NPASS drugs

Drug Information

Drug ID:	NPD5472
Drug Name:
Molecular Formula:	C23H22ClNO2
Canonical SMILES:	[O-]C(=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)/p-1
Standard InCHIKey:	UAWXGRJVZSAUSZ-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5472

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	249
0.1-0.2	1363
0.2-0.3	7519
0.3-0.4	14847
0.4-0.5	4050
0.5-0.6	1997
0.6-0.7	847
0.7-0.8	18
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	0.7405	NPC329858
Intermediate Similarity	0.7322	NPC472119
Intermediate Similarity	0.7312	NPC314333
Intermediate Similarity	0.7293	NPC213468
Intermediate Similarity	0.7238	NPC64436
Intermediate Similarity	0.7234	NPC55493
Intermediate Similarity	0.7209	NPC200743
Intermediate Similarity	0.7127	NPC469938
Intermediate Similarity	0.7111	NPC126492
Intermediate Similarity	0.709	NPC472097
Intermediate Similarity	0.7074	NPC321708
Intermediate Similarity	0.7066	NPC32002
Intermediate Similarity	0.7066	NPC315348
Intermediate Similarity	0.7062	NPC214428
Intermediate Similarity	0.7048	NPC315062
Intermediate Similarity	0.7047	NPC102008
Intermediate Similarity	0.7021	NPC472323
Intermediate Similarity	0.7011	NPC248462
Remote Similarity	0.699	NPC162730
Remote Similarity	0.6989	NPC143533
Remote Similarity	0.6989	NPC159125
Remote Similarity	0.6978	NPC477976
Remote Similarity	0.6973	NPC15840
Remote Similarity	0.697	NPC277350
Remote Similarity	0.6959	NPC474916
Remote Similarity	0.6957	NPC145885
Remote Similarity	0.6957	NPC84827
Remote Similarity	0.6957	NPC14113
Remote Similarity	0.6948	NPC316411
Remote Similarity	0.6923	NPC241024
Remote Similarity	0.6915	NPC282103
Remote Similarity	0.6906	NPC78020
Remote Similarity	0.6905	NPC192712
Remote Similarity	0.6904	NPC474116
Remote Similarity	0.6888	NPC252338
Remote Similarity	0.6887	NPC267853
Remote Similarity	0.6885	NPC191310
Remote Similarity	0.6882	NPC314919
Remote Similarity	0.6875	NPC472292
Remote Similarity	0.6872	NPC67288
Remote Similarity	0.6872	NPC194881
Remote Similarity	0.6868	NPC116961
Remote Similarity	0.6866	NPC469743
Remote Similarity	0.6865	NPC234987
Remote Similarity	0.6865	NPC111275
Remote Similarity	0.6864	NPC104483
Remote Similarity	0.6862	NPC258480
Remote Similarity	0.6854	NPC244897
Remote Similarity	0.6839	NPC247735
Remote Similarity	0.6839	NPC472210
Remote Similarity	0.6839	NPC269886
Remote Similarity	0.6839	NPC472295
Remote Similarity	0.6839	NPC81802
Remote Similarity	0.6831	NPC158129
Remote Similarity	0.6825	NPC472107
Remote Similarity	0.6825	NPC79062
Remote Similarity	0.6821	NPC227582
Remote Similarity	0.6818	NPC260900
Remote Similarity	0.6818	NPC137589
Remote Similarity	0.6811	NPC267885
Remote Similarity	0.6806	NPC104712
Remote Similarity	0.6798	NPC129721
Remote Similarity	0.6791	NPC469896
Remote Similarity	0.6791	NPC271792
Remote Similarity	0.6789	NPC66210
Remote Similarity	0.6786	NPC52557
Remote Similarity	0.678	NPC474412
Remote Similarity	0.6774	NPC293472
Remote Similarity	0.6772	NPC472294
Remote Similarity	0.6769	NPC245916
Remote Similarity	0.6769	NPC472293
Remote Similarity	0.6769	NPC472116
Remote Similarity	0.6766	NPC477065
Remote Similarity	0.6757	NPC110500
Remote Similarity	0.6757	NPC203468
Remote Similarity	0.6757	NPC149155
Remote Similarity	0.6755	NPC113626
Remote Similarity	0.6752	NPC476566
Remote Similarity	0.6751	NPC74413
Remote Similarity	0.6738	NPC219336
Remote Similarity	0.6738	NPC126709
Remote Similarity	0.6738	NPC248041
Remote Similarity	0.6738	NPC55772
Remote Similarity	0.6736	NPC138370
Remote Similarity	0.6734	NPC193761
Remote Similarity	0.6722	NPC81229
Remote Similarity	0.6722	NPC255229
Remote Similarity	0.672	NPC472104
Remote Similarity	0.672	NPC84347
Remote Similarity	0.672	NPC134586
Remote Similarity	0.6718	NPC289299
Remote Similarity	0.6718	NPC57994
Remote Similarity	0.6716	NPC204303
Remote Similarity	0.6703	NPC161861
Remote Similarity	0.6702	NPC160381
Remote Similarity	0.6702	NPC235684
Remote Similarity	0.6702	NPC91179
Remote Similarity	0.6685	NPC207726
Remote Similarity	0.6684	NPC284775
Remote Similarity	0.6684	NPC211997
Remote Similarity	0.6684	NPC183662
Remote Similarity	0.6684	NPC15573
Remote Similarity	0.6684	NPC217372
Remote Similarity	0.6683	NPC471944
Remote Similarity	0.6667	NPC472296
Remote Similarity	0.6667	NPC477591
Remote Similarity	0.6667	NPC234999
Remote Similarity	0.6667	NPC114637
Remote Similarity	0.6667	NPC472297
Remote Similarity	0.6667	NPC81535
Remote Similarity	0.6667	NPC192270
Remote Similarity	0.6667	NPC278434
Remote Similarity	0.665	NPC57398
Remote Similarity	0.6649	NPC283219
Remote Similarity	0.6648	NPC285469
Remote Similarity	0.6633	NPC474121
Remote Similarity	0.6632	NPC111602
Remote Similarity	0.6632	NPC175474
Remote Similarity	0.6632	NPC102338
Remote Similarity	0.6632	NPC470205
Remote Similarity	0.6632	NPC63199
