NPASS drugs

Drug Information

Drug ID:	NPD3784
Drug Name:	SIM-916
Molecular Formula:	C20H16FNO3S
Canonical SMILES:	Oc1ccc(cc1)S(=O)(=O)N1C(C)c2cc(F)ccc2c2c1cccc2
Standard InCHI:	InChI=1S/C20H16FNO3S/c1-13-19-12-14(21)6-11-17(19)18-4-2-3-5-20(18)22(13)26(24,25)16-9-7-15(23)8-10-16/h2-13,23H,1H3
Standard InCHIKey:	MSEVFPXWPCJCHX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3784

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	239
0.1-0.2	1644
0.2-0.3	9533
0.3-0.4	4227
0.4-0.5	11545
0.5-0.6	3417
0.6-0.7	283
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	0.7143	NPC477185
Intermediate Similarity	0.7119	NPC477187
Remote Similarity	0.694	NPC33902
Remote Similarity	0.694	NPC276674
Remote Similarity	0.6932	NPC288430
Remote Similarity	0.6805	NPC144691
Remote Similarity	0.6792	NPC89769
Remote Similarity	0.6792	NPC126859
Remote Similarity	0.6792	NPC259665
Remote Similarity	0.6774	NPC320088
Remote Similarity	0.6774	NPC477186
Remote Similarity	0.6765	NPC322283
Remote Similarity	0.674	NPC285941
Remote Similarity	0.673	NPC124802
Remote Similarity	0.6685	NPC33507
Remote Similarity	0.6685	NPC473432
Remote Similarity	0.6667	NPC268763
Remote Similarity	0.6667	NPC66177
Remote Similarity	0.6667	NPC8305
Remote Similarity	0.6649	NPC474904
Remote Similarity	0.661	NPC204867
Remote Similarity	0.6573	NPC24954
Remote Similarity	0.6566	NPC170170
Remote Similarity	0.6566	NPC219233
Remote Similarity	0.6566	NPC211468
Remote Similarity	0.6562	NPC328590
Remote Similarity	0.6554	NPC133470
Remote Similarity	0.6554	NPC289776
Remote Similarity	0.6554	NPC191863
Remote Similarity	0.6552	NPC26601
Remote Similarity	0.6541	NPC190461
Remote Similarity	0.6527	NPC323123
Remote Similarity	0.6519	NPC307020
Remote Similarity	0.6503	NPC149379
Remote Similarity	0.6495	NPC17677
Remote Similarity	0.6488	NPC470090
Remote Similarity	0.6486	NPC287588
Remote Similarity	0.6477	NPC469428
Remote Similarity	0.6463	NPC184437
Remote Similarity	0.6461	NPC199737
Remote Similarity	0.6458	NPC78284
Remote Similarity	0.6441	NPC29647
Remote Similarity	0.6436	NPC249405
Remote Similarity	0.6433	NPC185838
Remote Similarity	0.6409	NPC44161
Remote Similarity	0.6404	NPC79328
Remote Similarity	0.6391	NPC470925
Remote Similarity	0.6383	NPC179704
Remote Similarity	0.6369	NPC59779
Remote Similarity	0.6369	NPC471177
Remote Similarity	0.6369	NPC124542
Remote Similarity	0.6369	NPC221864
Remote Similarity	0.6358	NPC476151
Remote Similarity	0.6358	NPC191376
Remote Similarity	0.6358	NPC179825
Remote Similarity	0.6358	NPC321505
Remote Similarity	0.6353	NPC60553
Remote Similarity	0.6339	NPC126676
Remote Similarity	0.6339	NPC469671
Remote Similarity	0.6333	NPC230956
Remote Similarity	0.6333	NPC166014
Remote Similarity	0.6333	NPC235143
Remote Similarity	0.6333	NPC27410
Remote Similarity	0.6333	NPC271388
Remote Similarity	0.6333	NPC205255
Remote Similarity	0.6333	NPC119649
Remote Similarity	0.6328	NPC315257
Remote Similarity	0.6322	NPC147390
Remote Similarity	0.6322	NPC476571
Remote Similarity	0.6322	NPC246587
Remote Similarity	0.6322	NPC135538
Remote Similarity	0.6322	NPC428
Remote Similarity	0.6322	NPC24233
Remote Similarity	0.6313	NPC471489
Remote Similarity	0.6308	NPC162653
Remote Similarity	0.6302	NPC312531
Remote Similarity	0.6298	NPC79402
Remote Similarity	0.6298	NPC80759
Remote Similarity	0.6298	NPC471178
Remote Similarity	0.6292	NPC26850
Remote Similarity	0.6286	NPC477565
Remote Similarity	0.6286	NPC207824
Remote Similarity	0.6286	NPC60538
Remote Similarity	0.6286	NPC103379
Remote Similarity	0.6272	NPC204156
Remote Similarity	0.6264	NPC90844
Remote Similarity	0.6264	NPC1229
Remote Similarity	0.6264	NPC95075
Remote Similarity	0.6264	NPC253883
Remote Similarity	0.6264	NPC144863
Remote Similarity	0.6257	NPC186063
Remote Similarity	0.625	NPC151895
Remote Similarity	0.625	NPC474814
Remote Similarity	0.625	NPC192768
Remote Similarity	0.625	NPC220858
Remote Similarity	0.625	NPC112336
Remote Similarity	0.625	NPC97221
Remote Similarity	0.625	NPC88249
Remote Similarity	0.6243	NPC473057
Remote Similarity	0.6237	NPC280964
Remote Similarity	0.6237	NPC141915
Remote Similarity	0.6237	NPC114335
Remote Similarity	0.623	NPC209377
Remote Similarity	0.623	NPC134858
Remote Similarity	0.6224	NPC472193
Remote Similarity	0.6223	NPC298320
Remote Similarity	0.6216	NPC471294
Remote Similarity	0.6215	NPC76213
Remote Similarity	0.6215	NPC277669
Remote Similarity	0.6205	NPC300020
Remote Similarity	0.6205	NPC302171
Remote Similarity	0.6205	NPC33338
Remote Similarity	0.6201	NPC278799
Remote Similarity	0.6201	NPC469817
Remote Similarity	0.6201	NPC5238
Remote Similarity	0.6201	NPC204828
Remote Similarity	0.6201	NPC207757
Remote Similarity	0.6201	NPC110416
Remote Similarity	0.6201	NPC249797
Remote Similarity	0.6201	NPC193949
Remote Similarity	0.6201	NPC127674
