NPASS drugs

Drug Information

Drug ID:	NPD4417
Drug Name:	Tazarotene
Molecular Formula:	C21H21NO2S
Canonical SMILES:	CCOC(=O)c1ccc(nc1)C#Cc1ccc2c(c1)C(C)(C)CCS2
Standard InCHI:	InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3
Standard InCHIKey:	OGQICQVSFDPSEI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4417

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	300
0.1-0.2	2104
0.2-0.3	9298
0.3-0.4	11935
0.4-0.5	4625
0.5-0.6	1895
0.6-0.7	613
0.7-0.8	119
0.8-0.85	1
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	0.8138	NPC249614
Intermediate Similarity	0.7608	NPC289086
Intermediate Similarity	0.7594	NPC107287
Intermediate Similarity	0.7538	NPC191310
Intermediate Similarity	0.7536	NPC123395
Intermediate Similarity	0.7534	NPC477788
Intermediate Similarity	0.7512	NPC135950
Intermediate Similarity	0.7452	NPC103361
Intermediate Similarity	0.7421	NPC57797
Intermediate Similarity	0.7421	NPC250807
Intermediate Similarity	0.7399	NPC228377
Intermediate Similarity	0.7399	NPC328186
Intermediate Similarity	0.7399	NPC477787
Intermediate Similarity	0.7399	NPC122968
Intermediate Similarity	0.7387	NPC473850
Intermediate Similarity	0.738	NPC112741
Intermediate Similarity	0.7376	NPC282103
Intermediate Similarity	0.7336	NPC63041
Intermediate Similarity	0.7321	NPC146824
Intermediate Similarity	0.7302	NPC48042
Intermediate Similarity	0.7302	NPC304179
Intermediate Similarity	0.7302	NPC472550
Intermediate Similarity	0.7301	NPC292416
Intermediate Similarity	0.7301	NPC473689
Intermediate Similarity	0.7301	NPC316841
Intermediate Similarity	0.7294	NPC264674
Intermediate Similarity	0.7294	NPC4421
Intermediate Similarity	0.7289	NPC475362
Intermediate Similarity	0.7286	NPC84347
Intermediate Similarity	0.7281	NPC280473
Intermediate Similarity	0.7281	NPC323551
Intermediate Similarity	0.7269	NPC244839
Intermediate Similarity	0.7269	NPC320324
Intermediate Similarity	0.7269	NPC319880
Intermediate Similarity	0.7265	NPC76565
Intermediate Similarity	0.726	NPC477909
Intermediate Similarity	0.726	NPC477907
Intermediate Similarity	0.726	NPC42678
Intermediate Similarity	0.7248	NPC41724
Intermediate Similarity	0.7248	NPC51008
Intermediate Similarity	0.7244	NPC87152
Intermediate Similarity	0.7244	NPC476110
Intermediate Similarity	0.7244	NPC475600
Intermediate Similarity	0.7244	NPC475631
Intermediate Similarity	0.7241	NPC207851
Intermediate Similarity	0.7237	NPC237702
Intermediate Similarity	0.7232	NPC475137
Intermediate Similarity	0.7232	NPC475498
Intermediate Similarity	0.7227	NPC477908
Intermediate Similarity	0.7227	NPC206343
Intermediate Similarity	0.7212	NPC475644
Intermediate Similarity	0.7212	NPC471977
Intermediate Similarity	0.7212	NPC470486
Intermediate Similarity	0.7212	NPC471190
Intermediate Similarity	0.7207	NPC477901
Intermediate Similarity	0.7205	NPC475406
Intermediate Similarity	0.7202	NPC472553
Intermediate Similarity	0.7202	NPC476467
Intermediate Similarity	0.7198	NPC138370
Intermediate Similarity	0.7195	NPC473115
Intermediate Similarity	0.7195	NPC158020
Intermediate Similarity	0.7195	NPC75600
Intermediate Similarity	0.7195	NPC6576
Intermediate Similarity	0.7195	NPC473089
Intermediate Similarity	0.7195	NPC212768
