NPASS drugs

Drug Information

Drug ID:	NPD2296
Drug Name:	Benzbromarone
Molecular Formula:	C17H12Br2O3
Canonical SMILES:	CCc1oc2c(c1C(=O)c1cc(Br)c(c(c1)Br)O)cccc2
Standard InCHI:	InChI=1S/C17H12Br2O3/c1-2-13-15(10-5-3-4-6-14(10)22-13)16(20)9-7-11(18)17(21)12(19)8-9/h3-8,21H,2H2,1H3
Standard InCHIKey:	WHQCHUCQKNIQEC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2296

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.

Range	Similarity Score Range
0-0.1	328
0.1-0.2	1505
0.2-0.3	3598
0.3-0.4	9188
0.4-0.5	3677
0.5-0.6	5477
0.6-0.7	5666
0.7-0.8	1433
0.8-0.85	17
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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	0.8526	NPC470710
Intermediate Similarity	0.8258	NPC122599
Intermediate Similarity	0.8258	NPC270848
Intermediate Similarity	0.8258	NPC272868
Intermediate Similarity	0.8224	NPC197766
Intermediate Similarity	0.8224	NPC471236
Intermediate Similarity	0.8187	NPC156244
Intermediate Similarity	0.817	NPC62735
Intermediate Similarity	0.8158	NPC163029
Intermediate Similarity	0.8153	NPC230943
Intermediate Similarity	0.8137	NPC67654
Intermediate Similarity	0.8129	NPC147137
Intermediate Similarity	0.8089	NPC302181
Intermediate Similarity	0.8089	NPC225884
Intermediate Similarity	0.8039	NPC471237
Intermediate Similarity	0.8039	NPC177967
Intermediate Similarity	0.8025	NPC53192
Intermediate Similarity	0.8	NPC135325
Intermediate Similarity	0.7988	NPC160015
Intermediate Similarity	0.7988	NPC247677
Intermediate Similarity	0.7987	NPC51641
Intermediate Similarity	0.7987	NPC210826
Intermediate Similarity	0.7987	NPC300267
Intermediate Similarity	0.7963	NPC23668
Intermediate Similarity	0.7963	NPC115324
Intermediate Similarity	0.7963	NPC193976
Intermediate Similarity	0.795	NPC226644
Intermediate Similarity	0.795	NPC37226
Intermediate Similarity	0.7939	NPC260902
Intermediate Similarity	0.7939	NPC296957
Intermediate Similarity	0.7937	NPC17816
Intermediate Similarity	0.7937	NPC12148
Intermediate Similarity	0.7937	NPC252208
Intermediate Similarity	0.7937	NPC130581
Intermediate Similarity	0.7925	NPC155144
Intermediate Similarity	0.7914	NPC207624
Intermediate Similarity	0.7914	NPC41326
Intermediate Similarity	0.7914	NPC142308
Intermediate Similarity	0.7901	NPC78335
Intermediate Similarity	0.7901	NPC230713
Intermediate Similarity	0.7901	NPC167576
Intermediate Similarity	0.7892	NPC244750
Intermediate Similarity	0.7892	NPC476350
Intermediate Similarity	0.7892	NPC476349
Intermediate Similarity	0.7888	NPC272194
Intermediate Similarity	0.7866	NPC1477
Intermediate Similarity	0.7866	NPC213608
Intermediate Similarity	0.7866	NPC235333
Intermediate Similarity	0.7853	NPC106372
Intermediate Similarity	0.7853	NPC58668
Intermediate Similarity	0.7853	NPC170169
Intermediate Similarity	0.7844	NPC115432
Intermediate Similarity	0.7844	NPC260296
Intermediate Similarity	0.784	NPC39929
Intermediate Similarity	0.784	NPC178202
Intermediate Similarity	0.784	NPC296030
Intermediate Similarity	0.784	NPC221868
Intermediate Similarity	0.784	NPC226578
Intermediate Similarity	0.784	NPC37208
Intermediate Similarity	0.7818	NPC297531
Intermediate Similarity	0.7818	NPC148938
Intermediate Similarity	0.7818	NPC99199
Intermediate Similarity	0.7818	NPC213936
Intermediate Similarity	0.7812	NPC98926
