NPASS drugs

Drug Information

Drug ID:	NPD3381
Drug Name:	R-209130
Molecular Formula:	C19H20FNO
Canonical SMILES:	CNCC1CC2C(O1)c1cc(F)ccc1Cc1c2cccc1
Standard InCHI:	InChI=1S/C19H20FNO/c1-21-11-15-10-18-16-5-3-2-4-12(16)8-13-6-7-14(20)9-17(13)19(18)22-15/h2-7,9,15,18-19,21H,8,10-11H2,1H3
Standard InCHIKey:	IBWCRYXZCIFQHF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3381

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	129
0.1-0.2	872
0.2-0.3	2587
0.3-0.4	9211
0.4-0.5	11668
0.5-0.6	6058
0.6-0.7	355
0.7-0.8	9
0.8-0.85	1
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	0.8	NPC316797
Intermediate Similarity	0.7917	NPC24777
Intermediate Similarity	0.7874	NPC316896
Intermediate Similarity	0.7424	NPC328267
Intermediate Similarity	0.7333	NPC327226
Intermediate Similarity	0.7213	NPC226778
Intermediate Similarity	0.7213	NPC304761
Intermediate Similarity	0.7213	NPC147000
Intermediate Similarity	0.7213	NPC150254
Intermediate Similarity	0.7087	NPC269340
Remote Similarity	0.6993	NPC318591
Remote Similarity	0.6993	NPC231163
Remote Similarity	0.6894	NPC137096
Remote Similarity	0.6842	NPC133162
Remote Similarity	0.6833	NPC20142
Remote Similarity	0.6833	NPC215351
Remote Similarity	0.6829	NPC214200
Remote Similarity	0.6829	NPC228400
Remote Similarity	0.6803	NPC164514
Remote Similarity	0.6803	NPC108606
Remote Similarity	0.6803	NPC303611
Remote Similarity	0.6803	NPC290515
Remote Similarity	0.6803	NPC226096
Remote Similarity	0.6797	NPC292758
Remote Similarity	0.6797	NPC65855
Remote Similarity	0.6741	NPC321133
Remote Similarity	0.6735	NPC323204
Remote Similarity	0.6735	NPC204546
Remote Similarity	0.6715	NPC298486
Remote Similarity	0.6714	NPC40488
Remote Similarity	0.6694	NPC245927
Remote Similarity	0.6691	NPC273830
Remote Similarity	0.6667	NPC90194
Remote Similarity	0.6667	NPC9687
Remote Similarity	0.6667	NPC118099
Remote Similarity	0.6667	NPC273907
Remote Similarity	0.6667	NPC151706
Remote Similarity	0.6667	NPC475318
Remote Similarity	0.6667	NPC49577
Remote Similarity	0.6667	NPC260045
Remote Similarity	0.6667	NPC79465
Remote Similarity	0.6667	NPC76785
Remote Similarity	0.6667	NPC475598
Remote Similarity	0.6667	NPC293377
Remote Similarity	0.6667	NPC474811
Remote Similarity	0.6667	NPC476102
Remote Similarity	0.6667	NPC474855
Remote Similarity	0.6667	NPC217277
Remote Similarity	0.6667	NPC474787
Remote Similarity	0.6621	NPC478140
Remote Similarity	0.6617	NPC10286
Remote Similarity	0.6617	NPC213
Remote Similarity	0.6591	NPC123175
Remote Similarity	0.6591	NPC26524
Remote Similarity	0.6591	NPC176730
Remote Similarity	0.6579	NPC165212
Remote Similarity	0.6571	NPC136112
Remote Similarity	0.6571	NPC141739
Remote Similarity	0.6571	NPC320242
Remote Similarity	0.6565	NPC21890
Remote Similarity	0.6547	NPC255253
Remote Similarity	0.6512	NPC186469
Remote Similarity	0.6508	NPC154905
Remote Similarity	0.6508	NPC60373
Remote Similarity	0.6494	NPC60538
Remote Similarity	0.6494	NPC207824
Remote Similarity	0.6484	NPC42383
Remote Similarity	0.6483	NPC160692
Remote Similarity	0.6467	NPC473922
Remote Similarity	0.6463	NPC281104
Remote Similarity	0.6462	NPC97811
Remote Similarity	0.646	NPC124433
Remote Similarity	0.646	NPC293871
Remote Similarity	0.6429	NPC211218
Remote Similarity	0.6429	NPC307020
Remote Similarity	0.6419	NPC253429
Remote Similarity	0.641	NPC277669
Remote Similarity	0.641	NPC95429
Remote Similarity	0.641	NPC76213
Remote Similarity	0.6408	NPC236347
Remote Similarity	0.6408	NPC323775
Remote Similarity	0.6408	NPC322366
Remote Similarity	0.6403	NPC26285
Remote Similarity	0.6397	NPC476266
Remote Similarity	0.6395	NPC11147
Remote Similarity	0.6382	NPC44649
Remote Similarity	0.6377	NPC326232
Remote Similarity	0.637	NPC325568
Remote Similarity	0.637	NPC101139
Remote Similarity	0.6369	NPC114124
Remote Similarity	0.6357	NPC211551
Remote Similarity	0.6352	NPC235460
Remote Similarity	0.6351	NPC231884
Remote Similarity	0.6351	NPC42793
Remote Similarity	0.6351	NPC167944
Remote Similarity	0.6343	NPC307651
Remote Similarity	0.634	NPC145304
Remote Similarity	0.6333	NPC212850
Remote Similarity	0.6333	NPC314682
Remote Similarity	0.6333	NPC57976
Remote Similarity	0.6333	NPC304760
Remote Similarity	0.6333	NPC189724
Remote Similarity	0.6333	NPC83289
Remote Similarity	0.6331	NPC267408
Remote Similarity	0.6329	NPC2295
Remote Similarity	0.6329	NPC477564
Remote Similarity	0.6328	NPC234305
Remote Similarity	0.6301	NPC118419
Remote Similarity	0.6301	NPC149379
Remote Similarity	0.6301	NPC307123
Remote Similarity	0.6301	NPC97870
Remote Similarity	0.6301	NPC247018
Remote Similarity	0.6301	NPC208757
Remote Similarity	0.6291	NPC188163
Remote Similarity	0.6291	NPC213206
Remote Similarity	0.6291	NPC470925
