NPASS drugs

Drug Information

Drug ID:	NPD5691
Drug Name:	Etretinate
Molecular Formula:	C23H30O3
Canonical SMILES:	CCOC(=O)/C=C(/C=C/C=C(/C=C/c1c(C)cc(c(c1C)C)OC)C)C
Standard InCHI:	InChI=1S/C23H30O3/c1-8-26-23(24)14-17(3)11-9-10-16(2)12-13-21-18(4)15-22(25-7)20(6)19(21)5/h9-15H,8H2,1-7H3/b11-9+,13-12+,16-10+,17-14+
Standard InCHIKey:	HQMNCQVAMBCHCO-DJRRULDNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5691

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	195
0.1-0.2	1236
0.2-0.3	2108
0.3-0.4	6132
0.4-0.5	7280
0.5-0.6	3137
0.6-0.7	8337
0.7-0.8	2370
0.8-0.85	87
0.85-0.9	7
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	0.9018	NPC473809
High Similarity	0.8824	NPC322569
High Similarity	0.8814	NPC98748
High Similarity	0.8772	NPC470723
High Similarity	0.8696	NPC280760
High Similarity	0.8696	NPC199462
High Similarity	0.8571	NPC249425
High Similarity	0.8559	NPC312105
Intermediate Similarity	0.8496	NPC326447
Intermediate Similarity	0.8487	NPC25648
Intermediate Similarity	0.8475	NPC283169
Intermediate Similarity	0.8468	NPC232387
Intermediate Similarity	0.8421	NPC157473
Intermediate Similarity	0.8421	NPC151530
Intermediate Similarity	0.8407	NPC473855
Intermediate Similarity	0.84	NPC329272
Intermediate Similarity	0.84	NPC101894
Intermediate Similarity	0.8393	NPC12870
Intermediate Similarity	0.8393	NPC179686
Intermediate Similarity	0.8393	NPC24327
Intermediate Similarity	0.8387	NPC75432
Intermediate Similarity	0.8374	NPC473464
Intermediate Similarity	0.8374	NPC476332
Intermediate Similarity	0.8374	NPC152946
Intermediate Similarity	0.8372	NPC472524
Intermediate Similarity	0.8361	NPC129176
Intermediate Similarity	0.8346	NPC472523
Intermediate Similarity	0.8333	NPC263754
Intermediate Similarity	0.8333	NPC176971
Intermediate Similarity	0.8333	NPC183154
Intermediate Similarity	0.8268	NPC81261
Intermediate Similarity	0.8268	NPC181675
Intermediate Similarity	0.8254	NPC474737
Intermediate Similarity	0.8246	NPC128730
Intermediate Similarity	0.824	NPC470163
Intermediate Similarity	0.824	NPC470162
Intermediate Similarity	0.824	NPC111088
Intermediate Similarity	0.8235	NPC41851
Intermediate Similarity	0.8217	NPC191395
Intermediate Similarity	0.8211	NPC212559
Intermediate Similarity	0.8211	NPC131868
Intermediate Similarity	0.8189	NPC156298
Intermediate Similarity	0.8175	NPC76119
Intermediate Similarity	0.8175	NPC170749
Intermediate Similarity	0.8175	NPC4286
Intermediate Similarity	0.8174	NPC30416
Intermediate Similarity	0.8158	NPC109637
Intermediate Similarity	0.8154	NPC183103
Intermediate Similarity	0.8151	NPC90903
Intermediate Similarity	0.8145	NPC251259
Intermediate Similarity	0.813	NPC103916
Intermediate Similarity	0.8125	NPC223912
Intermediate Similarity	0.812	NPC471954
Intermediate Similarity	0.812	NPC75272
Intermediate Similarity	0.8115	NPC277460
Intermediate Similarity	0.8106	NPC470844
Intermediate Similarity	0.8095	NPC73413
Intermediate Similarity	0.8095	NPC201667
Intermediate Similarity	0.8092	NPC185777
Intermediate Similarity	0.8087	NPC288760
Intermediate Similarity	0.8087	NPC227255
Intermediate Similarity	0.8087	NPC238115
Intermediate Similarity	0.8083	NPC87563
Intermediate Similarity	0.808	NPC248429
Intermediate Similarity	0.808	NPC96286
Intermediate Similarity	0.808	NPC325301
Intermediate Similarity	0.8077	NPC239134