Intermediate Similarity	0.7805	NPC5871
Intermediate Similarity	0.7771	NPC13879
Intermediate Similarity	0.7758	NPC72370
Intermediate Similarity	0.7758	NPC472462
Intermediate Similarity	0.7748	NPC196034
Intermediate Similarity	0.7744	NPC116604
Intermediate Similarity	0.7725	NPC164110
Intermediate Similarity	0.7725	NPC246647
Intermediate Similarity	0.7725	NPC212967
Intermediate Similarity	0.7725	NPC96342
Intermediate Similarity	0.7725	NPC268360
Intermediate Similarity	0.7725	NPC65504
Intermediate Similarity	0.7711	NPC198490
Intermediate Similarity	0.7707	NPC228661
Intermediate Similarity	0.7707	NPC81137
Intermediate Similarity	0.7706	NPC155640
Intermediate Similarity	0.7697	NPC263676
Intermediate Similarity	0.7679	NPC472877
Intermediate Similarity	0.7679	NPC40583
Intermediate Similarity	0.7674	NPC470566
Intermediate Similarity	0.7673	NPC28337
Intermediate Similarity	0.7665	NPC137100
Intermediate Similarity	0.7665	NPC180924
Intermediate Similarity	0.7651	NPC183874
Intermediate Similarity	0.7651	NPC122365
Intermediate Similarity	0.7647	NPC11449
Intermediate Similarity	0.7633	NPC300680
Intermediate Similarity	0.763	NPC470567
Intermediate Similarity	0.7622	NPC235033
Intermediate Similarity	0.7622	NPC471235
Intermediate Similarity	0.7622	NPC73132
Intermediate Similarity	0.7619	NPC246214
Intermediate Similarity	0.7602	NPC38591
Intermediate Similarity	0.7595	NPC265181
Intermediate Similarity	0.7593	NPC303185
Intermediate Similarity	0.7593	NPC184649
Intermediate Similarity	0.7588	NPC188486
Intermediate Similarity	0.7578	NPC226942
Intermediate Similarity	0.7578	NPC96791
Intermediate Similarity	0.7578	NPC470636
Intermediate Similarity	0.7578	NPC202981
Intermediate Similarity	0.7572	NPC320789
Intermediate Similarity	0.7572	NPC186392
Intermediate Similarity	0.7566	NPC22783
Intermediate Similarity	0.7561	NPC280025
Intermediate Similarity	0.756	NPC45131
Intermediate Similarity	0.7558	NPC291110
Intermediate Similarity	0.7558	NPC29411
Intermediate Similarity	0.7547	NPC112757
Intermediate Similarity	0.7547	NPC124269
Intermediate Similarity	0.7546	NPC299011
Intermediate Similarity	0.7545	NPC42458
Intermediate Similarity	0.7545	NPC158261
Intermediate Similarity	0.7544	NPC3448
Intermediate Similarity	0.7544	NPC312056
Intermediate Similarity	0.7544	NPC477239
Intermediate Similarity	0.7544	NPC84515
Intermediate Similarity	0.7532	NPC245395
Intermediate Similarity	0.7532	NPC7569
Intermediate Similarity	0.7532	NPC240593
Intermediate Similarity	0.7532	NPC213603
Intermediate Similarity	0.7532	NPC278787
Intermediate Similarity	0.7531	NPC93241
Intermediate Similarity	0.7531	NPC27798
Intermediate Similarity	0.7531	NPC113770
Intermediate Similarity	0.7531	NPC17262
Intermediate Similarity	0.7516	NPC69755
Intermediate Similarity	0.7515	NPC317492
Intermediate Similarity	0.7515	NPC473282
Intermediate Similarity	0.7515	NPC104380
Intermediate Similarity	0.7515	NPC476404
Intermediate Similarity	0.7515	NPC317900
Intermediate Similarity	0.7515	NPC294300
Intermediate Similarity	0.7515	NPC217602
Intermediate Similarity	0.75	NPC89131
Intermediate Similarity	0.75	NPC109180
Intermediate Similarity	0.75	NPC159508
Intermediate Similarity	0.75	NPC474542
Intermediate Similarity	0.75	NPC198427
Intermediate Similarity	0.7486	NPC120220