Remote Similarity	0.6201	NPC172765
Remote Similarity	0.6201	NPC2413
Remote Similarity	0.6201	NPC295691
Remote Similarity	0.6201	NPC184026
Remote Similarity	0.6201	NPC189266
Remote Similarity	0.6201	NPC276588
Remote Similarity	0.6201	NPC39701
Remote Similarity	0.6201	NPC54379
Remote Similarity	0.6196	NPC193853
Remote Similarity	0.6196	NPC35627
Remote Similarity	0.6196	NPC223077
Remote Similarity	0.6196	NPC81247
Remote Similarity	0.6196	NPC476573
Remote Similarity	0.6196	NPC56887
Remote Similarity	0.6196	NPC195392
Remote Similarity	0.6193	NPC219162
Remote Similarity	0.6193	NPC92541
Remote Similarity	0.6184	NPC65855
Remote Similarity	0.6184	NPC292758
Remote Similarity	0.6181	NPC249040
Remote Similarity	0.6175	NPC324144
Remote Similarity	0.6175	NPC472115
Remote Similarity	0.6175	NPC233650
Remote Similarity	0.6175	NPC472114
Remote Similarity	0.617	NPC232340
Remote Similarity	0.6167	NPC471122
Remote Similarity	0.6167	NPC103250
Remote Similarity	0.6162	NPC12053
Remote Similarity	0.6162	NPC158376
Remote Similarity	0.6162	NPC210140
Remote Similarity	0.6162	NPC117188
Remote Similarity	0.6162	NPC205421
Remote Similarity	0.6162	NPC306555
Remote Similarity	0.6162	NPC145832
Remote Similarity	0.6162	NPC81218
Remote Similarity	0.6162	NPC298979
Remote Similarity	0.6162	NPC474931
Remote Similarity	0.6158	NPC184161
Remote Similarity	0.6154	NPC159319
Remote Similarity	0.6154	NPC324149
Remote Similarity	0.6154	NPC222982
Remote Similarity	0.6149	NPC291610
Remote Similarity	0.6145	NPC476685
Remote Similarity	0.6145	NPC477564
Remote Similarity	0.6145	NPC476689
Remote Similarity	0.6145	NPC476687
Remote Similarity	0.6145	NPC257390
Remote Similarity	0.6145	NPC2295
Remote Similarity	0.6141	NPC13504
Remote Similarity	0.6141	NPC136508
Remote Similarity	0.6141	NPC96603
Remote Similarity	0.6141	NPC78222
Remote Similarity	0.6141	NPC169743
Remote Similarity	0.6141	NPC306843
Remote Similarity	0.6141	NPC196447
Remote Similarity	0.6141	NPC253043
Remote Similarity	0.6141	NPC477563
Remote Similarity	0.6141	NPC212794
Remote Similarity	0.614	NPC314682
Remote Similarity	0.6138	NPC478032
Remote Similarity	0.6134	NPC474059
Remote Similarity	0.6129	NPC259545
Remote Similarity	0.6125	NPC475915
Remote Similarity	0.6124	NPC81733
Remote Similarity	0.6124	NPC326316
Remote Similarity	0.6124	NPC26872
Remote Similarity	0.6122	NPC302001
Remote Similarity	0.612	NPC60186
Remote Similarity	0.6118	NPC24101
Remote Similarity	0.6118	NPC96224
Remote Similarity	0.6117	NPC283152
Remote Similarity	0.6115	NPC82963
Remote Similarity	0.6114	NPC21425
Remote Similarity	0.6114	NPC254798
Remote Similarity	0.6108	NPC317272
Remote Similarity	0.6108	NPC250846
Remote Similarity	0.6108	NPC256012
Remote Similarity	0.6108	NPC473764
Remote Similarity	0.6108	NPC240841

Drug Structure

NPD3784 OpenBabel08211704332D 27 30 0 0 1 0 0 0 0 0999 V2000 -1.6762 0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5143 2.4194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5143 1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6762 2.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6762 0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 4.3548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 0.8381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 -0.8381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4194 0.8381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4194 -0.8381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.8710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6762 2.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 1.4516 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6762 3.8710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8710 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9355 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 2.4194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 2.4194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8381 1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5143 4.3548 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9677 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8387 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9677 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9677 -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 -5.3226 0.8381 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 18 2 0 0 0 0 5 20 2 0 0 0 0 6 11 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 13 22 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 20 1 0 0 0 0 20 22 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013405
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.08
ALogP	-0.9162
MLogP	3
XLogP	4.951
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	65.99
RO5 Violation	0