Drug Information

Drug ID:  NPD9621
Drug Name:  Epinephrine; (-)-adrenaline
Molecular Formula:  C9H13NO3
Canonical SMILES:  CNC[C@@H](c1ccc(c(c1)O)O)O
Standard InCHI:  InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1
Standard InCHIKey:  UCTWMZQNUQWSLP-VIFPVBQESA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9621

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 NPC323775
High Similarity 1.0 NPC236347
High Similarity 0.9412 NPC169207
High Similarity 0.9412 NPC118522
High Similarity 0.9412 NPC115627
High Similarity 0.9244 NPC85276
High Similarity 0.916 NPC137096
High Similarity 0.8992 NPC213
High Similarity 0.8992 NPC10286
High Similarity 0.876 NPC329595
High Similarity 0.876 NPC326599
High Similarity 0.8739 NPC146422
High Similarity 0.8594 NPC322366
Intermediate Similarity 0.8487 NPC290566
Intermediate Similarity 0.8487 NPC145638
Intermediate Similarity 0.8372 NPC318965
Intermediate Similarity 0.8293 NPC142599
Intermediate Similarity 0.8217 NPC318777
Intermediate Similarity 0.8217 NPC13020
Intermediate Similarity 0.8217 NPC140359
Intermediate Similarity 0.8151 NPC37205
Intermediate Similarity 0.8151 NPC160931
Intermediate Similarity 0.8134 NPC208757
Intermediate Similarity 0.8134 NPC33338
Intermediate Similarity 0.8134 NPC302171
Intermediate Similarity 0.8134 NPC300020
Intermediate Similarity 0.8067 NPC12278
Intermediate Similarity 0.8 NPC298486
Intermediate Similarity 0.7984 NPC284078
Intermediate Similarity 0.7983 NPC68055
Intermediate Similarity 0.7899 NPC327226
Intermediate Similarity 0.7899 NPC110764
Intermediate Similarity 0.7868 NPC88667
Intermediate Similarity 0.7836 NPC161593
Intermediate Similarity 0.7836 NPC145888
Intermediate Similarity 0.7836 NPC16031
Intermediate Similarity 0.7786 NPC170170
Intermediate Similarity 0.7786 NPC211468
Intermediate Similarity 0.7786 NPC219233
Intermediate Similarity 0.7778 NPC271808
Intermediate Similarity 0.7769 NPC304761
Intermediate Similarity 0.7769 NPC150254
Intermediate Similarity 0.7769 NPC226778
Intermediate Similarity 0.7769 NPC147000
Intermediate Similarity 0.7742 NPC71266
Intermediate Similarity 0.7731 NPC131587
Intermediate Similarity 0.7731 NPC125732
Intermediate Similarity 0.773 NPC323123
Intermediate Similarity 0.7721 NPC262641
Intermediate Similarity 0.7714 NPC41473
Intermediate Similarity 0.7714 NPC160607
Intermediate Similarity 0.7714 NPC204848
Intermediate Similarity 0.7714 NPC14600
Intermediate Similarity 0.7714 NPC312770
Intermediate Similarity 0.7692 NPC268572
Intermediate Similarity 0.7674 NPC120075
Intermediate Similarity 0.7674 NPC283468
Intermediate Similarity 0.7669 NPC307020
Intermediate Similarity 0.7667 NPC155847
Intermediate Similarity 0.7667 NPC289381
Intermediate Similarity 0.7647 NPC109955
Intermediate Similarity 0.7639 NPC294249
Intermediate Similarity 0.7638 NPC471485
Intermediate Similarity 0.763 NPC321561
Intermediate Similarity 0.7615 NPC122009
Intermediate Similarity 0.76 NPC62258
Intermediate Similarity 0.76 NPC55617
Intermediate Similarity 0.7578 NPC120280
Intermediate Similarity 0.7574 NPC153990
Intermediate Similarity 0.7557 NPC181969
Intermediate Similarity 0.7557 NPC320987
Intermediate Similarity 0.7541 NPC196479
Intermediate Similarity 0.754 NPC147634
Intermediate Similarity 0.754 NPC226401
Intermediate Similarity 0.754 NPC79793
Intermediate Similarity 0.754 NPC120982
Intermediate Similarity 0.754 NPC174096
Intermediate Similarity 0.7535 NPC299583
Intermediate Similarity 0.75 NPC264558
Intermediate Similarity 0.75 NPC148615
Intermediate Similarity 0.75 NPC177475
Intermediate Similarity 0.75 NPC35071
Intermediate Similarity 0.7481 NPC255675
Intermediate Similarity 0.748 NPC187583
Intermediate Similarity 0.748 NPC179002
Intermediate Similarity 0.748 NPC257430
Intermediate Similarity 0.748 NPC120719
Intermediate Similarity 0.7479 NPC107522
Intermediate Similarity 0.7479 NPC313650
Intermediate Similarity 0.7462 NPC221049
Intermediate Similarity 0.7447 NPC64205
Intermediate Similarity 0.7431 NPC66518
Intermediate Similarity 0.7426 NPC320242
Intermediate Similarity 0.7424 NPC477803
Intermediate Similarity 0.74 NPC277669
Intermediate Similarity 0.74 NPC76213
Intermediate Similarity 0.7398 NPC178902
Intermediate Similarity 0.7395 NPC20142
Intermediate Similarity 0.7395 NPC215351
Intermediate Similarity 0.7394 NPC301050
Intermediate Similarity 0.7394 NPC131204
