NPASS drugs

Drug Information

Drug ID:	NPD3411
Drug Name:	Aminopterin
Molecular Formula:	C19H20N8O5
Canonical SMILES:	O=C(c1ccc(cc1)NCc1cnc2c(n1)c(N)[nH]c(=N)n2)N[C@H](C(=O)O)CCC(=O)O
Standard InCHI:	InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1
Standard InCHIKey:	TVZGACDUOSZQKY-LBPRGKRZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3411

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	302
0.1-0.2	3387
0.2-0.3	11764
0.3-0.4	11247
0.4-0.5	1674
0.5-0.6	1795
0.6-0.7	694
0.7-0.8	25
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9479	NPC147983
High Similarity	0.9479	NPC177996
Intermediate Similarity	0.7937	NPC248862
Intermediate Similarity	0.7937	NPC328611
Intermediate Similarity	0.7853	NPC14849
Intermediate Similarity	0.7812	NPC147298
Intermediate Similarity	0.7812	NPC182057
Intermediate Similarity	0.7812	NPC131450
Intermediate Similarity	0.75	NPC471193
Intermediate Similarity	0.75	NPC471194
Intermediate Similarity	0.7453	NPC72956
Intermediate Similarity	0.7418	NPC153980
Intermediate Similarity	0.7418	NPC6865
Intermediate Similarity	0.7315	NPC471192
Intermediate Similarity	0.7251	NPC473376
Intermediate Similarity	0.7236	NPC314281
Intermediate Similarity	0.7236	NPC40530
Intermediate Similarity	0.7214	NPC228835
Intermediate Similarity	0.7171	NPC210123
Intermediate Similarity	0.7108	NPC17059
Intermediate Similarity	0.71	NPC11126
Intermediate Similarity	0.7091	NPC281049
Intermediate Similarity	0.7085	NPC64216
Intermediate Similarity	0.7067	NPC476491
Intermediate Similarity	0.7051	NPC54981
Intermediate Similarity	0.7044	NPC477003
Intermediate Similarity	0.7042	NPC317701
Remote Similarity	0.6986	NPC54744
Remote Similarity	0.6976	NPC62749
Remote Similarity	0.6959	NPC472070
Remote Similarity	0.6943	NPC89987
Remote Similarity	0.6943	NPC84317
Remote Similarity	0.6927	NPC99939
Remote Similarity	0.6927	NPC308931
Remote Similarity	0.6912	NPC476524
Remote Similarity	0.6912	NPC71238
Remote Similarity	0.6905	NPC202812
Remote Similarity	0.6898	NPC471191
Remote Similarity	0.6893	NPC94752
Remote Similarity	0.6878	NPC21429
Remote Similarity	0.6872	NPC154478
Remote Similarity	0.6858	NPC229893
Remote Similarity	0.6856	NPC69843
Remote Similarity	0.6847	NPC283219
Remote Similarity	0.6839	NPC251391
Remote Similarity	0.6837	NPC57398
Remote Similarity	0.6835	NPC116555
Remote Similarity	0.6829	NPC270834
Remote Similarity	0.6818	NPC320968
Remote Similarity	0.6816	NPC238945
Remote Similarity	0.6814	NPC73994
Remote Similarity	0.681	NPC216550
Remote Similarity	0.6796	NPC285923
Remote Similarity	0.6794	NPC324091
Remote Similarity	0.6792	NPC102592
Remote Similarity	0.6792	NPC79356
Remote Similarity	0.6791	NPC471944
Remote Similarity	0.6784	NPC41717
Remote Similarity	0.678	NPC171393
Remote Similarity	0.678	NPC295452
Remote Similarity	0.6776	NPC293917
Remote Similarity	0.6765	NPC248041
Remote Similarity	0.6765	NPC126709
Remote Similarity	0.6763	NPC133003
Remote Similarity	0.6762	NPC476460
Remote Similarity	0.6762	NPC74619
Remote Similarity	0.6759	NPC472062
Remote Similarity	0.6759	NPC472069
Remote Similarity	0.6759	NPC472063
Remote Similarity	0.6743	NPC472064
Remote Similarity	0.6735	NPC213914
Remote Similarity	0.6733	NPC477976
Remote Similarity	0.6732	NPC61011
Remote Similarity	0.6732	NPC91179
Remote Similarity	0.6731	NPC476527
Remote Similarity	0.6729	NPC171317
Remote Similarity	0.6727	NPC478158
Remote Similarity	0.6716	NPC15573
Remote Similarity	0.6716	NPC183662
Remote Similarity	0.6716	NPC217372
Remote Similarity	0.6715	NPC46895
Remote Similarity	0.6711	NPC476817
Remote Similarity	0.671	NPC116622
Remote Similarity	0.67	NPC149155
Remote Similarity	0.67	NPC110500
Remote Similarity	0.67	NPC469938
Remote Similarity	0.67	NPC469529
Remote Similarity	0.67	NPC203468
Remote Similarity	0.6698	NPC326422
Remote Similarity	0.6698	NPC284338
