Drug Information

Drug ID:  NPD4332
Drug Name:  Linifanib
Molecular Formula:  C21H18FN5O
Canonical SMILES:  Cc1ccc(c(c1)N=C(Nc1ccc(cc1)c1cccc2c1c(N)n[nH]2)O)F
Standard InCHI:  InChI=1S/C21H18FN5O/c1-12-5-10-16(22)18(11-12)25-21(28)24-14-8-6-13(7-9-14)15-3-2-4-17-19(15)20(23)27-26-17/h2-11H,1H3,(H3,23,26,27)(H2,24,25,28)
Standard InCHIKey:  MPVGZUGXCQEXTM-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4332

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 0.7041 NPC312092
Remote Similarity 0.691 NPC184476
Remote Similarity 0.6886 NPC473930
Remote Similarity 0.6857 NPC477134
Remote Similarity 0.6826 NPC475450
Remote Similarity 0.6826 NPC179365
Remote Similarity 0.678 NPC33421
Remote Similarity 0.6738 NPC471579
Remote Similarity 0.6727 NPC250361
Remote Similarity 0.6723 NPC124005
Remote Similarity 0.6707 NPC473587
Remote Similarity 0.6705 NPC284635
Remote Similarity 0.6703 NPC215584
Remote Similarity 0.6703 NPC44773
Remote Similarity 0.6686 NPC242556
Remote Similarity 0.6667 NPC194411
Remote Similarity 0.6667 NPC475428
Remote Similarity 0.6647 NPC473762
Remote Similarity 0.6578 NPC280548
Remote Similarity 0.6575 NPC38736
Remote Similarity 0.6568 NPC22079
Remote Similarity 0.6561 NPC37423
Remote Similarity 0.6561 NPC275305
Remote Similarity 0.6557 NPC318065
Remote Similarity 0.6557 NPC206819
Remote Similarity 0.6557 NPC56765
Remote Similarity 0.6557 NPC41257
Remote Similarity 0.6554 NPC204141
Remote Similarity 0.6541 NPC472587
Remote Similarity 0.6536 NPC37548
Remote Similarity 0.6517 NPC129042
Remote Similarity 0.6514 NPC59084
Remote Similarity 0.6503 NPC286427
Remote Similarity 0.6503 NPC316910
Remote Similarity 0.6492 NPC68354
Remote Similarity 0.6485 NPC41174
Remote Similarity 0.648 NPC21605
Remote Similarity 0.6477 NPC63157
Remote Similarity 0.6477 NPC473868
Remote Similarity 0.6467 NPC135141
Remote Similarity 0.6467 NPC92796
Remote Similarity 0.6461 NPC314372
Remote Similarity 0.6458 NPC176199
Remote Similarity 0.6458 NPC215795
Remote Similarity 0.6441 NPC190296
Remote Similarity 0.6437 NPC125746
Remote Similarity 0.6432 NPC473320
Remote Similarity 0.642 NPC115611
Remote Similarity 0.642 NPC2949
Remote Similarity 0.6416 NPC198988
Remote Similarity 0.6409 NPC53947
Remote Similarity 0.6409 NPC105818
Remote Similarity 0.6409 NPC24678
Remote Similarity 0.6398 NPC16667
Remote Similarity 0.6398 NPC317031
Remote Similarity 0.6393 NPC470507
Remote Similarity 0.6393 NPC471458
Remote Similarity 0.6383 NPC49217
Remote Similarity 0.6379 NPC325252
Remote Similarity 0.6374 NPC470233
Remote Similarity 0.6364 NPC271734
Remote Similarity 0.6364 NPC162799
Remote Similarity 0.6364 NPC90723
Remote Similarity 0.6364 NPC88097
Remote Similarity 0.6359 NPC285469
Remote Similarity 0.6359 NPC19679
Remote Similarity 0.6354 NPC187951
Remote Similarity 0.6349 NPC154293
Remote Similarity 0.6344 NPC229173
Remote Similarity 0.634 NPC88110
Remote Similarity 0.6339 NPC469763
Remote Similarity 0.6339 NPC73952
Remote Similarity 0.6339 NPC469765
Remote Similarity 0.6339 NPC25008
Remote Similarity 0.6339 NPC259644
Remote Similarity 0.6339 NPC469786
Remote Similarity 0.6339 NPC469760
Remote Similarity 0.6333 NPC143872
Remote Similarity 0.6333 NPC288838
Remote Similarity 0.6328 NPC469768
Remote Similarity 0.6328 NPC469761
Remote Similarity 0.6328 NPC469779
Remote Similarity 0.6328 NPC469784
Remote Similarity 0.6328 NPC469780
Remote Similarity 0.6328 NPC469767
Remote Similarity 0.6328 NPC469783
Remote Similarity 0.6324 NPC299594
Remote Similarity 0.6324 NPC216643
Remote Similarity 0.631 NPC470203
Remote Similarity 0.631 NPC122718
Remote Similarity 0.6304 NPC70922
Remote Similarity 0.6304 NPC212376
Remote Similarity 0.6304 NPC80597
Remote Similarity 0.6304 NPC211572
Remote Similarity 0.6304 NPC75540
Remote Similarity 0.6302 NPC189812
Remote Similarity 0.6302 NPC329688
