NPASS drugs

Drug Information

Drug ID:	NPD5383
Drug Name:	Docosanol
Molecular Formula:	C22H46O
Canonical SMILES:	CCCCCCCCCCCCCCCCCCCCCCO
Standard InCHI:	InChI=1S/C22H46O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23/h23H,2-22H2,1H3
Standard InCHIKey:	NOPFSRXAKWQILS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5383

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	335
0.1-0.2	11754
0.2-0.3	10142
0.3-0.4	6538
0.4-0.5	1666
0.5-0.6	322
0.6-0.7	83
0.7-0.8	20
0.8-0.85	4
0.85-0.9	7
0.9-0.95	12
0.95-1	7

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	NPC139131
High Similarity	1.0	NPC181516
High Similarity	1.0	NPC272998
High Similarity	1.0	NPC291158
High Similarity	1.0	NPC205141
High Similarity	1.0	NPC185538
High Similarity	0.9667	NPC126915
High Similarity	0.9375	NPC97967
High Similarity	0.9355	NPC12231
High Similarity	0.9355	NPC152759
High Similarity	0.9333	NPC112242
High Similarity	0.9333	NPC236797
High Similarity	0.9333	NPC24506
High Similarity	0.9333	NPC147096
High Similarity	0.9333	NPC163556
High Similarity	0.9333	NPC185041
High Similarity	0.9333	NPC225783
High Similarity	0.9091	NPC474392
High Similarity	0.9091	NPC474914
High Similarity	0.8824	NPC74352
High Similarity	0.875	NPC319034
High Similarity	0.875	NPC1748
High Similarity	0.875	NPC66124
High Similarity	0.875	NPC193062
High Similarity	0.875	NPC72324
High Similarity	0.8667	NPC279895
Intermediate Similarity	0.8438	NPC122962
Intermediate Similarity	0.8438	NPC267243
Intermediate Similarity	0.8333	NPC221022
Intermediate Similarity	0.8056	NPC197039
Intermediate Similarity	0.7838	NPC471282
Intermediate Similarity	0.7812	NPC110884
Intermediate Similarity	0.7778	NPC177022
Intermediate Similarity	0.7667	NPC275462
Intermediate Similarity	0.7632	NPC160261
Intermediate Similarity	0.7632	NPC152008
Intermediate Similarity	0.7632	NPC469759
Intermediate Similarity	0.75	NPC159845
Intermediate Similarity	0.7429	NPC139569
Intermediate Similarity	0.7429	NPC283682
Intermediate Similarity	0.7429	NPC474089
Intermediate Similarity	0.7429	NPC474120
Intermediate Similarity	0.7317	NPC215358
Intermediate Similarity	0.7317	NPC469781
Intermediate Similarity	0.7143	NPC76976
Intermediate Similarity	0.7143	NPC473914
Intermediate Similarity	0.7143	NPC12438
Intermediate Similarity	0.7143	NPC30195
Intermediate Similarity	0.7097	NPC213764
Intermediate Similarity	0.7	NPC52403
Remote Similarity	0.6977	NPC319709
Remote Similarity	0.6977	NPC328497
Remote Similarity	0.6977	NPC324004
Remote Similarity	0.6977	NPC289484
Remote Similarity	0.697	NPC223195
Remote Similarity	0.6923	NPC31557
Remote Similarity	0.6923	NPC28394
Remote Similarity	0.6905	NPC62014
Remote Similarity	0.6875	NPC560
Remote Similarity	0.6857	NPC272426
Remote Similarity	0.6842	NPC128996
Remote Similarity	0.6818	NPC106872
Remote Similarity	0.6667	NPC76051
Remote Similarity	0.6667	NPC252978
Remote Similarity	0.6591	NPC8597
Remote Similarity	0.6585	NPC307783
Remote Similarity	0.6585	NPC209970
Remote Similarity	0.6585	NPC216630
Remote Similarity	0.6585	NPC149184
Remote Similarity	0.6585	NPC171736
Remote Similarity	0.6585	NPC196924
Remote Similarity	0.6585	NPC241279
Remote Similarity	0.6579	NPC61665
Remote Similarity	0.6562	NPC232554
Remote Similarity	0.6522	NPC90904
Remote Similarity	0.6471	NPC325345
Remote Similarity	0.6429	NPC67462
Remote Similarity	0.641	NPC277333
Remote Similarity	0.6364	NPC87439
Remote Similarity	0.6333	NPC294703
Remote Similarity	0.6316	NPC196442
Remote Similarity	0.6316	NPC223374
Remote Similarity	0.6316	NPC86545
Remote Similarity	0.6316	NPC301398
Remote Similarity	0.6304	NPC26253
Remote Similarity	0.6304	NPC304162
Remote Similarity	0.6279	NPC74845
Remote Similarity	0.6279	NPC144891
Remote Similarity	0.625	NPC123814
Remote Similarity	0.625	NPC199270
Remote Similarity	0.625	NPC474322
Remote Similarity	0.625	NPC245688
Remote Similarity	0.6222	NPC176309
Remote Similarity	0.6222	NPC287550
Remote Similarity	0.6222	NPC198540
Remote Similarity	0.6222	NPC147343
Remote Similarity	0.6222	NPC84030
