Drug Information

Drug ID:  NPD1305
Drug Name:  
Molecular Formula:  C14H16N2O
Canonical SMILES:  COc1ccc2c(c1)c(=N)c1c([nH]2)CCCC1
Standard InCHI:  InChI=1S/C14H16N2O/c1-17-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)16-13/h6-8H,2-5H2,1H3,(H2,15,16)
Standard InCHIKey:  APQPVVOYBLOJDY-UHFFFAOYSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD1305

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 0.8061 NPC176127
Intermediate Similarity 0.7707 NPC26872
Intermediate Similarity 0.7578 NPC93653
Intermediate Similarity 0.7572 NPC76748
Intermediate Similarity 0.7562 NPC26850
Intermediate Similarity 0.7545 NPC473432
Intermediate Similarity 0.7529 NPC92111
Intermediate Similarity 0.7514 NPC296527
Intermediate Similarity 0.7485 NPC84478
Intermediate Similarity 0.7485 NPC312872
Intermediate Similarity 0.7485 NPC118511
Intermediate Similarity 0.7443 NPC307963
Intermediate Similarity 0.7439 NPC70172
Intermediate Similarity 0.7423 NPC315498
Intermediate Similarity 0.7423 NPC230942
Intermediate Similarity 0.7389 NPC329793
Intermediate Similarity 0.7356 NPC66083
Intermediate Similarity 0.7303 NPC131017
Intermediate Similarity 0.7268 NPC223427
Intermediate Similarity 0.7268 NPC162484
Intermediate Similarity 0.7216 NPC242928
Intermediate Similarity 0.7212 NPC177404
Intermediate Similarity 0.7209 NPC283810
Intermediate Similarity 0.7198 NPC315957
Intermediate Similarity 0.7198 NPC176538
Intermediate Similarity 0.7168 NPC474798
Intermediate Similarity 0.7167 NPC251090
Intermediate Similarity 0.716 NPC85482
Intermediate Similarity 0.7152 NPC476687
Intermediate Similarity 0.7152 NPC476685
Intermediate Similarity 0.7152 NPC476689
Intermediate Similarity 0.7143 NPC217277
Intermediate Similarity 0.7126 NPC24954
Intermediate Similarity 0.711 NPC70092
Intermediate Similarity 0.7102 NPC204385
Intermediate Similarity 0.7092 NPC264782
Intermediate Similarity 0.7075 NPC471314
Intermediate Similarity 0.7075 NPC471315
Intermediate Similarity 0.7073 NPC10875
Intermediate Similarity 0.7073 NPC10730
Intermediate Similarity 0.7069 NPC472163
Intermediate Similarity 0.7069 NPC206201
Intermediate Similarity 0.7047 NPC250476
Intermediate Similarity 0.7037 NPC471304
Intermediate Similarity 0.7027 NPC199277
Intermediate Similarity 0.7027 NPC135887
Intermediate Similarity 0.7 NPC208284
Remote Similarity 0.6995 NPC72211
Remote Similarity 0.6988 NPC301163
Remote Similarity 0.6986 NPC289330
Remote Similarity 0.6986 NPC53596
Remote Similarity 0.6986 NPC471308
Remote Similarity 0.6986 NPC160120
Remote Similarity 0.6986 NPC17388
Remote Similarity 0.6984 NPC201697
Remote Similarity 0.6983 NPC5630
Remote Similarity 0.6982 NPC127362
Remote Similarity 0.6978 NPC70259
Remote Similarity 0.6968 NPC193777
Remote Similarity 0.6964 NPC139506
Remote Similarity 0.6964 NPC292143
Remote Similarity 0.6959 NPC471604
Remote Similarity 0.6954 NPC88363
Remote Similarity 0.6952 NPC285558
Remote Similarity 0.6952 NPC475147
Remote Similarity 0.6948 NPC184437
Remote Similarity 0.6944 NPC22476
Remote Similarity 0.6936 NPC288943
Remote Similarity 0.6931 NPC476465
Remote Similarity 0.6923 NPC205934
Remote Similarity 0.6923 NPC43787
Remote Similarity 0.6919 NPC329747
Remote Similarity 0.6915 NPC45190
Remote Similarity 0.6915 NPC300156
Remote Similarity 0.6914 NPC85613
Remote Similarity 0.6908 NPC471306
Remote Similarity 0.6908 NPC471321
Remote Similarity 0.6897 NPC283152
Remote Similarity 0.6897 NPC285941
Remote Similarity 0.6894 NPC146370
Remote Similarity 0.6875 NPC48353
Remote Similarity 0.6872 NPC21425
Remote Similarity 0.6867 NPC325013
Remote Similarity 0.6865 NPC128823
Remote Similarity 0.6863 NPC231382
Remote Similarity 0.6862 NPC165349
Remote Similarity 0.6862 NPC47059
Remote Similarity 0.6862 NPC329708
Remote Similarity 0.6862 NPC118832
Remote Similarity 0.6862 NPC264166
Remote Similarity 0.6862 NPC274291
Remote Similarity 0.686 NPC310894
Remote Similarity 0.6854 NPC42591
Remote Similarity 0.6848 NPC243834
