Drug Information

Drug ID:  NPD3917
Drug Name:  Pemetrexed
Molecular Formula:  C20H21N5O6
Canonical SMILES:  OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(O)nc(=N)[nH]2
Standard InCHI:  InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1
Standard InCHIKey:  WBXPDJSOTKVWSJ-ZDUSSCGKSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD3917

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 0.8134 NPC177996
Intermediate Similarity 0.8134 NPC147983
Intermediate Similarity 0.7438 NPC278434
Intermediate Similarity 0.7407 NPC471193
Intermediate Similarity 0.7407 NPC471194
Intermediate Similarity 0.7361 NPC72956
Intermediate Similarity 0.736 NPC302647
Intermediate Similarity 0.7327 NPC6865
Intermediate Similarity 0.7327 NPC153980
Intermediate Similarity 0.7324 NPC473376
Intermediate Similarity 0.7301 NPC116622
Intermediate Similarity 0.7264 NPC471944
Intermediate Similarity 0.7237 NPC89987
Intermediate Similarity 0.7227 NPC471192
Intermediate Similarity 0.7171 NPC311282
Intermediate Similarity 0.7156 NPC74153
Intermediate Similarity 0.7123 NPC54981
Intermediate Similarity 0.7123 NPC82370
Intermediate Similarity 0.7113 NPC471536
Intermediate Similarity 0.7081 NPC138370
Intermediate Similarity 0.7064 NPC295452
Intermediate Similarity 0.7064 NPC171393
Intermediate Similarity 0.7059 NPC54744
Intermediate Similarity 0.7059 NPC282247
Intermediate Similarity 0.7039 NPC228835
Intermediate Similarity 0.7037 NPC74619
Intermediate Similarity 0.7033 NPC83111
Intermediate Similarity 0.703 NPC248862
Intermediate Similarity 0.703 NPC328611
Intermediate Similarity 0.7022 NPC272174
Intermediate Similarity 0.7018 NPC243850
Intermediate Similarity 0.7018 NPC471155
Intermediate Similarity 0.7014 NPC473821
Intermediate Similarity 0.7012 NPC314882
Intermediate Similarity 0.701 NPC283219
Intermediate Similarity 0.7004 NPC64216
Remote Similarity 0.6987 NPC323244
Remote Similarity 0.6986 NPC270241
Remote Similarity 0.6986 NPC71238
Remote Similarity 0.6978 NPC48317
Remote Similarity 0.6972 NPC225400
Remote Similarity 0.6971 NPC94752
Remote Similarity 0.6964 NPC472285
Remote Similarity 0.6961 NPC14849
Remote Similarity 0.6941 NPC472538
Remote Similarity 0.6941 NPC470786
Remote Similarity 0.694 NPC328924
Remote Similarity 0.6938 NPC17059
Remote Similarity 0.693 NPC293917
Remote Similarity 0.6927 NPC126709
Remote Similarity 0.6927 NPC131450
Remote Similarity 0.6927 NPC147298
Remote Similarity 0.6927 NPC248041
Remote Similarity 0.6927 NPC11126
Remote Similarity 0.6927 NPC182057
Remote Similarity 0.6916 NPC474896
Remote Similarity 0.6916 NPC473317
Remote Similarity 0.6916 NPC473814
Remote Similarity 0.6916 NPC78767
Remote Similarity 0.6909 NPC476524
Remote Similarity 0.6901 NPC202812
Remote Similarity 0.6898 NPC478006
Remote Similarity 0.6895 NPC175602
Remote Similarity 0.6892 NPC320968
Remote Similarity 0.6886 NPC31097
Remote Similarity 0.6884 NPC131887
Remote Similarity 0.6878 NPC111275
Remote Similarity 0.6875 NPC477003
Remote Similarity 0.6875 NPC207851
Remote Similarity 0.687 NPC319232
Remote Similarity 0.687 NPC24370
Remote Similarity 0.6866 NPC300183
Remote Similarity 0.6866 NPC41717
Remote Similarity 0.6863 NPC203468
Remote Similarity 0.6863 NPC149155
Remote Similarity 0.6863 NPC110500
Remote Similarity 0.6856 NPC229893
Remote Similarity 0.6853 NPC69843
Remote Similarity 0.6829 NPC267885
Remote Similarity 0.6828 NPC269270
Remote Similarity 0.6826 NPC125597
Remote Similarity 0.6825 NPC221873
Remote Similarity 0.6825 NPC321708
Remote Similarity 0.6822 NPC93390
Remote Similarity 0.682 NPC315491
Remote Similarity 0.682 NPC45459
Remote Similarity 0.6818 NPC471191
Remote Similarity 0.681 NPC235684
Remote Similarity 0.6809 NPC208898
Remote Similarity 0.6802 NPC61038
Remote Similarity 0.6798 NPC14686
Remote Similarity 0.6796 NPC14113
Remote Similarity 0.6796 NPC145885
Remote Similarity 0.6796 NPC84827
Remote Similarity 0.6794 NPC165495
Remote Similarity 0.6791 NPC472539
