Drug Information

Drug ID:  NPD2344
Drug Name:  Benzarone
Molecular Formula:  C17H14O3
Canonical SMILES:  CCc1oc2c(c1C(=O)c1ccc(cc1)O)cccc2
Standard InCHI:  InChI=1S/C17H14O3/c1-2-14-16(13-5-3-4-6-15(13)20-14)17(19)11-7-9-12(18)10-8-11/h3-10,18H,2H2,1H3
Standard InCHIKey:  RFRXIWQYSOIBDI-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD2344

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 0.9124 NPC62735
High Similarity 0.9118 NPC163029
High Similarity 0.9097 NPC156244
High Similarity 0.9078 NPC230943
High Similarity 0.9034 NPC67654
High Similarity 0.9007 NPC302181
High Similarity 0.9007 NPC225884
High Similarity 0.8936 NPC53192
High Similarity 0.8889 NPC135325
High Similarity 0.8881 NPC51641
High Similarity 0.8881 NPC210826
High Similarity 0.8881 NPC300267
High Similarity 0.8851 NPC247677
High Similarity 0.8851 NPC160015
High Similarity 0.8836 NPC115324
High Similarity 0.8836 NPC193976
High Similarity 0.8836 NPC23668
High Similarity 0.8828 NPC226644
High Similarity 0.8828 NPC37226
High Similarity 0.8819 NPC17816
High Similarity 0.8819 NPC252208
High Similarity 0.8819 NPC12148
High Similarity 0.8819 NPC130581
High Similarity 0.8811 NPC155144
High Similarity 0.8792 NPC296957
High Similarity 0.8792 NPC260902
High Similarity 0.8776 NPC142308
High Similarity 0.8776 NPC207624
High Similarity 0.8776 NPC41326
High Similarity 0.8767 NPC78335
High Similarity 0.8767 NPC167576
High Similarity 0.8767 NPC230713
High Similarity 0.8759 NPC272194
High Similarity 0.8733 NPC244750
High Similarity 0.8733 NPC476350
High Similarity 0.8733 NPC476349
High Similarity 0.8716 NPC235333
High Similarity 0.8716 NPC1477
High Similarity 0.8716 NPC213608
High Similarity 0.8707 NPC106372
High Similarity 0.8707 NPC58668
High Similarity 0.8707 NPC170169
High Similarity 0.8699 NPC39929
High Similarity 0.8699 NPC296030
High Similarity 0.8699 NPC178202
High Similarity 0.8699 NPC221868
High Similarity 0.8699 NPC226578
High Similarity 0.8699 NPC37208
High Similarity 0.8681 NPC98926
High Similarity 0.8675 NPC260296
High Similarity 0.8675 NPC115432
High Similarity 0.8658 NPC99199
High Similarity 0.8658 NPC297531
High Similarity 0.8658 NPC213936
High Similarity 0.8658 NPC148938
High Similarity 0.8649 NPC5871
High Similarity 0.86 NPC13879
High Similarity 0.8591 NPC472462
High Similarity 0.8591 NPC72370
High Similarity 0.8582 NPC228661
High Similarity 0.8581 NPC116604
High Similarity 0.855 NPC246214
High Similarity 0.8543 NPC268360
High Similarity 0.8543 NPC65504
High Similarity 0.8543 NPC164110
High Similarity 0.8543 NPC212967
High Similarity 0.8543 NPC246647
High Similarity 0.8543 NPC96342
High Similarity 0.8533 NPC198490
High Similarity 0.8531 NPC28337
High Similarity 0.8523 NPC263676
High Similarity 0.8506 NPC155640
Intermediate Similarity 0.8487 NPC472877
Intermediate Similarity 0.8487 NPC40583
Intermediate Similarity 0.8477 NPC180924
Intermediate Similarity 0.8477 NPC137100
Intermediate Similarity 0.8467 NPC183874
Intermediate Similarity 0.8467 NPC122365
Intermediate Similarity 0.8456 NPC22783
Intermediate Similarity 0.8451 NPC265181
Intermediate Similarity 0.8431 NPC300680
Intermediate Similarity 0.8425 NPC303185
Intermediate Similarity 0.8425 NPC184649
Intermediate Similarity 0.8414 NPC202981
Intermediate Similarity 0.8414 NPC96791
Intermediate Similarity 0.8414 NPC226942
Intermediate Similarity 0.8414 NPC470636
Intermediate Similarity 0.8406 NPC7569
Intermediate Similarity 0.8406 NPC245395
Intermediate Similarity 0.8406 NPC278787
Intermediate Similarity 0.8392 NPC112757
Intermediate Similarity 0.8392 NPC124269
Intermediate Similarity 0.8387 NPC38591
Intermediate Similarity 0.838 NPC240593
Intermediate Similarity 0.838 NPC213603
Intermediate Similarity 0.8378 NPC280025
Intermediate Similarity 0.8377 NPC188486
Intermediate Similarity 0.837 NPC193805
Intermediate Similarity 0.8367 NPC299011
Intermediate Similarity 0.8356 NPC113770
Intermediate Similarity 0.8356 NPC17262
Intermediate Similarity 0.8356 NPC93241
Intermediate Similarity 0.8356 NPC27798
Intermediate Similarity 0.8355 NPC45131
