NPASS drugs

Drug Information

Drug ID:	NPD2673
Drug Name:	Pramoxine
Molecular Formula:	C17H27NO3
Canonical SMILES:	CCCCOc1ccc(cc1)OCCCN1CCOCC1
Standard InCHI:	InChI=1S/C17H27NO3/c1-2-3-12-20-16-5-7-17(8-6-16)21-13-4-9-18-10-14-19-15-11-18/h5-8H,2-4,9-15H2,1H3
Standard InCHIKey:	DQKXQSGTHWVTAD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2673

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	96
0.1-0.2	1850
0.2-0.3	8556
0.3-0.4	5286
0.4-0.5	7367
0.5-0.6	6933
0.6-0.7	776
0.7-0.8	24
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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	NPC95977
High Similarity	0.8922	NPC313918
Intermediate Similarity	0.7745	NPC23837
Intermediate Similarity	0.7581	NPC255253
Intermediate Similarity	0.7404	NPC125306
Intermediate Similarity	0.7323	NPC141739
Intermediate Similarity	0.7323	NPC320242
Intermediate Similarity	0.7323	NPC136112
Intermediate Similarity	0.7315	NPC318429
Intermediate Similarity	0.729	NPC157213
Intermediate Similarity	0.7255	NPC124576
Intermediate Similarity	0.7241	NPC41594
Intermediate Similarity	0.7231	NPC195902
Intermediate Similarity	0.7177	NPC256369
Intermediate Similarity	0.7168	NPC307039
Intermediate Similarity	0.7168	NPC471576
Intermediate Similarity	0.7165	NPC328267
Intermediate Similarity	0.7155	NPC17537
Intermediate Similarity	0.713	NPC192596
Intermediate Similarity	0.7121	NPC274732
Intermediate Similarity	0.712	NPC321133
Intermediate Similarity	0.712	NPC263835
Intermediate Similarity	0.7077	NPC280736
Intermediate Similarity	0.7043	NPC51633
Intermediate Similarity	0.7037	NPC206876
Intermediate Similarity	0.7009	NPC470393
Remote Similarity	0.6992	NPC97870
Remote Similarity	0.6992	NPC307123
Remote Similarity	0.6992	NPC247018
Remote Similarity	0.6985	NPC318591
Remote Similarity	0.6985	NPC231163
Remote Similarity	0.6967	NPC26524
Remote Similarity	0.6957	NPC316797
Remote Similarity	0.6949	NPC326801
Remote Similarity	0.6949	NPC473653
Remote Similarity	0.6942	NPC166837
Remote Similarity	0.6942	NPC266932
Remote Similarity	0.6923	NPC38079
Remote Similarity	0.6923	NPC108875
Remote Similarity	0.6917	NPC70485
Remote Similarity	0.6911	NPC142319
Remote Similarity	0.6909	NPC302546
Remote Similarity	0.6894	NPC283079
Remote Similarity	0.6891	NPC157473
Remote Similarity	0.6891	NPC151530
Remote Similarity	0.6885	NPC474920
Remote Similarity	0.6884	NPC83289
Remote Similarity	0.6884	NPC189724
Remote Similarity	0.6884	NPC212850
Remote Similarity	0.687	NPC132725
Remote Similarity	0.687	NPC314803
Remote Similarity	0.6864	NPC473855
Remote Similarity	0.6855	NPC303370
Remote Similarity	0.6833	NPC146530
Remote Similarity	0.6825	NPC283616
Remote Similarity	0.6818	NPC47422
Remote Similarity	0.6814	NPC471581
Remote Similarity	0.6807	NPC176971
Remote Similarity	0.6783	NPC95755
Remote Similarity	0.678	NPC283546
Remote Similarity	0.6772	NPC32152
Remote Similarity	0.6769	NPC211218
Remote Similarity	0.6757	NPC177844
Remote Similarity	0.6757	NPC99886
Remote Similarity	0.6757	NPC259134
Remote Similarity	0.6757	NPC8002
Remote Similarity	0.675	NPC258171
Remote Similarity	0.6742	NPC218323
Remote Similarity	0.6741	NPC471953
Remote Similarity	0.6741	NPC474200
Remote Similarity	0.6723	NPC473393
Remote Similarity	0.6723	NPC42383
Remote Similarity	0.6723	NPC128730
Remote Similarity	0.672	NPC473718
Remote Similarity	0.6719	NPC232295
Remote Similarity	0.6719	NPC474131
Remote Similarity	0.6696	NPC71853
Remote Similarity	0.6694	NPC309982
Remote Similarity	0.6692	NPC172403
Remote Similarity	0.669	NPC247298
Remote Similarity	0.6667	NPC154256
Remote Similarity	0.6667	NPC290470
Remote Similarity	0.6667	NPC326447
Remote Similarity	0.6667	NPC107101
Remote Similarity	0.6667	NPC69539
Remote Similarity	0.6667	NPC469808
Remote Similarity	0.6667	NPC110131
Remote Similarity	0.6667	NPC318357
Remote Similarity	0.6667	NPC258992
Remote Similarity	0.6667	NPC307682
Remote Similarity	0.6643	NPC189908
Remote Similarity	0.6641	NPC51341
Remote Similarity	0.6641	NPC43275
Remote Similarity	0.6641	NPC217277
Remote Similarity	0.664	NPC87563
Remote Similarity	0.6639	NPC24777
Remote Similarity	0.6638	NPC470161
Remote Similarity	0.6637	NPC321956
Remote Similarity	0.6615	NPC475839
Remote Similarity	0.6615	NPC57751
Remote Similarity	0.6615	NPC476165
