Drug Information

Drug ID:  NPD5100
Drug Name:  Losmapimod
Molecular Formula:  C22H26FN3O2
Canonical SMILES:  Fc1cc(cc(c1C)c1ccc(cn1)C(=NCC(C)(C)C)O)C(=NC1CC1)O
Standard InCHI:  InChI=1S/C22H26FN3O2/c1-13-17(9-15(10-18(13)23)21(28)26-16-6-7-16)19-8-5-14(11-24-19)20(27)25-12-22(2,3)4/h5,8-11,16H,6-7,12H2,1-4H3,(H,25,27)(H,26,28)
Standard InCHIKey:  KKYABQBFGDZVNQ-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5100

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 0.8012 NPC98187
Intermediate Similarity 0.7976 NPC129721
Intermediate Similarity 0.7943 NPC203754
Intermediate Similarity 0.7943 NPC150048
Intermediate Similarity 0.7874 NPC158129
Intermediate Similarity 0.7857 NPC95783
Intermediate Similarity 0.7791 NPC473057
Intermediate Similarity 0.7791 NPC194640
Intermediate Similarity 0.7778 NPC131718
Intermediate Similarity 0.7746 NPC471178
Intermediate Similarity 0.7727 NPC313791
Intermediate Similarity 0.7701 NPC474561
Intermediate Similarity 0.7701 NPC49954
Intermediate Similarity 0.7688 NPC97367
Intermediate Similarity 0.7643 NPC212125
Intermediate Similarity 0.764 NPC134586
Intermediate Similarity 0.763 NPC282231
Intermediate Similarity 0.763 NPC124542
Intermediate Similarity 0.763 NPC59779
Intermediate Similarity 0.763 NPC471177
Intermediate Similarity 0.76 NPC160105
Intermediate Similarity 0.7598 NPC211997
Intermediate Similarity 0.7586 NPC102423
Intermediate Similarity 0.7584 NPC139763
Intermediate Similarity 0.7572 NPC279918
Intermediate Similarity 0.7562 NPC256893
Intermediate Similarity 0.7557 NPC63751
Intermediate Similarity 0.754 NPC329541
Intermediate Similarity 0.7528 NPC471294
Intermediate Similarity 0.7528 NPC314603
Intermediate Similarity 0.7527 NPC48938
Intermediate Similarity 0.7527 NPC19679
Intermediate Similarity 0.75 NPC326575
Intermediate Similarity 0.7485 NPC471323
Intermediate Similarity 0.7485 NPC469760
Intermediate Similarity 0.7485 NPC469763
Intermediate Similarity 0.7485 NPC73952
Intermediate Similarity 0.7485 NPC469765
Intermediate Similarity 0.7485 NPC469786
Intermediate Similarity 0.7485 NPC25008
Intermediate Similarity 0.7485 NPC259644
Intermediate Similarity 0.7459 NPC46580
Intermediate Similarity 0.7459 NPC248462
Intermediate Similarity 0.7458 NPC201700
Intermediate Similarity 0.7446 NPC62510
Intermediate Similarity 0.7446 NPC314002
Intermediate Similarity 0.7442 NPC75540
Intermediate Similarity 0.7442 NPC207726
Intermediate Similarity 0.7442 NPC212376
Intermediate Similarity 0.7442 NPC211572
Intermediate Similarity 0.7442 NPC80597
Intermediate Similarity 0.7442 NPC70922
Intermediate Similarity 0.743 NPC259545
Intermediate Similarity 0.7429 NPC16667
Intermediate Similarity 0.7421 NPC471313
Intermediate Similarity 0.7421 NPC471311
Intermediate Similarity 0.7421 NPC224928
Intermediate Similarity 0.7421 NPC306397
Intermediate Similarity 0.7416 NPC314940
Intermediate Similarity 0.7416 NPC280548
Intermediate Similarity 0.7416 NPC473764
Intermediate Similarity 0.7414 NPC230869
Intermediate Similarity 0.7409 NPC328318
Intermediate Similarity 0.7409 NPC328596
Intermediate Similarity 0.7405 NPC171171
Intermediate Similarity 0.7403 NPC151939
Intermediate Similarity 0.7401 NPC54988
Intermediate Similarity 0.7401 NPC108469
Intermediate Similarity 0.7399 NPC285469
Intermediate Similarity 0.7394 NPC99666
Intermediate Similarity 0.7391 NPC204717
Intermediate Similarity 0.7391 NPC207851
Intermediate Similarity 0.7386 NPC311276
Intermediate Similarity 0.7378 NPC29702
Intermediate Similarity 0.7368 NPC105818
Intermediate Similarity 0.7368 NPC24678
Intermediate Similarity 0.7365 NPC60553
Intermediate Similarity 0.7363 NPC176199
Intermediate Similarity 0.7363 NPC215795
Intermediate Similarity 0.7363 NPC472443
Intermediate Similarity 0.7363 NPC232340
Intermediate Similarity 0.7356 NPC469762
Intermediate Similarity 0.7346 NPC324611
Intermediate Similarity 0.7337 NPC220765
Intermediate Similarity 0.7333 NPC314102
Intermediate Similarity 0.7333 NPC34508
Intermediate Similarity 0.7333 NPC251722
Intermediate Similarity 0.7333 NPC475070
Intermediate Similarity 0.733 NPC315214
Intermediate Similarity 0.733 NPC47298
Intermediate Similarity 0.733 NPC229332
Intermediate Similarity 0.7318 NPC194411
Intermediate Similarity 0.7316 NPC133366
Intermediate Similarity 0.7314 NPC67056
Intermediate Similarity 0.7312 NPC165370
Intermediate Similarity 0.7308 NPC248454
Intermediate Similarity 0.7308 NPC59269
Intermediate Similarity 0.7302 NPC195268
