NPASS drugs

Drug Information

Drug ID:	NPD2325
Drug Name:	Roflumilast
Molecular Formula:	C17H14Cl2F2N2O3
Canonical SMILES:	FC(Oc1ccc(cc1OCC1CC1)C(=O)N=c1c(Cl)c[nH]cc1Cl)F
Standard InCHI:	InChI=1S/C17H14Cl2F2N2O3/c18-11-6-22-7-12(19)15(11)23-16(24)10-3-4-13(26-17(20)21)14(5-10)25-8-9-1-2-9/h3-7,9,17H,1-2,8H2,(H,22,23,24)
Standard InCHIKey:	MNDBXUUTURYVHR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2325

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	229
0.1-0.2	1860
0.2-0.3	7166
0.3-0.4	5347
0.4-0.5	5686
0.5-0.6	9941
0.6-0.7	656
0.7-0.8	5
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	0.7356	NPC58661
Intermediate Similarity	0.72	NPC119669
Intermediate Similarity	0.7119	NPC470708
Intermediate Similarity	0.7101	NPC160747
Intermediate Similarity	0.7029	NPC153644
Remote Similarity	0.6994	NPC473626
Remote Similarity	0.6949	NPC478189
Remote Similarity	0.6923	NPC135006
Remote Similarity	0.6885	NPC153631
Remote Similarity	0.6842	NPC121400
Remote Similarity	0.6836	NPC470019
Remote Similarity	0.6825	NPC207721
Remote Similarity	0.6798	NPC470088
Remote Similarity	0.679	NPC295317
Remote Similarity	0.6782	NPC138438
Remote Similarity	0.6782	NPC908
Remote Similarity	0.6761	NPC469978
Remote Similarity	0.6744	NPC471316
Remote Similarity	0.6725	NPC144662
Remote Similarity	0.6706	NPC266425
Remote Similarity	0.6706	NPC169766
Remote Similarity	0.6687	NPC225245
Remote Similarity	0.6686	NPC298268
Remote Similarity	0.6684	NPC206941
Remote Similarity	0.6667	NPC476569
Remote Similarity	0.6667	NPC474691
Remote Similarity	0.6633	NPC474009
Remote Similarity	0.6632	NPC67978
Remote Similarity	0.6632	NPC303581
Remote Similarity	0.6629	NPC290404
Remote Similarity	0.6615	NPC83511
Remote Similarity	0.6615	NPC116007
Remote Similarity	0.6614	NPC86469
Remote Similarity	0.6611	NPC469540
Remote Similarity	0.6611	NPC469539
Remote Similarity	0.6588	NPC308885
Remote Similarity	0.6588	NPC255550
Remote Similarity	0.6576	NPC57512
Remote Similarity	0.6562	NPC308267
Remote Similarity	0.6561	NPC284842
Remote Similarity	0.6559	NPC158900
Remote Similarity	0.6559	NPC26353
Remote Similarity	0.6555	NPC92235
Remote Similarity	0.6548	NPC471650
Remote Similarity	0.6548	NPC124626
Remote Similarity	0.6545	NPC227683
Remote Similarity	0.6545	NPC254053
Remote Similarity	0.6543	NPC35345
Remote Similarity	0.6528	NPC35680
Remote Similarity	0.6528	NPC222524
Remote Similarity	0.6528	NPC5167
Remote Similarity	0.6527	NPC30216
Remote Similarity	0.6517	NPC80928
Remote Similarity	0.6512	NPC160692
Remote Similarity	0.651	NPC4669
Remote Similarity	0.6509	NPC117237
Remote Similarity	0.6509	NPC203719
Remote Similarity	0.6509	NPC172403
Remote Similarity	0.6506	NPC298486
Remote Similarity	0.6503	NPC476580
Remote Similarity	0.6488	NPC120066
Remote Similarity	0.648	NPC138083
Remote Similarity	0.6479	NPC313327
Remote Similarity	0.6474	NPC218530
Remote Similarity	0.6458	NPC8467
Remote Similarity	0.6457	NPC253429
Remote Similarity	0.6457	NPC470707
Remote Similarity	0.6457	NPC225745
Remote Similarity	0.6453	NPC130595
Remote Similarity	0.6453	NPC71124
Remote Similarity	0.6453	NPC93882
Remote Similarity	0.645	NPC154275
Remote Similarity	0.645	NPC301713
Remote Similarity	0.6443	NPC283810
Remote Similarity	0.6442	NPC120075
Remote Similarity	0.6437	NPC196609
Remote Similarity	0.6437	NPC255817
Remote Similarity	0.6437	NPC205178
Remote Similarity	0.6437	NPC136330
Remote Similarity	0.6437	NPC180647
Remote Similarity	0.6437	NPC73883
Remote Similarity	0.6437	NPC230698
Remote Similarity	0.6437	NPC277042
Remote Similarity	0.6437	NPC251454
Remote Similarity	0.6432	NPC169742
Remote Similarity	0.6425	NPC28326
Remote Similarity	0.6416	NPC6854
Remote Similarity	0.6416	NPC313737
Remote Similarity	0.6416	NPC153453
Remote Similarity	0.6416	NPC285078
Remote Similarity	0.6412	NPC286683
Remote Similarity	0.6412	NPC16651
Remote Similarity	0.6412	NPC32163
Remote Similarity	0.641	NPC28368
Remote Similarity	0.6406	NPC164608
Remote Similarity	0.6404	NPC326065
Remote Similarity	0.64	NPC88065
Remote Similarity	0.64	NPC99078
Remote Similarity	0.64	NPC89504
Remote Similarity	0.64	NPC95485
Remote Similarity	0.6396	NPC235194
Remote Similarity	0.6395	NPC476570
