NPASS drugs

Drug Information

Drug ID:	NPD6813
Drug Name:
Molecular Formula:	C27H31NOS2
Canonical SMILES:	CCN(Cc1cccc(c1)OCc1scc(c1)c1cscc1)C/C=C/C#CC(C)(C)C
Standard InCHI:	InChI=1S/C27H31NOS2/c1-5-28(14-8-6-7-13-27(2,3)4)18-22-10-9-11-25(16-22)29-19-26-17-24(21-31-26)23-12-15-30-20-23/h6,8-12,15-17,20-21H,5,14,18-19H2,1-4H3/b8-6+
Standard InCHIKey:	KIRGLCXNEVICOG-SOFGYWHQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6813

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	244
0.1-0.2	1805
0.2-0.3	9625
0.3-0.4	3657
0.4-0.5	11189
0.5-0.6	4080
0.6-0.7	290
0.7-0.8	0
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
Remote Similarity	0.6871	NPC221877
Remote Similarity	0.6795	NPC172403
Remote Similarity	0.6685	NPC149571
Remote Similarity	0.6667	NPC307682
Remote Similarity	0.6667	NPC416184
Remote Similarity	0.6647	NPC189908
Remote Similarity	0.6645	NPC217277
Remote Similarity	0.6604	NPC160193
Remote Similarity	0.6601	NPC289330
Remote Similarity	0.6601	NPC471308
Remote Similarity	0.6601	NPC17388
Remote Similarity	0.6601	NPC160120
Remote Similarity	0.6601	NPC53596
Remote Similarity	0.6581	NPC471315
Remote Similarity	0.6581	NPC471314
Remote Similarity	0.6568	NPC90844
Remote Similarity	0.6568	NPC253883
Remote Similarity	0.6568	NPC95075
Remote Similarity	0.6545	NPC314682
Remote Similarity	0.6522	NPC118419
Remote Similarity	0.6514	NPC129603
Remote Similarity	0.6514	NPC78359
Remote Similarity	0.6514	NPC65490
Remote Similarity	0.6514	NPC40389
Remote Similarity	0.6514	NPC315707
Remote Similarity	0.6514	NPC148014
Remote Similarity	0.6506	NPC470925
Remote Similarity	0.6506	NPC474915
Remote Similarity	0.6506	NPC213206
Remote Similarity	0.6506	NPC188163
Remote Similarity	0.6506	NPC328750
Remote Similarity	0.6494	NPC78733
Remote Similarity	0.6494	NPC76079
Remote Similarity	0.6491	NPC219162
Remote Similarity	0.6463	NPC7018
Remote Similarity	0.645	NPC130926
Remote Similarity	0.645	NPC110337
Remote Similarity	0.6441	NPC18402
Remote Similarity	0.6438	NPC471321
Remote Similarity	0.6438	NPC471306
Remote Similarity	0.6433	NPC475959
Remote Similarity	0.6402	NPC11147
Remote Similarity	0.6387	NPC321133
Remote Similarity	0.6384	NPC477080
Remote Similarity	0.6379	NPC26601
Remote Similarity	0.6379	NPC233029
Remote Similarity	0.6379	NPC148898
Remote Similarity	0.6379	NPC210148
Remote Similarity	0.6374	NPC144863
Remote Similarity	0.6364	NPC247639
Remote Similarity	0.6364	NPC25084
Remote Similarity	0.6358	NPC26524
Remote Similarity	0.6353	NPC185838
Remote Similarity	0.6337	NPC130941
Remote Similarity	0.6331	NPC136860
Remote Similarity	0.6331	NPC128019
Remote Similarity	0.6331	NPC476567
Remote Similarity	0.6329	NPC255253
Remote Similarity	0.6329	NPC328267
Remote Similarity	0.6325	NPC193528
Remote Similarity	0.6313	NPC70172
Remote Similarity	0.6301	NPC92541
Remote Similarity	0.6284	NPC473245
Remote Similarity	0.6284	NPC70840
Remote Similarity	0.6284	NPC176304
Remote Similarity	0.6282	NPC263835
Remote Similarity	0.628	NPC325568
Remote Similarity	0.628	NPC160692
Remote Similarity	0.6279	NPC210437
Remote Similarity	0.6279	NPC476151
Remote Similarity	0.6279	NPC179825
Remote Similarity	0.6279	NPC106295
Remote Similarity	0.6279	NPC321505
Remote Similarity	0.6279	NPC191376
Remote Similarity	0.6279	NPC51957
Remote Similarity	0.6279	NPC16107
Remote Similarity	0.6279	NPC476144
Remote Similarity	0.6278	NPC293871
Remote Similarity	0.6278	NPC124433
Remote Similarity	0.6278	NPC233650
Remote Similarity	0.6271	NPC147091
Remote Similarity	0.6271	NPC180756
Remote Similarity	0.6271	NPC234392
Remote Similarity	0.6271	NPC31311
Remote Similarity	0.6271	NPC323443
Remote Similarity	0.6265	NPC42793
Remote Similarity	0.6265	NPC167944
Remote Similarity	0.6265	NPC301050
Remote Similarity	0.6265	NPC131204
Remote Similarity	0.6265	NPC231884
Remote Similarity	0.6264	NPC274026
Remote Similarity	0.6264	NPC284842
Remote Similarity	0.6257	NPC97072
Remote Similarity	0.6257	NPC215829
Remote Similarity	0.6243	NPC24233
Remote Similarity	0.6243	NPC134858
Remote Similarity	0.6243	NPC246587
Remote Similarity	0.6243	NPC476571
Remote Similarity	0.6243	NPC135538
Remote Similarity	0.6243	NPC147390
Remote Similarity	0.6243	NPC428
Remote Similarity	0.6243	NPC7467
Remote Similarity	0.6233	NPC472172
Remote Similarity	0.6229	NPC326316
Remote Similarity	0.6229	NPC81733
Remote Similarity	0.6228	NPC318591
Remote Similarity	0.6228	NPC253429
Remote Similarity	0.6228	NPC231163
Remote Similarity	0.6225	NPC21890
Remote Similarity	0.6215	NPC216459
Remote Similarity	0.6215	NPC41178
Remote Similarity	0.6215	NPC244112
Remote Similarity	0.6215	NPC93593
