Drug Information

Drug ID:  NPD4551
Drug Name:  Gsk189254
Molecular Formula:  C21H25N3O2
Canonical SMILES:  CN=C(c1ccc(nc1)Oc1ccc2c(c1)CCN(CC2)C1CCC1)O
Standard InCHI:  InChI=1S/C21H25N3O2/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5-15-9-11-24(18-3-2-4-18)12-10-16(15)13-19/h5-8,13-14,18H,2-4,9-12H2,1H3,(H,22,25)
Standard InCHIKey:  WROHEWWOCPRMIA-UHFFFAOYSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4551

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 0.8158 NPC224928
Intermediate Similarity 0.8109 NPC473822
Intermediate Similarity 0.8105 NPC473053
Intermediate Similarity 0.8095 NPC289786
Intermediate Similarity 0.8042 NPC195268
Intermediate Similarity 0.8042 NPC133140
Intermediate Similarity 0.7933 NPC471178
Intermediate Similarity 0.7872 NPC61350
Intermediate Similarity 0.7868 NPC264166
Intermediate Similarity 0.7868 NPC274291
Intermediate Similarity 0.7868 NPC47059
Intermediate Similarity 0.7868 NPC118832
Intermediate Similarity 0.7868 NPC329708
Intermediate Similarity 0.7868 NPC165349
Intermediate Similarity 0.7861 NPC112206
Intermediate Similarity 0.7861 NPC202605
Intermediate Similarity 0.7857 NPC201508
Intermediate Similarity 0.785 NPC290689
Intermediate Similarity 0.7821 NPC471177
Intermediate Similarity 0.7821 NPC59779
Intermediate Similarity 0.7821 NPC124542
Intermediate Similarity 0.7795 NPC476582
Intermediate Similarity 0.7795 NPC4071
Intermediate Similarity 0.7795 NPC476578
Intermediate Similarity 0.7783 NPC96584
Intermediate Similarity 0.7783 NPC255800
Intermediate Similarity 0.7778 NPC16452
Intermediate Similarity 0.7778 NPC36229
Intermediate Similarity 0.7778 NPC476581
Intermediate Similarity 0.7755 NPC477019
Intermediate Similarity 0.7708 NPC469390
Intermediate Similarity 0.7692 NPC108469
Intermediate Similarity 0.768 NPC473057
Intermediate Similarity 0.7626 NPC31930
Intermediate Similarity 0.7614 NPC287437
Intermediate Similarity 0.7585 NPC173080
Intermediate Similarity 0.7562 NPC472111
Intermediate Similarity 0.7559 NPC469792
Intermediate Similarity 0.755 NPC475774
Intermediate Similarity 0.755 NPC469440
Intermediate Similarity 0.7538 NPC307963
Intermediate Similarity 0.7527 NPC177404
Intermediate Similarity 0.7525 NPC313189
Intermediate Similarity 0.7524 NPC122463
Intermediate Similarity 0.7512 NPC174049
Intermediate Similarity 0.7512 NPC296482
Intermediate Similarity 0.7512 NPC202768
Intermediate Similarity 0.7512 NPC53069
Intermediate Similarity 0.7487 NPC114335
Intermediate Similarity 0.7487 NPC280964
Intermediate Similarity 0.7487 NPC234197
Intermediate Similarity 0.7487 NPC141915
Intermediate Similarity 0.7475 NPC323345
Intermediate Similarity 0.7475 NPC475841
Intermediate Similarity 0.7475 NPC474145
Intermediate Similarity 0.7475 NPC470164
Intermediate Similarity 0.7474 NPC470474
Intermediate Similarity 0.7436 NPC92111
Intermediate Similarity 0.7407 NPC283152
Intermediate Similarity 0.7402 NPC475910
Intermediate Similarity 0.74 NPC315957
Intermediate Similarity 0.7391 NPC266931
Intermediate Similarity 0.7391 NPC97367
Intermediate Similarity 0.7385 NPC76748
Intermediate Similarity 0.7374 NPC251090
Intermediate Similarity 0.736 NPC329541
Intermediate Similarity 0.7353 NPC193238
Intermediate Similarity 0.7353 NPC135549
Intermediate Similarity 0.7343 NPC251160
Intermediate Similarity 0.7343 NPC171409
Intermediate Similarity 0.7343 NPC96405
Intermediate Similarity 0.734 NPC210256
Intermediate Similarity 0.734 NPC285558
Intermediate Similarity 0.7333 NPC296527
Intermediate Similarity 0.733 NPC470020
Intermediate Similarity 0.7313 NPC329747
Intermediate Similarity 0.731 NPC99666
Intermediate Similarity 0.7308 NPC236668
Intermediate Similarity 0.7308 NPC162530
Intermediate Similarity 0.7306 NPC62069
Intermediate Similarity 0.73 NPC127085
Intermediate Similarity 0.7288 NPC471323
Intermediate Similarity 0.7286 NPC473513
Intermediate Similarity 0.7282 NPC469589
Intermediate Similarity 0.7282 NPC66083
Intermediate Similarity 0.7277 NPC232727
Intermediate Similarity 0.7273 NPC146976
Intermediate Similarity 0.7263 NPC288943
Intermediate Similarity 0.726 NPC316981
Intermediate Similarity 0.7255 NPC137929
Intermediate Similarity 0.7255 NPC164374
Intermediate Similarity 0.7236 NPC146724
Intermediate Similarity 0.7234 NPC473764
Intermediate Similarity 0.7234 NPC314940
Intermediate Similarity 0.7233 NPC470931
