NPASS drugs

Drug Information

Drug ID:	NPD4626
Drug Name:	Acitretin
Molecular Formula:	C21H26O3
Canonical SMILES:	COc1cc(C)c(c(c1C)C)/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C
Standard InCHI:	InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+
Standard InCHIKey:	IHUNBGSDBOWDMA-AQFIFDHZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4626

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	177
0.1-0.2	1228
0.2-0.3	2022
0.3-0.4	6034
0.4-0.5	7411
0.5-0.6	2856
0.6-0.7	8029
0.7-0.8	3009
0.8-0.85	114
0.85-0.9	9
0.9-0.95	1
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
High Similarity	0.9115	NPC199462
High Similarity	0.8938	NPC473809
High Similarity	0.875	NPC129176
High Similarity	0.8696	NPC470723
High Similarity	0.8571	NPC263754
High Similarity	0.8571	NPC183154
High Similarity	0.8522	NPC75272
High Similarity	0.8522	NPC471954
High Similarity	0.8512	NPC103916
High Similarity	0.8504	NPC249425
Intermediate Similarity	0.8496	NPC288760
Intermediate Similarity	0.8496	NPC227255
Intermediate Similarity	0.8492	NPC81261
Intermediate Similarity	0.8487	NPC312105
Intermediate Similarity	0.8468	NPC111088
Intermediate Similarity	0.8462	NPC280760
Intermediate Similarity	0.8455	NPC152946
Intermediate Similarity	0.8443	NPC322569
Intermediate Similarity	0.8443	NPC131868
Intermediate Similarity	0.8438	NPC191395
Intermediate Similarity	0.843	NPC98748
Intermediate Similarity	0.8417	NPC25648
Intermediate Similarity	0.8407	NPC2518
Intermediate Similarity	0.8403	NPC283169
Intermediate Similarity	0.84	NPC76119
Intermediate Similarity	0.84	NPC232387
Intermediate Similarity	0.84	NPC4286
Intermediate Similarity	0.84	NPC105031
Intermediate Similarity	0.839	NPC141003
Intermediate Similarity	0.839	NPC35344
Intermediate Similarity	0.8385	NPC27394
Intermediate Similarity	0.8374	NPC251259
Intermediate Similarity	0.8372	NPC312560
Intermediate Similarity	0.8361	NPC478121
Intermediate Similarity	0.8347	NPC63010
Intermediate Similarity	0.8346	NPC478215
Intermediate Similarity	0.832	NPC75432
Intermediate Similarity	0.8319	NPC24327
Intermediate Similarity	0.8319	NPC41851
Intermediate Similarity	0.8319	NPC12870
Intermediate Similarity	0.8306	NPC121168
Intermediate Similarity	0.8254	NPC470726
Intermediate Similarity	0.8244	NPC213122
Intermediate Similarity	0.8217	NPC470725
Intermediate Similarity	0.8203	NPC181675
Intermediate Similarity	0.8189	NPC470724
Intermediate Similarity	0.8189	NPC474737
Intermediate Similarity	0.8175	NPC470162
Intermediate Similarity	0.8175	NPC470163
Intermediate Similarity	0.8175	NPC89630
Intermediate Similarity	0.8174	NPC243677
Intermediate Similarity	0.8174	NPC303141
Intermediate Similarity	0.8168	NPC472524
Intermediate Similarity	0.8168	NPC185777
Intermediate Similarity	0.8167	NPC294941
Intermediate Similarity	0.816	NPC473464
Intermediate Similarity	0.816	NPC325301
Intermediate Similarity	0.816	NPC476332
Intermediate Similarity	0.8151	NPC26615
Intermediate Similarity	0.8151	NPC98372
Intermediate Similarity	0.8145	NPC277798
Intermediate Similarity	0.8145	NPC45663
Intermediate Similarity	0.8145	NPC241001
Intermediate Similarity	0.8145	NPC100108
Intermediate Similarity	0.8125	NPC473993
Intermediate Similarity	0.812	NPC115861
Intermediate Similarity	0.812	NPC470039
Intermediate Similarity	0.812	NPC75440
Intermediate Similarity	0.811	NPC293801
Intermediate Similarity	0.8103	NPC30416
