Drug Information

Drug ID:  NPD4269
Drug Name:  Alprostadil
Molecular Formula:  C20H34O5
Canonical SMILES:  CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O
Standard InCHI:  InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
Standard InCHIKey:  GMVPRGQOIOIIMI-DWKJAMRDSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD4269

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 NPC7414
High Similarity 0.9868 NPC47031
High Similarity 0.9737 NPC115418
High Similarity 0.9605 NPC201225
High Similarity 0.9211 NPC279537
High Similarity 0.9114 NPC88735
High Similarity 0.8861 NPC164308
High Similarity 0.8734 NPC27949
High Similarity 0.8734 NPC260814
High Similarity 0.8734 NPC323249
High Similarity 0.8734 NPC39547
High Similarity 0.85 NPC192006
Intermediate Similarity 0.8415 NPC316844
Intermediate Similarity 0.8023 NPC125290
Intermediate Similarity 0.8022 NPC314009
Intermediate Similarity 0.8022 NPC54905
Intermediate Similarity 0.7927 NPC281296
Intermediate Similarity 0.7849 NPC107243
Intermediate Similarity 0.7841 NPC316629
Intermediate Similarity 0.7831 NPC218817
Intermediate Similarity 0.7831 NPC121200
Intermediate Similarity 0.7831 NPC11796
Intermediate Similarity 0.7826 NPC476487
Intermediate Similarity 0.7826 NPC476488
Intermediate Similarity 0.7765 NPC470241
Intermediate Similarity 0.7765 NPC191711
Intermediate Similarity 0.775 NPC319163
Intermediate Similarity 0.775 NPC67076
Intermediate Similarity 0.7692 NPC45269
Intermediate Similarity 0.7692 NPC26500
Intermediate Similarity 0.7692 NPC99619
Intermediate Similarity 0.7683 NPC199445
Intermediate Similarity 0.7667 NPC477215
Intermediate Similarity 0.7667 NPC476388
Intermediate Similarity 0.7667 NPC155479
Intermediate Similarity 0.766 NPC475894
Intermediate Similarity 0.766 NPC57416
Intermediate Similarity 0.7654 NPC275098
Intermediate Similarity 0.764 NPC237540
Intermediate Similarity 0.764 NPC477959
Intermediate Similarity 0.764 NPC86005
Intermediate Similarity 0.764 NPC312215
Intermediate Similarity 0.7634 NPC472469
Intermediate Similarity 0.7634 NPC263347
Intermediate Similarity 0.7614 NPC261380
Intermediate Similarity 0.7609 NPC243866
Intermediate Similarity 0.7595 NPC319007
Intermediate Similarity 0.7595 NPC224532
Intermediate Similarity 0.759 NPC469514
Intermediate Similarity 0.759 NPC469646
Intermediate Similarity 0.7586 NPC477784
Intermediate Similarity 0.7586 NPC477785
Intermediate Similarity 0.7586 NPC62214
Intermediate Similarity 0.7586 NPC477786
Intermediate Similarity 0.7586 NPC69469
Intermediate Similarity 0.7582 NPC145666
Intermediate Similarity 0.7582 NPC46281
Intermediate Similarity 0.7579 NPC166745
Intermediate Similarity 0.7579 NPC197386
Intermediate Similarity 0.7579 NPC235464
Intermediate Similarity 0.7561 NPC227396
Intermediate Similarity 0.7558 NPC52861
Intermediate Similarity 0.7556 NPC294480
Intermediate Similarity 0.7556 NPC247406
Intermediate Similarity 0.7556 NPC48866
Intermediate Similarity 0.7556 NPC476803
Intermediate Similarity 0.7556 NPC476805
Intermediate Similarity 0.7553 NPC155676
Intermediate Similarity 0.7529 NPC89128
Intermediate Similarity 0.7529 NPC472013
Intermediate Similarity 0.7529 NPC476624
Intermediate Similarity 0.7528 NPC261721
Intermediate Similarity 0.7528 NPC476982
Intermediate Similarity 0.7528 NPC316426
Intermediate Similarity 0.7528 NPC212843
Intermediate Similarity 0.7528 NPC315395
Intermediate Similarity 0.7527 NPC7165
Intermediate Similarity 0.7527 NPC53685
Intermediate Similarity 0.7526 NPC195290
Intermediate Similarity 0.7526 NPC204450
Intermediate Similarity 0.7526 NPC118405
Intermediate Similarity 0.75 NPC320630
Intermediate Similarity 0.75 NPC116177
Intermediate Similarity 0.75 NPC300312
Intermediate Similarity 0.75 NPC261607
Intermediate Similarity 0.75 NPC165064
Intermediate Similarity 0.75 NPC476804
Intermediate Similarity 0.75 NPC7563
Intermediate Similarity 0.75 NPC141193
Intermediate Similarity 0.75 NPC154101
Intermediate Similarity 0.75 NPC96259
Intermediate Similarity 0.75 NPC276769
Intermediate Similarity 0.75 NPC295799
Intermediate Similarity 0.75 NPC111114
Intermediate Similarity 0.75 NPC158756
Intermediate Similarity 0.7474 NPC475438
Intermediate Similarity 0.7474 NPC477949
Intermediate Similarity 0.7474 NPC469432
Intermediate Similarity 0.7473 NPC472971
Intermediate Similarity 0.7473 NPC54689
Intermediate Similarity 0.7473 NPC2983
