NPASS drugs

Drug Information

Drug ID:	NPD5951
Drug Name:	Bexarotene
Molecular Formula:	C24H28O2
Canonical SMILES:	Cc1cc2c(cc1C(=C)c1ccc(cc1)C(=O)O)C(C)(C)CCC2(C)C
Standard InCHI:	InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)
Standard InCHIKey:	NAVMQTYZDKMPEU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5951

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	169
0.1-0.2	1017
0.2-0.3	1409
0.3-0.4	4173
0.4-0.5	9004
0.5-0.6	9529
0.6-0.7	4588
0.7-0.8	912
0.8-0.85	59
0.85-0.9	24
0.9-0.95	6
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	0.9352	NPC66208
High Similarity	0.9252	NPC318327
High Similarity	0.913	NPC269923
High Similarity	0.913	NPC167323
High Similarity	0.9083	NPC475002
High Similarity	0.9083	NPC95126
High Similarity	0.8974	NPC85511
High Similarity	0.8972	NPC105899
High Similarity	0.8962	NPC255676
High Similarity	0.8938	NPC158157
High Similarity	0.8929	NPC186933
High Similarity	0.8839	NPC471721
High Similarity	0.8807	NPC249811
High Similarity	0.875	NPC93287
High Similarity	0.8692	NPC304873
High Similarity	0.8679	NPC217621
High Similarity	0.8678	NPC115797
High Similarity	0.8678	NPC51448
High Similarity	0.8673	NPC196673
High Similarity	0.8609	NPC212891
High Similarity	0.8598	NPC133809
High Similarity	0.8598	NPC136810
High Similarity	0.8598	NPC128248
High Similarity	0.8596	NPC221275
High Similarity	0.8585	NPC229242
High Similarity	0.8571	NPC474057
High Similarity	0.8559	NPC472981
High Similarity	0.8545	NPC142326
High Similarity	0.8545	NPC94751
High Similarity	0.8519	NPC25458
Intermediate Similarity	0.8496	NPC471188
Intermediate Similarity	0.8491	NPC253423
Intermediate Similarity	0.844	NPC329556
Intermediate Similarity	0.8407	NPC265513
Intermediate Similarity	0.8376	NPC228318
Intermediate Similarity	0.8376	NPC45794
Intermediate Similarity	0.8333	NPC280789
Intermediate Similarity	0.8319	NPC133389
Intermediate Similarity	0.8319	NPC183339
Intermediate Similarity	0.8319	NPC234337
Intermediate Similarity	0.8279	NPC295664
Intermediate Similarity	0.8276	NPC476357
Intermediate Similarity	0.8276	NPC93181
Intermediate Similarity	0.8261	NPC143768
Intermediate Similarity	0.8257	NPC225079
Intermediate Similarity	0.8235	NPC202015
Intermediate Similarity	0.8224	NPC61944
Intermediate Similarity	0.8211	NPC470765
Intermediate Similarity	0.8211	NPC275576
Intermediate Similarity	0.8198	NPC472222
Intermediate Similarity	0.8198	NPC472221
Intermediate Similarity	0.8197	NPC275145
Intermediate Similarity	0.8182	NPC284477
Intermediate Similarity	0.8182	NPC369
Intermediate Similarity	0.8182	NPC293831
Intermediate Similarity	0.8174	NPC186128
Intermediate Similarity	0.8165	NPC221825
Intermediate Similarity	0.816	NPC229894
Intermediate Similarity	0.8145	NPC473220
Intermediate Similarity	0.8145	NPC474106
Intermediate Similarity	0.8145	NPC470753
Intermediate Similarity	0.8145	NPC169913
Intermediate Similarity	0.8136	NPC105141
Intermediate Similarity	0.8136	NPC242764
Intermediate Similarity	0.8131	NPC172925
Intermediate Similarity	0.8125	NPC471186
Intermediate Similarity	0.812	NPC215419
Intermediate Similarity	0.811	NPC18798
Intermediate Similarity	0.8108	NPC247976
Intermediate Similarity	0.8103	NPC470253
Intermediate Similarity	0.8095	NPC117899
Intermediate Similarity	0.8095	NPC276238
Intermediate Similarity	0.8091	NPC282895
Intermediate Similarity	0.8087	NPC133308
Intermediate Similarity	0.8083	NPC42657
Intermediate Similarity	0.808	NPC84672
Intermediate Similarity	0.808	NPC78364
Intermediate Similarity	0.808	NPC176130
Intermediate Similarity	0.808	NPC69424
Intermediate Similarity	0.8053	NPC37914
Intermediate Similarity	0.8049	NPC328107
Intermediate Similarity	0.8036	NPC329282
Intermediate Similarity	0.8033	NPC249340
Intermediate Similarity	0.8033	NPC162935
Intermediate Similarity	0.8017	NPC79496
Intermediate Similarity	0.8016	NPC48248
Intermediate Similarity	0.8016	NPC193203
Intermediate Similarity	0.8	NPC254492
Intermediate Similarity	0.8	NPC228435
Intermediate Similarity	0.7984	NPC164014
Intermediate Similarity	0.7984	NPC236189
Intermediate Similarity	0.7984	NPC142956
Intermediate Similarity	0.7983	NPC469843
Intermediate Similarity	0.7982	NPC226041
Intermediate Similarity	0.7967	NPC176208
Intermediate Similarity	0.7966	NPC274839
Intermediate Similarity	0.7966	NPC306740
Intermediate Similarity	0.7965	NPC134120
Intermediate Similarity	0.7951	NPC241001
Intermediate Similarity	0.7946	NPC19856
Intermediate Similarity	0.7937	NPC72667
Intermediate Similarity	0.7934	NPC204784
Intermediate Similarity	0.7934	NPC476645
Intermediate Similarity	0.7934	NPC472708
Intermediate Similarity	0.7928	NPC469481
Intermediate Similarity	0.7925	NPC62765
Intermediate Similarity	0.7923	NPC477594
Intermediate Similarity	0.7917	NPC222968
Intermediate Similarity	0.7917	NPC80605
Intermediate Similarity	0.7917	NPC323440