Intermediate Similarity	0.7195	NPC62367
Intermediate Similarity	0.7184	NPC44354
Intermediate Similarity	0.7182	NPC470306
Intermediate Similarity	0.7175	NPC477903
Intermediate Similarity	0.7174	NPC327904
Intermediate Similarity	0.7174	NPC38959
Intermediate Similarity	0.7169	NPC165837
Intermediate Similarity	0.7162	NPC301368
Intermediate Similarity	0.7162	NPC84815
Intermediate Similarity	0.7162	NPC216428
Intermediate Similarity	0.7162	NPC472555
Intermediate Similarity	0.7149	NPC471014
Intermediate Similarity	0.7149	NPC471016
Intermediate Similarity	0.7149	NPC475596
Intermediate Similarity	0.7149	NPC6981
Intermediate Similarity	0.7149	NPC475408
Intermediate Similarity	0.7149	NPC475303
Intermediate Similarity	0.7143	NPC472752
Intermediate Similarity	0.7143	NPC109922
Intermediate Similarity	0.7143	NPC235364
Intermediate Similarity	0.7136	NPC228331
Intermediate Similarity	0.7136	NPC319128
Intermediate Similarity	0.713	NPC327769
Intermediate Similarity	0.7124	NPC473506
Intermediate Similarity	0.7118	NPC30456
Intermediate Similarity	0.7117	NPC294579
Intermediate Similarity	0.7117	NPC144779
Intermediate Similarity	0.7104	NPC477910
Intermediate Similarity	0.7098	NPC477912
Intermediate Similarity	0.7097	NPC470190
Intermediate Similarity	0.7089	NPC470279
Intermediate Similarity	0.7083	NPC309498
Intermediate Similarity	0.7082	NPC253482
Intermediate Similarity	0.708	NPC477902
Intermediate Similarity	0.708	NPC477900
Intermediate Similarity	0.708	NPC477899
Intermediate Similarity	0.708	NPC26881
Intermediate Similarity	0.7067	NPC127720
Intermediate Similarity	0.7067	NPC127026
Intermediate Similarity	0.7067	NPC477911
Intermediate Similarity	0.7048	NPC103230
Intermediate Similarity	0.7045	NPC118940
Intermediate Similarity	0.7045	NPC318299
Intermediate Similarity	0.704	NPC187494
Intermediate Similarity	0.704	NPC319556
Intermediate Similarity	0.7037	NPC159630
Intermediate Similarity	0.7037	NPC230085
Intermediate Similarity	0.7035	NPC471980
Intermediate Similarity	0.7018	NPC124029
Intermediate Similarity	0.7018	NPC211920
Intermediate Similarity	0.7014	NPC317752
Intermediate Similarity	0.701	NPC263455
Intermediate Similarity	0.7004	NPC328154
Intermediate Similarity	0.7	NPC40919
Intermediate Similarity	0.7	NPC470189
Remote Similarity	0.6992	NPC475648
Remote Similarity	0.6986	NPC469489
Remote Similarity	0.6983	NPC35208
Remote Similarity	0.6983	NPC170751
Remote Similarity	0.6983	NPC475426
Remote Similarity	0.6974	NPC148860
Remote Similarity	0.6965	NPC273532
Remote Similarity	0.6959	NPC327592
Remote Similarity	0.6959	NPC473239
Remote Similarity	0.6957	NPC91125
Remote Similarity	0.6955	NPC123839
Remote Similarity	0.6951	NPC193361
Remote Similarity	0.6951	NPC207531
Remote Similarity	0.6951	NPC62844
Remote Similarity	0.6948	NPC272483
Remote Similarity	0.6943	NPC285411
Remote Similarity	0.6943	NPC14116
Remote Similarity	0.6927	NPC314855
Remote Similarity	0.6927	NPC315638
Remote Similarity	0.6927	NPC313345
Remote Similarity	0.6927	NPC317373
Remote Similarity	0.6927	NPC313796
Remote Similarity	0.6926	NPC477906
Remote Similarity	0.6916	NPC474916
Remote Similarity	0.6913	NPC311196
Remote Similarity	0.6913	NPC134384
Remote Similarity	0.6911	NPC167400
