NPASS drugs

Drug Information

Drug ID:	NPD5095
Drug Name:	Amibegron Hydrochloride
Molecular Formula:	C22H26ClNO4.ClH
Canonical SMILES:	CCOC(=O)COc1ccc2c(c1)C[C@H](CC2)NC[C@@H](c1cccc(c1)Cl)O.Cl
Standard InCHI:	InChI=1S/C22H26ClNO4.ClH/c1-2-27-22(26)14-28-20-9-7-15-6-8-19(11-17(15)12-20)24-13-21(25)16-4-3-5-18(23)10-16;/h3-5,7,9-10,12,19,21,24-25H,2,6,8,11,13-14H2,1H3;1H/t19-,21-;/m0./s1
Standard InCHIKey:	NQIZCDQCNYCVAS-RQBPZYBGSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5095

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	154
0.1-0.2	992
0.2-0.3	3303
0.3-0.4	9659
0.4-0.5	3810
0.5-0.6	10967
0.6-0.7	1936
0.7-0.8	69
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	0.7607	NPC231163
Intermediate Similarity	0.7607	NPC318591
Intermediate Similarity	0.7576	NPC204546
Intermediate Similarity	0.7472	NPC151030
Intermediate Similarity	0.7472	NPC269383
Intermediate Similarity	0.7427	NPC60538
Intermediate Similarity	0.7427	NPC207824
Intermediate Similarity	0.7341	NPC76213
Intermediate Similarity	0.7341	NPC277669
Intermediate Similarity	0.7293	NPC49315
Intermediate Similarity	0.7283	NPC45112
Intermediate Similarity	0.7283	NPC134413
Intermediate Similarity	0.7283	NPC271958
Intermediate Similarity	0.7283	NPC263507
Intermediate Similarity	0.725	NPC320242
Intermediate Similarity	0.7228	NPC329969
Intermediate Similarity	0.7213	NPC475215
Intermediate Similarity	0.7213	NPC108434
Intermediate Similarity	0.7182	NPC35627
Intermediate Similarity	0.7182	NPC476573
Intermediate Similarity	0.7182	NPC81247
Intermediate Similarity	0.7173	NPC475754
Intermediate Similarity	0.7159	NPC2295
Intermediate Similarity	0.7159	NPC477564
Intermediate Similarity	0.7151	NPC226428
Intermediate Similarity	0.7151	NPC158900
Intermediate Similarity	0.7128	NPC476575
Intermediate Similarity	0.7127	NPC3375
Intermediate Similarity	0.7127	NPC255607
Intermediate Similarity	0.7112	NPC86678
Intermediate Similarity	0.7093	NPC185838
Intermediate Similarity	0.7091	NPC247018
Intermediate Similarity	0.7091	NPC307123
Intermediate Similarity	0.7091	NPC97870
Intermediate Similarity	0.7088	NPC195392
Intermediate Similarity	0.7081	NPC192135
Intermediate Similarity	0.7081	NPC477020
Intermediate Similarity	0.7081	NPC66341
Intermediate Similarity	0.7079	NPC126519
Intermediate Similarity	0.7079	NPC170503
Intermediate Similarity	0.7079	NPC203784
Intermediate Similarity	0.7072	NPC475393
Intermediate Similarity	0.7072	NPC233650
Intermediate Similarity	0.7069	NPC428
Intermediate Similarity	0.7069	NPC246587
Intermediate Similarity	0.7069	NPC476571
Intermediate Similarity	0.7069	NPC135538
Intermediate Similarity	0.7069	NPC24233
Intermediate Similarity	0.7069	NPC147390
Intermediate Similarity	0.7065	NPC477562
Intermediate Similarity	0.7065	NPC69712
Intermediate Similarity	0.7065	NPC227778
Intermediate Similarity	0.7065	NPC26240
Intermediate Similarity	0.7056	NPC475780
Intermediate Similarity	0.7052	NPC132771
