NPASS drugs

Drug Information

Drug ID:	NPD6576
Drug Name:	RWJ-46458
Molecular Formula:	C26H29N5O3
Canonical SMILES:	CCOC(=O)/C=C/1CC(C)(CC)CC(=O)N1Cc1ccc(cc1)c1ccccc1c1nn[nH]n1
Standard InCHI:	InChI=1S/C26H29N5O3/c1-4-26(3)15-20(14-24(33)34-5-2)31(23(32)16-26)17-18-10-12-19(13-11-18)21-8-6-7-9-22(21)25-27-29-30-28-25/h6-14H,4-5,15-17H2,1-3H3,(H,27,28,29,30)/b20-14+
Standard InCHIKey:	JBEUFWOCGLXNCS-XSFVSMFZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6576

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	224
0.1-0.2	1401
0.2-0.3	6670
0.3-0.4	15456
0.4-0.5	5029
0.5-0.6	2046
0.6-0.7	64
0.7-0.8	0
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
Remote Similarity	0.6755	NPC28848
Remote Similarity	0.6755	NPC14325
Remote Similarity	0.6629	NPC473329
Remote Similarity	0.6513	NPC311858
Remote Similarity	0.6382	NPC129909
Remote Similarity	0.6324	NPC477887
Remote Similarity	0.6319	NPC243756
Remote Similarity	0.629	NPC193410
Remote Similarity	0.6269	NPC55493
Remote Similarity	0.6268	NPC243850
Remote Similarity	0.6257	NPC248117
Remote Similarity	0.6256	NPC245916
Remote Similarity	0.6244	NPC470003
Remote Similarity	0.6244	NPC192674
Remote Similarity	0.6237	NPC61013
Remote Similarity	0.6223	NPC194881
Remote Similarity	0.6212	NPC133003
Remote Similarity	0.6211	NPC470509
Remote Similarity	0.6207	NPC19692
Remote Similarity	0.6207	NPC220151
Remote Similarity	0.62	NPC63199
Remote Similarity	0.62	NPC111602
Remote Similarity	0.62	NPC196251
Remote Similarity	0.62	NPC102338
Remote Similarity	0.6193	NPC470205
Remote Similarity	0.6176	NPC79356
Remote Similarity	0.6176	NPC102592
Remote Similarity	0.6162	NPC21429
Remote Similarity	0.6158	NPC469560
Remote Similarity	0.6129	NPC161827
Remote Similarity	0.6119	NPC61435
Remote Similarity	0.6108	NPC122106
Remote Similarity	0.6105	NPC8104
Remote Similarity	0.61	NPC135601
Remote Similarity	0.61	NPC17273
Remote Similarity	0.61	NPC141612
Remote Similarity	0.6094	NPC167724
Remote Similarity	0.6094	NPC223595
Remote Similarity	0.6094	NPC224970
Remote Similarity	0.6089	NPC22082
Remote Similarity	0.6089	NPC186284
Remote Similarity	0.6082	NPC161861
Remote Similarity	0.6082	NPC96901
Remote Similarity	0.6066	NPC277350
Remote Similarity	0.6064	NPC123241
Remote Similarity	0.6032	NPC243673
Remote Similarity	0.6032	NPC97380
Remote Similarity	0.6032	NPC148468
Remote Similarity	0.6032	NPC310403
Remote Similarity	0.6032	NPC63210
Remote Similarity	0.6032	NPC263709
Remote Similarity	0.602	NPC203202
Remote Similarity	0.602	NPC264482
Remote Similarity	0.6011	NPC470440
Remote Similarity	0.6011	NPC469536
Remote Similarity	0.601	NPC329858
Remote Similarity	0.601	NPC324091
Remote Similarity	0.601	NPC241024
Remote Similarity	0.6	NPC251212
Remote Similarity	0.6	NPC139085
Remote Similarity	0.6	NPC162730
Remote Similarity	0.6	NPC214626
Remote Similarity	0.6	NPC472119
Remote Similarity	0.6	NPC104483
Remote Similarity	0.5991	NPC477979
Remote Similarity	0.5989	NPC281094
Remote Similarity	0.5969	NPC293458
Remote Similarity	0.5968	NPC66936
Remote Similarity	0.5968	NPC154602
Remote Similarity	0.5967	NPC238499
Remote Similarity	0.596	NPC248462
Remote Similarity	0.596	NPC218594
Remote Similarity	0.596	NPC6974
Remote Similarity	0.596	NPC99043
Remote Similarity	0.5955	NPC471123
Remote Similarity	0.5954	NPC478079
Remote Similarity	0.5951	NPC471386
Remote Similarity	0.5947	NPC36495
Remote Similarity	0.5944	NPC130251
Remote Similarity	0.5938	NPC478182
Remote Similarity	0.5931	NPC314333
Remote Similarity	0.5926	NPC63370
Remote Similarity	0.5926	NPC36836
Remote Similarity	0.5924	NPC474116
Remote Similarity	0.5918	NPC191310
Remote Similarity	0.5916	NPC474058
Remote Similarity	0.5916	NPC225319
Remote Similarity	0.5909	NPC234987
Remote Similarity	0.5907	NPC71132
Remote Similarity	0.5907	NPC52059
Remote Similarity	0.5907	NPC470069
Remote Similarity	0.5905	NPC214428
Remote Similarity	0.5905	NPC128265
Remote Similarity	0.5905	NPC312870
Remote Similarity	0.5905	NPC199851
Remote Similarity	0.5905	NPC294909
Remote Similarity	0.5905	NPC254240
Remote Similarity	0.5897	NPC65080
Remote Similarity	0.5895	NPC211525
Remote Similarity	0.5895	NPC153694
Remote Similarity	0.5895	NPC104345
Remote Similarity	0.5892	NPC478186
Remote Similarity	0.5882	NPC33421
Remote Similarity	0.5882	NPC175474
Remote Similarity	0.5877	NPC300183
Remote Similarity	0.5877	NPC471944
Remote Similarity	0.5876	NPC114637
Remote Similarity	0.5873	NPC473297
Remote Similarity	0.5871	NPC159963
Remote Similarity	0.5871	NPC143533
Remote Similarity	0.5871	NPC159125
Remote Similarity	0.5869	NPC289086
