Drug Information

Drug ID:  NPD6088
Drug Name:  Ximelagatran
Molecular Formula:  C24H35N5O5
Canonical SMILES:  CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=NCc1ccc(cc1)C(=NO)N)O)C1CCCCC1
Standard InCHI:  InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1
Standard InCHIKey:  ZXIBCJHYVWYIKI-PZJWPPBQSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD6088

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
Intermediate Similarity 0.8027 NPC132636
Intermediate Similarity 0.773 NPC71684
Intermediate Similarity 0.7632 NPC161069
Intermediate Similarity 0.7586 NPC477937
Intermediate Similarity 0.7582 NPC52748
Intermediate Similarity 0.755 NPC98424
Intermediate Similarity 0.755 NPC92784
Intermediate Similarity 0.755 NPC470884
Intermediate Similarity 0.755 NPC178662
Intermediate Similarity 0.755 NPC476133
Intermediate Similarity 0.7532 NPC209509
Intermediate Similarity 0.7516 NPC62104
Intermediate Similarity 0.7516 NPC1390
Intermediate Similarity 0.75 NPC471821
Intermediate Similarity 0.75 NPC163392
Intermediate Similarity 0.75 NPC471820
Intermediate Similarity 0.75 NPC239762
Intermediate Similarity 0.7484 NPC262077
Intermediate Similarity 0.7483 NPC127741
Intermediate Similarity 0.7451 NPC263493
Intermediate Similarity 0.7451 NPC269398
Intermediate Similarity 0.7447 NPC470545
Intermediate Similarity 0.7436 NPC138775
Intermediate Similarity 0.7421 NPC122590
Intermediate Similarity 0.7421 NPC473341
Intermediate Similarity 0.7403 NPC139326
Intermediate Similarity 0.7397 NPC101719
Intermediate Similarity 0.7394 NPC470546
Intermediate Similarity 0.7386 NPC307357
Intermediate Similarity 0.7386 NPC46098
Intermediate Similarity 0.7386 NPC268841
Intermediate Similarity 0.7376 NPC470544
Intermediate Similarity 0.7368 NPC68865
Intermediate Similarity 0.7365 NPC111428
Intermediate Similarity 0.7342 NPC2501
Intermediate Similarity 0.7333 NPC22883
Intermediate Similarity 0.7333 NPC5719
Intermediate Similarity 0.7333 NPC210377
Intermediate Similarity 0.7333 NPC217804
Intermediate Similarity 0.7329 NPC222466
Intermediate Similarity 0.7325 NPC311658
Intermediate Similarity 0.7308 NPC477217
Intermediate Similarity 0.7308 NPC201244
Intermediate Similarity 0.7308 NPC5620
Intermediate Similarity 0.7292 NPC200964
Intermediate Similarity 0.7289 NPC15068
Intermediate Similarity 0.7278 NPC105717
Intermediate Similarity 0.7256 NPC471527
Intermediate Similarity 0.7255 NPC471264
Intermediate Similarity 0.7255 NPC471265
Intermediate Similarity 0.7254 NPC239357
Intermediate Similarity 0.7248 NPC473322
Intermediate Similarity 0.7246 NPC63040
Intermediate Similarity 0.7244 NPC476978
Intermediate Similarity 0.7222 NPC469903
Intermediate Similarity 0.7215 NPC135121
Intermediate Similarity 0.7214 NPC474584
Intermediate Similarity 0.7197 NPC313867
Intermediate Similarity 0.7197 NPC316008
Intermediate Similarity 0.7197 NPC315266
Intermediate Similarity 0.719 NPC314835
Intermediate Similarity 0.7188 NPC475168
Intermediate Similarity 0.7188 NPC7817
Intermediate Similarity 0.7179 NPC468984
Intermediate Similarity 0.7179 NPC176226
Intermediate Similarity 0.7179 NPC77905
Intermediate Similarity 0.7179 NPC197682
Intermediate Similarity 0.7152 NPC314358
Intermediate Similarity 0.7152 NPC314114
Intermediate Similarity 0.7152 NPC469243
Intermediate Similarity 0.7143 NPC300443
Intermediate Similarity 0.7143 NPC6975
Intermediate Similarity 0.7134 NPC197743
Intermediate Similarity 0.7134 NPC315283
Intermediate Similarity 0.7134 NPC297145
Intermediate Similarity 0.7134 NPC314388
Intermediate Similarity 0.7125 NPC129666
Intermediate Similarity 0.7124 NPC141050
Intermediate Similarity 0.7115 NPC469426
Intermediate Similarity 0.7115 NPC168113
Intermediate Similarity 0.7115 NPC469427
Intermediate Similarity 0.7107 NPC329761
Intermediate Similarity 0.7107 NPC225648
Intermediate Similarity 0.7099 NPC286551
Intermediate Similarity 0.7095 NPC22746
Intermediate Similarity 0.7086 NPC200589
Intermediate Similarity 0.7083 NPC169328
Intermediate Similarity 0.7066 NPC471053
Intermediate Similarity 0.7066 NPC471052
Intermediate Similarity 0.7066 NPC471051
Intermediate Similarity 0.7063 NPC240848
Intermediate Similarity 0.7055 NPC470902
