NPASS drugs

Drug Information

Drug ID:	NPD4219
Drug Name:	Retinol
Molecular Formula:	C20H30O
Canonical SMILES:	OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)C)C
Standard InCHI:	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
Standard InCHIKey:	FPIPGXGPPPQFEQ-OVSJKPMPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4219

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	61
0.1-0.2	988
0.2-0.3	7810
0.3-0.4	12090
0.4-0.5	6453
0.5-0.6	2834
0.6-0.7	579
0.7-0.8	62
0.8-0.85	11
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC249645
High Similarity	1.0	NPC55412
Intermediate Similarity	0.8421	NPC11130
Intermediate Similarity	0.8167	NPC469728
Intermediate Similarity	0.8167	NPC317177
Intermediate Similarity	0.8167	NPC317025
Intermediate Similarity	0.8167	NPC329416
Intermediate Similarity	0.8167	NPC326645
Intermediate Similarity	0.8148	NPC182102
Intermediate Similarity	0.8148	NPC26960
Intermediate Similarity	0.807	NPC298299
Intermediate Similarity	0.8	NPC244038
Intermediate Similarity	0.8	NPC176621
Intermediate Similarity	0.7833	NPC309825
Intermediate Similarity	0.7797	NPC208749
Intermediate Similarity	0.7797	NPC321568
Intermediate Similarity	0.7797	NPC281986
Intermediate Similarity	0.7797	NPC22019
Intermediate Similarity	0.7627	NPC48891
Intermediate Similarity	0.7619	NPC110241
Intermediate Similarity	0.7619	NPC226066
Intermediate Similarity	0.7547	NPC138935
Intermediate Similarity	0.7538	NPC254886
Intermediate Similarity	0.7538	NPC45782
Intermediate Similarity	0.7538	NPC114651
Intermediate Similarity	0.7536	NPC69383
Intermediate Similarity	0.7536	NPC171148
Intermediate Similarity	0.7536	NPC313179
Intermediate Similarity	0.7458	NPC329686
Intermediate Similarity	0.7419	NPC471081
Intermediate Similarity	0.7419	NPC47840
Intermediate Similarity	0.7419	NPC234264
Intermediate Similarity	0.7385	NPC149680
Intermediate Similarity	0.7353	NPC95863
Intermediate Similarity	0.7344	NPC96793
Intermediate Similarity	0.7344	NPC323424
Intermediate Similarity	0.7344	NPC107540
Intermediate Similarity	0.7333	NPC473865
Intermediate Similarity	0.7333	NPC474643
Intermediate Similarity	0.7321	NPC17810
Intermediate Similarity	0.7313	NPC471560
Intermediate Similarity	0.7302	NPC475251
Intermediate Similarity	0.7273	NPC171225
Intermediate Similarity	0.7273	NPC180575
Intermediate Similarity	0.7273	NPC68703
Intermediate Similarity	0.7273	NPC69649
Intermediate Similarity	0.7246	NPC130665
Intermediate Similarity	0.7241	NPC35756
Intermediate Similarity	0.7241	NPC208638
Intermediate Similarity	0.7231	NPC187619
Intermediate Similarity	0.7231	NPC308844
Intermediate Similarity	0.7206	NPC34834
Intermediate Similarity	0.7188	NPC124112
Intermediate Similarity	0.7167	NPC251666
Intermediate Similarity	0.7167	NPC148163
Intermediate Similarity	0.7167	NPC474644
Intermediate Similarity	0.7167	NPC130209
Intermediate Similarity	0.7167	NPC232247
Intermediate Similarity	0.7167	NPC148216
Intermediate Similarity	0.7164	NPC32055
Intermediate Similarity	0.7164	NPC216460
Intermediate Similarity	0.7164	NPC96484
Intermediate Similarity	0.7121	NPC222366
Intermediate Similarity	0.7121	NPC286669
Intermediate Similarity	0.7121	NPC476039
Intermediate Similarity	0.7119	NPC69898
Intermediate Similarity	0.7119	NPC295777
Intermediate Similarity	0.7097	NPC181872
Intermediate Similarity	0.7091	NPC269074
Intermediate Similarity	0.7077	NPC290367
Intermediate Similarity	0.7077	NPC475704
Intermediate Similarity	0.7059	NPC474248
Intermediate Similarity	0.7059	NPC473893
Intermediate Similarity	0.7031	NPC225342
Intermediate Similarity	0.7015	NPC197805
Remote Similarity	0.6984	NPC122239
Remote Similarity	0.6981	NPC269823
Remote Similarity	0.697	NPC19569
Remote Similarity	0.697	NPC163678
Remote Similarity	0.6957	NPC189745
Remote Similarity	0.6957	NPC49422
Remote Similarity	0.6957	NPC9161
Remote Similarity	0.6944	NPC253190
Remote Similarity	0.6923	NPC182840
Remote Similarity	0.6923	NPC83200
Remote Similarity	0.6923	NPC255042
Remote Similarity	0.6923	NPC29091
Remote Similarity	0.6923	NPC15934
Remote Similarity	0.6923	NPC103213
Remote Similarity	0.6923	NPC81615
Remote Similarity	0.6923	NPC474155
Remote Similarity	0.6923	NPC473759
Remote Similarity	0.6912	NPC117804
Remote Similarity	0.6912	NPC471238
Remote Similarity	0.6897	NPC474460
Remote Similarity	0.6875	NPC240506
Remote Similarity	0.6875	NPC66020
Remote Similarity	0.6866	NPC242945
Remote Similarity	0.6866	NPC255781
Remote Similarity	0.6866	NPC250977
Remote Similarity	0.6866	NPC135650
Remote Similarity	0.6866	NPC259156
