Drug Information

Drug ID:  NPD4638
Drug Name:  Methysergide Maleate
Molecular Formula:  C21H27N3O2.C4H4O4
Canonical SMILES:  OC(=O)/C=CC(=O)O.CC[C@H](N=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)cn3C)O)CO
Standard InCHI:  InChI=1S/C21H27N3O2.C4H4O4/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;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
Standard InCHIKey:  LWYXFDXUMVEZKS-ZVFOLQIPSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4638

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 0.9375 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

Drug Structure

External Identifiers

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

Drug Properties

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