NPASS drugs

Drug Information

Drug ID:	NPD3746
Drug Name:	BE-13793C
Molecular Formula:	C20H11N3O4
Canonical SMILES:	OC1=NC(=O)c2c1c1c3cccc(c3[nH]c1c1c2c2cccc(c2[nH]1)O)O
Standard InCHI:	InChI=1S/C20H11N3O4/c24-9-5-1-3-7-11-13-14(20(27)23-19(13)26)12-8-4-2-6-10(25)16(8)22-18(12)17(11)21-15(7)9/h1-6,21-22,24-25H,(H,23,26,27)
Standard InCHIKey:	FETFZHLVPOJEBR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3746

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	464
0.1-0.2	2614
0.2-0.3	9878
0.3-0.4	6677
0.4-0.5	8452
0.5-0.6	1808
0.6-0.7	870
0.7-0.8	117
0.8-0.85	7
0.85-0.9	2
0.9-0.95	1
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	0.907	NPC132329
High Similarity	0.8852	NPC31700
High Similarity	0.8834	NPC160898
Intermediate Similarity	0.8296	NPC472844
Intermediate Similarity	0.8211	NPC293151
Intermediate Similarity	0.8148	NPC294375
Intermediate Similarity	0.8131	NPC283117
Intermediate Similarity	0.8112	NPC107836
Intermediate Similarity	0.8111	NPC294620
Intermediate Similarity	0.8072	NPC51388
Intermediate Similarity	0.7955	NPC118228
Intermediate Similarity	0.7939	NPC474701
Intermediate Similarity	0.7867	NPC195314
Intermediate Similarity	0.7818	NPC9894
Intermediate Similarity	0.7809	NPC45048
Intermediate Similarity	0.7773	NPC274640
Intermediate Similarity	0.7769	NPC279589
Intermediate Similarity	0.7714	NPC1203
Intermediate Similarity	0.7689	NPC184408
Intermediate Similarity	0.7686	NPC202503
Intermediate Similarity	0.7682	NPC39370
Intermediate Similarity	0.7642	NPC179287
Intermediate Similarity	0.7632	NPC144452
Intermediate Similarity	0.7621	NPC225279
Intermediate Similarity	0.7611	NPC264285
Intermediate Similarity	0.7597	NPC473186
Intermediate Similarity	0.7583	NPC218388
Intermediate Similarity	0.7521	NPC475844
Intermediate Similarity	0.7511	NPC39500
Intermediate Similarity	0.75	NPC187501
Intermediate Similarity	0.749	NPC473188
Intermediate Similarity	0.749	NPC473312
Intermediate Similarity	0.7479	NPC474688
Intermediate Similarity	0.7478	NPC16352
Intermediate Similarity	0.7477	NPC270918
Intermediate Similarity	0.7467	NPC473180
Intermediate Similarity	0.7467	NPC276657
Intermediate Similarity	0.7447	NPC207686
Intermediate Similarity	0.7409	NPC475746
Intermediate Similarity	0.7378	NPC199667
Intermediate Similarity	0.7348	NPC208084
Intermediate Similarity	0.7333	NPC473181
Intermediate Similarity	0.7333	NPC472207
Intermediate Similarity	0.7325	NPC178858
Intermediate Similarity	0.7322	NPC15801
Intermediate Similarity	0.7306	NPC141454
Intermediate Similarity	0.7302	NPC128751
Intermediate Similarity	0.7302	NPC246700
Intermediate Similarity	0.7293	NPC322064
Intermediate Similarity	0.7289	NPC86834
Intermediate Similarity	0.7289	NPC39679
Intermediate Similarity	0.7289	NPC210828
Intermediate Similarity	0.7281	NPC250448
Intermediate Similarity	0.7273	NPC192315
Intermediate Similarity	0.7273	NPC131887
Intermediate Similarity	0.7273	NPC288987
Intermediate Similarity	0.7273	NPC473179
Intermediate Similarity	0.7269	NPC469497
Intermediate Similarity	0.7269	NPC106833
Intermediate Similarity	0.7269	NPC23294
Intermediate Similarity	0.7261	NPC314552
Intermediate Similarity	0.7244	NPC244741
Intermediate Similarity	0.7241	NPC132642
Intermediate Similarity	0.7241	NPC86078
Intermediate Similarity	0.724	NPC476167
Intermediate Similarity	0.7225	NPC303951
Intermediate Similarity	0.7222	NPC229893
Intermediate Similarity	0.722	NPC476073
Intermediate Similarity	0.7213	NPC208522
Intermediate Similarity	0.7211	NPC89549
Intermediate Similarity	0.721	NPC280799
Intermediate Similarity	0.7208	NPC473187
Intermediate Similarity	0.72	NPC300156
Intermediate Similarity	0.72	NPC45190
Intermediate Similarity	0.7197	NPC473182
Intermediate Similarity	0.7188	NPC165599
Intermediate Similarity	0.7188	NPC476098
Intermediate Similarity	0.7185	NPC476451
Intermediate Similarity	0.7178	NPC6786
Intermediate Similarity	0.717	NPC88363
Intermediate Similarity	0.7162	NPC94157
Intermediate Similarity	0.7161	NPC470018
Intermediate Similarity	0.7159	NPC472842
Intermediate Similarity	0.7149	NPC153042
Intermediate Similarity	0.7149	NPC41679
Intermediate Similarity	0.7148	NPC117980
Intermediate Similarity	0.7143	NPC221873
