NPASS drugs

Drug Information

Drug ID:	NPD4514
Drug Name:	Mirabegron
Molecular Formula:	C21H24N4O2S
Canonical SMILES:	O=C(Cc1csc(=N)[nH]1)Nc1ccc(cc1)CCNC[C@@H](c1ccccc1)O
Standard InCHI:	InChI=1S/C21H24N4O2S/c22-21-25-18(14-28-21)12-20(27)24-17-8-6-15(7-9-17)10-11-23-13-19(26)16-4-2-1-3-5-16/h1-9,14,19,23,26H,10-13H2,(H2,22,25)(H,24,27)/t19-/m0/s1
Standard InCHIKey:	PBAPPPCECJKMCM-IBGZPJMESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4514

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	141
0.1-0.2	1047
0.2-0.3	7861
0.3-0.4	11043
0.4-0.5	8026
0.5-0.6	2544
0.6-0.7	227
0.7-0.8	1
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	0.7134	NPC470824
Remote Similarity	0.6708	NPC476687
Remote Similarity	0.6708	NPC476689
Remote Similarity	0.6708	NPC476685
Remote Similarity	0.6707	NPC287358
Remote Similarity	0.6687	NPC226662
Remote Similarity	0.6647	NPC472241
Remote Similarity	0.6645	NPC326232
Remote Similarity	0.6608	NPC300596
Remote Similarity	0.6608	NPC237649
Remote Similarity	0.6587	NPC43477
Remote Similarity	0.6573	NPC113056
Remote Similarity	0.6573	NPC189116
Remote Similarity	0.6573	NPC138293
Remote Similarity	0.6557	NPC475607
Remote Similarity	0.6554	NPC309531
Remote Similarity	0.6554	NPC472102
Remote Similarity	0.6552	NPC471132
Remote Similarity	0.655	NPC254798
Remote Similarity	0.6541	NPC474479
Remote Similarity	0.6529	NPC472242
Remote Similarity	0.6527	NPC242933
Remote Similarity	0.6524	NPC184437
Remote Similarity	0.6522	NPC474081
Remote Similarity	0.6517	NPC476231
Remote Similarity	0.6517	NPC88970
Remote Similarity	0.6503	NPC475594
Remote Similarity	0.6497	NPC471122
Remote Similarity	0.6486	NPC474041
Remote Similarity	0.6486	NPC475761
Remote Similarity	0.6482	NPC225400
Remote Similarity	0.648	NPC292143
Remote Similarity	0.648	NPC139506
Remote Similarity	0.6453	NPC13470
Remote Similarity	0.645	NPC470786
Remote Similarity	0.645	NPC471155
Remote Similarity	0.645	NPC472538
Remote Similarity	0.6444	NPC471130
Remote Similarity	0.644	NPC471195
Remote Similarity	0.644	NPC471196
Remote Similarity	0.6437	NPC314223
Remote Similarity	0.6429	NPC472243
Remote Similarity	0.6424	NPC253476
Remote Similarity	0.6418	NPC270241
Remote Similarity	0.6413	NPC470548
Remote Similarity	0.6413	NPC328611
Remote Similarity	0.6413	NPC248862
Remote Similarity	0.6409	NPC182131
Remote Similarity	0.6398	NPC182057
Remote Similarity	0.6398	NPC131450
Remote Similarity	0.6398	NPC147298
Remote Similarity	0.6374	NPC472103
Remote Similarity	0.6359	NPC472540
Remote Similarity	0.6359	NPC472539
Remote Similarity	0.6359	NPC470787
Remote Similarity	0.6354	NPC471124
Remote Similarity	0.6351	NPC147000
Remote Similarity	0.6351	NPC150254
Remote Similarity	0.6351	NPC226778
Remote Similarity	0.6351	NPC304761
Remote Similarity	0.6344	NPC14849
Remote Similarity	0.6337	NPC470491
Remote Similarity	0.6333	NPC85651
Remote Similarity	0.6331	NPC204156
Remote Similarity	0.6327	NPC472542
Remote Similarity	0.6327	NPC327226
Remote Similarity	0.6327	NPC472541
Remote Similarity	0.6325	NPC474473
Remote Similarity	0.6324	NPC17698
Remote Similarity	0.6323	NPC101139
Remote Similarity	0.6296	NPC250476
Remote Similarity	0.6294	NPC168861
Remote Similarity	0.6294	NPC186284
Remote Similarity	0.6294	NPC22082
Remote Similarity	0.629	NPC129624
Remote Similarity	0.6284	NPC280022
Remote Similarity	0.6282	NPC147957
Remote Similarity	0.6278	NPC68650
Remote Similarity	0.6272	NPC214988
Remote Similarity	0.627	NPC34508
Remote Similarity	0.6263	NPC302235
Remote Similarity	0.625	NPC473815
Remote Similarity	0.6244	NPC316282
Remote Similarity	0.6243	NPC472117
Remote Similarity	0.6243	NPC191863
Remote Similarity	0.6243	NPC289776
Remote Similarity	0.6243	NPC133470
Remote Similarity	0.6223	NPC475094
Remote Similarity	0.6222	NPC114806
Remote Similarity	0.6221	NPC471680
Remote Similarity	0.6219	NPC477179
Remote Similarity	0.6211	NPC328683
Remote Similarity	0.6211	NPC477159
Remote Similarity	0.6211	NPC283130
Remote Similarity	0.6209	NPC476118
Remote Similarity	0.6207	NPC264589
Remote Similarity	0.6207	NPC146370
Remote Similarity	0.6207	NPC324445
Remote Similarity	0.6201	NPC172937
Remote Similarity	0.6201	NPC94167
Remote Similarity	0.6199	NPC468984
Remote Similarity	0.6199	NPC2823
Remote Similarity	0.6196	NPC33507
Remote Similarity	0.6196	NPC315388
Remote Similarity	0.619	NPC475685
Remote Similarity	0.619	NPC153554
Remote Similarity	0.6188	NPC477178
