NPASS drugs

Drug Information

Drug ID:	NPD3326
Drug Name:
Molecular Formula:	C19H18N2O4S
Canonical SMILES:	CCc1ccc(nc1)C(=O)COc1ccc(cc1)CC1SC(=O)N=C1O
Standard InCHI:	InChI=1S/C19H18N2O4S/c1-2-12-5-8-15(20-10-12)16(22)11-25-14-6-3-13(4-7-14)9-17-18(23)21-19(24)26-17/h3-8,10,17H,2,9,11H2,1H3,(H,21,23,24)
Standard InCHIKey:	IRNJSRAGRIZIHD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3326

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	241
0.1-0.2	1925
0.2-0.3	8361
0.3-0.4	3999
0.4-0.5	10488
0.5-0.6	4619
0.6-0.7	1161
0.7-0.8	96
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	0.7804	NPC236668
Intermediate Similarity	0.78	NPC295158
Intermediate Similarity	0.7767	NPC146976
Intermediate Similarity	0.7545	NPC168209
Intermediate Similarity	0.7523	NPC193238
Intermediate Similarity	0.75	NPC470020
Intermediate Similarity	0.7444	NPC243633
Intermediate Similarity	0.7444	NPC175150
Intermediate Similarity	0.7411	NPC122436
Intermediate Similarity	0.7366	NPC210434
Intermediate Similarity	0.7354	NPC54066
Intermediate Similarity	0.7346	NPC473814
Intermediate Similarity	0.7346	NPC78767
Intermediate Similarity	0.734	NPC222592
Intermediate Similarity	0.734	NPC168486
Intermediate Similarity	0.7333	NPC93390
Intermediate Similarity	0.7333	NPC322482
Intermediate Similarity	0.7325	NPC24019
Intermediate Similarity	0.7317	NPC207851
Intermediate Similarity	0.7315	NPC472286
Intermediate Similarity	0.7315	NPC472287
Intermediate Similarity	0.7289	NPC216612
Intermediate Similarity	0.7284	NPC472061
Intermediate Similarity	0.7281	NPC246381
Intermediate Similarity	0.7277	NPC123395
Intermediate Similarity	0.7277	NPC316224
Intermediate Similarity	0.7265	NPC119134
Intermediate Similarity	0.7264	NPC74153
Intermediate Similarity	0.7253	NPC101350
Intermediate Similarity	0.7229	NPC22481
Intermediate Similarity	0.722	NPC85879
Intermediate Similarity	0.722	NPC53255
Intermediate Similarity	0.722	NPC326930
Intermediate Similarity	0.722	NPC475301
Intermediate Similarity	0.721	NPC235685
Intermediate Similarity	0.7204	NPC473821
Intermediate Similarity	0.7191	NPC210296
Intermediate Similarity	0.719	NPC13603
Intermediate Similarity	0.7188	NPC314270
Intermediate Similarity	0.7186	NPC196718
Intermediate Similarity	0.7174	NPC278525
Intermediate Similarity	0.7172	NPC177404
Intermediate Similarity	0.7167	NPC108342
Intermediate Similarity	0.716	NPC258048
Intermediate Similarity	0.7156	NPC56170
Intermediate Similarity	0.715	NPC472284
Intermediate Similarity	0.715	NPC41717
Intermediate Similarity	0.715	NPC46895
Intermediate Similarity	0.7143	NPC27041
Intermediate Similarity	0.7143	NPC260434
Intermediate Similarity	0.7137	NPC182907
Intermediate Similarity	0.7137	NPC189903
Intermediate Similarity	0.7137	NPC478141
Intermediate Similarity	0.7131	NPC15406
Intermediate Similarity	0.713	NPC194740
Intermediate Similarity	0.713	NPC50562
Intermediate Similarity	0.7124	NPC323969
Intermediate Similarity	0.7124	NPC90875
Intermediate Similarity	0.7118	NPC470018
Intermediate Similarity	0.7114	NPC328928
Intermediate Similarity	0.7113	NPC161801
Intermediate Similarity	0.7112	NPC233334
Intermediate Similarity	0.7112	NPC102593
Intermediate Similarity	0.7102	NPC473833
Intermediate Similarity	0.7098	NPC67658
Intermediate Similarity	0.7087	NPC74575
Intermediate Similarity	0.7083	NPC91868
Intermediate Similarity	0.7083	NPC63971
Intermediate Similarity	0.7078	NPC317373
Intermediate Similarity	0.7075	NPC133140
Intermediate Similarity	0.7075	NPC195268
Intermediate Similarity	0.7072	NPC146418
Intermediate Similarity	0.7071	NPC475533
Intermediate Similarity	0.7059	NPC174758
Intermediate Similarity	0.7056	NPC109922
Intermediate Similarity	0.7042	NPC475315
Intermediate Similarity	0.7042	NPC324619
Intermediate Similarity	0.704	NPC264176
Intermediate Similarity	0.7039	NPC49547
Intermediate Similarity	0.7034	NPC166722
Intermediate Similarity	0.7033	NPC241025
Intermediate Similarity	0.7032	NPC327592
Intermediate Similarity	0.7029	NPC208522
Intermediate Similarity	0.7028	NPC114974
Intermediate Similarity	0.7025	NPC183537
Intermediate Similarity	0.7023	NPC90229
Intermediate Similarity	0.7018	NPC60621
Intermediate Similarity	0.7014	NPC44354
Intermediate Similarity	0.7009	NPC317752
Intermediate Similarity	0.7009	NPC135950
Intermediate Similarity	0.7005	NPC73994
Intermediate Similarity	0.7005	NPC61011
Intermediate Similarity	0.7004	NPC315804
Intermediate Similarity	0.7004	NPC313804
Intermediate Similarity	0.7	NPC118084
Intermediate Similarity	0.7	NPC194040
Remote Similarity	0.6992	NPC477587
Remote Similarity	0.6992	NPC477589
Remote Similarity	0.6991	NPC127085
Remote Similarity	0.699	NPC283152
Remote Similarity	0.6982	NPC472752
Remote Similarity	0.6978	NPC237740
Remote Similarity	0.6976	NPC471978
