NPASS drugs

Drug Information

Drug ID:	NPD2651
Drug Name:	Levobunolol
Molecular Formula:	C17H25NO3
Canonical SMILES:	O[C@H](COc1cccc2c1CCCC2=O)CNC(C)(C)C
Standard InCHI:	InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1
Standard InCHIKey:	IXHBTMCLRNMKHZ-LBPRGKRZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2651

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	125
0.1-0.2	802
0.2-0.3	2520
0.3-0.4	7547
0.4-0.5	5419
0.5-0.6	5061
0.6-0.7	9172
0.7-0.8	240
0.8-0.85	2
0.85-0.9	2
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	0.869	NPC318591
High Similarity	0.869	NPC231163
Intermediate Similarity	0.8182	NPC136112
Intermediate Similarity	0.8182	NPC141739
Intermediate Similarity	0.7931	NPC320242
Intermediate Similarity	0.7744	NPC158900
Intermediate Similarity	0.7703	NPC470841
Intermediate Similarity	0.7669	NPC476443
Intermediate Similarity	0.7669	NPC133817
Intermediate Similarity	0.7628	NPC473499
Intermediate Similarity	0.7616	NPC97870
Intermediate Similarity	0.7616	NPC247018
Intermediate Similarity	0.7616	NPC307123
Intermediate Similarity	0.7483	NPC217756
Intermediate Similarity	0.7455	NPC474000
Intermediate Similarity	0.7414	NPC121400
Intermediate Similarity	0.7405	NPC908
Intermediate Similarity	0.7405	NPC138438
Intermediate Similarity	0.7405	NPC477537
Intermediate Similarity	0.7381	NPC153631
Intermediate Similarity	0.7351	NPC298884
Intermediate Similarity	0.7349	NPC475770
Intermediate Similarity	0.7349	NPC303950
Intermediate Similarity	0.7342	NPC204546
Intermediate Similarity	0.7342	NPC477408
Intermediate Similarity	0.7315	NPC182646
Intermediate Similarity	0.7312	NPC329493
Intermediate Similarity	0.7305	NPC478161
Intermediate Similarity	0.7305	NPC478159
Intermediate Similarity	0.7301	NPC469539
Intermediate Similarity	0.7301	NPC469540
Intermediate Similarity	0.7296	NPC477535
Intermediate Similarity	0.7273	NPC477412
Intermediate Similarity	0.7267	NPC473090
Intermediate Similarity	0.7267	NPC158871
Intermediate Similarity	0.7267	NPC30216
Intermediate Similarity	0.7261	NPC471316
Intermediate Similarity	0.7244	NPC311339
Intermediate Similarity	0.7241	NPC316062
Intermediate Similarity	0.7228	NPC316412
Intermediate Similarity	0.7228	NPC315351
Intermediate Similarity	0.7226	NPC470160
Intermediate Similarity	0.7219	NPC224657
Intermediate Similarity	0.7219	NPC177742
Intermediate Similarity	0.7208	NPC7569
Intermediate Similarity	0.7204	NPC316164
Intermediate Similarity	0.7197	NPC281513
Intermediate Similarity	0.7197	NPC298900
Intermediate Similarity	0.7197	NPC22222
Intermediate Similarity	0.7195	NPC17101
Intermediate Similarity	0.7195	NPC469425
Intermediate Similarity	0.7195	NPC77903
Intermediate Similarity	0.7193	NPC96031
Intermediate Similarity	0.7193	NPC35345
Intermediate Similarity	0.7181	NPC314329
Intermediate Similarity	0.7179	NPC477536
Intermediate Similarity	0.7178	NPC9370
Intermediate Similarity	0.7178	NPC287495
Intermediate Similarity	0.7171	NPC474737
Intermediate Similarity	0.717	NPC233707
Intermediate Similarity	0.7167	NPC329790
Intermediate Similarity	0.7161	NPC205360
Intermediate Similarity	0.7161	NPC279596
Intermediate Similarity	0.716	NPC3732
Intermediate Similarity	0.716	NPC478223
