Drug Information

Drug ID:  NPD4999
Drug Name:  Motesanib
Molecular Formula:  C22H23N5O
Canonical SMILES:  OC(=Nc1ccc2c(c1)NCC2(C)C)c1cccnc1NCc1ccncc1
Standard InCHI:  InChI=1S/C22H23N5O/c1-22(2)14-26-19-12-16(5-6-18(19)22)27-21(28)17-4-3-9-24-20(17)25-13-15-7-10-23-11-8-15/h3-12,26H,13-14H2,1-2H3,(H,24,25)(H,27,28)
Standard InCHIKey:  RAHBGWKEPAQNFF-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4999

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 0.7749 NPC472289
Intermediate Similarity 0.7703 NPC130570
Intermediate Similarity 0.7547 NPC103687
Intermediate Similarity 0.7547 NPC132631
Intermediate Similarity 0.7527 NPC131718
Intermediate Similarity 0.7459 NPC49217
Intermediate Similarity 0.7391 NPC471603
Intermediate Similarity 0.7366 NPC98187
Intermediate Similarity 0.7351 NPC102423
Intermediate Similarity 0.7351 NPC97367
Intermediate Similarity 0.735 NPC265576
Intermediate Similarity 0.7333 NPC24678
Intermediate Similarity 0.7333 NPC105818
Intermediate Similarity 0.7322 NPC129721
Intermediate Similarity 0.7306 NPC48938
Intermediate Similarity 0.7302 NPC313791
Intermediate Similarity 0.7302 NPC2497
Intermediate Similarity 0.7297 NPC470203
Intermediate Similarity 0.7283 NPC92796
Intermediate Similarity 0.7283 NPC135141
Intermediate Similarity 0.7273 NPC304187
Intermediate Similarity 0.7273 NPC477166
Intermediate Similarity 0.7263 NPC317054
Intermediate Similarity 0.7253 NPC73952
Intermediate Similarity 0.7253 NPC469786
Intermediate Similarity 0.7253 NPC25008
Intermediate Similarity 0.7253 NPC469760
Intermediate Similarity 0.7253 NPC259644
Intermediate Similarity 0.7253 NPC469765
Intermediate Similarity 0.7253 NPC469763
Intermediate Similarity 0.725 NPC242209
Intermediate Similarity 0.7245 NPC317030
Intermediate Similarity 0.7243 NPC470204
Intermediate Similarity 0.7234 NPC63751
Intermediate Similarity 0.7231 NPC15102
Intermediate Similarity 0.7219 NPC471178
Intermediate Similarity 0.7213 NPC211572
Intermediate Similarity 0.7213 NPC80597
Intermediate Similarity 0.7213 NPC75540
Intermediate Similarity 0.7213 NPC476219
Intermediate Similarity 0.7213 NPC212376
Intermediate Similarity 0.7213 NPC70922
Intermediate Similarity 0.7207 NPC159856
Intermediate Similarity 0.7207 NPC314372
Intermediate Similarity 0.72 NPC133366
Intermediate Similarity 0.7198 NPC477111
Intermediate Similarity 0.719 NPC282247
Intermediate Similarity 0.7188 NPC59269
Intermediate Similarity 0.7186 NPC324149
Intermediate Similarity 0.7184 NPC477113
Intermediate Similarity 0.7181 NPC160105
Intermediate Similarity 0.7181 NPC49954
Intermediate Similarity 0.7181 NPC474561
Intermediate Similarity 0.7172 NPC95783
Intermediate Similarity 0.7157 NPC204565
Intermediate Similarity 0.715 NPC473362
Intermediate Similarity 0.715 NPC474177
Intermediate Similarity 0.715 NPC166492
Intermediate Similarity 0.7136 NPC475070
Intermediate Similarity 0.7121 NPC65215
Intermediate Similarity 0.7121 NPC173028
Intermediate Similarity 0.712 NPC314603
Intermediate Similarity 0.7112 NPC124542
Intermediate Similarity 0.7112 NPC59779
Intermediate Similarity 0.7112 NPC282231
Intermediate Similarity 0.7112 NPC471177
Intermediate Similarity 0.7112 NPC225018
Intermediate Similarity 0.7107 NPC171171
Intermediate Similarity 0.7105 NPC164664
Intermediate Similarity 0.7105 NPC194411
Intermediate Similarity 0.7101 NPC475288
Intermediate Similarity 0.71 NPC99666
Intermediate Similarity 0.7097 NPC230869
Intermediate Similarity 0.7095 NPC190296
Intermediate Similarity 0.7092 NPC204717
Intermediate Similarity 0.7081 NPC469785
Intermediate Similarity 0.7077 NPC233936
Intermediate Similarity 0.7074 NPC311276
Intermediate Similarity 0.7068 NPC158129
Intermediate Similarity 0.7062 NPC232340
Intermediate Similarity 0.7062 NPC176199
Intermediate Similarity 0.7062 NPC215795
Intermediate Similarity 0.7059 NPC122141
Intermediate Similarity 0.7059 NPC279918
Intermediate Similarity 0.7056 NPC314002
Intermediate Similarity 0.7053 NPC201700
Intermediate Similarity 0.7047 NPC150048
Intermediate Similarity 0.7047 NPC203754
Intermediate Similarity 0.7043 NPC469762
Intermediate Similarity 0.7042 NPC477110
Intermediate Similarity 0.7041 NPC220765
