Drug Information

Drug ID:  NPD9616
Drug Name:  Phenylephrine
Molecular Formula:  C9H13NO2
Canonical SMILES:  CNC[C@@H](c1cccc(c1)O)O
Standard InCHI:  InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
Standard InCHIKey:  SONNWYBIRXJNDC-VIFPVBQESA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9616

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 NPC137096
High Similarity 0.916 NPC236347
High Similarity 0.916 NPC323775
High Similarity 0.9115 NPC10286
High Similarity 0.9115 NPC213
High Similarity 0.9 NPC322366
High Similarity 0.8718 NPC85276
High Similarity 0.8716 NPC68055
High Similarity 0.8624 NPC327226
High Similarity 0.8584 NPC145638
High Similarity 0.8584 NPC290566
High Similarity 0.8571 NPC169207
High Similarity 0.8571 NPC118522
High Similarity 0.8571 NPC115627
Intermediate Similarity 0.8468 NPC226778
Intermediate Similarity 0.8468 NPC304761
Intermediate Similarity 0.8468 NPC150254
Intermediate Similarity 0.8468 NPC147000
Intermediate Similarity 0.8205 NPC146422
Intermediate Similarity 0.8203 NPC208757
Intermediate Similarity 0.8108 NPC125732
Intermediate Similarity 0.8073 NPC20142
Intermediate Similarity 0.8073 NPC215351
Intermediate Similarity 0.8036 NPC289381
Intermediate Similarity 0.8036 NPC155847
Intermediate Similarity 0.8018 NPC474073
Intermediate Similarity 0.8018 NPC164514
Intermediate Similarity 0.8018 NPC108606
Intermediate Similarity 0.8018 NPC226096
Intermediate Similarity 0.8018 NPC303611
Intermediate Similarity 0.8018 NPC290515
Intermediate Similarity 0.7984 NPC329595
Intermediate Similarity 0.7984 NPC326599
Intermediate Similarity 0.7876 NPC214200
Intermediate Similarity 0.7876 NPC228400
Intermediate Similarity 0.7874 NPC318965
Intermediate Similarity 0.7798 NPC312304
Intermediate Similarity 0.7778 NPC298486
Intermediate Similarity 0.7769 NPC142599
Intermediate Similarity 0.7739 NPC178902
Intermediate Similarity 0.7719 NPC29601
Intermediate Similarity 0.7719 NPC174911
Intermediate Similarity 0.7717 NPC307020
Intermediate Similarity 0.7717 NPC13020
Intermediate Similarity 0.7717 NPC140359
Intermediate Similarity 0.7667 NPC21890
Intermediate Similarity 0.7658 NPC325292
Intermediate Similarity 0.7658 NPC138117
Intermediate Similarity 0.7652 NPC33338
Intermediate Similarity 0.7652 NPC300020
Intermediate Similarity 0.7652 NPC302171
Intermediate Similarity 0.7647 NPC316052
Intermediate Similarity 0.7615 NPC27974
Intermediate Similarity 0.76 NPC283760
Intermediate Similarity 0.7586 NPC235762
Intermediate Similarity 0.7586 NPC471228
Intermediate Similarity 0.7565 NPC130103
Intermediate Similarity 0.7565 NPC294741
Intermediate Similarity 0.7542 NPC231705
Intermediate Similarity 0.7522 NPC313650
Intermediate Similarity 0.7521 NPC475225
Intermediate Similarity 0.75 NPC214988
Intermediate Similarity 0.75 NPC258056
Intermediate Similarity 0.75 NPC106551
Intermediate Similarity 0.75 NPC188867
Intermediate Similarity 0.75 NPC281686
Intermediate Similarity 0.75 NPC172046
Intermediate Similarity 0.7479 NPC142297
Intermediate Similarity 0.7477 NPC300017
Intermediate Similarity 0.7466 NPC37205
Intermediate Similarity 0.7466 NPC160931
Intermediate Similarity 0.7462 NPC141739
Intermediate Similarity 0.7462 NPC320242
Intermediate Similarity 0.7462 NPC136112
Intermediate Similarity 0.7458 NPC471350
Intermediate Similarity 0.7442 NPC318777
Intermediate Similarity 0.744 NPC120075
Intermediate Similarity 0.7438 NPC474149
Intermediate Similarity 0.7417 NPC153690
Intermediate Similarity 0.7391 NPC168861
Intermediate Similarity 0.7391 NPC107619
Intermediate Similarity 0.7391 NPC152097
Intermediate Similarity 0.7391 NPC88420
Intermediate Similarity 0.7388 NPC88667
Intermediate Similarity 0.7377 NPC163674
Intermediate Similarity 0.7373 NPC323810
Intermediate Similarity 0.7355 NPC24777
Intermediate Similarity 0.7355 NPC473524
Intermediate Similarity 0.735 NPC110764
Intermediate Similarity 0.7348 NPC161593
Intermediate Similarity 0.7348 NPC145888
Intermediate Similarity 0.7348 NPC16031
Intermediate Similarity 0.7345 NPC29373
Intermediate Similarity 0.7345 NPC3358
Intermediate Similarity 0.7345 NPC306884
Intermediate Similarity 0.7345 NPC162314
Intermediate Similarity 0.7345 NPC147284
Intermediate Similarity 0.7345 NPC94139
Intermediate Similarity 0.7345 NPC210497
Intermediate Similarity 0.7345 NPC55903
Intermediate Similarity 0.7339 NPC118202
