NPASS drugs

Drug Information

Drug ID:	NPD3280
Drug Name:	Glafenine
Molecular Formula:	C19H17ClN2O4
Canonical SMILES:	OCC(COC(=O)c1ccccc1Nc1ccnc2c1ccc(c2)Cl)O
Standard InCHI:	InChI=1S/C19H17ClN2O4/c20-12-5-6-14-17(7-8-21-18(14)9-12)22-16-4-2-1-3-15(16)19(25)26-11-13(24)10-23/h1-9,13,23-24H,10-11H2,(H,21,22)
Standard InCHIKey:	GWOFUCIGLDBNKM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3280

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	244
0.1-0.2	1487
0.2-0.3	7406
0.3-0.4	9113
0.4-0.5	9676
0.5-0.6	1645
0.6-0.7	1168
0.7-0.8	151
0.8-0.85	0
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	0.7585	NPC138370
Intermediate Similarity	0.7536	NPC474916
Intermediate Similarity	0.7535	NPC309498
Intermediate Similarity	0.7534	NPC317752
Intermediate Similarity	0.7489	NPC318299
Intermediate Similarity	0.7477	NPC123839
Intermediate Similarity	0.744	NPC278434
Intermediate Similarity	0.7427	NPC282103
Intermediate Similarity	0.7409	NPC244856
Intermediate Similarity	0.7401	NPC473506
Intermediate Similarity	0.7397	NPC309845
Intermediate Similarity	0.7385	NPC266249
Intermediate Similarity	0.7376	NPC306644
Intermediate Similarity	0.7376	NPC236424
Intermediate Similarity	0.7373	NPC317373
Intermediate Similarity	0.7373	NPC313796
Intermediate Similarity	0.7373	NPC315638
Intermediate Similarity	0.7373	NPC313345
Intermediate Similarity	0.7373	NPC314855
Intermediate Similarity	0.7357	NPC475498
Intermediate Similarity	0.7357	NPC473850
Intermediate Similarity	0.7357	NPC475137
Intermediate Similarity	0.7342	NPC274842
Intermediate Similarity	0.7339	NPC315545
Intermediate Similarity	0.7339	NPC314297
Intermediate Similarity	0.7336	NPC470486
Intermediate Similarity	0.7336	NPC471190
Intermediate Similarity	0.7336	NPC471977
Intermediate Similarity	0.7336	NPC475644
Intermediate Similarity	0.733	NPC476467
Intermediate Similarity	0.7327	NPC327592
Intermediate Similarity	0.7316	NPC30456
Intermediate Similarity	0.7315	NPC328318
Intermediate Similarity	0.7315	NPC328596
Intermediate Similarity	0.7313	NPC250807
Intermediate Similarity	0.7313	NPC76565
Intermediate Similarity	0.7313	NPC57797
Intermediate Similarity	0.7311	NPC135950
Intermediate Similarity	0.7309	NPC477909
Intermediate Similarity	0.7309	NPC42678
Intermediate Similarity	0.7309	NPC477907
Intermediate Similarity	0.7308	NPC90415
Intermediate Similarity	0.7306	NPC63041
Intermediate Similarity	0.7295	NPC207851
Intermediate Similarity	0.7293	NPC477787
Intermediate Similarity	0.7293	NPC122968
Intermediate Similarity	0.7293	NPC475600
Intermediate Similarity	0.7293	NPC475631
Intermediate Similarity	0.7293	NPC87152
Intermediate Similarity	0.7293	NPC228377
Intermediate Similarity	0.7293	NPC476110
Intermediate Similarity	0.7293	NPC328186
Intermediate Similarity	0.7273	NPC267853
Intermediate Similarity	0.7273	NPC475303
Intermediate Similarity	0.7273	NPC316841
Intermediate Similarity	0.7273	NPC472752
Intermediate Similarity	0.7273	NPC475596
Intermediate Similarity	0.7265	NPC104712
Intermediate Similarity	0.7261	NPC475362
Intermediate Similarity	0.7256	NPC103361
Intermediate Similarity	0.7253	NPC327769
Intermediate Similarity	0.7244	NPC62367
Intermediate Similarity	0.7241	NPC244897
