Drug Information

Drug ID:  NPD2169
Drug Name:  
Molecular Formula:  C16H22ClN3O2
Canonical SMILES:  COc1cc(N)c(cc1C(=NC[C@@H]1CCN2[C@H]1CCC2)O)Cl
Standard InCHI:  InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-9-10-4-6-20-5-2-3-14(10)20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)/t10-,14-/m0/s1
Standard InCHIKey:  GAYSOZKZPOVDSB-HZMBPMFUSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2169

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
Remote Similarity 0.6891 NPC232872
Remote Similarity 0.6816 NPC219383
Remote Similarity 0.6701 NPC28510
Remote Similarity 0.6684 NPC208280
Remote Similarity 0.6667 NPC469428
Remote Similarity 0.6631 NPC238430
Remote Similarity 0.6614 NPC310894
Remote Similarity 0.6583 NPC204970
Remote Similarity 0.6569 NPC232600
Remote Similarity 0.6538 NPC475910
Remote Similarity 0.6535 NPC70956
Remote Similarity 0.6535 NPC243834
Remote Similarity 0.6485 NPC303214
Remote Similarity 0.6482 NPC474059
Remote Similarity 0.6482 NPC174629
Remote Similarity 0.6462 NPC469592
Remote Similarity 0.6462 NPC471080
Remote Similarity 0.645 NPC22476
Remote Similarity 0.6439 NPC329747
Remote Similarity 0.6432 NPC189661
Remote Similarity 0.6432 NPC295287
Remote Similarity 0.6429 NPC168250
Remote Similarity 0.6425 NPC168153
Remote Similarity 0.641 NPC70092
Remote Similarity 0.641 NPC283999
Remote Similarity 0.6406 NPC225381
Remote Similarity 0.6402 NPC70172
Remote Similarity 0.6385 NPC478074
Remote Similarity 0.6383 NPC230942
Remote Similarity 0.6383 NPC72291
Remote Similarity 0.6383 NPC315498
Remote Similarity 0.6368 NPC203628
Remote Similarity 0.6351 NPC469589
Remote Similarity 0.635 NPC217294
Remote Similarity 0.6345 NPC272375
Remote Similarity 0.6343 NPC469594
Remote Similarity 0.6335 NPC473185
Remote Similarity 0.6316 NPC87714
Remote Similarity 0.6308 NPC9475
Remote Similarity 0.6298 NPC475085
Remote Similarity 0.6298 NPC291535
Remote Similarity 0.6298 NPC475112
Remote Similarity 0.6284 NPC274268
Remote Similarity 0.6283 NPC19555
Remote Similarity 0.6281 NPC473007
Remote Similarity 0.6281 NPC474498
Remote Similarity 0.6271 NPC166667
Remote Similarity 0.6269 NPC85482
Remote Similarity 0.6267 NPC303658
Remote Similarity 0.6263 NPC98197
Remote Similarity 0.6262 NPC100863
Remote Similarity 0.6256 NPC193777
Remote Similarity 0.625 NPC300114
Remote Similarity 0.6244 NPC166655
Remote Similarity 0.6244 NPC269449
Remote Similarity 0.6239 NPC473179
Remote Similarity 0.6231 NPC84478
Remote Similarity 0.622 NPC52801
Remote Similarity 0.6214 NPC161804
Remote Similarity 0.6209 NPC476106
Remote Similarity 0.6202 NPC127178
Remote Similarity 0.6195 NPC243626
Remote Similarity 0.6186 NPC119722
Remote Similarity 0.6184 NPC177056
Remote Similarity 0.6184 NPC72211
Remote Similarity 0.6182 NPC477532
Remote Similarity 0.6175 NPC170114
Remote Similarity 0.6173 NPC226914
Remote Similarity 0.6173 NPC473432
Remote Similarity 0.6168 NPC11464
Remote Similarity 0.6165 NPC13880
Remote Similarity 0.6164 NPC108826
Remote Similarity 0.6158 NPC473008
Remote Similarity 0.6154 NPC18487
Remote Similarity 0.6142 NPC283152
Remote Similarity 0.6142 NPC228040
Remote Similarity 0.6135 NPC272706
Remote Similarity 0.6131 NPC43275
Remote Similarity 0.6129 NPC470549
Remote Similarity 0.6124 NPC329793
Remote Similarity 0.6124 NPC121772
Remote Similarity 0.6117 NPC131017
Remote Similarity 0.6114 NPC473183
Remote Similarity 0.6109 NPC310118
Remote Similarity 0.6108 NPC477186
Remote Similarity 0.6105 NPC291359
Remote Similarity 0.6101 NPC152768
Remote Similarity 0.6101 NPC148183
Remote Similarity 0.6096 NPC184161
Remote Similarity 0.6096 NPC473184
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 0.6087 NPC194967
Remote Similarity 0.6087 NPC70259
Remote Similarity 0.6085 NPC315257
Remote Similarity 0.6085 NPC470484
