Drug Information

Drug ID:  NPD977
Drug Name:  Varenicline
Molecular Formula:  C13H13N3
Canonical SMILES:  N1C[C@@H]2C[C@H](C1)c1c2cc2c(c1)nccn2
Standard InCHI:  InChI=1S/C13H13N3/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1/h1-2,4-5,8-9,14H,3,6-7H2/t8-,9+
Standard InCHIKey:  JQSHBVHOMNKWFT-DTORHVGOSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; DrugBank; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD977

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 0.8472 NPC282398
Intermediate Similarity 0.8366 NPC469811
Intermediate Similarity 0.8312 NPC321911
Intermediate Similarity 0.8301 NPC63545
Intermediate Similarity 0.8269 NPC325903
Intermediate Similarity 0.8247 NPC179787
Intermediate Similarity 0.8247 NPC201380
Intermediate Similarity 0.8235 NPC86288
Intermediate Similarity 0.82 NPC169433
Intermediate Similarity 0.8176 NPC56765
Intermediate Similarity 0.8025 NPC90723
Intermediate Similarity 0.8012 NPC44773
Intermediate Similarity 0.8012 NPC122141
Intermediate Similarity 0.8012 NPC215584
Intermediate Similarity 0.8 NPC146373
Intermediate Similarity 0.8 NPC245244
Intermediate Similarity 0.8 NPC166424
Intermediate Similarity 0.7975 NPC470233
Intermediate Similarity 0.795 NPC318065
Intermediate Similarity 0.795 NPC206819
Intermediate Similarity 0.7947 NPC96102
Intermediate Similarity 0.7925 NPC138842
Intermediate Similarity 0.7914 NPC317105
Intermediate Similarity 0.7901 NPC470204
Intermediate Similarity 0.7898 NPC470111
Intermediate Similarity 0.7895 NPC84911
Intermediate Similarity 0.7895 NPC314102
Intermediate Similarity 0.7895 NPC251722
Intermediate Similarity 0.7895 NPC105127
Intermediate Similarity 0.7888 NPC236711
Intermediate Similarity 0.7888 NPC286427
Intermediate Similarity 0.7853 NPC225018
Intermediate Similarity 0.7853 NPC470203
Intermediate Similarity 0.784 NPC41257
Intermediate Similarity 0.7829 NPC261195
Intermediate Similarity 0.7829 NPC29886
Intermediate Similarity 0.7792 NPC88097
Intermediate Similarity 0.7792 NPC110126
Intermediate Similarity 0.7792 NPC73767
Intermediate Similarity 0.7764 NPC476219
Intermediate Similarity 0.7751 NPC280852
Intermediate Similarity 0.7742 NPC469767
Intermediate Similarity 0.7742 NPC469784
Intermediate Similarity 0.7742 NPC469783
Intermediate Similarity 0.7742 NPC279081
Intermediate Similarity 0.7742 NPC469768
Intermediate Similarity 0.7742 NPC115611
Intermediate Similarity 0.7742 NPC469779
Intermediate Similarity 0.7742 NPC469761
Intermediate Similarity 0.7742 NPC469780
Intermediate Similarity 0.774 NPC46358
Intermediate Similarity 0.7712 NPC325252
Intermediate Similarity 0.7692 NPC469766
Intermediate Similarity 0.7688 NPC40070
Intermediate Similarity 0.7687 NPC27740
Intermediate Similarity 0.7682 NPC82295
Intermediate Similarity 0.7682 NPC101165
Intermediate Similarity 0.7679 NPC201634
Intermediate Similarity 0.7651 NPC274229
Intermediate Similarity 0.7647 NPC198988
Intermediate Similarity 0.7643 NPC190296
Intermediate Similarity 0.7639 NPC91958
Intermediate Similarity 0.7639 NPC143603
Intermediate Similarity 0.7628 NPC230002
Intermediate Similarity 0.7622 NPC300238
Intermediate Similarity 0.7619 NPC194411
Intermediate Similarity 0.761 NPC288838
Intermediate Similarity 0.761 NPC143872
Intermediate Similarity 0.759 NPC478184
Intermediate Similarity 0.7588 NPC297034
Intermediate Similarity 0.7588 NPC471579
Intermediate Similarity 0.7578 NPC53947
Intermediate Similarity 0.7578 NPC33421
Intermediate Similarity 0.7547 NPC159856
Intermediate Similarity 0.7547 NPC314372
Intermediate Similarity 0.7544 NPC474958
Intermediate Similarity 0.7515 NPC293487
Intermediate Similarity 0.7515 NPC97343
Intermediate Similarity 0.75 NPC56233
Intermediate Similarity 0.75 NPC51054
Intermediate Similarity 0.7485 NPC37423
Intermediate Similarity 0.7485 NPC275305
Intermediate Similarity 0.7471 NPC82331
Intermediate Similarity 0.7455 NPC216643
Intermediate Similarity 0.7455 NPC469897
Intermediate Similarity 0.7455 NPC167635
Intermediate Similarity 0.7455 NPC193740
Intermediate Similarity 0.7453 NPC21605
Intermediate Similarity 0.7453 NPC471957
Intermediate Similarity 0.7439 NPC476297
Intermediate Similarity 0.7421 NPC20144
Intermediate Similarity 0.741 NPC477591
Intermediate Similarity 0.7405 NPC284635
Intermediate Similarity 0.7399 NPC68354
Intermediate Similarity 0.7381 NPC478182
Intermediate Similarity 0.7372 NPC218268
Intermediate Similarity 0.7362 NPC105818
Intermediate Similarity 0.7362 NPC24678
Intermediate Similarity 0.7358 NPC476454