Intermediate Similarity	0.724	NPC314834
Intermediate Similarity	0.7237	NPC471980
Intermediate Similarity	0.7217	NPC146824
Intermediate Similarity	0.7217	NPC192712
Intermediate Similarity	0.7212	NPC84815
Intermediate Similarity	0.7212	NPC301368
Intermediate Similarity	0.7212	NPC216428
Intermediate Similarity	0.721	NPC237702
Intermediate Similarity	0.72	NPC312645
Intermediate Similarity	0.72	NPC475408
Intermediate Similarity	0.72	NPC471016
Intermediate Similarity	0.72	NPC471014
Intermediate Similarity	0.72	NPC472285
Intermediate Similarity	0.7198	NPC473689
Intermediate Similarity	0.7198	NPC292416
Intermediate Similarity	0.7198	NPC315062
Intermediate Similarity	0.7195	NPC304179
Intermediate Similarity	0.7195	NPC48042
Intermediate Similarity	0.7195	NPC472550
Intermediate Similarity	0.7193	NPC127026
Intermediate Similarity	0.7193	NPC127720
Intermediate Similarity	0.7188	NPC477979
Intermediate Similarity	0.7179	NPC316411
Intermediate Similarity	0.7179	NPC475406
Intermediate Similarity	0.7179	NPC170751
Intermediate Similarity	0.7175	NPC118940
Intermediate Similarity	0.7169	NPC314648
Intermediate Similarity	0.7168	NPC294579
Intermediate Similarity	0.7168	NPC144779
Intermediate Similarity	0.7167	NPC319880
Intermediate Similarity	0.7167	NPC244839
Intermediate Similarity	0.7167	NPC320324
Intermediate Similarity	0.7163	NPC90229
Intermediate Similarity	0.7163	NPC243058
Intermediate Similarity	0.7156	NPC470306
Intermediate Similarity	0.7149	NPC38959
Intermediate Similarity	0.7149	NPC327904
Intermediate Similarity	0.7149	NPC477912
Intermediate Similarity	0.7136	NPC82053
Intermediate Similarity	0.713	NPC477902
Intermediate Similarity	0.7129	NPC203635
Intermediate Similarity	0.7124	NPC206343
Intermediate Similarity	0.7124	NPC6981
Intermediate Similarity	0.7124	NPC477908
Intermediate Similarity	0.7123	NPC154339
Intermediate Similarity	0.7118	NPC477788
Intermediate Similarity	0.711	NPC471944
Intermediate Similarity	0.7108	NPC249614
Intermediate Similarity	0.7103	NPC267343
Intermediate Similarity	0.7101	NPC256268
Intermediate Similarity	0.7098	NPC472553
Intermediate Similarity	0.7091	NPC289086
Intermediate Similarity	0.7087	NPC229893
Intermediate Similarity	0.708	NPC477910
Intermediate Similarity	0.7078	NPC476874
Intermediate Similarity	0.7069	NPC211920
Intermediate Similarity	0.7069	NPC124029
Intermediate Similarity	0.7067	NPC89508
Intermediate Similarity	0.7061	NPC472555
Intermediate Similarity	0.7061	NPC74360
Intermediate Similarity	0.7056	NPC328154
Intermediate Similarity	0.7053	NPC219848
Intermediate Similarity	0.7051	NPC477112
Intermediate Similarity	0.7048	NPC27041
Intermediate Similarity	0.7042	NPC83111
Intermediate Similarity	0.7037	NPC109922
Intermediate Similarity	0.7035	NPC4421
Intermediate Similarity	0.7035	NPC476464
Intermediate Similarity	0.7035	NPC228331
Intermediate Similarity	0.7035	NPC319128
Intermediate Similarity	0.7034	NPC475426
Intermediate Similarity	0.7034	NPC35208
Intermediate Similarity	0.7027	NPC243850
Intermediate Similarity	0.7027	NPC193238
Intermediate Similarity	0.7026	NPC148860
Intermediate Similarity	0.7022	NPC280473
Intermediate Similarity	0.7022	NPC111732
