NPASS drugs

Drug Information

Drug ID:	NPD6890
Drug Name:	FR-194738
Molecular Formula:	C27H37NO2S
Canonical SMILES:	CCN(Cc1cccc(c1)OCC(OCc1cscc1)(C)C)C/C=C/C#CC(C)(C)C
Standard InCHI:	InChI=1S/C27H37NO2S/c1-7-28(16-10-8-9-15-26(2,3)4)19-23-12-11-13-25(18-23)29-22-27(5,6)30-20-24-14-17-31-21-24/h8,10-14,17-18,21H,7,16,19-20,22H2,1-6H3/b10-8+
Standard InCHIKey:	FQZFIVOMFHKBCE-CSKARUKUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6890

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	188
0.1-0.2	1444
0.2-0.3	8460
0.3-0.4	5037
0.4-0.5	10375
0.5-0.6	4923
0.6-0.7	461
0.7-0.8	2
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	0.7267	NPC172403
Intermediate Similarity	0.7115	NPC416184
Remote Similarity	0.6899	NPC307682
Remote Similarity	0.6871	NPC110337
Remote Similarity	0.6859	NPC118419
Remote Similarity	0.6846	NPC53596
Remote Similarity	0.6846	NPC471308
Remote Similarity	0.6846	NPC160120
Remote Similarity	0.6846	NPC17388
Remote Similarity	0.6846	NPC289330
Remote Similarity	0.6839	NPC160193
Remote Similarity	0.6774	NPC471321
Remote Similarity	0.6774	NPC471306
Remote Similarity	0.677	NPC314682
Remote Similarity	0.673	NPC11147
Remote Similarity	0.6728	NPC213206
Remote Similarity	0.6728	NPC328750
Remote Similarity	0.6728	NPC474915
Remote Similarity	0.6728	NPC188163
Remote Similarity	0.6725	NPC315707
Remote Similarity	0.6725	NPC148014
Remote Similarity	0.6725	NPC65490
Remote Similarity	0.6725	NPC40389
Remote Similarity	0.6725	NPC78359
Remote Similarity	0.6725	NPC129603
Remote Similarity	0.6711	NPC471315
Remote Similarity	0.6711	NPC471314
Remote Similarity	0.6687	NPC7018
Remote Similarity	0.6667	NPC189908
Remote Similarity	0.6667	NPC130926
Remote Similarity	0.6667	NPC217277
Remote Similarity	0.6647	NPC475959
Remote Similarity	0.6647	NPC18402
Remote Similarity	0.6646	NPC193528
Remote Similarity	0.6587	NPC253883
Remote Similarity	0.6587	NPC90844
Remote Similarity	0.6587	NPC95075
Remote Similarity	0.6584	NPC42793
Remote Similarity	0.6584	NPC231884
Remote Similarity	0.6584	NPC167944
Remote Similarity	0.657	NPC247639
Remote Similarity	0.657	NPC25084
Remote Similarity	0.6566	NPC185838
Remote Similarity	0.6545	NPC476567
Remote Similarity	0.6545	NPC136860
Remote Similarity	0.6545	NPC128019
Remote Similarity	0.6522	NPC149571
Remote Similarity	0.6513	NPC263835
Remote Similarity	0.6513	NPC321133
Remote Similarity	0.6512	NPC78733
Remote Similarity	0.6509	NPC219162
Remote Similarity	0.65	NPC6854
Remote Similarity	0.65	NPC313737
Remote Similarity	0.65	NPC160692
Remote Similarity	0.65	NPC285078
Remote Similarity	0.6494	NPC298486
Remote Similarity	0.6491	NPC148898
Remote Similarity	0.6488	NPC51957
Remote Similarity	0.6488	NPC210437
Remote Similarity	0.6488	NPC16107
Remote Similarity	0.6488	NPC106295
Remote Similarity	0.6488	NPC476151
Remote Similarity	0.6488	NPC476144
Remote Similarity	0.6488	NPC179825
Remote Similarity	0.6488	NPC191376
Remote Similarity	0.6488	NPC321505
Remote Similarity	0.6481	NPC131204
Remote Similarity	0.6481	NPC301050
Remote Similarity	0.6478	NPC308885
Remote Similarity	0.6478	NPC255550
Remote Similarity	0.6477	NPC293871
Remote Similarity	0.6477	NPC124433
Remote Similarity	0.6474	NPC323443
Remote Similarity	0.6474	NPC180756
Remote Similarity	0.6474	NPC147091
Remote Similarity	0.6471	NPC274026
Remote Similarity	0.6461	NPC284842
Remote Similarity	0.645	NPC24233
Remote Similarity	0.645	NPC147390
Remote Similarity	0.645	NPC246587
Remote Similarity	0.645	NPC428
Remote Similarity	0.645	NPC476571
Remote Similarity	0.645	NPC7467
Remote Similarity	0.645	NPC135538
Remote Similarity	0.6442	NPC253429
Remote Similarity	0.6442	NPC220923
Remote Similarity	0.6442	NPC470707
Remote Similarity	0.6438	NPC93882
Remote Similarity	0.6438	NPC130595
Remote Similarity	0.6424	NPC123761
Remote Similarity	0.642	NPC230698
Remote Similarity	0.642	NPC475828
Remote Similarity	0.642	NPC251454
Remote Similarity	0.642	NPC205178
Remote Similarity	0.642	NPC136330
Remote Similarity	0.642	NPC196609
Remote Similarity	0.642	NPC73883
Remote Similarity	0.642	NPC255817
Remote Similarity	0.642	NPC277042
Remote Similarity	0.6416	NPC216459
Remote Similarity	0.6416	NPC41178
Remote Similarity	0.6416	NPC93593
Remote Similarity	0.6416	NPC138487
Remote Similarity	0.6414	NPC258171
Remote Similarity	0.6412	NPC477565
Remote Similarity	0.6412	NPC103379
Remote Similarity	0.6402	NPC36434
Remote Similarity	0.64	NPC477080
Remote Similarity	0.6398	NPC266425
Remote Similarity	0.6395	NPC26601
Remote Similarity	0.6395	NPC233029
Remote Similarity	0.6395	NPC210148
Remote Similarity	0.6395	NPC82285
Remote Similarity	0.6395	NPC206372
Remote Similarity	0.6395	NPC133011
