Drug Information

Drug ID:  NPD5331
Drug Name:  iloprost
Molecular Formula:  C22H32O4
Canonical SMILES:  CC#CCC([C@@H](/C=C/C1[C@H](O)C[C@H]2[C@@H]1C/C(=C/CCCC(=O)O)/C2)O)C
Standard InCHI:  InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18?,19-,20+,21+/m0/s1
Standard InCHIKey:  HIFJCPQKFCZDDL-SGSAMSKHSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5331

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 0.8625 NPC323249
High Similarity 0.8625 NPC39547
High Similarity 0.8625 NPC260814
High Similarity 0.8625 NPC27949
High Similarity 0.8537 NPC88735
High Similarity 0.8537 NPC316844
Intermediate Similarity 0.8434 NPC7414
Intermediate Similarity 0.8375 NPC279537
Intermediate Similarity 0.8313 NPC47031
Intermediate Similarity 0.8293 NPC201225
Intermediate Similarity 0.8193 NPC115418
Intermediate Similarity 0.7955 NPC316629
Intermediate Similarity 0.7949 NPC224532
Intermediate Similarity 0.7907 NPC472473
Intermediate Similarity 0.7889 NPC472466
Intermediate Similarity 0.7882 NPC472471
Intermediate Similarity 0.7802 NPC472468
Intermediate Similarity 0.7778 NPC477215
Intermediate Similarity 0.7778 NPC476388
Intermediate Similarity 0.7742 NPC472469
Intermediate Similarity 0.7738 NPC192006
Intermediate Similarity 0.7711 NPC310643
Intermediate Similarity 0.7634 NPC472467
Intermediate Similarity 0.7619 NPC476439
Intermediate Similarity 0.7586 NPC472465
Intermediate Similarity 0.7582 NPC232747
Intermediate Similarity 0.7558 NPC472470
Intermediate Similarity 0.7531 NPC4299
Intermediate Similarity 0.75 NPC477667
Intermediate Similarity 0.75 NPC472472
Intermediate Similarity 0.7447 NPC90453
Intermediate Similarity 0.7444 NPC477668
Intermediate Similarity 0.7442 NPC164308
Intermediate Similarity 0.7439 NPC319163
Intermediate Similarity 0.7439 NPC67076
Intermediate Similarity 0.7419 NPC45269
Intermediate Similarity 0.7416 NPC165064
Intermediate Similarity 0.7407 NPC101622
Intermediate Similarity 0.7396 NPC107243
Intermediate Similarity 0.7396 NPC475894
Intermediate Similarity 0.7391 NPC155479
Intermediate Similarity 0.7391 NPC310236
Intermediate Similarity 0.7381 NPC113639
Intermediate Similarity 0.7363 NPC312215
Intermediate Similarity 0.7363 NPC128644
Intermediate Similarity 0.7349 NPC14352
Intermediate Similarity 0.7349 NPC234527
Intermediate Similarity 0.7333 NPC269638
Intermediate Similarity 0.7326 NPC172066
Intermediate Similarity 0.732 NPC166745
Intermediate Similarity 0.732 NPC235464
Intermediate Similarity 0.732 NPC197386
Intermediate Similarity 0.7317 NPC318766
Intermediate Similarity 0.7312 NPC46281
Intermediate Similarity 0.7283 NPC247406
Intermediate Similarity 0.7283 NPC249889
Intermediate Similarity 0.7283 NPC48866
Intermediate Similarity 0.7283 NPC294480
Intermediate Similarity 0.7283 NPC193843
Intermediate Similarity 0.7273 NPC191711
Intermediate Similarity 0.7263 NPC7165
Intermediate Similarity 0.7253 NPC212843
Intermediate Similarity 0.7241 NPC55304
Intermediate Similarity 0.7241 NPC226226
Intermediate Similarity 0.7229 NPC472254
Intermediate Similarity 0.7216 NPC161493
Intermediate Similarity 0.7216 NPC57416
Intermediate Similarity 0.7216 NPC469432
Intermediate Similarity 0.7215 NPC470320
Intermediate Similarity 0.7215 NPC226592
Intermediate Similarity 0.7209 NPC276769
Intermediate Similarity 0.7204 NPC2983
Intermediate Similarity 0.7204 NPC214387
Intermediate Similarity 0.7195 NPC22301
Intermediate Similarity 0.7188 NPC476487
Intermediate Similarity 0.7188 NPC54905
Intermediate Similarity 0.7188 NPC476488
Intermediate Similarity 0.7188 NPC314009
Intermediate Similarity 0.7188 NPC67584
Intermediate Similarity 0.7188 NPC52044
Intermediate Similarity 0.7179 NPC475984
Intermediate Similarity 0.7176 NPC199445
Intermediate Similarity 0.7176 NPC313185
Intermediate Similarity 0.7174 NPC237540
Intermediate Similarity 0.716 NPC477791
Intermediate Similarity 0.716 NPC99619
Intermediate Similarity 0.716 NPC26500
Intermediate Similarity 0.7159 NPC200446
Intermediate Similarity 0.7158 NPC243866
Intermediate Similarity 0.7158 NPC472942
Intermediate Similarity 0.7143 NPC122239
Intermediate Similarity 0.7143 NPC477085
Intermediate Similarity 0.7143 NPC48647
Intermediate Similarity 0.7128 NPC37607
Intermediate Similarity 0.7128 NPC477149
Intermediate Similarity 0.7128 NPC320026
Intermediate Similarity 0.7128 NPC123854
