NPASS drugs

Drug Information

Drug ID:	NPD5939
Drug Name:	Indacaterol
Molecular Formula:	C24H28N2O3
Canonical SMILES:	CCc1cc2CC(Cc2cc1CC)NC[C@@H](c1ccc(c2c1ccc(n2)O)O)O
Standard InCHI:	InChI=1S/C24H28N2O3/c1-3-14-9-16-11-18(12-17(16)10-15(14)4-2)25-13-22(28)19-5-7-21(27)24-20(19)6-8-23(29)26-24/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29)/t22-/m0/s1
Standard InCHIKey:	QZZUEBNBZAPZLX-QFIPXVFZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5939

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	351
0.1-0.2	1660
0.2-0.3	8641
0.3-0.4	6584
0.4-0.5	9763
0.5-0.6	2424
0.6-0.7	1214
0.7-0.8	249
0.8-0.85	4
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	0.8168	NPC478032
Intermediate Similarity	0.8134	NPC314552
Intermediate Similarity	0.8086	NPC477110
Intermediate Similarity	0.801	NPC477111
Intermediate Similarity	0.797	NPC128751
Intermediate Similarity	0.7929	NPC469497
Intermediate Similarity	0.7929	NPC106833
Intermediate Similarity	0.7913	NPC477113
Intermediate Similarity	0.7877	NPC293151
Intermediate Similarity	0.7789	NPC246700
Intermediate Similarity	0.7783	NPC153042
Intermediate Similarity	0.7778	NPC470500
Intermediate Similarity	0.7762	NPC5145
Intermediate Similarity	0.7756	NPC249040
Intermediate Similarity	0.7707	NPC128823
Intermediate Similarity	0.7707	NPC476167
Intermediate Similarity	0.7688	NPC314573
Intermediate Similarity	0.7685	NPC132642
Intermediate Similarity	0.7678	NPC199667
Intermediate Similarity	0.7673	NPC99666
Intermediate Similarity	0.7671	NPC200888
Intermediate Similarity	0.7667	NPC18348
Intermediate Similarity	0.7662	NPC3715
Intermediate Similarity	0.7659	NPC192315
Intermediate Similarity	0.763	NPC473181
Intermediate Similarity	0.7629	NPC259545
Intermediate Similarity	0.7617	NPC126481
Intermediate Similarity	0.7613	NPC474701
Intermediate Similarity	0.7606	NPC473180
Intermediate Similarity	0.758	NPC51388
Intermediate Similarity	0.7577	NPC252590
Intermediate Similarity	0.7571	NPC304183
Intermediate Similarity	0.7563	NPC88363
Intermediate Similarity	0.7563	NPC232340
Intermediate Similarity	0.7561	NPC205403
Intermediate Similarity	0.7557	NPC473185
Intermediate Similarity	0.7538	NPC19679
Intermediate Similarity	0.7536	NPC193777
Intermediate Similarity	0.7526	NPC314940
Intermediate Similarity	0.7526	NPC473764
Intermediate Similarity	0.7524	NPC164374
Intermediate Similarity	0.7524	NPC137929
Intermediate Similarity	0.7512	NPC469594
Intermediate Similarity	0.7511	NPC202503
Intermediate Similarity	0.75	NPC159319
Intermediate Similarity	0.7488	NPC471080
Intermediate Similarity	0.7488	NPC469592
Intermediate Similarity	0.7477	NPC208284
Intermediate Similarity	0.7477	NPC473179
Intermediate Similarity	0.7476	NPC223427
Intermediate Similarity	0.7474	NPC44161
Intermediate Similarity	0.7463	NPC94943
Intermediate Similarity	0.7463	NPC329541
Intermediate Similarity	0.7455	NPC280272
Intermediate Similarity	0.7453	NPC283117
Intermediate Similarity	0.7448	NPC47298
Intermediate Similarity	0.7448	NPC315214
Intermediate Similarity	0.7442	NPC294620
Intermediate Similarity	0.7442	NPC94157
Intermediate Similarity	0.7441	NPC475070
Intermediate Similarity	0.7438	NPC242928
Intermediate Similarity	0.7419	NPC470799
Intermediate Similarity	0.7419	NPC8022
Intermediate Similarity	0.7413	NPC190007
Intermediate Similarity	0.7409	NPC32028
Intermediate Similarity	0.7407	NPC478074
