NPASS drugs

Drug Information

Drug ID:	NPD3217
Drug Name:	revamilast
Molecular Formula:	C18H9Cl2F2N3O4
Canonical SMILES:	FC(Oc1ccc(c2c1oc1c2cncc1)C(=O)Nc1c(Cl)cn(=O)cc1Cl)F
Standard InCHI:	InChI=1S/C18H9Cl2F2N3O4/c19-10-6-25(27)7-11(20)15(10)24-17(26)8-1-2-13(29-18(21)22)16-14(8)9-5-23-4-3-12(9)28-16/h1-7,18H,(H,24,26)
Standard InCHIKey:	IXQHNBONEVULTL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3217

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	629
0.1-0.2	3829
0.2-0.3	9022
0.3-0.4	4771
0.4-0.5	10192
0.5-0.6	1973
0.6-0.7	454
0.7-0.8	20
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	0.7252	NPC119134
Intermediate Similarity	0.7218	NPC270515
Intermediate Similarity	0.72	NPC146976
Intermediate Similarity	0.7198	NPC246381
Intermediate Similarity	0.7171	NPC24019
Intermediate Similarity	0.716	NPC236668
Intermediate Similarity	0.7143	NPC107123
Intermediate Similarity	0.7137	NPC189903
Intermediate Similarity	0.7137	NPC182907
Intermediate Similarity	0.7117	NPC328928
Intermediate Similarity	0.7099	NPC108342
Intermediate Similarity	0.7063	NPC134637
Intermediate Similarity	0.7061	NPC253675
Intermediate Similarity	0.7061	NPC90875
Intermediate Similarity	0.7043	NPC322482
Intermediate Similarity	0.703	NPC84164
Intermediate Similarity	0.703	NPC207283
Intermediate Similarity	0.7029	NPC132385
Intermediate Similarity	0.7023	NPC22481
Intermediate Similarity	0.7004	NPC210434
Remote Similarity	0.6992	NPC210296
Remote Similarity	0.6985	NPC233334
Remote Similarity	0.6982	NPC473833
Remote Similarity	0.6981	NPC166722
Remote Similarity	0.6978	NPC124313
Remote Similarity	0.6973	NPC278525
Remote Similarity	0.696	NPC475301
Remote Similarity	0.696	NPC326930
Remote Similarity	0.6912	NPC137353
Remote Similarity	0.6877	NPC15406
Remote Similarity	0.6873	NPC13603
Remote Similarity	0.6863	NPC475315
Remote Similarity	0.6863	NPC324619
Remote Similarity	0.685	NPC77878
Remote Similarity	0.685	NPC183537
Remote Similarity	0.6848	NPC258048
Remote Similarity	0.6844	NPC473639
Remote Similarity	0.6836	NPC85879
Remote Similarity	0.6836	NPC53255
Remote Similarity	0.6827	NPC475533
Remote Similarity	0.6818	NPC217176
Remote Similarity	0.6816	NPC470022
Remote Similarity	0.6815	NPC142385
Remote Similarity	0.6814	NPC116701
Remote Similarity	0.6789	NPC9482
Remote Similarity	0.6786	NPC152620
Remote Similarity	0.6774	NPC215837
Remote Similarity	0.6773	NPC36229
Remote Similarity	0.6773	NPC476581
Remote Similarity	0.6773	NPC16452
Remote Similarity	0.6772	NPC470020
Remote Similarity	0.6768	NPC74575
Remote Similarity	0.6754	NPC235685
Remote Similarity	0.6753	NPC188400
Remote Similarity	0.6746	NPC470164
Remote Similarity	0.6746	NPC323345
Remote Similarity	0.674	NPC1608
Remote Similarity	0.674	NPC161801
Remote Similarity	0.6738	NPC471979
Remote Similarity	0.6729	NPC49547
Remote Similarity	0.6729	NPC101350
Remote Similarity	0.6729	NPC471004
Remote Similarity	0.6728	NPC78609
Remote Similarity	0.6719	NPC96405
Remote Similarity	0.6719	NPC296482
Remote Similarity	0.6719	NPC171409
Remote Similarity	0.6719	NPC202768
Remote Similarity	0.6719	NPC53069
Remote Similarity	0.6716	NPC470017
Remote Similarity	0.6706	NPC290689
Remote Similarity	0.6691	NPC53534
Remote Similarity	0.6691	NPC472061
Remote Similarity	0.669	NPC471978
Remote Similarity	0.6679	NPC216612
Remote Similarity	0.6679	NPC471015
Remote Similarity	0.6667	NPC470018
Remote Similarity	0.6655	NPC303374
