Natural Product: NPC217574

Natural Product ID:  NPC217574
Common Name:   (E)-3-(1,3-Benzodioxol-5-Yl)-1-Pyrrolidin-1-Ylprop-2-En-1-One
IUPAC Name:   (E)-3-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylprop-2-en-1-one
Synonyms:  
Molecular Formula:   C14H15NO3
Standard InCHIKey:  SXFYVDPKNPGHKJ-GQCTYLIASA-N
Standard InCHI:  InChI=1S/C14H15NO3/c16-14(15-7-1-2-8-15)6-4-11-3-5-12-13(9-11)18-10-17-12/h3-6,9H,1-2,7-8,10H2/b6-4+
Canonical SMILES:  O=C(N1CCCC1)/C=C/c1ccc2c(c1)OCO2
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
NPO28928 Piper nigrum Species Piperaceae Eukaryota PMID[23102654]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 = 4890 nM 22014827
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 > 100000 nM 22698782

  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 NPC217574 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
0.9841 High Similarity NPC103947
0.9841 High Similarity NPC45783
0.9841 High Similarity NPC94280
0.9841 High Similarity NPC159150
0.9841 High Similarity NPC328419
0.9841 High Similarity NPC193673
0.9764 High Similarity NPC96406
0.9688 High Similarity NPC145446
0.9688 High Similarity NPC137172
0.9612 High Similarity NPC95366
0.9612 High Similarity NPC248505
0.938 High Similarity NPC167096
0.9375 High Similarity NPC318862
0.9308 High Similarity NPC255817
0.9308 High Similarity NPC136330
0.9308 High Similarity NPC277042
0.9308 High Similarity NPC205178
0.9308 High Similarity NPC230698
0.9308 High Similarity NPC251454
0.9308 High Similarity NPC73883
0.9308 High Similarity NPC196609
0.9237 High Similarity NPC99078
0.9167 High Similarity NPC220923
0.9167 High Similarity NPC470707
0.9167 High Similarity NPC252107
0.9023 High Similarity NPC28641
0.9023 High Similarity NPC194359
0.8947 High Similarity NPC469808
0.8731 High Similarity NPC180647
0.8633 High Similarity NPC244338
0.8603 High Similarity NPC225745
0.8288 Intermediate Similarity NPC471073
0.8288 Intermediate Similarity NPC270811
0.8268 Intermediate Similarity NPC111225
0.8231 Intermediate Similarity NPC470708
0.8203 Intermediate Similarity NPC212643
0.8203 Intermediate Similarity NPC199209
0.8176 Intermediate Similarity NPC169742
0.8143 Intermediate Similarity NPC231572
0.8095 Intermediate Similarity NPC474852
0.8077 Intermediate Similarity NPC69670
0.8077 Intermediate Similarity NPC57501
0.8071 Intermediate Similarity NPC113236
0.8071 Intermediate Similarity NPC214036
0.8056 Intermediate Similarity NPC469978
0.8027 Intermediate Similarity NPC223125
0.8 Intermediate Similarity NPC416184
0.8 Intermediate Similarity NPC127326
0.7937 Intermediate Similarity NPC31279
0.7919 Intermediate Similarity NPC223124
0.7895 Intermediate Similarity NPC114845
0.7883 Intermediate Similarity NPC469977
0.7872 Intermediate Similarity NPC7018
0.7868 Intermediate Similarity NPC251466
0.7852 Intermediate Similarity NPC300955
0.7838 Intermediate Similarity NPC470088