Intermediate Similarity 0.7302 NPC133140
Intermediate Similarity 0.7299 NPC141353
Intermediate Similarity 0.7299 NPC469785
Intermediate Similarity 0.7297 NPC284559
Intermediate Similarity 0.7296 NPC317373
Intermediate Similarity 0.7289 NPC169433
Intermediate Similarity 0.7288 NPC32028
Intermediate Similarity 0.7288 NPC159319
Intermediate Similarity 0.7288 NPC476118
Intermediate Similarity 0.7273 NPC25899
Intermediate Similarity 0.7273 NPC317030
Intermediate Similarity 0.7273 NPC204565
Intermediate Similarity 0.7268 NPC133261
Intermediate Similarity 0.7268 NPC213468
Intermediate Similarity 0.7263 NPC474177
Intermediate Similarity 0.7253 NPC472122
Intermediate Similarity 0.7253 NPC24594
Intermediate Similarity 0.725 NPC112206
Intermediate Similarity 0.725 NPC202605
Intermediate Similarity 0.7245 NPC327592
Intermediate Similarity 0.7243 NPC472444
Intermediate Similarity 0.7243 NPC133306
Intermediate Similarity 0.7235 NPC314372
Intermediate Similarity 0.7235 NPC159856
Intermediate Similarity 0.7234 NPC65215
Intermediate Similarity 0.7234 NPC173028
Intermediate Similarity 0.7232 NPC177404
Intermediate Similarity 0.7231 NPC57398
Intermediate Similarity 0.7228 NPC300688
Intermediate Similarity 0.7222 NPC477111
Intermediate Similarity 0.7219 NPC474707
Intermediate Similarity 0.7216 NPC84508
Intermediate Similarity 0.7213 NPC64436
Intermediate Similarity 0.7213 NPC68354
Intermediate Similarity 0.7209 NPC187951
Intermediate Similarity 0.7207 NPC41717
Intermediate Similarity 0.7204 NPC284678
Intermediate Similarity 0.7204 NPC165495
Intermediate Similarity 0.7202 NPC212213
Intermediate Similarity 0.72 NPC208284
Intermediate Similarity 0.72 NPC51054
Intermediate Similarity 0.7198 NPC275305
Intermediate Similarity 0.7198 NPC37423
Intermediate Similarity 0.7196 NPC3715
Intermediate Similarity 0.7194 NPC53144
Intermediate Similarity 0.7191 NPC472587
Intermediate Similarity 0.7189 NPC233936
Intermediate Similarity 0.7182 NPC252590
Intermediate Similarity 0.7175 NPC81229
Intermediate Similarity 0.7175 NPC255229
Intermediate Similarity 0.7174 NPC270009
Intermediate Similarity 0.717 NPC46358
Intermediate Similarity 0.7169 NPC328029
Intermediate Similarity 0.7167 NPC317430
Intermediate Similarity 0.7166 NPC15102
Intermediate Similarity 0.7165 NPC4071
Intermediate Similarity 0.7165 NPC32200
Intermediate Similarity 0.7165 NPC476167
Intermediate Similarity 0.7165 NPC476582
Intermediate Similarity 0.7165 NPC476578
Intermediate Similarity 0.7158 NPC473763
Intermediate Similarity 0.7158 NPC267885
Intermediate Similarity 0.7158 NPC117244
Intermediate Similarity 0.7157 NPC476581
Intermediate Similarity 0.7157 NPC329708
Intermediate Similarity 0.7157 NPC118832
Intermediate Similarity 0.7157 NPC165349
Intermediate Similarity 0.7157 NPC16452
Intermediate Similarity 0.7157 NPC264166
Intermediate Similarity 0.7157 NPC274291
Intermediate Similarity 0.7157 NPC47059
Intermediate Similarity 0.7157 NPC36229
Intermediate Similarity 0.7151 NPC470508
Intermediate Similarity 0.7151 NPC163055
Intermediate Similarity 0.715 NPC5145
Intermediate Similarity 0.715 NPC77555
Intermediate Similarity 0.7143 NPC211813
Intermediate Similarity 0.7143 NPC472123
Intermediate Similarity 0.7143 NPC38736
Intermediate Similarity 0.7143 NPC128751
Intermediate Similarity 0.7135 NPC15840
Intermediate Similarity 0.7135 NPC48192
Intermediate Similarity 0.7135 NPC187827
Intermediate Similarity 0.7135 NPC472105
Intermediate Similarity 0.7127 NPC126481
Intermediate Similarity 0.7126 NPC470233
Intermediate Similarity 0.712 NPC141915
Intermediate Similarity 0.712 NPC114335
Intermediate Similarity 0.712 NPC184964
Intermediate Similarity 0.712 NPC324149
Intermediate Similarity 0.712 NPC96890
Intermediate Similarity 0.712 NPC293472
Intermediate Similarity 0.712 NPC280964
Intermediate Similarity 0.7119 NPC56765
Intermediate Similarity 0.7119 NPC135141
Intermediate Similarity 0.7119 NPC92796
Intermediate Similarity 0.7118 NPC190296
Intermediate Similarity 0.7113 NPC102008
Intermediate Similarity 0.7113 NPC474916
Intermediate Similarity 0.7113 NPC192315
Intermediate Similarity 0.711 NPC37548
Intermediate Similarity 0.7107 NPC200836

Drug Structure

External Identifiers

TTD   DCL000554
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   11552706
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  383.20
ALogP  1.5636
MLogP  3.22
XLogP  4.792
HDA  5
HBD  2
Rotatable Bonds  13
TPSA  78.07
RO5 Violation  0