Remote Similarity	0.6654	NPC72905
Remote Similarity	0.6654	NPC122436
Remote Similarity	0.6654	NPC473822
Remote Similarity	0.6653	NPC31930
Remote Similarity	0.6643	NPC315634
Remote Similarity	0.6643	NPC100734
Remote Similarity	0.6643	NPC88923
Remote Similarity	0.6642	NPC172222
Remote Similarity	0.6642	NPC168922
Remote Similarity	0.6629	NPC201508
Remote Similarity	0.6619	NPC191489
Remote Similarity	0.6618	NPC148889
Remote Similarity	0.6606	NPC208522
Remote Similarity	0.6599	NPC195268
Remote Similarity	0.6599	NPC133140
Remote Similarity	0.6589	NPC112206
Remote Similarity	0.6589	NPC202605
Remote Similarity	0.6582	NPC178858
Remote Similarity	0.6581	NPC41501
Remote Similarity	0.6575	NPC314222
Remote Similarity	0.6575	NPC196449
Remote Similarity	0.6574	NPC4071
Remote Similarity	0.6574	NPC476582
Remote Similarity	0.6574	NPC476578
Remote Similarity	0.657	NPC10904
Remote Similarity	0.657	NPC203373
Remote Similarity	0.6568	NPC240384
Remote Similarity	0.6556	NPC34770
Remote Similarity	0.6545	NPC148896
Remote Similarity	0.6545	NPC471013
Remote Similarity	0.6545	NPC180668
Remote Similarity	0.6543	NPC196718
Remote Similarity	0.6536	NPC478045
Remote Similarity	0.6534	NPC91868
Remote Similarity	0.6534	NPC63971
Remote Similarity	0.6531	NPC477549
Remote Similarity	0.653	NPC91125
Remote Similarity	0.6525	NPC216369
Remote Similarity	0.6523	NPC135549
Remote Similarity	0.6523	NPC313189
Remote Similarity	0.6523	NPC193238
Remote Similarity	0.6519	NPC96584
Remote Similarity	0.6519	NPC329631
Remote Similarity	0.6519	NPC255800
Remote Similarity	0.6517	NPC478078
Remote Similarity	0.6513	NPC274982
Remote Similarity	0.6509	NPC75179
Remote Similarity	0.6508	NPC287437
Remote Similarity	0.6504	NPC26881
Remote Similarity	0.6502	NPC74360
Remote Similarity	0.6502	NPC298436
Remote Similarity	0.65	NPC162530
Remote Similarity	0.6494	NPC35208
Remote Similarity	0.6482	NPC234197
Remote Similarity	0.6482	NPC477019
Remote Similarity	0.6481	NPC102593
Remote Similarity	0.6477	NPC174049
Remote Similarity	0.6477	NPC276657
Remote Similarity	0.6477	NPC469439
Remote Similarity	0.6473	NPC166712
Remote Similarity	0.6468	NPC127085
Remote Similarity	0.6466	NPC284685
Remote Similarity	0.6454	NPC318068
Remote Similarity	0.6452	NPC165964
Remote Similarity	0.645	NPC207531
Remote Similarity	0.6444	NPC260434
Remote Similarity	0.6442	NPC477899
Remote Similarity	0.6442	NPC477900
Remote Similarity	0.6434	NPC475426
Remote Similarity	0.6434	NPC327769
Remote Similarity	0.6431	NPC471762
Remote Similarity	0.6431	NPC66777
Remote Similarity	0.6429	NPC235364
Remote Similarity	0.6421	NPC469748
Remote Similarity	0.6415	NPC323969
Remote Similarity	0.6415	NPC477901
Remote Similarity	0.6412	NPC235076
Remote Similarity	0.6408	NPC129897
Remote Similarity	0.6407	NPC469792
Remote Similarity	0.6403	NPC58209
Remote Similarity	0.6402	NPC319556
Remote Similarity	0.64	NPC253482
Remote Similarity	0.6396	NPC120513
Remote Similarity	0.6394	NPC157931
Remote Similarity	0.6394	NPC475601
Remote Similarity	0.639	NPC475648
Remote Similarity	0.639	NPC208364
Remote Similarity	0.639	NPC160100
Remote Similarity	0.6384	NPC96801
Remote Similarity	0.6384	NPC150698
Remote Similarity	0.6384	NPC477906
Remote Similarity	0.6381	NPC97746
Remote Similarity	0.6377	NPC99891
Remote Similarity	0.637	NPC302807
Remote Similarity	0.637	NPC67401
Remote Similarity	0.637	NPC56271
Remote Similarity	0.6367	NPC477911
