Drug Information

Drug ID:  NPD2168
Drug Name:  
Molecular Formula:  C16H22ClN3O2
Canonical SMILES:  COc1cc(N)c(cc1C(=N[C@H]1CCN2C[C@@H]1CCC2)O)Cl
Standard InCHI:  InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-14-4-6-20-5-2-3-10(14)9-20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)/t10-,14-/m0/s1
Standard InCHIKey:  GZSKEXSLDPEFPT-HZMBPMFUSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2168

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 0.7135 NPC28510
Intermediate Similarity 0.7068 NPC232872
Remote Similarity 0.6865 NPC208280
Remote Similarity 0.678 NPC475910
Remote Similarity 0.6722 NPC219383
Remote Similarity 0.6631 NPC238430
Remote Similarity 0.6614 NPC310894
Remote Similarity 0.6597 NPC168153
Remote Similarity 0.652 NPC329747
Remote Similarity 0.6515 NPC217294
Remote Similarity 0.651 NPC473432
Remote Similarity 0.6507 NPC168250
Remote Similarity 0.6495 NPC70092
Remote Similarity 0.6477 NPC127082
Remote Similarity 0.6468 NPC203972
Remote Similarity 0.6462 NPC469592
Remote Similarity 0.6462 NPC471080
Remote Similarity 0.6447 NPC473007
Remote Similarity 0.6432 NPC295287
Remote Similarity 0.6429 NPC98197
Remote Similarity 0.6406 NPC225381
Remote Similarity 0.64 NPC474059
Remote Similarity 0.64 NPC174629
Remote Similarity 0.6392 NPC283152
Remote Similarity 0.6392 NPC9475
Remote Similarity 0.6385 NPC478074
Remote Similarity 0.6383 NPC72291
Remote Similarity 0.6373 NPC243834
Remote Similarity 0.6373 NPC70956
Remote Similarity 0.6364 NPC29647
Remote Similarity 0.6359 NPC329793
Remote Similarity 0.6359 NPC274268
Remote Similarity 0.6351 NPC469589
Remote Similarity 0.635 NPC477186
Remote Similarity 0.6344 NPC315257
Remote Similarity 0.6343 NPC469594
Remote Similarity 0.6337 NPC204970
Remote Similarity 0.633 NPC79328
Remote Similarity 0.6327 NPC283999
Remote Similarity 0.6326 NPC152768
Remote Similarity 0.6326 NPC148183
Remote Similarity 0.6321 NPC66573
Remote Similarity 0.6318 NPC473008
Remote Similarity 0.6316 NPC471178
Remote Similarity 0.6313 NPC62069
Remote Similarity 0.6296 NPC124542
Remote Similarity 0.6296 NPC471177
Remote Similarity 0.6296 NPC59779
Remote Similarity 0.6296 NPC177404
Remote Similarity 0.6293 NPC272706
Remote Similarity 0.6286 NPC472111
Remote Similarity 0.6283 NPC19555
Remote Similarity 0.6281 NPC474498
Remote Similarity 0.6279 NPC189661
Remote Similarity 0.6277 NPC291359
Remote Similarity 0.627 NPC184161
Remote Similarity 0.6263 NPC272375
Remote Similarity 0.6263 NPC133306
Remote Similarity 0.6257 NPC10875
Remote Similarity 0.6257 NPC10730
Remote Similarity 0.6256 NPC288943
Remote Similarity 0.625 NPC232600
Remote Similarity 0.6239 NPC108826
Remote Similarity 0.6228 NPC43275
Remote Similarity 0.6226 NPC470931
Remote Similarity 0.6225 NPC289786
Remote Similarity 0.6223 NPC193949
Remote Similarity 0.6223 NPC5238
Remote Similarity 0.6223 NPC127674
Remote Similarity 0.6223 NPC2413
Remote Similarity 0.6223 NPC172765
Remote Similarity 0.6223 NPC184026
Remote Similarity 0.6223 NPC189266
Remote Similarity 0.6223 NPC295691
Remote Similarity 0.6223 NPC39701
Remote Similarity 0.6223 NPC278799
Remote Similarity 0.6223 NPC469817
Remote Similarity 0.6223 NPC204828
Remote Similarity 0.6223 NPC207757
Remote Similarity 0.6223 NPC110416
Remote Similarity 0.6223 NPC276588
Remote Similarity 0.6223 NPC249797
Remote Similarity 0.6223 NPC54379
Remote Similarity 0.622 NPC475112
Remote Similarity 0.622 NPC291535
Remote Similarity 0.622 NPC475085
Remote Similarity 0.622 NPC474077
Remote Similarity 0.6219 NPC469830
Remote Similarity 0.6214 NPC472191
Remote Similarity 0.6211 NPC216816
Remote Similarity 0.6196 NPC476151
Remote Similarity 0.619 NPC473460
Remote Similarity 0.619 NPC84508
Remote Similarity 0.618 NPC166667
Remote Similarity 0.6176 NPC114335
Remote Similarity 0.6176 NPC141915
Remote Similarity 0.6176 NPC280964
