NPASS drugs

Drug Information

Drug ID:	NPD5583
Drug Name:
Molecular Formula:	C23H26N4O5S
Canonical SMILES:	CCOC(=O)c1cc(C#N)c(nc1C)N1CCC(CC1)C(=NS(=O)(=O)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C23H26N4O5S/c1-3-32-23(29)20-13-19(14-24)21(25-16(20)2)27-11-9-18(10-12-27)22(28)26-33(30,31)15-17-7-5-4-6-8-17/h4-8,13,18H,3,9-12,15H2,1-2H3,(H,26,28)
Standard InCHIKey:	NEMHKCNXXRQYRF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5583

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	215
0.1-0.2	2351
0.2-0.3	9791
0.3-0.4	11908
0.4-0.5	4209
0.5-0.6	2103
0.6-0.7	310
0.7-0.8	3
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	0.7228	NPC285923
Intermediate Similarity	0.7116	NPC243850
Intermediate Similarity	0.7085	NPC191310
Remote Similarity	0.6991	NPC309498
Remote Similarity	0.695	NPC249614
Remote Similarity	0.6856	NPC107287
Remote Similarity	0.6835	NPC313796
Remote Similarity	0.6835	NPC313345
Remote Similarity	0.6835	NPC314855
Remote Similarity	0.6835	NPC315638
Remote Similarity	0.6804	NPC314297
Remote Similarity	0.6804	NPC315545
Remote Similarity	0.6724	NPC116622
Remote Similarity	0.6712	NPC314834
Remote Similarity	0.6712	NPC473239
Remote Similarity	0.6712	NPC289086
Remote Similarity	0.6682	NPC135950
Remote Similarity	0.6667	NPC324245
Remote Similarity	0.6667	NPC320748
Remote Similarity	0.6667	NPC90415
Remote Similarity	0.6651	NPC32451
Remote Similarity	0.6651	NPC328559
Remote Similarity	0.6649	NPC112741
Remote Similarity	0.6636	NPC314648
Remote Similarity	0.6636	NPC103361
Remote Similarity	0.6608	NPC206343
Remote Similarity	0.6608	NPC477908
Remote Similarity	0.6606	NPC79223
Remote Similarity	0.6603	NPC243058
Remote Similarity	0.6602	NPC84347
Remote Similarity	0.6591	NPC317572
Remote Similarity	0.659	NPC248782
Remote Similarity	0.6575	NPC98864
Remote Similarity	0.6574	NPC109922
Remote Similarity	0.6571	NPC203635
Remote Similarity	0.6566	NPC263455
Remote Similarity	0.656	NPC123395
Remote Similarity	0.655	NPC472555
Remote Similarity	0.6547	NPC63041
Remote Similarity	0.6544	NPC329024
Remote Similarity	0.654	NPC327769
Remote Similarity	0.6538	NPC256268
Remote Similarity	0.6526	NPC44354
Remote Similarity	0.6524	NPC473506
Remote Similarity	0.6518	NPC48042
Remote Similarity	0.6518	NPC304179
Remote Similarity	0.6518	NPC472550
Remote Similarity	0.6514	NPC317672
Remote Similarity	0.6509	NPC194040
Remote Similarity	0.6509	NPC76565
Remote Similarity	0.6504	NPC244856
Remote Similarity	0.6502	NPC156044
Remote Similarity	0.6496	NPC475600
Remote Similarity	0.6496	NPC475631
Remote Similarity	0.6496	NPC87152
Remote Similarity	0.6496	NPC476110
Remote Similarity	0.649	NPC219848
Remote Similarity	0.6481	NPC475498
Remote Similarity	0.6481	NPC475137
Remote Similarity	0.6476	NPC306644
Remote Similarity	0.6476	NPC236424
Remote Similarity	0.6468	NPC470486
Remote Similarity	0.6468	NPC471977
Remote Similarity	0.6468	NPC471190
Remote Similarity	0.6468	NPC475644
Remote Similarity	0.6466	NPC477911
Remote Similarity	0.6462	NPC167400
Remote Similarity	0.6456	NPC273532
Remote Similarity	0.6447	NPC274842
Remote Similarity	0.6444	NPC472752
Remote Similarity	0.6439	NPC470894
Remote Similarity	0.6438	NPC57797
Remote Similarity	0.6438	NPC59033
Remote Similarity	0.6438	NPC250807
Remote Similarity	0.6432	NPC472553
Remote Similarity	0.6432	NPC476467
Remote Similarity	0.6432	NPC312860
Remote Similarity	0.6429	NPC317010
Remote Similarity	0.6426	NPC328186
Remote Similarity	0.6426	NPC228377
Remote Similarity	0.6426	NPC146824
Remote Similarity	0.6426	NPC477787
Remote Similarity	0.6426	NPC122968
Remote Similarity	0.6422	NPC245916
Remote Similarity	0.6419	NPC477907
Remote Similarity	0.6419	NPC177996
Remote Similarity	0.6419	NPC147983
Remote Similarity	0.6419	NPC42678
Remote Similarity	0.6419	NPC477909
Remote Similarity	0.6415	NPC207851
Remote Similarity	0.6414	NPC475303
Remote Similarity	0.6414	NPC292416
Remote Similarity	0.6414	NPC475596
Remote Similarity	0.6414	NPC473689
Remote Similarity	0.6413	NPC12944
Remote Similarity	0.6413	NPC25442
Remote Similarity	0.641	NPC473850
Remote Similarity	0.641	NPC159630
Remote Similarity	0.641	NPC230085
Remote Similarity	0.6404	NPC165837
Remote Similarity	0.6402	NPC170751
Remote Similarity	0.6398	NPC475362
Remote Similarity	0.6391	NPC6981
Remote Similarity	0.6387	NPC320324