Remote Similarity	0.6188	NPC477180
Remote Similarity	0.6188	NPC477181
Remote Similarity	0.6188	NPC254850
Remote Similarity	0.6185	NPC311330
Remote Similarity	0.6183	NPC475532
Remote Similarity	0.6178	NPC2933
Remote Similarity	0.6171	NPC212799
Remote Similarity	0.6167	NPC24617
Remote Similarity	0.6158	NPC477174
Remote Similarity	0.6158	NPC470490
Remote Similarity	0.6158	NPC477173
Remote Similarity	0.6154	NPC237227
Remote Similarity	0.6154	NPC286871
Remote Similarity	0.6154	NPC176983
Remote Similarity	0.615	NPC165285
Remote Similarity	0.6149	NPC311658
Remote Similarity	0.6146	NPC259626
Remote Similarity	0.6145	NPC314098
Remote Similarity	0.6145	NPC231382
Remote Similarity	0.6142	NPC477638
Remote Similarity	0.6142	NPC477632
Remote Similarity	0.6139	NPC295548
Remote Similarity	0.6138	NPC97526
Remote Similarity	0.6138	NPC119652
Remote Similarity	0.6138	NPC270009
Remote Similarity	0.6131	NPC267237
Remote Similarity	0.6127	NPC470488
Remote Similarity	0.6126	NPC470317
Remote Similarity	0.6126	NPC256288
Remote Similarity	0.6121	NPC469666
Remote Similarity	0.612	NPC313757
Remote Similarity	0.612	NPC328270
Remote Similarity	0.6117	NPC475359
Remote Similarity	0.6117	NPC471743
Remote Similarity	0.6117	NPC191817
Remote Similarity	0.6111	NPC329295
Remote Similarity	0.6111	NPC315257
Remote Similarity	0.6108	NPC470971
Remote Similarity	0.6105	NPC470301
Remote Similarity	0.6102	NPC318086
Remote Similarity	0.6098	NPC322433
Remote Similarity	0.6098	NPC471945
Remote Similarity	0.6098	NPC285192
Remote Similarity	0.6098	NPC471950
Remote Similarity	0.6098	NPC475259
Remote Similarity	0.6095	NPC151706
Remote Similarity	0.6095	NPC476102
Remote Similarity	0.6095	NPC293377
Remote Similarity	0.6095	NPC260045
Remote Similarity	0.6095	NPC76785
Remote Similarity	0.6095	NPC79386
Remote Similarity	0.6095	NPC9687
Remote Similarity	0.6095	NPC79465
Remote Similarity	0.6095	NPC474787
Remote Similarity	0.6095	NPC475598
Remote Similarity	0.6095	NPC118099
Remote Similarity	0.6095	NPC173295
Remote Similarity	0.6095	NPC90194
Remote Similarity	0.6095	NPC471197
Remote Similarity	0.6095	NPC474855
Remote Similarity	0.6095	NPC475318
Remote Similarity	0.6095	NPC273907
Remote Similarity	0.6095	NPC474811
Remote Similarity	0.6095	NPC49577
Remote Similarity	0.6087	NPC273830
Remote Similarity	0.6084	NPC472245
Remote Similarity	0.6082	NPC319645
Remote Similarity	0.6077	NPC469428
Remote Similarity	0.6073	NPC192270
Remote Similarity	0.6068	NPC471951
Remote Similarity	0.6068	NPC471946
Remote Similarity	0.6066	NPC472101
Remote Similarity	0.6066	NPC248601
Remote Similarity	0.6066	NPC472120
Remote Similarity	0.6066	NPC471198
Remote Similarity	0.6059	NPC159589
Remote Similarity	0.6057	NPC477556
Remote Similarity	0.6054	NPC472115
Remote Similarity	0.6054	NPC278887
Remote Similarity	0.6054	NPC472114
Remote Similarity	0.6053	NPC321211
Remote Similarity	0.6051	NPC284706
Remote Similarity	0.6051	NPC18890
Remote Similarity	0.6047	NPC150712
Remote Similarity	0.6047	NPC315051
Remote Similarity	0.6044	NPC469243
Remote Similarity	0.6044	NPC36495
Remote Similarity	0.6044	NPC154478
Remote Similarity	0.604	NPC228400
Remote Similarity	0.604	NPC214200
Remote Similarity	0.604	NPC300183
Remote Similarity	0.6039	NPC65855
Remote Similarity	0.6039	NPC292758

Drug Structure

NPD4514 OpenBabel08211705262D 33 35 0 0 1 0 0 0 0 0999 V2000 11.9750 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1090 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9750 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1090 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -1.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -1.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -2.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 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 0.6810 -2.5886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -2.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 18 2 0 0 0 0 14 28 1 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 13 1 1 0 0 0 19 26 1 0 0 0 0 20 24 1 0 0 0 0 20 27 2 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001695
DrugBank	DB08893
ChEMBL	CHEMBL2095212
IUPHAR/BPS	7445
PharmaGKB
KEGG Drug	D09535
PubChem CID	9865528
ChEBI	65349
CAS Number	223673-61-8

Drug Properties

Molecular Weight	396.16
ALogP	-1.1199
MLogP	3
XLogP	5.129
HDA	6
HBD	5
Rotatable Bonds	11
TPSA	122.54
RO5 Violation	1