Intermediate Similarity 0.7128 NPC477147
Intermediate Similarity 0.7128 NPC69622
Intermediate Similarity 0.7128 NPC301969
Intermediate Similarity 0.7126 NPC121200
Intermediate Similarity 0.7125 NPC477009
Intermediate Similarity 0.7125 NPC238352
Intermediate Similarity 0.7113 NPC155676
Intermediate Similarity 0.7113 NPC213078
Intermediate Similarity 0.71 NPC195290
Intermediate Similarity 0.71 NPC204450
Intermediate Similarity 0.71 NPC118405
Intermediate Similarity 0.7097 NPC183546
Intermediate Similarity 0.7093 NPC12740
Intermediate Similarity 0.7093 NPC110461
Intermediate Similarity 0.7093 NPC470899
Intermediate Similarity 0.7093 NPC61863
Intermediate Similarity 0.7093 NPC469646
Intermediate Similarity 0.7089 NPC470965
Intermediate Similarity 0.7089 NPC29697
Intermediate Similarity 0.7083 NPC469406
Intermediate Similarity 0.7079 NPC59994
Intermediate Similarity 0.7079 NPC52861
Intermediate Similarity 0.7079 NPC470241
Intermediate Similarity 0.7079 NPC325031
Intermediate Similarity 0.7079 NPC112868
Intermediate Similarity 0.7079 NPC78677
Intermediate Similarity 0.7065 NPC80590
Intermediate Similarity 0.7065 NPC469994
Intermediate Similarity 0.7065 NPC116575
Intermediate Similarity 0.7065 NPC155011
Intermediate Similarity 0.7059 NPC309178
Intermediate Similarity 0.7059 NPC227396
Intermediate Similarity 0.7059 NPC471659
Intermediate Similarity 0.7053 NPC154101
Intermediate Similarity 0.7053 NPC475925
Intermediate Similarity 0.7045 NPC89128
Intermediate Similarity 0.7045 NPC209995
Intermediate Similarity 0.7041 NPC477949
Intermediate Similarity 0.7041 NPC475438
Intermediate Similarity 0.7033 NPC475732
Intermediate Similarity 0.7033 NPC194937
Intermediate Similarity 0.7033 NPC295799
Intermediate Similarity 0.7033 NPC476804
Intermediate Similarity 0.7033 NPC474776
Intermediate Similarity 0.7033 NPC476038
Intermediate Similarity 0.703 NPC236390
Intermediate Similarity 0.7024 NPC477087
Intermediate Similarity 0.7024 NPC471662
Intermediate Similarity 0.7024 NPC477983
Intermediate Similarity 0.7024 NPC477981
Intermediate Similarity 0.7024 NPC477086
Intermediate Similarity 0.7021 NPC146554
Intermediate Similarity 0.7021 NPC170775
Intermediate Similarity 0.7021 NPC54689
Intermediate Similarity 0.7021 NPC128496
Intermediate Similarity 0.7013 NPC329819
Intermediate Similarity 0.7011 NPC40049
Intermediate Similarity 0.7011 NPC84360
Intermediate Similarity 0.7011 NPC320630
Intermediate Similarity 0.7011 NPC281296
Intermediate Similarity 0.7011 NPC107668
Intermediate Similarity 0.7011 NPC7563
Intermediate Similarity 0.7011 NPC116177
Intermediate Similarity 0.701 NPC20546
Intermediate Similarity 0.701 NPC213698
Intermediate Similarity 0.701 NPC318282
Intermediate Similarity 0.701 NPC469599
Intermediate Similarity 0.701 NPC173875
Intermediate Similarity 0.701 NPC476174
Intermediate Similarity 0.701 NPC170120
Intermediate Similarity 0.701 NPC469995
Intermediate Similarity 0.701 NPC472932
Intermediate Similarity 0.701 NPC174948
Intermediate Similarity 0.7 NPC99411
Intermediate Similarity 0.7 NPC189972
Intermediate Similarity 0.7 NPC150923
Intermediate Similarity 0.7 NPC133844
Intermediate Similarity 0.7 NPC309300
Intermediate Similarity 0.7 NPC89555
Remote Similarity 0.6989 NPC167877
Remote Similarity 0.6989 NPC45957
Remote Similarity 0.6989 NPC86005
Remote Similarity 0.6989 NPC477959
Remote Similarity 0.6989 NPC471657
Remote Similarity 0.6989 NPC317590
Remote Similarity 0.6988 NPC469677
Remote Similarity 0.6988 NPC236208
Remote Similarity 0.6979 NPC66429
Remote Similarity 0.6979 NPC206810
Remote Similarity 0.6979 NPC37816
Remote Similarity 0.6979 NPC470376
Remote Similarity 0.6979 NPC470375
Remote Similarity 0.6979 NPC152897
Remote Similarity 0.697 NPC186810
Remote Similarity 0.697 NPC471610
Remote Similarity 0.697 NPC221615
Remote Similarity 0.6962 NPC271282
Remote Similarity 0.6962 NPC66460
Remote Similarity 0.6962 NPC321838
Remote Similarity 0.6962 NPC325929
Remote Similarity 0.6957 NPC474083
Remote Similarity 0.6957 NPC283733
Remote Similarity 0.6957 NPC471224

Drug Structure

External Identifiers

TTD   DAP000273
DrugBank  
ChEMBL  
IUPHAR/BPS   1895
PharmaGKB  
KEGG Drug  
PubChem CID   6435378
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  360.23
ALogP  1.1479
MLogP  3.44
XLogP  3.192
HDA  4
HBD  3
Rotatable Bonds  12
TPSA  77.76
RO5 Violation  0