Intermediate Similarity	0.7485	NPC311144
Intermediate Similarity	0.7485	NPC253872
Intermediate Similarity	0.7485	NPC311741
Intermediate Similarity	0.7485	NPC304387
Intermediate Similarity	0.7485	NPC125300
Intermediate Similarity	0.7485	NPC234629
Intermediate Similarity	0.7484	NPC266597
Intermediate Similarity	0.7484	NPC141549
Intermediate Similarity	0.7484	NPC188879
Intermediate Similarity	0.7484	NPC254841
Intermediate Similarity	0.7484	NPC250266
Intermediate Similarity	0.7483	NPC193805
Intermediate Similarity	0.7471	NPC86477
Intermediate Similarity	0.7471	NPC50394
Intermediate Similarity	0.7471	NPC196879
Intermediate Similarity	0.7471	NPC16935
Intermediate Similarity	0.747	NPC472406
Intermediate Similarity	0.747	NPC13282
Intermediate Similarity	0.7469	NPC117674
Intermediate Similarity	0.7469	NPC144499
Intermediate Similarity	0.7468	NPC9985
Intermediate Similarity	0.7468	NPC939
Intermediate Similarity	0.7468	NPC239495
Intermediate Similarity	0.7457	NPC169471
Intermediate Similarity	0.7457	NPC204088
Intermediate Similarity	0.7457	NPC259007
Intermediate Similarity	0.7457	NPC329215
Intermediate Similarity	0.7457	NPC136641
Intermediate Similarity	0.7456	NPC472461
Intermediate Similarity	0.7455	NPC39195
Intermediate Similarity	0.7455	NPC168085
Intermediate Similarity	0.7453	NPC270883
Intermediate Similarity	0.7453	NPC235239
Intermediate Similarity	0.7453	NPC475680
Intermediate Similarity	0.7453	NPC261227
Intermediate Similarity	0.7453	NPC69769
Intermediate Similarity	0.7453	NPC305355
Intermediate Similarity	0.7453	NPC172986
Intermediate Similarity	0.7452	NPC57601
Intermediate Similarity	0.7451	NPC78061
Intermediate Similarity	0.7451	NPC122359
Intermediate Similarity	0.7451	NPC159987
Intermediate Similarity	0.7443	NPC472584
Intermediate Similarity	0.7442	NPC193998
Intermediate Similarity	0.7442	NPC272722
Intermediate Similarity	0.7442	NPC219861
Intermediate Similarity	0.744	NPC179170
Intermediate Similarity	0.744	NPC290927
Intermediate Similarity	0.7439	NPC477955
Intermediate Similarity	0.7438	NPC309154
Intermediate Similarity	0.7438	NPC278323
Intermediate Similarity	0.7438	NPC90665
Intermediate Similarity	0.7438	NPC201395
Intermediate Similarity	0.7438	NPC99333
Intermediate Similarity	0.7438	NPC280284
Intermediate Similarity	0.7438	NPC55162

Drug Structure

NPD2296 OpenBabel08211702172D 23 25 0 0 0 0 0 0 0 0999 V2000 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0193 -2.7111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3283 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3065 -3.8701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6592 -4.4053 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.9537 -3.3349 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6155 -4.8212 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9463 -5.5643 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 10 2 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 12 2 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 16 20 2 0 0 0 0 17 21 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000306
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2333
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.92
ALogP	0.6627
MLogP	2.78
XLogP	5.021
HDA	1
HBD	1
Rotatable Bonds	7
TPSA	50.44
RO5 Violation	1