Drug Information

Drug ID:  NPD7555
Drug Name:  masilukast
Molecular Formula:  C31H32F3N3O5S
Canonical SMILES:  COc1cc(ccc1Cc1cn(c2c1cc(cc2)C(=NC[C@@H](CC(F)(F)F)C)O)C)C(=NS(=O)(=O)c1ccccc1C)O
Standard InCHI:  InChI=1S/C31H32F3N3O5S/c1-19(16-31(32,33)34)17-35-29(38)22-11-12-26-25(14-22)24(18-37(26)3)13-21-9-10-23(15-27(21)42-4)30(39)36-43(40,41)28-8-6-5-7-20(28)2/h5-12,14-15,18-19H,13,16-17H2,1-4H3,(H,35,38)(H,36,39)/t19-/m1/s1
Standard InCHIKey:  ULMFXAMQUGLVGA-LJQANCHMSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD7555

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 0.785 NPC475774
Intermediate Similarity 0.7763 NPC208284
Intermediate Similarity 0.7566 NPC132642
Intermediate Similarity 0.7557 NPC11464
Intermediate Similarity 0.7556 NPC23614
Intermediate Similarity 0.7556 NPC100079
Intermediate Similarity 0.7545 NPC470931
Intermediate Similarity 0.7534 NPC271215
Intermediate Similarity 0.7534 NPC149471
Intermediate Similarity 0.7512 NPC307963
Intermediate Similarity 0.75 NPC118121
Intermediate Similarity 0.7489 NPC112206
Intermediate Similarity 0.7489 NPC202605
Intermediate Similarity 0.7478 NPC204446
Intermediate Similarity 0.7458 NPC11408
Intermediate Similarity 0.7455 NPC266931
Intermediate Similarity 0.7446 NPC473185
Intermediate Similarity 0.7445 NPC46451
Intermediate Similarity 0.7442 NPC251090
Intermediate Similarity 0.7422 NPC235076
Intermediate Similarity 0.7418 NPC92111
Intermediate Similarity 0.7411 NPC251160
Intermediate Similarity 0.7411 NPC94157
Intermediate Similarity 0.7409 NPC16452
Intermediate Similarity 0.7409 NPC36229
Intermediate Similarity 0.7409 NPC476581
Intermediate Similarity 0.7407 NPC70956
Intermediate Similarity 0.7407 NPC243834
Intermediate Similarity 0.7399 NPC188420
Intermediate Similarity 0.7395 NPC217554
Intermediate Similarity 0.7389 NPC170114
Intermediate Similarity 0.7378 NPC478074
Intermediate Similarity 0.7375 NPC284141
Intermediate Similarity 0.7371 NPC76748
Intermediate Similarity 0.7348 NPC122463
Intermediate Similarity 0.7345 NPC470549
Intermediate Similarity 0.7339 NPC476578
Intermediate Similarity 0.7339 NPC476582
Intermediate Similarity 0.7339 NPC4071
Intermediate Similarity 0.7336 NPC477533
Intermediate Similarity 0.7336 NPC174049
Intermediate Similarity 0.7333 NPC296482
Intermediate Similarity 0.7333 NPC202768
Intermediate Similarity 0.7333 NPC53069
Intermediate Similarity 0.733 NPC285558
Intermediate Similarity 0.733 NPC47059
Intermediate Similarity 0.733 NPC165349
Intermediate Similarity 0.733 NPC274291
Intermediate Similarity 0.733 NPC329708
Intermediate Similarity 0.733 NPC264166
Intermediate Similarity 0.733 NPC118832
Intermediate Similarity 0.7324 NPC296527
Intermediate Similarity 0.7309 NPC82548
Intermediate Similarity 0.7306 NPC11017
Intermediate Similarity 0.7302 NPC195268
Intermediate Similarity 0.7302 NPC133140
Intermediate Similarity 0.7302 NPC114335
Intermediate Similarity 0.7302 NPC141915
Intermediate Similarity 0.7302 NPC280964
Intermediate Similarity 0.7297 NPC472111
Intermediate Similarity 0.7273 NPC31930
Intermediate Similarity 0.7265 NPC193777
Intermediate Similarity 0.7265 NPC313189
Intermediate Similarity 0.726 NPC128823
Intermediate Similarity 0.7244 NPC290689
Intermediate Similarity 0.724 NPC475112
Intermediate Similarity 0.724 NPC291535
Intermediate Similarity 0.724 NPC475085
Intermediate Similarity 0.7229 NPC477532
Intermediate Similarity 0.7229 NPC310118
Intermediate Similarity 0.7227 NPC176538
Intermediate Similarity 0.7227 NPC234197
Intermediate Similarity 0.7227 NPC477019
Intermediate Similarity 0.7227 NPC295228
Intermediate Similarity 0.7222 NPC99666
Intermediate Similarity 0.722 NPC476106
Intermediate Similarity 0.7217 NPC213530
Intermediate Similarity 0.7217 NPC473179
Intermediate Similarity 0.7217 NPC193267
Intermediate Similarity 0.72 NPC174672
Intermediate Similarity 0.7197 NPC473183
Intermediate Similarity 0.7185 NPC473184
Intermediate Similarity 0.7181 NPC96405
Intermediate Similarity 0.7181 NPC473180
Intermediate Similarity 0.7181 NPC171409
Intermediate Similarity 0.7179 NPC202503
Intermediate Similarity 0.7175 NPC475070
Intermediate Similarity 0.7169 NPC224928
Intermediate Similarity 0.7168 NPC470020
Intermediate Similarity 0.7156 NPC131017
Intermediate Similarity 0.715 NPC171171
