Drug ID:   | NPD4639 |
Drug Name:   | Methysergide |
Molecular Formula:   | C21H27N3O2 |
Canonical SMILES:   | CCC(N=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)cn3C)O)CO |
Standard InCHI:   | InChI=1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15?,19-/m1/s1 |
Standard InCHIKey:   | KPJZHOPZRAFDTN-NQUBZZJWSA-N |
Max Developmental Stage:   | Approved |
Max Developmental Stage Source:   | DrugBank |
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.
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 | 0.9375 | NPC68354 |
High Similarity | 0.925 | NPC275305 |
High Similarity | 0.925 | NPC37423 |
High Similarity | 0.9062 | NPC194411 |
High Similarity | 0.8974 | NPC51054 |
High Similarity | 0.8963 | NPC215795 |
High Similarity | 0.8963 | NPC176199 |
High Similarity | 0.8509 | NPC206819 |
High Similarity | 0.8509 | NPC318065 |
Intermediate Similarity | 0.8497 | NPC95783 |
Intermediate Similarity | 0.8282 | NPC56765 |
Intermediate Similarity | 0.8253 | NPC474561 |
Intermediate Similarity | 0.8253 | NPC49954 |
Intermediate Similarity | 0.8204 | NPC63751 |
Intermediate Similarity | 0.8204 | NPC201700 |
Intermediate Similarity | 0.8144 | NPC54988 |
Intermediate Similarity | 0.8133 | NPC194640 |
Intermediate Similarity | 0.8129 | NPC151939 |
Intermediate Similarity | 0.811 | NPC469762 |
Intermediate Similarity | 0.8072 | NPC282231 |
Intermediate Similarity | 0.8061 | NPC41257 |
Intermediate Similarity | 0.8049 | NPC469785 |
Intermediate Similarity | 0.8046 | NPC19679 |
Intermediate Similarity | 0.8024 | NPC311276 |
Intermediate Similarity | 0.8023 | NPC326575 |
Intermediate Similarity | 0.8013 | NPC251722 |
Intermediate Similarity | 0.8013 | NPC150259 |
Intermediate Similarity | 0.8013 | NPC314102 |
Intermediate Similarity | 0.8012 | NPC469938 |
Intermediate Similarity | 0.8012 | NPC279918 |
Intermediate Similarity | 0.8011 | NPC229332 |
Intermediate Similarity | 0.8 | NPC286427 |
Intermediate Similarity | 0.8 | NPC129721 |
Intermediate Similarity | 0.8 | NPC314372 |
Intermediate Similarity | 0.7962 | NPC169433 |
Intermediate Similarity | 0.7931 | NPC300688 |
Intermediate Similarity | 0.7929 | NPC160105 |
Intermediate Similarity | 0.7927 | NPC469760 |
Intermediate Similarity | 0.7927 | NPC469786 |
Intermediate Similarity | 0.7927 | NPC25008 |
Intermediate Similarity | 0.7927 | NPC73952 |
Intermediate Similarity | 0.7927 | NPC469763 |
Intermediate Similarity | 0.7927 | NPC469765 |
Intermediate Similarity | 0.7927 | NPC259644 |
Intermediate Similarity | 0.7919 | NPC59269 |
Intermediate Similarity | 0.7917 | NPC40779 |
Intermediate Similarity | 0.791 | NPC474707 |
Intermediate Similarity | 0.7895 | NPC470498 |
Intermediate Similarity | 0.7886 | NPC233936 |
Intermediate Similarity | 0.7879 | NPC75540 |
Intermediate Similarity | 0.7879 | NPC212376 |
Intermediate Similarity | 0.7879 | NPC470507 |
Intermediate Similarity | 0.7879 | NPC70922 |
Intermediate Similarity | 0.7879 | NPC211572 |
Intermediate Similarity | 0.7879 | NPC80597 |
Intermediate Similarity | 0.7875 | NPC190296 |
Intermediate Similarity | 0.7865 | NPC204565 |
Intermediate Similarity | 0.7861 | NPC203754 |
Intermediate Similarity | 0.7861 | NPC150048 |
Intermediate Similarity | 0.7853 | NPC62510 |
Intermediate Similarity | 0.7849 | NPC314603 |
Intermediate Similarity | 0.7849 | NPC313791 |
Intermediate Similarity | 0.7844 | NPC6436 |
