NPASS drugs

Drug Information

Drug ID:	NPD4192
Drug Name:	Alitretinoin
Molecular Formula:	C20H28O2
Canonical SMILES:	C/C(=C/C=C/C(=C/C(=O)O)/C)/C=C/C1=C(C)CCCC1(C)C
Standard InCHI:	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+
Standard InCHIKey:	SHGAZHPCJJPHSC-ZVCIMWCZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4192

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	57
0.1-0.2	732
0.2-0.3	5638
0.3-0.4	12833
0.4-0.5	6790
0.5-0.6	3995
0.6-0.7	769
0.7-0.8	64
0.8-0.85	7
0.85-0.9	0
0.9-0.95	1
0.95-1	4

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	1.0	NPC326645
High Similarity	1.0	NPC317177
High Similarity	1.0	NPC317025
High Similarity	1.0	NPC329416
High Similarity	0.9194	NPC254886
Intermediate Similarity	0.8438	NPC255781
Intermediate Similarity	0.8438	NPC259156
Intermediate Similarity	0.8438	NPC242945
Intermediate Similarity	0.8281	NPC107258
Intermediate Similarity	0.8167	NPC55412
Intermediate Similarity	0.8167	NPC249645
Intermediate Similarity	0.8125	NPC226066
Intermediate Similarity	0.7746	NPC476346
Intermediate Similarity	0.7742	NPC208749
Intermediate Similarity	0.7742	NPC281986
Intermediate Similarity	0.7742	NPC321568
Intermediate Similarity	0.7742	NPC22019
Intermediate Similarity	0.7714	NPC130016
Intermediate Similarity	0.7714	NPC109576
Intermediate Similarity	0.7714	NPC180015
Intermediate Similarity	0.7714	NPC56747
Intermediate Similarity	0.7667	NPC69898
Intermediate Similarity	0.7667	NPC295777
Intermediate Similarity	0.7571	NPC133253
Intermediate Similarity	0.7571	NPC181587
Intermediate Similarity	0.7538	NPC469728
Intermediate Similarity	0.75	NPC169056
Intermediate Similarity	0.75	NPC166018
Intermediate Similarity	0.75	NPC324170
Intermediate Similarity	0.75	NPC225665
Intermediate Similarity	0.7432	NPC169095
Intermediate Similarity	0.7397	NPC19907
Intermediate Similarity	0.7385	NPC176621
Intermediate Similarity	0.7361	NPC213223
Intermediate Similarity	0.7353	NPC81907
Intermediate Similarity	0.7353	NPC185587
Intermediate Similarity	0.7324	NPC95863
Intermediate Similarity	0.7324	NPC21944
Intermediate Similarity	0.7313	NPC150162
Intermediate Similarity	0.7313	NPC4638
Intermediate Similarity	0.7308	NPC470800
Intermediate Similarity	0.7297	NPC473756
Intermediate Similarity	0.7297	NPC262747
Intermediate Similarity	0.7273	NPC469804
Intermediate Similarity	0.7273	NPC469805
Intermediate Similarity	0.7273	NPC469806
Intermediate Similarity	0.7273	NPC469799
Intermediate Similarity	0.7241	NPC308331
Intermediate Similarity	0.7237	NPC469797
Intermediate Similarity	0.7237	NPC469798
Intermediate Similarity	0.7237	NPC160582
Intermediate Similarity	0.7222	NPC276336
Intermediate Similarity	0.7222	NPC153660
Intermediate Similarity	0.7215	NPC109528
Intermediate Similarity	0.72	NPC474816
Intermediate Similarity	0.72	NPC209135
Intermediate Similarity	0.7193	NPC304079
Intermediate Similarity	0.7193	NPC6963
Intermediate Similarity	0.7183	NPC316029
Intermediate Similarity	0.7179	NPC3856
Intermediate Similarity	0.7179	NPC279639
Intermediate Similarity	0.7162	NPC4509
Intermediate Similarity	0.7125	NPC211892
Intermediate Similarity	0.7101	NPC142423
Intermediate Similarity	0.7101	NPC308294
Intermediate Similarity	0.7089	NPC87552
Intermediate Similarity	0.7083	NPC257618
Intermediate Similarity	0.7067	NPC132542
Intermediate Similarity	0.7067	NPC61952
Intermediate Similarity	0.7059	NPC329698
Intermediate Similarity	0.7051	NPC224455
Intermediate Similarity	0.7051	NPC16321
Intermediate Similarity	0.7049	NPC43053
Intermediate Similarity	0.7027	NPC228978
Intermediate Similarity	0.7027	NPC68624
Intermediate Similarity	0.7	NPC329630
Remote Similarity	0.6986	NPC16349
Remote Similarity	0.6986	NPC476490
Remote Similarity	0.6986	NPC222244
Remote Similarity	0.6986	NPC476489
Remote Similarity	0.6984	NPC474127
Remote Similarity	0.6974	NPC198240
Remote Similarity	0.6962	NPC474809
Remote Similarity	0.6962	NPC57370
Remote Similarity	0.6944	NPC203819
Remote Similarity	0.6923	NPC11130
Remote Similarity	0.6923	NPC283502
Remote Similarity	0.6923	NPC475944
Remote Similarity	0.6901	NPC313444
Remote Similarity	0.6901	NPC117804
Remote Similarity	0.6892	NPC237591
Remote Similarity	0.6892	NPC3753
Remote Similarity	0.6892	NPC301065
Remote Similarity	0.6875	NPC471301
Remote Similarity	0.6875	NPC302360
Remote Similarity	0.6867	NPC36668
Remote Similarity	0.6867	NPC118011
Remote Similarity	0.6849	NPC288667
Remote Similarity	0.6842	NPC54996
Remote Similarity	0.6842	NPC97377
Remote Similarity	0.6835	NPC3511
Remote Similarity	0.6835	NPC256112
Remote Similarity	0.6835	NPC472239
