Natural Product: NPC130655

Natural Product ID:  NPC130655
Common Name:   (E)-1-(4-Nitrophenyl)-3-Thiophen-2-Ylprop-2-En-1-One
IUPAC Name:   (E)-1-(4-nitrophenyl)-3-thiophen-2-ylprop-2-en-1-one
Synonyms:  
Molecular Formula:   C13H9NO3S
Standard InCHIKey:  QZLINQZBUKTXIZ-BQYQJAHWSA-N
Standard InCHI:  InChI=1S/C13H9NO3S/c15-13(8-7-12-2-1-9-18-12)10-3-5-11(6-4-10)14(16)17/h1-9H/b8-7+
Canonical SMILES:  O=C(c1ccc(cc1)N(=O)=O)/C=C/c1cccs1
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
NPO15443 Ailanthus altissima Species Simaroubaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 169900 nM 20863599
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 2511.9 nM PubChem BioAssay data set
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 20587.8 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 92.8 nM PubChem BioAssay data set
NPT484 Individual Protein Luciferin 4-monooxygenase Photinus pyralis Potency 4256.2 nM PubChem BioAssay data set
NPT368 Cell Line SN12C Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT367 Cell Line MDA-N Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT369 Cell Line ACHN Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT370 Cell Line NCI-H23 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 26915.35 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens GI50 83176.38 nM PubChem BioAssay data set
NPT90 Cell Line DU-145 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT374 Cell Line SF-539 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT375 Cell Line Malme-3M Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT111 Cell Line K562 Homo sapiens GI50 66069.34 nM PubChem BioAssay data set
NPT376 Cell Line A498 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT112 Cell Line MOLT-4 Homo sapiens GI50 70957.78 nM PubChem BioAssay data set
NPT379 Cell Line HOP-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 83368.12 nM PubChem BioAssay data set
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT380 Cell Line U-251 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT383 Cell Line SNB-19 Homo sapiens GI50 94841.85 nM PubChem BioAssay data set
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT385 Cell Line SR Homo sapiens GI50 65765.78 nM PubChem BioAssay data set
NPT384 Cell Line TK-10 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT386 Cell Line KM12 Homo sapiens GI50 71944.9 nM PubChem BioAssay data set
NPT387 Cell Line M14 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 49431.07 nM PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT390 Cell Line LOX IMVI Homo sapiens GI50 74473.2 nM PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT391 Cell Line HCC 2998 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT392 Cell Line SNB-75 Homo sapiens GI50 77803.66 nM PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens GI50 58076.44 nM PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT394 Cell Line EKVX Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT395 Cell Line SF-268 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT306 Cell Line PC-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens GI50 61659.5 nM PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT396 Cell Line T47D Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT397 Cell Line NCI-H460 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT398 Cell Line UACC-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT308 Cell Line CAKI-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT399 Cell Line SF-295 Homo sapiens GI50 90782.05 nM PubChem BioAssay data set
NPT458 Cell Line IGROV-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT402 Cell Line Hs-578T Homo sapiens GI50 65463.62 nM PubChem BioAssay data set
NPT401 Cell Line 786-0 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT403 Cell Line UACC-257 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT405 Cell Line NCI-H226 Homo sapiens GI50 78886.01 nM PubChem BioAssay data set
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT407 Cell Line COLO 205 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 730.8 nM PubChem BioAssay data set
NPT101 Individual Protein Glucagon-like peptide 1 receptor Homo sapiens Potency 28183.8 nM PubChem BioAssay data set
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency 11220.2 nM PubChem BioAssay data set
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency 8199.5 nM PubChem BioAssay data set
NPT105 Individual Protein Muscleblind-like protein 1 Homo sapiens Potency 4466.8 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 3548.1 nM PubChem BioAssay data set