Intermediate Similarity | 0.7841 | NPC163055 |
Intermediate Similarity | 0.7836 | NPC280548 |
Intermediate Similarity | 0.7829 | NPC24864 |
Intermediate Similarity | 0.7821 | NPC65215 |
Intermediate Similarity | 0.7821 | NPC173028 |
Intermediate Similarity | 0.7811 | NPC478182 |
Intermediate Similarity | 0.7811 | NPC90723 |
Intermediate Similarity | 0.7811 | NPC472587 |
Intermediate Similarity | 0.7805 | NPC24678 |
Intermediate Similarity | 0.7805 | NPC105818 |
Intermediate Similarity | 0.7805 | NPC40070 |
Intermediate Similarity | 0.7805 | NPC33421 |
Intermediate Similarity | 0.7803 | NPC329688 |
Intermediate Similarity | 0.7803 | NPC189812 |
Intermediate Similarity | 0.7798 | NPC44773 |
Intermediate Similarity | 0.7798 | NPC215584 |
Intermediate Similarity | 0.7797 | NPC228835 |
Intermediate Similarity | 0.7771 | NPC38736 |
Intermediate Similarity | 0.7765 | NPC317030 |
Intermediate Similarity | 0.7764 | NPC20144 |
Intermediate Similarity | 0.7759 | NPC24594 |
Intermediate Similarity | 0.7759 | NPC472122 |
Intermediate Similarity | 0.7746 | NPC34508 |
Intermediate Similarity | 0.7744 | NPC187951 |
Intermediate Similarity | 0.7744 | NPC37548 |
Intermediate Similarity | 0.7738 | NPC230869 |
Intermediate Similarity | 0.7725 | NPC184476 |
Intermediate Similarity | 0.7714 | NPC248454 |
Intermediate Similarity | 0.7706 | NPC102423 |
Intermediate Similarity | 0.7688 | NPC73767 |
Intermediate Similarity | 0.7688 | NPC104483 |
Intermediate Similarity | 0.7683 | NPC470111 |
Intermediate Similarity | 0.767 | NPC133261 |
Intermediate Similarity | 0.767 | NPC11126 |
Intermediate Similarity | 0.767 | NPC213468 |
Intermediate Similarity | 0.7669 | NPC159856 |
Intermediate Similarity | 0.7661 | NPC470508 |
Intermediate Similarity | 0.7654 | NPC15102 |
Intermediate Similarity | 0.765 | NPC474177 |
Intermediate Similarity | 0.7647 | NPC16667 |
Intermediate Similarity | 0.764 | NPC469761 |
Intermediate Similarity | 0.764 | NPC469784 |
Intermediate Similarity | 0.764 | NPC469783 |
Intermediate Similarity | 0.764 | NPC469768 |
Intermediate Similarity | 0.764 | NPC469767 |
Intermediate Similarity | 0.764 | NPC469780 |
Intermediate Similarity | 0.764 | NPC469779 |
Intermediate Similarity | 0.7633 | NPC293487 |
Intermediate Similarity | 0.7633 | NPC92796 |
Intermediate Similarity | 0.7633 | NPC135141 |
Intermediate Similarity | 0.7627 | NPC15840 |
Intermediate Similarity | 0.7627 | NPC187827 |
Intermediate Similarity | 0.7627 | NPC472105 |
Intermediate Similarity | 0.7619 | NPC285469 |
Intermediate Similarity | 0.7616 | NPC98187 |
Intermediate Similarity | 0.7611 | NPC94752 |
Intermediate Similarity | 0.7609 | NPC133366 |
Intermediate Similarity | 0.7593 | NPC469766 |
Intermediate Similarity | 0.759 | NPC53947 |
Intermediate Similarity | 0.7588 | NPC131718 |
Intermediate Similarity | 0.7586 | NPC158129 |
Intermediate Similarity | 0.758 | NPC256893 |
Intermediate Similarity | 0.7578 | NPC110126 |
Intermediate Similarity | 0.7576 | NPC471957 |
Intermediate Similarity | 0.7572 | NPC317430 |
Intermediate Similarity | 0.7571 | NPC270009 |
Intermediate Similarity | 0.7562 | NPC84911 |
Intermediate Similarity | 0.7561 | NPC285731 |
Intermediate Similarity | 0.756 | NPC207726 |
Intermediate Similarity | 0.7543 | NPC472123 |
Intermediate Similarity | 0.7542 | NPC472109 |
Intermediate Similarity | 0.7542 | NPC472110 |