Intermediate Similarity 0.7149 NPC329793
Intermediate Similarity 0.7149 NPC110151
Intermediate Similarity 0.7143 NPC96584
Intermediate Similarity 0.7143 NPC255800
Intermediate Similarity 0.7136 NPC72211
Intermediate Similarity 0.7131 NPC477531
Intermediate Similarity 0.7131 NPC475253
Intermediate Similarity 0.713 NPC162484
Intermediate Similarity 0.713 NPC223427
Intermediate Similarity 0.7124 NPC174758
Intermediate Similarity 0.7124 NPC469589
Intermediate Similarity 0.7123 NPC13880
Intermediate Similarity 0.7119 NPC252251
Intermediate Similarity 0.7117 NPC267423
Intermediate Similarity 0.7111 NPC135549
Intermediate Similarity 0.7106 NPC214980
Intermediate Similarity 0.7105 NPC316981
Intermediate Similarity 0.7105 NPC48353
Intermediate Similarity 0.7104 NPC287437
Intermediate Similarity 0.7103 NPC314002
Intermediate Similarity 0.7093 NPC167860
Intermediate Similarity 0.7093 NPC123976
Intermediate Similarity 0.709 NPC208522
Intermediate Similarity 0.7089 NPC209174
Intermediate Similarity 0.708 NPC475910
Intermediate Similarity 0.7072 NPC329747
Intermediate Similarity 0.7059 NPC201508
Intermediate Similarity 0.7056 NPC204717
Intermediate Similarity 0.7054 NPC245816
Intermediate Similarity 0.7054 NPC476138
Intermediate Similarity 0.7051 NPC469497
Intermediate Similarity 0.7051 NPC106833
Intermediate Similarity 0.7045 NPC70259
Intermediate Similarity 0.704 NPC232727
Intermediate Similarity 0.7034 NPC227908
Intermediate Similarity 0.7034 NPC470018
Intermediate Similarity 0.7022 NPC164374
Intermediate Similarity 0.7022 NPC137929
Intermediate Similarity 0.7018 NPC5145
Intermediate Similarity 0.7018 NPC471304
Intermediate Similarity 0.7014 NPC77555
Intermediate Similarity 0.7009 NPC176127
Intermediate Similarity 0.7009 NPC211813
Intermediate Similarity 0.7009 NPC220765
Intermediate Similarity 0.7005 NPC242928
Intermediate Similarity 0.7005 NPC246700
Intermediate Similarity 0.7005 NPC128751
Intermediate Similarity 0.7004 NPC74575
Intermediate Similarity 0.7 NPC43787
Intermediate Similarity 0.7 NPC205934
Remote Similarity 0.6996 NPC121772
Remote Similarity 0.6991 NPC475841
Remote Similarity 0.6991 NPC470164
Remote Similarity 0.6991 NPC474145
Remote Similarity 0.6991 NPC323345
Remote Similarity 0.6979 NPC280272
Remote Similarity 0.6974 NPC209769
Remote Similarity 0.6971 NPC24802
Remote Similarity 0.6968 NPC194967
Remote Similarity 0.6962 NPC132631
Remote Similarity 0.6962 NPC103687
Remote Similarity 0.6958 NPC49547
Remote Similarity 0.6955 NPC473178
Remote Similarity 0.6953 NPC473822
Remote Similarity 0.6949 NPC322482
Remote Similarity 0.6948 NPC88363
Remote Similarity 0.6944 NPC94943
Remote Similarity 0.6943 NPC199667
Remote Similarity 0.694 NPC274982
Remote Similarity 0.694 NPC470799
Remote Similarity 0.694 NPC8022
Remote Similarity 0.6937 NPC267928
Remote Similarity 0.6937 NPC156704
Remote Similarity 0.693 NPC477111
Remote Similarity 0.693 NPC476465
Remote Similarity 0.6929 NPC470889
Remote Similarity 0.691 NPC476041
Remote Similarity 0.691 NPC304926
Remote Similarity 0.6907 NPC210434
Remote Similarity 0.6904 NPC476997
Remote Similarity 0.6903 NPC200836
Remote Similarity 0.69 NPC201697
Remote Similarity 0.69 NPC473181
Remote Similarity 0.6898 NPC190007
Remote Similarity 0.6898 NPC210296
Remote Similarity 0.6889 NPC476044
Remote Similarity 0.6887 NPC312872
Remote Similarity 0.6883 NPC472098
Remote Similarity 0.6883 NPC26679
Remote Similarity 0.6881 NPC46580
Remote Similarity 0.6878 NPC106937
Remote Similarity 0.6875 NPC476998
Remote Similarity 0.6875 NPC24019
Remote Similarity 0.6875 NPC476996
Remote Similarity 0.6872 NPC470930
Remote Similarity 0.6872 NPC470017
Remote Similarity 0.6867 NPC477110
Remote Similarity 0.6861 NPC153042
Remote Similarity 0.686 NPC22481
Remote Similarity 0.686 NPC473182
Remote Similarity 0.6858 NPC295898
Remote Similarity 0.6856 NPC287208
Remote Similarity 0.6854 NPC56618
Remote Similarity 0.6852 NPC212535
Remote Similarity 0.6845 NPC26850
Remote Similarity 0.6844 NPC470022
Remote Similarity 0.6844 NPC315957
Remote Similarity 0.6842 NPC471178
Remote Similarity 0.6842 NPC304183

Drug Structure

External Identifiers

TTD   DIB003390
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  615.20
ALogP  0.6582
MLogP  3.55
XLogP  7.619
HDA  7
HBD  2
Rotatable Bonds  20
TPSA  121.86
RO5 Violation  2