  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 NPC130655 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
0.6806 Remote Similarity NPC314278
0.6794 Remote Similarity NPC38262
0.6786 Remote Similarity NPC226143
0.6781 Remote Similarity NPC477432
0.6767 Remote Similarity NPC172170
0.6645 Remote Similarity NPC470822
0.6594 Remote Similarity NPC57051
0.6554 Remote Similarity NPC314431
0.6554 Remote Similarity NPC280807
0.6528 Remote Similarity NPC39818
0.6512 Remote Similarity NPC175376
0.6507 Remote Similarity NPC470343
0.6507 Remote Similarity NPC472244
0.6376 Remote Similarity NPC150863
0.6369 Remote Similarity NPC478040
0.6333 Remote Similarity NPC472245
0.6333 Remote Similarity NPC187231
0.6327 Remote Similarity NPC192533
0.6267 Remote Similarity NPC209389
0.6259 Remote Similarity NPC254698
0.6259 Remote Similarity NPC2982
0.6233 Remote Similarity NPC257490
0.6207 Remote Similarity NPC177684
0.6207 Remote Similarity NPC291962
0.619 Remote Similarity NPC268534
0.6184 Remote Similarity NPC314473
0.6174 Remote Similarity NPC205946
0.6164 Remote Similarity NPC150323
0.6164 Remote Similarity NPC258531
0.6164 Remote Similarity NPC179605
0.6164 Remote Similarity NPC161956
0.6164 Remote Similarity NPC279385
0.6164 Remote Similarity NPC112373
0.6154 Remote Similarity NPC328270
0.6133 Remote Similarity NPC322433
0.6122 Remote Similarity NPC103292
0.6119 Remote Similarity NPC323726
0.608 Remote Similarity NPC307163
0.6029 Remote Similarity NPC24122
0.5988 Remote Similarity NPC472242
0.5987 Remote Similarity NPC58827
0.5987 Remote Similarity NPC72473
0.5987 Remote Similarity NPC307437
0.5986 Remote Similarity NPC181390
0.5975 Remote Similarity NPC472243
0.5974 Remote Similarity NPC314098
0.5949 Remote Similarity NPC159722
0.5938 Remote Similarity NPC471164
0.5901 Remote Similarity NPC472241
0.5875 Remote Similarity NPC207554
0.5871 Remote Similarity NPC316746
0.5865 Remote Similarity NPC291070
0.5865 Remote Similarity NPC246757
0.5828 Remote Similarity NPC190945
0.5828 Remote Similarity NPC282578
0.5828 Remote Similarity NPC314186
0.5811 Remote Similarity NPC229353
0.5806 Remote Similarity NPC194562
0.5789 Remote Similarity NPC226794
0.5781 Remote Similarity NPC470794
0.576 Remote Similarity NPC300205
0.5758 Remote Similarity NPC478039
0.5742 Remote Similarity NPC122235
0.5741 Remote Similarity NPC471574
0.5733 Remote Similarity NPC130931
0.5732 Remote Similarity NPC40364
0.5726 Remote Similarity NPC245966
0.5714 Remote Similarity NPC164086
0.5714 Remote Similarity NPC319645
0.5714 Remote Similarity NPC71664
0.5703 Remote Similarity NPC273758
0.5703 Remote Similarity NPC471895
0.5682 Remote Similarity NPC176858
0.568 Remote Similarity NPC36342
0.568 Remote Similarity NPC2785
0.568 Remote Similarity NPC285470
0.5679 Remote Similarity NPC242933
0.5669 Remote Similarity NPC273033
0.5669 Remote Similarity NPC12936
0.5639 Remote Similarity NPC191444
0.5639 Remote Similarity NPC470797
0.5636 Remote Similarity NPC136002
0.5633 Remote Similarity NPC207428
0.5633 Remote Similarity NPC23908
0.5621 Remote Similarity NPC314223
0.5606 Remote Similarity NPC30445