Intermediate Similarity	0.8077	NPC279596
Intermediate Similarity	0.8077	NPC164295
Intermediate Similarity	0.8067	NPC26615
Intermediate Similarity	0.8047	NPC473993
Intermediate Similarity	0.8047	NPC186889
Intermediate Similarity	0.8036	NPC470161
Intermediate Similarity	0.8033	NPC238075
Intermediate Similarity	0.8031	NPC471828
Intermediate Similarity	0.8031	NPC105031
Intermediate Similarity	0.8031	NPC293801
Intermediate Similarity	0.8031	NPC471827
Intermediate Similarity	0.8031	NPC470726
Intermediate Similarity	0.803	NPC213122
Intermediate Similarity	0.803	NPC209858
Intermediate Similarity	0.803	NPC27394
Intermediate Similarity	0.8016	NPC109675
Intermediate Similarity	0.8016	NPC273772
Intermediate Similarity	0.8016	NPC472518
Intermediate Similarity	0.8015	NPC312560
Intermediate Similarity	0.8	NPC303522
Intermediate Similarity	0.8	NPC35344
Intermediate Similarity	0.8	NPC2518
Intermediate Similarity	0.8	NPC241224
Intermediate Similarity	0.8	NPC190212
Intermediate Similarity	0.8	NPC282230
Intermediate Similarity	0.8	NPC283546
Intermediate Similarity	0.8	NPC183348
Intermediate Similarity	0.8	NPC141003
Intermediate Similarity	0.7984	NPC478121
Intermediate Similarity	0.7984	NPC472519
Intermediate Similarity	0.7984	NPC478215
Intermediate Similarity	0.7982	NPC307425
Intermediate Similarity	0.7982	NPC84325
Intermediate Similarity	0.7971	NPC290038
Intermediate Similarity	0.7969	NPC470724
Intermediate Similarity	0.7969	NPC234109
Intermediate Similarity	0.7969	NPC128321
Intermediate Similarity	0.7969	NPC188327
Intermediate Similarity	0.7967	NPC63010
Intermediate Similarity	0.7967	NPC293424
Intermediate Similarity	0.7966	NPC273837
Intermediate Similarity	0.7966	NPC149545
Intermediate Similarity	0.7953	NPC10154
Intermediate Similarity	0.7953	NPC27671
Intermediate Similarity	0.7953	NPC89630
Intermediate Similarity	0.7953	NPC265413
Intermediate Similarity	0.7953	NPC60517
Intermediate Similarity	0.7953	NPC146886
Intermediate Similarity	0.7953	NPC20443
Intermediate Similarity	0.7951	NPC33900
Intermediate Similarity	0.7939	NPC470976
Intermediate Similarity	0.7939	NPC196979
Intermediate Similarity	0.7939	NPC470977
Intermediate Similarity	0.7939	NPC15083
Intermediate Similarity	0.7937	NPC327070
Intermediate Similarity	0.7937	NPC121168
Intermediate Similarity	0.7931	NPC473393
Intermediate Similarity	0.7926	NPC76032
Intermediate Similarity	0.7926	NPC132723
Intermediate Similarity	0.7923	NPC170546
Intermediate Similarity	0.7923	NPC168710
Intermediate Similarity	0.7923	NPC131684
Intermediate Similarity	0.7923	NPC66246
Intermediate Similarity	0.792	NPC45663
Intermediate Similarity	0.792	NPC180006
Intermediate Similarity	0.792	NPC235190
Intermediate Similarity	0.791	NPC115861
Intermediate Similarity	0.7903	NPC37858
Intermediate Similarity	0.7899	NPC36732
Intermediate Similarity	0.7899	NPC231251
Intermediate Similarity	0.7899	NPC88868
Intermediate Similarity	0.7899	NPC25067
Intermediate Similarity	0.7895	NPC13755
Intermediate Similarity	0.7895	NPC107101
Intermediate Similarity	0.7895	NPC311339
Intermediate Similarity	0.7891	NPC85830
Intermediate Similarity	0.7881	NPC291837
Intermediate Similarity	0.7879	NPC470160
Intermediate Similarity	0.7879	NPC14248
Intermediate Similarity	0.7876	NPC175298
Intermediate Similarity	0.7874	NPC248786
Intermediate Similarity	0.7874	NPC470887
