NPASS drugs

Drug Information

Drug ID:	NPD3400
Drug Name:	WF-2421
Molecular Formula:	C19H20N2O8
Canonical SMILES:	OC=NCC(c1ccc(c(c1)c1cc(ccc1O)C(C(C(=O)O)N=CO)O)O)O
Standard InCHI:	InChI=1S/C19H20N2O8/c22-8-20-7-16(26)10-1-3-14(24)12(5-10)13-6-11(2-4-15(13)25)18(27)17(19(28)29)21-9-23/h1-6,8-9,16-18,24-27H,7H2,(H,20,22)(H,21,23)(H,28,29)
Standard InCHIKey:	WQVWUCSBLUJLNT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3400

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	114
0.1-0.2	638
0.2-0.3	1797
0.3-0.4	5258
0.4-0.5	8337
0.5-0.6	6521
0.6-0.7	7964
0.7-0.8	256
0.8-0.85	5
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	0.8467	NPC476353
Intermediate Similarity	0.8148	NPC182240
Intermediate Similarity	0.8085	NPC325651
Intermediate Similarity	0.8042	NPC244866
Intermediate Similarity	0.8	NPC127975
Intermediate Similarity	0.7972	NPC45191
Intermediate Similarity	0.7971	NPC31936
Intermediate Similarity	0.7945	NPC473052
Intermediate Similarity	0.7945	NPC473055
Intermediate Similarity	0.7929	NPC231767
Intermediate Similarity	0.7905	NPC91953
Intermediate Similarity	0.7891	NPC322526
Intermediate Similarity	0.7887	NPC296712
Intermediate Similarity	0.7883	NPC319950
Intermediate Similarity	0.7842	NPC474862
Intermediate Similarity	0.7842	NPC27581
Intermediate Similarity	0.7842	NPC142577
Intermediate Similarity	0.7838	NPC197921
Intermediate Similarity	0.7826	NPC473136
Intermediate Similarity	0.7785	NPC469360
Intermediate Similarity	0.7755	NPC6913
Intermediate Similarity	0.7724	NPC326966
Intermediate Similarity	0.7708	NPC478147
Intermediate Similarity	0.7671	NPC328070
Intermediate Similarity	0.7647	NPC473137
Intermediate Similarity	0.7635	NPC6570
Intermediate Similarity	0.763	NPC286222
Intermediate Similarity	0.7603	NPC275538
Intermediate Similarity	0.7556	NPC177576
Intermediate Similarity	0.7536	NPC188867
Intermediate Similarity	0.7536	NPC281686
Intermediate Similarity	0.7536	NPC106551
Intermediate Similarity	0.7533	NPC471201
Intermediate Similarity	0.7518	NPC12656
Intermediate Similarity	0.75	NPC476194
Intermediate Similarity	0.75	NPC13696
Intermediate Similarity	0.7481	NPC321252
Intermediate Similarity	0.7481	NPC252544
Intermediate Similarity	0.7463	NPC262365
Intermediate Similarity	0.7451	NPC106183
Intermediate Similarity	0.745	NPC139074
Intermediate Similarity	0.745	NPC40524
Intermediate Similarity	0.745	NPC213485
Intermediate Similarity	0.7432	NPC470392
Intermediate Similarity	0.7426	NPC308689
Intermediate Similarity	0.7413	NPC475192
Intermediate Similarity	0.7394	NPC164852
Intermediate Similarity	0.7391	NPC285350
Intermediate Similarity	0.7376	NPC239697
Intermediate Similarity	0.7375	NPC207675
Intermediate Similarity	0.7375	NPC56635
Intermediate Similarity	0.7375	NPC212699
Intermediate Similarity	0.7361	NPC307020
Intermediate Similarity	0.7357	NPC38458
Intermediate Similarity	0.7357	NPC311737
Intermediate Similarity	0.7353	NPC44732
Intermediate Similarity	0.7351	NPC283590
Intermediate Similarity	0.7351	NPC130899
Intermediate Similarity	0.7351	NPC70859
Intermediate Similarity	0.7351	NPC61153
Intermediate Similarity	0.7324	NPC80150
Intermediate Similarity	0.7315	NPC475042
Intermediate Similarity	0.731	NPC47667
Intermediate Similarity	0.7305	NPC104514
Intermediate Similarity	0.7297	NPC214246
Intermediate Similarity	0.7286	NPC82963
