NPASS drugs

Drug Information

Drug ID:	NPD3752
Drug Name:	oglemilast
Molecular Formula:	C20H13Cl2F2N3O5S
Canonical SMILES:	FC(Oc1ccc(c2c1oc1c2cc(cc1)NS(=O)(=O)C)C(=O)N=c1c(Cl)c[nH]cc1Cl)F
Standard InCHI:	InChI=1S/C20H13Cl2F2N3O5S/c1-33(29,30)27-9-2-4-14-11(6-9)16-10(3-5-15(18(16)31-14)32-20(23)24)19(28)26-17-12(21)7-25-8-13(17)22/h2-8,20,27H,1H3,(H,25,26,28)
Standard InCHIKey:	OKFDRAHPFKMAJH-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3752

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	367
0.1-0.2	2220
0.2-0.3	7940
0.3-0.4	4845
0.4-0.5	7667
0.5-0.6	7534
0.6-0.7	316
0.7-0.8	1
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	0.7	NPC222561
Remote Similarity	0.6853	NPC308943
Remote Similarity	0.6797	NPC207971
Remote Similarity	0.6793	NPC298449
Remote Similarity	0.6793	NPC55470
Remote Similarity	0.6725	NPC71124
Remote Similarity	0.6696	NPC254957
Remote Similarity	0.6696	NPC5374
Remote Similarity	0.6695	NPC268077
Remote Similarity	0.6695	NPC38961
Remote Similarity	0.6681	NPC100573
Remote Similarity	0.6681	NPC207873
Remote Similarity	0.6667	NPC474009
Remote Similarity	0.6635	NPC58661
Remote Similarity	0.6622	NPC121400
Remote Similarity	0.661	NPC90185
Remote Similarity	0.6598	NPC313327
Remote Similarity	0.6597	NPC186569
Remote Similarity	0.6597	NPC61731
Remote Similarity	0.6582	NPC85661
Remote Similarity	0.6573	NPC24019
Remote Similarity	0.6568	NPC157958
Remote Similarity	0.6555	NPC25961
Remote Similarity	0.6548	NPC189903
Remote Similarity	0.6548	NPC182907
Remote Similarity	0.6542	NPC124658
Remote Similarity	0.6542	NPC227361
Remote Similarity	0.654	NPC46679
Remote Similarity	0.6532	NPC207721
Remote Similarity	0.6517	NPC329480
Remote Similarity	0.6515	NPC146976
Remote Similarity	0.6513	NPC121510
Remote Similarity	0.6513	NPC171882
Remote Similarity	0.6508	NPC108342
Remote Similarity	0.6494	NPC174783
Remote Similarity	0.6494	NPC108847
Remote Similarity	0.649	NPC280799
Remote Similarity	0.6489	NPC318068
Remote Similarity	0.6476	NPC214629
Remote Similarity	0.6473	NPC236668
Remote Similarity	0.6471	NPC119134
Remote Similarity	0.6466	NPC163867
Remote Similarity	0.6453	NPC268170
Remote Similarity	0.6444	NPC323858
Remote Similarity	0.6443	NPC154922
Remote Similarity	0.6441	NPC227683
Remote Similarity	0.6432	NPC91234
Remote Similarity	0.6429	NPC22481
Remote Similarity	0.6426	NPC311781
Remote Similarity	0.6422	NPC153631
Remote Similarity	0.6408	NPC256422
Remote Similarity	0.6403	NPC90875
Remote Similarity	0.6398	NPC67346
Remote Similarity	0.6397	NPC210434
Remote Similarity	0.6395	NPC124313
Remote Similarity	0.6392	NPC166722
Remote Similarity	0.6389	NPC233334
Remote Similarity	0.6387	NPC126211
Remote Similarity	0.6385	NPC270515
Remote Similarity	0.6381	NPC84164
Remote Similarity	0.6381	NPC207283
Remote Similarity	0.6379	NPC290227
Remote Similarity	0.6375	NPC475133
Remote Similarity	0.6371	NPC120239
Remote Similarity	0.6371	NPC255861
Remote Similarity	0.6371	NPC93574
Remote Similarity	0.6368	NPC472894
Remote Similarity	0.6368	NPC67978
Remote Similarity	0.6368	NPC303581
Remote Similarity	0.6367	NPC41501
Remote Similarity	0.636	NPC116007
Remote Similarity	0.6356	NPC283810
Remote Similarity	0.6353	NPC191489
Remote Similarity	0.6352	NPC470023
Remote Similarity	0.6352	NPC240684
Remote Similarity	0.6349	NPC217176
Remote Similarity	0.6347	NPC228501
Remote Similarity	0.6344	NPC115906
Remote Similarity	0.6342	NPC210296
Remote Similarity	0.6339	NPC476220
Remote Similarity	0.6339	NPC4669
Remote Similarity	0.6339	NPC160113
Remote Similarity	0.6339	NPC315631
Remote Similarity	0.6339	NPC253675
Remote Similarity	0.6329	NPC140577
Remote Similarity	0.6329	NPC43069
Remote Similarity	0.6327	NPC260118
Remote Similarity	0.6327	NPC472163
Remote Similarity	0.6318	NPC113455
Remote Similarity	0.6318	NPC476569
