NPASS drugs

Drug Information

Drug ID:	NPD7221
Drug Name:	Pyronaridine
Molecular Formula:	C29H32ClN5O2
Canonical SMILES:	COc1ccc2c(n1)c(=Nc1cc(CN3CCCC3)c(c(c1)CN1CCCC1)O)c1c([nH]2)cc(cc1)Cl
Standard InCHI:	InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)
Standard InCHIKey:	DJUFPMUQJKWIJB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7221

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	441
0.1-0.2	2738
0.2-0.3	9906
0.3-0.4	6189
0.4-0.5	8164
0.5-0.6	2391
0.6-0.7	921
0.7-0.8	140
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	0.7783	NPC223427
Intermediate Similarity	0.7706	NPC471080
Intermediate Similarity	0.7706	NPC478074
Intermediate Similarity	0.7706	NPC469592
Intermediate Similarity	0.7668	NPC280272
Intermediate Similarity	0.7613	NPC193267
Intermediate Similarity	0.7613	NPC213530
Intermediate Similarity	0.7611	NPC470126
Intermediate Similarity	0.7604	NPC469589
Intermediate Similarity	0.7604	NPC476116
Intermediate Similarity	0.7593	NPC193777
Intermediate Similarity	0.7577	NPC253580
Intermediate Similarity	0.7568	NPC469594
Intermediate Similarity	0.7559	NPC249040
Intermediate Similarity	0.7557	NPC183407
Intermediate Similarity	0.7546	NPC472111
Intermediate Similarity	0.75	NPC243834
Intermediate Similarity	0.75	NPC70956
Intermediate Similarity	0.7477	NPC329793
Intermediate Similarity	0.7457	NPC295228
Intermediate Similarity	0.7456	NPC473185
Intermediate Similarity	0.7444	NPC304926
Intermediate Similarity	0.7444	NPC476041
Intermediate Similarity	0.7435	NPC477531
Intermediate Similarity	0.7434	NPC162748
Intermediate Similarity	0.7424	NPC314954
Intermediate Similarity	0.7424	NPC252251
Intermediate Similarity	0.7421	NPC48353
Intermediate Similarity	0.7404	NPC477066
Intermediate Similarity	0.7397	NPC475910
Intermediate Similarity	0.7391	NPC209174
Intermediate Similarity	0.7389	NPC477532
Intermediate Similarity	0.7373	NPC478081
Intermediate Similarity	0.7373	NPC478082
Intermediate Similarity	0.7373	NPC477067
Intermediate Similarity	0.7349	NPC18487
Intermediate Similarity	0.7345	NPC132642
Intermediate Similarity	0.7336	NPC227908
Intermediate Similarity	0.733	NPC167860
Intermediate Similarity	0.733	NPC123976
Intermediate Similarity	0.7327	NPC291535
Intermediate Similarity	0.7327	NPC475085
Intermediate Similarity	0.7327	NPC475112
Intermediate Similarity	0.7315	NPC176538
Intermediate Similarity	0.7313	NPC310118
Intermediate Similarity	0.7301	NPC473179
Intermediate Similarity	0.7299	NPC469497
Intermediate Similarity	0.7299	NPC106833
Intermediate Similarity	0.7297	NPC208284
Intermediate Similarity	0.7284	NPC478080
Intermediate Similarity	0.7269	NPC86078
Intermediate Similarity	0.7265	NPC94157
Intermediate Similarity	0.726	NPC475070
Intermediate Similarity	0.7253	NPC101543
Intermediate Similarity	0.7253	NPC469554
Intermediate Similarity	0.7251	NPC128751
Intermediate Similarity	0.7251	NPC246700
Intermediate Similarity	0.725	NPC17437
Intermediate Similarity	0.7244	NPC148183
Intermediate Similarity	0.7244	NPC152768
Intermediate Similarity	0.7244	NPC170114
Intermediate Similarity	0.7243	NPC131017