Remote Similarity	0.6632	NPC196251
Remote Similarity	0.6618	NPC478157
Remote Similarity	0.6618	NPC478158
Remote Similarity	0.6616	NPC131887
Remote Similarity	0.6615	NPC315555
Remote Similarity	0.6615	NPC471386
Remote Similarity	0.6611	NPC477887
Remote Similarity	0.6602	NPC475778
Remote Similarity	0.6602	NPC472098
Remote Similarity	0.6593	NPC242116
Remote Similarity	0.659	NPC323198
Remote Similarity	0.6587	NPC36405
Remote Similarity	0.6587	NPC469928
Remote Similarity	0.6587	NPC330009
Remote Similarity	0.6583	NPC293917
Remote Similarity	0.6579	NPC71037
Remote Similarity	0.6578	NPC139763
Remote Similarity	0.6576	NPC41717
Remote Similarity	0.6575	NPC67056
Remote Similarity	0.6567	NPC476073
Remote Similarity	0.6567	NPC476874
Remote Similarity	0.6561	NPC133261
Remote Similarity	0.6559	NPC6982
Remote Similarity	0.6559	NPC287795
Remote Similarity	0.6557	NPC8104
Remote Similarity	0.6557	NPC21174
Remote Similarity	0.6557	NPC271797
Remote Similarity	0.6553	NPC82370
Remote Similarity	0.6552	NPC20144
Remote Similarity	0.655	NPC471312
Remote Similarity	0.6548	NPC276517
Remote Similarity	0.6548	NPC181502
Remote Similarity	0.6548	NPC85066
Remote Similarity	0.6545	NPC243058
Remote Similarity	0.6543	NPC288785
Remote Similarity	0.6541	NPC201700
Remote Similarity	0.6538	NPC201424
Remote Similarity	0.6538	NPC322644
Remote Similarity	0.6537	NPC61038
Remote Similarity	0.6533	NPC149708
Remote Similarity	0.6531	NPC314058
Remote Similarity	0.6531	NPC316018
Remote Similarity	0.6528	NPC99428
Remote Similarity	0.6528	NPC478077
Remote Similarity	0.6528	NPC62749
Remote Similarity	0.6528	NPC94752
Remote Similarity	0.6524	NPC473041
Remote Similarity	0.6524	NPC96321
Remote Similarity	0.6522	NPC477975
Remote Similarity	0.6522	NPC71132
Remote Similarity	0.6522	NPC75634
Remote Similarity	0.6515	NPC11445
Remote Similarity	0.6513	NPC472112
Remote Similarity	0.651	NPC207851
Remote Similarity	0.6508	NPC59269
Remote Similarity	0.6508	NPC14325
Remote Similarity	0.6508	NPC28848
Remote Similarity	0.6505	NPC471943
Remote Similarity	0.6503	NPC16667
Remote Similarity	0.6503	NPC214106
Remote Similarity	0.6502	NPC473376
Remote Similarity	0.6497	NPC192306
Remote Similarity	0.6497	NPC477974
Remote Similarity	0.6497	NPC88315
Remote Similarity	0.6497	NPC473178
Remote Similarity	0.6495	NPC17059
Remote Similarity	0.6488	NPC266249
Remote Similarity	0.6486	NPC56233
Remote Similarity	0.6481	NPC33949
Remote Similarity	0.648	NPC217021
Remote Similarity	0.648	NPC476460
Remote Similarity	0.648	NPC117244
Remote Similarity	0.648	NPC473763
Remote Similarity	0.648	NPC470679
Remote Similarity	0.6477	NPC133003
Remote Similarity	0.6477	NPC99939
Remote Similarity	0.6477	NPC308931
Remote Similarity	0.6471	NPC238457
Remote Similarity	0.6468	NPC79129

Drug Structure

NPD5472 OpenBabel08211708292D 27 30 0 0 0 0 0 0 0 0999 V2000 -3.3800 1.2131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9517 0.2431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3968 -2.8424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4481 -2.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2417 -2.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4481 -1.3790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2417 -1.3790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1836 1.4145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8371 -0.2192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1267 1.2144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7802 -0.4192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7536 2.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9389 0.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7520 1.8944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3968 -0.8912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5387 0.6977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4251 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1869 1.6785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9696 0.1080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6529 3.4174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5798 0.7981 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 -2.3318 1.0964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3682 0.0975 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7827 1.7865 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4329 3.9841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2279 3.8096 0.0000 O 0 5 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 M CHG 1 27 -1 M END $$$$

External Identifiers

TTD	DNC000304
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11542423
ChEBI
CAS Number

Drug Properties

Molecular Weight	378.13
ALogP	1.1217
MLogP	3.55
XLogP	6.545
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	45.06
RO5 Violation	1