NPASS drugs

Drug Information

Drug ID:	NPD2761
Drug Name:	Sulfasalazine
Molecular Formula:	C18H14N4O5S
Canonical SMILES:	OC(=O)c1cc(/N=N/c2ccc(cc2)S(=O)(=O)Nc2ccccn2)ccc1O
Standard InCHI:	InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)/b21-20+
Standard InCHIKey:	NCEXYHBECQHGNR-QZQOTICOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2761

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	347
0.1-0.2	3230
0.2-0.3	9589
0.3-0.4	6735
0.4-0.5	8654
0.5-0.6	2026
0.6-0.7	307
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	0.7018	NPC309845
Intermediate Similarity	0.7014	NPC90229
Remote Similarity	0.699	NPC199737
Remote Similarity	0.694	NPC62995
Remote Similarity	0.6827	NPC475983
Remote Similarity	0.6825	NPC471778
Remote Similarity	0.6812	NPC193238
Remote Similarity	0.6792	NPC474814
Remote Similarity	0.6792	NPC112336
Remote Similarity	0.6771	NPC146724
Remote Similarity	0.6766	NPC469727
Remote Similarity	0.6757	NPC56170
Remote Similarity	0.6751	NPC276657
Remote Similarity	0.6736	NPC116622
Remote Similarity	0.6719	NPC74619
Remote Similarity	0.6714	NPC253810
Remote Similarity	0.6696	NPC213308
Remote Similarity	0.6695	NPC27041
Remote Similarity	0.6625	NPC478141
Remote Similarity	0.6623	NPC45459
Remote Similarity	0.6623	NPC315491
Remote Similarity	0.6612	NPC207686
Remote Similarity	0.6604	NPC471178
Remote Similarity	0.66	NPC295452
Remote Similarity	0.66	NPC171393
Remote Similarity	0.6598	NPC130570
Remote Similarity	0.6597	NPC314270
Remote Similarity	0.6588	NPC124542
Remote Similarity	0.6588	NPC59779
Remote Similarity	0.6588	NPC471177
Remote Similarity	0.6582	NPC147983
Remote Similarity	0.6582	NPC177996
Remote Similarity	0.6578	NPC473821
Remote Similarity	0.6574	NPC303225
Remote Similarity	0.6573	NPC41717
Remote Similarity	0.6571	NPC477112
Remote Similarity	0.6569	NPC74360
Remote Similarity	0.6567	NPC171787
Remote Similarity	0.6564	NPC156704
Remote Similarity	0.6564	NPC78767
Remote Similarity	0.6564	NPC473814
Remote Similarity	0.6564	NPC74153
Remote Similarity	0.656	NPC164340
Remote Similarity	0.656	NPC256268
Remote Similarity	0.6552	NPC323798
Remote Similarity	0.6549	NPC93390
Remote Similarity	0.654	NPC237740
Remote Similarity	0.6535	NPC474916
Remote Similarity	0.6525	NPC219087
Remote Similarity	0.6522	NPC178858
Remote Similarity	0.6516	NPC203635
Remote Similarity	0.6516	NPC207851
Remote Similarity	0.6516	NPC285923
Remote Similarity	0.6515	NPC473317
Remote Similarity	0.6514	NPC219848
Remote Similarity	0.6504	NPC45850
Remote Similarity	0.6502	NPC278434
Remote Similarity	0.6471	NPC243058
Remote Similarity	0.6453	NPC88008
Remote Similarity	0.6449	NPC186351
Remote Similarity	0.644	NPC15801
Remote Similarity	0.6435	NPC280714
Remote Similarity	0.6434	NPC125597
Remote Similarity	0.642	NPC16352
Remote Similarity	0.6415	NPC113812
Remote Similarity	0.6413	NPC295158
Remote Similarity	0.6411	NPC477516
Remote Similarity	0.64	NPC183805
Remote Similarity	0.64	NPC44354
Remote Similarity	0.639	NPC264285
Remote Similarity	0.6388	NPC99666
Remote Similarity	0.6387	NPC471603
Remote Similarity	0.6386	NPC114310
Remote Similarity	0.6384	NPC90415
Remote Similarity	0.6384	NPC194040
Remote Similarity	0.6383	NPC243850
Remote Similarity	0.638	NPC271792
Remote Similarity	0.6379	NPC98864
Remote Similarity	0.6378	NPC316224
Remote Similarity	0.6375	NPC3207
Remote Similarity	0.6375	NPC28945
Remote Similarity	0.6371	NPC470020
Remote Similarity	0.6364	NPC315804
Remote Similarity	0.6364	NPC313804
Remote Similarity	0.6364	NPC48317
Remote Similarity	0.636	NPC63109
Remote Similarity	0.6353	NPC208522
Remote Similarity	0.6352	NPC211813
Remote Similarity	0.6345	NPC9894
Remote Similarity	0.6345	NPC200553
Remote Similarity	0.6345	NPC279189
Remote Similarity	0.634	NPC175602
Remote Similarity	0.6337	NPC316574
Remote Similarity	0.6335	NPC477549
Remote Similarity	0.6332	NPC276517
Remote Similarity	0.6332	NPC202812
Remote Similarity	0.6325	NPC200836
Remote Similarity	0.632	NPC248782
Remote Similarity	0.6316	NPC324149
Remote Similarity	0.6314	NPC183777
Remote Similarity	0.6314	NPC270918
Remote Similarity	0.6309	NPC155792
Remote Similarity	0.6304	NPC161801
Remote Similarity	0.6304	NPC242209
Remote Similarity	0.63	NPC83111
Remote Similarity	0.63	NPC144381
Remote Similarity	0.6298	NPC314648
Remote Similarity	0.6295	NPC182222
Remote Similarity	0.6293	NPC315893
Remote Similarity	0.6293	NPC313587
Remote Similarity	0.6293	NPC316110
Remote Similarity	0.6286	NPC220851
Remote Similarity	0.6279	NPC63971
Remote Similarity	0.6279	NPC91868
Remote Similarity	0.6277	NPC77555
Remote Similarity	0.6275	NPC103687
Remote Similarity	0.6275	NPC470018
Remote Similarity	0.6275	NPC132631
Remote Similarity	0.627	NPC162002
Remote Similarity	0.627	NPC174760
Remote Similarity	0.6269	NPC478013
Remote Similarity	0.6267	NPC314002
Remote Similarity	0.6261	NPC61038
Remote Similarity	0.626	NPC229893
Remote Similarity	0.626	NPC322482
Remote Similarity	0.6255	NPC317572
Remote Similarity	0.6255	NPC220852
Remote Similarity	0.6255	NPC476098
Remote Similarity	0.625	NPC473057
Remote Similarity	0.625	NPC74575
Remote Similarity	0.625	NPC110182
Remote Similarity	0.625	NPC15406
Remote Similarity	0.625	NPC244536
Remote Similarity	0.625	NPC220765
Remote Similarity	0.6245	NPC285343
Remote Similarity	0.624	NPC469928
Remote Similarity	0.6236	NPC478012
Remote Similarity	0.6235	NPC210296
Remote Similarity	0.6233	NPC52831
Remote Similarity	0.6233	NPC325705
Remote Similarity	0.6233	NPC471997
Remote Similarity	0.623	NPC174489
Remote Similarity	0.6229	NPC475070
Remote Similarity	0.6229	NPC472259
Remote Similarity	0.6224	NPC250448
Remote Similarity	0.6224	NPC236668
Remote Similarity	0.6222	NPC204717
Remote Similarity	0.622	NPC216612
Remote Similarity	0.6218	NPC210828
Remote Similarity	0.6218	NPC477111
Remote Similarity	0.6218	NPC86834
Remote Similarity	0.6217	NPC230403
Remote Similarity	0.6216	NPC184964
Remote Similarity	0.6213	NPC57398
Remote Similarity	0.6211	NPC39092
Remote Similarity	0.621	NPC319232
Remote Similarity	0.621	NPC24370
Remote Similarity	0.6208	NPC82370
Remote Similarity	0.6208	NPC23294
Remote Similarity	0.6205	NPC144114
Remote Similarity	0.6203	NPC313345
Remote Similarity	0.6203	NPC477113
Remote Similarity	0.6203	NPC314855
Remote Similarity	0.6203	NPC315638
Remote Similarity	0.6203	NPC313796
Remote Similarity	0.6201	NPC138370
Remote Similarity	0.6198	NPC146976
Remote Similarity	0.619	NPC135950
Remote Similarity	0.6188	NPC322488
Remote Similarity	0.6187	NPC142385
Remote Similarity	0.6183	NPC314882
Remote Similarity	0.6182	NPC273532
Remote Similarity	0.6181	NPC26641
Remote Similarity	0.618	NPC132385
Remote Similarity	0.618	NPC472284
Remote Similarity	0.6179	NPC60621
Remote Similarity	0.6176	NPC314297
Remote Similarity	0.6176	NPC315545
Remote Similarity	0.6173	NPC322064
Remote Similarity	0.6172	NPC167400
Remote Similarity	0.6171	NPC478010
Remote Similarity	0.6169	NPC183537
Remote Similarity	0.6167	NPC303951
Remote Similarity	0.6167	NPC171171
Remote Similarity	0.6167	NPC5145
Remote Similarity	0.6166	NPC97902
Remote Similarity	0.6164	NPC109922
Remote Similarity	0.616	NPC246381
Remote Similarity	0.6157	NPC322644
Remote Similarity	0.6157	NPC314056
Remote Similarity	0.6157	NPC207866
Remote Similarity	0.6154	NPC210434
Remote Similarity	0.6151	NPC49547
Remote Similarity	0.6151	NPC216369
Remote Similarity	0.6148	NPC169402
Remote Similarity	0.6143	NPC302159
Remote Similarity	0.614	NPC36498
Remote Similarity	0.614	NPC206186
Remote Similarity	0.6139	NPC107123
Remote Similarity	0.6136	NPC164664

