NPASS drugs

Drug Information

Drug ID:	NPD5471
Drug Name:	Licofelone
Molecular Formula:	C23H22ClNO2
Canonical SMILES:	OC(=O)Cc1c(c2ccc(cc2)Cl)c(c2n1CC(C2)(C)C)c1ccccc1
Standard InCHI:	InChI=1S/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)
Standard InCHIKey:	UAWXGRJVZSAUSZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5471

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	206
0.1-0.2	1087
0.2-0.3	5933
0.3-0.4	15533
0.4-0.5	5094
0.5-0.6	2056
0.6-0.7	960
0.7-0.8	21
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	0.7459	NPC213468
Intermediate Similarity	0.7403	NPC64436
Intermediate Similarity	0.7293	NPC469938
Intermediate Similarity	0.7287	NPC329858
Intermediate Similarity	0.7234	NPC321708
Intermediate Similarity	0.7204	NPC472119
Intermediate Similarity	0.7202	NPC102008
Intermediate Similarity	0.7196	NPC314333
Intermediate Similarity	0.7181	NPC472323
Intermediate Similarity	0.7174	NPC248462
Intermediate Similarity	0.7151	NPC159125
Intermediate Similarity	0.7143	NPC477976
Intermediate Similarity	0.7135	NPC15840
Intermediate Similarity	0.712	NPC55493
Intermediate Similarity	0.7113	NPC474916
Intermediate Similarity	0.7086	NPC200743
Intermediate Similarity	0.7077	NPC241024
Intermediate Similarity	0.7072	NPC78020
Intermediate Similarity	0.7041	NPC252338
Intermediate Similarity	0.7027	NPC111275
Intermediate Similarity	0.7015	NPC469743
Remote Similarity	0.6995	NPC126492
Remote Similarity	0.6995	NPC158129
Remote Similarity	0.6979	NPC472097
Remote Similarity	0.6974	NPC227582
Remote Similarity	0.6973	NPC267885
Remote Similarity	0.6966	NPC129721
Remote Similarity	0.6954	NPC214428
Remote Similarity	0.6952	NPC271792
Remote Similarity	0.6948	NPC315062
Remote Similarity	0.6941	NPC32002
Remote Similarity	0.6941	NPC315348
Remote Similarity	0.6939	NPC52557
Remote Similarity	0.6935	NPC293472
Remote Similarity	0.6931	NPC472294
Remote Similarity	0.6919	NPC110500
Remote Similarity	0.6919	NPC149155
Remote Similarity	0.6919	NPC203468
Remote Similarity	0.6915	NPC113626
Remote Similarity	0.6898	NPC55772
Remote Similarity	0.6898	NPC248041
Remote Similarity	0.6898	NPC219336
Remote Similarity	0.6898	NPC126709
Remote Similarity	0.6884	NPC162730
Remote Similarity	0.6884	NPC193761
Remote Similarity	0.6882	NPC134586
Remote Similarity	0.6878	NPC143533
Remote Similarity	0.6872	NPC289299
Remote Similarity	0.6872	NPC57994
Remote Similarity	0.6866	NPC277350
Remote Similarity	0.6863	NPC204303
Remote Similarity	0.6862	NPC91179
Remote Similarity	0.6859	NPC235684
Remote Similarity	0.6854	NPC207726
Remote Similarity	0.6852	NPC316411
Remote Similarity	0.6845	NPC15573
Remote Similarity	0.6845	NPC183662
Remote Similarity	0.6845	NPC145885
Remote Similarity	0.6845	NPC84827
Remote Similarity	0.6845	NPC14113
Remote Similarity	0.6845	NPC217372
Remote Similarity	0.6845	NPC211997
Remote Similarity	0.6834	NPC471944
Remote Similarity	0.6825	NPC192270
Remote Similarity	0.6823	NPC278434
Remote Similarity	0.6816	NPC285469
Remote Similarity	0.6814	NPC234999
Remote Similarity	0.6809	NPC283219
Remote Similarity	0.6808	NPC192712
Remote Similarity	0.6806	NPC282103
Remote Similarity	0.68	NPC57398
Remote Similarity	0.68	NPC474116
Remote Similarity	0.6791	NPC267853
Remote Similarity	0.6788	NPC175474
Remote Similarity	0.6774	NPC191310
Remote Similarity	0.6772	NPC314919
Remote Similarity	0.6771	NPC315555
Remote Similarity	0.6769	NPC472292
Remote Similarity	0.6768	NPC131887
Remote Similarity	0.6768	NPC67288
Remote Similarity	0.6765	NPC478158
Remote Similarity	0.6763	NPC478157
Remote Similarity	0.6759	NPC244897
Remote Similarity	0.6758	NPC194881
Remote Similarity	0.6757	NPC116961
Remote Similarity	0.6755	NPC234987
Remote Similarity	0.6754	NPC258480
Remote Similarity	0.6748	NPC475778
Remote Similarity	0.6744	NPC104483
Remote Similarity	0.674	NPC67056
Remote Similarity	0.6739	NPC41717
Remote Similarity	0.6738	NPC139763
Remote Similarity	0.6737	NPC71037
Remote Similarity	0.6735	NPC81802
Remote Similarity	0.6735	NPC472210
Remote Similarity	0.6735	NPC247735
Remote Similarity	0.6735	NPC472295
Remote Similarity	0.6735	NPC269886
Remote Similarity	0.6734	NPC293917
Remote Similarity	0.6731	NPC330009
Remote Similarity	0.6731	NPC469928
Remote Similarity	0.6728	NPC323198
Remote Similarity	0.6725	NPC471312
Remote Similarity	0.672	NPC287795
Remote Similarity	0.672	NPC6982
Remote Similarity	0.672	NPC133261
Remote Similarity	0.6719	NPC79062
Remote Similarity	0.6719	NPC472107
Remote Similarity	0.6716	NPC476874
Remote Similarity	0.6716	NPC260900
Remote Similarity	0.6716	NPC476073
Remote Similarity	0.6716	NPC137589
Remote Similarity	0.6712	NPC104712
Remote Similarity	0.6703	NPC322644
Remote Similarity	0.6703	NPC201700
Remote Similarity	0.6702	NPC243058
Remote Similarity	0.6702	NPC288785
Remote Similarity	0.6701	NPC181502
Remote Similarity	0.6701	NPC85066
Remote Similarity	0.6701	NPC276517
Remote Similarity	0.6699	NPC82370
Remote Similarity	0.6684	NPC469896
Remote Similarity	0.6684	NPC62749
Remote Similarity	0.6684	NPC478077
Remote Similarity	0.6684	NPC94752
Remote Similarity	0.6684	NPC66210
