NPASS drugs

Drug Information

Drug ID:	NPD1532
Drug Name:	Bromfenac
Molecular Formula:	C15H12BrNO3
Canonical SMILES:	OC(=O)Cc1cccc(c1N)C(=O)c1ccc(cc1)Br
Standard InCHI:	InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)
Standard InCHIKey:	ZBPLOVFIXSTCRZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1532

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	171
0.1-0.2	1079
0.2-0.3	3928
0.3-0.4	10171
0.4-0.5	12741
0.5-0.6	2643
0.6-0.7	144
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7643	NPC58827
Intermediate Similarity	0.7643	NPC72473
Intermediate Similarity	0.7643	NPC307437
Intermediate Similarity	0.7535	NPC477432
Intermediate Similarity	0.7518	NPC130931
Intermediate Similarity	0.7467	NPC130797
Intermediate Similarity	0.7246	NPC229353
Intermediate Similarity	0.7197	NPC172170
Intermediate Similarity	0.7183	NPC226794
Intermediate Similarity	0.7103	NPC122235
Intermediate Similarity	0.7095	NPC253476
Intermediate Similarity	0.7007	NPC316746
Intermediate Similarity	0.7006	NPC13526
Remote Similarity	0.6954	NPC159722
Remote Similarity	0.6954	NPC43218
Remote Similarity	0.6943	NPC300596
Remote Similarity	0.6943	NPC237649
Remote Similarity	0.6923	NPC268534
Remote Similarity	0.6908	NPC181527
Remote Similarity	0.6901	NPC150323
Remote Similarity	0.6899	NPC241392
Remote Similarity	0.6894	NPC329556
Remote Similarity	0.6824	NPC194562
Remote Similarity	0.6818	NPC43477
Remote Similarity	0.6711	NPC173295
Remote Similarity	0.671	NPC316202
Remote Similarity	0.6709	NPC470579
Remote Similarity	0.6667	NPC205946
Remote Similarity	0.6667	NPC470317
Remote Similarity	0.6667	NPC179605
Remote Similarity	0.6667	NPC279385
Remote Similarity	0.6644	NPC209389
Remote Similarity	0.6624	NPC314287
Remote Similarity	0.6621	NPC257490
Remote Similarity	0.6621	NPC103292
Remote Similarity	0.6604	NPC259678
Remote Similarity	0.6599	NPC317758
Remote Similarity	0.6575	NPC39818
Remote Similarity	0.6531	NPC254698
Remote Similarity	0.6516	NPC316574
Remote Similarity	0.6509	NPC182131
Remote Similarity	0.6488	NPC189116
Remote Similarity	0.6483	NPC177684
Remote Similarity	0.6483	NPC291962
Remote Similarity	0.6481	NPC144691
Remote Similarity	0.6474	NPC471743
Remote Similarity	0.6467	NPC27904
Remote Similarity	0.6447	NPC314098
Remote Similarity	0.6444	NPC313293
Remote Similarity	0.6438	NPC161956
Remote Similarity	0.6438	NPC112373
Remote Similarity	0.6438	NPC258531
Remote Similarity	0.6433	NPC472243
Remote Similarity	0.6433	NPC181526
Remote Similarity	0.6433	NPC314252
Remote Similarity	0.6424	NPC114808
Remote Similarity	0.6423	NPC134120
Remote Similarity	0.6403	NPC318327
Remote Similarity	0.64	NPC314278
Remote Similarity	0.6397	NPC255676
Remote Similarity	0.6385	NPC110704
Remote Similarity	0.6376	NPC192533
Remote Similarity	0.6364	NPC172925
Remote Similarity	0.6352	NPC472241
Remote Similarity	0.6348	NPC471742
Remote Similarity	0.6333	NPC472244
Remote Similarity	0.6333	NPC470343
Remote Similarity	0.6329	NPC242933
Remote Similarity	0.6324	NPC25458
Remote Similarity	0.6324	NPC41488
Remote Similarity	0.6304	NPC105899
Remote Similarity	0.6294	NPC204867
Remote Similarity	0.6279	NPC329064
Remote Similarity	0.6279	NPC473345
Remote Similarity	0.6276	NPC158157
Remote Similarity	0.6273	NPC323798
Remote Similarity	0.6271	NPC475685
Remote Similarity	0.6268	NPC66208
Remote Similarity	0.6264	NPC177261
Remote Similarity	0.6259	NPC226143
Remote Similarity	0.625	NPC205652
Remote Similarity	0.6235	NPC472242
Remote Similarity	0.6226	NPC315051
Remote Similarity	0.6225	NPC474926
Remote Similarity	0.6209	NPC477998
Remote Similarity	0.6194	NPC40364
Remote Similarity	0.6193	NPC8467
Remote Similarity	0.6181	NPC471721
Remote Similarity	0.6176	NPC93653
Remote Similarity	0.6176	NPC217621
Remote Similarity	0.6169	NPC314431
Remote Similarity	0.6154	NPC186128
Remote Similarity	0.6149	NPC301702
Remote Similarity	0.6149	NPC13696
Remote Similarity	0.6149	NPC472118
Remote Similarity	0.6149	NPC471778
Remote Similarity	0.6148	NPC10781
Remote Similarity	0.6148	NPC324569
Remote Similarity	0.6148	NPC293628
Remote Similarity	0.6148	NPC122493
