved
0.6051 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6049 Remote Similarity NPD3469 Phase 3
0.6044 Remote Similarity NPD2089 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7502 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6827 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6828 Phase 2
0.6042 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6042 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7465 Suspended
0.6038 Remote Similarity NPD4990 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5925 Phase 1
0.6032 Remote Similarity NPD5138 Approved
0.6032 Remote Similarity NPD5140 Approved
0.603 Remote Similarity NPD6721 Phase 1
0.6029 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6029 Remote Similarity NPD2482 Clinical (unspecified phase)
0.6029 Remote Similarity NPD6226 Phase 3
0.6023 Remote Similarity NPD1598 Discontinued
0.6021 Remote Similarity NPD4639 Approved
0.6021 Remote Similarity NPD4638 Approved
0.6021 Remote Similarity NPD4640 Approved
0.602 Remote Similarity NPD5117 Phase 2
0.6019 Remote Similarity NPD8406 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5828 Phase 2
0.6011 Remote Similarity NPD4374 Clinical (unspecified phase)
0.601 Remote Similarity NPD1599 Approved
0.601 Remote Similarity NPD1173 Approved
0.601 Remote Similarity NPD966 Clinical (unspecified phase)
0.6009 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6009 Remote Similarity NPD7470 Discontinued
0.6 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6 Remote Similarity NPD4023 Clinical (unspecified phase)
0.6 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6 Remote Similarity NPD3830 Phase 1
0.6 Remote Similarity NPD7202 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   50908451
ChEMBL   CHEMBL1651434
ZINC  

Physicochemical Properties

Molecular Weight:  350.22
ALogP:  2.7853
MLogP:  2.89
XLogP:  3.967
# Rotatable Bonds:  17
Polar Surface Area:  99.39
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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