NPASS drugs

Drug Information

Drug ID:	NPD3915
Drug Name:	Pemetrexed Disodium
Molecular Formula:	C20H21N5O6.2Na
Canonical SMILES:	O=C(c1ccc(cc1)CCc1c[nH]c2c1c([O-])nc(=N)[nH]2)N[C@@H](C(=O)O)CCC(=O)[O-].[Na+].[Na+]
Standard InCHI:	InChI=1S/C20H21N5O6.2Na/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);;/q;2*+1/p-2/t13-;;/m1../s1
Standard InCHIKey:	NYDXNILOWQXUOF-FFXKMJQXSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3915

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	315
0.1-0.2	1893
0.2-0.3	9675
0.3-0.4	12046
0.4-0.5	4117
0.5-0.6	1982
0.6-0.7	832
0.7-0.8	28
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	0.8086	NPC177996
Intermediate Similarity	0.8086	NPC147983
Intermediate Similarity	0.7442	NPC471193
Intermediate Similarity	0.7442	NPC471194
Intermediate Similarity	0.7395	NPC72956
Intermediate Similarity	0.7389	NPC278434
Intermediate Similarity	0.7361	NPC153980
Intermediate Similarity	0.7361	NPC6865
Intermediate Similarity	0.7358	NPC473376
Intermediate Similarity	0.731	NPC302647
Intermediate Similarity	0.726	NPC471192
Intermediate Similarity	0.7257	NPC116622
Intermediate Similarity	0.7217	NPC471944
Intermediate Similarity	0.7193	NPC89987
Intermediate Similarity	0.7156	NPC54981
Intermediate Similarity	0.7122	NPC311282
Intermediate Similarity	0.7115	NPC138370
Intermediate Similarity	0.7109	NPC74153
Intermediate Similarity	0.7091	NPC54744
Intermediate Similarity	0.7078	NPC82370
Intermediate Similarity	0.7073	NPC228835
Intermediate Similarity	0.7071	NPC471536
Intermediate Similarity	0.7051	NPC243850
Intermediate Similarity	0.7044	NPC283219
Intermediate Similarity	0.7035	NPC64216
Intermediate Similarity	0.7021	NPC171393
Intermediate Similarity	0.7021	NPC295452
Intermediate Similarity	0.7018	NPC71238
Intermediate Similarity	0.7014	NPC282247
Intermediate Similarity	0.7005	NPC94752
Remote Similarity	0.6996	NPC74619
Remote Similarity	0.6986	NPC83111
Remote Similarity	0.698	NPC328611
Remote Similarity	0.698	NPC248862
Remote Similarity	0.6978	NPC272174
Remote Similarity	0.6972	NPC471155
Remote Similarity	0.6971	NPC17059
Remote Similarity	0.6971	NPC314882
Remote Similarity	0.6967	NPC473821
Remote Similarity	0.6963	NPC293917
Remote Similarity	0.6961	NPC248041
Remote Similarity	0.6961	NPC126709
Remote Similarity	0.6961	NPC11126
Remote Similarity	0.6943	NPC323244
Remote Similarity	0.6941	NPC476524
Remote Similarity	0.6941	NPC270241
Remote Similarity	0.6933	NPC48317
Remote Similarity	0.6927	NPC225400
Remote Similarity	0.6923	NPC320968
Remote Similarity	0.692	NPC472285
Remote Similarity	0.6912	NPC14849
Remote Similarity	0.6912	NPC111275
Remote Similarity	0.6908	NPC477003
Remote Similarity	0.6897	NPC149155
Remote Similarity	0.6897	NPC203468
Remote Similarity	0.6897	NPC328924
Remote Similarity	0.6897	NPC110500
Remote Similarity	0.6895	NPC472538
Remote Similarity	0.6895	NPC470786
Remote Similarity	0.6883	NPC69843
Remote Similarity	0.6878	NPC131450
Remote Similarity	0.6878	NPC147298
Remote Similarity	0.6878	NPC182057
Remote Similarity	0.6872	NPC473317
Remote Similarity	0.6872	NPC474896
Remote Similarity	0.6869	NPC473814
Remote Similarity	0.6869	NPC78767
Remote Similarity	0.6863	NPC267885
Remote Similarity	0.6857	NPC321708
Remote Similarity	0.6857	NPC478006
Remote Similarity	0.6854	NPC202812
Remote Similarity	0.6849	NPC175602
Remote Similarity	0.6849	NPC471191
Remote Similarity	0.6842	NPC31097
Remote Similarity	0.6842	NPC235684
Remote Similarity	0.6837	NPC131887
Remote Similarity	0.6829	NPC145885
Remote Similarity	0.6829	NPC14113
Remote Similarity	0.6829	NPC84827
Remote Similarity	0.6827	NPC207851
Remote Similarity	0.6827	NPC165495
Remote Similarity	0.6826	NPC319232
Remote Similarity	0.6826	NPC24370
Remote Similarity	0.682	NPC300183
Remote Similarity	0.6816	NPC41717
Remote Similarity	0.6814	NPC281049
Remote Similarity	0.6812	NPC229893
Remote Similarity	0.68	NPC36405
Remote Similarity	0.6789	NPC476874
Remote Similarity	0.6787	NPC266249
Remote Similarity	0.6784	NPC269270
Remote Similarity	0.6783	NPC125597
Remote Similarity	0.6777	NPC221873
Remote Similarity	0.6777	NPC213629
Remote Similarity	0.6776	NPC93390
Remote Similarity	0.6774	NPC315491
Remote Similarity	0.6774	NPC45459
Remote Similarity	0.6766	NPC208898
Remote Similarity	0.6763	NPC16659
Remote Similarity	0.6759	NPC470499
Remote Similarity	0.6757	NPC61038
Remote Similarity	0.6757	NPC478158
Remote Similarity	0.6756	NPC478157
Remote Similarity	0.6756	NPC477979
Remote Similarity	0.6754	NPC14686
Remote Similarity	0.6748	NPC63109
Remote Similarity	0.6745	NPC154339
Remote Similarity	0.6744	NPC470787
Remote Similarity	0.6744	NPC472540
Remote Similarity	0.6744	NPC472539
Remote Similarity	0.6744	NPC472293
Remote Similarity	0.6741	NPC110182
Remote Similarity	0.674	NPC475736
Remote Similarity	0.674	NPC469717
Remote Similarity	0.6731	NPC71037
Remote Similarity	0.6726	NPC123839
Remote Similarity	0.6724	NPC476491
Remote Similarity	0.672	NPC314056
