NPASS drugs

Drug Information

Drug ID:	NPD4679
Drug Name:	tienoxolol
Molecular Formula:	C21H28N2O5S
Canonical SMILES:	CCOC(=O)c1cc(ccc1OCC(CNC(C)(C)C)O)NC(=O)c1cccs1
Standard InCHI:	InChI=1S/C21H28N2O5S/c1-5-27-20(26)16-11-14(23-19(25)18-7-6-10-29-18)8-9-17(16)28-13-15(24)12-22-21(2,3)4/h6-11,15,22,24H,5,12-13H2,1-4H3,(H,23,25)
Standard InCHIKey:	PHMRLCQEIQGCHH-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4679

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	210
0.1-0.2	1556
0.2-0.3	7314
0.3-0.4	5672
0.4-0.5	8691
0.5-0.6	7230
0.6-0.7	215
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7065	NPC471778
Intermediate Similarity	0.705	NPC471652
Remote Similarity	0.6985	NPC199737
Remote Similarity	0.6866	NPC139506
Remote Similarity	0.6866	NPC292143
Remote Similarity	0.6808	NPC474059
Remote Similarity	0.678	NPC471648
Remote Similarity	0.678	NPC112336
Remote Similarity	0.678	NPC474814
Remote Similarity	0.6765	NPC314702
Remote Similarity	0.6723	NPC17160
Remote Similarity	0.6723	NPC313720
Remote Similarity	0.6667	NPC477160
Remote Similarity	0.6652	NPC478075
Remote Similarity	0.6651	NPC108847
Remote Similarity	0.6623	NPC217903
Remote Similarity	0.6609	NPC251071
Remote Similarity	0.6579	NPC116178
Remote Similarity	0.6553	NPC122886
Remote Similarity	0.6538	NPC148124
Remote Similarity	0.653	NPC230313
Remote Similarity	0.653	NPC243626
Remote Similarity	0.6526	NPC314659
Remote Similarity	0.6512	NPC262725
Remote Similarity	0.6507	NPC73280
Remote Similarity	0.6496	NPC99724
Remote Similarity	0.6481	NPC288110
Remote Similarity	0.6479	NPC288305
Remote Similarity	0.6479	NPC197335
Remote Similarity	0.6478	NPC321166
Remote Similarity	0.6477	NPC316574
Remote Similarity	0.6471	NPC314948
Remote Similarity	0.6468	NPC478141
Remote Similarity	0.6447	NPC323798
Remote Similarity	0.6444	NPC41216
Remote Similarity	0.6432	NPC198160
Remote Similarity	0.6429	NPC248903
Remote Similarity	0.6422	NPC45389
Remote Similarity	0.642	NPC477587
Remote Similarity	0.642	NPC477589
Remote Similarity	0.6419	NPC25961
Remote Similarity	0.6418	NPC314223
Remote Similarity	0.6409	NPC471825
Remote Similarity	0.6396	NPC478049
Remote Similarity	0.6388	NPC477161
Remote Similarity	0.6387	NPC26928
Remote Similarity	0.6372	NPC207971
Remote Similarity	0.6367	NPC477586
Remote Similarity	0.6367	NPC477590
Remote Similarity	0.6367	NPC477585
Remote Similarity	0.6367	NPC477588
Remote Similarity	0.6364	NPC470971
Remote Similarity	0.6359	NPC87391
Remote Similarity	0.6356	NPC214368
Remote Similarity	0.6356	NPC316224
Remote Similarity	0.6356	NPC329830
Remote Similarity	0.6351	NPC308895
Remote Similarity	0.6344	NPC268077
Remote Similarity	0.6295	NPC112937
Remote Similarity	0.6293	NPC127996
Remote Similarity	0.6292	NPC473458
Remote Similarity	0.6288	NPC257266
Remote Similarity	0.6284	NPC149571
Remote Similarity	0.628	NPC93653
Remote Similarity	0.6272	NPC14339
Remote Similarity	0.6271	NPC475609
Remote Similarity	0.6271	NPC222046
Remote Similarity	0.6268	NPC469479
Remote Similarity	0.6267	NPC241263
Remote Similarity	0.6261	NPC257728
Remote Similarity	0.6255	NPC126556
Remote Similarity	0.625	NPC472191
Remote Similarity	0.6245	NPC154922
Remote Similarity	0.6244	NPC181526
Remote Similarity	0.624	NPC120239
Remote Similarity	0.6239	NPC128683
Remote Similarity	0.6239	NPC473007
Remote Similarity	0.6234	NPC475133
Remote Similarity	0.6234	NPC153365
Remote Similarity	0.6233	NPC469815
Remote Similarity	0.6233	NPC469816
Remote Similarity	0.6233	NPC474815
Remote Similarity	0.6229	NPC77777
Remote Similarity	0.6222	NPC100863
Remote Similarity	0.6216	NPC473004
Remote Similarity	0.6214	NPC471649
Remote Similarity	0.6206	NPC313587
Remote Similarity	0.6206	NPC316110
Remote Similarity	0.6206	NPC315893
Remote Similarity	0.6205	NPC173295
Remote Similarity	0.6204	NPC283810
Remote Similarity	0.6199	NPC473008
Remote Similarity	0.619	NPC207873
Remote Similarity	0.619	NPC100573
Remote Similarity	0.6185	NPC113455
Remote Similarity	0.6184	NPC288759
Remote Similarity	0.6181	NPC204546
Remote Similarity	0.618	NPC220241
Remote Similarity	0.618	NPC295479
Remote Similarity	0.6179	NPC291173
Remote Similarity	0.6178	NPC316282
Remote Similarity	0.6174	NPC246303
Remote Similarity	0.6172	NPC257763
Remote Similarity	0.6172	NPC475983
Remote Similarity	0.6171	NPC1820
Remote Similarity	0.6164	NPC235194
Remote Similarity	0.6161	NPC182131
Remote Similarity	0.616	NPC182853
Remote Similarity	0.616	NPC87560
Remote Similarity	0.616	NPC195120
Remote Similarity	0.6157	NPC475094
Remote Similarity	0.6154	NPC316405
Remote Similarity	0.6154	NPC119722