Remote Similarity	0.6866	NPC267027
Remote Similarity	0.6866	NPC279434
Remote Similarity	0.6866	NPC202017
Remote Similarity	0.6852	NPC206906
Remote Similarity	0.6852	NPC213538
Remote Similarity	0.6852	NPC256766
Remote Similarity	0.6852	NPC177470
Remote Similarity	0.6849	NPC91594
Remote Similarity	0.6842	NPC324170
Remote Similarity	0.6818	NPC225415
Remote Similarity	0.6818	NPC309300
Remote Similarity	0.6812	NPC167272
Remote Similarity	0.6812	NPC217570
Remote Similarity	0.6812	NPC90115
Remote Similarity	0.6812	NPC269877
Remote Similarity	0.6806	NPC471468
Remote Similarity	0.678	NPC473672
Remote Similarity	0.678	NPC474495
Remote Similarity	0.678	NPC59408
Remote Similarity	0.678	NPC71053
Remote Similarity	0.6774	NPC4881
Remote Similarity	0.6769	NPC207007
Remote Similarity	0.6769	NPC68679
Remote Similarity	0.6769	NPC321867
Remote Similarity	0.6765	NPC106613
Remote Similarity	0.6765	NPC96962
Remote Similarity	0.6761	NPC68443
Remote Similarity	0.6761	NPC474743
Remote Similarity	0.6757	NPC167891
Remote Similarity	0.6757	NPC83351
Remote Similarity	0.6753	NPC470384
Remote Similarity	0.6727	NPC116934
Remote Similarity	0.6724	NPC85079
Remote Similarity	0.6724	NPC31194
Remote Similarity	0.6724	NPC248884
Remote Similarity	0.6719	NPC475931
Remote Similarity	0.6716	NPC268039
Remote Similarity	0.6716	NPC287339
Remote Similarity	0.6716	NPC107258
Remote Similarity	0.6714	NPC145498
Remote Similarity	0.6712	NPC247325
Remote Similarity	0.6712	NPC265588
Remote Similarity	0.6712	NPC471658
Remote Similarity	0.6712	NPC244488
Remote Similarity	0.6711	NPC6663
Remote Similarity	0.6711	NPC4166
Remote Similarity	0.6667	NPC68014
Remote Similarity	0.6667	NPC238485
Remote Similarity	0.6667	NPC208999
Remote Similarity	0.6667	NPC40417
Remote Similarity	0.6667	NPC201048
Remote Similarity	0.6667	NPC231310
Remote Similarity	0.6667	NPC55063
Remote Similarity	0.6667	NPC174956
Remote Similarity	0.6667	NPC306727
Remote Similarity	0.6667	NPC294358
Remote Similarity	0.6667	NPC19834
Remote Similarity	0.6667	NPC144023
Remote Similarity	0.6667	NPC476366
Remote Similarity	0.6667	NPC470800
Remote Similarity	0.6623	NPC202389
Remote Similarity	0.6623	NPC311092
Remote Similarity	0.6622	NPC473756
Remote Similarity	0.6622	NPC262747
Remote Similarity	0.662	NPC477792
Remote Similarity	0.662	NPC471268
Remote Similarity	0.662	NPC471271
Remote Similarity	0.662	NPC471272
Remote Similarity	0.662	NPC242001
Remote Similarity	0.6618	NPC326310
Remote Similarity	0.6618	NPC476406
Remote Similarity	0.6618	NPC162309
Remote Similarity	0.6613	NPC470893
Remote Similarity	0.6613	NPC227135
Remote Similarity	0.661	NPC473913
Remote Similarity	0.661	NPC474642
Remote Similarity	0.661	NPC249670
Remote Similarity	0.661	NPC72699
Remote Similarity	0.6582	NPC109528
Remote Similarity	0.6579	NPC234193
Remote Similarity	0.6579	NPC96362
Remote Similarity	0.6575	NPC32832
Remote Similarity	0.6575	NPC228978
Remote Similarity	0.6571	NPC239373
Remote Similarity	0.6571	NPC329989
Remote Similarity	0.6567	NPC4638
Remote Similarity	0.6567	NPC329698
Remote Similarity	0.6567	NPC300593
Remote Similarity	0.6567	NPC150162
Remote Similarity	0.6562	NPC155025
Remote Similarity	0.6562	NPC226848
Remote Similarity	0.6562	NPC10017
Remote Similarity	0.6557	NPC61177
Remote Similarity	0.6557	NPC165755
Remote Similarity	0.6557	NPC34577
Remote Similarity	0.6552	NPC124851
Remote Similarity	0.6545	NPC304151
Remote Similarity	0.6533	NPC474816

Drug Structure

NPD4219 OpenBabel08211704332D 22 22 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 0.8660 6.5000 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 2.5981 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 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 2.5981 6.5000 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 2.5981 7.5000 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 1.7321 6.0000 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 0.8660 0.5000 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 1.7321 8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 18 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 14 1 0 0 0 0 8 16 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 18 19 2 0 0 0 0 19 20 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001498; DAP001543
DrugBank	DB00162
ChEMBL	CHEMBL986
IUPHAR/BPS
PharmaGKB	PA451884
KEGG Drug	D00069
PubChem CID	445354
ChEBI	17336
CAS Number	68-26-8

Drug Properties

Molecular Weight	286.23
ALogP	3.7849
MLogP	3.55
XLogP	6.158
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	20.23
RO5 Violation	1