NPASS drugs

Drug Information

Drug ID:	NPD3151
Drug Name:
Molecular Formula:	C18H28N2O3S
Canonical SMILES:	CC1CCN(CC1)CC[C@H]1CCCN1S(=O)(=O)c1cccc(c1)O
Standard InCHI:	InChI=1S/C18H28N2O3S/c1-15-7-11-19(12-8-15)13-9-16-4-3-10-20(16)24(22,23)18-6-2-5-17(21)14-18/h2,5-6,14-16,21H,3-4,7-13H2,1H3/t16-/m1/s1
Standard InCHIKey:	HWKROQUZSKPIKQ-MRXNPFEDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3151

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	107
0.1-0.2	1331
0.2-0.3	8823
0.3-0.4	6412
0.4-0.5	11129
0.5-0.6	2921
0.6-0.7	166
0.7-0.8	1
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	0.7037	NPC307020
Remote Similarity	0.6967	NPC155847
Remote Similarity	0.6967	NPC289381
Remote Similarity	0.6794	NPC118202
Remote Similarity	0.6742	NPC317254
Remote Similarity	0.6714	NPC66177
Remote Similarity	0.6714	NPC8305
Remote Similarity	0.6714	NPC268763
Remote Similarity	0.6693	NPC231705
Remote Similarity	0.669	NPC257390
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6643	NPC305717
Remote Similarity	0.6641	NPC142297
Remote Similarity	0.662	NPC259665
Remote Similarity	0.662	NPC126859
Remote Similarity	0.662	NPC89769
Remote Similarity	0.6615	NPC474149
Remote Similarity	0.6599	NPC476989
Remote Similarity	0.6589	NPC96224
Remote Similarity	0.6589	NPC24101
Remote Similarity	0.6587	NPC178902
Remote Similarity	0.6583	NPC277758
Remote Similarity	0.6567	NPC82963
Remote Similarity	0.6549	NPC124802
Remote Similarity	0.6544	NPC283760
Remote Similarity	0.6538	NPC258056
Remote Similarity	0.6519	NPC38458
Remote Similarity	0.6519	NPC311737
Remote Similarity	0.65	NPC171372
Remote Similarity	0.6454	NPC476249
Remote Similarity	0.6419	NPC193528
Remote Similarity	0.6382	NPC83790
Remote Similarity	0.6382	NPC16188
Remote Similarity	0.6382	NPC128237
Remote Similarity	0.6377	NPC321133
Remote Similarity	0.6351	NPC313694
Remote Similarity	0.6351	NPC242159
Remote Similarity	0.6349	NPC125732
Remote Similarity	0.6336	NPC153690
Remote Similarity	0.632	NPC473388
Remote Similarity	0.6301	NPC149379
Remote Similarity	0.6299	NPC228400
Remote Similarity	0.6299	NPC214200
Remote Similarity	0.6294	NPC218323
Remote Similarity	0.6286	NPC474862
Remote Similarity	0.6266	NPC206372
Remote Similarity	0.6266	NPC203424
Remote Similarity	0.626	NPC270547
Remote Similarity	0.6258	NPC473491
Remote Similarity	0.625	NPC10286
Remote Similarity	0.625	NPC213
Remote Similarity	0.6242	NPC68967
Remote Similarity	0.624	NPC26244
Remote Similarity	0.623	NPC98772
Remote Similarity	0.623	NPC280347
Remote Similarity	0.623	NPC177420
Remote Similarity	0.6226	NPC326349
Remote Similarity	0.6226	NPC323336
Remote Similarity	0.6224	NPC65310
Remote Similarity	0.6218	NPC233702
Remote Similarity	0.6214	NPC324702
Remote Similarity	0.6214	NPC86966
Remote Similarity	0.6209	NPC297322
Remote Similarity	0.6202	NPC68055
Remote Similarity	0.6198	NPC184169
Remote Similarity	0.6194	NPC476444
Remote Similarity	0.619	NPC82664
Remote Similarity	0.619	NPC132271
Remote Similarity	0.619	NPC216520
Remote Similarity	0.619	NPC292730
Remote Similarity	0.6179	NPC55561
Remote Similarity	0.6178	NPC202198
Remote Similarity	0.6174	NPC109580
Remote Similarity	0.6172	NPC328793
Remote Similarity	0.6172	NPC29601
Remote Similarity	0.6167	NPC248817
Remote Similarity	0.6164	NPC120251
Remote Similarity	0.616	NPC151715
Remote Similarity	0.6159	NPC283468
Remote Similarity	0.6159	NPC150712
Remote Similarity	0.6159	NPC137096
Remote Similarity	0.6148	NPC113460
Remote Similarity	0.6148	NPC25493
Remote Similarity	0.6143	NPC112823
Remote Similarity	0.6131	NPC37302
Remote Similarity	0.6122	NPC326966
Remote Similarity	0.6119	NPC95977
Remote Similarity	0.6118	NPC251439
Remote Similarity	0.6116	NPC197783
Remote Similarity	0.6115	NPC122009
Remote Similarity	0.6115	NPC85276
Remote Similarity	0.6101	NPC476268
Remote Similarity	0.6099	NPC56634
Remote Similarity	0.6098	NPC123273
Remote Similarity	0.6098	NPC258219
Remote Similarity	0.6098	NPC242240
Remote Similarity	0.6098	NPC318325
Remote Similarity	0.6096	NPC478147
Remote Similarity	0.6096	NPC271808
Remote Similarity	0.6094	NPC275104
Remote Similarity	0.6083	NPC265146
Remote Similarity	0.6083	NPC124436
Remote Similarity	0.6081	NPC208757
Remote Similarity	0.6081	NPC33338
Remote Similarity	0.6081	NPC300020
Remote Similarity	0.6081	NPC302171
Remote Similarity	0.6081	NPC166624
Remote Similarity	0.6081	NPC118419