Remote Similarity	0.6154	NPC301163
Remote Similarity	0.615	NPC234933
Remote Similarity	0.6147	NPC477159
Remote Similarity	0.6144	NPC234772
Remote Similarity	0.6144	NPC478048
Remote Similarity	0.6138	NPC476220
Remote Similarity	0.6138	NPC160113
Remote Similarity	0.6136	NPC116007
Remote Similarity	0.6133	NPC125924
Remote Similarity	0.6131	NPC43477
Remote Similarity	0.613	NPC313112
Remote Similarity	0.613	NPC301292
Remote Similarity	0.613	NPC87714
Remote Similarity	0.613	NPC475147
Remote Similarity	0.6129	NPC85613
Remote Similarity	0.6129	NPC70092
Remote Similarity	0.6126	NPC283207
Remote Similarity	0.6122	NPC475196
Remote Similarity	0.6121	NPC90185
Remote Similarity	0.612	NPC469722
Remote Similarity	0.6118	NPC314914
Remote Similarity	0.6118	NPC478047
Remote Similarity	0.6118	NPC321226
Remote Similarity	0.6118	NPC328856
Remote Similarity	0.6118	NPC180210
Remote Similarity	0.6118	NPC478046
Remote Similarity	0.6114	NPC15987
Remote Similarity	0.6111	NPC319645
Remote Similarity	0.6109	NPC476069
Remote Similarity	0.6104	NPC304837
Remote Similarity	0.6104	NPC472287
Remote Similarity	0.6104	NPC472286
Remote Similarity	0.6104	NPC476258
Remote Similarity	0.6102	NPC16066
Remote Similarity	0.6102	NPC298449
Remote Similarity	0.6096	NPC476661
Remote Similarity	0.6092	NPC316368
Remote Similarity	0.6092	NPC284236
Remote Similarity	0.6091	NPC315542
Remote Similarity	0.6091	NPC471513
Remote Similarity	0.6091	NPC299806
Remote Similarity	0.6091	NPC477391
Remote Similarity	0.6089	NPC198401
Remote Similarity	0.6087	NPC473460
Remote Similarity	0.6083	NPC118189
Remote Similarity	0.6083	NPC280799
Remote Similarity	0.6079	NPC71124
Remote Similarity	0.6078	NPC222561
Remote Similarity	0.6078	NPC321428
Remote Similarity	0.6074	NPC19175
Remote Similarity	0.6071	NPC114039
Remote Similarity	0.6071	NPC206109
Remote Similarity	0.607	NPC232600
Remote Similarity	0.607	NPC476662
Remote Similarity	0.6068	NPC269367
Remote Similarity	0.6068	NPC269449
Remote Similarity	0.6066	NPC158900
Remote Similarity	0.6062	NPC477258
Remote Similarity	0.6059	NPC268223
Remote Similarity	0.6058	NPC478008
Remote Similarity	0.6056	NPC471651
Remote Similarity	0.6055	NPC5167
Remote Similarity	0.6054	NPC166979
Remote Similarity	0.6053	NPC90358
Remote Similarity	0.6053	NPC107828
Remote Similarity	0.6053	NPC317727
Remote Similarity	0.605	NPC169402
Remote Similarity	0.605	NPC195636
Remote Similarity	0.6045	NPC302235
Remote Similarity	0.6044	NPC315411
Remote Similarity	0.6042	NPC174760
Remote Similarity	0.6042	NPC128115
Remote Similarity	0.6042	NPC136112
Remote Similarity	0.6042	NPC170101
Remote Similarity	0.6042	NPC141739
Remote Similarity	0.6042	NPC118154
Remote Similarity	0.6042	NPC157983
Remote Similarity	0.6041	NPC477397
Remote Similarity	0.6037	NPC315631
Remote Similarity	0.6034	NPC195787
Remote Similarity	0.6034	NPC246140
Remote Similarity	0.6032	NPC188400
Remote Similarity	0.6027	NPC270301
Remote Similarity	0.6027	NPC22476
Remote Similarity	0.6027	NPC475411
Remote Similarity	0.6026	NPC138830
Remote Similarity	0.6019	NPC95412

Drug Structure

NPD4679 OpenBabel08211705262D 32 33 0 0 1 0 0 0 0 0999 V2000 -6.8712 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2731 2.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7731 3.2782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 1.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 2.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 1.4122 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2731 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 2.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 2.9122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -2.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 0.9122 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -1.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -0.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 3.9122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -3.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -0.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 27 1 0 0 0 0 6 7 1 0 0 0 0 6 10 2 0 0 0 0 7 18 2 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 29 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 28 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 28 1 0 0 0 0 18 19 1 0 0 0 0 18 29 1 0 0 0 0 19 23 1 0 0 0 0 19 25 2 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000174
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.17
ALogP	0.189
MLogP	2.89
XLogP	3.811
HDA	6
HBD	3
Rotatable Bonds	17
TPSA	125.13
RO5 Violation	1