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC130655 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
0.7619 Intermediate Similarity NPD1518 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD1222 Discontinued
0.7078 Intermediate Similarity NPD1890 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD2413 Phase 2
0.6966 Remote Similarity NPD1190 Approved
0.6939 Remote Similarity NPD1588 Clinical (unspecified phase)
0.6894 Remote Similarity NPD1868 Discontinued
0.6846 Remote Similarity NPD5227 Clinical (unspecified phase)
0.6726 Remote Similarity NPD3948 Discontinued
0.6713 Remote Similarity NPD3355 Approved
0.6713 Remote Similarity NPD3356 Approved
0.6623 Remote Similarity NPD3482 Approved
0.6554 Remote Similarity NPD2918 Clinical (unspecified phase)
0.6554 Remote Similarity NPD2919 Clinical (unspecified phase)
0.6549 Remote Similarity NPD1245 Approved
0.6547 Remote Similarity NPD1246 Approved
0.6538 Remote Similarity NPD4043 Approved
0.6538 Remote Similarity NPD3481 Approved
0.6538 Remote Similarity NPD4046 Approved
0.6536 Remote Similarity NPD7142 Discontinued
0.6533 Remote Similarity NPD441 Approved
0.6491 Remote Similarity NPD5755 Clinical (unspecified phase)
0.6475 Remote Similarity NPD1175 Approved
0.638 Remote Similarity NPD4042 Phase 2
0.638 Remote Similarity NPD4045 Phase 2
0.6369 Remote Similarity NPD4645 Clinical (unspecified phase)
0.6352 Remote Similarity NPD1956 Clinical (unspecified phase)
0.6346 Remote Similarity NPD4461 Discontinued
0.6345 Remote Similarity NPD1079 Discontinued
0.6243 Remote Similarity NPD3910 Clinical (unspecified phase)
0.6234 Remote Similarity NPD1410 Phase 1
0.6234 Remote Similarity NPD2331 Discontinued
0.6233 Remote Similarity NPD1123 Approved
0.6233 Remote Similarity NPD1124 Approved
0.622 Remote Similarity NPD737 Phase 2
0.6216 Remote Similarity NPD1640 Clinical (unspecified phase)
0.6216 Remote Similarity NPD9539 Approved
0.6216 Remote Similarity NPD9541 Approved
0.6205 Remote Similarity NPD5659 Approved
0.6205 Remote Similarity NPD5660 Approved
0.6205 Remote Similarity NPD6019 Approved
0.6205 Remote Similarity NPD6018 Approved
0.6201 Remote Similarity NPD6891 Phase 2
0.6185 Remote Similarity NPD2461 Phase 1
0.6184 Remote Similarity NPD486 Clinical (unspecified phase)
0.6178 Remote Similarity NPD5068 Clinical (unspecified phase)
0.6164 Remote Similarity NPD9272 Approved
0.6159 Remote Similarity NPD445 Discontinued
0.6144 Remote Similarity NPD9471 Clinical (unspecified phase)
0.6136 Remote Similarity NPD1478 Clinical (unspecified phase)
0.6133 Remote Similarity NPD9540 Approved
0.6133 Remote Similarity NPD9567 Approved
0.6133 Remote Similarity NPD552 Approved
0.6133 Remote Similarity NPD553 Approved
0.6131 Remote Similarity NPD5992 Approved
0.6129 Remote Similarity NPD5258 Approved
0.6129 Remote Similarity NPD5260 Approved
0.6095 Remote Similarity NPD9487 Approved
0.6078 Remote Similarity NPD1619 Phase 3
0.6071 Remote Similarity NPD5278 Discontinued
0.6071 Remote Similarity NPD3388 Phase 1
0.6062 Remote Similarity NPD4464 Clinical (unspecified phase)
0.6061 Remote Similarity NPD1854 Approved
0.6056 Remote Similarity NPD1279 Clinical (unspecified phase)
0.6056 Remote Similarity NPD181 Approved
0.6053 Remote Similarity NPD4549 Discontinued
0.6053 Remote Similarity NPD1781 Discontinued
0.6027 Remote Similarity NPD483 Approved
0.6026 Remote Similarity NPD797 Clinical (unspecified phase)
0.6023 Remote Similarity NPD3449 Discontinued
0.6014 Remote Similarity NPD1280 Clinical (unspecified phase)
0.6012 Remote Similarity NPD3753 Suspended
0.6011 Remote Similarity NPD6659 Phase 2
0.6 Remote Similarity NPD6566 Discontinued
0.5978 Remote Similarity NPD7786 Discontinued
0.5976 Remote Similarity NPD1004 Phase 2
0.5976 Remote Similarity NPD1005 Phase 2
0.596 Remote Similarity NPD1574 Approved
0.5943 Remote Similarity NPD1925 Approved
0.5939 Remote Similarity NPD921 Discontinued
0.5938 Remote Similarity NPD3434 Clinical (unspecified phase)
0.593 Remote Similarity NPD3252 Approved
0.5926 Remote Similarity NPD5918 Discontinued
0.5921 Remote Similarity NPD1593 Approved
0.5906 Remote Similarity NPD5770 Phase 3
0.5903 Remote Similarity NPD2587 Approved
0.5897 Remote Similarity NPD1527 Phase 2
0.5897 Remote Similarity NPD4680 Discontinued
0.5897 Remote Similarity NPD1541 Approved
