NPASS drugs

Drug Information

Drug ID:	NPD2202
Drug Name:
Molecular Formula:	C16H23NO2S
Canonical SMILES:	CCN(CCOC[C@@H](c1ccc2c(c1)ccs2)O)CC
Standard InCHI:	InChI=1S/C16H23NO2S/c1-3-17(4-2)8-9-19-12-15(18)13-5-6-16-14(11-13)7-10-20-16/h5-7,10-11,15,18H,3-4,8-9,12H2,1-2H3/t15-/m0/s1
Standard InCHIKey:	KJUIRLKBYFDLAX-HNNXBMFYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2202

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	100
0.1-0.2	884
0.2-0.3	3000
0.3-0.4	10667
0.4-0.5	12779
0.5-0.6	3389
0.6-0.7	71
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	0.6744	NPC474934
Remote Similarity	0.6718	NPC316797
Remote Similarity	0.6692	NPC472170
Remote Similarity	0.6591	NPC214200
Remote Similarity	0.6591	NPC228400
Remote Similarity	0.6569	NPC65855
Remote Similarity	0.6569	NPC292758
Remote Similarity	0.6519	NPC472919
Remote Similarity	0.6441	NPC149571
Remote Similarity	0.6418	NPC173019
Remote Similarity	0.6376	NPC65310
Remote Similarity	0.6296	NPC154905
Remote Similarity	0.6296	NPC327226
Remote Similarity	0.6296	NPC60373
Remote Similarity	0.6268	NPC1986
Remote Similarity	0.6268	NPC474544
Remote Similarity	0.6259	NPC86966
Remote Similarity	0.6232	NPC475086
Remote Similarity	0.6204	NPC150254
Remote Similarity	0.6204	NPC226778
Remote Similarity	0.6204	NPC147000
Remote Similarity	0.6204	NPC304761
Remote Similarity	0.6202	NPC2751
Remote Similarity	0.619	NPC304538
Remote Similarity	0.619	NPC112823
Remote Similarity	0.6133	NPC307020
Remote Similarity	0.6131	NPC472172
Remote Similarity	0.6099	NPC190955
Remote Similarity	0.609	NPC215351
Remote Similarity	0.609	NPC20142
Remote Similarity	0.6087	NPC315794
Remote Similarity	0.6077	NPC1793
Remote Similarity	0.6074	NPC290515
Remote Similarity	0.6074	NPC226096
Remote Similarity	0.6074	NPC164514
Remote Similarity	0.6074	NPC108606
Remote Similarity	0.6074	NPC303611
Remote Similarity	0.6061	NPC265521
Remote Similarity	0.6058	NPC472171
Remote Similarity	0.6058	NPC475115
Remote Similarity	0.6056	NPC44732
Remote Similarity	0.6051	NPC90194
Remote Similarity	0.6051	NPC76785
Remote Similarity	0.6051	NPC474787
Remote Similarity	0.6051	NPC118099
Remote Similarity	0.6051	NPC476102
Remote Similarity	0.6051	NPC260045
Remote Similarity	0.6051	NPC475598
Remote Similarity	0.6051	NPC475318
Remote Similarity	0.6051	NPC273907
Remote Similarity	0.6051	NPC49577
Remote Similarity	0.6051	NPC474811
Remote Similarity	0.6051	NPC474855
Remote Similarity	0.6051	NPC293377
Remote Similarity	0.6051	NPC151706
Remote Similarity	0.6051	NPC79465
Remote Similarity	0.6051	NPC9687
Remote Similarity	0.6043	NPC471133
Remote Similarity	0.6043	NPC211551
Remote Similarity	0.6032	NPC329319
Remote Similarity	0.6032	NPC99394
Remote Similarity	0.6032	NPC103326
Remote Similarity	0.6032	NPC87299
Remote Similarity	0.6025	NPC204546
Remote Similarity	0.6015	NPC300455
Remote Similarity	0.6014	NPC308689
Remote Similarity	0.6014	NPC234376
Remote Similarity	0.6014	NPC269340
Remote Similarity	0.6	NPC32356
Remote Similarity	0.6	NPC12656
Remote Similarity	0.6	NPC136962
Remote Similarity	0.5987	NPC474847
Remote Similarity	0.5985	NPC469481
Remote Similarity	0.5977	NPC24990
Remote Similarity	0.5973	NPC476183
Remote Similarity	0.5972	NPC265002
Remote Similarity	0.5957	NPC277788
Remote Similarity	0.5954	NPC199567
Remote Similarity	0.5952	NPC117180
Remote Similarity	0.5948	NPC320242
Remote Similarity	0.5948	NPC136112
Remote Similarity	0.5948	NPC141739
Remote Similarity	0.594	NPC128645
Remote Similarity	0.5938	NPC318591
Remote Similarity	0.5938	NPC231163
Remote Similarity	0.5938	NPC321285
Remote Similarity	0.5933	NPC476184
Remote Similarity	0.5933	NPC476281
Remote Similarity	0.5933	NPC316896
Remote Similarity	0.5923	NPC211237
Remote Similarity	0.5921	NPC285394
Remote Similarity	0.5915	NPC262365
Remote Similarity	0.5909	NPC166487
Remote Similarity	0.5899	NPC160382
Remote Similarity	0.5899	NPC19856
Remote Similarity	0.5891	NPC99482
Remote Similarity	0.589	NPC471680
Remote Similarity	0.589	NPC473137
Remote Similarity	0.5887	NPC92623
Remote Similarity	0.5887	NPC472315
Remote Similarity	0.5887	NPC474376
Remote Similarity	0.5887	NPC135464
Remote Similarity	0.5887	NPC37115