Remote Similarity	0.6835	NPC323251
Remote Similarity	0.6835	NPC471298
Remote Similarity	0.6835	NPC268122
Remote Similarity	0.6835	NPC142253
Remote Similarity	0.6835	NPC472867
Remote Similarity	0.6829	NPC476293
Remote Similarity	0.6825	NPC37644
Remote Similarity	0.6825	NPC14002
Remote Similarity	0.6818	NPC60772
Remote Similarity	0.6806	NPC151481
Remote Similarity	0.6806	NPC136473
Remote Similarity	0.68	NPC65650
Remote Similarity	0.68	NPC472327
Remote Similarity	0.68	NPC476795
Remote Similarity	0.68	NPC476844
Remote Similarity	0.6795	NPC281880
Remote Similarity	0.6795	NPC268827
Remote Similarity	0.6769	NPC96663
Remote Similarity	0.6761	NPC106613
Remote Similarity	0.6753	NPC105197
Remote Similarity	0.6753	NPC179028
Remote Similarity	0.675	NPC471297
Remote Similarity	0.675	NPC97913
Remote Similarity	0.675	NPC49019
Remote Similarity	0.675	NPC118423
Remote Similarity	0.675	NPC79945
Remote Similarity	0.6747	NPC72397
Remote Similarity	0.6721	NPC17810
Remote Similarity	0.6719	NPC5626
Remote Similarity	0.6719	NPC478120
Remote Similarity	0.6714	NPC471556
Remote Similarity	0.6714	NPC471565
Remote Similarity	0.6712	NPC315597
Remote Similarity	0.6711	NPC27205
Remote Similarity	0.6711	NPC180886
Remote Similarity	0.6711	NPC309399
Remote Similarity	0.6709	NPC170303
Remote Similarity	0.6709	NPC6663
Remote Similarity	0.6709	NPC159148
Remote Similarity	0.6667	NPC126518
Remote Similarity	0.6667	NPC168975
Remote Similarity	0.6667	NPC251970
Remote Similarity	0.6667	NPC474693
Remote Similarity	0.6667	NPC103958
Remote Similarity	0.6667	NPC75485
Remote Similarity	0.6667	NPC164577
Remote Similarity	0.6667	NPC31086
Remote Similarity	0.6667	NPC472865
Remote Similarity	0.6667	NPC241854
Remote Similarity	0.6667	NPC183503
Remote Similarity	0.6667	NPC208638
Remote Similarity	0.6667	NPC288253
Remote Similarity	0.6667	NPC242767
Remote Similarity	0.6667	NPC474865
Remote Similarity	0.6667	NPC470686
Remote Similarity	0.6667	NPC283908
Remote Similarity	0.6667	NPC190211
Remote Similarity	0.6667	NPC20025
Remote Similarity	0.6667	NPC476046
Remote Similarity	0.6667	NPC322457
Remote Similarity	0.6667	NPC161923
Remote Similarity	0.6667	NPC155849
Remote Similarity	0.6628	NPC242069
Remote Similarity	0.6628	NPC469939
Remote Similarity	0.6627	NPC181327
Remote Similarity	0.6627	NPC475678
Remote Similarity	0.6625	NPC2524
Remote Similarity	0.6625	NPC94200
Remote Similarity	0.6623	NPC316324
Remote Similarity	0.6623	NPC315394
Remote Similarity	0.6623	NPC165711
Remote Similarity	0.6622	NPC160817
Remote Similarity	0.6622	NPC181204
Remote Similarity	0.662	NPC322035
Remote Similarity	0.662	NPC100719
Remote Similarity	0.662	NPC166791
Remote Similarity	0.662	NPC191233
Remote Similarity	0.662	NPC315115
Remote Similarity	0.6615	NPC298299
Remote Similarity	0.6615	NPC478117
Remote Similarity	0.6613	NPC118788
Remote Similarity	0.6613	NPC182102
Remote Similarity	0.6613	NPC228776
Remote Similarity	0.6613	NPC221467
Remote Similarity	0.6613	NPC26960
Remote Similarity	0.6588	NPC182136
Remote Similarity	0.6585	NPC8571
Remote Similarity	0.6585	NPC473659
Remote Similarity	0.6585	NPC42586
Remote Similarity	0.6585	NPC474860
Remote Similarity	0.6585	NPC163606
Remote Similarity	0.6585	NPC471300
Remote Similarity	0.6585	NPC475860
Remote Similarity	0.6585	NPC473251
Remote Similarity	0.6585	NPC474694
Remote Similarity	0.6579	NPC69383
Remote Similarity	0.6579	NPC279666

Drug Structure

NPD4192 OpenBabel08211704332D 23 23 0 0 0 0 0 0 0 0999 V2000 0.8660 -3.5000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 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 3.4641 -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 2.5981 -3.5000 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 1.7321 1.0000 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 -0.0000 1.0000 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 1.7321 -3.0000 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 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 6.0622 -1.5000 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 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 20 1 0 0 0 0 5 20 1 0 0 0 0 6 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 15 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 17 18 2 0 0 0 0 18 20 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000275
DrugBank	DB00523
ChEMBL	CHEMBL705
IUPHAR/BPS	2645
PharmaGKB	PA164746900
KEGG Drug
PubChem CID	449171
ChEBI	50648
CAS Number

Drug Properties

Molecular Weight	300.21
ALogP	3.8871
MLogP	3.44
XLogP	6.254
HDA	2
HBD	1
Rotatable Bonds	11
TPSA	37.3
RO5 Violation	1