Intermediate Similarity 0.7388 NPC476343
Intermediate Similarity 0.7388 NPC470804
Intermediate Similarity 0.7377 NPC29601
Intermediate Similarity 0.7365 NPC277857
Intermediate Similarity 0.7365 NPC115144
Intermediate Similarity 0.7361 NPC168861
Intermediate Similarity 0.736 NPC477814
Intermediate Similarity 0.7357 NPC93882
Intermediate Similarity 0.7357 NPC214869
Intermediate Similarity 0.7357 NPC130595
Intermediate Similarity 0.7355 NPC474073
Intermediate Similarity 0.7355 NPC303611
Intermediate Similarity 0.7355 NPC108606
Intermediate Similarity 0.7355 NPC164514
Intermediate Similarity 0.7355 NPC290515
Intermediate Similarity 0.7355 NPC226096
Intermediate Similarity 0.7353 NPC105513
Intermediate Similarity 0.7348 NPC63126
Intermediate Similarity 0.7339 NPC471511
Intermediate Similarity 0.7333 NPC209567
Intermediate Similarity 0.7323 NPC473524
Intermediate Similarity 0.7319 NPC251571
Intermediate Similarity 0.7319 NPC477839
Intermediate Similarity 0.7311 NPC138117
Intermediate Similarity 0.7311 NPC325292
Intermediate Similarity 0.731 NPC204546
Intermediate Similarity 0.7305 NPC313737
Intermediate Similarity 0.7305 NPC160692
Intermediate Similarity 0.7305 NPC6854
Intermediate Similarity 0.7305 NPC285078
Intermediate Similarity 0.7303 NPC2295
Intermediate Similarity 0.7303 NPC477564
Intermediate Similarity 0.7293 NPC135961
Intermediate Similarity 0.7293 NPC283760
Intermediate Similarity 0.7286 NPC114102
Intermediate Similarity 0.728 NPC239291
Intermediate Similarity 0.7273 NPC164386
Intermediate Similarity 0.7267 NPC207824
Intermediate Similarity 0.7267 NPC60538
Intermediate Similarity 0.7266 NPC155838
Intermediate Similarity 0.7259 NPC266045
Intermediate Similarity 0.7258 NPC477801
Intermediate Similarity 0.7258 NPC477802
Intermediate Similarity 0.7254 NPC218530
Intermediate Similarity 0.7239 NPC472071
Intermediate Similarity 0.7236 NPC228400
Intermediate Similarity 0.7236 NPC223393
Intermediate Similarity 0.7236 NPC214200
Intermediate Similarity 0.7236 NPC130103
Intermediate Similarity 0.7234 NPC247018
Intermediate Similarity 0.7234 NPC307123
Intermediate Similarity 0.7234 NPC97870
Intermediate Similarity 0.7222 NPC231705
Intermediate Similarity 0.7222 NPC214988
Intermediate Similarity 0.7222 NPC19149
Intermediate Similarity 0.7214 NPC52029
Intermediate Similarity 0.7214 NPC195749
Intermediate Similarity 0.7214 NPC35961
Intermediate Similarity 0.7209 NPC257124
Intermediate Similarity 0.7209 NPC156840
Intermediate Similarity 0.7209 NPC280382
Intermediate Similarity 0.7209 NPC268032
Intermediate Similarity 0.7209 NPC139617
Intermediate Similarity 0.7209 NPC78918
Intermediate Similarity 0.7209 NPC8547
Intermediate Similarity 0.7209 NPC173746
Intermediate Similarity 0.72 NPC52087
Intermediate Similarity 0.72 NPC471032
Intermediate Similarity 0.72 NPC470935
Intermediate Similarity 0.72 NPC79672
Intermediate Similarity 0.7197 NPC124433
Intermediate Similarity 0.7197 NPC281686
Intermediate Similarity 0.7197 NPC106551
Intermediate Similarity 0.7197 NPC293871
Intermediate Similarity 0.7197 NPC188867
Intermediate Similarity 0.7194 NPC291847
Intermediate Similarity 0.7188 NPC228343
Intermediate Similarity 0.7188 NPC258056
Intermediate Similarity 0.7188 NPC254833
Intermediate Similarity 0.7185 NPC470414
Intermediate Similarity 0.7185 NPC183262
Intermediate Similarity 0.7179 NPC158900
Intermediate Similarity 0.7174 NPC136112
Intermediate Similarity 0.7174 NPC141739
Intermediate Similarity 0.7165 NPC142297
Intermediate Similarity 0.7165 NPC176527
Intermediate Similarity 0.7164 NPC109371
Intermediate Similarity 0.7164 NPC24474
Intermediate Similarity 0.7164 NPC311595
Intermediate Similarity 0.7164 NPC470215
Intermediate Similarity 0.7164 NPC470214
Intermediate Similarity 0.7163 NPC255550
Intermediate Similarity 0.7163 NPC308885
Intermediate Similarity 0.716 NPC329969
Intermediate Similarity 0.7153 NPC220598
Intermediate Similarity 0.7153 NPC473451
Intermediate Similarity 0.7153 NPC471693
Intermediate Similarity 0.7153 NPC165375
Intermediate Similarity 0.7143 NPC175799

Drug Structure

External Identifiers

TTD   DAP000066
DrugBank   DB00668
ChEMBL   CHEMBL679
IUPHAR/BPS   479
PharmaGKB   PA449470
KEGG Drug   D00095
PubChem CID  
ChEBI   28918
CAS Number  51-43-4

Drug Properties

Molecular Weight  183.09
ALogP  -1.7378
MLogP  2.01
XLogP  -0.07
HDA  2
HBD  4
Rotatable Bonds  7
TPSA  72.72
RO5 Violation  0