Drug Information

Drug ID:  NPD1685
Drug Name:  Huperzine A
Molecular Formula:  C15H18N2O
Canonical SMILES:  C/C=C/1[C@H]2C=C(C[C@]1(N)c1c(C2)nc(cc1)O)C
Standard InCHI:  InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1
Standard InCHIKey:  ZRJBHWIHUMBLCN-YQEJDHNASA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD1685

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
High Similarity 1.0 NPC315214
High Similarity 1.0 NPC47298
High Similarity 0.9933 NPC32028
High Similarity 0.98 NPC159319
High Similarity 0.9548 NPC259545
High Similarity 0.9545 NPC126481
High Similarity 0.9308 NPC232340
High Similarity 0.9177 NPC471294
High Similarity 0.8788 NPC133306
High Similarity 0.8655 NPC45850
High Similarity 0.8529 NPC183805
Intermediate Similarity 0.8366 NPC60553
Intermediate Similarity 0.8038 NPC161292
Intermediate Similarity 0.8037 NPC84508
Intermediate Similarity 0.7892 NPC473057
Intermediate Similarity 0.784 NPC153769
Intermediate Similarity 0.7834 NPC245657
Intermediate Similarity 0.7797 NPC128751
Intermediate Similarity 0.7771 NPC280853
Intermediate Similarity 0.7753 NPC469497
Intermediate Similarity 0.7753 NPC106833
Intermediate Similarity 0.7746 NPC88363
Intermediate Similarity 0.7746 NPC72980
Intermediate Similarity 0.7722 NPC285016
Intermediate Similarity 0.7707 NPC471596
Intermediate Similarity 0.7697 NPC246700
Intermediate Similarity 0.764 NPC206186
Intermediate Similarity 0.7627 NPC94943
Intermediate Similarity 0.7616 NPC474409
Intermediate Similarity 0.7614 NPC212535
Intermediate Similarity 0.7595 NPC471594
Intermediate Similarity 0.7578 NPC471598
Intermediate Similarity 0.7574 NPC97367
Intermediate Similarity 0.7571 NPC190007
Intermediate Similarity 0.7544 NPC44161
Intermediate Similarity 0.7529 NPC471178
Intermediate Similarity 0.7529 NPC288943
Intermediate Similarity 0.7516 NPC278451
Intermediate Similarity 0.7515 NPC471177
Intermediate Similarity 0.7515 NPC59779
Intermediate Similarity 0.7515 NPC124542
Intermediate Similarity 0.75 NPC478032
Intermediate Similarity 0.75 NPC288445
Intermediate Similarity 0.7486 NPC283152
Intermediate Similarity 0.7485 NPC141353
Intermediate Similarity 0.7473 NPC249040
Intermediate Similarity 0.7471 NPC303225
Intermediate Similarity 0.747 NPC26872
Intermediate Similarity 0.7457 NPC476686
Intermediate Similarity 0.7457 NPC476688
Intermediate Similarity 0.7457 NPC105758
Intermediate Similarity 0.743 NPC476319
Intermediate Similarity 0.7405 NPC153042
Intermediate Similarity 0.7405 NPC474188
Intermediate Similarity 0.7389 NPC171171
Intermediate Similarity 0.7377 NPC280964
Intermediate Similarity 0.7377 NPC114335
Intermediate Similarity 0.7377 NPC141915
Intermediate Similarity 0.7374 NPC204717
Intermediate Similarity 0.7374 NPC320394
Intermediate Similarity 0.7348 NPC66083
Intermediate Similarity 0.7341 NPC278874
Intermediate Similarity 0.7337 NPC26850
Intermediate Similarity 0.7333 NPC314002
Intermediate Similarity 0.7318 NPC220765
Intermediate Similarity 0.7318 NPC19679
Intermediate Similarity 0.7316 NPC475070
Intermediate Similarity 0.7314 NPC208060
Intermediate Similarity 0.7301 NPC470394
Intermediate Similarity 0.7301 NPC470404
Intermediate Similarity 0.7301 NPC470403
Intermediate Similarity 0.7293 NPC194040
Intermediate Similarity 0.7293 NPC314573
Intermediate Similarity 0.7292 NPC477111
Intermediate Similarity 0.7283 NPC108469
Intermediate Similarity 0.7278 NPC62069
Intermediate Similarity 0.7268 NPC3715
Intermediate Similarity 0.7263 NPC223427
Intermediate Similarity 0.7257 NPC158129
Intermediate Similarity 0.7253 NPC46580
Intermediate Similarity 0.7243 NPC329541
Intermediate Similarity 0.7238 NPC42591
Intermediate Similarity 0.7219 NPC70956
Intermediate Similarity 0.7219 NPC243834
Intermediate Similarity 0.7212 NPC470395
Intermediate Similarity 0.7209 NPC177404
Intermediate Similarity 0.7209 NPC224632
Intermediate Similarity 0.7202 NPC475910
Intermediate Similarity 0.7202 NPC470931
Intermediate Similarity 0.72 NPC473764
Intermediate Similarity 0.72 NPC314940
Intermediate Similarity 0.7196 NPC329793
Intermediate Similarity 0.7196 NPC329747
Intermediate Similarity 0.7189 NPC324149
Intermediate Similarity 0.7189 NPC99666
Intermediate Similarity 0.7188 NPC477113
Intermediate Similarity 0.7184 NPC98187
