NPASS drugs

Drug Information

Drug ID:	NPD3659
Drug Name:	osutidine
Molecular Formula:	C19H28N4O5S2
Canonical SMILES:	CNCc1ccc(o1)CSCCN=C(NS(=O)(=O)C)NCC(c1ccc(cc1)O)O
Standard InCHI:	InChI=1S/C19H28N4O5S2/c1-20-11-16-7-8-17(28-16)13-29-10-9-21-19(23-30(2,26)27)22-12-18(25)14-3-5-15(24)6-4-14/h3-8,18,20,24-25H,9-13H2,1-2H3,(H2,21,22,23)
Standard InCHIKey:	GZPOYVTZKHVRHE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3659

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	166
0.1-0.2	1163
0.2-0.3	6454
0.3-0.4	6522
0.4-0.5	6337
0.5-0.6	10007
0.6-0.7	239
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	0.7552	NPC235194
Intermediate Similarity	0.7174	NPC320751
Remote Similarity	0.6927	NPC66490
Remote Similarity	0.6893	NPC477527
Remote Similarity	0.6829	NPC184933
Remote Similarity	0.6829	NPC59827
Remote Similarity	0.6816	NPC307682
Remote Similarity	0.6782	NPC329731
Remote Similarity	0.6734	NPC153554
Remote Similarity	0.6634	NPC283207
Remote Similarity	0.6632	NPC22014
Remote Similarity	0.6618	NPC4910
Remote Similarity	0.6613	NPC17760
Remote Similarity	0.6602	NPC477526
Remote Similarity	0.6593	NPC48202
Remote Similarity	0.6577	NPC478007
Remote Similarity	0.6569	NPC149571
Remote Similarity	0.6555	NPC108847
Remote Similarity	0.6535	NPC473404
Remote Similarity	0.6533	NPC17698
Remote Similarity	0.6528	NPC478005
Remote Similarity	0.6518	NPC478008
Remote Similarity	0.6512	NPC246303
Remote Similarity	0.6509	NPC268170
Remote Similarity	0.6507	NPC477638
Remote Similarity	0.6507	NPC477632
Remote Similarity	0.6497	NPC129486
Remote Similarity	0.6497	NPC280022
Remote Similarity	0.6482	NPC475532
Remote Similarity	0.6479	NPC214368
Remote Similarity	0.6473	NPC60516
Remote Similarity	0.645	NPC165285
Remote Similarity	0.6443	NPC37205
Remote Similarity	0.6443	NPC160931
Remote Similarity	0.6436	NPC189908
Remote Similarity	0.6425	NPC471306
Remote Similarity	0.6425	NPC471321
Remote Similarity	0.6425	NPC102959
Remote Similarity	0.6418	NPC254053
Remote Similarity	0.6413	NPC214988
Remote Similarity	0.6398	NPC204546
Remote Similarity	0.6396	NPC254700
Remote Similarity	0.6393	NPC237227
Remote Similarity	0.6381	NPC302715
Remote Similarity	0.6376	NPC257728
Remote Similarity	0.6368	NPC163867
Remote Similarity	0.6359	NPC299806
Remote Similarity	0.6345	NPC158900
Remote Similarity	0.6344	NPC168861
Remote Similarity	0.6338	NPC477552
Remote Similarity	0.6338	NPC477550
Remote Similarity	0.6335	NPC214239
Remote Similarity	0.6333	NPC477631
Remote Similarity	0.633	NPC257266
Remote Similarity	0.6329	NPC297647
Remote Similarity	0.6324	NPC471316
Remote Similarity	0.6324	NPC238412
Remote Similarity	0.6321	NPC329295
Remote Similarity	0.6319	NPC470392
Remote Similarity	0.6316	NPC240130
Remote Similarity	0.6316	NPC61332
Remote Similarity	0.6316	NPC477636
Remote Similarity	0.63	NPC198254
Remote Similarity	0.63	NPC473196
Remote Similarity	0.63	NPC274198
Remote Similarity	0.6298	NPC94862
Remote Similarity	0.6293	NPC327005
Remote Similarity	0.6289	NPC203424
Remote Similarity	0.6289	NPC206372
Remote Similarity	0.6284	NPC169766
Remote Similarity	0.6284	NPC266425
Remote Similarity	0.6284	NPC267237
Remote Similarity	0.6281	NPC293871
Remote Similarity	0.6281	NPC124433
Remote Similarity	0.628	NPC315542
Remote Similarity	0.628	NPC128683
Remote Similarity	0.6279	NPC473450
Remote Similarity	0.6279	NPC477551
Remote Similarity	0.6275	NPC119652
Remote Similarity	0.6275	NPC97526
Remote Similarity	0.6273	NPC153365
Remote Similarity	0.6267	NPC255861
Remote Similarity	0.6267	NPC93574
Remote Similarity	0.6263	NPC472923
Remote Similarity	0.6257	NPC189724
Remote Similarity	0.6257	NPC83289
Remote Similarity	0.6257	NPC212850
Remote Similarity	0.6256	NPC129578
Remote Similarity	0.6256	NPC56635
Remote Similarity	0.6256	NPC323336
Remote Similarity	0.6256	NPC326349
Remote Similarity	0.625	NPC315388
Remote Similarity	0.6233	NPC25539
Remote Similarity	0.6232	NPC76433
Remote Similarity	0.6232	NPC186957
Remote Similarity	0.6232	NPC289167
Remote Similarity	0.623	NPC245974
Remote Similarity	0.623	NPC247018
Remote Similarity	0.623	NPC97870
Remote Similarity	0.623	NPC307123
Remote Similarity	0.6227	NPC469444
Remote Similarity	0.6223	NPC325857
Remote Similarity	0.6223	NPC123761
Remote Similarity	0.6219	NPC46009
Remote Similarity	0.6219	NPC276506
Remote Similarity	0.6216	NPC277306
Remote Similarity	0.6216	NPC469442
Remote Similarity	0.6216	NPC469445
Remote Similarity	0.6214	NPC309692
Remote Similarity	0.6214	NPC121400
Remote Similarity	0.6211	NPC136951
Remote Similarity	0.6211	NPC161155
Remote Similarity	0.6211	NPC97004
Remote Similarity	0.6201	NPC62101
Remote Similarity	0.6201	NPC95733
Remote Similarity	0.6188	NPC311753
Remote Similarity	0.6186	NPC13397