0.7836 Intermediate Similarity NPC256167
0.7806 Intermediate Similarity NPC231198
0.7794 Intermediate Similarity NPC71105
0.7794 Intermediate Similarity NPC246133
0.7794 Intermediate Similarity NPC170583
0.7794 Intermediate Similarity NPC182147
0.7794 Intermediate Similarity NPC207541
0.7794 Intermediate Similarity NPC152186
0.7761 Intermediate Similarity NPC193484
0.7737 Intermediate Similarity NPC156944
0.773 Intermediate Similarity NPC473463
0.7714 Intermediate Similarity NPC118419
0.7698 Intermediate Similarity NPC470706
0.7681 Intermediate Similarity NPC99798
0.7681 Intermediate Similarity NPC291449
0.7681 Intermediate Similarity NPC157740
0.7681 Intermediate Similarity NPC191302
0.7681 Intermediate Similarity NPC41331
0.7656 Intermediate Similarity NPC179309
0.7626 Intermediate Similarity NPC147247
0.7626 Intermediate Similarity NPC246974
0.7609 Intermediate Similarity NPC218323
0.7606 Intermediate Similarity NPC284855
0.7606 Intermediate Similarity NPC282477
0.7557 Intermediate Similarity NPC294941
0.7554 Intermediate Similarity NPC64948
0.7554 Intermediate Similarity NPC172403
0.7554 Intermediate Similarity NPC286683
0.7552 Intermediate Similarity NPC11147
0.7548 Intermediate Similarity NPC106786
0.7536 Intermediate Similarity NPC120066
0.7536 Intermediate Similarity NPC85830
0.7519 Intermediate Similarity NPC33271
0.75 Intermediate Similarity NPC80241
0.75 Intermediate Similarity NPC301641
0.7468 Intermediate Similarity NPC76079
0.7468 Intermediate Similarity NPC78733
0.7448 Intermediate Similarity NPC193528
0.7445 Intermediate Similarity NPC298486
0.744 Intermediate Similarity NPC310905
0.744 Intermediate Similarity NPC12714
0.7417 Intermediate Similarity NPC475959
0.7407 Intermediate Similarity NPC119949
0.7405 Intermediate Similarity NPC59567
0.7388 Intermediate Similarity NPC120075
0.7386 Intermediate Similarity NPC119669
0.7368 Intermediate Similarity NPC469539
0.7368 Intermediate Similarity NPC469540
0.7353 Intermediate Similarity NPC344161
0.7338 Intermediate Similarity NPC148898
0.7338 Intermediate Similarity NPC210148
0.7338 Intermediate Similarity NPC233029
0.7333 Intermediate Similarity NPC164706
0.7333 Intermediate Similarity NPC70744
0.7333 Intermediate Similarity NPC124916
0.7333 Intermediate Similarity NPC272471
0.7333 Intermediate Similarity NPC137537
0.7333 Intermediate Similarity NPC107588
0.7333 Intermediate Similarity NPC277460
0.7333 Intermediate Similarity NPC145304
0.7329 Intermediate Similarity NPC86469
0.7329 Intermediate Similarity NPC241055
0.7329 Intermediate Similarity NPC230968
0.7329 Intermediate Similarity NPC102260
0.7329 Intermediate Similarity NPC254610
0.7328 Intermediate Similarity NPC245552
0.7324 Intermediate Similarity NPC476748
0.7324 Intermediate Similarity NPC160193
0.7323 Intermediate Similarity NPC292792
0.7321 Intermediate Similarity NPC471650
0.7313 Intermediate Similarity NPC268317
0.731 Intermediate Similarity NPC475828