Intermediate Similarity	0.7137	NPC227824
Intermediate Similarity	0.7136	NPC276517
Intermediate Similarity	0.7131	NPC473185
Intermediate Similarity	0.7124	NPC175602
Intermediate Similarity	0.7118	NPC82370
Intermediate Similarity	0.7118	NPC87413
Intermediate Similarity	0.7113	NPC477112
Intermediate Similarity	0.7105	NPC209769
Intermediate Similarity	0.7095	NPC94428
Intermediate Similarity	0.7095	NPC263937
Intermediate Similarity	0.7092	NPC53534
Intermediate Similarity	0.7089	NPC227908
Intermediate Similarity	0.7085	NPC128823
Intermediate Similarity	0.7074	NPC5145
Intermediate Similarity	0.7073	NPC78609
Intermediate Similarity	0.7069	NPC3207
Intermediate Similarity	0.7068	NPC67401
Intermediate Similarity	0.7056	NPC478032
Intermediate Similarity	0.7056	NPC89508
Intermediate Similarity	0.7046	NPC313884
Intermediate Similarity	0.7046	NPC98371
Intermediate Similarity	0.7046	NPC476818
Intermediate Similarity	0.7039	NPC27041
Intermediate Similarity	0.7039	NPC312645
Intermediate Similarity	0.7036	NPC74619
Intermediate Similarity	0.7035	NPC134848
Intermediate Similarity	0.7035	NPC223427
Intermediate Similarity	0.7031	NPC61038
Intermediate Similarity	0.7029	NPC194740
Intermediate Similarity	0.7028	NPC165964
Intermediate Similarity	0.7025	NPC325976
Intermediate Similarity	0.7021	NPC150239
Intermediate Similarity	0.7018	NPC321428
Intermediate Similarity	0.7013	NPC110182
Intermediate Similarity	0.7012	NPC49547
Intermediate Similarity	0.7012	NPC244543
Intermediate Similarity	0.7009	NPC247803
Intermediate Similarity	0.7004	NPC205372
Intermediate Similarity	0.7	NPC326363
Intermediate Similarity	0.7	NPC473800
Remote Similarity	0.6992	NPC152620
Remote Similarity	0.6987	NPC74575
Remote Similarity	0.6979	NPC269270
Remote Similarity	0.6978	NPC213308
Remote Similarity	0.6972	NPC314573
Remote Similarity	0.6971	NPC119006
Remote Similarity	0.6958	NPC252251
Remote Similarity	0.6957	NPC325297
Remote Similarity	0.6955	NPC144381
Remote Similarity	0.6949	NPC174760
Remote Similarity	0.6949	NPC14686
Remote Similarity	0.6944	NPC474798
Remote Similarity	0.6943	NPC4687
Remote Similarity	0.6943	NPC249583
Remote Similarity	0.6941	NPC185197
Remote Similarity	0.6937	NPC475190
Remote Similarity	0.6933	NPC18487
Remote Similarity	0.693	NPC475070
Remote Similarity	0.6929	NPC209174
Remote Similarity	0.6929	NPC472843
Remote Similarity	0.6923	NPC8022
Remote Similarity	0.6923	NPC470799
Remote Similarity	0.6923	NPC469928
Remote Similarity	0.692	NPC63971
Remote Similarity	0.692	NPC91868
Remote Similarity	0.6914	NPC329631
Remote Similarity	0.691	NPC207866
Remote Similarity	0.6909	NPC242928
Remote Similarity	0.6905	NPC189079
Remote Similarity	0.6901	NPC477531
Remote Similarity	0.6898	NPC473183
Remote Similarity	0.6895	NPC160381
Remote Similarity	0.6889	NPC306376
Remote Similarity	0.6885	NPC182222
Remote Similarity	0.6883	NPC148889
Remote Similarity	0.688	NPC471891
Remote Similarity	0.6875	NPC472846
Remote Similarity	0.687	NPC193777
Remote Similarity	0.687	NPC131486
Remote Similarity	0.6865	NPC133609
Remote Similarity	0.6864	NPC303658
Remote Similarity	0.6864	NPC46561
Remote Similarity	0.6862	NPC167908
Remote Similarity	0.686	NPC132385
Remote Similarity	0.6857	NPC35042
Remote Similarity	0.6857	NPC477549
Remote Similarity	0.6857	NPC470017
Remote Similarity	0.6856	NPC314648
Remote Similarity	0.6856	NPC132539
Remote Similarity	0.6855	NPC171393
Remote Similarity	0.6855	NPC295452
Remote Similarity	0.6849	NPC94943
Remote Similarity	0.6846	NPC6215
Remote Similarity	0.6844	NPC77555
Remote Similarity	0.6842	NPC477861
Remote Similarity	0.6842	NPC211813
Remote Similarity	0.6835	NPC212535
Remote Similarity	0.6828	NPC315491
Remote Similarity	0.6828	NPC45459
Remote Similarity	0.6822	NPC304926
Remote Similarity	0.6822	NPC476041
Remote Similarity	0.6822	NPC169402
Remote Similarity	0.682	NPC220851
Remote Similarity	0.6816	NPC473184
Remote Similarity	0.6807	NPC323969
Remote Similarity	0.6804	NPC190007
Remote Similarity	0.6797	NPC258048
Remote Similarity	0.6795	NPC48353
Remote Similarity	0.6795	NPC310211
Remote Similarity	0.6795	NPC308137
Remote Similarity	0.6795	NPC38237
Remote Similarity	0.6795	NPC219087
Remote Similarity	0.6789	NPC314394

