NPASS drugs

Drug Information

Drug ID:	NPD5947
Drug Name:
Molecular Formula:	C24H28N4O7S
Canonical SMILES:	OCCC(C(=O)O)ON=C1C(=O)Nc2c1cc(c1ccc(cc1)S(=O)(=O)N(C)C)c1c2CN(CC1)C
Standard InCHI:	InChI=1S/C24H28N4O7S/c1-27(2)36(33,34)15-6-4-14(5-7-15)17-12-18-21(19-13-28(3)10-8-16(17)19)25-23(30)22(18)26-35-20(9-11-29)24(31)32/h4-7,12,20,29H,8-11,13H2,1-3H3,(H,31,32)(H,25,26,30)
Standard InCHIKey:	CFJRSKULEDUDKL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5947

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	161
0.1-0.2	1109
0.2-0.3	5228
0.3-0.4	16613
0.4-0.5	5648
0.5-0.6	2058
0.6-0.7	73
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	0.6459	NPC85066
Remote Similarity	0.6459	NPC181502
Remote Similarity	0.6453	NPC477159
Remote Similarity	0.6422	NPC470003
Remote Similarity	0.6381	NPC221687
Remote Similarity	0.6359	NPC309531
Remote Similarity	0.6359	NPC472102
Remote Similarity	0.6359	NPC282092
Remote Similarity	0.6347	NPC234999
Remote Similarity	0.6279	NPC471512
Remote Similarity	0.6262	NPC245741
Remote Similarity	0.6261	NPC471741
Remote Similarity	0.6238	NPC13367
Remote Similarity	0.6233	NPC195461
Remote Similarity	0.6233	NPC249150
Remote Similarity	0.6233	NPC79129
Remote Similarity	0.6233	NPC313985
Remote Similarity	0.6233	NPC81654
Remote Similarity	0.6233	NPC49196
Remote Similarity	0.6229	NPC472207
Remote Similarity	0.6225	NPC475094
Remote Similarity	0.6216	NPC475778
Remote Similarity	0.6215	NPC50503
Remote Similarity	0.6207	NPC129624
Remote Similarity	0.6197	NPC473375
Remote Similarity	0.6197	NPC97100
Remote Similarity	0.6193	NPC225319
Remote Similarity	0.6193	NPC315368
Remote Similarity	0.6184	NPC471742
Remote Similarity	0.6181	NPC472106
Remote Similarity	0.6168	NPC475559
Remote Similarity	0.6162	NPC472101
Remote Similarity	0.6162	NPC472120
Remote Similarity	0.6162	NPC282339
Remote Similarity	0.6162	NPC99632
Remote Similarity	0.6162	NPC472117
Remote Similarity	0.6161	NPC129909
Remote Similarity	0.6154	NPC52262
Remote Similarity	0.6143	NPC175474
Remote Similarity	0.6135	NPC19679
Remote Similarity	0.6111	NPC192674
Remote Similarity	0.6101	NPC162730
Remote Similarity	0.6095	NPC472323
Remote Similarity	0.6093	NPC90967
Remote Similarity	0.6093	NPC302548
Remote Similarity	0.6091	NPC104345
Remote Similarity	0.608	NPC176983
Remote Similarity	0.6068	NPC218594
Remote Similarity	0.6068	NPC99043
Remote Similarity	0.6066	NPC284706
Remote Similarity	0.6066	NPC477998
Remote Similarity	0.6064	NPC315051
Remote Similarity	0.6061	NPC36495
Remote Similarity	0.6049	NPC471743
Remote Similarity	0.6042	NPC264589
Remote Similarity	0.6041	NPC29285
Remote Similarity	0.6039	NPC11149
Remote Similarity	0.6038	NPC473298
Remote Similarity	0.6038	NPC329858
Remote Similarity	0.6032	NPC470301
Remote Similarity	0.6032	NPC22082
Remote Similarity	0.6032	NPC186284
Remote Similarity	0.603	NPC201424
Remote Similarity	0.6027	NPC204303
Remote Similarity	0.6027	NPC474116
Remote Similarity	0.6009	NPC281049
Remote Similarity	0.6008	NPC107836
Remote Similarity	0.6	NPC35510
Remote Similarity	0.6	NPC469741
Remote Similarity	0.6	NPC329688
Remote Similarity	0.6	NPC253667
Remote Similarity	0.6	NPC189812
Remote Similarity	0.6	NPC475763
Remote Similarity	0.5991	NPC61435
Remote Similarity	0.5991	NPC149708
Remote Similarity	0.5981	NPC470205
Remote Similarity	0.598	NPC6982
Remote Similarity	0.5972	NPC311858
Remote Similarity	0.597	NPC328270
Remote Similarity	0.5969	NPC117032
Remote Similarity	0.5966	NPC475424
Remote Similarity	0.5966	NPC79107
Remote Similarity	0.5962	NPC286994
Remote Similarity	0.5962	NPC95783
Remote Similarity	0.596	NPC472846
Remote Similarity	0.596	NPC172937
Remote Similarity	0.596	NPC94167
Remote Similarity	0.5957	NPC287358
Remote Similarity	0.5951	NPC285622
Remote Similarity	0.5951	NPC96901
Remote Similarity	0.595	NPC143457
Remote Similarity	0.595	NPC248117
Remote Similarity	0.5949	NPC473329
Remote Similarity	0.5938	NPC478158
Remote Similarity	0.5936	NPC475489
Remote Similarity	0.5935	NPC117244
Remote Similarity	0.5935	NPC473763
Remote Similarity	0.5931	NPC472118
Remote Similarity	0.593	NPC61013
Remote Similarity	0.5928	NPC476115
Remote Similarity	0.5928	NPC212799
Remote Similarity	0.5926	NPC289299
Remote Similarity	0.5926	NPC294693
Remote Similarity	0.5926	NPC57994
Remote Similarity	0.592	NPC286871
Remote Similarity	0.592	NPC476231
Remote Similarity	0.5919	NPC477065
Remote Similarity	0.5919	NPC474905
Remote Similarity	0.5917	NPC473747
Remote Similarity	0.5917	NPC52557
Remote Similarity	0.5913	NPC213468
Remote Similarity	0.5911	NPC182131
Remote Similarity	0.5911	NPC214960
Remote Similarity	0.5911	NPC279527
Remote Similarity	0.5909	NPC300183
Remote Similarity	0.5909	NPC473297
Remote Similarity	0.5905	NPC470317
Remote Similarity	0.59	NPC193410
