NPASS drugs

Drug Information

Drug ID:	NPD3328
Drug Name:	Tetomilast
Molecular Formula:	C19H18N2O4S
Canonical SMILES:	CCOc1cc(ccc1OCC)c1scc(n1)c1cccc(n1)C(=O)O
Standard InCHI:	InChI=1S/C19H18N2O4S/c1-3-24-16-9-8-12(10-17(16)25-4-2)18-21-15(11-26-18)13-6-5-7-14(20-13)19(22)23/h5-11H,3-4H2,1-2H3,(H,22,23)
Standard InCHIKey:	XDBHURGONHZNJF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3328

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	326
0.1-0.2	2305
0.2-0.3	9300
0.3-0.4	3409
0.4-0.5	11689
0.5-0.6	3109
0.6-0.7	734
0.7-0.8	18
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	0.7351	NPC315411
Intermediate Similarity	0.7331	NPC312645
Intermediate Similarity	0.7316	NPC321428
Intermediate Similarity	0.7311	NPC54066
Intermediate Similarity	0.7302	NPC165964
Intermediate Similarity	0.7296	NPC315061
Intermediate Similarity	0.7248	NPC215837
Intermediate Similarity	0.7205	NPC473800
Intermediate Similarity	0.7203	NPC89508
Intermediate Similarity	0.7168	NPC230403
Intermediate Similarity	0.7131	NPC236668
Intermediate Similarity	0.7123	NPC470900
Intermediate Similarity	0.7101	NPC146976
Intermediate Similarity	0.7098	NPC238242
Intermediate Similarity	0.7057	NPC473639
Intermediate Similarity	0.7045	NPC260434
Intermediate Similarity	0.7038	NPC129897
Intermediate Similarity	0.7021	NPC244741
Remote Similarity	0.6979	NPC472287
Remote Similarity	0.6979	NPC472286
Remote Similarity	0.6969	NPC188400
Remote Similarity	0.6969	NPC291609
Remote Similarity	0.6967	NPC478141
Remote Similarity	0.6966	NPC165599
Remote Similarity	0.6962	NPC318068
Remote Similarity	0.6957	NPC475844
Remote Similarity	0.6946	NPC251036
Remote Similarity	0.6943	NPC227824
Remote Similarity	0.6932	NPC57453
Remote Similarity	0.6929	NPC124300
Remote Similarity	0.6926	NPC141454
Remote Similarity	0.6914	NPC58209
Remote Similarity	0.6908	NPC217176
Remote Similarity	0.6902	NPC160100
Remote Similarity	0.6895	NPC274640
Remote Similarity	0.6894	NPC140284
Remote Similarity	0.6894	NPC75609
Remote Similarity	0.6894	NPC223427
Remote Similarity	0.6891	NPC14877
Remote Similarity	0.6891	NPC145178
Remote Similarity	0.6891	NPC475350
Remote Similarity	0.6891	NPC325297
Remote Similarity	0.689	NPC148889
Remote Similarity	0.6872	NPC184408
Remote Similarity	0.687	NPC258048
Remote Similarity	0.6864	NPC132539
Remote Similarity	0.6858	NPC216507
Remote Similarity	0.6858	NPC470901
Remote Similarity	0.685	NPC41501
Remote Similarity	0.6848	NPC310618
Remote Similarity	0.6835	NPC115282
Remote Similarity	0.6833	NPC87413
Remote Similarity	0.683	NPC249662
Remote Similarity	0.6828	NPC194040
Remote Similarity	0.6825	NPC34770
Remote Similarity	0.6824	NPC210296
Remote Similarity	0.6818	NPC477979
Remote Similarity	0.6816	NPC323969
Remote Similarity	0.6815	NPC314254
Remote Similarity	0.6815	NPC313966
Remote Similarity	0.6812	NPC144381
Remote Similarity	0.6803	NPC174576
Remote Similarity	0.6802	NPC122436
Remote Similarity	0.6802	NPC312872
Remote Similarity	0.6797	NPC166712
Remote Similarity	0.6795	NPC280714
Remote Similarity	0.6789	NPC60621
Remote Similarity	0.6786	NPC22481
Remote Similarity	0.6784	NPC168922
Remote Similarity	0.678	NPC57398
Remote Similarity	0.6774	NPC97746
Remote Similarity	0.6773	NPC474688
Remote Similarity	0.6765	NPC300156
Remote Similarity	0.6761	NPC210434
Remote Similarity	0.6761	NPC144452
Remote Similarity	0.676	NPC194740
Remote Similarity	0.6759	NPC182222
Remote Similarity	0.6758	NPC49672
Remote Similarity	0.6757	NPC161801
Remote Similarity	0.6755	NPC191489
Remote Similarity	0.6754	NPC204385
Remote Similarity	0.6752	NPC472284
Remote Similarity	0.6748	NPC472099
Remote Similarity	0.6737	NPC470586
Remote Similarity	0.6736	NPC193238
Remote Similarity	0.6736	NPC118940
Remote Similarity	0.6736	NPC203168
Remote Similarity	0.6736	NPC472098
Remote Similarity	0.6734	NPC51388
Remote Similarity	0.6734	NPC205372
Remote Similarity	0.6733	NPC278525
Remote Similarity	0.6733	NPC24019
Remote Similarity	0.6732	NPC108342
Remote Similarity	0.6726	NPC206201
Remote Similarity	0.6722	NPC219664
Remote Similarity	0.6721	NPC280799
Remote Similarity	0.6708	NPC39500
Remote Similarity	0.6707	NPC179287
Remote Similarity	0.6706	NPC189903
Remote Similarity	0.6706	NPC182907
Remote Similarity	0.6706	NPC474701
Remote Similarity	0.6706	NPC15801
Remote Similarity	0.6706	NPC476995
Remote Similarity	0.6705	NPC316224
Remote Similarity	0.6705	NPC208364
Remote Similarity	0.6694	NPC146418
Remote Similarity	0.6693	NPC208898
Remote Similarity	0.6681	NPC317572
Remote Similarity	0.668	NPC128115
Remote Similarity	0.668	NPC174760
Remote Similarity	0.668	NPC16066
Remote Similarity	0.668	NPC118228
Remote Similarity	0.668	NPC101350