Intermediate Similarity 0.8345 NPC141549
Intermediate Similarity 0.8345 NPC69755
Intermediate Similarity 0.8344 NPC320789
Intermediate Similarity 0.8344 NPC158261
Intermediate Similarity 0.8344 NPC186392
Intermediate Similarity 0.8344 NPC42458
Intermediate Similarity 0.8333 NPC29411
Intermediate Similarity 0.8333 NPC291110
Intermediate Similarity 0.8333 NPC939
Intermediate Similarity 0.8323 NPC477239
Intermediate Similarity 0.8323 NPC84515
Intermediate Similarity 0.8323 NPC312056
Intermediate Similarity 0.8323 NPC3448
Intermediate Similarity 0.8322 NPC254841
Intermediate Similarity 0.8322 NPC266597
Intermediate Similarity 0.8322 NPC188879
Intermediate Similarity 0.8322 NPC250266
Intermediate Similarity 0.8322 NPC317492
Intermediate Similarity 0.8311 NPC198427
Intermediate Similarity 0.831 NPC239495
Intermediate Similarity 0.831 NPC9985
Intermediate Similarity 0.8301 NPC294300
Intermediate Similarity 0.8301 NPC217602
Intermediate Similarity 0.8301 NPC104380
Intermediate Similarity 0.8301 NPC476404
Intermediate Similarity 0.8301 NPC473282
Intermediate Similarity 0.8301 NPC317900
Intermediate Similarity 0.8299 NPC234629
Intermediate Similarity 0.8299 NPC311741
Intermediate Similarity 0.8299 NPC311144
Intermediate Similarity 0.8298 NPC57601
Intermediate Similarity 0.8289 NPC474542
Intermediate Similarity 0.8288 NPC117674
Intermediate Similarity 0.8288 NPC144499
Intermediate Similarity 0.8286 NPC262359
Intermediate Similarity 0.8286 NPC308037
Intermediate Similarity 0.8286 NPC313618
Intermediate Similarity 0.8286 NPC64359
Intermediate Similarity 0.8278 NPC125300
Intermediate Similarity 0.8278 NPC253872
Intermediate Similarity 0.8276 NPC235239
Intermediate Similarity 0.8276 NPC261227
Intermediate Similarity 0.8276 NPC305355
Intermediate Similarity 0.8276 NPC270883
Intermediate Similarity 0.8276 NPC69769
Intermediate Similarity 0.8276 NPC172986
Intermediate Similarity 0.8276 NPC475680
Intermediate Similarity 0.8269 NPC109180
Intermediate Similarity 0.8269 NPC159508
Intermediate Similarity 0.8269 NPC89131
Intermediate Similarity 0.8267 NPC472406
Intermediate Similarity 0.8267 NPC13282
Intermediate Similarity 0.8264 NPC90665
Intermediate Similarity 0.8264 NPC99333
Intermediate Similarity 0.8264 NPC55162
Intermediate Similarity 0.8264 NPC12175
Intermediate Similarity 0.8264 NPC278323
Intermediate Similarity 0.8264 NPC309154
Intermediate Similarity 0.8264 NPC279668
Intermediate Similarity 0.8264 NPC201395
Intermediate Similarity 0.8264 NPC188947
Intermediate Similarity 0.8264 NPC280284
Intermediate Similarity 0.8258 NPC304387
Intermediate Similarity 0.8255 NPC168085
Intermediate Similarity 0.8255 NPC39195
Intermediate Similarity 0.8252 NPC234133
Intermediate Similarity 0.8252 NPC127447
Intermediate Similarity 0.8252 NPC231772
Intermediate Similarity 0.8252 NPC47815
Intermediate Similarity 0.8252 NPC13408
Intermediate Similarity 0.8252 NPC473887
Intermediate Similarity 0.8252 NPC29353
Intermediate Similarity 0.8252 NPC194281
Intermediate Similarity 0.8252 NPC124784
Intermediate Similarity 0.8248 NPC237868
Intermediate Similarity 0.8247 NPC196879
Intermediate Similarity 0.8247 NPC16935
Intermediate Similarity 0.8243 NPC477955
Intermediate Similarity 0.8239 NPC172262
Intermediate Similarity 0.8239 NPC120220
Intermediate Similarity 0.8239 NPC286336
Intermediate Similarity 0.8235 NPC472461
Intermediate Similarity 0.8231 NPC106985
Intermediate Similarity 0.8231 NPC251182
Intermediate Similarity 0.8231 NPC166138
Intermediate Similarity 0.8231 NPC18585
Intermediate Similarity 0.8231 NPC262935
Intermediate Similarity 0.8231 NPC172182
Intermediate Similarity 0.8231 NPC11700
Intermediate Similarity 0.8228 NPC86477
Intermediate Similarity 0.8228 NPC50394
Intermediate Similarity 0.8227 NPC129132
Intermediate Similarity 0.8227 NPC257756
Intermediate Similarity 0.8227 NPC205468
Intermediate Similarity 0.8227 NPC87231
Intermediate Similarity 0.8227 NPC212631

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  266.09
ALogP  -1.1149
MLogP  3
XLogP  4.153
HDA  1
HBD  1
Rotatable Bonds  5
TPSA  50.44
RO5 Violation  0