Remote Similarity 0.6298 NPC114209
Remote Similarity 0.6298 NPC471957
Remote Similarity 0.6294 NPC476319
Remote Similarity 0.6292 NPC469766
Remote Similarity 0.629 NPC474880
Remote Similarity 0.629 NPC300238
Remote Similarity 0.629 NPC475990
Remote Similarity 0.629 NPC221786
Remote Similarity 0.6286 NPC218268
Remote Similarity 0.6278 NPC470440
Remote Similarity 0.6278 NPC159856
Remote Similarity 0.6277 NPC317105
Remote Similarity 0.6271 NPC73767
Remote Similarity 0.6271 NPC110126
Remote Similarity 0.627 NPC51054
Remote Similarity 0.6263 NPC63751
Remote Similarity 0.6257 NPC470204
Remote Similarity 0.625 NPC84911
Remote Similarity 0.625 NPC105127
Remote Similarity 0.625 NPC325903
Remote Similarity 0.625 NPC97525
Remote Similarity 0.6244 NPC21429
Remote Similarity 0.6237 NPC59269
Remote Similarity 0.6216 NPC476219
Remote Similarity 0.6207 NPC85066
Remote Similarity 0.6207 NPC195314
Remote Similarity 0.6207 NPC181502
Remote Similarity 0.6203 NPC67056
Remote Similarity 0.6203 NPC6436
Remote Similarity 0.62 NPC246700
Remote Similarity 0.6198 NPC6982
Remote Similarity 0.6193 NPC261195
Remote Similarity 0.6193 NPC29886
Remote Similarity 0.6193 NPC96102
Remote Similarity 0.6183 NPC469785
Remote Similarity 0.6178 NPC201700
Remote Similarity 0.617 NPC122141
Remote Similarity 0.6169 NPC95783
Remote Similarity 0.6166 NPC34508
Remote Similarity 0.6162 NPC200743
Remote Similarity 0.6158 NPC314102
Remote Similarity 0.6158 NPC251722
Remote Similarity 0.615 NPC477887
Remote Similarity 0.615 NPC76982
Remote Similarity 0.615 NPC469762
Remote Similarity 0.6146 NPC474897
Remote Similarity 0.6145 NPC162689
Remote Similarity 0.6145 NPC54102
Remote Similarity 0.6131 NPC473189
Remote Similarity 0.6131 NPC15102
Remote Similarity 0.6129 NPC207726
Remote Similarity 0.6129 NPC476297
Remote Similarity 0.6126 NPC474561
Remote Similarity 0.6126 NPC160105
Remote Similarity 0.6126 NPC49954
Remote Similarity 0.6124 NPC169433
Remote Similarity 0.612 NPC179787
Remote Similarity 0.612 NPC201380
Remote Similarity 0.6108 NPC216713
Remote Similarity 0.6105 NPC247987
Remote Similarity 0.6105 NPC8104
Remote Similarity 0.6105 NPC476118
Remote Similarity 0.6105 NPC271797
Remote Similarity 0.6105 NPC21174
Remote Similarity 0.6105 NPC311276
Remote Similarity 0.6103 NPC288785
Remote Similarity 0.6101 NPC434
Remote Similarity 0.6101 NPC79618
Remote Similarity 0.6098 NPC472193
Remote Similarity 0.6096 NPC141353
Remote Similarity 0.6094 NPC317430
Remote Similarity 0.6091 NPC198339
Remote Similarity 0.6091 NPC16659
Remote Similarity 0.6091 NPC300688
Remote Similarity 0.6089 NPC104483
Remote Similarity 0.6087 NPC2272
Remote Similarity 0.6087 NPC321911
Remote Similarity 0.6084 NPC81561
Remote Similarity 0.6082 NPC472123
Remote Similarity 0.608 NPC472294
Remote Similarity 0.6077 NPC477890
Remote Similarity 0.6075 NPC200214
Remote Similarity 0.6074 NPC314141
Remote Similarity 0.6073 NPC470508
Remote Similarity 0.6071 NPC151939
Remote Similarity 0.6071 NPC215519
Remote Similarity 0.6068 NPC229332
Remote Similarity 0.6066 NPC63545
Remote Similarity 0.6061 NPC302191
Remote Similarity 0.6056 NPC279081
Remote Similarity 0.6054 NPC148592
Remote Similarity 0.6053 NPC282231
Remote Similarity 0.6053 NPC225018
Remote Similarity 0.6042 NPC109447
Remote Similarity 0.6041 NPC270009
Remote Similarity 0.6041 NPC265710
Remote Similarity 0.604 NPC128751
Remote Similarity 0.6033 NPC469811
Remote Similarity 0.6031 NPC201634
Remote Similarity 0.603 NPC117027
Remote Similarity 0.6024 NPC148140
Remote Similarity 0.6021 NPC40779
Remote Similarity 0.602 NPC280852

Drug Structure

External Identifiers

TTD   DCL000029
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   11485656
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  375.15
ALogP  -0.1231
MLogP  3
XLogP  6.243
HDA  6
HBD  4
Rotatable Bonds  8
TPSA  99.32
RO5 Violation  1