Intermediate Similarity 0.7167 NPC144114
Intermediate Similarity 0.7165 NPC476116
Intermediate Similarity 0.7158 NPC254762
Intermediate Similarity 0.7143 NPC476167
Intermediate Similarity 0.7143 NPC317430
Intermediate Similarity 0.7143 NPC154293
Intermediate Similarity 0.7127 NPC176127
Intermediate Similarity 0.7126 NPC257142
Intermediate Similarity 0.7121 NPC469928
Intermediate Similarity 0.7121 NPC330009
Intermediate Similarity 0.7121 NPC183407
Intermediate Similarity 0.712 NPC475112
Intermediate Similarity 0.712 NPC291535
Intermediate Similarity 0.712 NPC475085
Intermediate Similarity 0.712 NPC32771
Intermediate Similarity 0.7112 NPC276517
Intermediate Similarity 0.7107 NPC478074
Intermediate Similarity 0.7104 NPC61350
Intermediate Similarity 0.7095 NPC184964
Intermediate Similarity 0.709 NPC192315
Intermediate Similarity 0.709 NPC306376
Intermediate Similarity 0.7088 NPC84478
Intermediate Similarity 0.7083 NPC476098
Intermediate Similarity 0.7081 NPC95783
Intermediate Similarity 0.7079 NPC189812
Intermediate Similarity 0.7079 NPC312872
Intermediate Similarity 0.7079 NPC329688
Intermediate Similarity 0.7076 NPC285469
Intermediate Similarity 0.7074 NPC205403
Intermediate Similarity 0.7072 NPC477891
Intermediate Similarity 0.7072 NPC314394
Intermediate Similarity 0.7069 NPC118511
Intermediate Similarity 0.7062 NPC193777
Intermediate Similarity 0.7059 NPC36168
Intermediate Similarity 0.7056 NPC67659
Intermediate Similarity 0.7052 NPC131718
Intermediate Similarity 0.7043 NPC469390
Intermediate Similarity 0.7039 NPC150048
Intermediate Similarity 0.7039 NPC203754
Intermediate Similarity 0.7039 NPC134586
Intermediate Similarity 0.7037 NPC77555
Intermediate Similarity 0.7026 NPC18348
Intermediate Similarity 0.7022 NPC313791
Intermediate Similarity 0.7022 NPC472123
Intermediate Similarity 0.7022 NPC34508
Intermediate Similarity 0.7011 NPC16667
Intermediate Similarity 0.701 NPC474145
Intermediate Similarity 0.701 NPC475841
Intermediate Similarity 0.7006 NPC164664
Intermediate Similarity 0.7006 NPC280548
Intermediate Similarity 0.7 NPC284348
Intermediate Similarity 0.7 NPC211997
Intermediate Similarity 0.7 NPC96890
Remote Similarity 0.6984 NPC242209
Remote Similarity 0.6984 NPC472193
Remote Similarity 0.6979 NPC267423
Remote Similarity 0.6971 NPC476118
Remote Similarity 0.697 NPC294620
Remote Similarity 0.697 NPC48353
Remote Similarity 0.6968 NPC289786
Remote Similarity 0.6963 NPC476175
Remote Similarity 0.6963 NPC128823
Remote Similarity 0.6963 NPC280714
Remote Similarity 0.6959 NPC137929
Remote Similarity 0.6959 NPC164374
Remote Similarity 0.6954 NPC5145
Remote Similarity 0.695 NPC477110
Remote Similarity 0.6947 NPC156704
Remote Similarity 0.6946 NPC242556
Remote Similarity 0.6936 NPC116573
Remote Similarity 0.6935 NPC242928
Remote Similarity 0.6931 NPC195314
Remote Similarity 0.6927 NPC11017
Remote Similarity 0.6923 NPC304183
Remote Similarity 0.6923 NPC198339
Remote Similarity 0.6919 NPC9894
Remote Similarity 0.6919 NPC208284
Remote Similarity 0.6919 NPC220337
Remote Similarity 0.6919 NPC207726
Remote Similarity 0.6915 NPC476041
Remote Similarity 0.6915 NPC304926
Remote Similarity 0.6912 NPC162748
Remote Similarity 0.6907 NPC477135
Remote Similarity 0.6906 NPC151939
Remote Similarity 0.6895 NPC70259
Remote Similarity 0.6888 NPC53344
Remote Similarity 0.6888 NPC270918
Remote Similarity 0.6882 NPC37548
Remote Similarity 0.6882 NPC124005
Remote Similarity 0.6879 NPC184476
Remote Similarity 0.6878 NPC307963
Remote Similarity 0.6875 NPC32200
Remote Similarity 0.6875 NPC102423
Remote Similarity 0.6872 NPC252590
Remote Similarity 0.6872 NPC470500
Remote Similarity 0.6869 NPC309845
Remote Similarity 0.6869 NPC471304
Remote Similarity 0.6868 NPC472443
Remote Similarity 0.6868 NPC472168
Remote Similarity 0.6868 NPC270009
Remote Similarity 0.6863 NPC81561
Remote Similarity 0.686 NPC6215
Remote Similarity 0.6859 NPC473814

Drug Structure

External Identifiers

TTD  
DrugBank   DB04864
ChEMBL   CHEMBL395280
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI   78330
CAS Number  102518-79-6

Drug Properties

Molecular Weight  242.14
ALogP  0.4801
MLogP  2.78
XLogP  1.283
HDA  2
HBD  2
Rotatable Bonds  4
TPSA  59.14
RO5 Violation  0