Intermediate Similarity | 0.753 | NPC124005 |
Intermediate Similarity | 0.7529 | NPC67056 |
Intermediate Similarity | 0.7514 | NPC478183 |
Intermediate Similarity | 0.75 | NPC242556 |
Intermediate Similarity | 0.75 | NPC78375 |
Intermediate Similarity | 0.75 | NPC478184 |
Intermediate Similarity | 0.75 | NPC476446 |
Intermediate Similarity | 0.75 | NPC96102 |
Intermediate Similarity | 0.75 | NPC165495 |
Intermediate Similarity | 0.75 | NPC29886 |
Intermediate Similarity | 0.75 | NPC261195 |
Intermediate Similarity | 0.75 | NPC469813 |
Intermediate Similarity | 0.7486 | NPC192270 |
Intermediate Similarity | 0.7485 | NPC81229 |
Intermediate Similarity | 0.7485 | NPC255229 |
Intermediate Similarity | 0.7473 | NPC17059 |
Intermediate Similarity | 0.7472 | NPC12649 |
Intermediate Similarity | 0.7472 | NPC248462 |
Intermediate Similarity | 0.7471 | NPC154293 |
Intermediate Similarity | 0.746 | NPC300183 |
Intermediate Similarity | 0.7459 | NPC280290 |
Intermediate Similarity | 0.7453 | NPC105127 |
Intermediate Similarity | 0.7446 | NPC117244 |
Intermediate Similarity | 0.7446 | NPC473763 |
Intermediate Similarity | 0.7444 | NPC48938 |
Intermediate Similarity | 0.7442 | NPC478185 |
Intermediate Similarity | 0.744 | NPC470233 |
Intermediate Similarity | 0.7429 | NPC32534 |
Intermediate Similarity | 0.7429 | NPC91895 |
Intermediate Similarity | 0.7423 | NPC238499 |
Intermediate Similarity | 0.7419 | NPC294693 |
Intermediate Similarity | 0.7416 | NPC64436 |
Intermediate Similarity | 0.7416 | NPC293472 |
Intermediate Similarity | 0.741 | NPC143872 |
Intermediate Similarity | 0.741 | NPC288838 |
Intermediate Similarity | 0.741 | NPC129042 |
Intermediate Similarity | 0.7409 | NPC314957 |
Intermediate Similarity | 0.7407 | NPC470497 |
Intermediate Similarity | 0.7405 | NPC282398 |
Intermediate Similarity | 0.7405 | NPC47190 |
Intermediate Similarity | 0.7403 | NPC46358 |
Intermediate Similarity | 0.7401 | NPC472586 |
Intermediate Similarity | 0.7398 | NPC475602 |
Intermediate Similarity | 0.7396 | NPC281094 |
Intermediate Similarity | 0.7396 | NPC200743 |
Intermediate Similarity | 0.7396 | NPC200214 |
Intermediate Similarity | 0.7394 | NPC473640 |
Intermediate Similarity | 0.7394 | NPC212213 |
Intermediate Similarity | 0.7389 | NPC113626 |
Intermediate Similarity | 0.7386 | NPC6982 |
Intermediate Similarity | 0.7384 | NPC473320 |
Intermediate Similarity | 0.7377 | NPC472323 |
Intermediate Similarity | 0.7374 | NPC472443 |
Intermediate Similarity | 0.7368 | NPC216643 |
Intermediate Similarity | 0.7365 | NPC21605 |
Intermediate Similarity | 0.7363 | NPC155444 |
Intermediate Similarity | 0.736 | NPC134586 |
Intermediate Similarity | 0.736 | NPC121903 |
Intermediate Similarity | 0.736 | NPC267885 |
Intermediate Similarity | 0.7353 | NPC471458 |
Intermediate Similarity | 0.7348 | NPC472108 |
Intermediate Similarity | 0.7348 | NPC139291 |
Intermediate Similarity | 0.7337 | NPC216713 |
Intermediate Similarity | 0.7337 | NPC213629 |
Intermediate Similarity | 0.733 | NPC193761 |
TTD   | DAP000366 |
DrugBank   | DB00247 |
ChEMBL   | CHEMBL1065 |
IUPHAR/BPS   | |
PharmaGKB   | PA164743265 |
KEGG Drug   | D02357 |
PubChem CID   | |
ChEBI   | 584020 |
CAS Number   | 361-37-5 |
Molecular Weight   | 353.21 |
ALogP   | -0.5474 |
MLogP   | 3.22 |
XLogP   | 1.953 |
HDA   | 5 |
HBD   | 2 |
Rotatable Bonds   | 9 |
TPSA   | 60.99 |
RO5 Violation   | 0 |