Remote Similarity 0.6173 NPC226914
Remote Similarity 0.617 NPC2295
Remote Similarity 0.617 NPC477564
Remote Similarity 0.6169 NPC33902
Remote Similarity 0.6169 NPC276674
Remote Similarity 0.6167 NPC212850
Remote Similarity 0.6167 NPC189724
Remote Similarity 0.6167 NPC83289
Remote Similarity 0.6166 NPC4138
Remote Similarity 0.6166 NPC209377
Remote Similarity 0.6166 NPC284183
Remote Similarity 0.6166 NPC121275
Remote Similarity 0.6166 NPC24465
Remote Similarity 0.6165 NPC303214
Remote Similarity 0.6162 NPC7467
Remote Similarity 0.6161 NPC473422
Remote Similarity 0.615 NPC230276
Remote Similarity 0.615 NPC329329
Remote Similarity 0.615 NPC317709
Remote Similarity 0.615 NPC26872
Remote Similarity 0.6146 NPC204179
Remote Similarity 0.6141 NPC245974
Remote Similarity 0.6139 NPC66083
Remote Similarity 0.6138 NPC26850
Remote Similarity 0.6138 NPC469428
Remote Similarity 0.6134 NPC257354
Remote Similarity 0.6134 NPC223077
Remote Similarity 0.6134 NPC195392
Remote Similarity 0.6134 NPC264850
Remote Similarity 0.6134 NPC477888
Remote Similarity 0.6134 NPC56887
Remote Similarity 0.6134 NPC13916
Remote Similarity 0.6134 NPC269383
Remote Similarity 0.6134 NPC193853
Remote Similarity 0.6134 NPC151030
Remote Similarity 0.6132 NPC476106
Remote Similarity 0.6129 NPC103379
Remote Similarity 0.6129 NPC60538
Remote Similarity 0.6129 NPC477565
Remote Similarity 0.6129 NPC207824
Remote Similarity 0.6127 NPC22476
Remote Similarity 0.6127 NPC469390
Remote Similarity 0.6126 NPC133470
Remote Similarity 0.6126 NPC289776
Remote Similarity 0.6126 NPC221864
Remote Similarity 0.6126 NPC191863
Remote Similarity 0.6123 NPC473105
Remote Similarity 0.612 NPC247298
Remote Similarity 0.6119 NPC42591
Remote Similarity 0.6119 NPC473041
Remote Similarity 0.6117 NPC230313
Remote Similarity 0.6111 NPC112206
Remote Similarity 0.6111 NPC202605
Remote Similarity 0.6111 NPC232340
Remote Similarity 0.6108 NPC51957
Remote Similarity 0.6108 NPC106295
Remote Similarity 0.6108 NPC16107
Remote Similarity 0.6108 NPC320088
Remote Similarity 0.6108 NPC476144
Remote Similarity 0.6108 NPC210437
Remote Similarity 0.6106 NPC72211
Remote Similarity 0.6106 NPC100863
Remote Similarity 0.6105 NPC325013
Remote Similarity 0.6103 NPC193777
Remote Similarity 0.61 NPC40496
Remote Similarity 0.61 NPC119068
Remote Similarity 0.6098 NPC259350
Remote Similarity 0.6098 NPC114039
Remote Similarity 0.6098 NPC206109
Remote Similarity 0.6098 NPC223236
Remote Similarity 0.6096 NPC88249
Remote Similarity 0.6096 NPC97221
Remote Similarity 0.6096 NPC192768
Remote Similarity 0.6096 NPC151895
Remote Similarity 0.6096 NPC220858
Remote Similarity 0.6095 NPC160120
Remote Similarity 0.6095 NPC289330
Remote Similarity 0.6095 NPC471308
Remote Similarity 0.6095 NPC17388
Remote Similarity 0.6095 NPC53596
Remote Similarity 0.6095 NPC472329
Remote Similarity 0.6095 NPC472330
Remote Similarity 0.6094 NPC205255
Remote Similarity 0.6094 NPC230956
Remote Similarity 0.6094 NPC271388
Remote Similarity 0.6094 NPC119649
Remote Similarity 0.6094 NPC235143
Remote Similarity 0.6093 NPC269449
Remote Similarity 0.6091 NPC193267
Remote Similarity 0.6091 NPC213530
Remote Similarity 0.6089 NPC61350
Remote Similarity 0.6087 NPC194967
Remote Similarity 0.6087 NPC185838
Remote Similarity 0.6085 NPC274291
Remote Similarity 0.6085 NPC264166
Remote Similarity 0.6085 NPC165349
Remote Similarity 0.6085 NPC329708
Remote Similarity 0.6085 NPC118832
Remote Similarity 0.6085 NPC47059
Remote Similarity 0.6082 NPC471314
Remote Similarity 0.6082 NPC471315
Remote Similarity 0.608 NPC265383
Remote Similarity 0.608 NPC476685

Drug Structure

External Identifiers

TTD   DCL000954
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   3086547
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  323.14
ALogP  -0.88
MLogP  2.56
XLogP  1.705
HDA  4
HBD  2
Rotatable Bonds  7
TPSA  71.08
RO5 Violation  0