Intermediate Similarity	0.7913	NPC85493
Intermediate Similarity	0.7903	NPC318067
Intermediate Similarity	0.7895	NPC100767
Intermediate Similarity	0.7891	NPC72915
Intermediate Similarity	0.7891	NPC108129
Intermediate Similarity	0.789	NPC185208
Intermediate Similarity	0.789	NPC219573
Intermediate Similarity	0.7881	NPC153053
Intermediate Similarity	0.7874	NPC96024
Intermediate Similarity	0.787	NPC261181
Intermediate Similarity	0.7869	NPC232958
Intermediate Similarity	0.7863	NPC292834
Intermediate Similarity	0.7863	NPC477596
Intermediate Similarity	0.7863	NPC321852
Intermediate Similarity	0.7857	NPC253681
Intermediate Similarity	0.7851	NPC254233
Intermediate Similarity	0.7851	NPC328694
Intermediate Similarity	0.7851	NPC318173
Intermediate Similarity	0.784	NPC173978
Intermediate Similarity	0.7829	NPC471851
Intermediate Similarity	0.7826	NPC112903
Intermediate Similarity	0.7826	NPC211439
Intermediate Similarity	0.7823	NPC121168
Intermediate Similarity	0.7818	NPC239185
Intermediate Similarity	0.7815	NPC474095
Intermediate Similarity	0.7812	NPC171460
Intermediate Similarity	0.7812	NPC471832
Intermediate Similarity	0.7812	NPC303910
Intermediate Similarity	0.7812	NPC131684
Intermediate Similarity	0.7807	NPC172483
Intermediate Similarity	0.7803	NPC472308
Intermediate Similarity	0.7797	NPC128368
Intermediate Similarity	0.7778	NPC137416
Intermediate Similarity	0.7778	NPC210089
Intermediate Similarity	0.7778	NPC260818
Intermediate Similarity	0.7768	NPC476993
Intermediate Similarity	0.776	NPC174991
Intermediate Similarity	0.7757	NPC70940
Intermediate Similarity	0.7757	NPC86670
Intermediate Similarity	0.7757	NPC274455
Intermediate Similarity	0.7757	NPC26224
Intermediate Similarity	0.7748	NPC134882
Intermediate Similarity	0.7744	NPC62272
Intermediate Similarity	0.7744	NPC477592
Intermediate Similarity	0.7742	NPC154696
Intermediate Similarity	0.7742	NPC120545
Intermediate Similarity	0.7736	NPC329064
Intermediate Similarity	0.7734	NPC3009
Intermediate Similarity	0.7734	NPC282923
Intermediate Similarity	0.7731	NPC326664
Intermediate Similarity	0.7731	NPC67377
Intermediate Similarity	0.7727	NPC153088
Intermediate Similarity	0.7724	NPC238861
Intermediate Similarity	0.7724	NPC77000
Intermediate Similarity	0.7719	NPC249067
Intermediate Similarity	0.7712	NPC471189
Intermediate Similarity	0.7712	NPC218855
Intermediate Similarity	0.771	NPC78307
Intermediate Similarity	0.771	NPC329913
Intermediate Similarity	0.771	NPC48929
Intermediate Similarity	0.771	NPC115458
Intermediate Similarity	0.771	NPC477139
Intermediate Similarity	0.771	NPC203486
Intermediate Similarity	0.771	NPC111845
Intermediate Similarity	0.771	NPC126516
Intermediate Similarity	0.7706	NPC289883
Intermediate Similarity	0.7704	NPC315578
Intermediate Similarity	0.7698	NPC199273
Intermediate Similarity	0.7692	NPC273837
Intermediate Similarity	0.7687	NPC477593
Intermediate Similarity	0.7687	NPC4214
Intermediate Similarity	0.768	NPC182333
Intermediate Similarity	0.768	NPC244351
Intermediate Similarity	0.768	NPC300274
Intermediate Similarity	0.768	NPC472703
Intermediate Similarity	0.768	NPC91478
Intermediate Similarity	0.768	NPC273336
Intermediate Similarity	0.7679	NPC203925
Intermediate Similarity	0.7674	NPC146647
Intermediate Similarity	0.7674	NPC34414
Intermediate Similarity	0.7674	NPC82712
Intermediate Similarity	0.7672	NPC27252
Intermediate Similarity	0.7672	NPC472979
Intermediate Similarity	0.7672	NPC21929
Intermediate Similarity	0.7667	NPC228936
Intermediate Similarity	0.7661	NPC32322
Intermediate Similarity	0.7661	NPC144547
Intermediate Similarity	0.7661	NPC259703
Intermediate Similarity	0.7658	NPC265220
Intermediate Similarity	0.7656	NPC478165

Drug Structure

NPD5951 OpenBabel08211708292D 27 29 0 0 0 0 0 0 0 0999 V2000 3.4641 2.0000 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 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 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 5.1962 0.0000 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 6.0622 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 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 1.7321 0.0000 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 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 6.0622 1.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 2 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 7 17 2 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 18 22 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000276
DrugBank	DB00307
ChEMBL	CHEMBL1023
IUPHAR/BPS	2807
PharmaGKB	PA164752250
KEGG Drug
PubChem CID	82146
ChEBI	50859
CAS Number	153559-49-0

Drug Properties

Molecular Weight	348.21
ALogP	2.8673
MLogP	3.88
XLogP	10.783
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	37.3
RO5 Violation	1