Remote Similarity	0.5896	NPC315555
Remote Similarity	0.5895	NPC243162
Remote Similarity	0.5894	NPC264482
Remote Similarity	0.5894	NPC203202
Remote Similarity	0.5891	NPC472587
Remote Similarity	0.5891	NPC21174
Remote Similarity	0.5891	NPC271797
Remote Similarity	0.589	NPC473806
Remote Similarity	0.589	NPC32200
Remote Similarity	0.589	NPC471634
Remote Similarity	0.5888	NPC128582
Remote Similarity	0.5888	NPC314333
Remote Similarity	0.5885	NPC478040
Remote Similarity	0.5885	NPC15840
Remote Similarity	0.5882	NPC473484
Remote Similarity	0.5882	NPC476874
Remote Similarity	0.588	NPC472843
Remote Similarity	0.5877	NPC478157
Remote Similarity	0.5877	NPC97584
Remote Similarity	0.5874	NPC214626
Remote Similarity	0.5874	NPC277350
Remote Similarity	0.5874	NPC18661
Remote Similarity	0.5874	NPC139085
Remote Similarity	0.5874	NPC161861
Remote Similarity	0.5874	NPC251212
Remote Similarity	0.587	NPC174788
Remote Similarity	0.5869	NPC181928
Remote Similarity	0.5867	NPC477548
Remote Similarity	0.5865	NPC68354
Remote Similarity	0.5864	NPC475151
Remote Similarity	0.5862	NPC71132
Remote Similarity	0.5859	NPC75634
Remote Similarity	0.5858	NPC94428
Remote Similarity	0.5858	NPC263937
Remote Similarity	0.5855	NPC314186
Remote Similarity	0.5855	NPC136002
Remote Similarity	0.585	NPC113946
Remote Similarity	0.5849	NPC133003
Remote Similarity	0.5848	NPC323927
Remote Similarity	0.5847	NPC191382
Remote Similarity	0.5847	NPC56109
Remote Similarity	0.5845	NPC475097
Remote Similarity	0.5845	NPC275305
Remote Similarity	0.5845	NPC37423
Remote Similarity	0.5844	NPC52254
Remote Similarity	0.5842	NPC194881
Remote Similarity	0.5838	NPC187231
Remote Similarity	0.5838	NPC314431
Remote Similarity	0.5838	NPC33421
Remote Similarity	0.5838	NPC154602
Remote Similarity	0.5837	NPC176199
Remote Similarity	0.5837	NPC215795
Remote Similarity	0.5837	NPC270009
Remote Similarity	0.5837	NPC6974
Remote Similarity	0.5837	NPC155444
Remote Similarity	0.5833	NPC278887
Remote Similarity	0.583	NPC254850
Remote Similarity	0.583	NPC477178
Remote Similarity	0.583	NPC477180
Remote Similarity	0.583	NPC477181
Remote Similarity	0.583	NPC185742
Remote Similarity	0.583	NPC475847
Remote Similarity	0.5826	NPC79386
Remote Similarity	0.5825	NPC472242
Remote Similarity	0.5822	NPC478077
Remote Similarity	0.5821	NPC6436
Remote Similarity	0.5818	NPC241024
Remote Similarity	0.5816	NPC109787
Remote Similarity	0.5814	NPC313293
Remote Similarity	0.5812	NPC130251
Remote Similarity	0.581	NPC91179
Remote Similarity	0.5805	NPC223595
Remote Similarity	0.5805	NPC167724
Remote Similarity	0.5805	NPC63047
Remote Similarity	0.5805	NPC475248
Remote Similarity	0.5805	NPC224970
Remote Similarity	0.5804	NPC470490
Remote Similarity	0.5804	NPC477173
Remote Similarity	0.5804	NPC477174
Remote Similarity	0.5804	NPC187456
Remote Similarity	0.5802	NPC472119
Remote Similarity	0.5801	NPC82070

Drug Structure

NPD5947 OpenBabel08211708292D 39 42 0 0 1 0 0 0 0 0999 V2000 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5436 5.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5218 5.3375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2346 6.4965 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 6.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 7.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9037 7.2396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 6.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5873 5.9612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1909 6.0806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7024 7.9487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8819 7.0317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5947 8.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 6.7044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 7.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1690 5.8727 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2638 8.9338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 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 1 0 0 0 0 9 11 1 0 0 0 0 9 20 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 13 28 1 0 0 0 0 14 17 1 0 0 0 0 15 36 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 20 35 1 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 3 0 0 0 23 25 1 0 0 0 0 23 30 2 0 0 0 0 24 31 2 0 0 0 0 24 32 1 0 0 0 0 25 37 1 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 29 38 1 0 0 0 0 32 39 1 0 0 0 0 33 36 2 0 0 0 0 34 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000899
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918411
ChEBI
CAS Number

Drug Properties

Molecular Weight	516.17
ALogP	-2.3657
MLogP	2.78
XLogP	1.463
HDA	9
HBD	3
Rotatable Bonds	13
TPSA	157.22
RO5 Violation	0