Drug Information| Drug ID:   | NPD3173 |
| Drug Name:   | Gamolenic Acid |
| Molecular Formula:   | C18H30O2 |
| Canonical SMILES:   | CCCCC/C=CC/C=CC/C=CCCCCC(=O)O |
| Standard InCHI:   | "InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-" |
| Standard InCHIKey:   | VZCCETWTMQHEPK-QNEBEIHSSA-N |
| Max Developmental Stage:   | Phase 4 |
| Max Developmental Stage Source:   | ChEMBL |
  Structural Similarity Between NPASS Natural Products and NPD3173Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.
  Similar Natural Products High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7
| Similarity Level | Similarity Score | Natural Product ID |
|---|---|---|
| High Similarity | 1.0 | NPC460 |
| High Similarity | 1.0 | NPC611740 |
| High Similarity | 1.0 | NPC249669 |
| High Similarity | 1.0 | NPC469006 |
| High Similarity | 0.931 | NPC321062 |
| High Similarity | 0.931 | NPC178996 |
| High Similarity | 0.9 | NPC285196 |
| High Similarity | 0.9 | NPC217649 |
| High Similarity | 0.9 | NPC196907 |
| High Similarity | 0.9 | NPC5326 |
| High Similarity | 0.9 | NPC8793 |
| High Similarity | 0.9 | NPC135194 |
| High Similarity | 0.9 | NPC154245 |
| High Similarity | 0.9 | NPC268221 |
| High Similarity | 0.9 | NPC609529 |
| High Similarity | 0.9 | NPC611009 |
| High Similarity | 0.9 | NPC136785 |
| High Similarity | 0.9 | NPC189438 |
| High Similarity | 0.9 | NPC290319 |
| High Similarity | 0.9 | NPC6095 |
| High Similarity | 0.9 | NPC538337 |
| High Similarity | 0.9 | NPC556477 |
| High Similarity | 0.9 | NPC562589 |
| High Similarity | 0.8667 | NPC82981 |
| High Similarity | 0.8667 | NPC140737 |
| High Similarity | 0.8667 | NPC257196 |
| High Similarity | 0.8667 | NPC180280 |
| High Similarity | 0.8667 | NPC160851 |
| High Similarity | 0.8667 | NPC605597 |
| High Similarity | 0.8667 | NPC543154 |
| High Similarity | 0.8667 | NPC564154 |
| High Similarity | 0.8667 | NPC569873 |
| High Similarity | 0.8621 | NPC92114 |
| High Similarity | 0.8621 | NPC515911 |
| Intermediate Similarity | 0.8438 | NPC491247 |
| Intermediate Similarity | 0.8387 | NPC109093 |
| Intermediate Similarity | 0.8387 | NPC102413 |
| Intermediate Similarity | 0.8387 | NPC201215 |
| Intermediate Similarity | 0.8387 | NPC59051 |
| Intermediate Similarity | 0.8387 | NPC290178 |
| Intermediate Similarity | 0.8387 | NPC524264 |
| Intermediate Similarity | 0.8387 | NPC527088 |
| Intermediate Similarity | 0.8387 | NPC530618 |
| Intermediate Similarity | 0.8387 | NPC556123 |
| Intermediate Similarity | 0.8387 | NPC566793 |
| Intermediate Similarity | 0.8333 | NPC149821 |
| Intermediate Similarity | 0.8333 | NPC233203 |
| Intermediate Similarity | 0.8333 | NPC491237 |
| Intermediate Similarity | 0.8333 | NPC517736 |
| Intermediate Similarity | 0.8333 | NPC532272 |
| Intermediate Similarity | 0.8333 | NPC541608 |
| Intermediate Similarity | 0.8065 | NPC70387 |
| Intermediate Similarity | 0.8065 | NPC536243 |
| Intermediate Similarity | 0.8065 | NPC570606 |
| Intermediate Similarity | 0.8 | NPC199379 |
| Intermediate Similarity | 0.8 | NPC36881 |
| Intermediate Similarity | 0.8 | NPC289536 |
| Intermediate Similarity | 0.8 | NPC604933 |
| Intermediate Similarity | 0.8 | NPC43360 |
| Intermediate Similarity | 0.8 | NPC143827 |
| Intermediate Similarity | 0.8 | NPC36061 |
| Intermediate Similarity | 0.8 | NPC69510 |
| Intermediate Similarity | 0.8 | NPC28878 |
