NPASS drugs

Drug Information

Drug ID:	NPD2675
Drug Name:	Metipranolol Hydrochloride
Molecular Formula:	C17H27NO4.ClH
Canonical SMILES:	OC(COc1cc(C)c(c(c1C)C)OC(=O)C)CNC(C)C.Cl
Standard InCHI:	InChI=1S/C17H27NO4.ClH/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4;/h7,10,15,18,20H,8-9H2,1-6H3;1H
Standard InCHIKey:	BLWNYSZZZWQCKO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2675

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	106
0.1-0.2	749
0.2-0.3	2493
0.3-0.4	8471
0.4-0.5	5369
0.5-0.6	8538
0.6-0.7	5072
0.7-0.8	86
0.8-0.85	4
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	0.8611	NPC231163
High Similarity	0.8611	NPC318591
Intermediate Similarity	0.8357	NPC141739
Intermediate Similarity	0.8357	NPC136112
Intermediate Similarity	0.8099	NPC320242
Intermediate Similarity	0.8067	NPC204546
Intermediate Similarity	0.777	NPC97870
Intermediate Similarity	0.777	NPC307123
Intermediate Similarity	0.777	NPC247018
Intermediate Similarity	0.7584	NPC11089
Intermediate Similarity	0.7517	NPC473464
Intermediate Similarity	0.7517	NPC476332
Intermediate Similarity	0.7467	NPC249425
Intermediate Similarity	0.7466	NPC474130
Intermediate Similarity	0.745	NPC81261
Intermediate Similarity	0.7397	NPC46586
Intermediate Similarity	0.7397	NPC204535
Intermediate Similarity	0.7379	NPC322569
Intermediate Similarity	0.7365	NPC170749
Intermediate Similarity	0.7361	NPC98748
Intermediate Similarity	0.7315	NPC329272
Intermediate Similarity	0.7279	NPC302211
Intermediate Similarity	0.7267	NPC473993
Intermediate Similarity	0.7267	NPC469386
Intermediate Similarity	0.726	NPC45663
Intermediate Similarity	0.7246	NPC158900
Intermediate Similarity	0.7237	NPC325003
Intermediate Similarity	0.7234	NPC280760
Intermediate Similarity	0.7222	NPC238075
Intermediate Similarity	0.7219	NPC176590
Intermediate Similarity	0.7211	NPC48623
Intermediate Similarity	0.7211	NPC168707
Intermediate Similarity	0.7192	NPC232295
Intermediate Similarity	0.7181	NPC474237
Intermediate Similarity	0.7179	NPC115861
Intermediate Similarity	0.7176	NPC195392
Intermediate Similarity	0.7172	NPC206205
Intermediate Similarity	0.717	NPC469564
Intermediate Similarity	0.7169	NPC29647
Intermediate Similarity	0.7143	NPC212559
Intermediate Similarity	0.7134	NPC105493
Intermediate Similarity	0.7133	NPC470726
Intermediate Similarity	0.7133	NPC279118
Intermediate Similarity	0.7124	NPC470727
Intermediate Similarity	0.7123	NPC32152
Intermediate Similarity	0.7117	NPC303013
Intermediate Similarity	0.7117	NPC159697
Intermediate Similarity	0.7117	NPC130959
Intermediate Similarity	0.7117	NPC474940
Intermediate Similarity	0.7117	NPC474795
Intermediate Similarity	0.7115	NPC252095
Intermediate Similarity	0.7114	NPC248786
Intermediate Similarity	0.7108	NPC469699
Intermediate Similarity	0.7101	NPC469479
Intermediate Similarity	0.7086	NPC128321
Intermediate Similarity	0.7086	NPC470724
Intermediate Similarity	0.7083	NPC283169
Intermediate Similarity	0.7075	NPC474131
Intermediate Similarity	0.7072	NPC475754
Intermediate Similarity	0.707	NPC475628
Intermediate Similarity	0.707	NPC38099
Intermediate Similarity	0.707	NPC26954
Intermediate Similarity	0.7067	NPC61685
Intermediate Similarity	0.7066	NPC37205
Intermediate Similarity	0.7066	NPC160931
Intermediate Similarity	0.7059	NPC271832
Intermediate Similarity	0.7059	NPC59654
Intermediate Similarity	0.7055	NPC139047
Intermediate Similarity	0.7055	NPC329980
Intermediate Similarity	0.7051	NPC27394
Intermediate Similarity	0.7051	NPC211164
Intermediate Similarity	0.7048	NPC2295
Intermediate Similarity	0.7048	NPC477564
Intermediate Similarity	0.7039	NPC156298
Intermediate Similarity	0.7032	NPC329427
Intermediate Similarity	0.7032	NPC317601
Intermediate Similarity	0.7029	NPC329969
Intermediate Similarity	0.7027	NPC129176
Intermediate Similarity	0.7027	NPC473875
Intermediate Similarity	0.7025	NPC155963
Intermediate Similarity	0.7024	NPC79328
Intermediate Similarity	0.702	NPC320847
Intermediate Similarity	0.7019	NPC329493
Intermediate Similarity	0.7013	NPC475880
Intermediate Similarity	0.7013	NPC196193
Intermediate Similarity	0.7006	NPC472525
Intermediate Similarity	0.7006	NPC161856
Intermediate Similarity	0.7006	NPC51087
Intermediate Similarity	0.7006	NPC476018
Intermediate Similarity	0.7006	NPC475029
Intermediate Similarity	0.7006	NPC281169
Intermediate Similarity	0.7006	NPC291119
Remote Similarity	0.6994	NPC471608