Remote Similarity	0.6715	NPC213468
Remote Similarity	0.6715	NPC265710
Remote Similarity	0.6715	NPC164340
Remote Similarity	0.6714	NPC476460
Remote Similarity	0.6713	NPC472541
Remote Similarity	0.6713	NPC472542
Remote Similarity	0.6712	NPC476525
Remote Similarity	0.6712	NPC285192
Remote Similarity	0.6711	NPC74360
Remote Similarity	0.67	NPC131718
Remote Similarity	0.67	NPC78020
Remote Similarity	0.6698	NPC157828
Remote Similarity	0.6698	NPC195239
Remote Similarity	0.6697	NPC82053
Remote Similarity	0.6697	NPC470497
Remote Similarity	0.6696	NPC238945
Remote Similarity	0.6693	NPC315467
Remote Similarity	0.6683	NPC271792
Remote Similarity	0.6682	NPC171317
Remote Similarity	0.6682	NPC98715
Remote Similarity	0.6682	NPC67288
Remote Similarity	0.6682	NPC472292
Remote Similarity	0.6667	NPC478010
Remote Similarity	0.6667	NPC473380
Remote Similarity	0.6667	NPC225821
Remote Similarity	0.6667	NPC46225
Remote Similarity	0.6667	NPC118940
Remote Similarity	0.6667	NPC75634
Remote Similarity	0.6667	NPC478009
Remote Similarity	0.6667	NPC11445
Remote Similarity	0.6667	NPC240088
Remote Similarity	0.6667	NPC326363
Remote Similarity	0.6653	NPC323752
Remote Similarity	0.6651	NPC472297
Remote Similarity	0.6651	NPC267343
Remote Similarity	0.6651	NPC472296
Remote Similarity	0.6651	NPC103361
Remote Similarity	0.664	NPC478013
Remote Similarity	0.6639	NPC477630
Remote Similarity	0.6639	NPC477635
Remote Similarity	0.6638	NPC474877
Remote Similarity	0.6638	NPC475859
Remote Similarity	0.6638	NPC475969
Remote Similarity	0.6637	NPC127677
Remote Similarity	0.6637	NPC207866
Remote Similarity	0.6637	NPC258062
Remote Similarity	0.6637	NPC229348
Remote Similarity	0.6637	NPC116555
Remote Similarity	0.6636	NPC57398
Remote Similarity	0.6635	NPC280290
Remote Similarity	0.6635	NPC55772
Remote Similarity	0.6635	NPC282103
Remote Similarity	0.6624	NPC156003
Remote Similarity	0.6623	NPC267811
Remote Similarity	0.6623	NPC471197
Remote Similarity	0.6623	NPC220851
Remote Similarity	0.6621	NPC213308
Remote Similarity	0.6609	NPC276657
Remote Similarity	0.6607	NPC271862
Remote Similarity	0.6606	NPC474916
Remote Similarity	0.6606	NPC295548
Remote Similarity	0.6605	NPC477167
Remote Similarity	0.6605	NPC477166
Remote Similarity	0.6605	NPC471448
Remote Similarity	0.6605	NPC473342
Remote Similarity	0.6605	NPC304187
Remote Similarity	0.6604	NPC476527
Remote Similarity	0.6602	NPC313791
Remote Similarity	0.6596	NPC477176
Remote Similarity	0.6596	NPC470730
Remote Similarity	0.6596	NPC477175
Remote Similarity	0.6596	NPC470729
Remote Similarity	0.6594	NPC248601
Remote Similarity	0.6594	NPC471198
Remote Similarity	0.6593	NPC111732
Remote Similarity	0.6592	NPC54420
Remote Similarity	0.659	NPC242209
Remote Similarity	0.6588	NPC285923
Remote Similarity	0.6584	NPC477418
Remote Similarity	0.6584	NPC477420
Remote Similarity	0.6583	NPC33229
Remote Similarity	0.6582	NPC63279

Drug Structure

NPD3915 OpenBabel08211704332D 38 38 0 0 1 0 0 0 0 0999 V2000 5.6964 -2.7738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9836 -3.9328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3363 -4.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3655 -2.0306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6527 -3.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3581 -4.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6309 -3.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9399 -4.3486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6369 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0054 -3.7248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3437 -2.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3000 -2.6544 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2707 -5.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0128 -1.4954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2781 -2.8623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9910 -1.7033 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2926 -4.8838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5798 -6.0428 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 7.7038 -0.5443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 10.5871 -3.8133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9473 -2.1191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0114 0.5184 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -7.0428 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3581 -0.7399 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6601 -0.9602 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9254 -2.3271 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 1 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 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 31 38 1 0 0 0 0 M CHG 4 27 -1 29 -1 32 1 33 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	425.13
ALogP	-3.8619
MLogP	2.45
XLogP	1.498
HDA	11
HBD	5
Rotatable Bonds	13
TPSA	193.62
RO5 Violation	1