Intermediate Similarity 0.7339 NPC150837
Intermediate Similarity 0.7338 NPC204546
Intermediate Similarity 0.7333 NPC305603
Intermediate Similarity 0.7333 NPC267237
Intermediate Similarity 0.7333 NPC61033
Intermediate Similarity 0.7333 NPC474352
Intermediate Similarity 0.7333 NPC66834
Intermediate Similarity 0.7333 NPC186469
Intermediate Similarity 0.7328 NPC260775
Intermediate Similarity 0.7323 NPC239697
Intermediate Similarity 0.7321 NPC192
Intermediate Similarity 0.7319 NPC170170
Intermediate Similarity 0.7319 NPC219233
Intermediate Similarity 0.7319 NPC211468
Intermediate Similarity 0.7311 NPC42383
Intermediate Similarity 0.7297 NPC104216
Intermediate Similarity 0.7293 NPC271808
Intermediate Similarity 0.7287 NPC474862
Intermediate Similarity 0.7281 NPC245187
Intermediate Similarity 0.728 NPC317254
Intermediate Similarity 0.7273 NPC24101
Intermediate Similarity 0.7273 NPC97811
Intermediate Similarity 0.7273 NPC96224
Intermediate Similarity 0.7266 NPC323123
Intermediate Similarity 0.7265 NPC12931
Intermediate Similarity 0.7265 NPC48730
Intermediate Similarity 0.7265 NPC129373
Intermediate Similarity 0.7265 NPC248396
Intermediate Similarity 0.7265 NPC130756
Intermediate Similarity 0.7265 NPC70677
Intermediate Similarity 0.7259 NPC247018
Intermediate Similarity 0.7259 NPC307123
Intermediate Similarity 0.7259 NPC97870
Intermediate Similarity 0.7259 NPC149379
Intermediate Similarity 0.7258 NPC59387
Intermediate Similarity 0.7257 NPC231150
Intermediate Similarity 0.7246 NPC318591
Intermediate Similarity 0.7246 NPC231163
Intermediate Similarity 0.7241 NPC475078
Intermediate Similarity 0.7239 NPC262641
Intermediate Similarity 0.7227 NPC12278
Intermediate Similarity 0.7227 NPC130817
Intermediate Similarity 0.7226 NPC64205
Intermediate Similarity 0.7217 NPC274678
Intermediate Similarity 0.7209 NPC284078
Intermediate Similarity 0.7207 NPC307235
Intermediate Similarity 0.7207 NPC23167
Intermediate Similarity 0.7207 NPC407
Intermediate Similarity 0.7188 NPC268572
Intermediate Similarity 0.7183 NPC294249
Intermediate Similarity 0.7179 NPC216468
Intermediate Similarity 0.7179 NPC132078
Intermediate Similarity 0.7179 NPC131587
Intermediate Similarity 0.7179 NPC78119
Intermediate Similarity 0.7179 NPC51333
Intermediate Similarity 0.7179 NPC128723
Intermediate Similarity 0.7176 NPC217277
Intermediate Similarity 0.7174 NPC470249
Intermediate Similarity 0.7168 NPC47950
Intermediate Similarity 0.7168 NPC300478
Intermediate Similarity 0.7165 NPC283468
Intermediate Similarity 0.7164 NPC471321
Intermediate Similarity 0.7164 NPC471306
Intermediate Similarity 0.7155 NPC312132
Intermediate Similarity 0.7155 NPC259512
Intermediate Similarity 0.7154 NPC211992
Intermediate Similarity 0.7154 NPC27581
Intermediate Similarity 0.7143 NPC108497
Intermediate Similarity 0.7143 NPC25493
Intermediate Similarity 0.7143 NPC113460
Intermediate Similarity 0.7143 NPC321561
Intermediate Similarity 0.7143 NPC19680
Intermediate Similarity 0.7132 NPC17388
Intermediate Similarity 0.7132 NPC53596
Intermediate Similarity 0.7132 NPC321133
Intermediate Similarity 0.7132 NPC160120
Intermediate Similarity 0.7132 NPC289330
Intermediate Similarity 0.7132 NPC471308
Intermediate Similarity 0.713 NPC76938
Intermediate Similarity 0.7122 NPC48202
Intermediate Similarity 0.7121 NPC95733
Intermediate Similarity 0.7121 NPC62101
Intermediate Similarity 0.712 NPC26524
Intermediate Similarity 0.7119 NPC72729
Intermediate Similarity 0.7119 NPC166761
Intermediate Similarity 0.7119 NPC213730
Intermediate Similarity 0.7117 NPC155393
Intermediate Similarity 0.7117 NPC197783
Intermediate Similarity 0.7109 NPC317784
Intermediate Similarity 0.7109 NPC122009
Intermediate Similarity 0.7109 NPC142638
Intermediate Similarity 0.7105 NPC304541
Intermediate Similarity 0.7094 NPC109955
Intermediate Similarity 0.7094 NPC79241
Intermediate Similarity 0.7094 NPC6597
Intermediate Similarity 0.709 NPC153990
Intermediate Similarity 0.709 NPC477839
Intermediate Similarity 0.7087 NPC82963
Intermediate Similarity 0.7083 NPC475580

Drug Structure

External Identifiers

TTD   DAP000224; DIB013991
DrugBank   DB00388
ChEMBL   CHEMBL1215
IUPHAR/BPS   485
PharmaGKB   PA450935
KEGG Drug  
PubChem CID   6041
ChEBI   8093
CAS Number  59-42-7

Drug Properties

Molecular Weight  167.09
ALogP  -1.2775
MLogP  2.12
XLogP  0.464
HDA  2
HBD  3
Rotatable Bonds  6
TPSA  52.49
RO5 Violation  0