0.7308 Intermediate Similarity NPC31311
0.7308 Intermediate Similarity NPC234392
0.7305 Intermediate Similarity NPC83511
0.7303 Intermediate Similarity NPC37144
0.7303 Intermediate Similarity NPC59907
0.7292 Intermediate Similarity NPC266425
0.7279 Intermediate Similarity NPC166184
0.7279 Intermediate Similarity NPC37858
0.7278 Intermediate Similarity NPC97072
0.7278 Intermediate Similarity NPC215829
0.7273 Intermediate Similarity NPC477705
0.7273 Intermediate Similarity NPC477694
0.7259 Intermediate Similarity NPC280001
0.7259 Intermediate Similarity NPC39793
0.7259 Intermediate Similarity NPC185738
0.7256 Intermediate Similarity NPC308267
0.725 Intermediate Similarity NPC168409
0.725 Intermediate Similarity NPC306669
0.7248 Intermediate Similarity NPC138438
0.7248 Intermediate Similarity NPC908
0.7246 Intermediate Similarity NPC102760
0.7234 Intermediate Similarity NPC213711
0.7234 Intermediate Similarity NPC40352
0.723 Intermediate Similarity NPC178290
0.7226 Intermediate Similarity NPC202474
0.7226 Intermediate Similarity NPC222175
0.7222 Intermediate Similarity NPC477706
0.7218 Intermediate Similarity NPC303522
0.7183 Intermediate Similarity NPC158737
0.7183 Intermediate Similarity NPC177167
0.7181 Intermediate Similarity NPC278076
0.7181 Intermediate Similarity NPC275150
0.7174 Intermediate Similarity NPC471877
0.7174 Intermediate Similarity NPC204466
0.717 Intermediate Similarity NPC165797
0.716 Intermediate Similarity NPC474324
0.716 Intermediate Similarity NPC57812
0.7154 Intermediate Similarity NPC258171
0.7154 Intermediate Similarity NPC227894
0.7152 Intermediate Similarity NPC181905
0.7152 Intermediate Similarity NPC287152
0.7143 Intermediate Similarity NPC249788
0.7143 Intermediate Similarity NPC247972
0.7143 Intermediate Similarity NPC307682
0.7143 Intermediate Similarity NPC211296
0.7134 Intermediate Similarity NPC216459
0.7134 Intermediate Similarity NPC41178
0.7134 Intermediate Similarity NPC67978
0.7134 Intermediate Similarity NPC303581
0.7134 Intermediate Similarity NPC93593
0.7134 Intermediate Similarity NPC138487
0.7133 Intermediate Similarity NPC158471
0.7133 Intermediate Similarity NPC165128
0.7133 Intermediate Similarity NPC57119
0.7133 Intermediate Similarity NPC226862
0.7123 Intermediate Similarity NPC205915
0.7122 Intermediate Similarity NPC70752
0.7122 Intermediate Similarity NPC310373
0.7117 Intermediate Similarity NPC475845
0.7114 Intermediate Similarity NPC77572
0.7114 Intermediate Similarity NPC318575
0.7107 Intermediate Similarity NPC329640
0.7107 Intermediate Similarity NPC477080
0.7101 Intermediate Similarity NPC116007
0.7101 Intermediate Similarity NPC2058
0.7092 Intermediate Similarity NPC283170
0.7092 Intermediate Similarity NPC191768
0.7092 Intermediate Similarity NPC92869
0.7089 Intermediate Similarity NPC146288
0.7081 Intermediate Similarity NPC218614
0.7081 Intermediate Similarity NPC320104
0.7075 Intermediate Similarity NPC45404