Remote Similarity	0.6316	NPC129897
Remote Similarity	0.6311	NPC308267
Remote Similarity	0.631	NPC278525
Remote Similarity	0.6309	NPC469815
Remote Similarity	0.6309	NPC469816
Remote Similarity	0.6306	NPC471604
Remote Similarity	0.6303	NPC473460
Remote Similarity	0.63	NPC215747
Remote Similarity	0.63	NPC192939
Remote Similarity	0.6298	NPC193906
Remote Similarity	0.6298	NPC23080
Remote Similarity	0.6298	NPC293624
Remote Similarity	0.6293	NPC15406
Remote Similarity	0.6292	NPC89549
Remote Similarity	0.629	NPC109238
Remote Similarity	0.6289	NPC6786
Remote Similarity	0.6288	NPC83511
Remote Similarity	0.6284	NPC1608
Remote Similarity	0.6283	NPC132385
Remote Similarity	0.6283	NPC265383
Remote Similarity	0.6283	NPC85613
Remote Similarity	0.6283	NPC5167
Remote Similarity	0.6283	NPC222524
Remote Similarity	0.6282	NPC477258
Remote Similarity	0.6277	NPC208890
Remote Similarity	0.6276	NPC475147
Remote Similarity	0.6274	NPC183537
Remote Similarity	0.6273	NPC250076
Remote Similarity	0.6267	NPC60211
Remote Similarity	0.6264	NPC303374
Remote Similarity	0.6261	NPC97086
Remote Similarity	0.6259	NPC100734
Remote Similarity	0.6259	NPC88923
Remote Similarity	0.6259	NPC315634
Remote Similarity	0.6255	NPC220241
Remote Similarity	0.6255	NPC295479
Remote Similarity	0.6245	NPC313886
Remote Similarity	0.6245	NPC28425
Remote Similarity	0.624	NPC46990
Remote Similarity	0.624	NPC476258
Remote Similarity	0.624	NPC304837
Remote Similarity	0.6235	NPC195120
Remote Similarity	0.6234	NPC477259
Remote Similarity	0.6234	NPC169387
Remote Similarity	0.6231	NPC188400
Remote Similarity	0.623	NPC10732
Remote Similarity	0.6228	NPC27887
Remote Similarity	0.6224	NPC16249
Remote Similarity	0.6223	NPC196231
Remote Similarity	0.622	NPC227033
Remote Similarity	0.622	NPC38964
Remote Similarity	0.6215	NPC231924
Remote Similarity	0.6213	NPC125924
Remote Similarity	0.6212	NPC137353
Remote Similarity	0.6212	NPC77878
Remote Similarity	0.6211	NPC35680
Remote Similarity	0.621	NPC80489
Remote Similarity	0.621	NPC268008
Remote Similarity	0.621	NPC3273
Remote Similarity	0.6208	NPC473422
Remote Similarity	0.6207	NPC296742
Remote Similarity	0.6205	NPC86469
Remote Similarity	0.6201	NPC119579
Remote Similarity	0.6192	NPC243483
Remote Similarity	0.6192	NPC232533
Remote Similarity	0.619	NPC470018
Remote Similarity	0.619	NPC180253
Remote Similarity	0.619	NPC219170
Remote Similarity	0.6186	NPC66909
Remote Similarity	0.6186	NPC470021
Remote Similarity	0.6186	NPC281629
Remote Similarity	0.6185	NPC476069
Remote Similarity	0.6185	NPC230683
Remote Similarity	0.6183	NPC477161
Remote Similarity	0.6178	NPC168922
Remote Similarity	0.6174	NPC276060
Remote Similarity	0.6174	NPC203373
Remote Similarity	0.6174	NPC49184
Remote Similarity	0.6169	NPC82056
Remote Similarity	0.6169	NPC87560
Remote Similarity	0.6168	NPC473639
Remote Similarity	0.6167	NPC41216
Remote Similarity	0.6164	NPC224293
Remote Similarity	0.6164	NPC57512
Remote Similarity	0.6161	NPC284842
Remote Similarity	0.616	NPC73020
Remote Similarity	0.616	NPC46744
Remote Similarity	0.616	NPC17677
Remote Similarity	0.616	NPC14622
Remote Similarity	0.616	NPC124302
Remote Similarity	0.616	NPC70290
Remote Similarity	0.616	NPC215098
Remote Similarity	0.6157	NPC478189
Remote Similarity	0.6157	NPC311936
Remote Similarity	0.6154	NPC472358
Remote Similarity	0.6151	NPC67401
Remote Similarity	0.6151	NPC9482
Remote Similarity	0.6148	NPC208898
Remote Similarity	0.6148	NPC470020
Remote Similarity	0.6144	NPC308895
Remote Similarity	0.6143	NPC306669
Remote Similarity	0.6142	NPC246381
Remote Similarity	0.614	NPC470019
Remote Similarity	0.6138	NPC268223
Remote Similarity	0.6137	NPC112676
Remote Similarity	0.6136	NPC93653
Remote Similarity	0.6135	NPC251071
Remote Similarity	0.6129	NPC126556
Remote Similarity	0.6129	NPC195636
Remote Similarity	0.6129	NPC119669