Remote Similarity	0.6291	NPC328750
Remote Similarity	0.6291	NPC474915
Remote Similarity	0.6289	NPC80129
Remote Similarity	0.6289	NPC187022
Remote Similarity	0.6288	NPC273837
Remote Similarity	0.6277	NPC120075
Remote Similarity	0.6276	NPC262641
Remote Similarity	0.627	NPC475954
Remote Similarity	0.6269	NPC128368
Remote Similarity	0.6268	NPC62101
Remote Similarity	0.6268	NPC95733
Remote Similarity	0.6267	NPC219233
Remote Similarity	0.6267	NPC170170
Remote Similarity	0.6267	NPC211468
Remote Similarity	0.6259	NPC132847
Remote Similarity	0.6259	NPC263835
Remote Similarity	0.625	NPC311753
Remote Similarity	0.625	NPC126519
Remote Similarity	0.625	NPC203784
Remote Similarity	0.625	NPC172403
Remote Similarity	0.625	NPC29647
Remote Similarity	0.625	NPC170503
Remote Similarity	0.6241	NPC471315
Remote Similarity	0.6241	NPC471314
Remote Similarity	0.624	NPC21959
Remote Similarity	0.6239	NPC106313
Remote Similarity	0.6234	NPC130926
Remote Similarity	0.6232	NPC85276
Remote Similarity	0.6231	NPC243601
Remote Similarity	0.6226	NPC93343
Remote Similarity	0.6225	NPC323123
Remote Similarity	0.6224	NPC29477
Remote Similarity	0.6222	NPC1986
Remote Similarity	0.6222	NPC474544
Remote Similarity	0.6222	NPC169616
Remote Similarity	0.6218	NPC475959
Remote Similarity	0.6212	NPC265407
Remote Similarity	0.6212	NPC83628
Remote Similarity	0.6211	NPC129603
Remote Similarity	0.6211	NPC79328
Remote Similarity	0.6202	NPC68055
Remote Similarity	0.6202	NPC19856
Remote Similarity	0.6194	NPC473934
Remote Similarity	0.6187	NPC43275
Remote Similarity	0.6183	NPC326801
Remote Similarity	0.6183	NPC92623
Remote Similarity	0.6183	NPC135464
Remote Similarity	0.6182	NPC86144
Remote Similarity	0.6182	NPC304659
Remote Similarity	0.6179	NPC119631
Remote Similarity	0.6178	NPC219162
Remote Similarity	0.6178	NPC211296
Remote Similarity	0.6173	NPC22014
Remote Similarity	0.6173	NPC7393
Remote Similarity	0.617	NPC84281
Remote Similarity	0.617	NPC126935
Remote Similarity	0.617	NPC213126
Remote Similarity	0.617	NPC172676
Remote Similarity	0.617	NPC216929
Remote Similarity	0.617	NPC291027
Remote Similarity	0.617	NPC317474
Remote Similarity	0.617	NPC211992
Remote Similarity	0.617	NPC57268
Remote Similarity	0.617	NPC65933
Remote Similarity	0.617	NPC169485
Remote Similarity	0.617	NPC312713
Remote Similarity	0.6169	NPC247298
Remote Similarity	0.6169	NPC475578
Remote Similarity	0.6165	NPC290566
Remote Similarity	0.6165	NPC145638
Remote Similarity	0.6164	NPC206372
Remote Similarity	0.6164	NPC160193
Remote Similarity	0.6164	NPC203424
Remote Similarity	0.616	NPC329430
Remote Similarity	0.616	NPC58674
Remote Similarity	0.6159	NPC45794
Remote Similarity	0.6159	NPC233650
Remote Similarity	0.6159	NPC475393
Remote Similarity	0.6159	NPC218614
Remote Similarity	0.6154	NPC477249
Remote Similarity	0.6154	NPC241224
Remote Similarity	0.6154	NPC477248
Remote Similarity	0.6154	NPC474479
Remote Similarity	0.6149	NPC37205

Drug Structure

NPD3381 OpenBabel08211703112D 23 26 0 0 1 0 0 0 0 0999 V2000 0.5466 1.7534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6251 -3.7719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0590 -2.8710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6279 -3.8467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4957 -2.0447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5582 -3.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4242 -2.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0896 -3.2430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5582 -1.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5775 -0.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1420 1.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0646 -3.0204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6922 -2.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4242 -1.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9195 0.3930 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.4985 -2.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6922 -1.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0646 -1.2185 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0896 -0.9960 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.2903 -1.1195 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.4090 2.0481 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6315 3.0231 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 15 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 19 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009703
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.15
ALogP	0.324
MLogP	3.22
XLogP	5.389
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	21.26
RO5 Violation	1