| Intermediate Similarity | 0.8 | NPC77272 |
| Intermediate Similarity | 0.8 | NPC189634 |
| Intermediate Similarity | 0.8 | NPC120649 |
| Intermediate Similarity | 0.8 | NPC237837 |
| Intermediate Similarity | 0.8 | NPC257978 |
| Intermediate Similarity | 0.8 | NPC290563 |
| Intermediate Similarity | 0.8 | NPC139029 |
| Intermediate Similarity | 0.8 | NPC139588 |
| Intermediate Similarity | 0.8 | NPC109266 |
| Intermediate Similarity | 0.8 | NPC16311 |
| Intermediate Similarity | 0.8 | NPC236592 |
| Intermediate Similarity | 0.8 | NPC48918 |
| Intermediate Similarity | 0.8 | NPC115124 |
| Intermediate Similarity | 0.8 | NPC281972 |
| Intermediate Similarity | 0.8 | NPC151250 |
| Intermediate Similarity | 0.8 | NPC288651 |
| Intermediate Similarity | 0.8 | NPC126750 |
| Intermediate Similarity | 0.8 | NPC182767 |
| Intermediate Similarity | 0.8 | NPC187347 |
| Intermediate Similarity | 0.8 | NPC236119 |
| Intermediate Similarity | 0.8 | NPC237641 |
| Intermediate Similarity | 0.8 | NPC240731 |
| Intermediate Similarity | 0.8 | NPC611845 |
| Intermediate Similarity | 0.8 | NPC114627 |
| Intermediate Similarity | 0.8 | NPC220352 |
| Intermediate Similarity | 0.8 | NPC269301 |
| Intermediate Similarity | 0.8 | NPC308088 |
| Intermediate Similarity | 0.8 | NPC261874 |
| Intermediate Similarity | 0.8 | NPC87564 |
| Intermediate Similarity | 0.8 | NPC247835 |
| Intermediate Similarity | 0.8 | NPC13059 |
| Intermediate Similarity | 0.8 | NPC166441 |
| Intermediate Similarity | 0.8 | NPC195102 |
| Intermediate Similarity | 0.8 | NPC208674 |
| Intermediate Similarity | 0.8 | NPC40071 |
| Intermediate Similarity | 0.8 | NPC311512 |
| Intermediate Similarity | 0.8 | NPC299515 |
| Intermediate Similarity | 0.8 | NPC179894 |
| Intermediate Similarity | 0.8 | NPC143716 |
| Intermediate Similarity | 0.8 | NPC492690 |
| Intermediate Similarity | 0.8 | NPC496486 |
| Intermediate Similarity | 0.8 | NPC505823 |
| Intermediate Similarity | 0.8 | NPC506628 |
| Intermediate Similarity | 0.8 | NPC513275 |
| Intermediate Similarity | 0.8 | NPC521052 |
| Intermediate Similarity | 0.8 | NPC523352 |
| Intermediate Similarity | 0.8 | NPC528311 |
| Intermediate Similarity | 0.8 | NPC540165 |
| Intermediate Similarity | 0.8 | NPC545437 |
| Intermediate Similarity | 0.8 | NPC547298 |
| Intermediate Similarity | 0.8 | NPC556218 |
| Intermediate Similarity | 0.8 | NPC559001 |
| Intermediate Similarity | 0.8 | NPC560800 |
| Intermediate Similarity | 0.8 | NPC564209 |
| Intermediate Similarity | 0.8 | NPC579146 |
| Intermediate Similarity | 0.8 | NPC583873 |
| Intermediate Similarity | 0.8 | NPC586506 |
| Intermediate Similarity | 0.8 | NPC591503 |
| Intermediate Similarity | 0.8 | NPC593138 |
| Intermediate Similarity | 0.8 | NPC593584 |
| Intermediate Similarity | 0.7812 | NPC611104 |
| Intermediate Similarity | 0.7812 | NPC88966 |
| Intermediate Similarity | 0.7812 | NPC25417 |
| Intermediate Similarity | 0.7812 | NPC16772 |
| Intermediate Similarity | 0.7812 | NPC1813 |
| Intermediate Similarity | 0.7812 | NPC510275 |
| Intermediate Similarity | 0.7812 | NPC512604 |
| Intermediate Similarity | 0.7812 | NPC554343 |
| Intermediate Similarity | 0.7812 | NPC563245 |
| Intermediate Similarity | 0.7812 | NPC568126 |
| Intermediate Similarity | 0.7812 | NPC577682 |
| Intermediate Similarity | 0.7812 | NPC607840 |
| Intermediate Similarity | 0.7778 | NPC513532 |
| Intermediate Similarity | 0.7742 | NPC212428 |
