NPASS drugs

Drug Information

Drug ID:	NPD3162
Drug Name:	Penbutolol Sulfate
Molecular Formula:	C18H29NO2.H2O4S
Canonical SMILES:	OS(=O)(=O)O.O[C@H](COc1ccccc1C1CCCC1)CNC(C)(C)C
Standard InCHI:	InChI=1S/C18H29NO2.H2O4S/c1-18(2,3)19-12-15(20)13-21-17-11-7-6-10-16(17)14-8-4-5-9-14;1-5(2,3)4/h6-7,10-11,14-15,19-20H,4-5,8-9,12-13H2,1-3H3;(H2,1,2,3,4)/t15-;/m0./s1
Standard InCHIKey:	KTXVDQNRHZQBOR-RSAXXLAASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3162

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	102
0.1-0.2	791
0.2-0.3	2638
0.3-0.4	9617
0.4-0.5	4250
0.5-0.6	9737
0.6-0.7	3667
0.7-0.8	79
0.8-0.85	1
0.85-0.9	5
0.9-0.95	3
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	0.936	NPC141739
High Similarity	0.936	NPC136112
High Similarity	0.9055	NPC320242
High Similarity	0.8881	NPC231163
High Similarity	0.8881	NPC318591
High Similarity	0.8647	NPC97870
High Similarity	0.8647	NPC307123
High Similarity	0.8647	NPC247018
Intermediate Similarity	0.8156	NPC204546
Intermediate Similarity	0.7778	NPC328267
Intermediate Similarity	0.7698	NPC194034
Intermediate Similarity	0.7615	NPC26524
Intermediate Similarity	0.7481	NPC321133
Intermediate Similarity	0.7422	NPC186469
Intermediate Similarity	0.7402	NPC470393
Intermediate Similarity	0.7333	NPC329980
Intermediate Similarity	0.7323	NPC38079
Intermediate Similarity	0.7323	NPC108875
Intermediate Similarity	0.7319	NPC298486
Intermediate Similarity	0.7308	NPC37205
Intermediate Similarity	0.7308	NPC160931
Intermediate Similarity	0.7296	NPC293871
Intermediate Similarity	0.7296	NPC124433
Intermediate Similarity	0.7266	NPC255253
Intermediate Similarity	0.7252	NPC46844
Intermediate Similarity	0.7246	NPC211992
Intermediate Similarity	0.7244	NPC192596
Intermediate Similarity	0.7239	NPC213
Intermediate Similarity	0.7239	NPC10286
Intermediate Similarity	0.7233	NPC469479
Intermediate Similarity	0.7231	NPC97811
Intermediate Similarity	0.7222	NPC274732
Intermediate Similarity	0.7209	NPC326801
Intermediate Similarity	0.72	NPC95755
Intermediate Similarity	0.7197	NPC166837
Intermediate Similarity	0.7194	NPC150026
Intermediate Similarity	0.7179	NPC2295
Intermediate Similarity	0.7179	NPC477564
Intermediate Similarity	0.7174	NPC473875
Intermediate Similarity	0.7174	NPC475529
Intermediate Similarity	0.7165	NPC51633
Intermediate Similarity	0.7163	NPC81641
Intermediate Similarity	0.7153	NPC329595
Intermediate Similarity	0.7153	NPC326599
Intermediate Similarity	0.7143	NPC474130
Intermediate Similarity	0.7143	NPC115379
Intermediate Similarity	0.7133	NPC283079
Intermediate Similarity	0.7132	NPC42383
Intermediate Similarity	0.7132	NPC137096
Intermediate Similarity	0.7121	NPC95977
Intermediate Similarity	0.7114	NPC212850
Intermediate Similarity	0.7114	NPC83289
Intermediate Similarity	0.7114	NPC189724
Intermediate Similarity	0.7103	NPC208757
Intermediate Similarity	0.7101	NPC263835
Intermediate Similarity	0.708	NPC283616
Intermediate Similarity	0.7075	NPC264956
Intermediate Similarity	0.7071	NPC46586
Intermediate Similarity	0.7071	NPC188997
Intermediate Similarity	0.7071	NPC204535
Intermediate Similarity	0.7068	NPC21890
Intermediate Similarity	0.7067	NPC323204
Intermediate Similarity	0.7063	NPC469386
Intermediate Similarity	0.7063	NPC313918
Intermediate Similarity	0.7059	NPC290470
Intermediate Similarity	0.7059	NPC154256
Intermediate Similarity	0.7055	NPC230219
Intermediate Similarity	0.7055	NPC18842
Intermediate Similarity	0.7045	NPC24777
Intermediate Similarity	0.7045	NPC474272
Intermediate Similarity	0.7037	NPC469505
Intermediate Similarity	0.7034	NPC11089
Intermediate Similarity	0.7029	NPC163036
Intermediate Similarity	0.7029	NPC256369
Intermediate Similarity	0.7023	NPC251306
Intermediate Similarity	0.7021	NPC140359
Intermediate Similarity	0.7021	NPC13020
Intermediate Similarity	0.7021	NPC261992
Intermediate Similarity	0.7015	NPC165646
Intermediate Similarity	0.7008	NPC100870
Intermediate Similarity	0.7007	NPC120075
Intermediate Similarity	0.7007	NPC26394
Intermediate Similarity	0.7007	NPC164386
Intermediate Similarity	0.7006	NPC206372
Intermediate Similarity	0.7006	NPC203424
Intermediate Similarity	0.7	NPC290451
Intermediate Similarity	0.7	NPC127389
Intermediate Similarity	0.7	NPC22014
Remote Similarity	0.6993	NPC322366
Remote Similarity	0.6987	NPC274026
Remote Similarity	0.698	NPC54743
Remote Similarity	0.698	NPC29799
Remote Similarity	0.698	NPC177160
Remote Similarity	0.698	NPC263367
Remote Similarity	0.698	NPC10737
Remote Similarity	0.698	NPC477939
Remote Similarity	0.698	NPC209985
Remote Similarity	0.698	NPC156502