Remote Similarity	0.6185	NPC213
Remote Similarity	0.6185	NPC10286
Remote Similarity	0.6182	NPC194699
Remote Similarity	0.6182	NPC219350
Remote Similarity	0.6179	NPC472358
Remote Similarity	0.6178	NPC313414
Remote Similarity	0.6178	NPC97282
Remote Similarity	0.6176	NPC196243
Remote Similarity	0.6175	NPC476662
Remote Similarity	0.6175	NPC477645
Remote Similarity	0.617	NPC91953
Remote Similarity	0.617	NPC469360
Remote Similarity	0.6168	NPC477639
Remote Similarity	0.6167	NPC29477
Remote Similarity	0.6167	NPC320242
Remote Similarity	0.6166	NPC153644
Remote Similarity	0.6161	NPC469437
Remote Similarity	0.615	NPC313375
Remote Similarity	0.615	NPC247251
Remote Similarity	0.615	NPC314725
Remote Similarity	0.6146	NPC474902
Remote Similarity	0.6145	NPC211218
Remote Similarity	0.6142	NPC150670
Remote Similarity	0.6141	NPC208757
Remote Similarity	0.6139	NPC475204
Remote Similarity	0.6139	NPC475123
Remote Similarity	0.6133	NPC218323
Remote Similarity	0.6132	NPC473378
Remote Similarity	0.6132	NPC473407
Remote Similarity	0.6129	NPC476661
Remote Similarity	0.6126	NPC247298
Remote Similarity	0.6117	NPC475421
Remote Similarity	0.6117	NPC36434
Remote Similarity	0.6117	NPC197921
Remote Similarity	0.6114	NPC277857
Remote Similarity	0.6114	NPC115144
Remote Similarity	0.6114	NPC324081
Remote Similarity	0.6111	NPC469243
Remote Similarity	0.6108	NPC284842
Remote Similarity	0.6106	NPC99723
Remote Similarity	0.6096	NPC473052
Remote Similarity	0.6096	NPC473055
Remote Similarity	0.6096	NPC204592
Remote Similarity	0.6091	NPC471649
Remote Similarity	0.6089	NPC469505
Remote Similarity	0.6085	NPC298821
Remote Similarity	0.6085	NPC475196
Remote Similarity	0.6085	NPC62735
Remote Similarity	0.6078	NPC273755
Remote Similarity	0.6078	NPC306804
Remote Similarity	0.6075	NPC94499
Remote Similarity	0.6075	NPC470441
Remote Similarity	0.6071	NPC296030
Remote Similarity	0.6071	NPC39929
Remote Similarity	0.6071	NPC473580
Remote Similarity	0.6066	NPC2596
Remote Similarity	0.6064	NPC322526
Remote Similarity	0.6064	NPC163029
Remote Similarity	0.6063	NPC472287
Remote Similarity	0.6063	NPC472286
Remote Similarity	0.6061	NPC319320
Remote Similarity	0.6061	NPC287757
Remote Similarity	0.6058	NPC477637
Remote Similarity	0.6056	NPC328267
Remote Similarity	0.6056	NPC248822
Remote Similarity	0.6054	NPC274732
Remote Similarity	0.6053	NPC326241
Remote Similarity	0.6051	NPC262166
Remote Similarity	0.6051	NPC182119
Remote Similarity	0.6049	NPC471165
Remote Similarity	0.6048	NPC138083
Remote Similarity	0.6047	NPC469816
Remote Similarity	0.6047	NPC469815
Remote Similarity	0.6042	NPC119569
Remote Similarity	0.604	NPC294516
Remote Similarity	0.604	NPC107938
Remote Similarity	0.6039	NPC469964
Remote Similarity	0.6039	NPC476236
Remote Similarity	0.6039	NPC472474
Remote Similarity	0.6036	NPC220060
Remote Similarity	0.6035	NPC478048
Remote Similarity	0.6033	NPC939
Remote Similarity	0.6032	NPC282087

Drug Structure

NPD3659 OpenBabel08211703112D 35 36 0 0 1 0 0 0 0 0999 V2000 7.4115 -3.0717 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 1.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5933 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1160 -1.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 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 1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2024 -1.0827 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 1.0000 3.4641 0.0000 C 0 0 3 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 8.2205 -2.4839 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 6.9282 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.4641 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9945 -0.1045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 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 9.1341 -2.8907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 6.9282 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 30 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 2 0 0 0 0 8 17 2 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 29 1 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 18 1 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 29 1 0 0 0 0 14 18 1 0 0 0 0 15 24 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 25 1 0 0 0 0 19 21 2 3 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 31 1 0 0 0 0 22 32 1 0 0 0 0 23 30 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 35 1 0 0 0 0 26 30 2 0 0 0 0 27 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000394
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.15
ALogP	-1.8112
MLogP	2.34
XLogP	1.857
HDA	7
HBD	5
Rotatable Bonds	17
TPSA	169.87
RO5 Violation	1