NPASS drugs

Drug Information

Drug ID:	NPD3516
Drug Name:	Trimetrexate
Molecular Formula:	C19H23N5O3
Canonical SMILES:	COc1c(OC)cc(cc1OC)NCc1ccc2c(c1C)c(=N)[nH]c(=N)[nH]2
Standard InCHI:	InChI=1S/C19H23N5O3/c1-10-11(5-6-13-16(10)18(20)24-19(21)23-13)9-22-12-7-14(25-2)17(27-4)15(8-12)26-3/h5-8,22H,9H2,1-4H3,(H4,20,21,23,24)
Standard InCHIKey:	NOYPYLRCIDNJJB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3516

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	406
0.1-0.2	2453
0.2-0.3	10069
0.3-0.4	3340
0.4-0.5	10646
0.5-0.6	3136
0.6-0.7	817
0.7-0.8	22
0.8-0.85	1
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	0.805	NPC261388
Intermediate Similarity	0.7716	NPC79213
Intermediate Similarity	0.7451	NPC25897
Intermediate Similarity	0.7436	NPC190461
Intermediate Similarity	0.7371	NPC285941
Intermediate Similarity	0.7254	NPC204947
Intermediate Similarity	0.7178	NPC312531
Intermediate Similarity	0.7143	NPC156728
Intermediate Similarity	0.7143	NPC244606
Intermediate Similarity	0.7129	NPC320088
Intermediate Similarity	0.7114	NPC276674
Intermediate Similarity	0.7114	NPC33902
Intermediate Similarity	0.7067	NPC212163
Intermediate Similarity	0.7065	NPC249405
Intermediate Similarity	0.705	NPC474507
Intermediate Similarity	0.7035	NPC476577
Intermediate Similarity	0.7035	NPC112575
Intermediate Similarity	0.7035	NPC173416
Intermediate Similarity	0.7035	NPC148709
Intermediate Similarity	0.7015	NPC474506
Intermediate Similarity	0.7015	NPC32413
Intermediate Similarity	0.7	NPC295676
Intermediate Similarity	0.7	NPC23219
Remote Similarity	0.6995	NPC180253
Remote Similarity	0.6995	NPC219170
Remote Similarity	0.698	NPC276060
Remote Similarity	0.6965	NPC470879
Remote Similarity	0.6965	NPC258695
Remote Similarity	0.6961	NPC477186
Remote Similarity	0.6959	NPC24954
Remote Similarity	0.695	NPC287588
Remote Similarity	0.6931	NPC179704
Remote Similarity	0.6927	NPC126519
Remote Similarity	0.6927	NPC170503
Remote Similarity	0.6927	NPC203784
Remote Similarity	0.6908	NPC78284
Remote Similarity	0.689	NPC272706
Remote Similarity	0.6878	NPC22928
Remote Similarity	0.6845	NPC474904
Remote Similarity	0.6844	NPC200888
Remote Similarity	0.6842	NPC13397
Remote Similarity	0.6827	NPC302001
Remote Similarity	0.6804	NPC162530
Remote Similarity	0.68	NPC473432
Remote Similarity	0.6798	NPC243454
Remote Similarity	0.6798	NPC475479
Remote Similarity	0.6796	NPC57036
Remote Similarity	0.6782	NPC265383
Remote Similarity	0.6769	NPC7393
Remote Similarity	0.6766	NPC66341
Remote Similarity	0.6766	NPC477020
Remote Similarity	0.6766	NPC192135
Remote Similarity	0.6765	NPC239584
Remote Similarity	0.6763	NPC186546
Remote Similarity	0.6763	NPC476576
Remote Similarity	0.675	NPC168753
Remote Similarity	0.675	NPC118274
Remote Similarity	0.675	NPC477562
Remote Similarity	0.675	NPC69712
Remote Similarity	0.675	NPC6152
Remote Similarity	0.675	NPC26240
Remote Similarity	0.6749	NPC260118
Remote Similarity	0.6744	NPC475147
Remote Similarity	0.6734	NPC85482
Remote Similarity	0.6731	NPC475411
Remote Similarity	0.6718	NPC476572
Remote Similarity	0.6716	NPC19520
Remote Similarity	0.6716	NPC168153
Remote Similarity	0.6716	NPC215747
Remote Similarity	0.6716	NPC192939
Remote Similarity	0.6716	NPC239775
Remote Similarity	0.6716	NPC149090
Remote Similarity	0.6714	NPC329747
Remote Similarity	0.6714	NPC29472
Remote Similarity	0.6712	NPC208284
Remote Similarity	0.6711	NPC122463
Remote Similarity	0.6702	NPC60538
Remote Similarity	0.6702	NPC207824
Remote Similarity	0.6701	NPC99659
Remote Similarity	0.6701	NPC325871
Remote Similarity	0.6701	NPC247251
Remote Similarity	0.67	NPC70092
Remote Similarity	0.6697	NPC168250
Remote Similarity	0.6684	NPC114124
Remote Similarity	0.6683	NPC476573
Remote Similarity	0.6683	NPC81247
Remote Similarity	0.6683	NPC304659
Remote Similarity	0.6683	NPC119579
Remote Similarity	0.6683	NPC86144
Remote Similarity	0.6683	NPC474059
Remote Similarity	0.6683	NPC35627
Remote Similarity	0.6682	NPC193777
Remote Similarity	0.6682	NPC162653
Remote Similarity	0.6667	NPC117717
Remote Similarity	0.6667	NPC241263
Remote Similarity	0.6652	NPC231924
Remote Similarity	0.665	NPC28425
Remote Similarity	0.6637	NPC195636
Remote Similarity	0.6636	NPC220241