Remote Similarity	0.6146	NPC82053
Remote Similarity	0.6143	NPC37914
Remote Similarity	0.614	NPC475983
Remote Similarity	0.6138	NPC470550
Remote Similarity	0.6138	NPC186933
Remote Similarity	0.6136	NPC475594
Remote Similarity	0.6125	NPC238108
Remote Similarity	0.6115	NPC249067
Remote Similarity	0.6115	NPC38262
Remote Similarity	0.6115	NPC329282
Remote Similarity	0.6114	NPC318183
Remote Similarity	0.6111	NPC93287
Remote Similarity	0.6102	NPC475607
Remote Similarity	0.6098	NPC478039
Remote Similarity	0.6087	NPC304873
Remote Similarity	0.6078	NPC322433
Remote Similarity	0.6071	NPC172483
Remote Similarity	0.6069	NPC196673
Remote Similarity	0.6067	NPC474081
Remote Similarity	0.6067	NPC219848
Remote Similarity	0.6066	NPC473815
Remote Similarity	0.6065	NPC472245
Remote Similarity	0.6062	NPC319645
Remote Similarity	0.6061	NPC315829
Remote Similarity	0.6058	NPC228435
Remote Similarity	0.6054	NPC147957
Remote Similarity	0.6053	NPC285394
Remote Similarity	0.6047	NPC199737
Remote Similarity	0.6047	NPC257763
Remote Similarity	0.6045	NPC470548
Remote Similarity	0.6045	NPC261181
Remote Similarity	0.6043	NPC274443
Remote Similarity	0.6043	NPC21483
Remote Similarity	0.6043	NPC247976
Remote Similarity	0.6043	NPC476205
Remote Similarity	0.6043	NPC476212
Remote Similarity	0.6043	NPC198205
Remote Similarity	0.6043	NPC476206
Remote Similarity	0.6043	NPC259791
Remote Similarity	0.6043	NPC476207
Remote Similarity	0.6043	NPC178681
Remote Similarity	0.6043	NPC476129
Remote Similarity	0.6043	NPC476257
Remote Similarity	0.6043	NPC476256
Remote Similarity	0.6034	NPC475761
Remote Similarity	0.6034	NPC474041
Remote Similarity	0.6034	NPC256268
Remote Similarity	0.6029	NPC253423
Remote Similarity	0.6025	NPC207554
Remote Similarity	0.6022	NPC243058
Remote Similarity	0.6016	NPC285773
Remote Similarity	0.6011	NPC476218
Remote Similarity	0.6011	NPC108804
Remote Similarity	0.6011	NPC84347
Remote Similarity	0.6	NPC122553
Remote Similarity	0.6	NPC287358
Remote Similarity	0.6	NPC283810
Remote Similarity	0.5989	NPC203635
Remote Similarity	0.5988	NPC322644
Remote Similarity	0.5988	NPC471164
Remote Similarity	0.5986	NPC203732
Remote Similarity	0.5985	NPC229242
Remote Similarity	0.5979	NPC198390
Remote Similarity	0.5978	NPC9475
Remote Similarity	0.5977	NPC470069
Remote Similarity	0.5977	NPC52059
Remote Similarity	0.5976	NPC136002
Remote Similarity	0.5972	NPC319579
Remote Similarity	0.5972	NPC474057
Remote Similarity	0.5971	NPC222390
Remote Similarity	0.5971	NPC244427
Remote Similarity	0.5963	NPC471316
Remote Similarity	0.5963	NPC83214
Remote Similarity	0.5957	NPC476198
Remote Similarity	0.5956	NPC49184
Remote Similarity	0.5956	NPC61944
Remote Similarity	0.5954	NPC88970
Remote Similarity	0.5954	NPC322387
Remote Similarity	0.5948	NPC318067
Remote Similarity	0.5947	NPC311054
Remote Similarity	0.5947	NPC112752
Remote Similarity	0.5944	NPC475094
Remote Similarity	0.594	NPC62765
Remote Similarity	0.5932	NPC292265
Remote Similarity	0.5932	NPC474814
Remote Similarity	0.5932	NPC112336
Remote Similarity	0.5931	NPC158282
Remote Similarity	0.5931	NPC292834
Remote Similarity	0.5929	NPC164859
Remote Similarity	0.5926	NPC471236
Remote Similarity	0.5926	NPC197766
Remote Similarity	0.5926	NPC291070
Remote Similarity	0.5926	NPC246757
Remote Similarity	0.5926	NPC34243
Remote Similarity	0.5924	NPC90415
Remote Similarity	0.5923	NPC95965
Remote Similarity	0.5921	NPC269923
Remote Similarity	0.5921	NPC167323
Remote Similarity	0.592	NPC113056
Remote Similarity	0.592	NPC138293

Drug Structure

NPD1532 OpenBabel08211701082D 23 24 0 0 0 0 0 0 0 0999 V2000 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 12 2 0 0 0 0 4 6 1 0 0 0 0 4 9 2 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 15 20 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000732
DrugBank	DB00963
ChEMBL	CHEMBL1077
IUPHAR/BPS	7131
PharmaGKB	PA448670
KEGG Drug
PubChem CID	60726
ChEBI	240107
CAS Number	91714-94-2

Drug Properties

Molecular Weight	333.00
ALogP	-0.3299
MLogP	2.56
XLogP	3.684
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	80.39
RO5 Violation	0