Remote Similarity	0.6222	NPC223468
Remote Similarity	0.6216	NPC147054
Remote Similarity	0.6176	NPC39869
Remote Similarity	0.6176	NPC276332
Remote Similarity	0.6154	NPC328441
Remote Similarity	0.6136	NPC240994
Remote Similarity	0.6136	NPC8219
Remote Similarity	0.6122	NPC270041
Remote Similarity	0.6098	NPC261080
Remote Similarity	0.6098	NPC279026
Remote Similarity	0.6098	NPC201844
Remote Similarity	0.6098	NPC301585
Remote Similarity	0.6098	NPC14227
Remote Similarity	0.6098	NPC301696
Remote Similarity	0.6098	NPC113928
Remote Similarity	0.6098	NPC154186
Remote Similarity	0.6087	NPC96966
Remote Similarity	0.6087	NPC29222
Remote Similarity	0.6087	NPC200618
Remote Similarity	0.6087	NPC121062
Remote Similarity	0.6087	NPC131770
Remote Similarity	0.6053	NPC286498
Remote Similarity	0.6047	NPC474125
Remote Similarity	0.6047	NPC71317
Remote Similarity	0.6047	NPC129972
Remote Similarity	0.6047	NPC301528
Remote Similarity	0.6047	NPC249801
Remote Similarity	0.6047	NPC474126
Remote Similarity	0.6047	NPC203531
Remote Similarity	0.6047	NPC46248
Remote Similarity	0.6047	NPC236579
Remote Similarity	0.6	NPC289979
Remote Similarity	0.6	NPC53463
Remote Similarity	0.6	NPC23155
Remote Similarity	0.6	NPC469937
Remote Similarity	0.6	NPC320588
Remote Similarity	0.5952	NPC28598
Remote Similarity	0.5952	NPC161097
Remote Similarity	0.5938	NPC39977
Remote Similarity	0.5909	NPC255837
Remote Similarity	0.5909	NPC19305
Remote Similarity	0.5882	NPC252154
Remote Similarity	0.587	NPC21844
Remote Similarity	0.5854	NPC473568
Remote Similarity	0.5854	NPC469714
Remote Similarity	0.5854	NPC469712
Remote Similarity	0.5814	NPC103286
Remote Similarity	0.5814	NPC163746
Remote Similarity	0.5814	NPC474361
Remote Similarity	0.58	NPC474496
Remote Similarity	0.58	NPC187361
Remote Similarity	0.58	NPC477724
Remote Similarity	0.58	NPC26102
Remote Similarity	0.5778	NPC287231
Remote Similarity	0.5778	NPC47363
Remote Similarity	0.5778	NPC108195
Remote Similarity	0.5769	NPC148424
Remote Similarity	0.5769	NPC471605
Remote Similarity	0.5769	NPC8979
Remote Similarity	0.5769	NPC471443
Remote Similarity	0.5758	NPC256186
Remote Similarity	0.5758	NPC23071
Remote Similarity	0.575	NPC80641
Remote Similarity	0.5745	NPC477878
Remote Similarity	0.5745	NPC314087
Remote Similarity	0.5745	NPC324793
Remote Similarity	0.5714	NPC214610
Remote Similarity	0.5714	NPC474495
Remote Similarity	0.5714	NPC183424
Remote Similarity	0.5714	NPC118968
Remote Similarity	0.5714	NPC473672
Remote Similarity	0.5714	NPC129263
Remote Similarity	0.5714	NPC100096
Remote Similarity	0.5714	NPC294085
Remote Similarity	0.5686	NPC256209
Remote Similarity	0.5686	NPC49059
Remote Similarity	0.5667	NPC239406
Remote Similarity	0.5667	NPC26974
Remote Similarity	0.5667	NPC311000
Remote Similarity	0.5667	NPC154477
Remote Similarity	0.5667	NPC26229
Remote Similarity	0.5667	NPC77249
Remote Similarity	0.566	NPC322148
Remote Similarity	0.566	NPC135438
Remote Similarity	0.5641	NPC49615
Remote Similarity	0.5625	NPC299484
Remote Similarity	0.5625	NPC88839
Remote Similarity	0.5625	NPC219266
Remote Similarity	0.5625	NPC110344

Drug Structure

NPD5383 OpenBabel08211706322D 24 23 0 0 0 0 0 0 0 0999 V2000 10.3923 16.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 16.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 16.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 14.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 13.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 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 1.7321 4.0000 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 0.8660 2.5000 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 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001249
DrugBank	DB00632
ChEMBL	CHEMBL1200453
IUPHAR/BPS
PharmaGKB	PA164749211
KEGG Drug
PubChem CID	12620
ChEBI	31000
CAS Number	661-19-8

Drug Properties

Molecular Weight	326.35
ALogP	-6.1574
MLogP	3.77
XLogP	11.093
HDA	1
HBD	1
Rotatable Bonds	22
TPSA	20.23
RO5 Violation	2