Drug Information

Drug ID:  NPD4251
Drug Name:  Epoprostenol
Molecular Formula:  C20H32O5
Canonical SMILES:  CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1CC(=CCCCC(=O)O)O2)O
Standard InCHI:  InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/b11-10+,15-8?/t14-,16+,17+,18+,19-/m0/s1
Standard InCHIKey:  KAQKFAOMNZTLHT-VVUHWYTRSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD4251

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 NPC316629
High Similarity 0.9024 NPC316844
High Similarity 0.8889 NPC27949
High Similarity 0.8889 NPC39547
High Similarity 0.8889 NPC323249
High Similarity 0.8889 NPC260814
High Similarity 0.8571 NPC88735
Intermediate Similarity 0.814 NPC191711
Intermediate Similarity 0.8 NPC161493
Intermediate Similarity 0.7979 NPC170120
Intermediate Similarity 0.7979 NPC213698
Intermediate Similarity 0.7907 NPC55304
Intermediate Similarity 0.7907 NPC201225
Intermediate Similarity 0.7907 NPC226226
Intermediate Similarity 0.7895 NPC213078
Intermediate Similarity 0.7872 NPC127019
Intermediate Similarity 0.7849 NPC475925
Intermediate Similarity 0.7841 NPC7414
Intermediate Similarity 0.7816 NPC115418
Intermediate Similarity 0.7789 NPC67584
Intermediate Similarity 0.7789 NPC52044
Intermediate Similarity 0.7765 NPC279537
Intermediate Similarity 0.7755 NPC150923
Intermediate Similarity 0.7753 NPC128246
Intermediate Similarity 0.7732 NPC221615
Intermediate Similarity 0.7727 NPC47031
Intermediate Similarity 0.7708 NPC24956
Intermediate Similarity 0.7708 NPC18019
Intermediate Similarity 0.7692 NPC477668
Intermediate Similarity 0.7692 NPC184461
Intermediate Similarity 0.7692 NPC278283
Intermediate Similarity 0.766 NPC472468
Intermediate Similarity 0.7619 NPC477085
Intermediate Similarity 0.7609 NPC475405
Intermediate Similarity 0.7604 NPC304886
Intermediate Similarity 0.7556 NPC477667
Intermediate Similarity 0.7556 NPC111409
Intermediate Similarity 0.7553 NPC472466
Intermediate Similarity 0.7528 NPC126248
Intermediate Similarity 0.7527 NPC475712
Intermediate Similarity 0.7527 NPC207114
Intermediate Similarity 0.7527 NPC217983
Intermediate Similarity 0.75 NPC262133
Intermediate Similarity 0.75 NPC477087
Intermediate Similarity 0.75 NPC470013
Intermediate Similarity 0.75 NPC470010
Intermediate Similarity 0.75 NPC198853
Intermediate Similarity 0.75 NPC323008
Intermediate Similarity 0.75 NPC472467
Intermediate Similarity 0.75 NPC477086
Intermediate Similarity 0.7474 NPC171360
Intermediate Similarity 0.7474 NPC293001
Intermediate Similarity 0.7474 NPC35959
Intermediate Similarity 0.7474 NPC57304
Intermediate Similarity 0.7474 NPC63193
Intermediate Similarity 0.7474 NPC133888
Intermediate Similarity 0.7474 NPC29821
Intermediate Similarity 0.7473 NPC32676
Intermediate Similarity 0.7449 NPC472290
Intermediate Similarity 0.7444 NPC474252
Intermediate Similarity 0.7426 NPC474775
Intermediate Similarity 0.7419 NPC477959
Intermediate Similarity 0.7391 NPC242233
Intermediate Similarity 0.7368 NPC37607
Intermediate Similarity 0.7368 NPC473448
Intermediate Similarity 0.7368 NPC19087
Intermediate Similarity 0.7368 NPC54065
Intermediate Similarity 0.7368 NPC297474
Intermediate Similarity 0.7368 NPC35809
Intermediate Similarity 0.7368 NPC478003
Intermediate Similarity 0.7368 NPC475855
Intermediate Similarity 0.7368 NPC216284
Intermediate Similarity 0.7368 NPC478004
Intermediate Similarity 0.7368 NPC301969
Intermediate Similarity 0.7368 NPC158388
Intermediate Similarity 0.7363 NPC116543
Intermediate Similarity 0.7363 NPC69469
Intermediate Similarity 0.7347 NPC113433
Intermediate Similarity 0.7333 NPC52861
Intermediate Similarity 0.7333 NPC470241
Intermediate Similarity 0.732 NPC281775
Intermediate Similarity 0.732 NPC477131
Intermediate Similarity 0.732 NPC90453
Intermediate Similarity 0.7312 NPC187661
Intermediate Similarity 0.7312 NPC478112
Intermediate Similarity 0.7308 NPC117604
Intermediate Similarity 0.7303 NPC139712
Intermediate Similarity 0.7303 NPC475210
Intermediate Similarity 0.7303 NPC86971
Intermediate Similarity 0.7303 NPC321728
Intermediate Similarity 0.7292 NPC133698
Intermediate Similarity 0.7292 NPC184063
Intermediate Similarity 0.7292 NPC131209
Intermediate Similarity 0.7283 NPC212363
Intermediate Similarity 0.7283 NPC476804
Intermediate Similarity 0.7283 NPC475732
Intermediate Similarity 0.7282 NPC60315
Intermediate Similarity 0.7273 NPC476439
Intermediate Similarity 0.7273 NPC84360
Intermediate Similarity 0.7273 NPC474278
