NPASS drugs

Drug Information

Drug ID:	NPD1593
Drug Name:	Nepafenac
Molecular Formula:	C15H14N2O2
Canonical SMILES:	OC(=N)Cc1cccc(c1N)C(=O)c1ccccc1
Standard InCHI:	InChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)
Standard InCHIKey:	QEFAQIPZVLVERP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1593

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	137
0.1-0.2	849
0.2-0.3	3768
0.3-0.4	9218
0.4-0.5	11702
0.5-0.6	4793
0.6-0.7	379
0.7-0.8	44
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	0.7955	NPC72473
Intermediate Similarity	0.7955	NPC58827
Intermediate Similarity	0.7955	NPC307437
Intermediate Similarity	0.791	NPC316746
Intermediate Similarity	0.7902	NPC300596
Intermediate Similarity	0.7902	NPC237649
Intermediate Similarity	0.7787	NPC172170
Intermediate Similarity	0.7786	NPC316202
Intermediate Similarity	0.7704	NPC477432
Intermediate Similarity	0.7692	NPC130931
Intermediate Similarity	0.7676	NPC314287
Intermediate Similarity	0.7518	NPC181527
Intermediate Similarity	0.7444	NPC268534
Intermediate Similarity	0.7364	NPC205652
Intermediate Similarity	0.7343	NPC472243
Intermediate Similarity	0.7333	NPC226794
Intermediate Similarity	0.7279	NPC470579
Intermediate Similarity	0.7279	NPC259678
Intermediate Similarity	0.7279	NPC474926
Intermediate Similarity	0.7273	NPC229353
Intermediate Similarity	0.7246	NPC209389
Intermediate Similarity	0.7246	NPC122235
Intermediate Similarity	0.7241	NPC472241
Intermediate Similarity	0.7234	NPC253476
Intermediate Similarity	0.7231	NPC470550
Intermediate Similarity	0.7206	NPC317758
Intermediate Similarity	0.7194	NPC314431
Intermediate Similarity	0.7188	NPC471743
Intermediate Similarity	0.7171	NPC114808
Intermediate Similarity	0.7164	NPC179605
Intermediate Similarity	0.7164	NPC279385
Intermediate Similarity	0.7153	NPC205946
Intermediate Similarity	0.7133	NPC241392
Intermediate Similarity	0.7115	NPC189116
Intermediate Similarity	0.7111	NPC257490
Intermediate Similarity	0.7111	NPC103292
Intermediate Similarity	0.7095	NPC472242
Intermediate Similarity	0.7092	NPC40364
Intermediate Similarity	0.7083	NPC159722
Intermediate Similarity	0.7083	NPC43218
Intermediate Similarity	0.7059	NPC39818
Intermediate Similarity	0.704	NPC329556
Intermediate Similarity	0.704	NPC178681
Intermediate Similarity	0.7037	NPC150323
Remote Similarity	0.6992	NPC147957
Remote Similarity	0.6966	NPC122553
Remote Similarity	0.6963	NPC177684
Remote Similarity	0.6963	NPC291962
Remote Similarity	0.695	NPC472245
Remote Similarity	0.695	NPC194562
Remote Similarity	0.6939	NPC43477
Remote Similarity	0.6929	NPC134120
Remote Similarity	0.6913	NPC136002
Remote Similarity	0.6912	NPC258531
Remote Similarity	0.6912	NPC112373
Remote Similarity	0.6912	NPC161956
Remote Similarity	0.6908	NPC144691
Remote Similarity	0.6884	NPC254698
Remote Similarity	0.6879	NPC27904
Remote Similarity	0.6871	NPC207554
Remote Similarity	0.6838	NPC226143
Remote Similarity	0.6835	NPC192533
Remote Similarity	0.6835	NPC88970
Remote Similarity	0.6828	NPC300299
Remote Similarity	0.6828	NPC173295
Remote Similarity	0.6824	NPC471574
Remote Similarity	0.6822	NPC37584
Remote Similarity	0.681	NPC475594
Remote Similarity	0.6803	NPC83214
Remote Similarity	0.6803	NPC471316
Remote Similarity	0.6772	NPC202613
Remote Similarity	0.6772	NPC471317
Remote Similarity	0.6768	NPC475607
Remote Similarity	0.6766	NPC470317
Remote Similarity	0.6761	NPC150863
Remote Similarity	0.675	NPC471130
Remote Similarity	0.6727	NPC474081
Remote Similarity	0.6726	NPC471742
Remote Similarity	0.6713	NPC280807
Remote Similarity	0.6709	NPC154478
Remote Similarity	0.6688	NPC84317
Remote Similarity	0.6687	NPC474041
Remote Similarity	0.6687	NPC355
Remote Similarity	0.6687	NPC204867
Remote Similarity	0.6687	NPC475761
Remote Similarity	0.6667	NPC8467
Remote Similarity	0.6667	NPC319579
Remote Similarity	0.6647	NPC475685
Remote Similarity	0.6643	NPC197680
Remote Similarity	0.6643	NPC259098
Remote Similarity	0.6625	NPC472121
Remote Similarity	0.6621	NPC207428
Remote Similarity	0.6617	NPC186128
Remote Similarity	0.6605	NPC182131
Remote Similarity	0.6601	NPC324445
Remote Similarity	0.66	NPC2823
Remote Similarity	0.6589	NPC38262
Remote Similarity	0.6589	NPC249067
Remote Similarity	0.6579	NPC323798
Remote Similarity	0.6562	NPC93653
Remote Similarity	0.6561	NPC295021
Remote Similarity	0.6552	NPC314098
Remote Similarity	0.6538	NPC172483
Remote Similarity	0.6533	NPC238108
Remote Similarity	0.6533	NPC315051