Remote Similarity 0.6791 NPC470787
Remote Similarity 0.6791 NPC472540
Remote Similarity 0.6789 NPC63109
Remote Similarity 0.6786 NPC110182
Remote Similarity 0.6784 NPC281049
Remote Similarity 0.6784 NPC469717
Remote Similarity 0.677 NPC36405
Remote Similarity 0.6767 NPC476491
Remote Similarity 0.6763 NPC164340
Remote Similarity 0.676 NPC314056
Remote Similarity 0.6759 NPC472542
Remote Similarity 0.6759 NPC472541
Remote Similarity 0.6758 NPC476874
Remote Similarity 0.6757 NPC266249
Remote Similarity 0.6754 NPC74360
Remote Similarity 0.675 NPC131718
Remote Similarity 0.6745 NPC213629
Remote Similarity 0.6733 NPC315467
Remote Similarity 0.6731 NPC16659
Remote Similarity 0.6731 NPC271792
Remote Similarity 0.6728 NPC470499
Remote Similarity 0.6727 NPC98715
Remote Similarity 0.6726 NPC478157
Remote Similarity 0.6726 NPC477979
Remote Similarity 0.6726 NPC478158
Remote Similarity 0.6714 NPC154339
Remote Similarity 0.6713 NPC472293
Remote Similarity 0.6712 NPC46225
Remote Similarity 0.6712 NPC225821
Remote Similarity 0.6711 NPC475736
Remote Similarity 0.6709 NPC326363
Remote Similarity 0.6706 NPC478009
Remote Similarity 0.6706 NPC478010
Remote Similarity 0.6699 NPC71037
Remote Similarity 0.6696 NPC123839
Remote Similarity 0.6695 NPC323752
Remote Similarity 0.6683 NPC265710
Remote Similarity 0.6683 NPC213468
Remote Similarity 0.6682 NPC476460
Remote Similarity 0.6682 NPC258062
Remote Similarity 0.6682 NPC127677
Remote Similarity 0.6682 NPC476525
Remote Similarity 0.6682 NPC57398
Remote Similarity 0.6682 NPC285192
Remote Similarity 0.6681 NPC229348
Remote Similarity 0.6681 NPC207866
Remote Similarity 0.668 NPC478013
Remote Similarity 0.668 NPC477630
Remote Similarity 0.668 NPC477635
Remote Similarity 0.6667 NPC156003
Remote Similarity 0.6667 NPC157828
Remote Similarity 0.6667 NPC213308
Remote Similarity 0.6667 NPC238945
Remote Similarity 0.6667 NPC220851
Remote Similarity 0.6667 NPC470497
Remote Similarity 0.6667 NPC78020
Remote Similarity 0.6667 NPC195239
Remote Similarity 0.6667 NPC82053
Remote Similarity 0.6652 NPC295548
Remote Similarity 0.6652 NPC276657
Remote Similarity 0.6652 NPC271862
Remote Similarity 0.6651 NPC471448
Remote Similarity 0.6651 NPC472292
Remote Similarity 0.6651 NPC477166
Remote Similarity 0.6651 NPC474916
Remote Similarity 0.6651 NPC67288
Remote Similarity 0.6651 NPC304187
Remote Similarity 0.6651 NPC171317
Remote Similarity 0.665 NPC313791
Remote Similarity 0.6637 NPC111732
Remote Similarity 0.6637 NPC118940
Remote Similarity 0.6637 NPC75634
Remote Similarity 0.6636 NPC242209
Remote Similarity 0.6636 NPC11445
Remote Similarity 0.6635 NPC285923
Remote Similarity 0.6635 NPC473380
Remote Similarity 0.6635 NPC240088
Remote Similarity 0.6633 NPC33229
Remote Similarity 0.6621 NPC472297
Remote Similarity 0.6621 NPC103361
Remote Similarity 0.6621 NPC472296
Remote Similarity 0.662 NPC267343
Remote Similarity 0.6611 NPC28945
Remote Similarity 0.6611 NPC15801
Remote Similarity 0.661 NPC475859
Remote Similarity 0.661 NPC474877
Remote Similarity 0.661 NPC475969
Remote Similarity 0.6609 NPC313804
Remote Similarity 0.6609 NPC315804
Remote Similarity 0.6608 NPC267965
Remote Similarity 0.6607 NPC171787
Remote Similarity 0.6607 NPC116555
Remote Similarity 0.6606 NPC156704
Remote Similarity 0.6606 NPC141454
Remote Similarity 0.6604 NPC282103
Remote Similarity 0.6604 NPC280290
Remote Similarity 0.6603 NPC55772
Remote Similarity 0.6601 NPC162268
Remote Similarity 0.6601 NPC102423
Remote Similarity 0.6597 NPC182222
Remote Similarity 0.6597 NPC325976
Remote Similarity 0.6594 NPC27041
Remote Similarity 0.6594 NPC471197
Remote Similarity 0.6594 NPC267811

Drug Structure

External Identifiers

TTD   DCL000320
DrugBank   DB00642
ChEMBL   CHEMBL225072
IUPHAR/BPS  
PharmaGKB   PA10810
KEGG Drug   D07472
PubChem CID  
ChEBI   63616
CAS Number  137281-23-3

Drug Properties

Molecular Weight  427.15
ALogP  -2.5063
MLogP  2.45
XLogP  1.979
HDA  11
HBD  7
Rotatable Bonds  13
TPSA  187.96
RO5 Violation  2