Intermediate Similarity	0.7152	NPC56332
Intermediate Similarity	0.7152	NPC232996
Intermediate Similarity	0.7151	NPC109403
Intermediate Similarity	0.7151	NPC278329
Intermediate Similarity	0.7151	NPC146837
Intermediate Similarity	0.7151	NPC314738
Intermediate Similarity	0.7151	NPC261012
Intermediate Similarity	0.7143	NPC57552
Intermediate Similarity	0.7143	NPC939
Intermediate Similarity	0.7143	NPC184053
Intermediate Similarity	0.7135	NPC472902
Intermediate Similarity	0.7135	NPC473562
Intermediate Similarity	0.7134	NPC274876
Intermediate Similarity	0.7134	NPC144662
Intermediate Similarity	0.7133	NPC46634
Intermediate Similarity	0.7126	NPC46564
Intermediate Similarity	0.7126	NPC207346
Intermediate Similarity	0.7125	NPC470407
Intermediate Similarity	0.7124	NPC45537
Intermediate Similarity	0.7118	NPC317900
Intermediate Similarity	0.7118	NPC473282
Intermediate Similarity	0.7118	NPC294300
Intermediate Similarity	0.7118	NPC104380
Intermediate Similarity	0.7118	NPC217602
Intermediate Similarity	0.7118	NPC476404
Intermediate Similarity	0.7117	NPC274085
Intermediate Similarity	0.7117	NPC89664
Intermediate Similarity	0.7115	NPC118253
Intermediate Similarity	0.7115	NPC183103
Intermediate Similarity	0.711	NPC284842
Intermediate Similarity	0.7107	NPC477534
Intermediate Similarity	0.7105	NPC473626
Intermediate Similarity	0.7105	NPC470858
Intermediate Similarity	0.7101	NPC300757
Intermediate Similarity	0.7101	NPC180901
Intermediate Similarity	0.7099	NPC229218
Intermediate Similarity	0.7099	NPC141817
Intermediate Similarity	0.7099	NPC169214
Intermediate Similarity	0.7099	NPC176030
Intermediate Similarity	0.7099	NPC80928
Intermediate Similarity	0.7099	NPC192597
Intermediate Similarity	0.7099	NPC242756
Intermediate Similarity	0.7097	NPC278787
Intermediate Similarity	0.7095	NPC54243
Intermediate Similarity	0.7091	NPC294972
Intermediate Similarity	0.7091	NPC478018
Intermediate Similarity	0.7091	NPC478163
Intermediate Similarity	0.7091	NPC472969
Intermediate Similarity	0.7089	NPC204592
Intermediate Similarity	0.7089	NPC88065
Intermediate Similarity	0.7089	NPC95485
Intermediate Similarity	0.7089	NPC89504
Intermediate Similarity	0.7086	NPC472894
Intermediate Similarity	0.7086	NPC328267
Intermediate Similarity	0.7086	NPC227683
Intermediate Similarity	0.7086	NPC141252
Intermediate Similarity	0.7086	NPC303581
Intermediate Similarity	0.7086	NPC11799
Intermediate Similarity	0.7086	NPC67978
Intermediate Similarity	0.7083	NPC44606
Intermediate Similarity	0.7083	NPC321363
Intermediate Similarity	0.7083	NPC131121
Intermediate Similarity	0.7083	NPC474843
Intermediate Similarity	0.7083	NPC253904
Intermediate Similarity	0.7076	NPC183402
Intermediate Similarity	0.7076	NPC469479
Intermediate Similarity	0.7076	NPC193749
Intermediate Similarity	0.7073	NPC97662
Intermediate Similarity	0.7073	NPC30890
Intermediate Similarity	0.7073	NPC469408
Intermediate Similarity	0.7073	NPC478019
Intermediate Similarity	0.707	NPC470406
Intermediate Similarity	0.707	NPC470871
Intermediate Similarity	0.7069	NPC178281
Intermediate Similarity	0.7066	NPC225854
Intermediate Similarity	0.7066	NPC475890
Intermediate Similarity	0.7066	NPC475718
Intermediate Similarity	0.7066	NPC58661