Remote Similarity	0.6981	NPC151946
Remote Similarity	0.6968	NPC258073
Remote Similarity	0.6968	NPC474246
Remote Similarity	0.6968	NPC474143
Remote Similarity	0.6968	NPC147317
Remote Similarity	0.6962	NPC327735
Remote Similarity	0.6962	NPC265515
Remote Similarity	0.6959	NPC14177
Remote Similarity	0.6959	NPC124433
Remote Similarity	0.6959	NPC293871
Remote Similarity	0.6959	NPC328485
Remote Similarity	0.6957	NPC131971
Remote Similarity	0.6954	NPC190086
Remote Similarity	0.6954	NPC276962
Remote Similarity	0.6954	NPC147896
Remote Similarity	0.6948	NPC97326
Remote Similarity	0.6943	NPC16485
Remote Similarity	0.6943	NPC204353
Remote Similarity	0.6943	NPC213173
Remote Similarity	0.6943	NPC180716
Remote Similarity	0.6943	NPC50896
Remote Similarity	0.6943	NPC224475
Remote Similarity	0.6943	NPC62366
Remote Similarity	0.6943	NPC326600
Remote Similarity	0.6939	NPC283616
Remote Similarity	0.6937	NPC312881
Remote Similarity	0.6933	NPC163898
Remote Similarity	0.6933	NPC292256
Remote Similarity	0.6933	NPC327070
Remote Similarity	0.6933	NPC325301
Remote Similarity	0.6933	NPC221318
Remote Similarity	0.6933	NPC188997
Remote Similarity	0.6933	NPC152946
Remote Similarity	0.6929	NPC30416
Remote Similarity	0.6928	NPC95034
Remote Similarity	0.6928	NPC142087
Remote Similarity	0.6928	NPC474670
Remote Similarity	0.6923	NPC289624
Remote Similarity	0.6923	NPC27578
Remote Similarity	0.6923	NPC18842
Remote Similarity	0.6919	NPC469505
Remote Similarity	0.6919	NPC209377
Remote Similarity	0.6918	NPC290470
Remote Similarity	0.6918	NPC476171
Remote Similarity	0.6918	NPC69539
Remote Similarity	0.6918	NPC232246
Remote Similarity	0.6918	NPC153818
Remote Similarity	0.6918	NPC154256
Remote Similarity	0.6914	NPC258083
Remote Similarity	0.6913	NPC475529
Remote Similarity	0.6913	NPC267064
Remote Similarity	0.6913	NPC96423
Remote Similarity	0.691	NPC32154
Remote Similarity	0.6909	NPC474834
Remote Similarity	0.6909	NPC474856
Remote Similarity	0.6909	NPC290902
Remote Similarity	0.6909	NPC291326
Remote Similarity	0.6909	NPC117788
Remote Similarity	0.6908	NPC477213
Remote Similarity	0.6899	NPC475011
Remote Similarity	0.6897	NPC87563
Remote Similarity	0.6894	NPC152771
Remote Similarity	0.6894	NPC279851
Remote Similarity	0.6894	NPC195357
Remote Similarity	0.6894	NPC472520
Remote Similarity	0.6894	NPC287286
Remote Similarity	0.6894	NPC300611
Remote Similarity	0.6893	NPC241704
Remote Similarity	0.6892	NPC160235
Remote Similarity	0.6892	NPC471449
Remote Similarity	0.689	NPC475896
Remote Similarity	0.689	NPC205361
Remote Similarity	0.689	NPC475872
Remote Similarity	0.6887	NPC328267
Remote Similarity	0.6887	NPC261992
Remote Similarity	0.6886	NPC114124
Remote Similarity	0.6882	NPC7393
Remote Similarity	0.6882	NPC316412
Remote Similarity	0.6882	NPC315351
Remote Similarity	0.6879	NPC35627
Remote Similarity	0.6879	NPC223077
Remote Similarity	0.6879	NPC193853
Remote Similarity	0.6879	NPC474810
Remote Similarity	0.6879	NPC476573
Remote Similarity	0.6879	NPC31849
Remote Similarity	0.6879	NPC81247
Remote Similarity	0.6879	NPC56887
Remote Similarity	0.6875	NPC211110
Remote Similarity	0.6875	NPC192135
Remote Similarity	0.6875	NPC279573
Remote Similarity	0.6875	NPC477020
Remote Similarity	0.6875	NPC265335
Remote Similarity	0.6875	NPC98372
Remote Similarity	0.6875	NPC66341
Remote Similarity	0.6871	NPC164183
Remote Similarity	0.6871	NPC36732
Remote Similarity	0.6871	NPC238176
Remote Similarity	0.6871	NPC187993
Remote Similarity	0.6867	NPC475940
Remote Similarity	0.6867	NPC220006
Remote Similarity	0.6867	NPC181452
Remote Similarity	0.6867	NPC211992
Remote Similarity	0.6867	NPC474893
Remote Similarity	0.6864	NPC170503
Remote Similarity	0.6864	NPC203784
Remote Similarity	0.6864	NPC126519
Remote Similarity	0.6863	NPC474632

Drug Structure

NPD2675 OpenBabel08211702172D 25 24 0 0 1 0 0 0 0 0999 V2000 9.1603 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8301 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0436 -2.7155 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 16 2 0 0 0 0 8 15 1 0 0 0 0 8 18 1 0 0 0 0 9 15 1 0 0 0 0 9 21 1 0 0 0 0 10 18 1 0 0 0 0 11 17 2 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 19 2 0 0 0 0 14 22 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 20 25 1 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	309.19
ALogP	0.835
MLogP	2.78
XLogP	2.29
HDA	3
HBD	2
Rotatable Bonds	15
TPSA	67.79
RO5 Violation	0