NPASS drugs

Drug Information

Drug ID:	NPD5420
Drug Name:	SB-209247
Molecular Formula:	C23H19Cl2NO3S
Canonical SMILES:	OC(=O)/C=C/c1nc(ccc1OCCc1ccccc1)CSc1c(Cl)cccc1Cl
Standard InCHI:	InChI=1S/C23H19Cl2NO3S/c24-18-7-4-8-19(25)23(18)30-15-17-9-11-21(20(26-17)10-12-22(27)28)29-14-13-16-5-2-1-3-6-16/h1-12H,13-15H2,(H,27,28)/b12-10+
Standard InCHIKey:	ZJLFOOWTDISDIO-ZRDIBKRKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5420

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	305
0.1-0.2	2719
0.2-0.3	9835
0.3-0.4	3235
0.4-0.5	12437
0.5-0.6	2025
0.6-0.7	329
0.7-0.8	5
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	0.7129	NPC168486
Intermediate Similarity	0.7129	NPC222592
Intermediate Similarity	0.7024	NPC320394
Intermediate Similarity	0.7009	NPC470586
Intermediate Similarity	0.7005	NPC118511
Remote Similarity	0.6974	NPC26850
Remote Similarity	0.6946	NPC283152
Remote Similarity	0.6919	NPC230403
Remote Similarity	0.689	NPC110741
Remote Similarity	0.6845	NPC118776
Remote Similarity	0.6844	NPC197141
Remote Similarity	0.6829	NPC472168
Remote Similarity	0.6827	NPC42591
Remote Similarity	0.6821	NPC26872
Remote Similarity	0.6765	NPC312872
Remote Similarity	0.6761	NPC475190
Remote Similarity	0.6732	NPC288943
Remote Similarity	0.6714	NPC194040
Remote Similarity	0.67	NPC177404
Remote Similarity	0.6698	NPC471593
Remote Similarity	0.6682	NPC66083
Remote Similarity	0.6667	NPC470404
Remote Similarity	0.6667	NPC470394
Remote Similarity	0.6667	NPC470403
Remote Similarity	0.6652	NPC478141
Remote Similarity	0.6636	NPC317572
Remote Similarity	0.6635	NPC249662
Remote Similarity	0.6603	NPC206201
Remote Similarity	0.6599	NPC284348
Remote Similarity	0.6598	NPC291609
Remote Similarity	0.6598	NPC470395
Remote Similarity	0.6592	NPC287208
Remote Similarity	0.657	NPC194724
Remote Similarity	0.6569	NPC44161
Remote Similarity	0.6557	NPC204385
Remote Similarity	0.6556	NPC124300
Remote Similarity	0.6555	NPC478032
Remote Similarity	0.655	NPC116573
Remote Similarity	0.655	NPC184408
Remote Similarity	0.6531	NPC257142
Remote Similarity	0.653	NPC128823
Remote Similarity	0.653	NPC18487
Remote Similarity	0.6526	NPC232872
Remote Similarity	0.6486	NPC475774
Remote Similarity	0.6481	NPC280964
Remote Similarity	0.6481	NPC114335
Remote Similarity	0.6481	NPC141915
Remote Similarity	0.6481	NPC469961
Remote Similarity	0.6478	NPC314270
Remote Similarity	0.6478	NPC309919
Remote Similarity	0.6478	NPC174576
Remote Similarity	0.6475	NPC310618
Remote Similarity	0.6473	NPC193238
Remote Similarity	0.6473	NPC321428
Remote Similarity	0.6465	NPC144381
Remote Similarity	0.6462	NPC62069
Remote Similarity	0.6457	NPC137929
Remote Similarity	0.6457	NPC164374
Remote Similarity	0.6456	NPC477888
Remote Similarity	0.6456	NPC474688
Remote Similarity	0.6452	NPC79293
Remote Similarity	0.6452	NPC279401
Remote Similarity	0.6449	NPC74382
Remote Similarity	0.6449	NPC206251
Remote Similarity	0.6447	NPC476287
Remote Similarity	0.6447	NPC39500
Remote Similarity	0.6441	NPC274640
Remote Similarity	0.6438	NPC267928
Remote Similarity	0.6437	NPC313587
Remote Similarity	0.6437	NPC316110
Remote Similarity	0.6437	NPC315893
Remote Similarity	0.6435	NPC469390
Remote Similarity	0.6432	NPC153769
Remote Similarity	0.6429	NPC304183
Remote Similarity	0.6419	NPC242928
Remote Similarity	0.6408	NPC1527
Remote Similarity	0.6406	NPC133140
Remote Similarity	0.6406	NPC195268
Remote Similarity	0.6402	NPC61350
Remote Similarity	0.6384	NPC47059
Remote Similarity	0.6384	NPC118832
Remote Similarity	0.6384	NPC329708
Remote Similarity	0.6384	NPC264166
Remote Similarity	0.6384	NPC274291
Remote Similarity	0.6384	NPC165349
Remote Similarity	0.638	NPC280714
Remote Similarity	0.6379	NPC475844
Remote Similarity	0.6372	NPC238242
Remote Similarity	0.6368	NPC474798
Remote Similarity	0.6368	NPC144452
Remote Similarity	0.6368	NPC216612
Remote Similarity	0.6367	NPC472434
Remote Similarity	0.6364	NPC303225
Remote Similarity	0.636	NPC187501
Remote Similarity	0.6359	NPC314861
Remote Similarity	0.6356	NPC471736
Remote Similarity	0.6352	NPC128115
Remote Similarity	0.634	NPC205372
Remote Similarity	0.6339	NPC223427
Remote Similarity	0.6336	NPC131885
Remote Similarity	0.6333	NPC84347
Remote Similarity	0.6332	NPC203168
Remote Similarity	0.6326	NPC314573
Remote Similarity	0.6325	NPC280799
Remote Similarity	0.6324	NPC322644
Remote Similarity	0.6322	NPC477587
Remote Similarity	0.6322	NPC477589