Remote Similarity	0.6387	NPC319880
Remote Similarity	0.6387	NPC244839
Remote Similarity	0.6387	NPC30456
Remote Similarity	0.6385	NPC282103
Remote Similarity	0.6376	NPC319128
Remote Similarity	0.6376	NPC228331
Remote Similarity	0.6364	NPC62367
Remote Similarity	0.6364	NPC144779
Remote Similarity	0.6364	NPC294579
Remote Similarity	0.636	NPC237702
Remote Similarity	0.636	NPC111732
Remote Similarity	0.6359	NPC55493
Remote Similarity	0.6348	NPC470306
Remote Similarity	0.6348	NPC477910
Remote Similarity	0.6345	NPC316841
Remote Similarity	0.6336	NPC84815
Remote Similarity	0.6336	NPC301368
Remote Similarity	0.6336	NPC216428
Remote Similarity	0.6335	NPC241024
Remote Similarity	0.6333	NPC14325
Remote Similarity	0.6333	NPC475406
Remote Similarity	0.6333	NPC28848
Remote Similarity	0.6332	NPC317752
Remote Similarity	0.6325	NPC477788
Remote Similarity	0.632	NPC475408
Remote Similarity	0.632	NPC471014
Remote Similarity	0.632	NPC471016
Remote Similarity	0.6309	NPC477901
Remote Similarity	0.6307	NPC327904
Remote Similarity	0.6307	NPC38959
Remote Similarity	0.6296	NPC183805
Remote Similarity	0.6296	NPC63199
Remote Similarity	0.6296	NPC102338
Remote Similarity	0.6296	NPC196251
Remote Similarity	0.6296	NPC111602
Remote Similarity	0.629	NPC474916
Remote Similarity	0.6288	NPC318299
Remote Similarity	0.6288	NPC280473
Remote Similarity	0.6288	NPC323551
Remote Similarity	0.6282	NPC477912
Remote Similarity	0.6277	NPC148183
Remote Similarity	0.6277	NPC62995
Remote Similarity	0.6277	NPC207531
Remote Similarity	0.6277	NPC152768
Remote Similarity	0.6276	NPC477906
Remote Similarity	0.6273	NPC472116
Remote Similarity	0.6271	NPC477902
Remote Similarity	0.6266	NPC475426
Remote Similarity	0.6266	NPC35208
Remote Similarity	0.6262	NPC472119
Remote Similarity	0.6262	NPC320394
Remote Similarity	0.6261	NPC51008
Remote Similarity	0.6261	NPC41724
Remote Similarity	0.6255	NPC127720
Remote Similarity	0.6255	NPC235364
Remote Similarity	0.6255	NPC127026
Remote Similarity	0.625	NPC312645
Remote Similarity	0.625	NPC15384
Remote Similarity	0.625	NPC472323
Remote Similarity	0.625	NPC244425
Remote Similarity	0.6239	NPC129909
Remote Similarity	0.6239	NPC138370
Remote Similarity	0.6239	NPC472286
Remote Similarity	0.6239	NPC472099
Remote Similarity	0.6239	NPC472287
Remote Similarity	0.6234	NPC4421
Remote Similarity	0.6234	NPC264674
Remote Similarity	0.6232	NPC41717
Remote Similarity	0.623	NPC253482
Remote Similarity	0.6229	NPC471980
Remote Similarity	0.6226	NPC164340
Remote Similarity	0.6223	NPC319556
Remote Similarity	0.6218	NPC124029
Remote Similarity	0.6218	NPC211920
Remote Similarity	0.6217	NPC472098
Remote Similarity	0.621	NPC471546
Remote Similarity	0.6209	NPC476419
Remote Similarity	0.6203	NPC477900
Remote Similarity	0.6203	NPC26881
Remote Similarity	0.6203	NPC477899
Remote Similarity	0.6203	NPC328154
Remote Similarity	0.6195	NPC322644
Remote Similarity	0.6193	NPC469489
Remote Similarity	0.6186	NPC478141
Remote Similarity	0.618	NPC471197
Remote Similarity	0.6179	NPC211997
Remote Similarity	0.6176	NPC148860
Remote Similarity	0.6167	NPC317373
Remote Similarity	0.6164	NPC114974
Remote Similarity	0.6164	NPC477979
Remote Similarity	0.6162	NPC471323
Remote Similarity	0.6154	NPC475648
Remote Similarity	0.6154	NPC75600
Remote Similarity	0.6154	NPC19692
Remote Similarity	0.6154	NPC220151
Remote Similarity	0.6154	NPC212768

Drug Structure

NPD5583 OpenBabel08211708292D 34 36 0 0 0 0 0 0 0 0999 V2000 9.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 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 8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -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 0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 16 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 24 3 0 0 0 0 15 17 1 0 0 0 0 15 33 1 0 0 0 0 16 20 2 0 0 0 0 16 25 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 26 2 3 0 0 0 22 28 1 0 0 0 0 23 29 2 0 0 0 0 23 32 1 0 0 0 0 26 33 1 0 0 0 0 28 34 1 0 0 0 0 30 33 2 0 0 0 0 31 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010319
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23649325
ChEBI
CAS Number

Drug Properties

Molecular Weight	470.16
ALogP	-1.0899
MLogP	2.89
XLogP	4.052
HDA	9
HBD	1
Rotatable Bonds	11
TPSA	141.33
RO5 Violation	0