Intermediate Similarity	0.7047	NPC117717
Intermediate Similarity	0.7045	NPC8337
Intermediate Similarity	0.7045	NPC85747
Intermediate Similarity	0.7039	NPC79328
Intermediate Similarity	0.7037	NPC141739
Intermediate Similarity	0.7037	NPC136112
Intermediate Similarity	0.7035	NPC294249
Intermediate Similarity	0.7033	NPC134858
Intermediate Similarity	0.7021	NPC220961
Intermediate Similarity	0.7011	NPC321505
Intermediate Similarity	0.7011	NPC179825
Intermediate Similarity	0.7011	NPC191376
Intermediate Similarity	0.7005	NPC474470
Intermediate Similarity	0.7005	NPC241704
Remote Similarity	0.6995	NPC124657
Remote Similarity	0.6983	NPC160931
Remote Similarity	0.6983	NPC37205
Remote Similarity	0.6982	NPC253429
Remote Similarity	0.6978	NPC293871
Remote Similarity	0.6978	NPC124433
Remote Similarity	0.6973	NPC152212
Remote Similarity	0.6965	NPC11708
Remote Similarity	0.6959	NPC328750
Remote Similarity	0.6959	NPC474915
Remote Similarity	0.6959	NPC188163
Remote Similarity	0.6959	NPC66518
Remote Similarity	0.6959	NPC213206
Remote Similarity	0.6957	NPC210140
Remote Similarity	0.6957	NPC252960
Remote Similarity	0.6957	NPC150879
Remote Similarity	0.6947	NPC248642
Remote Similarity	0.6947	NPC275132
Remote Similarity	0.694	NPC284183
Remote Similarity	0.694	NPC4138
Remote Similarity	0.694	NPC209377
Remote Similarity	0.694	NPC121275
Remote Similarity	0.6939	NPC66909
Remote Similarity	0.6932	NPC182119
Remote Similarity	0.6931	NPC126284
Remote Similarity	0.6931	NPC32154
Remote Similarity	0.6931	NPC474507
Remote Similarity	0.6931	NPC267408
Remote Similarity	0.6914	NPC255253
Remote Similarity	0.6914	NPC476151
Remote Similarity	0.6911	NPC156576
Remote Similarity	0.6911	NPC135772
Remote Similarity	0.6906	NPC59028
Remote Similarity	0.6906	NPC92191
Remote Similarity	0.6902	NPC56887
Remote Similarity	0.6902	NPC42549
Remote Similarity	0.6902	NPC250846
Remote Similarity	0.6902	NPC268503
Remote Similarity	0.6902	NPC193853
Remote Similarity	0.6902	NPC304659
Remote Similarity	0.6902	NPC256012
Remote Similarity	0.6902	NPC240841
Remote Similarity	0.6902	NPC317272
Remote Similarity	0.6902	NPC86144
Remote Similarity	0.6902	NPC223077
Remote Similarity	0.6901	NPC314682
Remote Similarity	0.6898	NPC2314
Remote Similarity	0.6897	NPC313414
Remote Similarity	0.6895	NPC312918
Remote Similarity	0.6895	NPC477561
Remote Similarity	0.6895	NPC155442
Remote Similarity	0.6895	NPC476574
Remote Similarity	0.6893	NPC220858
Remote Similarity	0.6893	NPC88249
Remote Similarity	0.6893	NPC274026
Remote Similarity	0.6893	NPC192768
Remote Similarity	0.6893	NPC97221
Remote Similarity	0.6893	NPC151895
Remote Similarity	0.6889	NPC180756
Remote Similarity	0.6889	NPC323443
Remote Similarity	0.6889	NPC29647
Remote Similarity	0.6885	NPC218614
Remote Similarity	0.6872	NPC212699
Remote Similarity	0.6872	NPC207675
Remote Similarity	0.6872	NPC56635
Remote Similarity	0.6868	NPC27410
Remote Similarity	0.6868	NPC4304
Remote Similarity	0.6868	NPC166014
