NPASS drugs

Drug Information

Drug ID:	NPD3366
Drug Name:	Bezafibrate
Molecular Formula:	C19H20ClNO4
Canonical SMILES:	Clc1ccc(cc1)C(=O)NCCc1ccc(cc1)OC(C(=O)O)(C)C
Standard InCHI:	InChI=1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)
Standard InCHIKey:	IIBYAHWJQTYFKB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3366

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	167
0.1-0.2	1078
0.2-0.3	4403
0.3-0.4	8514
0.4-0.5	3602
0.5-0.6	11519
0.6-0.7	1600
0.7-0.8	7
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	0.7785	NPC266425
Intermediate Similarity	0.7391	NPC235194
Intermediate Similarity	0.7278	NPC17760
Intermediate Similarity	0.7188	NPC218323
Intermediate Similarity	0.7169	NPC238412
Intermediate Similarity	0.7083	NPC86087
Intermediate Similarity	0.7048	NPC196708
Remote Similarity	0.697	NPC11173
Remote Similarity	0.6959	NPC182475
Remote Similarity	0.6944	NPC158900
Remote Similarity	0.6928	NPC132308
Remote Similarity	0.6886	NPC470441
Remote Similarity	0.6885	NPC151030
Remote Similarity	0.6885	NPC269383
Remote Similarity	0.6864	NPC471316
Remote Similarity	0.6851	NPC135006
Remote Similarity	0.6842	NPC315542
Remote Similarity	0.6824	NPC318028
Remote Similarity	0.6824	NPC241086
Remote Similarity	0.6824	NPC282087
Remote Similarity	0.6824	NPC317741
Remote Similarity	0.6824	NPC318984
Remote Similarity	0.6824	NPC259800
Remote Similarity	0.6824	NPC328137
Remote Similarity	0.6805	NPC307682
Remote Similarity	0.6792	NPC264976
Remote Similarity	0.6788	NPC283079
Remote Similarity	0.6772	NPC121400
Remote Similarity	0.6766	NPC470392
Remote Similarity	0.6761	NPC153644
Remote Similarity	0.676	NPC282294
Remote Similarity	0.6752	NPC51345
Remote Similarity	0.6747	NPC120251
Remote Similarity	0.6744	NPC204546
Remote Similarity	0.6742	NPC119669
Remote Similarity	0.6735	NPC469816
Remote Similarity	0.6735	NPC469815
Remote Similarity	0.6726	NPC169766
Remote Similarity	0.6725	NPC197239
Remote Similarity	0.6725	NPC231572
Remote Similarity	0.6725	NPC160747
Remote Similarity	0.6725	NPC326860
Remote Similarity	0.6721	NPC469479
Remote Similarity	0.672	NPC49315
Remote Similarity	0.6703	NPC196091
Remote Similarity	0.6701	NPC223384
Remote Similarity	0.67	NPC257266
Remote Similarity	0.6687	NPC473942
Remote Similarity	0.6687	NPC2596
Remote Similarity	0.6687	NPC14141
Remote Similarity	0.6686	NPC284409
Remote Similarity	0.6667	NPC257728
Remote Similarity	0.6667	NPC470708
Remote Similarity	0.6649	NPC124626
Remote Similarity	0.6649	NPC469505
Remote Similarity	0.6648	NPC132771
Remote Similarity	0.6646	NPC89630
Remote Similarity	0.6634	NPC153365
Remote Similarity	0.6632	NPC45112
Remote Similarity	0.6632	NPC263507
Remote Similarity	0.6632	NPC134413
Remote Similarity	0.6632	NPC271958
Remote Similarity	0.663	NPC153631
Remote Similarity	0.6616	NPC477258
Remote Similarity	0.6616	NPC125924
Remote Similarity	0.6615	NPC283207
Remote Similarity	0.6609	NPC908
Remote Similarity	0.6609	NPC138438
Remote Similarity	0.6607	NPC30390
Remote Similarity	0.6591	NPC473090
Remote Similarity	0.6588	NPC473360
Remote Similarity	0.6575	NPC56635
Remote Similarity	0.6571	NPC184053
Remote Similarity	0.6562	NPC99723
Remote Similarity	0.6559	NPC35345
Remote Similarity	0.6552	NPC66518
Remote Similarity	0.6552	NPC288452
Remote Similarity	0.6552	NPC289690
Remote Similarity	0.6548	NPC238309
Remote Similarity	0.6545	NPC221798
Remote Similarity	0.6545	NPC222524
Remote Similarity	0.6543	NPC73280
Remote Similarity	0.6538	NPC319320
Remote Similarity	0.6538	NPC287757
Remote Similarity	0.6522	NPC311091
Remote Similarity	0.6522	NPC471033
Remote Similarity	0.6517	NPC324081
Remote Similarity	0.6517	NPC291153
Remote Similarity	0.6514	NPC326065
Remote Similarity	0.6512	NPC106606
Remote Similarity	0.651	NPC327005
Remote Similarity	0.6509	NPC86774
Remote Similarity	0.6509	NPC45191
Remote Similarity	0.6509	NPC48909
Remote Similarity	0.6509	NPC327457
Remote Similarity	0.6506	NPC88403
Remote Similarity	0.6506	NPC320242
Remote Similarity	0.6505	NPC473502
Remote Similarity	0.65	NPC470860
Remote Similarity	0.65	NPC24228
Remote Similarity	0.6497	NPC471028
Remote Similarity	0.6497	NPC9373
Remote Similarity	0.6497	NPC160378
Remote Similarity	0.6497	NPC304956
Remote Similarity	0.6497	NPC313414
Remote Similarity	0.6495	NPC299806