Remote Similarity	0.632	NPC288349
Remote Similarity	0.6316	NPC161801
Remote Similarity	0.6316	NPC269367
Remote Similarity	0.6316	NPC219664
Remote Similarity	0.6313	NPC161292
Remote Similarity	0.6311	NPC470930
Remote Similarity	0.6307	NPC24802
Remote Similarity	0.6304	NPC232225
Remote Similarity	0.63	NPC470931
Remote Similarity	0.6295	NPC291535
Remote Similarity	0.6295	NPC475085
Remote Similarity	0.6295	NPC66815
Remote Similarity	0.6295	NPC472435
Remote Similarity	0.6295	NPC475112
Remote Similarity	0.6292	NPC477516
Remote Similarity	0.6291	NPC219963
Remote Similarity	0.629	NPC478049
Remote Similarity	0.6288	NPC87413
Remote Similarity	0.6283	NPC472287
Remote Similarity	0.6283	NPC300156
Remote Similarity	0.6283	NPC472286
Remote Similarity	0.6283	NPC476106
Remote Similarity	0.6282	NPC132642
Remote Similarity	0.6282	NPC472099
Remote Similarity	0.6282	NPC225279
Remote Similarity	0.6278	NPC19872
Remote Similarity	0.6277	NPC118228
Remote Similarity	0.6276	NPC60553
Remote Similarity	0.6272	NPC209769
Remote Similarity	0.6272	NPC469589
Remote Similarity	0.6271	NPC314633
Remote Similarity	0.627	NPC477590
Remote Similarity	0.627	NPC477588
Remote Similarity	0.627	NPC477585
Remote Similarity	0.627	NPC477586
Remote Similarity	0.627	NPC471614
Remote Similarity	0.6267	NPC183805
Remote Similarity	0.6267	NPC224327
Remote Similarity	0.6267	NPC469440
Remote Similarity	0.6266	NPC329631
Remote Similarity	0.6265	NPC165964
Remote Similarity	0.6261	NPC72211
Remote Similarity	0.6261	NPC472098
Remote Similarity	0.626	NPC316224
Remote Similarity	0.6255	NPC476995
Remote Similarity	0.625	NPC476999
Remote Similarity	0.625	NPC474701
Remote Similarity	0.625	NPC470894
Remote Similarity	0.625	NPC148183
Remote Similarity	0.625	NPC90415
Remote Similarity	0.625	NPC152768
Remote Similarity	0.6244	NPC108847
Remote Similarity	0.6239	NPC473239
Remote Similarity	0.6236	NPC172355
Remote Similarity	0.6234	NPC74562
Remote Similarity	0.6234	NPC151781
Remote Similarity	0.6234	NPC236668
Remote Similarity	0.6234	NPC316181
Remote Similarity	0.6228	NPC308392
Remote Similarity	0.6227	NPC289786
Remote Similarity	0.6227	NPC226202
Remote Similarity	0.622	NPC314940
Remote Similarity	0.622	NPC472436
Remote Similarity	0.622	NPC473764
Remote Similarity	0.6217	NPC146418
Remote Similarity	0.6216	NPC314948
Remote Similarity	0.6216	NPC70956
Remote Similarity	0.6216	NPC243834
Remote Similarity	0.6215	NPC161887
Remote Similarity	0.6215	NPC266551
Remote Similarity	0.6213	NPC54066
Remote Similarity	0.6211	NPC472111
Remote Similarity	0.6207	NPC146976
Remote Similarity	0.6207	NPC16066
Remote Similarity	0.6205	NPC477019
Remote Similarity	0.6204	NPC20249
Remote Similarity	0.6203	NPC51388
Remote Similarity	0.6195	NPC162484
Remote Similarity	0.6192	NPC186351
Remote Similarity	0.619	NPC94157
Remote Similarity	0.6186	NPC243058
Remote Similarity	0.6184	NPC4687
Remote Similarity	0.6183	NPC300114
Remote Similarity	0.6179	NPC473432
Remote Similarity	0.6179	NPC286195
Remote Similarity	0.6176	NPC179287
Remote Similarity	0.6176	NPC97746
Remote Similarity	0.6174	NPC199667
Remote Similarity	0.6174	NPC470020
Remote Similarity	0.6174	NPC290689
Remote Similarity	0.6171	NPC70259
Remote Similarity	0.617	NPC473179
Remote Similarity	0.617	NPC315804

Drug Structure

NPD5420 OpenBabel08211708292D 31 33 0 0 0 0 0 0 0 0999 V2000 5.1962 2.0000 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 5.1962 3.0000 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 -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 0.0000 2.0000 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 2.5981 3.5000 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 -1.7321 -0.0000 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 -0.8660 0.5000 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 0.8660 0.5000 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 2.5981 -1.5000 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 -3.4641 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 Cl 0 0 0 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 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 30 1 0 0 0 0 17 26 2 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005901
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	459.05
ALogP	2.3252
MLogP	3.22
XLogP	8.028
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	84.72
RO5 Violation	1