Remote Similarity	0.6684	NPC99428
Remote Similarity	0.6683	NPC61038
Remote Similarity	0.6683	NPC474412
Remote Similarity	0.6683	NPC149708
Remote Similarity	0.6667	NPC16667
Remote Similarity	0.6667	NPC245916
Remote Similarity	0.6667	NPC207851
Remote Similarity	0.6667	NPC59269
Remote Similarity	0.6667	NPC472116
Remote Similarity	0.6667	NPC11445
Remote Similarity	0.6667	NPC477065
Remote Similarity	0.6667	NPC472293
Remote Similarity	0.6667	NPC75634
Remote Similarity	0.665	NPC74413
Remote Similarity	0.665	NPC473376
Remote Similarity	0.6649	NPC17059
Remote Similarity	0.6633	NPC473763
Remote Similarity	0.6633	NPC138370
Remote Similarity	0.6633	NPC117244
Remote Similarity	0.663	NPC476118
Remote Similarity	0.663	NPC194640
Remote Similarity	0.6625	NPC476566
Remote Similarity	0.662	NPC33949
Remote Similarity	0.6617	NPC313985
Remote Similarity	0.6617	NPC81654
Remote Similarity	0.6617	NPC249150
Remote Similarity	0.6617	NPC49196
Remote Similarity	0.6617	NPC195461
Remote Similarity	0.6617	NPC79129
Remote Similarity	0.6616	NPC195239
Remote Similarity	0.6616	NPC157828
Remote Similarity	0.6615	NPC19679
Remote Similarity	0.6615	NPC213629
Remote Similarity	0.6615	NPC472104
Remote Similarity	0.6614	NPC472122
Remote Similarity	0.6614	NPC24594
Remote Similarity	0.6614	NPC84347
Remote Similarity	0.6613	NPC63751
Remote Similarity	0.6612	NPC81229
Remote Similarity	0.6612	NPC255229
Remote Similarity	0.6611	NPC469760
Remote Similarity	0.6611	NPC469765
Remote Similarity	0.6611	NPC259644
Remote Similarity	0.6611	NPC469786
Remote Similarity	0.6611	NPC73952
Remote Similarity	0.6611	NPC469763
Remote Similarity	0.6611	NPC25008
Remote Similarity	0.66	NPC50503
Remote Similarity	0.6599	NPC471448
Remote Similarity	0.6599	NPC67551
Remote Similarity	0.6598	NPC160381
Remote Similarity	0.6598	NPC90415
Remote Similarity	0.6596	NPC161861
Remote Similarity	0.6596	NPC34508
Remote Similarity	0.6595	NPC477975
Remote Similarity	0.6595	NPC470508
Remote Similarity	0.6588	NPC322488
Remote Similarity	0.6587	NPC110182
Remote Similarity	0.6584	NPC300183
Remote Similarity	0.658	NPC228835
Remote Similarity	0.658	NPC203635
Remote Similarity	0.6579	NPC284775
Remote Similarity	0.6579	NPC151939
Remote Similarity	0.6579	NPC326575
Remote Similarity	0.6575	NPC211572
Remote Similarity	0.6575	NPC80597
Remote Similarity	0.6575	NPC70922
Remote Similarity	0.6575	NPC212376
Remote Similarity	0.6575	NPC75540
Remote Similarity	0.6567	NPC81535
Remote Similarity	0.6567	NPC472297
Remote Similarity	0.6567	NPC472296
Remote Similarity	0.6561	NPC472586
Remote Similarity	0.6559	NPC474561

Drug Structure

NPD5471 OpenBabel08211708292D 28 31 0 0 0 0 0 0 0 0999 V2000 -3.3839 1.2145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9551 0.2434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3973 -2.8457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4486 -2.3573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2431 -2.3573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4486 -1.3806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2431 -1.3806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1861 1.4161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8392 -0.2194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1304 1.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7835 -0.4197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7545 2.4614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9411 0.2162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7540 1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3973 -0.8923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5405 0.6985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4290 0.2979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1871 1.6805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9707 0.1081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6536 3.4214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5805 0.7990 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 -2.3345 1.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3733 0.0976 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7836 1.7886 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4345 3.9887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2282 3.8140 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3291 4.7740 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 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 7 2 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 12 20 1 0 0 0 0 13 19 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 14 25 1 0 0 0 0 15 22 1 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 21 2 0 0 0 0 18 25 1 0 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000302
DrugBank	DB04725
ChEMBL	CHEMBL300982
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	133021
ChEBI
CAS Number	156897-06-2

Drug Properties

Molecular Weight	379.13
ALogP	1.7995
MLogP	3.55
XLogP	7.026
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	42.23
RO5 Violation	1