Remote Similarity	0.6215	NPC138487
Remote Similarity	0.6209	NPC32356
Remote Similarity	0.6207	NPC477565
Remote Similarity	0.6207	NPC103379
Remote Similarity	0.6193	NPC133011
Remote Similarity	0.6193	NPC82285
Remote Similarity	0.6188	NPC475393
Remote Similarity	0.6183	NPC476236
Remote Similarity	0.6183	NPC469964
Remote Similarity	0.6183	NPC472474
Remote Similarity	0.6182	NPC266425
Remote Similarity	0.618	NPC146288
Remote Similarity	0.6175	NPC210140
Remote Similarity	0.6175	NPC150879
Remote Similarity	0.6174	NPC186469
Remote Similarity	0.6171	NPC223125
Remote Similarity	0.6168	NPC137172
Remote Similarity	0.6168	NPC145446
Remote Similarity	0.6167	NPC306902
Remote Similarity	0.6167	NPC160298
Remote Similarity	0.6167	NPC232924
Remote Similarity	0.6167	NPC477559
Remote Similarity	0.6167	NPC266753
Remote Similarity	0.6164	NPC472171
Remote Similarity	0.6164	NPC298486
Remote Similarity	0.6163	NPC145304
Remote Similarity	0.6154	NPC247972
Remote Similarity	0.6145	NPC159150
Remote Similarity	0.6145	NPC45783
Remote Similarity	0.6145	NPC328419
Remote Similarity	0.6145	NPC94280
Remote Similarity	0.6145	NPC193673
Remote Similarity	0.6145	NPC103947
Remote Similarity	0.6141	NPC290759
Remote Similarity	0.6141	NPC266176
Remote Similarity	0.6141	NPC158148
Remote Similarity	0.6141	NPC82533
Remote Similarity	0.6138	NPC471576
Remote Similarity	0.6135	NPC283079
Remote Similarity	0.6133	NPC94292
Remote Similarity	0.6131	NPC95366
Remote Similarity	0.6131	NPC248505
Remote Similarity	0.6124	NPC123323
Remote Similarity	0.6121	NPC93882
Remote Similarity	0.6121	NPC474200
Remote Similarity	0.6121	NPC130595
Remote Similarity	0.6121	NPC318862
Remote Similarity	0.612	NPC256012
Remote Similarity	0.612	NPC317272
Remote Similarity	0.612	NPC240841
Remote Similarity	0.612	NPC268503
Remote Similarity	0.612	NPC42549
Remote Similarity	0.612	NPC250846
Remote Similarity	0.6114	NPC44869
Remote Similarity	0.6114	NPC60538
Remote Similarity	0.6114	NPC207824
Remote Similarity	0.6111	NPC315498
Remote Similarity	0.6111	NPC230942
Remote Similarity	0.6111	NPC218323
Remote Similarity	0.6108	NPC96406
Remote Similarity	0.6108	NPC475828
Remote Similarity	0.6108	NPC75958
Remote Similarity	0.6102	NPC223124
Remote Similarity	0.6102	NPC203424
Remote Similarity	0.6102	NPC206372
Remote Similarity	0.6089	NPC186063
Remote Similarity	0.6087	NPC210918
Remote Similarity	0.6087	NPC57812
Remote Similarity	0.6087	NPC474324
Remote Similarity	0.6084	NPC285078
Remote Similarity	0.6084	NPC313737
Remote Similarity	0.6084	NPC6854
Remote Similarity	0.608	NPC220858
Remote Similarity	0.608	NPC97221
Remote Similarity	0.608	NPC88249
Remote Similarity	0.608	NPC151895
Remote Similarity	0.608	NPC192768
Remote Similarity	0.6075	NPC477640
Remote Similarity	0.6075	NPC470739
Remote Similarity	0.6075	NPC225597
Remote Similarity	0.6075	NPC65403
Remote Similarity	0.6071	NPC106606
Remote Similarity	0.6069	NPC69623
Remote Similarity	0.6069	NPC95755
Remote Similarity	0.6069	NPC313918
Remote Similarity	0.6069	NPC470161
Remote Similarity	0.6067	NPC471649

Drug Structure

NPD6813 OpenBabel08211710072D 31 33 0 0 0 0 0 0 0 0999 V2000 -5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7648 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2648 0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7648 1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9727 1.6287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9508 1.4208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 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 -3.5686 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1418 0.0195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7648 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0553 0.4262 0.0000 S 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 5 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 5 28 1 0 0 0 0 6 7 1 0 0 0 0 6 8 2 0 0 0 0 7 13 3 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 22 1 0 0 0 0 11 25 2 0 0 0 0 12 15 2 0 0 0 0 12 23 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 30 1 0 0 0 0 16 22 2 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 17 26 2 0 0 0 0 18 22 1 0 0 0 0 18 28 1 0 0 0 0 19 26 1 0 0 0 0 19 29 1 0 0 0 0 20 23 2 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 23 24 1 0 0 0 0 25 29 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000998; DCL000019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6443223
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.18
ALogP	4.0422
MLogP	3.99
XLogP	8.051
HDA	1
HBD	0
Rotatable Bonds	13
TPSA	68.95
RO5 Violation	1