Drug Information

Drug ID:  NPD2972
Drug Name:  Codeine
Molecular Formula:  C18H21NO3
Canonical SMILES:  COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O)C
Standard InCHI:  InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
Standard InCHIKey:  OROGSEYTTFOCAN-DNJOTXNNSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2972

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 NPC43069
High Similarity 1.0 NPC140577
High Similarity 0.9889 NPC67346
High Similarity 0.9779 NPC232533
High Similarity 0.9674 NPC157958
High Similarity 0.967 NPC97086
High Similarity 0.967 NPC243483
High Similarity 0.9665 NPC174783
High Similarity 0.9409 NPC126211
High Similarity 0.9402 NPC311781
High Similarity 0.8956 NPC214629
High Similarity 0.8689 NPC115906
Intermediate Similarity 0.8486 NPC298339
Intermediate Similarity 0.8385 NPC66909
Intermediate Similarity 0.8308 NPC254045
Intermediate Similarity 0.8308 NPC64576
Intermediate Similarity 0.8308 NPC201055
Intermediate Similarity 0.8308 NPC151470
Intermediate Similarity 0.8177 NPC196231
Intermediate Similarity 0.8081 NPC244191
Intermediate Similarity 0.8021 NPC162694
Intermediate Similarity 0.801 NPC279665
Intermediate Similarity 0.7959 NPC33256
Intermediate Similarity 0.7946 NPC124657
Intermediate Similarity 0.7906 NPC305847
Intermediate Similarity 0.7879 NPC293624
Intermediate Similarity 0.7865 NPC302449
Intermediate Similarity 0.7842 NPC35680
Intermediate Similarity 0.7826 NPC475780
Intermediate Similarity 0.7796 NPC3375
Intermediate Similarity 0.7796 NPC255607
Intermediate Similarity 0.7783 NPC476500
Intermediate Similarity 0.7766 NPC94499
Intermediate Similarity 0.776 NPC180756
Intermediate Similarity 0.776 NPC323443
Intermediate Similarity 0.7696 NPC80472
Intermediate Similarity 0.7634 NPC226428
Intermediate Similarity 0.7549 NPC286135
Intermediate Similarity 0.7526 NPC284842
Intermediate Similarity 0.7525 NPC141440
Intermediate Similarity 0.75 NPC227683
Intermediate Similarity 0.7452 NPC106840
Intermediate Similarity 0.7452 NPC476495
Intermediate Similarity 0.7452 NPC94687
Intermediate Similarity 0.7446 NPC85747
Intermediate Similarity 0.7446 NPC8337
Intermediate Similarity 0.7423 NPC329969
Intermediate Similarity 0.7404 NPC326895
Intermediate Similarity 0.7387 NPC230098
Intermediate Similarity 0.7383 NPC82056
Intermediate Similarity 0.7371 NPC38964
Intermediate Similarity 0.7366 NPC474427
Intermediate Similarity 0.7358 NPC263212
Intermediate Similarity 0.7354 NPC249274
Intermediate Similarity 0.7353 NPC83019
Intermediate Similarity 0.7333 NPC46990
Intermediate Similarity 0.7333 NPC476496
Intermediate Similarity 0.733 NPC35345
Intermediate Similarity 0.7323 NPC233718
Intermediate Similarity 0.7312 NPC475718
Intermediate Similarity 0.731 NPC474745
Intermediate Similarity 0.731 NPC27887
Intermediate Similarity 0.731 NPC32154
Intermediate Similarity 0.731 NPC149285
Intermediate Similarity 0.731 NPC126284
Intermediate Similarity 0.7306 NPC470324
Intermediate Similarity 0.7304 NPC475713
Intermediate Similarity 0.7304 NPC204580
Intermediate Similarity 0.7304 NPC474432
Intermediate Similarity 0.7297 NPC474556
Intermediate Similarity 0.7296 NPC241704
Intermediate Similarity 0.7287 NPC476443
Intermediate Similarity 0.7287 NPC133817
Intermediate Similarity 0.7277 NPC63152
Intermediate Similarity 0.7277 NPC476569
Intermediate Similarity 0.7268 NPC191012
Intermediate Similarity 0.7263 NPC205167
Intermediate Similarity 0.7259 NPC474325
Intermediate Similarity 0.7254 NPC81218
Intermediate Similarity 0.7254 NPC158376
Intermediate Similarity 0.7254 NPC474931
Intermediate Similarity 0.7254 NPC12053
Intermediate Similarity 0.7254 NPC306555
Intermediate Similarity 0.7254 NPC117188
Intermediate Similarity 0.7254 NPC205421
Intermediate Similarity 0.7254 NPC145832
Intermediate Similarity 0.7249 NPC478159
Intermediate Similarity 0.7249 NPC78359
Intermediate Similarity 0.7249 NPC40389
Intermediate Similarity 0.7249 NPC478161
Intermediate Similarity 0.7249 NPC65490
Intermediate Similarity 0.7249 NPC315707
Intermediate Similarity 0.7249 NPC148014
Intermediate Similarity 0.724 NPC96603
Intermediate Similarity 0.724 NPC212794
Intermediate Similarity 0.724 NPC196447
Intermediate Similarity 0.724 NPC13504
Intermediate Similarity 0.724 NPC78222
Intermediate Similarity 0.724 NPC477563
Intermediate Similarity 0.724 NPC136508
Intermediate Similarity 0.724 NPC306843