Intermediate Similarity 0.7473 NPC472970
Intermediate Similarity 0.7473 NPC214387
Intermediate Similarity 0.7473 NPC170775
Intermediate Similarity 0.7473 NPC310236
Intermediate Similarity 0.7471 NPC85772
Intermediate Similarity 0.7471 NPC89555
Intermediate Similarity 0.747 NPC60718
Intermediate Similarity 0.7468 NPC60120
Intermediate Similarity 0.7449 NPC236390
Intermediate Similarity 0.7449 NPC475050
Intermediate Similarity 0.7447 NPC469599
Intermediate Similarity 0.7444 NPC128644
Intermediate Similarity 0.7444 NPC96496
Intermediate Similarity 0.7444 NPC179659
Intermediate Similarity 0.7444 NPC471738
Intermediate Similarity 0.7444 NPC72513
Intermediate Similarity 0.7436 NPC245947
Intermediate Similarity 0.7436 NPC136164
Intermediate Similarity 0.7436 NPC255863
Intermediate Similarity 0.7423 NPC282524
Intermediate Similarity 0.7423 NPC477950
Intermediate Similarity 0.7419 NPC66429
Intermediate Similarity 0.7419 NPC469645
Intermediate Similarity 0.7419 NPC469692
Intermediate Similarity 0.7419 NPC472942
Intermediate Similarity 0.7419 NPC152897
Intermediate Similarity 0.7416 NPC269638
Intermediate Similarity 0.7416 NPC28887
Intermediate Similarity 0.7416 NPC165162
Intermediate Similarity 0.7416 NPC179006
Intermediate Similarity 0.7416 NPC474853
Intermediate Similarity 0.7416 NPC255307
Intermediate Similarity 0.7416 NPC470755
Intermediate Similarity 0.7412 NPC267231
Intermediate Similarity 0.7412 NPC231739
Intermediate Similarity 0.7412 NPC476627
Intermediate Similarity 0.7412 NPC108816
Intermediate Similarity 0.7412 NPC478122
Intermediate Similarity 0.7412 NPC127526
Intermediate Similarity 0.7412 NPC93763
Intermediate Similarity 0.7407 NPC4299
Intermediate Similarity 0.7407 NPC318766
Intermediate Similarity 0.7407 NPC42526
Intermediate Similarity 0.74 NPC91034
Intermediate Similarity 0.7396 NPC141191
Intermediate Similarity 0.7396 NPC48647
Intermediate Similarity 0.7391 NPC477147
Intermediate Similarity 0.7391 NPC123854
Intermediate Similarity 0.7391 NPC320026
Intermediate Similarity 0.7391 NPC477149
Intermediate Similarity 0.7391 NPC106510
Intermediate Similarity 0.7391 NPC69622
Intermediate Similarity 0.7391 NPC313670
Intermediate Similarity 0.7391 NPC71533
Intermediate Similarity 0.7386 NPC16488
Intermediate Similarity 0.7381 NPC474447
Intermediate Similarity 0.7381 NPC61863
Intermediate Similarity 0.7381 NPC110461
Intermediate Similarity 0.7381 NPC12740
Intermediate Similarity 0.7375 NPC476614
Intermediate Similarity 0.7374 NPC309190
Intermediate Similarity 0.7368 NPC250757
Intermediate Similarity 0.7368 NPC301534
Intermediate Similarity 0.7368 NPC29152
Intermediate Similarity 0.7368 NPC243532
Intermediate Similarity 0.7363 NPC183546
Intermediate Similarity 0.7363 NPC193843
Intermediate Similarity 0.7363 NPC249889
Intermediate Similarity 0.7363 NPC328313
Intermediate Similarity 0.7356 NPC471325
Intermediate Similarity 0.7356 NPC325031
Intermediate Similarity 0.7349 NPC472966
Intermediate Similarity 0.734 NPC121825
Intermediate Similarity 0.734 NPC167219
Intermediate Similarity 0.734 NPC65829
Intermediate Similarity 0.7333 NPC475461
Intermediate Similarity 0.7333 NPC305475
Intermediate Similarity 0.7333 NPC469994
Intermediate Similarity 0.7333 NPC469483
Intermediate Similarity 0.7333 NPC202394
Intermediate Similarity 0.7333 NPC116575
Intermediate Similarity 0.7333 NPC469910
Intermediate Similarity 0.7326 NPC7232
Intermediate Similarity 0.7326 NPC113363
Intermediate Similarity 0.7326 NPC226226
Intermediate Similarity 0.7326 NPC55304
Intermediate Similarity 0.7326 NPC308545
Intermediate Similarity 0.7326 NPC82488
Intermediate Similarity 0.732 NPC477521
Intermediate Similarity 0.732 NPC266955
Intermediate Similarity 0.732 NPC218383
Intermediate Similarity 0.7317 NPC126061
Intermediate Similarity 0.7312 NPC475925
Intermediate Similarity 0.7308 NPC470320
Intermediate Similarity 0.7303 NPC191476
Intermediate Similarity 0.7303 NPC114979
Intermediate Similarity 0.7303 NPC165287
Intermediate Similarity 0.7303 NPC474776
Intermediate Similarity 0.73 NPC475661

Drug Structure

External Identifiers

TTD   DAP001490; DAP000359
DrugBank  
ChEMBL  
IUPHAR/BPS   1882
PharmaGKB  
KEGG Drug  
PubChem CID   5280723
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  354.24
ALogP  -3.4355
MLogP  3.11
XLogP  3.306
HDA  5
HBD  3
Rotatable Bonds  17
TPSA  94.83
RO5 Violation  1