NPASS drugs

Drug Information

Drug ID:	NPD3883
Drug Name:
Molecular Formula:	C20H21BrFN3OS
Canonical SMILES:	FC(=C)c1sc(c(c1Br)C)CNCCCN=c1cc(O)c2c([nH]1)cccc2
Standard InCHI:	InChI=1S/C20H21BrFN3OS/c1-12-17(27-20(13(2)22)19(12)21)11-23-8-5-9-24-18-10-16(26)14-6-3-4-7-15(14)25-18/h3-4,6-7,10,23H,2,5,8-9,11H2,1H3,(H2,24,25,26)
Standard InCHIKey:	BGJMKHPWCFXMOW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3883

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	283
0.1-0.2	2609
0.2-0.3	10163
0.3-0.4	12072
0.4-0.5	3917
0.5-0.6	1770
0.6-0.7	71
0.7-0.8	5
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	0.7312	NPC476685
Intermediate Similarity	0.7312	NPC476687
Intermediate Similarity	0.7312	NPC476689
Intermediate Similarity	0.7188	NPC226662
Intermediate Similarity	0.7012	NPC184437
Remote Similarity	0.6629	NPC471132
Remote Similarity	0.6557	NPC476118
Remote Similarity	0.6432	NPC471130
Remote Similarity	0.642	NPC470824
Remote Similarity	0.6413	NPC88970
Remote Similarity	0.6402	NPC283130
Remote Similarity	0.6402	NPC328683
Remote Similarity	0.6374	NPC141353
Remote Similarity	0.6364	NPC477166
Remote Similarity	0.6364	NPC304187
Remote Similarity	0.6354	NPC249662
Remote Similarity	0.6347	NPC476950
Remote Similarity	0.6324	NPC476231
Remote Similarity	0.6286	NPC128084
Remote Similarity	0.6283	NPC225857
Remote Similarity	0.6281	NPC473342
Remote Similarity	0.6281	NPC477167
Remote Similarity	0.627	NPC131718
Remote Similarity	0.625	NPC248454
Remote Similarity	0.625	NPC469428
Remote Similarity	0.6223	NPC109447
Remote Similarity	0.6218	NPC72980
Remote Similarity	0.6218	NPC37584
Remote Similarity	0.6211	NPC288232
Remote Similarity	0.6202	NPC471155
Remote Similarity	0.6198	NPC475607
Remote Similarity	0.6186	NPC255110
Remote Similarity	0.6178	NPC164802
Remote Similarity	0.6178	NPC34508
Remote Similarity	0.6172	NPC270241
Remote Similarity	0.6166	NPC474081
Remote Similarity	0.6154	NPC225400
Remote Similarity	0.6146	NPC475594
Remote Similarity	0.6143	NPC80596
Remote Similarity	0.6134	NPC94174
Remote Similarity	0.6126	NPC476686
Remote Similarity	0.6126	NPC476688
Remote Similarity	0.6126	NPC105758
Remote Similarity	0.6124	NPC470786
Remote Similarity	0.6124	NPC472538
Remote Similarity	0.6122	NPC163055
Remote Similarity	0.6119	NPC245348
Remote Similarity	0.6117	NPC102423
Remote Similarity	0.6108	NPC242209
Remote Similarity	0.6105	NPC278874
Remote Similarity	0.6099	NPC37548
Remote Similarity	0.6094	NPC313791
Remote Similarity	0.6091	NPC60006
Remote Similarity	0.6087	NPC232798
Remote Similarity	0.6067	NPC472241
Remote Similarity	0.6051	NPC270009
Remote Similarity	0.6051	NPC474041
Remote Similarity	0.6051	NPC475761
Remote Similarity	0.6044	NPC300596
Remote Similarity	0.6044	NPC237649
Remote Similarity	0.6034	NPC253476
Remote Similarity	0.6029	NPC470505
Remote Similarity	0.6029	NPC222018
Remote Similarity	0.6028	NPC477610
Remote Similarity	0.6022	NPC285469
Remote Similarity	0.602	NPC475685
Remote Similarity	0.6011	NPC2823
Remote Similarity	0.6	NPC469763
Remote Similarity	0.6	NPC250476
Remote Similarity	0.6	NPC469765
Remote Similarity	0.6	NPC25008
Remote Similarity	0.6	NPC73952
Remote Similarity	0.6	NPC469786
Remote Similarity	0.6	NPC472103
Remote Similarity	0.6	NPC469760
Remote Similarity	0.6	NPC259644
Remote Similarity	0.599	NPC23420
Remote Similarity	0.599	NPC205254
Remote Similarity	0.599	NPC192270
Remote Similarity	0.599	NPC106771
Remote Similarity	0.599	NPC92803
Remote Similarity	0.599	NPC303820
Remote Similarity	0.5988	NPC314141
Remote Similarity	0.5978	NPC148592
Remote Similarity	0.5976	NPC147957
Remote Similarity	0.597	NPC18890
Remote Similarity	0.5969	NPC49954
Remote Similarity	0.5969	NPC474561
Remote Similarity	0.5968	NPC38736
Remote Similarity	0.5968	NPC75540
Remote Similarity	0.5968	NPC470507
Remote Similarity	0.5968	NPC211572
Remote Similarity	0.5968	NPC212376
Remote Similarity	0.5968	NPC80597
Remote Similarity	0.5968	NPC70922
Remote Similarity	0.5967	NPC472242
Remote Similarity	0.5967	NPC242556
Remote Similarity	0.5962	NPC475935
Remote Similarity	0.5962	NPC52909
Remote Similarity	0.5962	NPC94211
Remote Similarity	0.595	NPC171171
Remote Similarity	0.5949	NPC288785
Remote Similarity	0.5947	NPC311276
Remote Similarity	0.5941	NPC325013
Remote Similarity	0.593	NPC204717
Remote Similarity	0.5928	NPC288074
Remote Similarity	0.5928	NPC64055