Intermediate Similarity	0.7279	NPC477839
Intermediate Similarity	0.7262	NPC476227
Intermediate Similarity	0.7248	NPC17968
Intermediate Similarity	0.7248	NPC470122
Intermediate Similarity	0.7248	NPC257390
Intermediate Similarity	0.7248	NPC469705
Intermediate Similarity	0.7239	NPC156348
Intermediate Similarity	0.723	NPC473744
Intermediate Similarity	0.723	NPC158673
Intermediate Similarity	0.7229	NPC101207
Intermediate Similarity	0.7226	NPC63345
Intermediate Similarity	0.7222	NPC295034
Intermediate Similarity	0.7219	NPC471749
Intermediate Similarity	0.7219	NPC314048
Intermediate Similarity	0.7214	NPC23402
Intermediate Similarity	0.7212	NPC15506
Intermediate Similarity	0.7208	NPC251439
Intermediate Similarity	0.7206	NPC317305
Intermediate Similarity	0.7203	NPC478121
Intermediate Similarity	0.7203	NPC34634
Intermediate Similarity	0.7203	NPC265454
Intermediate Similarity	0.7202	NPC306804
Intermediate Similarity	0.72	NPC108553
Intermediate Similarity	0.72	NPC476407
Intermediate Similarity	0.7192	NPC4974
Intermediate Similarity	0.719	NPC118919
Intermediate Similarity	0.7183	NPC142638
Intermediate Similarity	0.7183	NPC317784
Intermediate Similarity	0.7172	NPC121168
Intermediate Similarity	0.7172	NPC283514
Intermediate Similarity	0.7172	NPC469927
Intermediate Similarity	0.7171	NPC64205
Intermediate Similarity	0.7171	NPC474394
Intermediate Similarity	0.7171	NPC106406
Intermediate Similarity	0.7169	NPC107938
Intermediate Similarity	0.7169	NPC294516
Intermediate Similarity	0.7168	NPC477816
Intermediate Similarity	0.7164	NPC288411
Intermediate Similarity	0.7162	NPC145888
Intermediate Similarity	0.7162	NPC16031
Intermediate Similarity	0.7162	NPC161593
Intermediate Similarity	0.716	NPC95412
Intermediate Similarity	0.716	NPC26108
Intermediate Similarity	0.716	NPC155506
Intermediate Similarity	0.716	NPC158277
Intermediate Similarity	0.716	NPC159767
Intermediate Similarity	0.7153	NPC216216
Intermediate Similarity	0.7153	NPC241001
Intermediate Similarity	0.7153	NPC56634
Intermediate Similarity	0.7153	NPC326079
Intermediate Similarity	0.7152	NPC471095
Intermediate Similarity	0.7152	NPC471066
Intermediate Similarity	0.7152	NPC63931
Intermediate Similarity	0.7152	NPC132771
Intermediate Similarity	0.7143	NPC87985
Intermediate Similarity	0.7143	NPC167055
Intermediate Similarity	0.7143	NPC44960
Intermediate Similarity	0.7143	NPC308976
Intermediate Similarity	0.7143	NPC474110
Intermediate Similarity	0.7143	NPC62272
Intermediate Similarity	0.7143	NPC240744
Intermediate Similarity	0.7143	NPC150712
Intermediate Similarity	0.7134	NPC85310
Intermediate Similarity	0.7124	NPC472804
Intermediate Similarity	0.7123	NPC236981
Intermediate Similarity	0.7123	NPC198014
Intermediate Similarity	0.7122	NPC228988
Intermediate Similarity	0.7115	NPC275903
Intermediate Similarity	0.7115	NPC168471
Intermediate Similarity	0.7113	NPC76308
Intermediate Similarity	0.7113	NPC325295
Intermediate Similarity	0.7111	NPC138942
Intermediate Similarity	0.7107	NPC473491
Intermediate Similarity	0.7105	NPC164172
Intermediate Similarity	0.7103	NPC472271
Intermediate Similarity	0.7103	NPC196976
Intermediate Similarity	0.7103	NPC198336
Intermediate Similarity	0.7101	NPC475018
Intermediate Similarity	0.7101	NPC137627
Intermediate Similarity	0.7095	NPC267846
Intermediate Similarity	0.7095	NPC210950
Intermediate Similarity	0.7095	NPC473751
