NPASS drugs

Drug Information

Drug ID:	NPD1745
Drug Name:	Arotinolol
Molecular Formula:	C15H21N3O2S3
Canonical SMILES:	OC(CSc1scc(n1)c1ccc(s1)C(=O)N)CNC(C)(C)C
Standard InCHI:	InChI=1S/C15H21N3O2S3/c1-15(2,3)17-6-9(19)7-21-14-18-10(8-22-14)11-4-5-12(23-11)13(16)20/h4-5,8-9,17,19H,6-7H2,1-3H3,(H2,16,20)
Standard InCHIKey:	BHIAIPWSVYSKJS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD1745

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	177
0.1-0.2	5985
0.2-0.3	16590
0.3-0.4	4677
0.4-0.5	1987
0.5-0.6	1342
0.6-0.7	132
0.7-0.8	0
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
Remote Similarity	0.6847	NPC138562
Remote Similarity	0.6766	NPC273714
Remote Similarity	0.6726	NPC151779
Remote Similarity	0.67	NPC294693
Remote Similarity	0.6684	NPC164228
Remote Similarity	0.6616	NPC188104
Remote Similarity	0.6568	NPC69277
Remote Similarity	0.655	NPC287895
Remote Similarity	0.6522	NPC161108
Remote Similarity	0.6465	NPC79386
Remote Similarity	0.6465	NPC49051
Remote Similarity	0.6444	NPC320863
Remote Similarity	0.6406	NPC476103
Remote Similarity	0.6384	NPC64661
Remote Similarity	0.6384	NPC14448
Remote Similarity	0.6384	NPC200397
Remote Similarity	0.6384	NPC292434
Remote Similarity	0.6384	NPC98156
Remote Similarity	0.6384	NPC138596
Remote Similarity	0.6384	NPC167200
Remote Similarity	0.6384	NPC195704
Remote Similarity	0.6345	NPC249662
Remote Similarity	0.6324	NPC148592
Remote Similarity	0.6318	NPC238242
Remote Similarity	0.6298	NPC114033
Remote Similarity	0.6298	NPC129412
Remote Similarity	0.6298	NPC101130
Remote Similarity	0.6298	NPC58268
Remote Similarity	0.6286	NPC313966
Remote Similarity	0.6286	NPC314254
Remote Similarity	0.6281	NPC470205
Remote Similarity	0.6275	NPC165538
Remote Similarity	0.6257	NPC472288
Remote Similarity	0.6256	NPC80528
Remote Similarity	0.6244	NPC475534
Remote Similarity	0.6244	NPC161242
Remote Similarity	0.6244	NPC476080
Remote Similarity	0.6243	NPC244087
Remote Similarity	0.6243	NPC59839
Remote Similarity	0.6243	NPC12831
Remote Similarity	0.6243	NPC48171
Remote Similarity	0.6243	NPC97230
Remote Similarity	0.6243	NPC205604
Remote Similarity	0.6243	NPC74928
Remote Similarity	0.6243	NPC3698
Remote Similarity	0.6243	NPC169308
Remote Similarity	0.6243	NPC286529
Remote Similarity	0.6243	NPC209281
Remote Similarity	0.6243	NPC77582
Remote Similarity	0.6243	NPC302717
Remote Similarity	0.6243	NPC129753
Remote Similarity	0.6237	NPC471943
Remote Similarity	0.6232	NPC272483
Remote Similarity	0.6225	NPC476460
Remote Similarity	0.6223	NPC474236
Remote Similarity	0.6223	NPC209362
Remote Similarity	0.6219	NPC96016
Remote Similarity	0.6213	NPC478030
Remote Similarity	0.6203	NPC216713
Remote Similarity	0.62	NPC163055
Remote Similarity	0.6198	NPC306160
Remote Similarity	0.6181	NPC314281
Remote Similarity	0.6181	NPC91179
Remote Similarity	0.6181	NPC40530
Remote Similarity	0.6176	NPC122427
Remote Similarity	0.6176	NPC324091
Remote Similarity	0.6169	NPC477003
Remote Similarity	0.6166	NPC42372
Remote Similarity	0.6165	NPC267343
Remote Similarity	0.6162	NPC284775
Remote Similarity	0.6158	NPC213914
Remote Similarity	0.6145	NPC291517
Remote Similarity	0.6142	NPC293216
Remote Similarity	0.6139	NPC133003
Remote Similarity	0.6134	NPC114637
Remote Similarity	0.6132	NPC143325
Remote Similarity	0.6131	NPC475330
Remote Similarity	0.6131	NPC11126
Remote Similarity	0.6119	NPC161143
Remote Similarity	0.6119	NPC270834
Remote Similarity	0.6117	NPC470823
Remote Similarity	0.6117	NPC14101
Remote Similarity	0.6116	NPC19170
Remote Similarity	0.6111	NPC151635
Remote Similarity	0.6103	NPC24990
Remote Similarity	0.61	NPC229160
Remote Similarity	0.61	NPC263485
Remote Similarity	0.61	NPC174652
Remote Similarity	0.61	NPC25316
Remote Similarity	0.6098	NPC329961
Remote Similarity	0.6098	NPC154339
Remote Similarity	0.6094	NPC473706
Remote Similarity	0.6082	NPC473886
Remote Similarity	0.608	NPC248454
Remote Similarity	0.6078	NPC474259
Remote Similarity	0.6078	NPC477415
Remote Similarity	0.6078	NPC23476
Remote Similarity	0.6073	NPC76982
Remote Similarity	0.6062	NPC214106
Remote Similarity	0.6062	NPC242116
Remote Similarity	0.6058	NPC106235
Remote Similarity	0.6058	NPC239660
Remote Similarity	0.6056	NPC23215
Remote Similarity	0.6049	NPC103119
Remote Similarity	0.6049	NPC209917
Remote Similarity	0.6049	NPC255909
Remote Similarity	0.6043	NPC471957
Remote Similarity	0.6041	NPC6982
Remote Similarity	0.6038	NPC98864
Remote Similarity	0.6038	NPC9635
Remote Similarity	0.6038	NPC300183
Remote Similarity	0.6035	NPC297862
Remote Similarity	0.6032	NPC472260
Remote Similarity	0.6031	NPC476418
Remote Similarity	0.6031	NPC315061
Remote Similarity	0.6029	NPC79356
Remote Similarity	0.6029	NPC102592
Remote Similarity	0.6028	NPC88115
Remote Similarity	0.6027	NPC478141
Remote Similarity	0.6022	NPC260041
Remote Similarity	0.6018	NPC472285
Remote Similarity	0.6016	NPC315411