Drug Structure

NPD3752 OpenBabel08211704332D 35 38 0 0 0 0 0 0 0 0999 V2000 -0.9810 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6903 1.1583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8676 6.2153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4840 1.7348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7643 5.8160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6911 2.5332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2018 5.6833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5105 7.2353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7936 1.5576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0739 5.6388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4849 3.1101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3057 5.2841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6144 6.8362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3816 2.7109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8668 4.8405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1762 4.6627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5120 5.8606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0729 4.2635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1778 6.0379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8657 3.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2034 4.3085 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.1793 7.4127 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.7619 3.0671 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.0721 2.8893 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.3042 6.6589 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3841 5.4615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9810 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0754 7.0135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9810 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1753 3.2874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7630 4.4415 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 3.2003 7.0580 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8495 1.4715 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 25 1 0 0 0 0 8 13 2 0 0 0 0 8 25 1 0 0 0 0 9 27 1 0 0 0 0 10 16 2 0 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 31 1 0 0 0 0 15 18 2 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 17 26 2 0 0 0 0 18 31 1 0 0 0 0 19 26 1 0 0 0 0 19 28 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 32 1 0 0 0 0 25 34 1 0 0 0 0 27 33 1 0 0 0 0 27 35 1 0 0 0 0 29 33 2 0 0 0 0 30 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002837
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	514.99
ALogP	-0.8829
MLogP	2.23
XLogP	4.298
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	118.38
RO5 Violation	0