Remote Similarity	0.6364	NPC313327
Remote Similarity	0.636	NPC207686
Remote Similarity	0.6357	NPC9729
Remote Similarity	0.6353	NPC54066
Remote Similarity	0.635	NPC264674
Remote Similarity	0.635	NPC16066
Remote Similarity	0.635	NPC237740
Remote Similarity	0.6346	NPC174672
Remote Similarity	0.6346	NPC174758
Remote Similarity	0.634	NPC23614
Remote Similarity	0.634	NPC100079
Remote Similarity	0.6336	NPC251160
Remote Similarity	0.6336	NPC219087
Remote Similarity	0.6335	NPC26543
Remote Similarity	0.6335	NPC51854
Remote Similarity	0.633	NPC477903
Remote Similarity	0.633	NPC60621
Remote Similarity	0.6329	NPC185197
Remote Similarity	0.6329	NPC89549
Remote Similarity	0.6322	NPC269367
Remote Similarity	0.632	NPC328154
Remote Similarity	0.632	NPC21638
Remote Similarity	0.6318	NPC268077
Remote Similarity	0.6318	NPC289086
Remote Similarity	0.6316	NPC46451
Remote Similarity	0.631	NPC311906

Drug Structure

NPD3217 OpenBabel08211703042D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.0005 2.9356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8480 2.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 -1.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6948 -1.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5422 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1615 0.3950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6285 1.2423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 2.4467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6948 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6722 1.2420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1393 2.0894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8479 1.4679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8471 1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1611 2.0892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 0.9786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6938 2.9360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6947 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6941 1.2418 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6282 2.9365 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5417 -0.4888 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8475 -0.4884 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5424 -1.4667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6719 2.9362 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1396 0.3952 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2045 3.7830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6289 -0.4519 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6949 0.9786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1608 3.7834 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 12 2 0 0 0 0 4 23 2 0 0 0 0 5 9 2 0 0 0 0 5 23 1 0 0 0 0 6 10 1 0 0 0 0 6 25 2 0 0 0 0 7 11 2 0 0 0 0 7 25 1 0 0 0 0 8 14 2 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 28 1 0 0 0 0 13 16 2 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 15 24 1 0 0 0 0 16 28 1 0 0 0 0 17 24 1 0 0 0 0 17 26 2 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 24 30 1 0 0 0 0 25 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010802
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.99
ALogP	1.4465
MLogP	2.23
XLogP	2.019
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	89.82
RO5 Violation	0