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:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4219

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	131379
0.1-0.2	77193
0.2-0.3	2400
0.3-0.4	434
0.4-0.5	174
0.5-0.6	79
0.6-0.7	48
0.7-0.8	15
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	5

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC55412
High Similarity	1.0	NPC249645
High Similarity	1.0	NPC250034
High Similarity	1.0	NPC319251
High Similarity	1.0	NPC611871
Intermediate Similarity	0.8333	NPC506962
Intermediate Similarity	0.8333	NPC570331
Intermediate Similarity	0.7647	NPC17810
Intermediate Similarity	0.7647	NPC104168
Intermediate Similarity	0.7647	NPC45489
Intermediate Similarity	0.7647	NPC205394
Intermediate Similarity	0.7647	NPC519835
Intermediate Similarity	0.7647	NPC606095
Intermediate Similarity	0.7647	NPC611666
Intermediate Similarity	0.7632	NPC531568
Intermediate Similarity	0.7632	NPC578375
Intermediate Similarity	0.7429	NPC67149
Intermediate Similarity	0.7429	NPC505989
Intermediate Similarity	0.725	NPC497575
Intermediate Similarity	0.7059	NPC327445
Intermediate Similarity	0.7059	NPC497002
Intermediate Similarity	0.7	NPC573989
Remote Similarity	0.6829	NPC500057
Remote Similarity	0.6667	NPC278430
Remote Similarity	0.6667	NPC164487
Remote Similarity	0.6667	NPC22019
Remote Similarity	0.6667	NPC281986
Remote Similarity	0.6667	NPC328240
Remote Similarity	0.6667	NPC2660
Remote Similarity	0.6667	NPC117733
Remote Similarity	0.6667	NPC55681
Remote Similarity	0.6667	NPC510171
Remote Similarity	0.6667	NPC608491
Remote Similarity	0.6585	NPC16656
Remote Similarity	0.6585	NPC516740
Remote Similarity	0.6512	NPC491728
Remote Similarity	0.6512	NPC546470
Remote Similarity	0.6512	NPC558803
Remote Similarity	0.6512	NPC566804
Remote Similarity	0.65	NPC493679
Remote Similarity	0.65	NPC582361
Remote Similarity	0.6429	NPC321308
Remote Similarity	0.6429	NPC505426
Remote Similarity	0.6364	NPC20537
Remote Similarity	0.6364	NPC573148
Remote Similarity	0.6341	NPC113289
Remote Similarity	0.6341	NPC106603
Remote Similarity	0.6341	NPC248404
Remote Similarity	0.6341	NPC495737
Remote Similarity	0.6341	NPC531201
Remote Similarity	0.6341	NPC544207
Remote Similarity	0.6341	NPC547497
Remote Similarity	0.6341	NPC550993
Remote Similarity	0.6341	NPC553630
Remote Similarity	0.6341	NPC573796
Remote Similarity	0.6341	NPC578984
Remote Similarity	0.6341	NPC582373
Remote Similarity	0.625	NPC99763
Remote Similarity	0.625	NPC581828
Remote Similarity	0.6222	NPC521055
Remote Similarity	0.6222	NPC526701
Remote Similarity	0.6222	NPC596521
Remote Similarity	0.619	NPC559834
Remote Similarity	0.617	NPC2584
Remote Similarity	0.617	NPC491676
Remote Similarity	0.6047	NPC268613
Remote Similarity	0.6047	NPC267296
Remote Similarity	0.6047	NPC509058
Remote Similarity	0.6047	NPC590325
Remote Similarity	0.6	NPC540572
Remote Similarity	0.5918	NPC493598
Remote Similarity	0.5909	NPC517816
Remote Similarity	0.5833	NPC141403
Remote Similarity	0.5833	NPC87454
Remote Similarity	0.5833	NPC492741
Remote Similarity	0.5833	NPC512583
Remote Similarity	0.5833	NPC531795
Remote Similarity	0.5814	NPC567686
Remote Similarity	0.5778	NPC44155
Remote Similarity	0.5778	NPC191407
Remote Similarity	0.5778	NPC298938
Remote Similarity	0.5778	NPC507044
Remote Similarity	0.5778	NPC528116
Remote Similarity	0.5778	NPC529987
Remote Similarity	0.5778	NPC541670
Remote Similarity	0.5778	NPC552756
Remote Similarity	0.5778	NPC563107
Remote Similarity	0.5778	NPC563781
Remote Similarity	0.5714	NPC528848
Remote Similarity	0.5714	NPC560854
Remote Similarity	0.5686	NPC530321
Remote Similarity	0.5682	NPC317176
Remote Similarity	0.5682	NPC204433
Remote Similarity	0.5682	NPC494143
Remote Similarity	0.5652	NPC64381
Remote Similarity	0.5652	NPC226066
Remote Similarity	0.5652	NPC279865
Remote Similarity	0.5652	NPC325939
Remote Similarity	0.5652	NPC294038
Remote Similarity	0.5652	NPC499012
Remote Similarity	0.5652	NPC506423
Remote Similarity	0.5652	NPC564400
Remote Similarity	0.5652	NPC611615
Remote Similarity	0.5625	NPC516537
Remote Similarity	0.56	NPC496504
Remote Similarity	0.56	NPC564906
Remote Similarity	0.56	NPC587484
Remote Similarity	0.5556	NPC329416
Remote Similarity	0.5556	NPC317025
Remote Similarity	0.5556	NPC326645
Remote Similarity	0.5556	NPC317177
Remote Similarity	0.5556	NPC607228
Remote Similarity	0.5556	NPC608474
Remote Similarity	0.5556	NPC611716
Remote Similarity	0.5556	NPC611761
Remote Similarity	0.5532	NPC254886
Remote Similarity	0.5532	NPC284192
Remote Similarity	0.5532	NPC512116
Remote Similarity	0.5532	NPC512807
Remote Similarity	0.5532	NPC516698
Remote Similarity	0.5532	NPC529782
Remote Similarity	0.5532	NPC584261
Remote Similarity	0.5532	NPC598418
Remote Similarity	0.549	NPC574278
Remote Similarity	0.5455	NPC494255
Remote Similarity	0.5455	NPC528578
Remote Similarity	0.54	NPC539919
Remote Similarity	0.537	NPC513559
Remote Similarity	0.5349	NPC138397
Remote Similarity	0.5349	NPC5616
Remote Similarity	0.5349	NPC501009
Remote Similarity	0.5349	NPC504528
Remote Similarity	0.5349	NPC561634
Remote Similarity	0.5349	NPC565439
Remote Similarity	0.5283	NPC205959
Remote Similarity	0.5283	NPC60942
Remote Similarity	0.5283	NPC121320
Remote Similarity	0.5283	NPC593587
Remote Similarity	0.5238	NPC45782
Remote Similarity	0.5238	NPC136514
Remote Similarity	0.5238	NPC491020
Remote Similarity	0.5238	NPC529392
Remote Similarity	0.5238	NPC579580
Remote Similarity	0.5238	NPC593249
Remote Similarity	0.52	NPC75236
Remote Similarity	0.52	NPC531082
Remote Similarity	0.5116	NPC577978
Remote Similarity	0.5098	NPC499127
Remote Similarity	0.5091	NPC578175

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