Intermediate Similarity	0.8103	NPC326447
Intermediate Similarity	0.8102	NPC36732
Intermediate Similarity	0.8099	NPC296526
Intermediate Similarity	0.8095	NPC248786
Intermediate Similarity	0.8092	NPC470160
Intermediate Similarity	0.8092	NPC183103
Intermediate Similarity	0.8083	NPC190212
Intermediate Similarity	0.8083	NPC109241
Intermediate Similarity	0.808	NPC168707
Intermediate Similarity	0.808	NPC48623
Intermediate Similarity	0.8077	NPC315769
Intermediate Similarity	0.8067	NPC275627
Intermediate Similarity	0.8065	NPC14177
Intermediate Similarity	0.8062	NPC215300
Intermediate Similarity	0.8062	NPC176590
Intermediate Similarity	0.8062	NPC223912
Intermediate Similarity	0.8058	NPC225173
Intermediate Similarity	0.8058	NPC163846
Intermediate Similarity	0.8047	NPC329272
Intermediate Similarity	0.8047	NPC170485
Intermediate Similarity	0.8047	NPC101894
Intermediate Similarity	0.8045	NPC22644
Intermediate Similarity	0.8043	NPC260152
Intermediate Similarity	0.8043	NPC471305
Intermediate Similarity	0.8034	NPC157473
Intermediate Similarity	0.8034	NPC151530
Intermediate Similarity	0.8034	NPC151477
Intermediate Similarity	0.8034	NPC233320
Intermediate Similarity	0.8031	NPC20443
Intermediate Similarity	0.8031	NPC265413
Intermediate Similarity	0.8031	NPC10154
Intermediate Similarity	0.8031	NPC146886
Intermediate Similarity	0.8031	NPC60517
Intermediate Similarity	0.8031	NPC61685
Intermediate Similarity	0.8017	NPC473855
Intermediate Similarity	0.8016	NPC49441
Intermediate Similarity	0.8016	NPC302211
Intermediate Similarity	0.8016	NPC327070
Intermediate Similarity	0.8016	NPC30462
Intermediate Similarity	0.8015	NPC472523
Intermediate Similarity	0.8015	NPC258073
Intermediate Similarity	0.8015	NPC239134
Intermediate Similarity	0.8015	NPC164295
Intermediate Similarity	0.8015	NPC165172
Intermediate Similarity	0.8	NPC132723
Intermediate Similarity	0.8	NPC102639
Intermediate Similarity	0.8	NPC125801
Intermediate Similarity	0.8	NPC179686
Intermediate Similarity	0.8	NPC76032
Intermediate Similarity	0.8	NPC46940
Intermediate Similarity	0.8	NPC470202
Intermediate Similarity	0.8	NPC206028
Intermediate Similarity	0.8	NPC212559
Intermediate Similarity	0.8	NPC131684
Intermediate Similarity	0.7985	NPC471670
Intermediate Similarity	0.7984	NPC53781
Intermediate Similarity	0.7984	NPC243688
Intermediate Similarity	0.7984	NPC121104
Intermediate Similarity	0.7984	NPC37858
Intermediate Similarity	0.7984	NPC142087
Intermediate Similarity	0.7984	NPC186889
Intermediate Similarity	0.7984	NPC473221
Intermediate Similarity	0.7984	NPC156298
Intermediate Similarity	0.7984	NPC95034
Intermediate Similarity	0.7966	NPC201959
Intermediate Similarity	0.7965	NPC470161
Intermediate Similarity	0.7949	NPC21594
Intermediate Similarity	0.7949	NPC113457
Intermediate Similarity	0.7949	NPC176971
Intermediate Similarity	0.7939	NPC253488
Intermediate Similarity	0.7939	NPC325003
Intermediate Similarity	0.7939	NPC470727
Intermediate Similarity	0.7939	NPC475102
Intermediate Similarity	0.7937	NPC162935
Intermediate Similarity	0.7937	NPC249340
Intermediate Similarity	0.7937	NPC476633
Intermediate Similarity	0.7931	NPC241224
Intermediate Similarity	0.7931	NPC109637
Intermediate Similarity	0.7923	NPC23012
Intermediate Similarity	0.7923	NPC201069
Intermediate Similarity	0.7923	NPC185066
Intermediate Similarity	0.7923	NPC38017
Intermediate Similarity	0.792	NPC260832