Remote Similarity	0.608	NPC162314
Remote Similarity	0.608	NPC306884
Remote Similarity	0.608	NPC147284
Remote Similarity	0.608	NPC94139
Remote Similarity	0.608	NPC210497
Remote Similarity	0.608	NPC3358
Remote Similarity	0.6076	NPC261934
Remote Similarity	0.6076	NPC5194
Remote Similarity	0.6076	NPC56685
Remote Similarity	0.6076	NPC262166
Remote Similarity	0.6074	NPC166837
Remote Similarity	0.6071	NPC319950
Remote Similarity	0.6071	NPC268572
Remote Similarity	0.6071	NPC43275
Remote Similarity	0.6067	NPC237227
Remote Similarity	0.6066	NPC23167
Remote Similarity	0.6066	NPC307235
Remote Similarity	0.6066	NPC407
Remote Similarity	0.6062	NPC26601
Remote Similarity	0.6058	NPC142599
Remote Similarity	0.6056	NPC142577
Remote Similarity	0.6053	NPC170170
Remote Similarity	0.6053	NPC211468
Remote Similarity	0.6053	NPC219233
Remote Similarity	0.6053	NPC204156
Remote Similarity	0.6053	NPC231572
Remote Similarity	0.6048	NPC192
Remote Similarity	0.6045	NPC145638
Remote Similarity	0.6045	NPC290566
Remote Similarity	0.604	NPC267237
Remote Similarity	0.604	NPC184465
Remote Similarity	0.6039	NPC266741
Remote Similarity	0.6033	NPC150837
Remote Similarity	0.6033	NPC286904
Remote Similarity	0.6033	NPC175313
Remote Similarity	0.6032	NPC76938
Remote Similarity	0.6028	NPC41801
Remote Similarity	0.6027	NPC477839
Remote Similarity	0.6027	NPC17374
Remote Similarity	0.6027	NPC296712
Remote Similarity	0.6026	NPC185838
Remote Similarity	0.6024	NPC208280
Remote Similarity	0.6016	NPC104216
Remote Similarity	0.6016	NPC152097
Remote Similarity	0.6016	NPC475078
Remote Similarity	0.6016	NPC27974
Remote Similarity	0.6016	NPC201967
Remote Similarity	0.6016	NPC107619
Remote Similarity	0.6013	NPC168861
Remote Similarity	0.6013	NPC323123
Remote Similarity	0.6	NPC45040
Remote Similarity	0.6	NPC473804
Remote Similarity	0.6	NPC244509
Remote Similarity	0.6	NPC81026
Remote Similarity	0.6	NPC318965
Remote Similarity	0.6	NPC470441
Remote Similarity	0.6	NPC304541
Remote Similarity	0.6	NPC473360
Remote Similarity	0.5988	NPC244336
Remote Similarity	0.5986	NPC473050
Remote Similarity	0.5986	NPC325651
Remote Similarity	0.5986	NPC473051
Remote Similarity	0.5984	NPC32714
Remote Similarity	0.5984	NPC155393
Remote Similarity	0.5973	NPC328070
Remote Similarity	0.5973	NPC244866
Remote Similarity	0.5973	NPC274732
Remote Similarity	0.5972	NPC285394
Remote Similarity	0.5971	NPC188867
Remote Similarity	0.5971	NPC281686
Remote Similarity	0.5971	NPC106551
Remote Similarity	0.5971	NPC258992
Remote Similarity	0.5969	NPC92730
Remote Similarity	0.5969	NPC216468
Remote Similarity	0.5969	NPC132078
Remote Similarity	0.5969	NPC51333
Remote Similarity	0.5969	NPC78119
Remote Similarity	0.5969	NPC130193
Remote Similarity	0.5969	NPC260775
Remote Similarity	0.5965	NPC100980
Remote Similarity	0.5962	NPC119569
Remote Similarity	0.5962	NPC125852
Remote Similarity	0.596	NPC11147
Remote Similarity	0.5959	NPC322366
Remote Similarity	0.5959	NPC476353
Remote Similarity	0.5952	NPC138117
Remote Similarity	0.5952	NPC181709
Remote Similarity	0.5952	NPC325292
Remote Similarity	0.5951	NPC147091
Remote Similarity	0.5949	NPC191376
Remote Similarity	0.5949	NPC179825

Drug Structure

NPD3151 OpenBabel08211702562D 25 27 0 0 1 0 0 0 0 0999 V2000 5.7722 -0.9354 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 -0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 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 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0780 -1.2956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6132 0.3517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1270 -0.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6622 0.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 0.3006 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 4.8212 -0.6264 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 2 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 -0.0084 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 18 2 0 0 0 0 7 11 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 16 9 1 6 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003585
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6604889
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.18
ALogP	-2.6942
MLogP	2.78
XLogP	2.672
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	69.23
RO5 Violation	0