Remote Similarity	0.6395	NPC203424
Remote Similarity	0.6391	NPC144863
Remote Similarity	0.6384	NPC475393
Remote Similarity	0.638	NPC99078
Remote Similarity	0.6379	NPC146288
Remote Similarity	0.6376	NPC26524
Remote Similarity	0.6358	NPC193673
Remote Similarity	0.6358	NPC45783
Remote Similarity	0.6358	NPC103947
Remote Similarity	0.6358	NPC94280
Remote Similarity	0.6358	NPC328419
Remote Similarity	0.6358	NPC167096
Remote Similarity	0.6358	NPC218530
Remote Similarity	0.6358	NPC471649
Remote Similarity	0.6358	NPC159150
Remote Similarity	0.6353	NPC130941
Remote Similarity	0.6352	NPC283079
Remote Similarity	0.6346	NPC328267
Remote Similarity	0.6341	NPC231163
Remote Similarity	0.6341	NPC318591
Remote Similarity	0.6341	NPC252107
Remote Similarity	0.6337	NPC81733
Remote Similarity	0.6337	NPC326316
Remote Similarity	0.6335	NPC474200
Remote Similarity	0.6335	NPC318862
Remote Similarity	0.6333	NPC130921
Remote Similarity	0.6333	NPC221877
Remote Similarity	0.6329	NPC301713
Remote Similarity	0.6329	NPC218323
Remote Similarity	0.6328	NPC94292
Remote Similarity	0.6325	NPC323204
Remote Similarity	0.6325	NPC470925
Remote Similarity	0.6323	NPC211992
Remote Similarity	0.6322	NPC76079
Remote Similarity	0.6319	NPC180647
Remote Similarity	0.6319	NPC96406
Remote Similarity	0.6316	NPC60538
Remote Similarity	0.6316	NPC92541
Remote Similarity	0.6316	NPC207824
Remote Similarity	0.6316	NPC120075
Remote Similarity	0.6313	NPC250846
Remote Similarity	0.6313	NPC317272
Remote Similarity	0.6313	NPC268503
Remote Similarity	0.6313	NPC42549
Remote Similarity	0.6313	NPC206941
Remote Similarity	0.6313	NPC256012
Remote Similarity	0.6313	NPC240841
Remote Similarity	0.631	NPC97004
Remote Similarity	0.631	NPC136951
Remote Similarity	0.631	NPC161155
Remote Similarity	0.6309	NPC165646
Remote Similarity	0.6292	NPC233650
Remote Similarity	0.6286	NPC234392
Remote Similarity	0.6286	NPC31311
Remote Similarity	0.628	NPC145446
Remote Similarity	0.628	NPC137172
Remote Similarity	0.6279	NPC192768
Remote Similarity	0.6279	NPC151895
Remote Similarity	0.6279	NPC220858
Remote Similarity	0.6279	NPC13397
Remote Similarity	0.6279	NPC97221
Remote Similarity	0.6279	NPC88249
Remote Similarity	0.6272	NPC313414
Remote Similarity	0.6272	NPC69623
Remote Similarity	0.6271	NPC477559
Remote Similarity	0.6271	NPC97072
Remote Similarity	0.6271	NPC215829
Remote Similarity	0.6271	NPC232924
Remote Similarity	0.6271	NPC266753
Remote Similarity	0.6271	NPC306902
Remote Similarity	0.6271	NPC160298
Remote Similarity	0.6268	NPC471576
Remote Similarity	0.6266	NPC136112
Remote Similarity	0.6266	NPC141739
Remote Similarity	0.6266	NPC320242
Remote Similarity	0.6265	NPC298821
Remote Similarity	0.6264	NPC177023
Remote Similarity	0.6257	NPC59907
Remote Similarity	0.6257	NPC134858
Remote Similarity	0.6257	NPC37144
Remote Similarity	0.625	NPC155838
Remote Similarity	0.6243	NPC277669
Remote Similarity	0.6243	NPC76213
Remote Similarity	0.6243	NPC476568
Remote Similarity	0.6243	NPC476579

Drug Structure

NPD6890 OpenBabel08211710072D 31 32 0 0 0 0 0 0 0 0999 V2000 -5.5622 -2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1962 -7.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6962 -6.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 -6.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7321 1.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 -1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -3.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -4.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 -2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -5.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 -1.9612 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 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -0.4612 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 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -6.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -1.4612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 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 7 1 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 27 1 0 0 0 0 7 28 1 0 0 0 0 8 9 1 0 0 0 0 8 10 2 0 0 0 0 9 15 3 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 23 1 0 0 0 0 13 25 2 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 26 1 0 0 0 0 16 28 1 0 0 0 0 17 31 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 21 31 1 0 0 0 0 22 27 1 0 0 0 0 22 29 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005811
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.25
ALogP	3.9032
MLogP	3.99
XLogP	7.451
HDA	2
HBD	0
Rotatable Bonds	17
TPSA	49.94
RO5 Violation	2