Remote Similarity	0.5928	NPC208060
Remote Similarity	0.5928	NPC259545
Remote Similarity	0.5926	NPC68650
Remote Similarity	0.5926	NPC27904
Remote Similarity	0.5924	NPC288445
Remote Similarity	0.5924	NPC187951
Remote Similarity	0.5924	NPC2272
Remote Similarity	0.5922	NPC43477
Remote Similarity	0.5918	NPC293472
Remote Similarity	0.5909	NPC477891
Remote Similarity	0.5907	NPC164664
Remote Similarity	0.5903	NPC475635
Remote Similarity	0.5902	NPC254798
Remote Similarity	0.59	NPC314002
Remote Similarity	0.5895	NPC224632
Remote Similarity	0.5895	NPC282231
Remote Similarity	0.5895	NPC16667
Remote Similarity	0.5895	NPC85651
Remote Similarity	0.5893	NPC273830
Remote Similarity	0.5892	NPC105818
Remote Similarity	0.5892	NPC24678
Remote Similarity	0.5888	NPC232340
Remote Similarity	0.5888	NPC472443
Remote Similarity	0.5887	NPC39092
Remote Similarity	0.5882	NPC99666
Remote Similarity	0.5882	NPC471458
Remote Similarity	0.5879	NPC220765
Remote Similarity	0.5876	NPC158129
Remote Similarity	0.5871	NPC476250
Remote Similarity	0.587	NPC321617
Remote Similarity	0.5867	NPC121903
Remote Similarity	0.5866	NPC472243
Remote Similarity	0.5864	NPC247987
Remote Similarity	0.5862	NPC471195
Remote Similarity	0.5862	NPC471196
Remote Similarity	0.5862	NPC231382
Remote Similarity	0.586	NPC474430
Remote Similarity	0.5859	NPC168486
Remote Similarity	0.5859	NPC222592
Remote Similarity	0.5855	NPC63751
Remote Similarity	0.5854	NPC205652
Remote Similarity	0.5851	NPC469785
Remote Similarity	0.585	NPC190007
Remote Similarity	0.5847	NPC264589
Remote Similarity	0.5846	NPC474409
Remote Similarity	0.5845	NPC477609
Remote Similarity	0.5843	NPC313449
Remote Similarity	0.5842	NPC279918
Remote Similarity	0.5842	NPC473815
Remote Similarity	0.5842	NPC238242
Remote Similarity	0.5842	NPC46580
Remote Similarity	0.5838	NPC197680
Remote Similarity	0.5838	NPC184964
Remote Similarity	0.5838	NPC259098
Remote Similarity	0.5838	NPC124005
Remote Similarity	0.5838	NPC96890
Remote Similarity	0.5833	NPC280864
Remote Similarity	0.5833	NPC17751
Remote Similarity	0.5829	NPC143325
Remote Similarity	0.5829	NPC144114
Remote Similarity	0.5829	NPC295548
Remote Similarity	0.5826	NPC74969
Remote Similarity	0.5821	NPC94943
Remote Similarity	0.5821	NPC476319
Remote Similarity	0.582	NPC469762
Remote Similarity	0.5819	NPC300299
Remote Similarity	0.5816	NPC329688
Remote Similarity	0.5816	NPC189812
Remote Similarity	0.5813	NPC46413
Remote Similarity	0.5812	NPC59779
Remote Similarity	0.5812	NPC124542
Remote Similarity	0.5812	NPC471177
Remote Similarity	0.581	NPC197045
Remote Similarity	0.581	NPC125746
Remote Similarity	0.5806	NPC471741
Remote Similarity	0.5805	NPC324149
Remote Similarity	0.5803	NPC49217
Remote Similarity	0.58	NPC48938
Remote Similarity	0.58	NPC472444
Remote Similarity	0.5798	NPC207726
Remote Similarity	0.5797	NPC470787
Remote Similarity	0.5797	NPC472539
Remote Similarity	0.5797	NPC472540
Remote Similarity	0.5795	NPC85482
Remote Similarity	0.5793	NPC296163
Remote Similarity	0.5792	NPC150308
Remote Similarity	0.5789	NPC471122
Remote Similarity	0.5782	NPC473761
Remote Similarity	0.5781	NPC194640
Remote Similarity	0.5781	NPC189116
Remote Similarity	0.5775	NPC216713
Remote Similarity	0.5773	NPC317430
Remote Similarity	0.5773	NPC248601

Drug Structure

NPD3883 OpenBabel08211704332D 30 32 0 0 0 0 0 0 0 0999 V2000 -1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 -1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 4.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5759 -2.5227 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 0.2749 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 2.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 1.0933 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 -2.6456 -1.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 3.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5738 1.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 2 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 14 2 0 0 0 0 7 15 2 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 17 1 0 0 0 0 11 23 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 24 2 3 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014674
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.06
ALogP	1.1623
MLogP	2.89
XLogP	4.603
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	84.89
RO5 Violation	0