Remote Similarity	0.6862	NPC477558
Remote Similarity	0.686	NPC323204
Remote Similarity	0.686	NPC470925
Remote Similarity	0.6857	NPC245974
Remote Similarity	0.6852	NPC298486
Remote Similarity	0.6848	NPC169743
Remote Similarity	0.6836	NPC477565
Remote Similarity	0.6836	NPC103379
Remote Similarity	0.6835	NPC3921
Remote Similarity	0.6833	NPC127674
Remote Similarity	0.6833	NPC187022
Remote Similarity	0.6833	NPC189266
Remote Similarity	0.6833	NPC80129
Remote Similarity	0.6833	NPC193949
Remote Similarity	0.6833	NPC249797
Remote Similarity	0.6833	NPC39701
Remote Similarity	0.6833	NPC207757
Remote Similarity	0.6833	NPC5238
Remote Similarity	0.6833	NPC295691
Remote Similarity	0.6833	NPC172765
Remote Similarity	0.6833	NPC204828
Remote Similarity	0.6833	NPC469817
Remote Similarity	0.6833	NPC184026
Remote Similarity	0.6833	NPC110416
Remote Similarity	0.6833	NPC278799
Remote Similarity	0.6833	NPC276588
Remote Similarity	0.6833	NPC54379
Remote Similarity	0.6833	NPC2413
Remote Similarity	0.6825	NPC148709
Remote Similarity	0.6825	NPC237044
Remote Similarity	0.6825	NPC476577
Remote Similarity	0.6825	NPC173416
Remote Similarity	0.6811	NPC286790
Remote Similarity	0.6811	NPC188120
Remote Similarity	0.6811	NPC53146
Remote Similarity	0.681	NPC328267
Remote Similarity	0.6806	NPC115906
Remote Similarity	0.6804	NPC237579
Remote Similarity	0.6802	NPC323123
Remote Similarity	0.68	NPC201055
Remote Similarity	0.68	NPC64576
Remote Similarity	0.68	NPC254045
Remote Similarity	0.68	NPC151470
Remote Similarity	0.6798	NPC194699
Remote Similarity	0.6798	NPC219350
Remote Similarity	0.6796	NPC147091
Remote Similarity	0.6796	NPC247639
Remote Similarity	0.6796	NPC25084
Remote Similarity	0.6793	NPC189470
Remote Similarity	0.6793	NPC324144
Remote Similarity	0.6791	NPC109925
Remote Similarity	0.6791	NPC6152
Remote Similarity	0.6791	NPC164608
Remote Similarity	0.6789	NPC474325
Remote Similarity	0.6786	NPC470392
Remote Similarity	0.6784	NPC193528
Remote Similarity	0.6782	NPC128019
Remote Similarity	0.6782	NPC136860
Remote Similarity	0.6782	NPC476567
Remote Similarity	0.678	NPC475959
Remote Similarity	0.6774	NPC12053
Remote Similarity	0.6774	NPC306555
Remote Similarity	0.6774	NPC117188

Drug Structure

NPD5095 OpenBabel08211706322D 31 32 0 0 1 0 0 0 0 0999 V2000 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3564 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9401 -5.1986 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 18 2 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 17 1 0 0 0 0 11 19 1 0 0 0 0 12 17 2 0 0 0 0 12 20 1 0 0 0 0 13 24 1 0 0 0 0 14 22 1 0 0 0 0 14 28 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 1 0 0 0 20 28 1 0 0 0 0 21 13 1 6 0 0 0 21 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 24 30 1 0 0 0 0 25 31 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	403.16
ALogP	-0.4831
MLogP	3.22
XLogP	4.281
HDA	4
HBD	2
Rotatable Bonds	12
TPSA	67.79
RO5 Violation	0