Intermediate Similarity	0.792	NPC135467
Intermediate Similarity	0.792	NPC328485
Intermediate Similarity	0.7917	NPC95716
Intermediate Similarity	0.7914	NPC86069
Intermediate Similarity	0.7913	NPC94343
Intermediate Similarity	0.7907	NPC82299
Intermediate Similarity	0.7907	NPC213552
Intermediate Similarity	0.7907	NPC120225
Intermediate Similarity	0.7903	NPC107588
Intermediate Similarity	0.7903	NPC139047
Intermediate Similarity	0.7903	NPC70744
Intermediate Similarity	0.7903	NPC272471
Intermediate Similarity	0.7903	NPC124916
Intermediate Similarity	0.7903	NPC164706
Intermediate Similarity	0.7903	NPC137537
Intermediate Similarity	0.7903	NPC190514
Intermediate Similarity	0.7899	NPC234639
Intermediate Similarity	0.7899	NPC58865
Intermediate Similarity	0.7895	NPC31849
Intermediate Similarity	0.7891	NPC228503
Intermediate Similarity	0.7891	NPC201667
Intermediate Similarity	0.7891	NPC190086
Intermediate Similarity	0.7891	NPC73413
Intermediate Similarity	0.7891	NPC138248
Intermediate Similarity	0.7891	NPC147896
Intermediate Similarity	0.7891	NPC474237
Intermediate Similarity	0.7891	NPC276962
Intermediate Similarity	0.7886	NPC33717
Intermediate Similarity	0.7886	NPC33900
Intermediate Similarity	0.7879	NPC282508
Intermediate Similarity	0.7874	NPC57199
Intermediate Similarity	0.7874	NPC248429
Intermediate Similarity	0.7874	NPC478058
Intermediate Similarity	0.7874	NPC96286
Intermediate Similarity	0.7869	NPC87563
Intermediate Similarity	0.7869	NPC470837
Intermediate Similarity	0.7868	NPC475104
Intermediate Similarity	0.7863	NPC117115
Intermediate Similarity	0.7863	NPC128730
Intermediate Similarity	0.7857	NPC204466
Intermediate Similarity	0.7851	NPC250323
Intermediate Similarity	0.7851	NPC302371
Intermediate Similarity	0.7851	NPC228452
Intermediate Similarity	0.784	NPC471449
Intermediate Similarity	0.784	NPC184302
Intermediate Similarity	0.7836	NPC211164
Intermediate Similarity	0.7836	NPC274876

Drug Structure

NPD4626 OpenBabel08211705262D 25 25 0 0 0 0 0 0 0 0999 V2000 -4.3301 2.5000 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 -0.8660 2.5000 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 -1.5000 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 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 -2.5981 2.5000 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 -6.0622 5.5000 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 -3.4641 3.0000 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 -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 -0.8660 -0.5000 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 -0.0000 -0.0000 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 -7.7942 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 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 -7.7942 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 18 1 0 0 0 0 6 24 1 0 0 0 0 7 8 1 0 0 0 0 7 9 2 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 20 2 0 0 0 0 16 19 2 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 20 24 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000743
DrugBank	DB00459
ChEMBL	CHEMBL1131
IUPHAR/BPS	7598
PharmaGKB	PA448039
KEGG Drug	D02754
PubChem CID	5284513
ChEBI	50173
CAS Number	55079-83-9

Drug Properties

Molecular Weight	326.19
ALogP	4.2917
MLogP	3.44
XLogP	6.029
HDA	2
HBD	1
Rotatable Bonds	13
TPSA	46.53
RO5 Violation	1