Drug Structure

NPD3746 OpenBabel08211704332D 32 37 0 0 0 0 0 0 0 0999 V2000 5.3795 -1.5396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9344 -3.8461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5377 -1.0533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3628 -3.0598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3793 -2.5124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5392 -4.7343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6953 -1.5393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3960 -3.1616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5373 -2.9983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5724 -4.8361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0110 -1.5389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3266 -2.5113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1688 -1.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3268 -1.5386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6951 -2.5120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0008 -4.0498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0108 -2.5117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1684 -2.9976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9668 -0.1017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3955 -0.8880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8531 -2.9980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9660 -3.9485 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 4.5371 -3.9704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1578 -5.7680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6493 0.6561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3932 -1.0999 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8529 -3.9980 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6483 -4.7066 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4880 -4.1727 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8565 -5.8749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3343 1.6261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 7 15 2 0 0 0 0 8 12 1 0 0 0 0 8 16 2 0 0 0 0 9 15 1 0 0 0 0 9 24 1 0 0 0 0 10 16 1 0 0 0 0 10 25 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 20 23 1 0 0 0 0 20 27 2 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016815
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.07
ALogP	-2.6127
MLogP	2.89
XLogP	2.32
HDA	5
HBD	5
Rotatable Bonds	3
TPSA	121.7
RO5 Violation	0