Intermediate Similarity 0.7231 NPC171171
Intermediate Similarity 0.7228 NPC176538
Intermediate Similarity 0.7228 NPC329793
Intermediate Similarity 0.7227 NPC295228
Intermediate Similarity 0.7217 NPC17565
Intermediate Similarity 0.7217 NPC213530
Intermediate Similarity 0.7217 NPC193267
Intermediate Similarity 0.7212 NPC208284
Intermediate Similarity 0.7211 NPC312872
Intermediate Similarity 0.7202 NPC266551
Intermediate Similarity 0.7202 NPC161887
Intermediate Similarity 0.7202 NPC219963
Intermediate Similarity 0.7198 NPC174758
Intermediate Similarity 0.7198 NPC26872
Intermediate Similarity 0.7196 NPC121658
Intermediate Similarity 0.7196 NPC14651
Intermediate Similarity 0.7186 NPC79293
Intermediate Similarity 0.7186 NPC279401
Intermediate Similarity 0.7183 NPC54066
Intermediate Similarity 0.7179 NPC314002
Intermediate Similarity 0.717 NPC204446
Intermediate Similarity 0.7163 NPC11464
Intermediate Similarity 0.7157 NPC44354
Intermediate Similarity 0.7156 NPC8022
Intermediate Similarity 0.7156 NPC470799
Intermediate Similarity 0.715 NPC82548
Intermediate Similarity 0.7143 NPC149471
Intermediate Similarity 0.7143 NPC476518
Intermediate Similarity 0.7143 NPC271215
Intermediate Similarity 0.7143 NPC478074
Intermediate Similarity 0.7128 NPC204717
Intermediate Similarity 0.7128 NPC98187
Intermediate Similarity 0.7116 NPC118121
Intermediate Similarity 0.7107 NPC46580
Intermediate Similarity 0.7105 NPC252590
Intermediate Similarity 0.7098 NPC119134
Intermediate Similarity 0.7095 NPC26679
Intermediate Similarity 0.7092 NPC42591
Intermediate Similarity 0.7089 NPC23614
Intermediate Similarity 0.7089 NPC100079
Intermediate Similarity 0.7087 NPC475070
Intermediate Similarity 0.7083 NPC65277
Intermediate Similarity 0.7081 NPC167860
Intermediate Similarity 0.7081 NPC123976
Intermediate Similarity 0.7081 NPC188420
Intermediate Similarity 0.7081 NPC26850
Intermediate Similarity 0.7079 NPC267928
Intermediate Similarity 0.7077 NPC220765
Intermediate Similarity 0.707 NPC310118
Intermediate Similarity 0.7067 NPC18348
Intermediate Similarity 0.7062 NPC476287
Intermediate Similarity 0.7062 NPC469592
Intermediate Similarity 0.7062 NPC222592
Intermediate Similarity 0.7062 NPC168486
Intermediate Similarity 0.7062 NPC471080
Intermediate Similarity 0.7039 NPC476138
Intermediate Similarity 0.7039 NPC245816
Intermediate Similarity 0.7039 NPC223427
Intermediate Similarity 0.7037 NPC280272
Intermediate Similarity 0.7033 NPC185782
Intermediate Similarity 0.7032 NPC476997
Intermediate Similarity 0.7028 NPC235076
Intermediate Similarity 0.7022 NPC99891
Intermediate Similarity 0.7021 NPC118511
Intermediate Similarity 0.7018 NPC212125
Intermediate Similarity 0.7015 NPC226202
Intermediate Similarity 0.7014 NPC48353
Intermediate Similarity 0.7009 NPC469594
Intermediate Similarity 0.7005 NPC25899
Intermediate Similarity 0.7 NPC476998
Intermediate Similarity 0.7 NPC471304
Intermediate Similarity 0.7 NPC476996
Intermediate Similarity 0.7 NPC24019
Remote Similarity 0.6995 NPC274982
Remote Similarity 0.6991 NPC60621
Remote Similarity 0.699 NPC291535
Remote Similarity 0.699 NPC475112
Remote Similarity 0.699 NPC475085
Remote Similarity 0.6979 NPC111624
Remote Similarity 0.6979 NPC471294
Remote Similarity 0.6977 NPC46451
Remote Similarity 0.6976 NPC11017
Remote Similarity 0.6972 NPC473449
Remote Similarity 0.697 NPC204385
Remote Similarity 0.6959 NPC210434
Remote Similarity 0.6959 NPC184964
Remote Similarity 0.6957 NPC53144
Remote Similarity 0.6955 NPC246381
Remote Similarity 0.6955 NPC476994
Remote Similarity 0.6954 NPC84478
Remote Similarity 0.6952 NPC174672
Remote Similarity 0.6946 NPC13880
Remote Similarity 0.6944 NPC469439
Remote Similarity 0.6941 NPC470018
Remote Similarity 0.6938 NPC193777
Remote Similarity 0.6938 NPC475835
Remote Similarity 0.6938 NPC53344
Remote Similarity 0.6934 NPC472098
Remote Similarity 0.6934 NPC264176
Remote Similarity 0.6933 NPC11408
Remote Similarity 0.6931 NPC263439
Remote Similarity 0.6927 NPC322482
Remote Similarity 0.6923 NPC161292
Remote Similarity 0.6916 NPC288349
Remote Similarity 0.6916 NPC170114

Drug Structure

External Identifiers

TTD   DNC009299
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   9798547
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  351.19
ALogP  -0.8365
MLogP  3.22
XLogP  4.037
HDA  4
HBD  1
Rotatable Bonds  6
TPSA  57.95
RO5 Violation  0