NPASS drugs

Drug Information

Drug ID:	NPD6066
Drug Name:
Molecular Formula:	C24H33NO3S
Canonical SMILES:	CCCN([C@@H]1CCc2c(C1)ccc(c2)CS(=O)(=O)c1ccc(cc1)OC)CCC
Standard InCHI:	InChI=1S/C24H33NO3S/c1-4-14-25(15-5-2)22-9-8-20-16-19(6-7-21(20)17-22)18-29(26,27)24-12-10-23(28-3)11-13-24/h6-7,10-13,16,22H,4-5,8-9,14-15,17-18H2,1-3H3/t22-/m1/s1
Standard InCHIKey:	HUXFXXWYIRBVJR-JOCHJYFZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6066

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	207
0.1-0.2	1539
0.2-0.3	7028
0.3-0.4	6259
0.4-0.5	9535
0.5-0.6	5804
0.6-0.7	508
0.7-0.8	10
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	0.7517	NPC325568
Intermediate Similarity	0.7403	NPC470925
Intermediate Similarity	0.7125	NPC95075
Intermediate Similarity	0.7125	NPC144863
Intermediate Similarity	0.7125	NPC253883
Intermediate Similarity	0.7125	NPC90844
Intermediate Similarity	0.7055	NPC326316
Intermediate Similarity	0.7055	NPC81733
Intermediate Similarity	0.7037	NPC92541
Intermediate Similarity	0.7037	NPC219162
Remote Similarity	0.6986	NPC321133
Remote Similarity	0.6928	NPC123323
Remote Similarity	0.6923	NPC307682
Remote Similarity	0.6909	NPC26601
Remote Similarity	0.6899	NPC314682
Remote Similarity	0.6894	NPC145304
Remote Similarity	0.6883	NPC118419
Remote Similarity	0.6871	NPC130941
Remote Similarity	0.6855	NPC188163
Remote Similarity	0.6855	NPC474915
Remote Similarity	0.6855	NPC328750
Remote Similarity	0.6855	NPC213206
Remote Similarity	0.6845	NPC476572
Remote Similarity	0.6826	NPC76079
Remote Similarity	0.6826	NPC99659
Remote Similarity	0.6826	NPC325871
Remote Similarity	0.6807	NPC206372
Remote Similarity	0.6807	NPC203424
Remote Similarity	0.6786	NPC203784
Remote Similarity	0.6786	NPC170503
Remote Similarity	0.6786	NPC126519
Remote Similarity	0.6765	NPC166014
Remote Similarity	0.6765	NPC232924
Remote Similarity	0.6765	NPC266753
Remote Similarity	0.6765	NPC160298
Remote Similarity	0.6765	NPC306902
Remote Similarity	0.6765	NPC477559
Remote Similarity	0.6765	NPC27410
Remote Similarity	0.6753	NPC126859
Remote Similarity	0.6753	NPC259665
Remote Similarity	0.6753	NPC89769
Remote Similarity	0.6752	NPC11147
Remote Similarity	0.6727	NPC211296
Remote Similarity	0.6726	NPC244112
Remote Similarity	0.6706	NPC221864
Remote Similarity	0.6687	NPC185838
Remote Similarity	0.6687	NPC189908
Remote Similarity	0.6686	NPC1229
Remote Similarity	0.6686	NPC29647
Remote Similarity	0.6667	NPC271388
Remote Similarity	0.6667	NPC476567
Remote Similarity	0.6667	NPC193528
Remote Similarity	0.6667	NPC235143
Remote Similarity	0.6667	NPC25648
Remote Similarity	0.6667	NPC205255
Remote Similarity	0.6667	NPC136860
Remote Similarity	0.6667	NPC230956
Remote Similarity	0.6667	NPC119649
Remote Similarity	0.6667	NPC128019
Remote Similarity	0.6667	NPC218323
Remote Similarity	0.6647	NPC79328
Remote Similarity	0.6647	NPC225774
Remote Similarity	0.6644	NPC283169
Remote Similarity	0.6644	NPC103916
Remote Similarity	0.6628	NPC80759
Remote Similarity	0.6628	NPC79402
Remote Similarity	0.6625	NPC210086
Remote Similarity	0.6623	NPC268763
Remote Similarity	0.6623	NPC66177
Remote Similarity	0.6623	NPC172403
Remote Similarity	0.6623	NPC8305
Remote Similarity	0.6609	NPC476432
Remote Similarity	0.6609	NPC24264
Remote Similarity	0.6609	NPC219341
Remote Similarity	0.6608	NPC7393
Remote Similarity	0.6606	NPC476144
Remote Similarity	0.6606	NPC210437
Remote Similarity	0.6606	NPC179825
Remote Similarity	0.6606	NPC16107
Remote Similarity	0.6606	NPC106295
Remote Similarity	0.6606	NPC321505
Remote Similarity	0.6606	NPC51957
Remote Similarity	0.6606	NPC191376
Remote Similarity	0.6606	NPC476151
Remote Similarity	0.6604	NPC42793
Remote Similarity	0.6604	NPC231884
Remote Similarity	0.6604	NPC167944
Remote Similarity	0.659	NPC324144
Remote Similarity	0.659	NPC233650
Remote Similarity	0.6588	NPC186063
Remote Similarity	0.6587	NPC265473
Remote Similarity	0.6587	NPC276665
Remote Similarity	0.6581	NPC283079
Remote Similarity	0.6581	NPC124802
Remote Similarity	0.6579	NPC255253
Remote Similarity	0.6577	NPC43275
Remote Similarity	0.6571	NPC205421
Remote Similarity	0.6571	NPC145832
Remote Similarity	0.6571	NPC158376
Remote Similarity	0.6571	NPC117188
Remote Similarity	0.6571	NPC12053
Remote Similarity	0.6571	NPC474931
Remote Similarity	0.6571	NPC306555
Remote Similarity	0.6571	NPC247389