Intermediate Similarity 0.7263 NPC38392
Intermediate Similarity 0.7263 NPC478110
Intermediate Similarity 0.7263 NPC215556
Intermediate Similarity 0.7263 NPC155935
Intermediate Similarity 0.7263 NPC295312
Intermediate Similarity 0.7255 NPC124881
Intermediate Similarity 0.7255 NPC475334
Intermediate Similarity 0.7255 NPC475623
Intermediate Similarity 0.7255 NPC473694
Intermediate Similarity 0.7253 NPC89555
Intermediate Similarity 0.7245 NPC314009
Intermediate Similarity 0.7245 NPC36954
Intermediate Similarity 0.7245 NPC472873
Intermediate Similarity 0.7245 NPC476053
Intermediate Similarity 0.7245 NPC54905
Intermediate Similarity 0.7234 NPC160138
Intermediate Similarity 0.7234 NPC237540
Intermediate Similarity 0.7234 NPC86005
Intermediate Similarity 0.7228 NPC171759
Intermediate Similarity 0.7228 NPC20673
Intermediate Similarity 0.7216 NPC258216
Intermediate Similarity 0.7216 NPC40821
Intermediate Similarity 0.7216 NPC228451
Intermediate Similarity 0.7216 NPC475912
Intermediate Similarity 0.7216 NPC32862
Intermediate Similarity 0.7216 NPC475788
Intermediate Similarity 0.7216 NPC475838
Intermediate Similarity 0.7216 NPC125674
Intermediate Similarity 0.7216 NPC272293
Intermediate Similarity 0.7204 NPC255307
Intermediate Similarity 0.7191 NPC192006
Intermediate Similarity 0.7188 NPC179394
Intermediate Similarity 0.7188 NPC313670
Intermediate Similarity 0.7188 NPC474761
Intermediate Similarity 0.7188 NPC476004
Intermediate Similarity 0.7188 NPC144133
Intermediate Similarity 0.7184 NPC80809
Intermediate Similarity 0.7184 NPC181104
Intermediate Similarity 0.7184 NPC201144
Intermediate Similarity 0.7184 NPC475335
Intermediate Similarity 0.7184 NPC475331
Intermediate Similarity 0.7184 NPC288502
Intermediate Similarity 0.7184 NPC121518
Intermediate Similarity 0.7184 NPC103298
Intermediate Similarity 0.7176 NPC4299
Intermediate Similarity 0.7174 NPC250315
Intermediate Similarity 0.7174 NPC472473
Intermediate Similarity 0.7174 NPC169575
Intermediate Similarity 0.7174 NPC40746
Intermediate Similarity 0.7174 NPC473390
Intermediate Similarity 0.7174 NPC52923
Intermediate Similarity 0.7174 NPC131669
Intermediate Similarity 0.7172 NPC476315
Intermediate Similarity 0.7158 NPC473715
Intermediate Similarity 0.7158 NPC309656
Intermediate Similarity 0.7158 NPC475819
Intermediate Similarity 0.7158 NPC79549
Intermediate Similarity 0.7157 NPC475956
Intermediate Similarity 0.7157 NPC118405
Intermediate Similarity 0.7157 NPC252242
Intermediate Similarity 0.7157 NPC303653
Intermediate Similarity 0.7157 NPC70369
Intermediate Similarity 0.7157 NPC197835
Intermediate Similarity 0.7157 NPC140591
Intermediate Similarity 0.7157 NPC214714
Intermediate Similarity 0.7157 NPC200672
Intermediate Similarity 0.7157 NPC291500
Intermediate Similarity 0.7157 NPC189609
Intermediate Similarity 0.7157 NPC86077
Intermediate Similarity 0.7143 NPC472471
Intermediate Similarity 0.7143 NPC474338
Intermediate Similarity 0.7143 NPC315731
Intermediate Similarity 0.7143 NPC184208
Intermediate Similarity 0.7143 NPC24417
Intermediate Similarity 0.7143 NPC8538
Intermediate Similarity 0.7143 NPC474247
Intermediate Similarity 0.7129 NPC70865
Intermediate Similarity 0.7129 NPC244878
Intermediate Similarity 0.7128 NPC47220
Intermediate Similarity 0.7128 NPC64153
Intermediate Similarity 0.7128 NPC67493
Intermediate Similarity 0.7128 NPC186332
Intermediate Similarity 0.7128 NPC305475
Intermediate Similarity 0.7128 NPC475461
Intermediate Similarity 0.7115 NPC243998
Intermediate Similarity 0.7115 NPC54737
Intermediate Similarity 0.7113 NPC473321
Intermediate Similarity 0.7113 NPC472199
Intermediate Similarity 0.7113 NPC155215
Intermediate Similarity 0.7113 NPC221282
Intermediate Similarity 0.7113 NPC30515
Intermediate Similarity 0.7113 NPC274274
Intermediate Similarity 0.7113 NPC473150
Intermediate Similarity 0.7113 NPC294643
Intermediate Similarity 0.7113 NPC184463
Intermediate Similarity 0.7113 NPC472197
Intermediate Similarity 0.7113 NPC208839
Intermediate Similarity 0.7111 NPC164308
Intermediate Similarity 0.71 NPC475894
Intermediate Similarity 0.71 NPC477949

Drug Structure

External Identifiers

TTD   DAP001213
DrugBank   DB01240
ChEMBL   CHEMBL1139
IUPHAR/BPS  
PharmaGKB   PA449479
KEGG Drug   D00106
PubChem CID  
ChEBI   15552
CAS Number  35121-78-9

Drug Properties

Molecular Weight  352.22
ALogP  -2.913
MLogP  3.11
XLogP  2.976
HDA  5
HBD  3
Rotatable Bonds  14
TPSA  86.99
RO5 Violation  0