Intermediate Similarity 0.724 NPC253043
Intermediate Similarity 0.7236 NPC248642
Intermediate Similarity 0.7233 NPC267414
Intermediate Similarity 0.7222 NPC99179
Intermediate Similarity 0.7216 NPC41689
Intermediate Similarity 0.7208 NPC237044
Intermediate Similarity 0.72 NPC156576
Intermediate Similarity 0.72 NPC104682
Intermediate Similarity 0.72 NPC474746
Intermediate Similarity 0.72 NPC475981
Intermediate Similarity 0.7196 NPC147091
Intermediate Similarity 0.7188 NPC324144
Intermediate Similarity 0.7188 NPC1229
Intermediate Similarity 0.7181 NPC115869
Intermediate Similarity 0.7179 NPC329911
Intermediate Similarity 0.7179 NPC255787
Intermediate Similarity 0.7173 NPC166014
Intermediate Similarity 0.7173 NPC18402
Intermediate Similarity 0.7173 NPC4304
Intermediate Similarity 0.7173 NPC27410
Intermediate Similarity 0.7172 NPC294790
Intermediate Similarity 0.7172 NPC320223
Intermediate Similarity 0.7172 NPC114364
Intermediate Similarity 0.7172 NPC118633
Intermediate Similarity 0.7172 NPC148693
Intermediate Similarity 0.7158 NPC180901
Intermediate Similarity 0.7158 NPC300757
Intermediate Similarity 0.7157 NPC128560
Intermediate Similarity 0.7157 NPC199465
Intermediate Similarity 0.7157 NPC304675
Intermediate Similarity 0.7157 NPC229166
Intermediate Similarity 0.7151 NPC469540
Intermediate Similarity 0.7151 NPC469539
Intermediate Similarity 0.715 NPC207239
Intermediate Similarity 0.715 NPC47191
Intermediate Similarity 0.7143 NPC129578
Intermediate Similarity 0.7143 NPC131121
Intermediate Similarity 0.7143 NPC150131
Intermediate Similarity 0.7143 NPC186392
Intermediate Similarity 0.7143 NPC60211
Intermediate Similarity 0.7136 NPC24228
Intermediate Similarity 0.7129 NPC8927
Intermediate Similarity 0.7128 NPC470924
Intermediate Similarity 0.7128 NPC160570
Intermediate Similarity 0.712 NPC118804
Intermediate Similarity 0.712 NPC288353
Intermediate Similarity 0.7114 NPC475566
Intermediate Similarity 0.7114 NPC244903
Intermediate Similarity 0.7108 NPC226708
Intermediate Similarity 0.7101 NPC73020
Intermediate Similarity 0.7101 NPC14622
Intermediate Similarity 0.7101 NPC215098
Intermediate Similarity 0.7101 NPC46744
Intermediate Similarity 0.7101 NPC124302
Intermediate Similarity 0.7101 NPC70290
Intermediate Similarity 0.7098 NPC472961
Intermediate Similarity 0.7098 NPC472962
Intermediate Similarity 0.7098 NPC59567
Intermediate Similarity 0.7092 NPC168753
Intermediate Similarity 0.7092 NPC118274
Intermediate Similarity 0.709 NPC294511
Intermediate Similarity 0.709 NPC121615
Intermediate Similarity 0.7083 NPC135006
Intermediate Similarity 0.7081 NPC316164
Intermediate Similarity 0.7077 NPC150879
Intermediate Similarity 0.7077 NPC298979
Intermediate Similarity 0.7077 NPC181653
Intermediate Similarity 0.7077 NPC475779
Intermediate Similarity 0.7077 NPC190332
Intermediate Similarity 0.7074 NPC476579
Intermediate Similarity 0.7071 NPC315306
Intermediate Similarity 0.7071 NPC313717
Intermediate Similarity 0.7068 NPC129603
Intermediate Similarity 0.7068 NPC268008
Intermediate Similarity 0.7068 NPC476572
Intermediate Similarity 0.7065 NPC116284
Intermediate Similarity 0.7065 NPC246877
Intermediate Similarity 0.7065 NPC27220
Intermediate Similarity 0.7062 NPC225774
Intermediate Similarity 0.7056 NPC193222
Intermediate Similarity 0.7056 NPC239775
Intermediate Similarity 0.7053 NPC99659
Intermediate Similarity 0.7053 NPC325871
Intermediate Similarity 0.7048 NPC475747
Intermediate Similarity 0.7047 NPC153631
Intermediate Similarity 0.7047 NPC472299
Intermediate Similarity 0.7047 NPC228501
Intermediate Similarity 0.7044 NPC214116
Intermediate Similarity 0.7044 NPC228209
Intermediate Similarity 0.7035 NPC316292
Intermediate Similarity 0.7035 NPC222524
Intermediate Similarity 0.7035 NPC474470
Intermediate Similarity 0.7033 NPC226652
Intermediate Similarity 0.7033 NPC120671
Intermediate Similarity 0.7033 NPC72788
Intermediate Similarity 0.7033 NPC314100
Intermediate Similarity 0.7031 NPC7059
Intermediate Similarity 0.703 NPC476273
Intermediate Similarity 0.7026 NPC24264

Drug Structure

External Identifiers

TTD   DAP000213
DrugBank   DB00318
ChEMBL   CHEMBL485
IUPHAR/BPS   1673
PharmaGKB   PA449088
KEGG Drug   D03580
PubChem CID   5284371
ChEBI   16714
CAS Number  76-57-3

Drug Properties

Molecular Weight  299.15
ALogP  -0.19
MLogP  3
XLogP  0.433
HDA  4
HBD  1
Rotatable Bonds  4
TPSA  41.93
RO5 Violation  0