Remote Similarity	0.6571	NPC298979
Remote Similarity	0.6571	NPC81218
Remote Similarity	0.6566	NPC7467
Remote Similarity	0.6566	NPC476571
Remote Similarity	0.6566	NPC135538
Remote Similarity	0.6566	NPC428
Remote Similarity	0.6566	NPC24233
Remote Similarity	0.6566	NPC475959
Remote Similarity	0.6566	NPC147390
Remote Similarity	0.6566	NPC246587
Remote Similarity	0.6561	NPC474200
Remote Similarity	0.6552	NPC13504
Remote Similarity	0.6552	NPC136508
Remote Similarity	0.6552	NPC134858
Remote Similarity	0.6552	NPC167546
Remote Similarity	0.6552	NPC253043
Remote Similarity	0.6552	NPC212794
Remote Similarity	0.6552	NPC477563
Remote Similarity	0.6552	NPC169743
Remote Similarity	0.6552	NPC306843
Remote Similarity	0.6552	NPC196447
Remote Similarity	0.6552	NPC78222
Remote Similarity	0.6552	NPC16805
Remote Similarity	0.6552	NPC302527
Remote Similarity	0.6552	NPC96603
Remote Similarity	0.6548	NPC85747
Remote Similarity	0.6548	NPC8337
Remote Similarity	0.6534	NPC130921
Remote Similarity	0.6534	NPC241055
Remote Similarity	0.6533	NPC263835
Remote Similarity	0.6527	NPC44869
Remote Similarity	0.6527	NPC103379
Remote Similarity	0.6527	NPC477565
Remote Similarity	0.6514	NPC81247
Remote Similarity	0.6514	NPC86144
Remote Similarity	0.6514	NPC304659
Remote Similarity	0.6514	NPC35627
Remote Similarity	0.6514	NPC476573
Remote Similarity	0.6513	NPC471315
Remote Similarity	0.6513	NPC471314
Remote Similarity	0.6512	NPC477080
Remote Similarity	0.6509	NPC114124
Remote Similarity	0.6509	NPC470924
Remote Similarity	0.6503	NPC97811
Remote Similarity	0.6491	NPC323443
Remote Similarity	0.6491	NPC180756
Remote Similarity	0.6491	NPC247639
Remote Similarity	0.6491	NPC25084
Remote Similarity	0.649	NPC212559
Remote Similarity	0.6486	NPC312105
Remote Similarity	0.6477	NPC210140
Remote Similarity	0.6477	NPC150879
Remote Similarity	0.6477	NPC210918
Remote Similarity	0.6474	NPC475780
Remote Similarity	0.6471	NPC217277
Remote Similarity	0.6457	NPC209377
Remote Similarity	0.6457	NPC168409
Remote Similarity	0.6437	NPC94292
Remote Similarity	0.6437	NPC60186
Remote Similarity	0.6433	NPC160193
Remote Similarity	0.6429	NPC207824
Remote Similarity	0.6429	NPC60538
Remote Similarity	0.6425	NPC285941
Remote Similarity	0.6424	NPC247298
Remote Similarity	0.642	NPC223077
Remote Similarity	0.642	NPC193853
Remote Similarity	0.642	NPC195392
Remote Similarity	0.642	NPC56887
Remote Similarity	0.6415	NPC266425
Remote Similarity	0.6412	NPC298924
Remote Similarity	0.6412	NPC28414
Remote Similarity	0.6408	NPC42383
Remote Similarity	0.6404	NPC118274
Remote Similarity	0.6404	NPC168753
Remote Similarity	0.64	NPC189470
Remote Similarity	0.6395	NPC26524
Remote Similarity	0.6391	NPC88249
Remote Similarity	0.6391	NPC151895
Remote Similarity	0.6391	NPC192768
Remote Similarity	0.6391	NPC97221
Remote Similarity	0.6391	NPC220858
Remote Similarity	0.6387	NPC268170
Remote Similarity	0.6386	NPC130926
Remote Similarity	0.6384	NPC204947
Remote Similarity	0.6382	NPC129176
Remote Similarity	0.638	NPC212850
Remote Similarity	0.638	NPC189724
Remote Similarity	0.638	NPC83289
Remote Similarity	0.6376	NPC33900
Remote Similarity	0.637	NPC21890
Remote Similarity	0.637	NPC470723
Remote Similarity	0.6369	NPC149090
Remote Similarity	0.6369	NPC239775
Remote Similarity	0.6369	NPC19520
Remote Similarity	0.6369	NPC470019
Remote Similarity	0.6369	NPC177023

Drug Structure

NPD6066 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 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 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -1.5000 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 N 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 -4.0000 -0.0000 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 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 28 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 19 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 23 2 0 0 0 0 11 13 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 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 19 1 0 0 0 0 18 29 1 0 0 0 0 20 21 2 0 0 0 0 22 25 1 1 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 26 29 2 0 0 0 0 27 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5312124
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.22
ALogP	-1.116
MLogP	3.55
XLogP	5.824
HDA	3
HBD	0
Rotatable Bonds	12
TPSA	54.99
RO5 Violation	1