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC217574 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
0.9308 High Similarity NPD2492 Phase 1
0.8125 Intermediate Similarity NPD5297 Approved
0.7862 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7842 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD824 Approved
0.75 Intermediate Similarity NPD743 Approved
0.7451 Intermediate Similarity NPD1337 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD4210 Discontinued
0.7407 Intermediate Similarity NPD1357 Approved
0.7376 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7280 Phase 3
0.7289 Intermediate Similarity NPD7281 Phase 3
0.7273 Intermediate Similarity NPD5718 Phase 2
0.7259 Intermediate Similarity NPD5536 Phase 2
0.7226 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD1372 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3885 Approved
0.7143 Intermediate Similarity NPD1420 Approved
0.7143 Intermediate Similarity NPD1421 Approved
0.7143 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4236 Phase 3
0.7133 Intermediate Similarity NPD4237 Approved
0.7124 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD3146 Approved
0.7122 Intermediate Similarity NPD3705 Approved
0.7075 Intermediate Similarity NPD2653 Approved
0.7063 Intermediate Similarity NPD2040 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD2219 Phase 1
0.7032 Intermediate Similarity NPD1670 Discontinued
0.7027 Intermediate Similarity NPD6895 Approved
0.7027 Intermediate Similarity NPD6896 Approved
0.7023 Intermediate Similarity NPD1358 Approved
0.698 Remote Similarity NPD6029 Clinical (unspecified phase)
0.698 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6962 Remote Similarity NPD6873 Phase 2
0.6962 Remote Similarity NPD6386 Approved
0.6962 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6962 Remote Similarity NPD6385 Approved
0.6962 Remote Similarity NPD7110 Phase 1
0.6957 Remote Similarity NPD5604 Discontinued
0.6954 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6948 Remote Similarity NPD4357 Discontinued
0.694 Remote Similarity NPD228 Approved
0.6937 Remote Similarity NPD5978 Approved
0.6937 Remote Similarity NPD5977 Approved
0.6918 Remote Similarity NPD3144 Approved
0.6918 Remote Similarity NPD3145 Approved
0.6913 Remote Similarity NPD6111 Discontinued
0.6901 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6876 Approved
0.6899 Remote Similarity NPD6875 Approved
0.689 Remote Similarity NPD4166 Phase 2
0.6887 Remote Similarity NPD1375 Discontinued
0.6875 Remote Similarity NPD2977 Approved
0.6875 Remote Similarity NPD2978 Approved
0.6871 Remote Similarity NPD2245 Discovery
0.6871 Remote Similarity NPD2674 Phase 3
0.6863 Remote Similarity NPD5481 Discontinued
0.6838 Remote Similarity NPD5283 Phase 1
0.6818 Remote Similarity NPD3134 Approved
0.6813 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6761 Remote Similarity NPD776 Approved
0.6743 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6738 Remote Similarity NPD2668 Approved
0.6738 Remote Similarity NPD2667 Approved
0.6736 Remote Similarity NPD2922 Phase 1
0.6733 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6732 Remote Similarity NPD1044 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6724 Remote Similarity NPD3349 Phase 2
0.6722 Remote Similarity NPD5457 Discontinued
0.6712 Remote Similarity NPD9494 Approved
0.6711 Remote Similarity NPD3142 Approved
0.6711 Remote Similarity NPD2161 Phase 2
0.6711 Remote Similarity NPD3140 Approved
0.671 Remote Similarity NPD5241 Discontinued
0.6709 Remote Similarity NPD3641 Approved
0.6709 Remote Similarity NPD3640 Phase 3
0.6709 Remote Similarity NPD3639 Approved
0.6688 Remote Similarity NPD4584 Approved
0.6688 Remote Similarity NPD1424 Approved
0.6688 Remote Similarity NPD4739 Approved
0.6688 Remote Similarity NPD3060 Approved
0.6688 Remote Similarity NPD4162 Approved
0.6685 Remote Similarity NPD5582 Discontinued
0.6667 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3656 Approved
0.6667 Remote Similarity NPD2120 Phase 2
0.6667 Remote Similarity NPD7124 Phase 2
0.6645 Remote Similarity NPD2164 Clinical (unspecified phase)
0.6644 Remote Similarity NPD7018 Phase 2
0.6626 Remote Similarity NPD5353 Approved
0.6622 Remote Similarity NPD5746 Approved
0.6607 Remote Similarity NPD2898 Approved
0.6605 Remote Similarity NPD7248 Discontinued
0.6604 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5976 Discontinued
0.6603 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6601 Remote Similarity NPD1725 Approved
0.6597 Remote Similarity NPD2233 Approved
0.6597 Remote Similarity NPD2232 Approved
0.6597 Remote Similarity NPD2230 Approved
0.6582 Remote Similarity NPD2335 Discontinued