Intermediate Similarity 0.7356 NPC176199
Intermediate Similarity 0.7356 NPC215795
Intermediate Similarity 0.7342 NPC315348
Intermediate Similarity 0.7342 NPC316811
Intermediate Similarity 0.7342 NPC32002
Intermediate Similarity 0.7338 NPC256893
Intermediate Similarity 0.7333 NPC476322
Intermediate Similarity 0.7329 NPC204141
Intermediate Similarity 0.7325 NPC150259
Intermediate Similarity 0.7321 NPC478185
Intermediate Similarity 0.732 NPC475090
Intermediate Similarity 0.732 NPC475105
Intermediate Similarity 0.732 NPC329896
Intermediate Similarity 0.7317 NPC470823
Intermediate Similarity 0.7317 NPC216713
Intermediate Similarity 0.7315 NPC329825
Intermediate Similarity 0.7305 NPC221786
Intermediate Similarity 0.7305 NPC474880
Intermediate Similarity 0.7305 NPC475990
Intermediate Similarity 0.7296 NPC59084
Intermediate Similarity 0.7294 NPC478183
Intermediate Similarity 0.7288 NPC467063
Intermediate Similarity 0.7283 NPC265576
Intermediate Similarity 0.7273 NPC469765
Intermediate Similarity 0.7273 NPC69914
Intermediate Similarity 0.7273 NPC259644
Intermediate Similarity 0.7273 NPC73952
Intermediate Similarity 0.7273 NPC22079
Intermediate Similarity 0.7273 NPC200214
Intermediate Similarity 0.7273 NPC25008
Intermediate Similarity 0.7273 NPC141926
Intermediate Similarity 0.7273 NPC469760
Intermediate Similarity 0.7273 NPC307191
Intermediate Similarity 0.7273 NPC469786
Intermediate Similarity 0.7273 NPC469763
Intermediate Similarity 0.7255 NPC89490
Intermediate Similarity 0.725 NPC473868
Intermediate Similarity 0.725 NPC63157
Intermediate Similarity 0.7248 NPC182570
Intermediate Similarity 0.7248 NPC48564
Intermediate Similarity 0.7248 NPC265605
Intermediate Similarity 0.7241 NPC143156
Intermediate Similarity 0.7229 NPC212376
Intermediate Similarity 0.7229 NPC34844
Intermediate Similarity 0.7229 NPC75540
Intermediate Similarity 0.7229 NPC70922
Intermediate Similarity 0.7229 NPC80597
Intermediate Similarity 0.7229 NPC211572
Intermediate Similarity 0.7222 NPC470440
Intermediate Similarity 0.7211 NPC297486
Intermediate Similarity 0.7211 NPC471402
Intermediate Similarity 0.7211 NPC240136
Intermediate Similarity 0.7209 NPC91895
Intermediate Similarity 0.7209 NPC32534
Intermediate Similarity 0.7208 NPC476131
Intermediate Similarity 0.7202 NPC135141
Intermediate Similarity 0.7202 NPC92796
Intermediate Similarity 0.7191 NPC108011
Intermediate Similarity 0.7188 NPC2949
Intermediate Similarity 0.7186 NPC469785
Intermediate Similarity 0.7186 NPC476464
Intermediate Similarity 0.7184 NPC317054
Intermediate Similarity 0.7182 NPC231536
Intermediate Similarity 0.7182 NPC95783
Intermediate Similarity 0.7181 NPC215519
Intermediate Similarity 0.7176 NPC265100
Intermediate Similarity 0.7175 NPC191415
Intermediate Similarity 0.7162 NPC162689
Intermediate Similarity 0.7162 NPC54102
Intermediate Similarity 0.716 NPC279918
Intermediate Similarity 0.716 NPC229173
Intermediate Similarity 0.7143 NPC469762
Intermediate Similarity 0.7143 NPC88121
Intermediate Similarity 0.7143 NPC148140
Intermediate Similarity 0.7135 NPC102755
Intermediate Similarity 0.7135 NPC48938
Intermediate Similarity 0.7135 NPC147810
Intermediate Similarity 0.7125 NPC312092
Intermediate Similarity 0.7124 NPC250361
Intermediate Similarity 0.7118 NPC282231
Intermediate Similarity 0.7115 NPC179365
Intermediate Similarity 0.711 NPC474897
Intermediate Similarity 0.7107 NPC125746
Intermediate Similarity 0.7105 NPC122718
Intermediate Similarity 0.7101 NPC80681
Intermediate Similarity 0.7095 NPC284678
Intermediate Similarity 0.7095 NPC81561
Intermediate Similarity 0.7093 NPC474561
Intermediate Similarity 0.7093 NPC49954
Intermediate Similarity 0.7083 NPC27802
Intermediate Similarity 0.7076 NPC21174
Intermediate Similarity 0.7076 NPC271797
Intermediate Similarity 0.7073 NPC316069
Intermediate Similarity 0.7068 NPC175916
Intermediate Similarity 0.7059 NPC131718
Intermediate Similarity 0.7052 NPC63751
Intermediate Similarity 0.7052 NPC201700
Intermediate Similarity 0.7051 NPC475428
Intermediate Similarity 0.7039 NPC290094
Intermediate Similarity 0.7035 NPC280864
Intermediate Similarity 0.7035 NPC17751

Drug Structure

External Identifiers

TTD   DAP001535; DAP000265
DrugBank   DB01273
ChEMBL   CHEMBL1396
IUPHAR/BPS   5459
PharmaGKB   PA164781343
KEGG Drug  
PubChem CID   5310966
ChEBI   84500
CAS Number  249296-44-4

Drug Properties

Molecular Weight  211.11
ALogP  -0.947
MLogP  2.56
XLogP  1.2
HDA  3
HBD  1
Rotatable Bonds  0
TPSA  37.81
RO5 Violation  0