NPASS drugs

Drug Information

Drug ID:	NPD5086
Drug Name:	Tamibarotene
Molecular Formula:	C22H25NO3
Canonical SMILES:	O=C(c1ccc(cc1)C(=O)O)Nc1ccc2c(c1)C(C)(C)CCC2(C)C
Standard InCHI:	InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-16(9-10-17(18)21)23-19(24)14-5-7-15(8-6-14)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
Standard InCHIKey:	MUTNCGKQJGXKEM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5086

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	957
0.2-0.3	2841
0.3-0.4	8055
0.4-0.5	12070
0.5-0.6	6133
0.6-0.7	629
0.7-0.8	37
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	0.8133	NPC242933
Intermediate Similarity	0.7682	NPC253476
Intermediate Similarity	0.7619	NPC126676
Intermediate Similarity	0.7619	NPC469671
Intermediate Similarity	0.76	NPC314098
Intermediate Similarity	0.7572	NPC470317
Intermediate Similarity	0.75	NPC229353
Intermediate Similarity	0.7452	NPC472241
Intermediate Similarity	0.744	NPC182131
Intermediate Similarity	0.7397	NPC150323
Intermediate Similarity	0.7389	NPC43477
Intermediate Similarity	0.7384	NPC471743
Intermediate Similarity	0.7325	NPC472243
Intermediate Similarity	0.7318	NPC313293
Intermediate Similarity	0.7312	NPC472242
Intermediate Similarity	0.7267	NPC470343
Intermediate Similarity	0.7267	NPC472244
Intermediate Similarity	0.7267	NPC205946
Intermediate Similarity	0.7232	NPC471742
Intermediate Similarity	0.72	NPC192533
Intermediate Similarity	0.7179	NPC173295
Intermediate Similarity	0.7167	NPC477998
Intermediate Similarity	0.7162	NPC130931
Intermediate Similarity	0.716	NPC199737
Intermediate Similarity	0.7143	NPC36495
Intermediate Similarity	0.7118	NPC189116
Intermediate Similarity	0.7089	NPC287358
Intermediate Similarity	0.7073	NPC300596
Intermediate Similarity	0.7073	NPC237649
Intermediate Similarity	0.7055	NPC470579
Intermediate Similarity	0.7052	NPC471778
Intermediate Similarity	0.7052	NPC469915
Intermediate Similarity	0.7039	NPC474926
Intermediate Similarity	0.7011	NPC474814
Intermediate Similarity	0.7011	NPC112336
Intermediate Similarity	0.7	NPC49184
Intermediate Similarity	0.7	NPC315051
Intermediate Similarity	0.7	NPC27904
Remote Similarity	0.6968	NPC194562
Remote Similarity	0.6968	NPC472245
Remote Similarity	0.6939	NPC298449
Remote Similarity	0.6928	NPC144691
Remote Similarity	0.6903	NPC122235
Remote Similarity	0.6897	NPC473484
Remote Similarity	0.6897	NPC66208
Remote Similarity	0.6893	NPC475607
Remote Similarity	0.6883	NPC322433
Remote Similarity	0.6882	NPC198205
Remote Similarity	0.6882	NPC21483
Remote Similarity	0.6867	NPC226143
Remote Similarity	0.6863	NPC226794
Remote Similarity	0.6862	NPC112752
Remote Similarity	0.6862	NPC311054
Remote Similarity	0.686	NPC282339
Remote Similarity	0.686	NPC99632
Remote Similarity	0.6856	NPC284102
Remote Similarity	0.6854	NPC474081
Remote Similarity	0.6842	NPC268534
Remote Similarity	0.6842	NPC167323
Remote Similarity	0.6842	NPC269923
Remote Similarity	0.6839	NPC222561
Remote Similarity	0.6836	NPC475594
Remote Similarity	0.6832	NPC319645
Remote Similarity	0.6825	NPC107828
Remote Similarity	0.6825	NPC90358
Remote Similarity	0.6821	NPC292143
Remote Similarity	0.6821	NPC179605
Remote Similarity	0.6821	NPC139506
Remote Similarity	0.6821	NPC279385
Remote Similarity	0.6816	NPC474041
Remote Similarity	0.6816	NPC474815
Remote Similarity	0.6809	NPC198390
Remote Similarity	0.6806	NPC475223
Remote Similarity	0.6806	NPC318327
Remote Similarity	0.6804	NPC100573
Remote Similarity	0.6804	NPC207873
Remote Similarity	0.6804	NPC90185
Remote Similarity	0.6802	NPC248117
Remote Similarity	0.6802	NPC201424
Remote Similarity	0.68	NPC470971
Remote Similarity	0.6795	NPC150863
Remote Similarity	0.6784	NPC123241
Remote Similarity	0.6784	NPC61013
Remote Similarity	0.6782	NPC471130
Remote Similarity	0.6776	NPC103292
Remote Similarity	0.6774	NPC314278
Remote Similarity	0.6771	NPC475448
Remote Similarity	0.6771	NPC246983
Remote Similarity	0.6763	NPC88970
Remote Similarity	0.6757	NPC5630
Remote Similarity	0.6754	NPC176371
Remote Similarity	0.6754	NPC136573
Remote Similarity	0.6753	NPC85511
Remote Similarity	0.6752	NPC314431
Remote Similarity	0.6752	NPC280807
Remote Similarity	0.6747	NPC478039
Remote Similarity	0.6747	NPC146370
Remote Similarity	0.6744	NPC193410
Remote Similarity	0.6744	NPC471122
Remote Similarity	0.6742	NPC470548
Remote Similarity	0.6739	NPC473815
Remote Similarity	0.6738	NPC45850
Remote Similarity	0.6728	NPC181527
Remote Similarity	0.6728	NPC315224
Remote Similarity	0.6722	NPC475761
Remote Similarity	0.672	NPC203628
Remote Similarity	0.6717	NPC31700