0.6581 Remote Similarity NPD5177 Phase 3
0.6577 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6573 Remote Similarity NPD155 Clinical (unspecified phase)
0.6571 Remote Similarity NPD3596 Phase 2
0.6564 Remote Similarity NPD4585 Approved
0.6564 Remote Similarity NPD5772 Approved
0.6564 Remote Similarity NPD5773 Approved
0.6562 Remote Similarity NPD3687 Approved
0.6562 Remote Similarity NPD3686 Approved
0.6561 Remote Similarity NPD160 Clinical (unspecified phase)
0.6554 Remote Similarity NPD4207 Discontinued
0.6552 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6618 Phase 2
0.6549 Remote Similarity NPD6382 Discontinued
0.6549 Remote Similarity NPD2594 Approved
0.6549 Remote Similarity NPD2595 Approved
0.6541 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6541 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6541 Remote Similarity NPD3647 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5754 Discontinued
0.6536 Remote Similarity NPD6493 Phase 3
0.6533 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6533 Remote Similarity NPD3531 Approved
0.6533 Remote Similarity NPD5745 Approved
0.6533 Remote Similarity NPD3532 Approved
0.6533 Remote Similarity NPD3530 Approved
0.6531 Remote Similarity NPD7905 Discontinued
0.6524 Remote Similarity NPD2563 Approved
0.6524 Remote Similarity NPD2560 Approved
0.6522 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4017 Approved
0.6519 Remote Similarity NPD4420 Approved
0.6517 Remote Similarity NPD7296 Approved
0.6516 Remote Similarity NPD7037 Approved
0.6516 Remote Similarity NPD7153 Discontinued
0.6512 Remote Similarity NPD6297 Approved
0.651 Remote Similarity NPD5163 Phase 2
0.6509 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7258 Clinical (unspecified phase)
0.65 Remote Similarity NPD6031 Approved
0.65 Remote Similarity NPD709 Approved
0.65 Remote Similarity NPD6030 Approved
0.65 Remote Similarity NPD2122 Discontinued
0.6491 Remote Similarity NPD5312 Approved
0.6491 Remote Similarity NPD5313 Approved
0.6485 Remote Similarity NPD5019 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7028 Phase 2
0.6479 Remote Similarity NPD1182 Approved
0.6478 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6478 Remote Similarity NPD4123 Phase 3
0.6474 Remote Similarity NPD2654 Approved
0.6471 Remote Similarity NPD7119 Phase 2
0.6467 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6467 Remote Similarity NPD1039 Discontinued
0.6467 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6467 Remote Similarity NPD5677 Discontinued
0.6467 Remote Similarity NPD1336 Approved
0.6464 Remote Similarity NPD5564 Approved
0.6463 Remote Similarity NPD1819 Approved
0.6463 Remote Similarity NPD1820 Approved
0.6463 Remote Similarity NPD1818 Approved
0.6463 Remote Similarity NPD1817 Approved
0.646 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6458 Remote Similarity NPD3447 Discontinued
0.6456 Remote Similarity NPD5295 Discontinued
0.6456 Remote Similarity NPD3281 Clinical (unspecified phase)
0.645 Remote Similarity NPD5242 Approved
0.6442 Remote Similarity NPD5089 Approved
0.6442 Remote Similarity NPD5090 Approved
0.6441 Remote Similarity NPD7291 Discontinued
0.6441 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6438 Remote Similarity NPD1669 Approved
0.6438 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6434 Remote Similarity NPD5691 Approved
0.6433 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6433 Remote Similarity NPD6331 Phase 2
0.6429 Remote Similarity NPD593 Approved
0.6429 Remote Similarity NPD4108 Discontinued
0.6429 Remote Similarity NPD595 Approved
0.642 Remote Similarity NPD746 Clinical (unspecified phase)
0.6419 Remote Similarity NPD6584 Phase 3
0.6412 Remote Similarity NPD4481 Phase 3
0.6404 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6402 Remote Similarity NPD3384 Approved
0.6402 Remote Similarity NPD3383 Approved
0.6402 Remote Similarity NPD3382 Approved
0.6398 Remote Similarity NPD4727 Phase 1
0.6389 Remote Similarity NPD4626 Approved
0.6387 Remote Similarity NPD6032 Approved
0.6384 Remote Similarity NPD4084 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4859 Phase 1
0.6382 Remote Similarity NPD3110 Approved
0.6382 Remote Similarity NPD3109 Approved
0.6378 Remote Similarity NPD5005 Approved

Structure

External Identifiers

PubChem CID   694735
ChEMBL   CHEMBL2203920
ZINC  

Physicochemical Properties

Molecular Weight:  245.11
ALogP:  -1.1292
MLogP:  2.56
XLogP:  2.115
# Rotatable Bonds:  3
Polar Surface Area:  38.77
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

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Biological Activities  
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