Remote Similarity	0.6679	NPC473188
Remote Similarity	0.6679	NPC316110
Remote Similarity	0.6679	NPC315893
Remote Similarity	0.6679	NPC183537
Remote Similarity	0.6679	NPC313587
Remote Similarity	0.6667	NPC4687
Remote Similarity	0.6667	NPC314633
Remote Similarity	0.6667	NPC91868
Remote Similarity	0.6667	NPC63971
Remote Similarity	0.6654	NPC477588
Remote Similarity	0.6654	NPC329631
Remote Similarity	0.6654	NPC477590
Remote Similarity	0.6654	NPC88923
Remote Similarity	0.6654	NPC315634
Remote Similarity	0.6654	NPC100734
Remote Similarity	0.6654	NPC470889
Remote Similarity	0.6654	NPC477585
Remote Similarity	0.6654	NPC477586
Remote Similarity	0.6653	NPC269367
Remote Similarity	0.6641	NPC203373
Remote Similarity	0.6641	NPC235685
Remote Similarity	0.6641	NPC15406
Remote Similarity	0.6641	NPC51854
Remote Similarity	0.664	NPC476999
Remote Similarity	0.664	NPC298436
Remote Similarity	0.6639	NPC316181
Remote Similarity	0.6639	NPC39679
Remote Similarity	0.6639	NPC74562
Remote Similarity	0.6639	NPC476287
Remote Similarity	0.6639	NPC151781
Remote Similarity	0.6631	NPC197881
Remote Similarity	0.6628	NPC1608
Remote Similarity	0.6628	NPC119134
Remote Similarity	0.6627	NPC253675
Remote Similarity	0.6627	NPC476997
Remote Similarity	0.6627	NPC246381
Remote Similarity	0.6625	NPC45190
Remote Similarity	0.6621	NPC322644
Remote Similarity	0.6618	NPC101312
Remote Similarity	0.6616	NPC181081
Remote Similarity	0.6616	NPC67401
Remote Similarity	0.6616	NPC77878
Remote Similarity	0.6615	NPC166722
Remote Similarity	0.6614	NPC477516
Remote Similarity	0.6614	NPC475196
Remote Similarity	0.6613	NPC225279
Remote Similarity	0.6613	NPC150239
Remote Similarity	0.6611	NPC476098
Remote Similarity	0.6608	NPC168486
Remote Similarity	0.6608	NPC222592
Remote Similarity	0.6604	NPC472435
Remote Similarity	0.6603	NPC9729
Remote Similarity	0.6603	NPC173250
Remote Similarity	0.6602	NPC272549
Remote Similarity	0.6601	NPC476996
Remote Similarity	0.6601	NPC476998
Remote Similarity	0.6599	NPC131885
Remote Similarity	0.6598	NPC315545
Remote Similarity	0.6598	NPC53344
Remote Similarity	0.6598	NPC314297
Remote Similarity	0.6598	NPC264176
Remote Similarity	0.6592	NPC284685
Remote Similarity	0.6585	NPC322064
Remote Similarity	0.6585	NPC152768
Remote Similarity	0.6585	NPC148183
Remote Similarity	0.6584	NPC123839
Remote Similarity	0.6583	NPC472259
Remote Similarity	0.6582	NPC18487
Remote Similarity	0.6576	NPC477589
Remote Similarity	0.6576	NPC6786
Remote Similarity	0.6576	NPC477587
Remote Similarity	0.6576	NPC184680
Remote Similarity	0.6573	NPC288987
Remote Similarity	0.6573	NPC208084
Remote Similarity	0.6571	NPC266931
Remote Similarity	0.657	NPC82548
Remote Similarity	0.6569	NPC199277
Remote Similarity	0.6569	NPC135887
Remote Similarity	0.6569	NPC66815
Remote Similarity	0.6567	NPC89549
Remote Similarity	0.6565	NPC241025
Remote Similarity	0.6564	NPC99891
Remote Similarity	0.6562	NPC90875
Remote Similarity	0.6561	NPC476994
Remote Similarity	0.656	NPC280272
Remote Similarity	0.6559	NPC169402
Remote Similarity	0.6557	NPC187501

Drug Structure

NPD3328 OpenBabel08211703112D 27 29 0 0 0 0 0 0 0 0999 V2000 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 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 3.8739 -1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8794 -1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4617 -0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -2.9945 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 0.9781 0.2079 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 2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0550 -0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 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 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6428 0.7509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 0.0464 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6373 0.6463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2360 1.6644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 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 4.8238 2.4734 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 16 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 26 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 20 2 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 0 0 0 0 18 26 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002822
DrugBank	DB05298
ChEMBL	CHEMBL332750
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3025803
ChEBI
CAS Number	145739-56-6

Drug Properties

Molecular Weight	370.10
ALogP	0.748
MLogP	2.78
XLogP	3.993
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	109.78
RO5 Violation	0