Remote Similarity	0.6488	NPC217431
Remote Similarity	0.6485	NPC328267
Remote Similarity	0.6484	NPC471649
Remote Similarity	0.6482	NPC264938
Remote Similarity	0.6477	NPC86678
Remote Similarity	0.6474	NPC303581
Remote Similarity	0.6474	NPC227683
Remote Similarity	0.6474	NPC67978
Remote Similarity	0.6474	NPC225745
Remote Similarity	0.6474	NPC71638
Remote Similarity	0.6474	NPC64230
Remote Similarity	0.6464	NPC76213
Remote Similarity	0.6464	NPC277669
Remote Similarity	0.6462	NPC116007
Remote Similarity	0.6461	NPC296085
Remote Similarity	0.6461	NPC53884
Remote Similarity	0.6461	NPC258671
Remote Similarity	0.6457	NPC325857
Remote Similarity	0.6456	NPC194699
Remote Similarity	0.6456	NPC219350
Remote Similarity	0.6455	NPC86469
Remote Similarity	0.645	NPC473019
Remote Similarity	0.645	NPC473247
Remote Similarity	0.645	NPC241354
Remote Similarity	0.6448	NPC169742
Remote Similarity	0.6444	NPC207824
Remote Similarity	0.6444	NPC472969
Remote Similarity	0.6444	NPC469539
Remote Similarity	0.6444	NPC469540
Remote Similarity	0.6444	NPC60538
Remote Similarity	0.6441	NPC161155
Remote Similarity	0.6441	NPC97004
Remote Similarity	0.6441	NPC136951
Remote Similarity	0.6437	NPC471069
Remote Similarity	0.6437	NPC471068
Remote Similarity	0.6433	NPC273984
Remote Similarity	0.6433	NPC76453
Remote Similarity	0.6429	NPC172403
Remote Similarity	0.6429	NPC165726
Remote Similarity	0.6429	NPC213969
Remote Similarity	0.6424	NPC27198
Remote Similarity	0.6424	NPC69403
Remote Similarity	0.6424	NPC291189
Remote Similarity	0.6421	NPC164608
Remote Similarity	0.6421	NPC227778
Remote Similarity	0.642	NPC293424
Remote Similarity	0.6418	NPC281629
Remote Similarity	0.6416	NPC99078
Remote Similarity	0.6416	NPC316906
Remote Similarity	0.6412	NPC66905
Remote Similarity	0.6412	NPC109778
Remote Similarity	0.6412	NPC257390
Remote Similarity	0.641	NPC138083
Remote Similarity	0.6409	NPC476394
Remote Similarity	0.6409	NPC98809
Remote Similarity	0.6406	NPC308267
Remote Similarity	0.6404	NPC97282
Remote Similarity	0.6404	NPC189908
Remote Similarity	0.6402	NPC318357
Remote Similarity	0.64	NPC471070
Remote Similarity	0.64	NPC471071
Remote Similarity	0.64	NPC471072
Remote Similarity	0.6398	NPC19290
Remote Similarity	0.6396	NPC471650
Remote Similarity	0.6396	NPC234069
Remote Similarity	0.6396	NPC477259
Remote Similarity	0.6396	NPC169387
Remote Similarity	0.6393	NPC477564
Remote Similarity	0.6393	NPC295650
Remote Similarity	0.6393	NPC207675
Remote Similarity	0.6393	NPC2295
Remote Similarity	0.6393	NPC212699
Remote Similarity	0.6391	NPC110313
Remote Similarity	0.6391	NPC325651
Remote Similarity	0.6391	NPC2401
Remote Similarity	0.6389	NPC153758
Remote Similarity	0.6389	NPC143892
Remote Similarity	0.6389	NPC221383
Remote Similarity	0.6389	NPC283081
Remote Similarity	0.6389	NPC299090
Remote Similarity	0.6387	NPC254053
Remote Similarity	0.6386	NPC93730
Remote Similarity	0.6386	NPC217277
Remote Similarity	0.6383	NPC471651
Remote Similarity	0.6383	NPC66490
Remote Similarity	0.6382	NPC226708
Remote Similarity	0.6379	NPC470707
Remote Similarity	0.6379	NPC294470
Remote Similarity	0.6379	NPC194359
Remote Similarity	0.6379	NPC220923
Remote Similarity	0.6379	NPC90431
Remote Similarity	0.6379	NPC28641
Remote Similarity	0.6379	NPC252107
Remote Similarity	0.6374	NPC108553

Drug Structure

NPD3366 OpenBabel08211703112D 27 28 0 0 0 0 0 0 0 0999 V2000 -1.2321 0.8660 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 1.5000 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.8660 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 7.7942 4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 -0.8660 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 5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7321 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 9 1 0 0 0 0 3 13 2 0 0 0 0 4 10 2 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 18 19 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 21 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001182
DrugBank	DB01393
ChEMBL	CHEMBL264374
IUPHAR/BPS	2668
PharmaGKB	PA162364313
KEGG Drug	D01366
PubChem CID	39042
ChEBI	47612
CAS Number	41859-67-0

Drug Properties

Molecular Weight	361.11
ALogP	0.5769
MLogP	2.89
XLogP	4.126
HDA	4
HBD	2
Rotatable Bonds	12
TPSA	75.63
RO5 Violation	0