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:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5383

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	157864
0.1-0.2	48019
0.2-0.3	4764
0.3-0.4	743
0.4-0.5	194
0.5-0.6	23
0.6-0.7	22
0.7-0.8	27
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	34

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	NPC258983
High Similarity	1.0	NPC126915
High Similarity	1.0	NPC609552
High Similarity	1.0	NPC148086
High Similarity	1.0	NPC43583
High Similarity	1.0	NPC284850
High Similarity	1.0	NPC229786
High Similarity	1.0	NPC24506
High Similarity	1.0	NPC203411
High Similarity	1.0	NPC225783
High Similarity	1.0	NPC150241
High Similarity	1.0	NPC279895
High Similarity	1.0	NPC34125
High Similarity	1.0	NPC611049
High Similarity	1.0	NPC609517
High Similarity	1.0	NPC163556
High Similarity	1.0	NPC139131
High Similarity	1.0	NPC247123
High Similarity	1.0	NPC236797
High Similarity	1.0	NPC104490
High Similarity	1.0	NPC211470
High Similarity	1.0	NPC608065
High Similarity	1.0	NPC603442
High Similarity	1.0	NPC607917
High Similarity	1.0	NPC185041
High Similarity	1.0	NPC147096
High Similarity	1.0	NPC299856
High Similarity	1.0	NPC161917
High Similarity	1.0	NPC22602
High Similarity	1.0	NPC269119
High Similarity	1.0	NPC63172
High Similarity	1.0	NPC550560
High Similarity	1.0	NPC551011
High Similarity	1.0	NPC570560
High Similarity	0.9286	NPC275462
Intermediate Similarity	0.7857	NPC42783
Intermediate Similarity	0.7857	NPC152759
Intermediate Similarity	0.7857	NPC12231
Intermediate Similarity	0.7857	NPC232946
Intermediate Similarity	0.7857	NPC501095
Intermediate Similarity	0.7857	NPC518395
Intermediate Similarity	0.7857	NPC521429
Intermediate Similarity	0.7857	NPC528172
Intermediate Similarity	0.7857	NPC592126
Intermediate Similarity	0.7143	NPC213764
Intermediate Similarity	0.7	NPC45012
Intermediate Similarity	0.7	NPC3966
Intermediate Similarity	0.7	NPC299055
Intermediate Similarity	0.7	NPC474392
Intermediate Similarity	0.7	NPC76976
Intermediate Similarity	0.7	NPC45348
Intermediate Similarity	0.7	NPC171308
Intermediate Similarity	0.7	NPC301375
Intermediate Similarity	0.7	NPC242102
Intermediate Similarity	0.7	NPC134529
Intermediate Similarity	0.7	NPC90442
Intermediate Similarity	0.7	NPC222717
Intermediate Similarity	0.7	NPC491240
Intermediate Similarity	0.7	NPC491991
Intermediate Similarity	0.7	NPC535709
Intermediate Similarity	0.7	NPC544725
Intermediate Similarity	0.7	NPC590183
Remote Similarity	0.6667	NPC285223
Remote Similarity	0.6667	NPC52403
Remote Similarity	0.65	NPC169393
Remote Similarity	0.65	NPC237050
Remote Similarity	0.65	NPC135245
Remote Similarity	0.65	NPC252978
Remote Similarity	0.65	NPC176593
Remote Similarity	0.65	NPC512918
Remote Similarity	0.65	NPC547590
Remote Similarity	0.6429	NPC490882
Remote Similarity	0.6316	NPC12766
Remote Similarity	0.6316	NPC533286
Remote Similarity	0.619	NPC474914
Remote Similarity	0.619	NPC180555
Remote Similarity	0.619	NPC246315
Remote Similarity	0.619	NPC179415
Remote Similarity	0.619	NPC549788
Remote Similarity	0.619	NPC570840
Remote Similarity	0.619	NPC596737
Remote Similarity	0.6087	NPC34973
Remote Similarity	0.6087	NPC507092
Remote Similarity	0.6	NPC325661
Remote Similarity	0.5789	NPC141134
Remote Similarity	0.5789	NPC311622
Remote Similarity	0.5714	NPC205684
Remote Similarity	0.5714	NPC595092
Remote Similarity	0.5652	NPC497032
Remote Similarity	0.55	NPC320358
Remote Similarity	0.55	NPC469759
Remote Similarity	0.55	NPC160261
Remote Similarity	0.55	NPC24822
Remote Similarity	0.55	NPC221022
Remote Similarity	0.55	NPC506993
Remote Similarity	0.55	NPC508602
Remote Similarity	0.55	NPC520208
Remote Similarity	0.55	NPC520307
Remote Similarity	0.55	NPC524305
Remote Similarity	0.55	NPC595792
Remote Similarity	0.5455	NPC502859
Remote Similarity	0.5263	NPC59100
Remote Similarity	0.5238	NPC242326
Remote Similarity	0.5238	NPC189990
Remote Similarity	0.5238	NPC1713
Remote Similarity	0.5238	NPC177022
Remote Similarity	0.5238	NPC558253

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