Intermediate Similarity 0.7035 NPC39092
Intermediate Similarity 0.7031 NPC208060
Intermediate Similarity 0.702 NPC474707
Intermediate Similarity 0.7015 NPC473342
Intermediate Similarity 0.7015 NPC477167
Intermediate Similarity 0.7011 NPC470233
Intermediate Similarity 0.7011 NPC471322
Intermediate Similarity 0.701 NPC151939
Intermediate Similarity 0.7005 NPC284678
Intermediate Similarity 0.7005 NPC472294
Remote Similarity 0.6995 NPC275305
Remote Similarity 0.6995 NPC37423
Remote Similarity 0.699 NPC477891
Remote Similarity 0.6985 NPC46580
Remote Similarity 0.6984 NPC194640
Remote Similarity 0.6984 NPC162268
Remote Similarity 0.6979 NPC476686
Remote Similarity 0.6979 NPC105758
Remote Similarity 0.6979 NPC476688
Remote Similarity 0.6978 NPC143872
Remote Similarity 0.6977 NPC306397
Remote Similarity 0.6977 NPC212125
Remote Similarity 0.6963 NPC278874
Remote Similarity 0.6963 NPC317430
Remote Similarity 0.6961 NPC77555
Remote Similarity 0.696 NPC171393
Remote Similarity 0.696 NPC295452
Remote Similarity 0.6957 NPC40070
Remote Similarity 0.6952 NPC314957
Remote Similarity 0.6943 NPC259545
Remote Similarity 0.6939 NPC16659
Remote Similarity 0.6935 NPC476297
Remote Similarity 0.6935 NPC38736
Remote Similarity 0.693 NPC476041
Remote Similarity 0.693 NPC304926
Remote Similarity 0.6923 NPC96890
Remote Similarity 0.6923 NPC68354
Remote Similarity 0.6923 NPC248454
Remote Similarity 0.6919 NPC108011
Remote Similarity 0.6916 NPC250835
Remote Similarity 0.6914 NPC101165
Remote Similarity 0.6911 NPC54988
Remote Similarity 0.691 NPC314102
Remote Similarity 0.691 NPC251722
Remote Similarity 0.6902 NPC37548
Remote Similarity 0.6902 NPC321911
Remote Similarity 0.69 NPC254762
Remote Similarity 0.6898 NPC141353
Remote Similarity 0.6895 NPC40779
Remote Similarity 0.6895 NPC476118
Remote Similarity 0.6889 NPC469768
Remote Similarity 0.6889 NPC469779
Remote Similarity 0.6889 NPC469780
Remote Similarity 0.6889 NPC469767
Remote Similarity 0.6889 NPC469761
Remote Similarity 0.6889 NPC469784
Remote Similarity 0.6889 NPC469783
Remote Similarity 0.6888 NPC265710
Remote Similarity 0.6887 NPC5145
Remote Similarity 0.6884 NPC188387
Remote Similarity 0.6884 NPC163421
Remote Similarity 0.6882 NPC325903
Remote Similarity 0.6881 NPC473317
Remote Similarity 0.6878 NPC107160
Remote Similarity 0.6878 NPC44773
Remote Similarity 0.6878 NPC215584
Remote Similarity 0.6878 NPC6215
Remote Similarity 0.6878 NPC229332
Remote Similarity 0.6875 NPC328596
Remote Similarity 0.6875 NPC328318
Remote Similarity 0.6872 NPC134586
Remote Similarity 0.6869 NPC19679
Remote Similarity 0.6865 NPC53947
Remote Similarity 0.6862 NPC212742
Remote Similarity 0.6859 NPC41333
Remote Similarity 0.6856 NPC34508
Remote Similarity 0.6856 NPC471294
Remote Similarity 0.6856 NPC472123
Remote Similarity 0.6854 NPC54981
Remote Similarity 0.6853 NPC300688
Remote Similarity 0.6851 NPC469766
Remote Similarity 0.6848 NPC179787
Remote Similarity 0.6848 NPC471957
Remote Similarity 0.6848 NPC201380
Remote Similarity 0.6848 NPC469811
Remote Similarity 0.6842 NPC16667
Remote Similarity 0.6837 NPC211997
Remote Similarity 0.6837 NPC184964
Remote Similarity 0.6833 NPC73767
Remote Similarity 0.6833 NPC110126
Remote Similarity 0.6831 NPC204141
Remote Similarity 0.6825 NPC56765
Remote Similarity 0.6821 NPC189812
Remote Similarity 0.6821 NPC329688
Remote Similarity 0.682 NPC473310
Remote Similarity 0.6818 NPC307191
Remote Similarity 0.6818 NPC144114
Remote Similarity 0.6816 NPC84911
Remote Similarity 0.6816 NPC470730
Remote Similarity 0.6816 NPC477175
Remote Similarity 0.6816 NPC105127
Remote Similarity 0.6814 NPC329541
Remote Similarity 0.6812 NPC476167
Remote Similarity 0.6811 NPC124005
Remote Similarity 0.681 NPC470505
Remote Similarity 0.681 NPC470500
Remote Similarity 0.681 NPC285558
Remote Similarity 0.6809 NPC285469
Remote Similarity 0.6806 NPC317105

Drug Structure

External Identifiers

TTD   DCL000578; DNC000480
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   23729449; 11667893
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  373.19
ALogP  0.015
MLogP  3.22
XLogP  4.403
HDA  6
HBD  3
Rotatable Bonds  8
TPSA  82.43
RO5 Violation  0