Remote Similarity	0.6978	NPC232295
Remote Similarity	0.6978	NPC474131
Remote Similarity	0.6977	NPC12870
Remote Similarity	0.6977	NPC24327
Remote Similarity	0.6972	NPC95733
Remote Similarity	0.6972	NPC62101
Remote Similarity	0.697	NPC146530
Remote Similarity	0.6963	NPC301735
Remote Similarity	0.6962	NPC233926
Remote Similarity	0.6962	NPC51543
Remote Similarity	0.6959	NPC478085
Remote Similarity	0.6959	NPC49603
Remote Similarity	0.6959	NPC16485
Remote Similarity	0.6959	NPC193026
Remote Similarity	0.6959	NPC187616
Remote Similarity	0.6957	NPC18402
Remote Similarity	0.6957	NPC158900
Remote Similarity	0.6957	NPC474040
Remote Similarity	0.6954	NPC195814
Remote Similarity	0.695	NPC71090
Remote Similarity	0.6948	NPC245974
Remote Similarity	0.6946	NPC329969
Remote Similarity	0.6944	NPC473993
Remote Similarity	0.6944	NPC98745
Remote Similarity	0.6943	NPC277669
Remote Similarity	0.6943	NPC76213
Remote Similarity	0.694	NPC55300
Remote Similarity	0.6937	NPC129603
Remote Similarity	0.6937	NPC315707
Remote Similarity	0.6937	NPC40389
Remote Similarity	0.6937	NPC65490
Remote Similarity	0.6937	NPC148014
Remote Similarity	0.6937	NPC78359
Remote Similarity	0.6929	NPC96423
Remote Similarity	0.6928	NPC247298
Remote Similarity	0.6923	NPC150254
Remote Similarity	0.6923	NPC304761
Remote Similarity	0.6923	NPC29477
Remote Similarity	0.6923	NPC470510
Remote Similarity	0.6923	NPC207824
Remote Similarity	0.6923	NPC226778
Remote Similarity	0.6923	NPC60538
Remote Similarity	0.6923	NPC147000
Remote Similarity	0.6918	NPC87363
Remote Similarity	0.6912	NPC161696
Remote Similarity	0.6906	NPC51341
Remote Similarity	0.6906	NPC311595
Remote Similarity	0.6906	NPC32152
Remote Similarity	0.6906	NPC24474
Remote Similarity	0.6901	NPC317769
Remote Similarity	0.6901	NPC31344
Remote Similarity	0.6901	NPC217277
Remote Similarity	0.6901	NPC211218
Remote Similarity	0.6901	NPC307020
Remote Similarity	0.6899	NPC327226
Remote Similarity	0.6899	NPC133011
Remote Similarity	0.6899	NPC82285
Remote Similarity	0.6897	NPC471321
Remote Similarity	0.6897	NPC87224
Remote Similarity	0.6897	NPC246974
Remote Similarity	0.6897	NPC147247
Remote Similarity	0.6897	NPC471306
Remote Similarity	0.6897	NPC470084
Remote Similarity	0.6897	NPC222572
Remote Similarity	0.6894	NPC59028
Remote Similarity	0.6894	NPC92191
Remote Similarity	0.6889	NPC280760
Remote Similarity	0.6887	NPC475836
Remote Similarity	0.6883	NPC313414
Remote Similarity	0.6883	NPC130926
Remote Similarity	0.6879	NPC47672
Remote Similarity	0.6879	NPC226712
Remote Similarity	0.6875	NPC471576
Remote Similarity	0.6875	NPC206882
Remote Similarity	0.6875	NPC236347
Remote Similarity	0.6875	NPC323775
Remote Similarity	0.6871	NPC471953
Remote Similarity	0.6871	NPC118419
Remote Similarity	0.6871	NPC470392
Remote Similarity	0.6871	NPC103799
Remote Similarity	0.6871	NPC162801
Remote Similarity	0.687	NPC8302
Remote Similarity	0.687	NPC473855
Remote Similarity	0.6867	NPC253429
Remote Similarity	0.6867	NPC126101
Remote Similarity	0.6867	NPC193528
Remote Similarity	0.6867	NPC475628
Remote Similarity	0.6867	NPC327735
Remote Similarity	0.6866	NPC137685
Remote Similarity	0.6863	NPC470937
Remote Similarity	0.6855	NPC318429
Remote Similarity	0.6853	NPC114901
Remote Similarity	0.6853	NPC293701
Remote Similarity	0.6853	NPC48990
Remote Similarity	0.6853	NPC94276
Remote Similarity	0.6853	NPC109822
Remote Similarity	0.6853	NPC256015
Remote Similarity	0.6853	NPC294156
Remote Similarity	0.6849	NPC97326
Remote Similarity	0.6849	NPC262641
Remote Similarity	0.6849	NPC475875
Remote Similarity	0.6846	NPC124085

Drug Structure

NPD3162 OpenBabel08211702562D 30 30 0 0 1 0 0 0 0 0999 V2000 1.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3814 -5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8814 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0506 -4.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8596 -5.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5622 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5622 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5622 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0622 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.4282 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 14 1 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 15 12 1 1 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 22 26 1 0 0 0 0 22 29 1 0 0 0 0 23 26 1 0 0 0 0 23 30 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	291.22
ALogP	-0.3993
MLogP	3.11
XLogP	4.792
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	41.49
RO5 Violation	0