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.


  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

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