0.5897 Remote Similarity NPD1874 Clinical (unspecified phase)
0.5876 Remote Similarity NPD3325 Approved
0.5868 Remote Similarity NPD2501 Discontinued
0.5867 Remote Similarity NPD2389 Approved
0.5844 Remote Similarity NPD5442 Approved
0.5833 Remote Similarity NPD2512 Phase 3
0.5828 Remote Similarity NPD2435 Approved
0.5808 Remote Similarity NPD8314 Clinical (unspecified phase)
0.5802 Remote Similarity NPD6768 Approved
0.5802 Remote Similarity NPD2365 Approved
0.5786 Remote Similarity NPD5004 Approved
0.5783 Remote Similarity NPD1971 Approved
0.5783 Remote Similarity NPD1970 Approved
0.578 Remote Similarity NPD1545 Discontinued
0.5778 Remote Similarity NPD3327 Approved
0.5775 Remote Similarity NPD7156 Discontinued
0.5774 Remote Similarity NPD3399 Approved
0.5767 Remote Similarity NPD2820 Phase 3
0.5765 Remote Similarity NPD2000 Phase 3
0.5765 Remote Similarity NPD1999 Phase 3
0.5762 Remote Similarity NPD4478 Clinical (unspecified phase)
0.5758 Remote Similarity NPD4041 Approved
0.5756 Remote Similarity NPD3747 Discontinued
0.575 Remote Similarity NPD2670 Approved
0.5742 Remote Similarity NPD766 Clinical (unspecified phase)
0.5741 Remote Similarity NPD2750 Approved
0.5741 Remote Similarity NPD2010 Phase 3
0.574 Remote Similarity NPD5189 Clinical (unspecified phase)
0.5739 Remote Similarity NPD3305 Discontinued
0.5737 Remote Similarity NPD7995 Phase 2
0.5735 Remote Similarity NPD1099 Approved
0.5735 Remote Similarity NPD716 Approved
0.5735 Remote Similarity NPD1100 Approved
0.5724 Remote Similarity NPD5702 Clinical (unspecified phase)
0.5722 Remote Similarity NPD3770 Phase 2
0.5714 Remote Similarity NPD3170 Approved
0.5714 Remote Similarity NPD4643 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6655 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1110 Approved
0.5714 Remote Similarity NPD1007 Discontinued
0.5714 Remote Similarity NPD1109 Approved
0.5714 Remote Similarity NPD4100 Approved
0.5714 Remote Similarity NPD4099 Approved
0.5714 Remote Similarity NPD710 Clinical (unspecified phase)
0.5706 Remote Similarity NPD6193 Clinical (unspecified phase)
0.5706 Remote Similarity NPD2923 Approved
0.5706 Remote Similarity NPD7663 Clinical (unspecified phase)
0.5705 Remote Similarity NPD430 Discontinued
0.5697 Remote Similarity NPD2887 Clinical (unspecified phase)
0.5697 Remote Similarity NPD6185 Discontinued
0.5696 Remote Similarity NPD6740 Clinical (unspecified phase)
0.5691 Remote Similarity NPD4342 Phase 2
0.5685 Remote Similarity NPD456 Approved
0.5676 Remote Similarity NPD1596 Approved
0.5676 Remote Similarity NPD3907 Clinical (unspecified phase)
0.5674 Remote Similarity NPD2192 Approved
0.5674 Remote Similarity NPD2197 Approved
0.5674 Remote Similarity NPD745 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5634 Approved
0.5669 Remote Similarity NPD942 Approved
0.5667 Remote Similarity NPD918 Approved
0.5667 Remote Similarity NPD5840 Discontinued
0.5663 Remote Similarity NPD4607 Approved
0.566 Remote Similarity NPD1531 Approved
0.5652 Remote Similarity NPD6342 Discontinued
0.5649 Remote Similarity NPD2056 Discontinued
0.5647 Remote Similarity NPD512 Approved
0.5647 Remote Similarity NPD511 Approved
0.5638 Remote Similarity NPD457 Approved
0.5634 Remote Similarity NPD9702 Discontinued
0.5629 Remote Similarity NPD3352 Approved
0.5629 Remote Similarity NPD1525 Approved
0.5629 Remote Similarity NPD6758 Approved
0.5625 Remote Similarity NPD1317 Discontinued
0.5625 Remote Similarity NPD1559 Discontinued
0.5618 Remote Similarity NPD5633 Discontinued
0.5616 Remote Similarity NPD5277 Phase 2
0.5616 Remote Similarity NPD1267 Approved
0.5616 Remote Similarity NPD1265 Approved
0.5611 Remote Similarity NPD3004 Clinical (unspecified phase)
0.5602 Remote Similarity NPD5933 Phase 3
0.5602 Remote Similarity NPD5932 Phase 3
0.5602 Remote Similarity NPD6017 Discontinued
0.5602 Remote Similarity NPD5931 Phase 3
0.56 Remote Similarity NPD923 Approved
0.56 Remote Similarity NPD1668 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5377530
ChEMBL   CHEMBL1288971
ZINC  

Physicochemical Properties

Molecular Weight:  259.03
ALogP:  1.348
MLogP:  2.34
XLogP:  4.223
# Rotatable Bonds:  5
Polar Surface Area:  88.45
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  18

Download Data

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