Remote Similarity	0.69	NPC41717
Remote Similarity	0.6895	NPC475835
Remote Similarity	0.6895	NPC314297
Remote Similarity	0.6895	NPC315545
Remote Similarity	0.6878	NPC470020
Remote Similarity	0.6878	NPC164340
Remote Similarity	0.687	NPC475601
Remote Similarity	0.6866	NPC70949
Remote Similarity	0.6864	NPC266249
Remote Similarity	0.6856	NPC233727
Remote Similarity	0.6853	NPC150698
Remote Similarity	0.6853	NPC96801
Remote Similarity	0.6842	NPC160381
Remote Similarity	0.6837	NPC324245
Remote Similarity	0.6837	NPC320748
Remote Similarity	0.6825	NPC83111
Remote Similarity	0.6824	NPC213143
Remote Similarity	0.6822	NPC245916
Remote Similarity	0.6802	NPC309845
Remote Similarity	0.6802	NPC314834
Remote Similarity	0.6791	NPC90229
Remote Similarity	0.6789	NPC328318
Remote Similarity	0.6789	NPC328596
Remote Similarity	0.6789	NPC57398
Remote Similarity	0.6786	NPC312860
Remote Similarity	0.6782	NPC470894
Remote Similarity	0.6774	NPC79223
Remote Similarity	0.6773	NPC82053
Remote Similarity	0.6773	NPC238457
Remote Similarity	0.6762	NPC194040
Remote Similarity	0.6761	NPC55493
Remote Similarity	0.6758	NPC317572
Remote Similarity	0.6757	NPC472070
Remote Similarity	0.6752	NPC469748
Remote Similarity	0.6743	NPC328559
Remote Similarity	0.6743	NPC32451
Remote Similarity	0.6741	NPC292517
Remote Similarity	0.6735	NPC85879
Remote Similarity	0.6735	NPC53255
Remote Similarity	0.673	NPC278434
Remote Similarity	0.6727	NPC314648
Remote Similarity	0.6726	NPC36405
Remote Similarity	0.6714	NPC114974
Remote Similarity	0.6713	NPC329024
Remote Similarity	0.6711	NPC236668
Remote Similarity	0.6707	NPC13603
Remote Similarity	0.6698	NPC255909
Remote Similarity	0.6684	NPC471323
Remote Similarity	0.6682	NPC67288
Remote Similarity	0.6682	NPC118084
Remote Similarity	0.6681	NPC146976
Remote Similarity	0.6667	NPC156044
Remote Similarity	0.6667	NPC193238

Drug Structure

NPD4417 OpenBabel08211705262D 25 27 0 0 0 0 0 0 0 0999 V2000 -6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -6.9282 -3.0000 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 -6.0622 -2.5000 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 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 -1.7321 -2.0000 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 -2.5981 -1.5000 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 -5.1962 -3.0000 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 -7.7942 -4.5000 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 -5.1962 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -5.5000 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 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 24 1 0 0 0 0 5 8 3 0 0 0 0 5 15 1 0 0 0 0 6 10 2 0 0 0 0 6 15 1 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 16 20 1 0 0 0 0 17 22 2 0 0 0 0 18 19 2 0 0 0 0 18 21 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000462
DrugBank	DB00799
ChEMBL	CHEMBL1657
IUPHAR/BPS	6952
PharmaGKB	PA164746821
KEGG Drug	D01132
PubChem CID	5381
ChEBI	32184
CAS Number	118292-40-3

Drug Properties

Molecular Weight	351.13
ALogP	2.624
MLogP	3.33
XLogP	6.215
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	64.49
RO5 Violation	1