NPASS drugs

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.

Range	Similarity Score Range
0-0.1	318
0.1-0.2	1901
0.2-0.3	9584
0.3-0.4	11774
0.4-0.5	4460
0.5-0.6	2006
0.6-0.7	811
0.7-0.8	34
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD3917 OpenBabel08211704332D 38 40 0 0 1 0 0 0 0 0999 V2000 4.3304 0.2262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6176 -0.9328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9703 -1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9995 0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2867 -0.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2648 -0.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5738 -1.3486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6394 -0.7248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9777 0.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9340 0.3456 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9047 -2.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6468 1.5046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9121 0.1377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6249 1.2967 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9266 -1.8838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2137 -3.0428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3378 2.4557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2211 -0.8133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5812 0.8809 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2941 2.0398 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5446 -3.7859 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5594 0.6729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 10 2 0 0 0 0 2 5 2 0 0 0 0 2 10 1 0 0 0 0 3 6 1 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 22 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 13 7 1 6 0 0 0 13 19 1 0 0 0 0 13 23 1 0 0 0 0 14 26 2 0 0 0 0 14 27 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 17 28 2 0 0 0 0 18 25 2 0 0 0 0 18 29 1 0 0 0 0 19 30 2 0 0 0 0 19 31 1 0 0 0 0 20 21 2 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 27 36 1 0 0 0 0 29 37 1 0 0 0 0 31 38 1 0 0 0 0 M END $$$$

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