Intermediate Similarity 0.7051 NPC476259
Intermediate Similarity 0.7048 NPC475544
Intermediate Similarity 0.7048 NPC469902
Intermediate Similarity 0.7048 NPC469901
Intermediate Similarity 0.7039 NPC255447
Intermediate Similarity 0.7034 NPC310467
Intermediate Similarity 0.703 NPC324850
Intermediate Similarity 0.7024 NPC223207
Intermediate Similarity 0.7012 NPC473580
Intermediate Similarity 0.7007 NPC202521
Intermediate Similarity 0.7 NPC145113
Remote Similarity 0.6993 NPC33742
Remote Similarity 0.6993 NPC246079
Remote Similarity 0.6982 NPC304074
Remote Similarity 0.6982 NPC290755
Remote Similarity 0.6982 NPC471771
Remote Similarity 0.6954 NPC319766
Remote Similarity 0.6954 NPC89923
Remote Similarity 0.6954 NPC239990
Remote Similarity 0.6954 NPC71933
Remote Similarity 0.6954 NPC105114
Remote Similarity 0.6954 NPC152850
Remote Similarity 0.6951 NPC473002
Remote Similarity 0.695 NPC319579
Remote Similarity 0.6944 NPC197470
Remote Similarity 0.6939 NPC476990
Remote Similarity 0.6936 NPC477462
Remote Similarity 0.6933 NPC162104
Remote Similarity 0.6928 NPC130309
Remote Similarity 0.6923 NPC276949
Remote Similarity 0.6923 NPC43755
Remote Similarity 0.6923 NPC189116
Remote Similarity 0.6923 NPC35850
Remote Similarity 0.6914 NPC13470
Remote Similarity 0.6913 NPC35996
Remote Similarity 0.6903 NPC248283
Remote Similarity 0.6897 NPC14672
Remote Similarity 0.6897 NPC315276
Remote Similarity 0.6897 NPC285926
Remote Similarity 0.6887 NPC136453
Remote Similarity 0.6886 NPC24617
Remote Similarity 0.6879 NPC306804
Remote Similarity 0.686 NPC274198
Remote Similarity 0.686 NPC46009
Remote Similarity 0.686 NPC198254
Remote Similarity 0.6851 NPC61332
Remote Similarity 0.6851 NPC240130
Remote Similarity 0.6846 NPC252878
Remote Similarity 0.6845 NPC114806
Remote Similarity 0.6836 NPC473404
Remote Similarity 0.6824 NPC63931
Remote Similarity 0.6821 NPC4974
Remote Similarity 0.6818 NPC194671
Remote Similarity 0.6818 NPC157311
Remote Similarity 0.6818 NPC269750
Remote Similarity 0.6803 NPC237420
Remote Similarity 0.6803 NPC220698
Remote Similarity 0.6802 NPC469904
Remote Similarity 0.68 NPC474082
Remote Similarity 0.68 NPC46427
Remote Similarity 0.68 NPC175726
Remote Similarity 0.6786 NPC327481
Remote Similarity 0.6774 NPC44805
Remote Similarity 0.6774 NPC325479
Remote Similarity 0.6774 NPC8761
Remote Similarity 0.6763 NPC276506
Remote Similarity 0.6746 NPC473003
Remote Similarity 0.6743 NPC279871
Remote Similarity 0.6739 NPC302715
Remote Similarity 0.6728 NPC81026
Remote Similarity 0.6714 NPC67043
Remote Similarity 0.6711 NPC477061
Remote Similarity 0.6711 NPC45777
Remote Similarity 0.6711 NPC190663
Remote Similarity 0.6707 NPC283783
Remote Similarity 0.6707 NPC254798
Remote Similarity 0.6706 NPC73655
Remote Similarity 0.6705 NPC473000
Remote Similarity 0.6705 NPC196243
Remote Similarity 0.6705 NPC469900
Remote Similarity 0.6689 NPC314992
Remote Similarity 0.6686 NPC273755
Remote Similarity 0.6686 NPC137627
Remote Similarity 0.6667 NPC329011
Remote Similarity 0.6667 NPC322878
Remote Similarity 0.6667 NPC475204
Remote Similarity 0.6667 NPC475123
Remote Similarity 0.6667 NPC266741
Remote Similarity 0.6648 NPC165285
Remote Similarity 0.6648 NPC155506
Remote Similarity 0.6648 NPC26108
Remote Similarity 0.6648 NPC159767
Remote Similarity 0.6648 NPC94862
Remote Similarity 0.6647 NPC107938
Remote Similarity 0.6647 NPC294516
Remote Similarity 0.663 NPC299806
Remote Similarity 0.6627 NPC84317
Remote Similarity 0.6624 NPC287401
Remote Similarity 0.6623 NPC160493
Remote Similarity 0.6621 NPC273814
Remote Similarity 0.6612 NPC102959
Remote Similarity 0.661 NPC50016
Remote Similarity 0.6609 NPC280022
Remote Similarity 0.6601 NPC47667
Remote Similarity 0.66 NPC478015
Remote Similarity 0.66 NPC478016
Remote Similarity 0.66 NPC80150
Remote Similarity 0.66 NPC478014

Drug Structure

External Identifiers

TTD   DAP001218; DNC000722
DrugBank   DB04898
ChEMBL   CHEMBL522038
IUPHAR/BPS  
PharmaGKB   PA161748474
KEGG Drug  
PubChem CID   9574101
ChEBI   65172
CAS Number  192939-46-1

Drug Properties

Molecular Weight  473.26
ALogP  -3.132
MLogP  3
XLogP  2.997
HDA  8
HBD  4
Rotatable Bonds  16
TPSA  149.84
RO5 Violation  1