| Intermediate Similarity | 0.7742 | NPC207292 |
| Intermediate Similarity | 0.7742 | NPC499783 |
| Intermediate Similarity | 0.7742 | NPC502005 |
| Intermediate Similarity | 0.7742 | NPC528434 |
| Intermediate Similarity | 0.7742 | NPC551062 |
| Intermediate Similarity | 0.7742 | NPC590561 |
| Intermediate Similarity | 0.7667 | NPC185019 |
| Intermediate Similarity | 0.7667 | NPC104729 |
| Intermediate Similarity | 0.7667 | NPC605284 |
| Intermediate Similarity | 0.7667 | NPC219485 |
| Intermediate Similarity | 0.7667 | NPC524105 |
| Intermediate Similarity | 0.7667 | NPC525990 |
| Intermediate Similarity | 0.7667 | NPC546242 |
| Intermediate Similarity | 0.7667 | NPC547234 |
| Intermediate Similarity | 0.7667 | NPC580229 |
| Intermediate Similarity | 0.7667 | NPC589256 |
| Intermediate Similarity | 0.7667 | NPC596787 |
| Intermediate Similarity | 0.75 | NPC162181 |
| Intermediate Similarity | 0.75 | NPC548862 |
| Intermediate Similarity | 0.75 | NPC547997 |
| Intermediate Similarity | 0.75 | NPC589137 |
| Intermediate Similarity | 0.7429 | NPC545041 |
| Intermediate Similarity | 0.7419 | NPC88489 |
| Intermediate Similarity | 0.7419 | NPC87433 |
| Intermediate Similarity | 0.7419 | NPC10068 |
| Intermediate Similarity | 0.7419 | NPC32319 |
| Intermediate Similarity | 0.7419 | NPC137351 |
| Intermediate Similarity | 0.7419 | NPC322636 |
| Intermediate Similarity | 0.7419 | NPC12154 |
| Intermediate Similarity | 0.7419 | NPC509648 |
| Intermediate Similarity | 0.7419 | NPC514527 |
| Intermediate Similarity | 0.7419 | NPC520433 |
| Intermediate Similarity | 0.7419 | NPC523776 |
| Intermediate Similarity | 0.7419 | NPC544158 |
| Intermediate Similarity | 0.7419 | NPC550526 |
| Intermediate Similarity | 0.7419 | NPC584501 |
| Intermediate Similarity | 0.7297 | NPC184700 |
| Intermediate Similarity | 0.7273 | NPC509785 |
| Intermediate Similarity | 0.7273 | NPC547781 |
| Intermediate Similarity | 0.7222 | NPC504707 |
| Intermediate Similarity | 0.7188 | NPC159505 |
| Intermediate Similarity | 0.7188 | NPC604573 |
| Intermediate Similarity | 0.7188 | NPC151297 |
| Intermediate Similarity | 0.7188 | NPC594571 |
| Intermediate Similarity | 0.7188 | NPC610610 |
| Intermediate Similarity | 0.7188 | NPC510520 |
| Intermediate Similarity | 0.7188 | NPC543857 |
| Intermediate Similarity | 0.7188 | NPC569679 |
| Intermediate Similarity | 0.7188 | NPC577318 |
| Intermediate Similarity | 0.7188 | NPC608694 |
| Intermediate Similarity | 0.7097 | NPC539210 |
| Intermediate Similarity | 0.7097 | NPC549532 |
| Intermediate Similarity | 0.7027 | NPC319142 |
| Intermediate Similarity | 0.7027 | NPC542064 |
| Intermediate Similarity | 0.7 | NPC560948 |
| Remote Similarity | 0.697 | NPC162870 |
| Remote Similarity | 0.697 | NPC13115 |
| Remote Similarity | 0.697 | NPC20408 |
| Remote Similarity | 0.697 | NPC492359 |
| Remote Similarity | 0.697 | NPC528126 |
| Remote Similarity | 0.6923 | NPC557531 |
| Remote Similarity | 0.6923 | NPC574403 |
| Remote Similarity | 0.6875 | NPC20120 |
| TTD   | DNAP001500 |
| DrugBank   | |
| ChEMBL   | |
| IUPHAR/BPS   | |
| PharmaGKB   | |
| KEGG Drug   | |
| PubChem CID   | 5280933 |
| ChEBI   | |
| CAS Number   |
| Molecular Weight   | 278.22 |
| ALogP   | 0.4457 |
| MLogP   | 3.22 |
| XLogP   | 7.538 |
| HDA   | 2 |
| HBD   | 1 |
| Rotatable Bonds   | 15 |
| TPSA   | 37.3 |
| RO5 Violation   | 2 |