Intermediate Similarity	0.7059	NPC177925
Intermediate Similarity	0.7059	NPC179777
Intermediate Similarity	0.7059	NPC474264
Intermediate Similarity	0.7055	NPC469978
Intermediate Similarity	0.7055	NPC239608
Intermediate Similarity	0.7055	NPC17760
Intermediate Similarity	0.7055	NPC46161
Intermediate Similarity	0.7053	NPC314946
Intermediate Similarity	0.7052	NPC472964
Intermediate Similarity	0.7052	NPC212099
Intermediate Similarity	0.7052	NPC56735
Intermediate Similarity	0.7052	NPC61594
Intermediate Similarity	0.7052	NPC101116
Intermediate Similarity	0.7051	NPC239134
Intermediate Similarity	0.7051	NPC164295
Intermediate Similarity	0.7051	NPC301717
Intermediate Similarity	0.7051	NPC141549
Intermediate Similarity	0.7048	NPC73411
Intermediate Similarity	0.7048	NPC68967
Intermediate Similarity	0.7048	NPC476394
Intermediate Similarity	0.7048	NPC98809
Intermediate Similarity	0.7048	NPC474556
Intermediate Similarity	0.7048	NPC191634
Intermediate Similarity	0.7048	NPC215711
Intermediate Similarity	0.7047	NPC473662
Intermediate Similarity	0.7047	NPC216297
Intermediate Similarity	0.7047	NPC7151
Intermediate Similarity	0.7047	NPC470092
Intermediate Similarity	0.7044	NPC77955
Intermediate Similarity	0.7044	NPC471670
Intermediate Similarity	0.7044	NPC141934
Intermediate Similarity	0.7041	NPC84721
Intermediate Similarity	0.7041	NPC185103
Intermediate Similarity	0.7039	NPC470163
Intermediate Similarity	0.7039	NPC470162
Intermediate Similarity	0.7037	NPC84273
Intermediate Similarity	0.7035	NPC472961
Intermediate Similarity	0.7035	NPC472962
Intermediate Similarity	0.7032	NPC261759
Intermediate Similarity	0.7032	NPC238309
Intermediate Similarity	0.703	NPC39361
Intermediate Similarity	0.703	NPC153644
Intermediate Similarity	0.703	NPC286038
Intermediate Similarity	0.703	NPC470019
Intermediate Similarity	0.703	NPC469758
Intermediate Similarity	0.703	NPC161544
Intermediate Similarity	0.7029	NPC263212
Intermediate Similarity	0.7027	NPC32298
Intermediate Similarity	0.7027	NPC171023
Intermediate Similarity	0.7025	NPC265793
Intermediate Similarity	0.7025	NPC477210
Intermediate Similarity	0.7025	NPC1249
Intermediate Similarity	0.7025	NPC324117
Intermediate Similarity	0.7025	NPC474097
Intermediate Similarity	0.7025	NPC209858
Intermediate Similarity	0.7024	NPC2295
Intermediate Similarity	0.7024	NPC471613

Drug Structure

NPD2651 OpenBabel08211702172D 23 24 0 0 1 0 0 0 0 0999 V2000 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -2.0000 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 2.5981 -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 3.0000 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 2.5000 0.0000 C 0 0 1 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 -2.0000 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 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 10 1 1 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000303
DrugBank	DB01210
ChEMBL	CHEMBL1201237
IUPHAR/BPS	570
PharmaGKB	PA164747027
KEGG Drug
PubChem CID	39468
ChEBI	6438
CAS Number	47141-42-4

Drug Properties

Molecular Weight	291.18
ALogP	-0.483
MLogP	2.89
XLogP	2.121
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	58.56
RO5 Violation	0