Intermediate Similarity	0.7095	NPC474945
Intermediate Similarity	0.7095	NPC474944
Intermediate Similarity	0.7095	NPC476022
Intermediate Similarity	0.7095	NPC199738
Intermediate Similarity	0.7092	NPC317254
Intermediate Similarity	0.709	NPC168829
Intermediate Similarity	0.7089	NPC313414
Intermediate Similarity	0.7086	NPC85342
Intermediate Similarity	0.7086	NPC88667
Intermediate Similarity	0.7086	NPC473777
Intermediate Similarity	0.7083	NPC190663
Intermediate Similarity	0.7083	NPC478016
Intermediate Similarity	0.7083	NPC223451
Intermediate Similarity	0.7083	NPC478015
Intermediate Similarity	0.7083	NPC478014
Intermediate Similarity	0.7083	NPC40234
Intermediate Similarity	0.708	NPC24101
Intermediate Similarity	0.708	NPC96224
Intermediate Similarity	0.7075	NPC474803
Intermediate Similarity	0.7075	NPC95733
Intermediate Similarity	0.7075	NPC62101
Intermediate Similarity	0.707	NPC81026
Intermediate Similarity	0.707	NPC91019
Intermediate Similarity	0.707	NPC106519
Intermediate Similarity	0.7067	NPC102829
Intermediate Similarity	0.7067	NPC120488
Intermediate Similarity	0.7067	NPC474998
Intermediate Similarity	0.7066	NPC209463
Intermediate Similarity	0.7063	NPC273282
Intermediate Similarity	0.7063	NPC184527
Intermediate Similarity	0.7063	NPC328694
Intermediate Similarity	0.7063	NPC474890
Intermediate Similarity	0.7063	NPC161943
Intermediate Similarity	0.7063	NPC249435
Intermediate Similarity	0.7063	NPC314437
Intermediate Similarity	0.7059	NPC188677
Intermediate Similarity	0.7059	NPC471165
Intermediate Similarity	0.7059	NPC279871
Intermediate Similarity	0.7055	NPC244351
Intermediate Similarity	0.7055	NPC86900
Intermediate Similarity	0.7051	NPC179505
Intermediate Similarity	0.7051	NPC19622
Intermediate Similarity	0.7051	NPC156709
Intermediate Similarity	0.7051	NPC112789
Intermediate Similarity	0.705	NPC227553
Intermediate Similarity	0.7047	NPC72158
Intermediate Similarity	0.7047	NPC105157
Intermediate Similarity	0.7047	NPC190043
Intermediate Similarity	0.7047	NPC162612
Intermediate Similarity	0.7047	NPC30501
Intermediate Similarity	0.7047	NPC169250
Intermediate Similarity	0.7047	NPC116513

Drug Structure

NPD3400 OpenBabel08211703112D 36 37 0 0 1 0 0 0 0 0999 V2000 -3.4641 1.0000 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 -3.4641 -0.0000 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 -1.7321 1.0000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 0.0000 -2.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 3 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 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 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 0.8660 1.5000 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 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 10 1 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 7 20 1 0 0 0 0 8 20 2 3 0 0 0 8 22 1 0 0 0 0 9 21 2 3 0 0 0 9 23 1 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 14 2 0 0 0 0 13 15 2 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 27 1 0 0 0 0 19 28 2 0 0 0 0 19 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 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014321
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.12
ALogP	-2.8525
MLogP	2.45
XLogP	-0.521
HDA	8
HBD	7
Rotatable Bonds	15
TPSA	183.4
RO5 Violation	1