Intermediate Similarity	0.7403	NPC208522
Intermediate Similarity	0.7402	NPC95783
Intermediate Similarity	0.7399	NPC470126
Intermediate Similarity	0.7395	NPC294375
Intermediate Similarity	0.7393	NPC476098
Intermediate Similarity	0.7389	NPC473182
Intermediate Similarity	0.7387	NPC72980
Intermediate Similarity	0.7383	NPC209769
Intermediate Similarity	0.7383	NPC476116
Intermediate Similarity	0.7376	NPC42591
Intermediate Similarity	0.7376	NPC314002
Intermediate Similarity	0.7368	NPC32200
Intermediate Similarity	0.7366	NPC253580
Intermediate Similarity	0.7363	NPC212535
Intermediate Similarity	0.7361	NPC48353
Intermediate Similarity	0.736	NPC471294
Intermediate Similarity	0.7358	NPC329708
Intermediate Similarity	0.7358	NPC165349
Intermediate Similarity	0.7358	NPC264166
Intermediate Similarity	0.7358	NPC274291
Intermediate Similarity	0.7358	NPC47059
Intermediate Similarity	0.7358	NPC118832
Intermediate Similarity	0.734	NPC171171
Intermediate Similarity	0.7336	NPC475910
Intermediate Similarity	0.733	NPC141915
Intermediate Similarity	0.733	NPC114335
Intermediate Similarity	0.733	NPC324149
Intermediate Similarity	0.733	NPC280964
Intermediate Similarity	0.7327	NPC204717
Intermediate Similarity	0.7315	NPC9894
Intermediate Similarity	0.7313	NPC474798
Intermediate Similarity	0.7308	NPC472193
Intermediate Similarity	0.7304	NPC46580
Intermediate Similarity	0.7302	NPC469589
Intermediate Similarity	0.7301	NPC476451
Intermediate Similarity	0.7293	NPC473183
Intermediate Similarity	0.7291	NPC476319
Intermediate Similarity	0.7285	NPC174049
Intermediate Similarity	0.7285	NPC225279
Intermediate Similarity	0.7281	NPC26679
Intermediate Similarity	0.7277	NPC220765
Intermediate Similarity	0.7273	NPC470395
Intermediate Similarity	0.7273	NPC34508
Intermediate Similarity	0.7273	NPC77555
Intermediate Similarity	0.7273	NPC70956
Intermediate Similarity	0.7273	NPC243834
Intermediate Similarity	0.7269	NPC49547
Intermediate Similarity	0.7265	NPC167908
Intermediate Similarity	0.7264	NPC470678
Intermediate Similarity	0.7263	NPC153769
Intermediate Similarity	0.726	NPC183407
Intermediate Similarity	0.726	NPC469928
Intermediate Similarity	0.7243	NPC472111
Intermediate Similarity	0.7243	NPC474145
Intermediate Similarity	0.7243	NPC475841
Intermediate Similarity	0.723	NPC477135
Intermediate Similarity	0.723	NPC475774
Intermediate Similarity	0.7228	NPC314394
Intermediate Similarity	0.7225	NPC477112
Intermediate Similarity	0.7225	NPC474688
Intermediate Similarity	0.7222	NPC158129
Intermediate Similarity	0.722	NPC470501
Intermediate Similarity	0.7215	NPC118228
Intermediate Similarity	0.7214	NPC472443
Intermediate Similarity	0.7212	NPC45850
Intermediate Similarity	0.7212	NPC274640
Intermediate Similarity	0.7205	NPC473184
Intermediate Similarity	0.72	NPC103687
Intermediate Similarity	0.72	NPC132631
Intermediate Similarity	0.7198	NPC475844
Intermediate Similarity	0.7195	NPC204446
Intermediate Similarity	0.7195	NPC173080
Intermediate Similarity	0.7193	NPC469554
Intermediate Similarity	0.7191	NPC471891
Intermediate Similarity	0.719	NPC474188
Intermediate Similarity	0.7186	NPC474409
Intermediate Similarity	0.7186	NPC11408
Intermediate Similarity	0.7183	NPC66815
Intermediate Similarity	0.7182	NPC330009
Intermediate Similarity	0.7179	NPC284141
Intermediate Similarity	0.7178	NPC198339
Intermediate Similarity	0.7176	NPC61637