Remote Similarity	0.6636	NPC127178
Remote Similarity	0.6636	NPC295479
Remote Similarity	0.6635	NPC256124
Remote Similarity	0.6634	NPC311936
Remote Similarity	0.6634	NPC267408
Remote Similarity	0.6632	NPC81733
Remote Similarity	0.6632	NPC326316
Remote Similarity	0.6632	NPC76213
Remote Similarity	0.6632	NPC277669
Remote Similarity	0.6621	NPC475133
Remote Similarity	0.6621	NPC201697
Remote Similarity	0.6618	NPC302275
Remote Similarity	0.6602	NPC195538
Remote Similarity	0.66	NPC223077
Remote Similarity	0.66	NPC56887
Remote Similarity	0.66	NPC193853
Remote Similarity	0.66	NPC13916
Remote Similarity	0.66	NPC264850
Remote Similarity	0.6591	NPC269449
Remote Similarity	0.6587	NPC249996
Remote Similarity	0.6583	NPC189470
Remote Similarity	0.6578	NPC314682
Remote Similarity	0.6577	NPC268223
Remote Similarity	0.6575	NPC317709
Remote Similarity	0.6575	NPC329329
Remote Similarity	0.6573	NPC314948
Remote Similarity	0.6571	NPC82457
Remote Similarity	0.6571	NPC274661
Remote Similarity	0.6571	NPC48490
Remote Similarity	0.6571	NPC175890
Remote Similarity	0.6571	NPC281581
Remote Similarity	0.6571	NPC11296
Remote Similarity	0.657	NPC476202
Remote Similarity	0.6569	NPC477558
Remote Similarity	0.6564	NPC477564
Remote Similarity	0.6564	NPC280272
Remote Similarity	0.6564	NPC2295
Remote Similarity	0.6559	NPC253429
Remote Similarity	0.6558	NPC315957
Remote Similarity	0.6558	NPC329793
Remote Similarity	0.6557	NPC131017
Remote Similarity	0.6556	NPC56271
Remote Similarity	0.6553	NPC98197
Remote Similarity	0.6552	NPC115284
Remote Similarity	0.6552	NPC198498
Remote Similarity	0.6552	NPC76682
Remote Similarity	0.6552	NPC276890
Remote Similarity	0.6552	NPC317439
Remote Similarity	0.6552	NPC317145
Remote Similarity	0.6552	NPC227060
Remote Similarity	0.6552	NPC10908
Remote Similarity	0.6552	NPC63646
Remote Similarity	0.655	NPC285254
Remote Similarity	0.655	NPC225774
Remote Similarity	0.655	NPC209377
Remote Similarity	0.655	NPC24465
Remote Similarity	0.6549	NPC318525
Remote Similarity	0.6549	NPC476069
Remote Similarity	0.6549	NPC10653
Remote Similarity	0.6549	NPC174049
Remote Similarity	0.6548	NPC235628
Remote Similarity	0.6544	NPC162484
Remote Similarity	0.6543	NPC474915
Remote Similarity	0.6543	NPC188163
Remote Similarity	0.6543	NPC328750
Remote Similarity	0.6543	NPC213206
Remote Similarity	0.6542	NPC193906
Remote Similarity	0.6542	NPC23080
Remote Similarity	0.6542	NPC17677
Remote Similarity	0.6542	NPC234933
Remote Similarity	0.654	NPC191132
Remote Similarity	0.654	NPC294244
Remote Similarity	0.654	NPC133140
Remote Similarity	0.654	NPC195268
Remote Similarity	0.654	NPC60295
Remote Similarity	0.6538	NPC135772
Remote Similarity	0.6535	NPC204908
Remote Similarity	0.6535	NPC83198
Remote Similarity	0.6533	NPC473822
Remote Similarity	0.6532	NPC159815
Remote Similarity	0.6532	NPC119722
Remote Similarity	0.6532	NPC48353
Remote Similarity	0.6531	NPC469428
Remote Similarity	0.6531	NPC187022
Remote Similarity	0.6531	NPC80129
Remote Similarity	0.653	NPC222561
Remote Similarity	0.6524	NPC296742
Remote Similarity	0.6522	NPC155442
Remote Similarity	0.6522	NPC476574
Remote Similarity	0.6522	NPC477561
Remote Similarity	0.6522	NPC312918
Remote Similarity	0.652	NPC128476
Remote Similarity	0.652	NPC251580
Remote Similarity	0.652	NPC129518
Remote Similarity	0.652	NPC41376
Remote Similarity	0.652	NPC12424
Remote Similarity	0.6517	NPC219341
Remote Similarity	0.6517	NPC68328
Remote Similarity	0.6517	NPC24264
Remote Similarity	0.6517	NPC476432
Remote Similarity	0.6516	NPC25961

Drug Structure

NPD3516 OpenBabel08211703112D 32 34 0 0 0 0 0 0 0 0999 V2000 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 -5.1962 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 12 1 0 0 0 0 8 15 2 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 12 22 1 0 0 0 0 13 16 2 0 0 0 0 13 23 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 17 27 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000635
DrugBank	DB01157
ChEMBL	CHEMBL119
IUPHAR/BPS	7613
PharmaGKB	PA451790
KEGG Drug	D06238
PubChem CID	5583
ChEBI
CAS Number	52128-35-5

Drug Properties

Molecular Weight	369.18
ALogP	-0.357
MLogP	2.67
XLogP	3.21
HDA	5
HBD	5
Rotatable Bonds	10
TPSA	111.48
RO5 Violation	0