Remote Similarity	0.5867	NPC126492
Remote Similarity	0.5864	NPC276085
Remote Similarity	0.5862	NPC66210
Remote Similarity	0.586	NPC109787
Remote Similarity	0.586	NPC477974
Remote Similarity	0.5855	NPC478184
Remote Similarity	0.5855	NPC21174
Remote Similarity	0.5855	NPC271797
Remote Similarity	0.5851	NPC117032
Remote Similarity	0.585	NPC88110
Remote Similarity	0.585	NPC24864
Remote Similarity	0.585	NPC286994
Remote Similarity	0.5838	NPC298851
Remote Similarity	0.5838	NPC210415
Remote Similarity	0.5838	NPC21752
Remote Similarity	0.5838	NPC285622
Remote Similarity	0.5838	NPC276993
Remote Similarity	0.5838	NPC181138
Remote Similarity	0.5838	NPC293255
Remote Similarity	0.5833	NPC477548
Remote Similarity	0.5829	NPC211997
Remote Similarity	0.5829	NPC186669
Remote Similarity	0.5829	NPC470279
Remote Similarity	0.5825	NPC477975
Remote Similarity	0.582	NPC200743
Remote Similarity	0.5819	NPC207428
Remote Similarity	0.5816	NPC116961
Remote Similarity	0.5812	NPC222029
Remote Similarity	0.5812	NPC113946
Remote Similarity	0.581	NPC52557
Remote Similarity	0.5808	NPC329338
Remote Similarity	0.5808	NPC469726
Remote Similarity	0.5803	NPC99632
Remote Similarity	0.5803	NPC282339
Remote Similarity	0.5801	NPC65408
Remote Similarity	0.5799	NPC74562
Remote Similarity	0.5799	NPC316181
Remote Similarity	0.5799	NPC264580
Remote Similarity	0.5799	NPC151781
Remote Similarity	0.5797	NPC472113
Remote Similarity	0.5795	NPC56233
Remote Similarity	0.5789	NPC472116
Remote Similarity	0.5781	NPC293487
Remote Similarity	0.5779	NPC134586
Remote Similarity	0.5771	NPC469896
Remote Similarity	0.5769	NPC472210
Remote Similarity	0.5769	NPC269886
Remote Similarity	0.5769	NPC81802
Remote Similarity	0.5769	NPC247735
Remote Similarity	0.5769	NPC103230
Remote Similarity	0.5769	NPC472295
Remote Similarity	0.5767	NPC285381
Remote Similarity	0.5767	NPC238457
Remote Similarity	0.5766	NPC281049
Remote Similarity	0.5765	NPC63047
Remote Similarity	0.5765	NPC475248
Remote Similarity	0.5764	NPC258480
Remote Similarity	0.5761	NPC277157
Remote Similarity	0.576	NPC478158
Remote Similarity	0.5756	NPC14994
Remote Similarity	0.5756	NPC472323
Remote Similarity	0.5755	NPC49196
Remote Similarity	0.5755	NPC249150
Remote Similarity	0.5755	NPC195461
Remote Similarity	0.5755	NPC79129
Remote Similarity	0.5755	NPC475151
Remote Similarity	0.5755	NPC81654
Remote Similarity	0.5755	NPC313985
Remote Similarity	0.5751	NPC81229
Remote Similarity	0.5751	NPC255229
Remote Similarity	0.575	NPC260075
Remote Similarity	0.5749	NPC25401
Remote Similarity	0.5749	NPC472097
Remote Similarity	0.5748	NPC317701
Remote Similarity	0.5746	NPC77992
Remote Similarity	0.5743	NPC113626
Remote Similarity	0.5742	NPC57994
Remote Similarity	0.5742	NPC289299
Remote Similarity	0.5742	NPC474121
Remote Similarity	0.5741	NPC477065
Remote Similarity	0.5738	NPC301760
Remote Similarity	0.5738	NPC161069
Remote Similarity	0.5735	NPC67288
Remote Similarity	0.5735	NPC280290
Remote Similarity	0.5735	NPC79062
Remote Similarity	0.5735	NPC472107
Remote Similarity	0.573	NPC473962
Remote Similarity	0.5729	NPC299594

Drug Structure

NPD6576 OpenBabel08211710072D 35 38 0 0 1 0 0 0 0 0999 V2000 5.1135 1.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4795 7.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6135 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1135 1.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4795 6.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7475 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7475 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7475 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8814 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 2.3364 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8814 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0154 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4795 4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 6.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 34 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 21 2 0 0 0 0 9 22 2 0 0 0 0 10 12 1 0 0 0 0 10 18 2 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 23 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 31 1 0 0 0 0 19 21 1 0 0 0 0 20 31 1 0 0 0 0 21 22 1 0 0 0 0 22 25 1 0 0 0 0 23 31 1 0 0 0 0 23 32 2 0 0 0 0 24 33 2 0 0 0 0 24 34 1 0 0 0 0 25 27 2 0 0 0 0 25 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002092
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	459.23
ALogP	0.0674
MLogP	3.44
XLogP	7.395
HDA	8
HBD	1
Rotatable Bonds	11
TPSA	101.07
RO5 Violation	1