Remote Similarity	0.6696	NPC323244
Remote Similarity	0.6684	NPC123906
Remote Similarity	0.6683	NPC138293
Remote Similarity	0.6683	NPC219336
Remote Similarity	0.6683	NPC113056
Remote Similarity	0.6682	NPC476525
Remote Similarity	0.6682	NPC473763
Remote Similarity	0.6682	NPC117244
Remote Similarity	0.6682	NPC167710
Remote Similarity	0.6667	NPC321708
Remote Similarity	0.6667	NPC213629
Remote Similarity	0.6667	NPC267885
Remote Similarity	0.6667	NPC267811
Remote Similarity	0.6667	NPC294693
Remote Similarity	0.6652	NPC477979
Remote Similarity	0.6652	NPC478157
Remote Similarity	0.6651	NPC235684
Remote Similarity	0.6651	NPC474916
Remote Similarity	0.665	NPC16659
Remote Similarity	0.6637	NPC118940
Remote Similarity	0.6637	NPC75634
Remote Similarity	0.6636	NPC54420
Remote Similarity	0.6635	NPC469489
Remote Similarity	0.6635	NPC207851
Remote Similarity	0.6635	NPC83111
Remote Similarity	0.6634	NPC111275
Remote Similarity	0.6634	NPC14113
Remote Similarity	0.6634	NPC157583
Remote Similarity	0.6634	NPC84827
Remote Similarity	0.6634	NPC145885
Remote Similarity	0.6634	NPC83774
Remote Similarity	0.6633	NPC209362
Remote Similarity	0.6625	NPC477420
Remote Similarity	0.6625	NPC477418
Remote Similarity	0.662	NPC477004
Remote Similarity	0.662	NPC103361
Remote Similarity	0.6618	NPC191415
Remote Similarity	0.6617	NPC56233
Remote Similarity	0.6607	NPC282247
Remote Similarity	0.6605	NPC74153
Remote Similarity	0.6605	NPC473814
Remote Similarity	0.6605	NPC78767
Remote Similarity	0.6605	NPC106824
Remote Similarity	0.6603	NPC311282
Remote Similarity	0.6602	NPC265710
Remote Similarity	0.66	NPC478184
Remote Similarity	0.66	NPC478182
Remote Similarity	0.6593	NPC477715
Remote Similarity	0.6591	NPC472065
Remote Similarity	0.659	NPC121327
Remote Similarity	0.6589	NPC93390
Remote Similarity	0.6587	NPC470205
Remote Similarity	0.6587	NPC102755
Remote Similarity	0.6581	NPC328924
Remote Similarity	0.6577	NPC162860
Remote Similarity	0.657	NPC88110
Remote Similarity	0.6567	NPC233380
Remote Similarity	0.6564	NPC313889
Remote Similarity	0.6564	NPC477714
Remote Similarity	0.6558	NPC472293
Remote Similarity	0.6555	NPC165495
Remote Similarity	0.6555	NPC467063
Remote Similarity	0.6553	NPC473380
Remote Similarity	0.6553	NPC240088
Remote Similarity	0.6552	NPC186351
Remote Similarity	0.655	NPC225018
Remote Similarity	0.6546	NPC105811
Remote Similarity	0.6544	NPC100321
Remote Similarity	0.6544	NPC474767
Remote Similarity	0.6542	NPC473821
Remote Similarity	0.654	NPC278434
Remote Similarity	0.6533	NPC293487
Remote Similarity	0.6532	NPC266249
Remote Similarity	0.6531	NPC472260
Remote Similarity	0.6531	NPC314882
Remote Similarity	0.6531	NPC70406
Remote Similarity	0.653	NPC143977
Remote Similarity	0.653	NPC476874
Remote Similarity	0.6528	NPC141454
Remote Similarity	0.6528	NPC174281
Remote Similarity	0.6528	NPC475286
Remote Similarity	0.6528	NPC467188
Remote Similarity	0.6528	NPC478039
Remote Similarity	0.6524	NPC56109
Remote Similarity	0.6524	NPC191382
Remote Similarity	0.6522	NPC155444
Remote Similarity	0.6522	NPC327095
Remote Similarity	0.6522	NPC55772
Remote Similarity	0.6522	NPC312942
Remote Similarity	0.6522	NPC248462
Remote Similarity	0.6522	NPC256268
Remote Similarity	0.652	NPC273532
Remote Similarity	0.6518	NPC82370
Remote Similarity	0.6512	NPC135950
Remote Similarity	0.6512	NPC220151
Remote Similarity	0.6512	NPC19692
Remote Similarity	0.6507	NPC243058
Remote Similarity	0.6502	NPC78020
Remote Similarity	0.6502	NPC70949
Remote Similarity	0.65	NPC122141
Remote Similarity	0.6498	NPC470499
Remote Similarity	0.6495	NPC472292
Remote Similarity	0.6494	NPC40455
Remote Similarity	0.6491	NPC469717
Remote Similarity	0.649	NPC469896
Remote Similarity	0.649	NPC24864
Remote Similarity	0.6488	NPC161861
Remote Similarity	0.6486	NPC243850
Remote Similarity	0.6481	NPC292361
Remote Similarity	0.6481	NPC128244