Remote Similarity	0.6532	NPC471196
Remote Similarity	0.6532	NPC313293
Remote Similarity	0.6532	NPC471195
Remote Similarity	0.6527	NPC219848
Remote Similarity	0.6524	NPC472118
Remote Similarity	0.6519	NPC196673
Remote Similarity	0.6515	NPC318327
Remote Similarity	0.6512	NPC274443
Remote Similarity	0.6512	NPC255676
Remote Similarity	0.6512	NPC247976
Remote Similarity	0.6512	NPC164859
Remote Similarity	0.651	NPC287358
Remote Similarity	0.651	NPC316574
Remote Similarity	0.6504	NPC110704
Remote Similarity	0.6503	NPC314278
Remote Similarity	0.65	NPC103250
Remote Similarity	0.6494	NPC478039
Remote Similarity	0.649	NPC471164
Remote Similarity	0.6488	NPC256268
Remote Similarity	0.6481	NPC138293
Remote Similarity	0.6481	NPC113056
Remote Similarity	0.648	NPC172925
Remote Similarity	0.6479	NPC285394
Remote Similarity	0.6477	NPC476205
Remote Similarity	0.6477	NPC476207
Remote Similarity	0.6477	NPC476129
Remote Similarity	0.6477	NPC476256
Remote Similarity	0.6477	NPC476257
Remote Similarity	0.6477	NPC476206
Remote Similarity	0.6477	NPC476212
Remote Similarity	0.6477	NPC259791
Remote Similarity	0.6474	NPC477998
Remote Similarity	0.6471	NPC243058
Remote Similarity	0.646	NPC322644
Remote Similarity	0.6453	NPC150308
Remote Similarity	0.6452	NPC315829
Remote Similarity	0.6442	NPC52059
Remote Similarity	0.6442	NPC470069
Remote Similarity	0.6441	NPC108804
Remote Similarity	0.6441	NPC476218
Remote Similarity	0.6439	NPC203732
Remote Similarity	0.6437	NPC154339
Remote Similarity	0.6434	NPC472244
Remote Similarity	0.6434	NPC25458
Remote Similarity	0.6434	NPC470343
Remote Similarity	0.6434	NPC244427
Remote Similarity	0.6434	NPC222390
Remote Similarity	0.6433	NPC203635
Remote Similarity	0.6424	NPC242933
Remote Similarity	0.6424	NPC181526
Remote Similarity	0.6424	NPC314252
Remote Similarity	0.6423	NPC78154
Remote Similarity	0.642	NPC475983
Remote Similarity	0.6418	NPC474057
Remote Similarity	0.6416	NPC473815
Remote Similarity	0.6412	NPC105899
Remote Similarity	0.6407	NPC470548
Remote Similarity	0.64	NPC476483
Remote Similarity	0.64	NPC34243
Remote Similarity	0.64	NPC246757
Remote Similarity	0.64	NPC291070
Remote Similarity	0.6393	NPC329064
Remote Similarity	0.6387	NPC273758
Remote Similarity	0.6379	NPC18890
Remote Similarity	0.6379	NPC221873
Remote Similarity	0.6378	NPC156021
Remote Similarity	0.6378	NPC472788
Remote Similarity	0.6378	NPC289201
Remote Similarity	0.6377	NPC158157
Remote Similarity	0.637	NPC292834
Remote Similarity	0.637	NPC329011
Remote Similarity	0.637	NPC275410
Remote Similarity	0.637	NPC66208
Remote Similarity	0.6369	NPC84347
Remote Similarity	0.6364	NPC67551
Remote Similarity	0.6364	NPC130797
Remote Similarity	0.6364	NPC100767
Remote Similarity	0.6358	NPC90415
Remote Similarity	0.6356	NPC12936
Remote Similarity	0.6356	NPC273033
Remote Similarity	0.6347	NPC177261
Remote Similarity	0.6341	NPC115232
Remote Similarity	0.6335	NPC153694
Remote Similarity	0.6335	NPC211525
Remote Similarity	0.6331	NPC9475
Remote Similarity	0.6328	NPC267343
Remote Similarity	0.6324	NPC143768
Remote Similarity	0.6322	NPC206186
Remote Similarity	0.632	NPC323164
Remote Similarity	0.6319	NPC476231
Remote Similarity	0.6319	NPC325013
Remote Similarity	0.6316	NPC211439
Remote Similarity	0.6316	NPC141523
Remote Similarity	0.631	NPC139763
Remote Similarity	0.6307	NPC92803

Drug Structure

NPD1593 OpenBabel08211701082D 23 24 0 0 0 0 0 0 0 0999 V2000 4.3301 -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 0.0000 -2.0000 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 -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 -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 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 -3.4641 -0.0000 0.0000 N 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 -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 -4.3301 -0.5000 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 -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 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 11 1 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 19 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003293
DrugBank	DB06802
ChEMBL	CHEMBL1021
IUPHAR/BPS	7564
PharmaGKB	PA165958407
KEGG Drug	D05143
PubChem CID	151075
ChEBI	75922
CAS Number	78281-72-8

Drug Properties

Molecular Weight	254.11
ALogP	-1.0605
MLogP	2.67
XLogP	4.289
HDA	4
HBD	3
Rotatable Bonds	6
TPSA	87.17
RO5 Violation	0