Remote Similarity 0.6085 NPC10875
Remote Similarity 0.6085 NPC10730
Remote Similarity 0.6085 NPC475147
Remote Similarity 0.608 NPC39822
Remote Similarity 0.6078 NPC5630
Remote Similarity 0.6077 NPC212850
Remote Similarity 0.6077 NPC189724
Remote Similarity 0.6077 NPC83289
Remote Similarity 0.6075 NPC470931
Remote Similarity 0.6073 NPC305984
Remote Similarity 0.6073 NPC126556
Remote Similarity 0.607 NPC62069
Remote Similarity 0.6068 NPC203972
Remote Similarity 0.6063 NPC132642
Remote Similarity 0.6063 NPC477533
Remote Similarity 0.6062 NPC204179
Remote Similarity 0.6061 NPC49583
Remote Similarity 0.6059 NPC469830
Remote Similarity 0.6058 NPC472191
Remote Similarity 0.6056 NPC472111
Remote Similarity 0.6055 NPC66191
Remote Similarity 0.6055 NPC314817
Remote Similarity 0.6055 NPC316297
Remote Similarity 0.6051 NPC151030
Remote Similarity 0.6051 NPC269383
Remote Similarity 0.605 NPC28368
Remote Similarity 0.6048 NPC67904
Remote Similarity 0.6045 NPC473041
Remote Similarity 0.6045 NPC274732
Remote Similarity 0.6042 NPC177404
Remote Similarity 0.604 NPC94943
Remote Similarity 0.6039 NPC43787
Remote Similarity 0.6039 NPC205934
Remote Similarity 0.6038 NPC162484
Remote Similarity 0.6038 NPC473460
Remote Similarity 0.6037 NPC316981
Remote Similarity 0.6037 NPC127996
Remote Similarity 0.6037 NPC48353
Remote Similarity 0.603 NPC94174
Remote Similarity 0.6021 NPC29647
Remote Similarity 0.6019 NPC476044
Remote Similarity 0.6018 NPC194740
Remote Similarity 0.6018 NPC252251
Remote Similarity 0.6012 NPC325013
Remote Similarity 0.601 NPC225857
Remote Similarity 0.6009 NPC473422
Remote Similarity 0.6009 NPC14339
Remote Similarity 0.6 NPC471593
Remote Similarity 0.6 NPC329329
Remote Similarity 0.6 NPC317709
Remote Similarity 0.6 NPC265383
Remote Similarity 0.5991 NPC128115
Remote Similarity 0.599 NPC190007
Remote Similarity 0.599 NPC306366
Remote Similarity 0.599 NPC307963
Remote Similarity 0.599 NPC79328
Remote Similarity 0.599 NPC235628
Remote Similarity 0.5989 NPC476687
Remote Similarity 0.5989 NPC477838
Remote Similarity 0.5989 NPC476689
Remote Similarity 0.5989 NPC477837
Remote Similarity 0.5989 NPC476685
Remote Similarity 0.5988 NPC471314
Remote Similarity 0.5988 NPC471315
Remote Similarity 0.598 NPC127082
Remote Similarity 0.5979 NPC254700
Remote Similarity 0.5978 NPC472103
Remote Similarity 0.5976 NPC9336
Remote Similarity 0.5973 NPC110151
Remote Similarity 0.5972 NPC475133
Remote Similarity 0.597 NPC260118
Remote Similarity 0.597 NPC270301
Remote Similarity 0.5969 NPC257354
Remote Similarity 0.5968 NPC245974
Remote Similarity 0.5965 NPC477531
Remote Similarity 0.5965 NPC475253
Remote Similarity 0.5964 NPC264782
Remote Similarity 0.5964 NPC128476
Remote Similarity 0.5963 NPC94157
Remote Similarity 0.5962 NPC230313
Remote Similarity 0.5962 NPC475774
Remote Similarity 0.5962 NPC29472
Remote Similarity 0.5959 NPC289776
Remote Similarity 0.5959 NPC191863
Remote Similarity 0.5959 NPC133470
Remote Similarity 0.5955 NPC183407
Remote Similarity 0.5955 NPC471953
Remote Similarity 0.5952 NPC258992
Remote Similarity 0.5951 NPC224293
Remote Similarity 0.595 NPC72980
Remote Similarity 0.5946 NPC247298
Remote Similarity 0.5945 NPC471304
Remote Similarity 0.5945 NPC476651
Remote Similarity 0.5944 NPC237227
Remote Similarity 0.5943 NPC267423
Remote Similarity 0.5943 NPC472329
Remote Similarity 0.5943 NPC472330
Remote Similarity 0.5941 NPC176127
Remote Similarity 0.5941 NPC215747
Remote Similarity 0.5941 NPC192939
Remote Similarity 0.5941 NPC212535

Drug Structure

External Identifiers

TTD   DNC012754
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   132337
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  323.14
ALogP  -1.5357
MLogP  2.56
XLogP  1.639
HDA  4
HBD  2
Rotatable Bonds  8
TPSA  71.08
RO5 Violation  0