NPASS drugs

Drug Information

Drug ID:	NPD6322
Drug Name:
Molecular Formula:	C25H31N3O2S
Canonical SMILES:	COc1ccc(cc1)S(=O)c1ccc(cc1)C(N1CCN(CC1)C1CCCCC1)C#N
Standard InCHI:	InChI=1S/C25H31N3O2S/c1-30-22-9-13-24(14-10-22)31(29)23-11-7-20(8-12-23)25(19-26)28-17-15-27(16-18-28)21-5-3-2-4-6-21/h7-14,21,25H,2-6,15-18H2,1H3
Standard InCHIKey:	BFELQLHLUNQIHL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6322

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	211
0.1-0.2	1949
0.2-0.3	10165
0.3-0.4	2987
0.4-0.5	11822
0.5-0.6	3316
0.6-0.7	438
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	0.7089	NPC470925
Intermediate Similarity	0.7025	NPC314682
Remote Similarity	0.6981	NPC188163
Remote Similarity	0.6981	NPC213206
Remote Similarity	0.6981	NPC474915
Remote Similarity	0.6981	NPC328750
Remote Similarity	0.6974	NPC172403
Remote Similarity	0.6933	NPC253883
Remote Similarity	0.6933	NPC95075
Remote Similarity	0.6933	NPC90844
Remote Similarity	0.6933	NPC144863
Remote Similarity	0.6914	NPC189908
Remote Similarity	0.6894	NPC476567
Remote Similarity	0.6894	NPC128019
Remote Similarity	0.6894	NPC136860
Remote Similarity	0.6859	NPC325568
Remote Similarity	0.6848	NPC219162
Remote Similarity	0.6848	NPC92541
Remote Similarity	0.6829	NPC51957
Remote Similarity	0.6829	NPC210437
Remote Similarity	0.6829	NPC106295
Remote Similarity	0.6829	NPC16107
Remote Similarity	0.6829	NPC476144
Remote Similarity	0.681	NPC185838
Remote Similarity	0.6795	NPC118419
Remote Similarity	0.6788	NPC7467
Remote Similarity	0.6766	NPC81733
Remote Similarity	0.6766	NPC326316
Remote Similarity	0.6752	NPC266425
Remote Similarity	0.673	NPC167944
Remote Similarity	0.673	NPC42793
Remote Similarity	0.673	NPC231884
Remote Similarity	0.6727	NPC191376
Remote Similarity	0.6727	NPC476151
Remote Similarity	0.6727	NPC179825
Remote Similarity	0.6727	NPC321505
Remote Similarity	0.6726	NPC203424
Remote Similarity	0.6726	NPC26601
Remote Similarity	0.6726	NPC206372
Remote Similarity	0.6711	NPC217277
Remote Similarity	0.6706	NPC247639
Remote Similarity	0.6706	NPC25084
Remote Similarity	0.6688	NPC218323
Remote Similarity	0.6687	NPC246587
Remote Similarity	0.6687	NPC130941
Remote Similarity	0.6687	NPC135538
Remote Similarity	0.6687	NPC475959
Remote Similarity	0.6687	NPC147390
Remote Similarity	0.6687	NPC476571
Remote Similarity	0.6687	NPC24233
Remote Similarity	0.6687	NPC428
Remote Similarity	0.6667	NPC160193
Remote Similarity	0.6667	NPC11147
Remote Similarity	0.6667	NPC321133
Remote Similarity	0.6647	NPC123323
Remote Similarity	0.6647	NPC103379
Remote Similarity	0.6647	NPC76079
Remote Similarity	0.6647	NPC477565
Remote Similarity	0.6645	NPC471314
Remote Similarity	0.6645	NPC471315
Remote Similarity	0.6625	NPC307682
Remote Similarity	0.6607	NPC192768
Remote Similarity	0.6607	NPC88249
Remote Similarity	0.6607	NPC151895
Remote Similarity	0.6607	NPC220858
Remote Similarity	0.6607	NPC97221
Remote Similarity	0.6584	NPC193528
Remote Similarity	0.657	NPC476572
Remote Similarity	0.6568	NPC476568
Remote Similarity	0.655	NPC216459
Remote Similarity	0.655	NPC2413
Remote Similarity	0.655	NPC189266
Remote Similarity	0.655	NPC295691
Remote Similarity	0.655	NPC207757
Remote Similarity	0.655	NPC54379
Remote Similarity	0.655	NPC80129
Remote Similarity	0.655	NPC278799
Remote Similarity	0.655	NPC187022
Remote Similarity	0.655	NPC172765
Remote Similarity	0.655	NPC469817
Remote Similarity	0.655	NPC110416
Remote Similarity	0.655	NPC249797
Remote Similarity	0.655	NPC204828
Remote Similarity	0.655	NPC41178
Remote Similarity	0.655	NPC325871
Remote Similarity	0.655	NPC244112
Remote Similarity	0.655	NPC5238
Remote Similarity	0.655	NPC184026
Remote Similarity	0.655	NPC127674
Remote Similarity	0.655	NPC99659
Remote Similarity	0.655	NPC138487
Remote Similarity	0.655	NPC193949
Remote Similarity	0.655	NPC276588
Remote Similarity	0.655	NPC39701
Remote Similarity	0.6548	NPC60538
Remote Similarity	0.6548	NPC207824
Remote Similarity	0.6532	NPC221864
Remote Similarity	0.6529	NPC210148
Remote Similarity	0.6529	NPC233029
Remote Similarity	0.6522	NPC416184
Remote Similarity	0.6514	NPC475393
Remote Similarity	0.6512	NPC170503
Remote Similarity	0.6512	NPC203784
Remote Similarity	0.6512	NPC126519
Remote Similarity	0.6512	NPC146288