Drug Structure

NPD3411 OpenBabel08211703112D 40 42 0 0 1 0 0 0 0 0999 V2000 -6.9282 -2.0000 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 -6.0622 -1.5000 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 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -0.8660 -0.5000 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 -9.5263 -1.5000 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 -2.5981 1.5000 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 -4.3301 -1.5000 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 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -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 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -3.5000 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 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 22 1 0 0 0 0 8 11 1 0 0 0 0 8 23 2 0 0 0 0 9 17 1 0 0 0 0 10 22 1 0 0 0 0 11 24 2 0 0 0 0 12 5 1 6 0 0 0 12 18 1 0 0 0 0 12 25 1 0 0 0 0 13 28 2 0 0 0 0 13 29 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 23 1 0 0 0 0 16 27 2 0 0 0 0 17 25 1 0 0 0 0 17 30 2 0 0 0 0 18 31 2 0 0 0 0 18 32 1 0 0 0 0 19 21 2 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 33 1 0 0 0 0 20 34 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 25 37 1 0 0 0 0 26 38 1 0 0 0 0 29 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08878
ChEMBL	CHEMBL376180
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02527
PubChem CID
ChEBI	22526
CAS Number	54-62-6

Drug Properties

Molecular Weight	440.16
ALogP	-3.7341
MLogP	2.12
XLogP	-2.15
HDA	13
HBD	7
Rotatable Bonds	13
TPSA	215.77
RO5 Violation	2