Remote Similarity	0.5887	NPC475203
Remote Similarity	0.5887	NPC472316
Remote Similarity	0.5882	NPC477249
Remote Similarity	0.5882	NPC477248
Remote Similarity	0.5882	NPC475082
Remote Similarity	0.5878	NPC137096
Remote Similarity	0.5874	NPC24777
Remote Similarity	0.5871	NPC17374
Remote Similarity	0.587	NPC289117
Remote Similarity	0.587	NPC294741
Remote Similarity	0.5865	NPC79917
Remote Similarity	0.5864	NPC251439
Remote Similarity	0.5858	NPC85059
Remote Similarity	0.5857	NPC280616
Remote Similarity	0.5857	NPC171831
Remote Similarity	0.5857	NPC148060
Remote Similarity	0.5857	NPC242913
Remote Similarity	0.5855	NPC476278
Remote Similarity	0.5852	NPC58674
Remote Similarity	0.585	NPC101139
Remote Similarity	0.585	NPC10286
Remote Similarity	0.585	NPC213
Remote Similarity	0.5848	NPC150670
Remote Similarity	0.5846	NPC474211
Remote Similarity	0.5846	NPC148231
Remote Similarity	0.5846	NPC93843
Remote Similarity	0.5845	NPC472980
Remote Similarity	0.5845	NPC472979
Remote Similarity	0.5845	NPC27252
Remote Similarity	0.5839	NPC474073
Remote Similarity	0.5828	NPC324702
Remote Similarity	0.5827	NPC101025
Remote Similarity	0.5827	NPC471578
Remote Similarity	0.5823	NPC307123
Remote Similarity	0.5823	NPC247018
Remote Similarity	0.5823	NPC97870
Remote Similarity	0.5822	NPC123175
Remote Similarity	0.5822	NPC176730
Remote Similarity	0.5818	NPC128237
Remote Similarity	0.5818	NPC83790
Remote Similarity	0.5817	NPC476241
Remote Similarity	0.5817	NPC476260
Remote Similarity	0.5816	NPC233396
Remote Similarity	0.5816	NPC243601
Remote Similarity	0.5816	NPC154899
Remote Similarity	0.5809	NPC21959
Remote Similarity	0.5804	NPC472982
Remote Similarity	0.5804	NPC64642
Remote Similarity	0.5804	NPC149455
Remote Similarity	0.5797	NPC275104
Remote Similarity	0.5797	NPC128723
Remote Similarity	0.5797	NPC51333
Remote Similarity	0.5797	NPC216468
Remote Similarity	0.5797	NPC132078
Remote Similarity	0.5797	NPC78119
Remote Similarity	0.5793	NPC185840
Remote Similarity	0.5793	NPC111108
Remote Similarity	0.5789	NPC84281
Remote Similarity	0.5789	NPC317474
Remote Similarity	0.5789	NPC291027
Remote Similarity	0.5789	NPC213126
Remote Similarity	0.5789	NPC169485
Remote Similarity	0.5786	NPC82426
Remote Similarity	0.5786	NPC91820
Remote Similarity	0.5786	NPC132847
Remote Similarity	0.5781	NPC283012
Remote Similarity	0.5781	NPC475199
Remote Similarity	0.5779	NPC476179
Remote Similarity	0.5779	NPC476125
Remote Similarity	0.5772	NPC476266
Remote Similarity	0.5771	NPC94292
Remote Similarity	0.5769	NPC474354
Remote Similarity	0.5766	NPC33168
Remote Similarity	0.5764	NPC55617
Remote Similarity	0.5764	NPC62258
Remote Similarity	0.5762	NPC190663
Remote Similarity	0.5755	NPC328793
Remote Similarity	0.5755	NPC213730
Remote Similarity	0.5743	NPC474486
Remote Similarity	0.5743	NPC37302
Remote Similarity	0.5743	NPC210531
Remote Similarity	0.5741	NPC193528
Remote Similarity	0.5739	NPC145990
Remote Similarity	0.5739	NPC233650
Remote Similarity	0.5736	NPC472169
Remote Similarity	0.5736	NPC172984
Remote Similarity	0.5733	NPC329980
Remote Similarity	0.5732	NPC69496
Remote Similarity	0.573	NPC210140
Remote Similarity	0.5724	NPC264784
Remote Similarity	0.5724	NPC147634
Remote Similarity	0.5724	NPC226401
Remote Similarity	0.5724	NPC63345
Remote Similarity	0.5724	NPC174096
Remote Similarity	0.5724	NPC79793
Remote Similarity	0.5724	NPC120982
Remote Similarity	0.5723	NPC313663

Drug Structure

NPD2202 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 4.4152 -7.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -7.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -5.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -3.3090 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 5.2812 -1.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 16 1 0 0 0 0 7 10 2 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 12 1 1 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001599
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132522
ChEBI
CAS Number

Drug Properties

Molecular Weight	293.14
ALogP	0.6792
MLogP	2.78
XLogP	2.677
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	60.94
RO5 Violation	0