Remote Similarity	0.6614	NPC238176
Remote Similarity	0.6614	NPC187993
Remote Similarity	0.6614	NPC323948
Remote Similarity	0.6613	NPC165646
Remote Similarity	0.6612	NPC194034
Remote Similarity	0.6612	NPC233320
Remote Similarity	0.6612	NPC186469
Remote Similarity	0.661	NPC307425
Remote Similarity	0.6597	NPC245974
Remote Similarity	0.6593	NPC196026
Remote Similarity	0.6593	NPC160193
Remote Similarity	0.6593	NPC200555
Remote Similarity	0.6591	NPC95733
Remote Similarity	0.6591	NPC62101
Remote Similarity	0.6591	NPC25817
Remote Similarity	0.6587	NPC301321
Remote Similarity	0.6585	NPC46844
Remote Similarity	0.6583	NPC8302
Remote Similarity	0.6581	NPC100870
Remote Similarity	0.6569	NPC325568
Remote Similarity	0.6565	NPC204535
Remote Similarity	0.6565	NPC46586
Remote Similarity	0.6562	NPC228907
Remote Similarity	0.6557	NPC97811
Remote Similarity	0.6557	NPC291837
Remote Similarity	0.6557	NPC241549
Remote Similarity	0.6555	NPC179686
Remote Similarity	0.6541	NPC29477
Remote Similarity	0.6538	NPC83279
Remote Similarity	0.6538	NPC212559
Remote Similarity	0.6538	NPC473875
Remote Similarity	0.6538	NPC276195
Remote Similarity	0.6532	NPC55300
Remote Similarity	0.6529	NPC113457
Remote Similarity	0.6529	NPC30416
Remote Similarity	0.6528	NPC110337
Remote Similarity	0.6525	NPC13755
Remote Similarity	0.6522	NPC114325
Remote Similarity	0.6522	NPC29650
Remote Similarity	0.6522	NPC16649
Remote Similarity	0.6515	NPC217854
Remote Similarity	0.6515	NPC307020
Remote Similarity	0.6515	NPC474130
Remote Similarity	0.6512	NPC172253
Remote Similarity	0.6512	NPC471449
Remote Similarity	0.6512	NPC234956
Remote Similarity	0.6512	NPC59561
Remote Similarity	0.651	NPC315257
Remote Similarity	0.6504	NPC474272
Remote Similarity	0.6504	NPC149545
Remote Similarity	0.65	NPC109637
Remote Similarity	0.65	NPC470707
Remote Similarity	0.6496	NPC175298
Remote Similarity	0.6496	NPC118419
Remote Similarity	0.6496	NPC470392
Remote Similarity	0.6493	NPC298845
Remote Similarity	0.6484	NPC9248
Remote Similarity	0.6483	NPC473934
Remote Similarity	0.6483	NPC296085
Remote Similarity	0.6479	NPC204546
Remote Similarity	0.6475	NPC138365
Remote Similarity	0.6475	NPC73883
Remote Similarity	0.6475	NPC35543
Remote Similarity	0.6475	NPC255817
Remote Similarity	0.6475	NPC277042
Remote Similarity	0.6475	NPC136330
Remote Similarity	0.6475	NPC251454
Remote Similarity	0.6475	NPC196609
Remote Similarity	0.6475	NPC180647
Remote Similarity	0.6475	NPC230698
Remote Similarity	0.6475	NPC205178
Remote Similarity	0.6471	NPC84325
Remote Similarity	0.6471	NPC300166
Remote Similarity	0.6466	NPC221090
Remote Similarity	0.6466	NPC147896
Remote Similarity	0.6466	NPC276962
Remote Similarity	0.6466	NPC190086
Remote Similarity	0.6466	NPC74478
Remote Similarity	0.6462	NPC53596
Remote Similarity	0.6462	NPC160120
Remote Similarity	0.6462	NPC471308
Remote Similarity	0.6462	NPC17388
Remote Similarity	0.6462	NPC41801
Remote Similarity	0.6462	NPC289330
Remote Similarity	0.6457	NPC283169
Remote Similarity	0.6454	NPC231572
Remote Similarity	0.6452	NPC88868
Remote Similarity	0.6452	NPC25067
Remote Similarity	0.6452	NPC231251
Remote Similarity	0.6452	NPC106141
Remote Similarity	0.6449	NPC266425
Remote Similarity	0.6447	NPC329640
Remote Similarity	0.6446	NPC475269
Remote Similarity	0.6446	NPC238115
Remote Similarity	0.6444	NPC37074
Remote Similarity	0.6444	NPC198798
Remote Similarity	0.6439	NPC471315
Remote Similarity	0.6439	NPC152722
Remote Similarity	0.6439	NPC298486

Drug Structure

NPD2673 OpenBabel08211702172D 21 22 0 0 0 0 0 0 0 0999 V2000 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 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 -0.8660 0.5000 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 -7.7942 -2.5000 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 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 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 12 1 0 0 0 0 4 9 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 19 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004422
DrugBank	DB09345
ChEMBL	CHEMBL1198
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	8357
CAS Number	140-65-8

Drug Properties

Molecular Weight	293.20
ALogP	-1.1806
MLogP	2.89
XLogP	3.069
HDA	2
HBD	0
Rotatable Bonds	10
TPSA	30.93
RO5 Violation	0