Intermediate Similarity	0.7022	NPC323551
Intermediate Similarity	0.7018	NPC473115
Intermediate Similarity	0.7018	NPC75600
Intermediate Similarity	0.7018	NPC241024
Intermediate Similarity	0.7018	NPC212768
Intermediate Similarity	0.7018	NPC6576
Intermediate Similarity	0.7018	NPC473089
Intermediate Similarity	0.7018	NPC158020
Intermediate Similarity	0.7005	NPC84347
Intermediate Similarity	0.7004	NPC36405
Intermediate Similarity	0.7	NPC193761
Remote Similarity	0.6991	NPC202812
Remote Similarity	0.6991	NPC51008
Remote Similarity	0.6991	NPC41724
Remote Similarity	0.6987	NPC253482
Remote Similarity	0.6986	NPC317010
Remote Similarity	0.6981	NPC315555
Remote Similarity	0.6979	NPC96801
Remote Similarity	0.6979	NPC300114
Remote Similarity	0.6979	NPC477906
Remote Similarity	0.6979	NPC150698
Remote Similarity	0.6972	NPC324245
Remote Similarity	0.6972	NPC67288
Remote Similarity	0.6972	NPC320748
Remote Similarity	0.6971	NPC475648
Remote Similarity	0.697	NPC477911
Remote Similarity	0.6964	NPC472070
Remote Similarity	0.6963	NPC469489
Remote Similarity	0.6962	NPC182222
Remote Similarity	0.6961	NPC41717
Remote Similarity	0.6955	NPC161801
Remote Similarity	0.6955	NPC328559
Remote Similarity	0.6951	NPC244741
Remote Similarity	0.6951	NPC474905
Remote Similarity	0.6941	NPC192674
Remote Similarity	0.6941	NPC123395
Remote Similarity	0.6935	NPC107287
Remote Similarity	0.6934	NPC280290
Remote Similarity	0.6933	NPC477549
Remote Similarity	0.6926	NPC477903
Remote Similarity	0.6923	NPC475601
Remote Similarity	0.6919	NPC469358
Remote Similarity	0.6916	NPC44354
Remote Similarity	0.691	NPC233727
Remote Similarity	0.691	NPC477899
Remote Similarity	0.691	NPC477900
Remote Similarity	0.6909	NPC79223
Remote Similarity	0.6908	NPC191310
Remote Similarity	0.6903	NPC82370
Remote Similarity	0.6901	NPC194040
Remote Similarity	0.6898	NPC55493
Remote Similarity	0.6892	NPC476115
Remote Similarity	0.6886	NPC264674
Remote Similarity	0.6883	NPC477901
Remote Similarity	0.6878	NPC469748
Remote Similarity	0.6878	NPC32451
Remote Similarity	0.6875	NPC46225
Remote Similarity	0.6872	NPC208522
Remote Similarity	0.6872	NPC71037
Remote Similarity	0.6864	NPC474767

Drug Structure

NPD3280 OpenBabel08211703112D 29 31 0 0 1 0 0 0 0 0999 V2000 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 2.5981 1.5000 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 0.8660 -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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 6.9282 -3.0000 0.0000 C 0 0 3 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 Cl 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 2.5981 -1.5000 0.0000 N 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 7.7942 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 7.7942 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 2 0 0 0 0 4 16 2 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 21 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 20 1 0 0 0 0 13 24 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 18 21 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	372.09
ALogP	-0.715
MLogP	2.78
XLogP	3.422
HDA	6
HBD	3
Rotatable Bonds	10
TPSA	91.68
RO5 Violation	0