NPASS drugs

Drug Information

Drug ID:	NPD1798
Drug Name:	Oxprenolol
Molecular Formula:	C15H23NO3
Canonical SMILES:	C=CCOc1ccccc1OCC(CNC(C)C)O
Standard InCHI:	InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3
Standard InCHIKey:	CEMAWMOMDPGJMB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1798

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	91
0.1-0.2	1390
0.2-0.3	8455
0.3-0.4	5902
0.4-0.5	7227
0.5-0.6	6621
0.6-0.7	1165
0.7-0.8	30
0.8-0.85	6
0.85-0.9	3
0.9-0.95	0
0.95-1	0

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	0.877	NPC136112
High Similarity	0.877	NPC320242
High Similarity	0.877	NPC141739
Intermediate Similarity	0.8359	NPC307123
Intermediate Similarity	0.8359	NPC247018
Intermediate Similarity	0.8359	NPC97870
Intermediate Similarity	0.8045	NPC318591
Intermediate Similarity	0.8045	NPC231163
Intermediate Similarity	0.8017	NPC41594
Intermediate Similarity	0.7876	NPC313918
Intermediate Similarity	0.775	NPC95977
Intermediate Similarity	0.7658	NPC318429
Intermediate Similarity	0.7652	NPC314803
Intermediate Similarity	0.7609	NPC204546
Intermediate Similarity	0.7387	NPC206876
Intermediate Similarity	0.7385	NPC298486
Intermediate Similarity	0.7304	NPC114325
Intermediate Similarity	0.728	NPC26524
Intermediate Similarity	0.7258	NPC55300
Intermediate Similarity	0.7248	NPC160931
Intermediate Similarity	0.7248	NPC37205
Intermediate Similarity	0.7206	NPC329595
Intermediate Similarity	0.7206	NPC326599
Intermediate Similarity	0.72	NPC165646
Intermediate Similarity	0.7197	NPC328267
Intermediate Similarity	0.7176	NPC211992
Intermediate Similarity	0.7073	NPC194034
Intermediate Similarity	0.7073	NPC258171
Intermediate Similarity	0.7068	NPC13020
Intermediate Similarity	0.7068	NPC140359
Intermediate Similarity	0.7059	NPC132725
Intermediate Similarity	0.7054	NPC9248
Intermediate Similarity	0.7054	NPC120075
Intermediate Similarity	0.7047	NPC203424
Intermediate Similarity	0.7047	NPC206372
Intermediate Similarity	0.704	NPC46844
Intermediate Similarity	0.7	NPC13826
Intermediate Similarity	0.7	NPC209195
Intermediate Similarity	0.7	NPC228907
Remote Similarity	0.6993	NPC158900
Remote Similarity	0.6942	NPC51633
Remote Similarity	0.6935	NPC227894
Remote Similarity	0.6929	NPC274441
Remote Similarity	0.6911	NPC17537
Remote Similarity	0.6911	NPC307875
Remote Similarity	0.6906	NPC274732
Remote Similarity	0.6905	NPC137685
Remote Similarity	0.6901	NPC253429
Remote Similarity	0.6885	NPC192596
Remote Similarity	0.6884	NPC262641
Remote Similarity	0.688	NPC97811
Remote Similarity	0.6866	NPC71090
Remote Similarity	0.685	NPC139617
Remote Similarity	0.685	NPC78918
Remote Similarity	0.6849	NPC294249
Remote Similarity	0.6842	NPC276195
Remote Similarity	0.6829	NPC108875
Remote Similarity	0.6829	NPC38079
Remote Similarity	0.6797	NPC115379
Remote Similarity	0.6794	NPC164386
Remote Similarity	0.6791	NPC290451
Remote Similarity	0.6791	NPC127389
Remote Similarity	0.6788	NPC236347
Remote Similarity	0.6788	NPC323775
Remote Similarity	0.6776	NPC2295
Remote Similarity	0.6776	NPC477564
Remote Similarity	0.6774	NPC42383
Remote Similarity	0.6774	NPC470393
Remote Similarity	0.6769	NPC10286
Remote Similarity	0.6769	NPC213
Remote Similarity	0.6765	NPC221090
Remote Similarity	0.6765	NPC109822
Remote Similarity	0.6765	NPC94276
Remote Similarity	0.6765	NPC114901
Remote Similarity	0.6765	NPC293701
Remote Similarity	0.6765	NPC48990
Remote Similarity	0.6765	NPC25817
Remote Similarity	0.6763	NPC195902
Remote Similarity	0.6755	NPC76213
Remote Similarity	0.6755	NPC277669
Remote Similarity	0.6746	NPC146530
Remote Similarity	0.6741	NPC152722
Remote Similarity	0.6739	NPC291847
Remote Similarity	0.6738	NPC160692
Remote Similarity	0.6733	NPC60538
Remote Similarity	0.6733	NPC207824
Remote Similarity	0.6719	NPC21890
Remote Similarity	0.6716	NPC199023
Remote Similarity	0.6715	NPC194519
Remote Similarity	0.6693	NPC246358
Remote Similarity	0.6693	NPC233731
Remote Similarity	0.6693	NPC36108
Remote Similarity	0.6693	NPC24777
Remote Similarity	0.6693	NPC7097
Remote Similarity	0.6692	NPC24474
Remote Similarity	0.6692	NPC256369
Remote Similarity	0.6692	NPC37858
Remote Similarity	0.6692	NPC311595
Remote Similarity	0.6692	NPC142319
Remote Similarity	0.6692	NPC135961
Remote Similarity	0.6691	NPC217854
Remote Similarity	0.6691	NPC192810
Remote Similarity	0.669	NPC477838