Remote Similarity	0.6713	NPC105899
Remote Similarity	0.6712	NPC475002
Remote Similarity	0.6712	NPC95126
Remote Similarity	0.6709	NPC126458
Remote Similarity	0.6705	NPC225319
Remote Similarity	0.6703	NPC243058
Remote Similarity	0.6702	NPC181502
Remote Similarity	0.6702	NPC85066
Remote Similarity	0.669	NPC255676
Remote Similarity	0.6686	NPC314223
Remote Similarity	0.6685	NPC160381
Remote Similarity	0.6685	NPC177261
Remote Similarity	0.6685	NPC307640
Remote Similarity	0.6684	NPC473747
Remote Similarity	0.6667	NPC316574
Remote Similarity	0.6667	NPC158157
Remote Similarity	0.6667	NPC308197
Remote Similarity	0.6667	NPC303214
Remote Similarity	0.6667	NPC293458
Remote Similarity	0.6667	NPC114808
Remote Similarity	0.6667	NPC159722
Remote Similarity	0.6667	NPC242000
Remote Similarity	0.6667	NPC474059
Remote Similarity	0.6644	NPC186933
Remote Similarity	0.663	NPC322621
Remote Similarity	0.663	NPC132751
Remote Similarity	0.663	NPC52262
Remote Similarity	0.6629	NPC204867
Remote Similarity	0.6627	NPC314186
Remote Similarity	0.6627	NPC473329
Remote Similarity	0.6626	NPC83214
Remote Similarity	0.6621	NPC434
Remote Similarity	0.6621	NPC249811
Remote Similarity	0.6609	NPC322644
Remote Similarity	0.6609	NPC315368
Remote Similarity	0.6604	NPC316746
Remote Similarity	0.6595	NPC90415
Remote Similarity	0.6591	NPC471124
Remote Similarity	0.6588	NPC154602
Remote Similarity	0.6585	NPC181526
Remote Similarity	0.6585	NPC314252
Remote Similarity	0.6584	NPC474473
Remote Similarity	0.6582	NPC477999
Remote Similarity	0.6582	NPC51448
Remote Similarity	0.6582	NPC209389
Remote Similarity	0.6582	NPC115797
Remote Similarity	0.6581	NPC254698
Remote Similarity	0.658	NPC471944
Remote Similarity	0.6577	NPC471721
Remote Similarity	0.6576	NPC97584
Remote Similarity	0.6576	NPC203635
Remote Similarity	0.6575	NPC14849
Remote Similarity	0.6566	NPC25961
Remote Similarity	0.6559	NPC206186
Remote Similarity	0.6558	NPC257490
Remote Similarity	0.6556	NPC328611
Remote Similarity	0.6556	NPC248862
Remote Similarity	0.6554	NPC278887
Remote Similarity	0.655	NPC285381
Remote Similarity	0.6548	NPC259678
Remote Similarity	0.6541	NPC477432
Remote Similarity	0.6538	NPC218594
Remote Similarity	0.6538	NPC99043
Remote Similarity	0.6536	NPC355
Remote Similarity	0.6536	NPC318183
Remote Similarity	0.6533	NPC9894
Remote Similarity	0.6532	NPC63370
Remote Similarity	0.6532	NPC36836
Remote Similarity	0.6528	NPC475151
Remote Similarity	0.6527	NPC323798
Remote Similarity	0.6524	NPC183805
Remote Similarity	0.6522	NPC313663
Remote Similarity	0.6519	NPC72473
Remote Similarity	0.6519	NPC58827
Remote Similarity	0.6519	NPC307437
Remote Similarity	0.6519	NPC84347
Remote Similarity	0.6519	NPC264482
Remote Similarity	0.6519	NPC203202
Remote Similarity	0.6517	NPC223595
Remote Similarity	0.6517	NPC224970
Remote Similarity	0.6517	NPC167724
Remote Similarity	0.6516	NPC39818
Remote Similarity	0.6514	NPC472102
Remote Similarity	0.6514	NPC73644
Remote Similarity	0.6514	NPC309531
Remote Similarity	0.651	NPC93287
Remote Similarity	0.6509	NPC212799
Remote Similarity	0.6509	NPC2672
Remote Similarity	0.6509	NPC315829
Remote Similarity	0.6506	NPC301702
Remote Similarity	0.6505	NPC288854
Remote Similarity	0.6503	NPC283810
Remote Similarity	0.6503	NPC475685

Drug Structure

NPD5086 OpenBabel08211706322D 28 30 0 0 0 0 0 0 0 0999 V2000 0.7071 -2.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9239 -2.3827 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 5.1962 -2.0000 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 5.1962 -3.0000 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 2.5981 -1.5000 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 -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 0.0000 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 4.3301 -3.5000 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 4.3301 -0.5000 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 -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 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 22 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 10 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 24 2 0 0 0 0 20 25 1 0 0 0 0 20 26 2 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000461; DIB013793
DrugBank	DB04942
ChEMBL	CHEMBL25202
IUPHAR/BPS	2648
PharmaGKB	PA164743464
KEGG Drug	D01418
PubChem CID	108143
ChEBI	32181
CAS Number	94497-51-5

Drug Properties

Molecular Weight	351.18
ALogP	1.0786
MLogP	3.44
XLogP	7.275
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	66.4
RO5 Violation	1