Remote Similarity	0.6395	NPC66905
Remote Similarity	0.6394	NPC158551
Remote Similarity	0.6393	NPC13397
Remote Similarity	0.6392	NPC20395
Remote Similarity	0.6389	NPC473090
Remote Similarity	0.6389	NPC17760
Remote Similarity	0.638	NPC316062
Remote Similarity	0.6379	NPC167096
Remote Similarity	0.6378	NPC27887
Remote Similarity	0.6377	NPC207971
Remote Similarity	0.6374	NPC161544
Remote Similarity	0.6374	NPC304747
Remote Similarity	0.6368	NPC306669
Remote Similarity	0.6364	NPC220923
Remote Similarity	0.6364	NPC214036
Remote Similarity	0.6364	NPC113236
Remote Similarity	0.6364	NPC28641
Remote Similarity	0.6364	NPC194359
Remote Similarity	0.6364	NPC252107
Remote Similarity	0.6364	NPC77955
Remote Similarity	0.6359	NPC85613
Remote Similarity	0.6358	NPC252004
Remote Similarity	0.6355	NPC477258
Remote Similarity	0.635	NPC283207
Remote Similarity	0.6348	NPC66518
Remote Similarity	0.6346	NPC268077
Remote Similarity	0.6346	NPC163829
Remote Similarity	0.6341	NPC5374
Remote Similarity	0.634	NPC329992
Remote Similarity	0.634	NPC315631
Remote Similarity	0.6339	NPC182119
Remote Similarity	0.6337	NPC254957
Remote Similarity	0.633	NPC216816
Remote Similarity	0.6328	NPC231572
Remote Similarity	0.6324	NPC281629
Remote Similarity	0.6322	NPC132308
Remote Similarity	0.6322	NPC50763
Remote Similarity	0.6319	NPC471590
Remote Similarity	0.6319	NPC9370
Remote Similarity	0.6319	NPC136278
Remote Similarity	0.6319	NPC287495
Remote Similarity	0.6316	NPC153990
Remote Similarity	0.6307	NPC469808
Remote Similarity	0.6305	NPC469815
Remote Similarity	0.6305	NPC469816
Remote Similarity	0.6301	NPC285776
Remote Similarity	0.63	NPC169387
Remote Similarity	0.63	NPC162694
Remote Similarity	0.63	NPC477259
Remote Similarity	0.6298	NPC9373
Remote Similarity	0.6289	NPC472894
Remote Similarity	0.6286	NPC193673
Remote Similarity	0.6286	NPC94280
Remote Similarity	0.6286	NPC45783
Remote Similarity	0.6286	NPC103947
Remote Similarity	0.6286	NPC159150
Remote Similarity	0.6286	NPC288743
Remote Similarity	0.6286	NPC16249
Remote Similarity	0.6286	NPC328419
Remote Similarity	0.6283	NPC2770
Remote Similarity	0.6283	NPC39103
Remote Similarity	0.6279	NPC155838
Remote Similarity	0.6277	NPC93653
Remote Similarity	0.6276	NPC32064
Remote Similarity	0.6275	NPC125924
Remote Similarity	0.6275	NPC108847
Remote Similarity	0.6272	NPC328267
Remote Similarity	0.627	NPC476568
Remote Similarity	0.627	NPC476579
Remote Similarity	0.6269	NPC473748
Remote Similarity	0.6269	NPC208890
Remote Similarity	0.6264	NPC293201
Remote Similarity	0.6264	NPC470392
Remote Similarity	0.6264	NPC113397
Remote Similarity	0.6264	NPC113089
Remote Similarity	0.6264	NPC118419
Remote Similarity	0.6264	NPC217574
Remote Similarity	0.6264	NPC214869
Remote Similarity	0.6257	NPC323204
Remote Similarity	0.625	NPC96406
Remote Similarity	0.625	NPC13826
Remote Similarity	0.625	NPC294972
Remote Similarity	0.625	NPC470511
Remote Similarity	0.625	NPC211992
Remote Similarity	0.625	NPC207824
Remote Similarity	0.625	NPC11147
Remote Similarity	0.625	NPC472969
Remote Similarity	0.625	NPC214629
Remote Similarity	0.625	NPC60538
Remote Similarity	0.625	NPC205522
Remote Similarity	0.625	NPC209195
Remote Similarity	0.625	NPC196708
Remote Similarity	0.6243	NPC470706
Remote Similarity	0.6243	NPC160193
Remote Similarity	0.6243	NPC52029
Remote Similarity	0.6243	NPC294249
Remote Similarity	0.6243	NPC195749
Remote Similarity	0.6243	NPC35961

Drug Structure

NPD2325 OpenBabel08211702172D 27 29 0 0 0 0 0 0 0 0999 V2000 0.5000 2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 13 1 0 0 0 0 5 10 2 0 0 0 0 5 14 1 0 0 0 0 6 11 2 0 0 0 0 6 22 1 0 0 0 0 7 12 2 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 26 1 0 0 0 0 14 25 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 16 24 2 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 17 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002828; DCL000896; DCL000964
DrugBank	DB01656
ChEMBL	CHEMBL193240
IUPHAR/BPS	6962
PharmaGKB
KEGG Drug	D05744
PubChem CID	449193
ChEBI	47657
CAS Number	162401-32-3

Drug Properties

Molecular Weight	402.03
ALogP	0.168
MLogP	2.34
XLogP	4.582
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	59.92
RO5 Violation	0