Drug Structure

NPD2761 OpenBabel08211702552D 31 33 0 0 0 0 0 0 0 0999 V2000 2.5981 1.5000 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 1.0000 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 0.0000 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 -1.5000 -0.8660 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 1.7321 3.0000 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 -3.0000 -0.0000 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 -1.0000 0.0000 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 -7.5000 -0.8660 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 -7.5000 -2.5981 0.0000 C 0 0 0 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 -4.0000 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 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -2.5981 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 1.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 -3.4641 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 10 1 0 0 0 0 3 17 2 0 0 0 0 4 7 1 0 0 0 0 4 12 2 0 0 0 0 5 8 2 0 0 0 0 5 12 1 0 0 0 0 6 9 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 16 1 0 0 0 0 10 19 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 28 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 20 21 2 0 0 0 0 22 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 26 28 2 0 0 0 0 27 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016802; DAP000153
DrugBank	DB00795
ChEMBL	CHEMBL421
IUPHAR/BPS	4840
PharmaGKB	PA451547
KEGG Drug	D00448
PubChem CID
ChEBI	9334
CAS Number	599-79-1

Drug Properties

Molecular Weight	398.07
ALogP	-1.6366
MLogP	2.34
XLogP	4.845
HDA	8
HBD	3
Rotatable Bonds	8
TPSA	149.69
RO5 Violation	0