Remote Similarity	0.6512	NPC29647
Remote Similarity	0.6506	NPC9373
Remote Similarity	0.6506	NPC130926
Remote Similarity	0.6497	NPC471306
Remote Similarity	0.6497	NPC471321
Remote Similarity	0.6494	NPC266753
Remote Similarity	0.6494	NPC205255
Remote Similarity	0.6494	NPC230956
Remote Similarity	0.6494	NPC160298
Remote Similarity	0.6494	NPC271388
Remote Similarity	0.6494	NPC27410
Remote Similarity	0.6494	NPC232924
Remote Similarity	0.6494	NPC477559
Remote Similarity	0.6494	NPC166014
Remote Similarity	0.6494	NPC119649
Remote Similarity	0.6494	NPC235143
Remote Similarity	0.6494	NPC306902
Remote Similarity	0.649	NPC43275
Remote Similarity	0.6481	NPC253429
Remote Similarity	0.6477	NPC208280
Remote Similarity	0.6474	NPC79328
Remote Similarity	0.6471	NPC76213
Remote Similarity	0.6471	NPC277669
Remote Similarity	0.6467	NPC323948
Remote Similarity	0.6463	NPC323204
Remote Similarity	0.6461	NPC130921
Remote Similarity	0.6457	NPC80759
Remote Similarity	0.6457	NPC79402
Remote Similarity	0.6457	NPC94292
Remote Similarity	0.6453	NPC93593
Remote Similarity	0.6447	NPC263835
Remote Similarity	0.6447	NPC471308
Remote Similarity	0.6447	NPC53596
Remote Similarity	0.6447	NPC289330
Remote Similarity	0.6447	NPC17388
Remote Similarity	0.6447	NPC160120
Remote Similarity	0.6441	NPC240841
Remote Similarity	0.6441	NPC250846
Remote Similarity	0.6441	NPC42549
Remote Similarity	0.6441	NPC317272
Remote Similarity	0.6441	NPC256012
Remote Similarity	0.6441	NPC268503
Remote Similarity	0.6437	NPC216816
Remote Similarity	0.6437	NPC7393
Remote Similarity	0.642	NPC233650
Remote Similarity	0.642	NPC1229
Remote Similarity	0.6416	NPC186063
Remote Similarity	0.6416	NPC234392
Remote Similarity	0.6416	NPC31311
Remote Similarity	0.6414	NPC97811
Remote Similarity	0.6395	NPC2295
Remote Similarity	0.6395	NPC477564
Remote Similarity	0.6387	NPC307020
Remote Similarity	0.6387	NPC255253
Remote Similarity	0.6384	NPC134858
Remote Similarity	0.6384	NPC169743
Remote Similarity	0.6384	NPC225774
Remote Similarity	0.6374	NPC476579
Remote Similarity	0.6348	NPC219341
Remote Similarity	0.6348	NPC476432
Remote Similarity	0.6348	NPC24264
Remote Similarity	0.6347	NPC247298
Remote Similarity	0.6343	NPC111485
Remote Similarity	0.6343	NPC477080
Remote Similarity	0.634	NPC41801
Remote Similarity	0.6337	NPC28414
Remote Similarity	0.6337	NPC298924
Remote Similarity	0.6335	NPC160692
Remote Similarity	0.6328	NPC324144
Remote Similarity	0.6319	NPC7018
Remote Similarity	0.6319	NPC301050
Remote Similarity	0.6319	NPC131204
Remote Similarity	0.6319	NPC42383
Remote Similarity	0.6316	NPC274026
Remote Similarity	0.6313	NPC247389
Remote Similarity	0.6313	NPC150879
Remote Similarity	0.6313	NPC158376
Remote Similarity	0.6313	NPC117188
Remote Similarity	0.6313	NPC298979
Remote Similarity	0.6313	NPC145832
Remote Similarity	0.6313	NPC205421
Remote Similarity	0.6313	NPC474931
Remote Similarity	0.6313	NPC210140
Remote Similarity	0.6313	NPC306555
Remote Similarity	0.6313	NPC12053
Remote Similarity	0.6313	NPC81218
Remote Similarity	0.6312	NPC257390
Remote Similarity	0.631	NPC110337
Remote Similarity	0.6309	NPC26524
Remote Similarity	0.6303	NPC212850
Remote Similarity	0.6303	NPC189724
Remote Similarity	0.6303	NPC83289
Remote Similarity	0.6298	NPC10908
Remote Similarity	0.6298	NPC317439
Remote Similarity	0.6298	NPC115284

Drug Structure

NPD6322 OpenBabel08211709092D 31 34 0 0 1 0 0 0 0 0999 V2000 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 -2.5981 -0.5000 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 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 0.8660 -0.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 21 1 0 0 0 0 6 21 1 0 0 0 0 7 11 1 0 0 0 0 7 20 2 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 22 2 0 0 0 0 10 14 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 23 1 0 0 0 0 13 24 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 26 3 0 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 31 1 0 0 0 0 25 28 1 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014368
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9867750
ChEBI
CAS Number

Drug Properties

Molecular Weight	437.21
ALogP	-2.113
MLogP	3.55
XLogP	3.151
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	75.78
RO5 Violation	0