Remote Similarity	0.669	NPC477837
Remote Similarity	0.6688	NPC124433
Remote Similarity	0.6688	NPC293871
Remote Similarity	0.6667	NPC124712
Remote Similarity	0.6667	NPC186469
Remote Similarity	0.6667	NPC312770
Remote Similarity	0.6667	NPC160607
Remote Similarity	0.6667	NPC41473
Remote Similarity	0.6667	NPC298845
Remote Similarity	0.6667	NPC204848
Remote Similarity	0.6667	NPC193528
Remote Similarity	0.6667	NPC23837
Remote Similarity	0.6667	NPC310905
Remote Similarity	0.6667	NPC470804
Remote Similarity	0.6667	NPC118419
Remote Similarity	0.6667	NPC58607
Remote Similarity	0.6667	NPC124576
Remote Similarity	0.6667	NPC14600
Remote Similarity	0.6667	NPC191037
Remote Similarity	0.6667	NPC12714
Remote Similarity	0.6667	NPC137096
Remote Similarity	0.6667	NPC178284
Remote Similarity	0.6667	NPC125306
Remote Similarity	0.6644	NPC323204
Remote Similarity	0.6644	NPC66518
Remote Similarity	0.6643	NPC200555
Remote Similarity	0.6643	NPC196026
Remote Similarity	0.6643	NPC264956
Remote Similarity	0.6642	NPC300955
Remote Similarity	0.6642	NPC105513
Remote Similarity	0.6642	NPC263835
Remote Similarity	0.6619	NPC319625
Remote Similarity	0.6619	NPC280736
Remote Similarity	0.6619	NPC111247
Remote Similarity	0.6619	NPC153990
Remote Similarity	0.6619	NPC474119
Remote Similarity	0.6619	NPC37074
Remote Similarity	0.6619	NPC186898
Remote Similarity	0.6619	NPC118787
Remote Similarity	0.6619	NPC183181
Remote Similarity	0.6619	NPC163332
Remote Similarity	0.6619	NPC172403
Remote Similarity	0.6619	NPC147821
Remote Similarity	0.6619	NPC292056
Remote Similarity	0.6619	NPC41706
Remote Similarity	0.6617	NPC474214
Remote Similarity	0.6617	NPC255675
Remote Similarity	0.6615	NPC301735
Remote Similarity	0.6594	NPC71105
Remote Similarity	0.6594	NPC152186
Remote Similarity	0.6594	NPC246133
Remote Similarity	0.6594	NPC182147
Remote Similarity	0.6594	NPC170583
Remote Similarity	0.6594	NPC207541
Remote Similarity	0.6593	NPC183262
Remote Similarity	0.6593	NPC207613
Remote Similarity	0.6591	NPC221049
Remote Similarity	0.6589	NPC173746
Remote Similarity	0.6589	NPC257124
Remote Similarity	0.6589	NPC8547
Remote Similarity	0.6589	NPC156840
Remote Similarity	0.6589	NPC195873
Remote Similarity	0.6589	NPC166837
Remote Similarity	0.6589	NPC245552
Remote Similarity	0.6587	NPC232654
Remote Similarity	0.6587	NPC473653
Remote Similarity	0.6581	NPC157213
Remote Similarity	0.6575	NPC83289
Remote Similarity	0.6575	NPC212850
Remote Similarity	0.6575	NPC189724
Remote Similarity	0.6571	NPC155838
Remote Similarity	0.6571	NPC302378
Remote Similarity	0.6571	NPC469977
Remote Similarity	0.6571	NPC247146
Remote Similarity	0.6569	NPC255253
Remote Similarity	0.6567	NPC181969
Remote Similarity	0.6567	NPC320987
Remote Similarity	0.6567	NPC163036
Remote Similarity	0.6567	NPC474320
Remote Similarity	0.656	NPC226778
Remote Similarity	0.656	NPC147000
Remote Similarity	0.656	NPC150254
Remote Similarity	0.656	NPC304761
Remote Similarity	0.656	NPC292792
Remote Similarity	0.6558	NPC233926
Remote Similarity	0.6549	NPC471953
Remote Similarity	0.6549	NPC208757
Remote Similarity	0.6547	NPC171533
Remote Similarity	0.6547	NPC156944
Remote Similarity	0.6547	NPC251466
Remote Similarity	0.6547	NPC301713
Remote Similarity	0.6547	NPC189589
Remote Similarity	0.6547	NPC469622
Remote Similarity	0.6544	NPC473853
Remote Similarity	0.6544	NPC184651
Remote Similarity	0.6544	NPC476343
Remote Similarity	0.6544	NPC343720

Drug Structure

NPD1798 OpenBabel08211701082D 21 21 0 0 1 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 0.0000 -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 0.8660 -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 1.7321 1.0000 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 -0.8660 1.5000 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 -1.7321 1.0000 0.0000 C 0 0 3 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 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 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 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 18 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	DAP000485
DrugBank	DB01580
ChEMBL	CHEMBL546
IUPHAR/BPS	7255
PharmaGKB	PA10284
KEGG Drug
PubChem CID	4631
ChEBI	91704
CAS Number	6452-71-7

Drug Properties

Molecular Weight	265.17
ALogP	-0.4448
MLogP	2.67
XLogP	2.348
HDA	2
HBD	2
Rotatable Bonds	12
TPSA	50.72
RO5 Violation	0