Intermediate Similarity	0.7869	NPC296526
Intermediate Similarity	0.7863	NPC325003
Intermediate Similarity	0.7863	NPC80170
Intermediate Similarity	0.7863	NPC470725
Intermediate Similarity	0.7863	NPC475102
Intermediate Similarity	0.7863	NPC1065
Intermediate Similarity	0.7857	NPC48623
Intermediate Similarity	0.7857	NPC114845
Intermediate Similarity	0.7857	NPC168707
Intermediate Similarity	0.7852	NPC306365
Intermediate Similarity	0.7852	NPC186647
Intermediate Similarity	0.7852	NPC14697
Intermediate Similarity	0.7851	NPC109241
Intermediate Similarity	0.7846	NPC199204
Intermediate Similarity	0.7846	NPC185066
Intermediate Similarity	0.7846	NPC176590
Intermediate Similarity	0.7842	NPC260152
Intermediate Similarity	0.7842	NPC471305
Intermediate Similarity	0.784	NPC14177
Intermediate Similarity	0.784	NPC473290
Intermediate Similarity	0.784	NPC328485
Intermediate Similarity	0.784	NPC471504
Intermediate Similarity	0.7836	NPC22644
Intermediate Similarity	0.7833	NPC245552
Intermediate Similarity	0.7829	NPC213552
Intermediate Similarity	0.7829	NPC120225
Intermediate Similarity	0.7829	NPC471826
Intermediate Similarity	0.7829	NPC474264
Intermediate Similarity	0.7826	NPC300166
Intermediate Similarity	0.7823	NPC96705
Intermediate Similarity	0.7823	NPC171023
Intermediate Similarity	0.7823	NPC159916
Intermediate Similarity	0.782	NPC471910
Intermediate Similarity	0.782	NPC167111
Intermediate Similarity	0.782	NPC318400
Intermediate Similarity	0.782	NPC31849
Intermediate Similarity	0.782	NPC222036
Intermediate Similarity	0.782	NPC133956
Intermediate Similarity	0.782	NPC7526
Intermediate Similarity	0.782	NPC296624
Intermediate Similarity	0.782	NPC207002
Intermediate Similarity	0.782	NPC470406
Intermediate Similarity	0.7812	NPC111347
Intermediate Similarity	0.7812	NPC291899
Intermediate Similarity	0.7812	NPC276962
Intermediate Similarity	0.7812	NPC190086
Intermediate Similarity	0.7812	NPC147896
Intermediate Similarity	0.7812	NPC61685
Intermediate Similarity	0.7795	NPC478058
Intermediate Similarity	0.7795	NPC302211
Intermediate Similarity	0.7795	NPC288238

Drug Structure

NPD5691 OpenBabel08211708292D 26 26 0 0 0 0 0 0 0 0999 V2000 -7.7942 8.5000 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 5.5000 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 -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 -6.9282 9.0000 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 -4.3301 5.5000 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 -5.1962 7.0000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 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 -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 -6.0622 7.5000 0.0000 C 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 -6.0622 8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 25 1 0 0 0 0 8 26 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 10 16 2 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 22 2 0 0 0 0 18 21 2 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 22 25 1 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004385
DrugBank
ChEMBL
IUPHAR/BPS	7599
PharmaGKB
KEGG Drug
PubChem CID	5282375
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.22
ALogP	4.7931
MLogP	3.66
XLogP	6.773
HDA	2
HBD	0
Rotatable Bonds	15
TPSA	35.53
RO5 Violation	1