Remote Similarity	0.6011	NPC13432
Remote Similarity	0.601	NPC228835
Remote Similarity	0.601	NPC161861
Remote Similarity	0.601	NPC304203
Remote Similarity	0.6	NPC63279
Remote Similarity	0.6	NPC115232
Remote Similarity	0.6	NPC233380
Remote Similarity	0.6	NPC17059
Remote Similarity	0.6	NPC476817
Remote Similarity	0.6	NPC200214
Remote Similarity	0.599	NPC27296
Remote Similarity	0.599	NPC470677
Remote Similarity	0.599	NPC315252
Remote Similarity	0.5981	NPC317701
Remote Similarity	0.598	NPC469529
Remote Similarity	0.5974	NPC297642
Remote Similarity	0.5971	NPC473666
Remote Similarity	0.5962	NPC476413
Remote Similarity	0.5957	NPC475196
Remote Similarity	0.5953	NPC473239
Remote Similarity	0.5951	NPC135601
Remote Similarity	0.5951	NPC141612
Remote Similarity	0.5951	NPC17273
Remote Similarity	0.5947	NPC153467
Remote Similarity	0.5946	NPC88121
Remote Similarity	0.5945	NPC143075
Remote Similarity	0.5943	NPC474767
Remote Similarity	0.5941	NPC88110
Remote Similarity	0.5935	NPC106757
Remote Similarity	0.5933	NPC476414
Remote Similarity	0.5928	NPC477979
Remote Similarity	0.5924	NPC227582
Remote Similarity	0.5917	NPC162860
Remote Similarity	0.5914	NPC470822
Remote Similarity	0.5913	NPC210123
Remote Similarity	0.5911	NPC191415
Remote Similarity	0.5909	NPC75726
Remote Similarity	0.5909	NPC110602
Remote Similarity	0.5909	NPC31385
Remote Similarity	0.5907	NPC165599
Remote Similarity	0.5907	NPC98715
Remote Similarity	0.5901	NPC470731
Remote Similarity	0.5901	NPC470732
Remote Similarity	0.59	NPC37268
Remote Similarity	0.5896	NPC248782
Remote Similarity	0.5892	NPC238499
Remote Similarity	0.5891	NPC248041
Remote Similarity	0.5891	NPC219336
Remote Similarity	0.5891	NPC126709
Remote Similarity	0.5888	NPC475920
Remote Similarity	0.5888	NPC475506
Remote Similarity	0.5887	NPC477516
Remote Similarity	0.5886	NPC475568
Remote Similarity	0.5885	NPC67551
Remote Similarity	0.5885	NPC470507
Remote Similarity	0.5882	NPC102755
Remote Similarity	0.5882	NPC159125
Remote Similarity	0.5882	NPC117027
Remote Similarity	0.5876	NPC475604
Remote Similarity	0.5871	NPC267885
Remote Similarity	0.5867	NPC271797
Remote Similarity	0.5867	NPC311276
Remote Similarity	0.5867	NPC21174
Remote Similarity	0.5867	NPC40779
Remote Similarity	0.5866	NPC71236
Remote Similarity	0.5864	NPC70406
Remote Similarity	0.5862	NPC469896
Remote Similarity	0.586	NPC469716
Remote Similarity	0.586	NPC155143
Remote Similarity	0.5857	NPC477414
Remote Similarity	0.5857	NPC221726
Remote Similarity	0.5857	NPC225622
Remote Similarity	0.5857	NPC326422
Remote Similarity	0.5856	NPC20021
Remote Similarity	0.5854	NPC21429
Remote Similarity	0.5851	NPC470440
Remote Similarity	0.5851	NPC314372
Remote Similarity	0.5851	NPC467188

Drug Structure

NPD1745 OpenBabel08211701082D 27 28 0 0 1 0 0 0 0 0999 V2000 -3.7558 2.7918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6547 4.7210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3978 4.0518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9941 -0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9886 -0.8478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7995 3.2076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4394 1.5134 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 -2.1085 2.2565 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5873 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1965 0.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1100 0.5371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4468 3.7428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2146 1.5316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4686 3.9507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0866 2.0486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9191 -0.0507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 S 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 3.3305 0.6303 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4055 2.1194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1281 1.9383 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1596 4.9018 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3957 1.0976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 15 1 0 0 0 0 4 5 1 0 0 0 0 4 11 2 0 0 0 0 5 12 2 0 0 0 0 6 9 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 21 1 0 0 0 0 8 10 2 0 0 0 0 8 22 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 20 2 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 16 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 19 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09204
ChEMBL	CHEMBL93298
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07465
PubChem CID
ChEBI	135569
CAS Number	68377-92-4

Drug Properties

Molecular Weight	371.08
ALogP	1.2627
MLogP	2.23
XLogP	1.833
HDA	5
HBD	3
Rotatable Bonds	13
TPSA	170.02
RO5 Violation	0