Remote Similarity 0.6848 NPC70956
Remote Similarity 0.6845 NPC235628
Remote Similarity 0.6842 NPC82548
Remote Similarity 0.6839 NPC266931
Remote Similarity 0.6839 NPC478074
Remote Similarity 0.6831 NPC21890
Remote Similarity 0.6831 NPC198401
Remote Similarity 0.6825 NPC472111
Remote Similarity 0.6816 NPC171171
Remote Similarity 0.6806 NPC475133
Remote Similarity 0.6806 NPC473181
Remote Similarity 0.6805 NPC315214
Remote Similarity 0.6805 NPC47298
Remote Similarity 0.6798 NPC204717
Remote Similarity 0.6793 NPC13880
Remote Similarity 0.6788 NPC94157
Remote Similarity 0.6788 NPC219383
Remote Similarity 0.6786 NPC96321
Remote Similarity 0.6774 NPC208022
Remote Similarity 0.6772 NPC253429
Remote Similarity 0.6771 NPC199667
Remote Similarity 0.6765 NPC32028
Remote Similarity 0.6761 NPC226914
Remote Similarity 0.6761 NPC72980
Remote Similarity 0.676 NPC314002
Remote Similarity 0.6759 NPC222982
Remote Similarity 0.6758 NPC475411
Remote Similarity 0.6755 NPC475112
Remote Similarity 0.6755 NPC475085
Remote Similarity 0.6755 NPC291535
Remote Similarity 0.6747 NPC476568
Remote Similarity 0.6746 NPC231862
Remote Similarity 0.6742 NPC220765
Remote Similarity 0.674 NPC246700
Remote Similarity 0.674 NPC128751
Remote Similarity 0.6738 NPC302790
Remote Similarity 0.6738 NPC19872
Remote Similarity 0.6731 NPC160692
Remote Similarity 0.6727 NPC40209
Remote Similarity 0.6725 NPC299582
Remote Similarity 0.6723 NPC5167
Remote Similarity 0.6723 NPC222592
Remote Similarity 0.6723 NPC168486
Remote Similarity 0.6721 NPC195268
Remote Similarity 0.6721 NPC133140
Remote Similarity 0.6721 NPC79213
Remote Similarity 0.672 NPC476138
Remote Similarity 0.672 NPC245816
Remote Similarity 0.6717 NPC472099
Remote Similarity 0.6712 NPC258992
Remote Similarity 0.6706 NPC216816
Remote Similarity 0.6705 NPC126481
Remote Similarity 0.6704 NPC62069
Remote Similarity 0.6703 NPC474059
Remote Similarity 0.6703 NPC469497
Remote Similarity 0.6703 NPC106833
Remote Similarity 0.6702 NPC321428
Remote Similarity 0.6702 NPC267423
Remote Similarity 0.6702 NPC232727
Remote Similarity 0.6701 NPC119722
Remote Similarity 0.6701 NPC473180
Remote Similarity 0.6701 NPC316981
Remote Similarity 0.6687 NPC13397
Remote Similarity 0.6686 NPC314861
Remote Similarity 0.6685 NPC475190
Remote Similarity 0.6685 NPC203972
Remote Similarity 0.6685 NPC190461
Remote Similarity 0.6684 NPC470930
Remote Similarity 0.6683 NPC280799
Remote Similarity 0.6667 NPC186469
Remote Similarity 0.6667 NPC159319
Remote Similarity 0.6667 NPC52801
Remote Similarity 0.6667 NPC162530
Remote Similarity 0.6667 NPC37584
Remote Similarity 0.6667 NPC118419
Remote Similarity 0.6667 NPC313886
Remote Similarity 0.6667 NPC475910
Remote Similarity 0.665 NPC280272
Remote Similarity 0.6649 NPC476106
Remote Similarity 0.6649 NPC249040
Remote Similarity 0.6649 NPC230313
Remote Similarity 0.6649 NPC276517
Remote Similarity 0.6648 NPC32771
Remote Similarity 0.6648 NPC477186
Remote Similarity 0.6648 NPC168153
Remote Similarity 0.6648 NPC8467
Remote Similarity 0.6648 NPC98197
Remote Similarity 0.6647 NPC285635
Remote Similarity 0.663 NPC33902
Remote Similarity 0.663 NPC276674
Remote Similarity 0.663 NPC99666
Remote Similarity 0.6629 NPC259545
Remote Similarity 0.6629 NPC287588
Remote Similarity 0.6629 NPC265383
Remote Similarity 0.6627 NPC60538
Remote Similarity 0.6627 NPC207824
Remote Similarity 0.6624 NPC297584
Remote Similarity 0.6623 NPC298486
Remote Similarity 0.6623 NPC172403
Remote Similarity 0.662 NPC97811
Remote Similarity 0.6615 NPC478075
Remote Similarity 0.6615 NPC472098
Remote Similarity 0.6614 NPC476044
Remote Similarity 0.661 NPC184964
Remote Similarity 0.6609 NPC477888
Remote Similarity 0.6608 NPC72291

Drug Structure

External Identifiers

TTD   DNC011237
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   119053
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  228.13
ALogP  -1.0104
MLogP  2.67
XLogP  2.594
HDA  2
HBD  2
Rotatable Bonds  2
TPSA  45.11
RO5 Violation  0