Intermediate Similarity	0.7175	NPC470502
Intermediate Similarity	0.717	NPC329747
Intermediate Similarity	0.717	NPC329793
Intermediate Similarity	0.7169	NPC266931
Intermediate Similarity	0.7169	NPC162530
Intermediate Similarity	0.7166	NPC470404
Intermediate Similarity	0.7166	NPC470394
Intermediate Similarity	0.7166	NPC470403
Intermediate Similarity	0.7163	NPC476106
Intermediate Similarity	0.7162	NPC148409
Intermediate Similarity	0.7156	NPC179287
Intermediate Similarity	0.7156	NPC313884
Intermediate Similarity	0.7156	NPC98371
Intermediate Similarity	0.7155	NPC477861
Intermediate Similarity	0.7155	NPC41501
Intermediate Similarity	0.715	NPC476138
Intermediate Similarity	0.715	NPC245816
Intermediate Similarity	0.7143	NPC162748
Intermediate Similarity	0.7143	NPC302191
Intermediate Similarity	0.7143	NPC161292
Intermediate Similarity	0.7143	NPC251090
Intermediate Similarity	0.7143	NPC118511
Intermediate Similarity	0.7143	NPC144452
Intermediate Similarity	0.7143	NPC185782
Intermediate Similarity	0.7129	NPC270009
Intermediate Similarity	0.7124	NPC217554
Intermediate Similarity	0.7124	NPC470018
Intermediate Similarity	0.7116	NPC470930
Intermediate Similarity	0.7114	NPC203754
Intermediate Similarity	0.7114	NPC150048
Intermediate Similarity	0.7112	NPC60553
Intermediate Similarity	0.7111	NPC470503
Intermediate Similarity	0.7108	NPC472444
Intermediate Similarity	0.7104	NPC74969
Intermediate Similarity	0.7103	NPC475085
Intermediate Similarity	0.7103	NPC291535
Intermediate Similarity	0.7103	NPC475112
Intermediate Similarity	0.71	NPC313791
Intermediate Similarity	0.7095	NPC276517
Intermediate Similarity	0.7093	NPC74575
Intermediate Similarity	0.7085	NPC193267
Intermediate Similarity	0.7085	NPC213530
Intermediate Similarity	0.7079	NPC293472
Intermediate Similarity	0.7079	NPC184964
Intermediate Similarity	0.7075	NPC306376
Intermediate Similarity	0.7074	NPC475253
Intermediate Similarity	0.7073	NPC62069
Intermediate Similarity	0.7072	NPC304926
Intermediate Similarity	0.7072	NPC476041
Intermediate Similarity	0.7067	NPC118121
Intermediate Similarity	0.7067	NPC122463
Intermediate Similarity	0.7065	NPC189812

Drug Structure

NPD5939 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 -8.4128 -0.4345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9128 0.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4128 -0.4345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4128 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 0.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 0.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4128 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 1 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 7 2 0 0 0 0 5 19 1 0 0 0 0 6 8 2 0 0 0 0 6 20 1 0 0 0 0 7 21 1 0 0 0 0 8 23 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 15 1 0 0 0 0 16 17 2 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 24 2 0 0 0 0 21 27 1 0 0 0 0 22 13 1 6 0 0 0 22 28 1 0 0 0 0 23 26 2 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000846; DNCL002037; DCL000942
DrugBank	DB05039
ChEMBL	CHEMBL1095777
IUPHAR/BPS	7455
PharmaGKB	PA165958348
KEGG Drug	D09318
PubChem CID	6918554; 11564052
ChEBI	68575
CAS Number	312753-06-3

Drug Properties

Molecular Weight	392.21
ALogP	-1.1519
MLogP	3.55
XLogP	5.157
HDA	3
HBD	4
Rotatable Bonds	11
TPSA	85.61
RO5 Violation	1