Remote Similarity	0.6967	NPC206251
Remote Similarity	0.6967	NPC74382
Remote Similarity	0.6966	NPC471004
Remote Similarity	0.6964	NPC318299
Remote Similarity	0.6963	NPC289786
Remote Similarity	0.6963	NPC230403
Remote Similarity	0.6959	NPC103361
Remote Similarity	0.6959	NPC81535
Remote Similarity	0.6958	NPC78609
Remote Similarity	0.6958	NPC124313
Remote Similarity	0.6955	NPC289086
Remote Similarity	0.6955	NPC77878
Remote Similarity	0.6955	NPC210256
Remote Similarity	0.6955	NPC472259
Remote Similarity	0.6955	NPC257511
Remote Similarity	0.6951	NPC269367
Remote Similarity	0.6949	NPC470017
Remote Similarity	0.6946	NPC207283
Remote Similarity	0.6946	NPC84164
Remote Similarity	0.6941	NPC328596
Remote Similarity	0.6941	NPC328318
Remote Similarity	0.6941	NPC295898
Remote Similarity	0.6937	NPC287208
Remote Similarity	0.6934	NPC255909
Remote Similarity	0.6933	NPC477586
Remote Similarity	0.6933	NPC477588
Remote Similarity	0.6933	NPC477585
Remote Similarity	0.6933	NPC477590
Remote Similarity	0.693	NPC146724
Remote Similarity	0.693	NPC269270
Remote Similarity	0.6929	NPC107123
Remote Similarity	0.6926	NPC97746
Remote Similarity	0.6923	NPC471997
Remote Similarity	0.6923	NPC175602
Remote Similarity	0.692	NPC220337
Remote Similarity	0.692	NPC470022
Remote Similarity	0.6908	NPC83774
Remote Similarity	0.6906	NPC61038
Remote Similarity	0.6906	NPC174672
Remote Similarity	0.6904	NPC148889
Remote Similarity	0.6904	NPC99891
Remote Similarity	0.6903	NPC228331
Remote Similarity	0.69	NPC14686
Remote Similarity	0.69	NPC128115
Remote Similarity	0.6898	NPC473053
Remote Similarity	0.6897	NPC148860
Remote Similarity	0.6892	NPC471979
Remote Similarity	0.6889	NPC110182
Remote Similarity	0.6878	NPC165349
Remote Similarity	0.6878	NPC47059
Remote Similarity	0.6878	NPC118832
Remote Similarity	0.6878	NPC329708
Remote Similarity	0.6878	NPC264166
Remote Similarity	0.6878	NPC274291
Remote Similarity	0.6875	NPC290689
Remote Similarity	0.6872	NPC282103
Remote Similarity	0.6872	NPC274982
Remote Similarity	0.687	NPC477912
Remote Similarity	0.687	NPC478045
Remote Similarity	0.6869	NPC26872
Remote Similarity	0.6866	NPC224928
Remote Similarity	0.6861	NPC82548
Remote Similarity	0.6856	NPC298436
Remote Similarity	0.6847	NPC471178
Remote Similarity	0.6846	NPC75179
Remote Similarity	0.6842	NPC271792
Remote Similarity	0.6837	NPC471448
Remote Similarity	0.6835	NPC182222
Remote Similarity	0.6835	NPC253675
Remote Similarity	0.6833	NPC317572
Remote Similarity	0.6832	NPC471177
Remote Similarity	0.6832	NPC59779
Remote Similarity	0.6832	NPC124542
Remote Similarity	0.6828	NPC319128
Remote Similarity	0.6828	NPC16066
Remote Similarity	0.6826	NPC469439
Remote Similarity	0.6822	NPC320324
Remote Similarity	0.6822	NPC469489
Remote Similarity	0.6822	NPC244839
Remote Similarity	0.6822	NPC319880
Remote Similarity	0.682	NPC474183
Remote Similarity	0.6816	NPC137353
Remote Similarity	0.6816	NPC183777
Remote Similarity	0.6816	NPC475835
Remote Similarity	0.6814	NPC202605
Remote Similarity	0.6814	NPC112206
Remote Similarity	0.6814	NPC219087
Remote Similarity	0.6813	NPC152620
Remote Similarity	0.6812	NPC473822
Remote Similarity	0.681	NPC219963
Remote Similarity	0.6806	NPC307963
Remote Similarity	0.6806	NPC103230
Remote Similarity	0.6804	NPC476582
Remote Similarity	0.6804	NPC476578
Remote Similarity	0.6804	NPC4071
Remote Similarity	0.6803	NPC270515
Remote Similarity	0.6802	NPC36229

Drug Structure

NPD3326 OpenBabel08211703112D 27 29 0 0 1 0 0 0 0 0999 V2000 9.6308 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 0.0055 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 2.7026 -1.4945 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 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 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 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 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 5.3007 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 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 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 2.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 3.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 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 -0.2738 -3.0485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 12 1 0 0 0 0 3 6 1 0 0 0 0 3 13 2 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 13 1 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 16 1 0 0 0 0 11 25 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001977; DNCL002891
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10429242
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.10
ALogP	-0.1498
MLogP	2.78
XLogP	3.443
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	114.15
RO5 Violation	0