Intermediate Similarity	0.724	NPC470931
Intermediate Similarity	0.7235	NPC329747
Intermediate Similarity	0.7235	NPC315957
Intermediate Similarity	0.7229	NPC6215
Intermediate Similarity	0.7227	NPC473540
Intermediate Similarity	0.7215	NPC162484
Intermediate Similarity	0.7215	NPC477861
Intermediate Similarity	0.7212	NPC305984
Intermediate Similarity	0.7207	NPC201697
Intermediate Similarity	0.7203	NPC473183
Intermediate Similarity	0.72	NPC470549
Intermediate Similarity	0.7193	NPC472099
Intermediate Similarity	0.7193	NPC477533
Intermediate Similarity	0.7188	NPC472098
Intermediate Similarity	0.7188	NPC473180
Intermediate Similarity	0.7177	NPC176127
Intermediate Similarity	0.7176	NPC153042
Intermediate Similarity	0.7175	NPC5145
Intermediate Similarity	0.7175	NPC471304
Intermediate Similarity	0.7175	NPC11464
Intermediate Similarity	0.7155	NPC110151
Intermediate Similarity	0.7149	NPC476106
Intermediate Similarity	0.7143	NPC72211
Intermediate Similarity	0.7137	NPC469734
Intermediate Similarity	0.7136	NPC471593
Intermediate Similarity	0.7123	NPC232727
Intermediate Similarity	0.7119	NPC473184
Intermediate Similarity	0.7116	NPC307963
Intermediate Similarity	0.7111	NPC294620
Intermediate Similarity	0.7104	NPC285558
Intermediate Similarity	0.71	NPC26850
Intermediate Similarity	0.7098	NPC199667
Intermediate Similarity	0.7095	NPC81939
Intermediate Similarity	0.7091	NPC135887
Intermediate Similarity	0.7091	NPC199277
Intermediate Similarity	0.708	NPC266931
Intermediate Similarity	0.7078	NPC19872
Intermediate Similarity	0.7076	NPC473182
Intermediate Similarity	0.7072	NPC475841
Intermediate Similarity	0.7072	NPC474145
Intermediate Similarity	0.707	NPC141915
Intermediate Similarity	0.707	NPC114335
Intermediate Similarity	0.707	NPC280964
Intermediate Similarity	0.7067	NPC283152
Intermediate Similarity	0.7066	NPC475666
Intermediate Similarity	0.7064	NPC300114
Intermediate Similarity	0.7064	NPC475253
Intermediate Similarity	0.7054	NPC473181
Intermediate Similarity	0.7054	NPC174672
Intermediate Similarity	0.7051	NPC251090
Intermediate Similarity	0.7051	NPC70259
Intermediate Similarity	0.7045	NPC478083
Intermediate Similarity	0.7042	NPC66083
Intermediate Similarity	0.7042	NPC81175
Intermediate Similarity	0.7039	NPC202503
Intermediate Similarity	0.7035	NPC202605
Intermediate Similarity	0.7035	NPC112206
Intermediate Similarity	0.7033	NPC88363
Intermediate Similarity	0.7031	NPC96321
Intermediate Similarity	0.7031	NPC303658
Intermediate Similarity	0.7029	NPC470784
Intermediate Similarity	0.7028	NPC94943
Intermediate Similarity	0.7027	NPC165349
Intermediate Similarity	0.7027	NPC264166
Intermediate Similarity	0.7027	NPC274291
Intermediate Similarity	0.7027	NPC329708
Intermediate Similarity	0.7027	NPC47059
Intermediate Similarity	0.7027	NPC118832
Intermediate Similarity	0.7023	NPC92111
Intermediate Similarity	0.7018	NPC8022
Intermediate Similarity	0.7018	NPC474188
Intermediate Similarity	0.7018	NPC470799
Intermediate Similarity	0.7014	NPC133306
Intermediate Similarity	0.7009	NPC82548
Intermediate Similarity	0.7005	NPC43787
Intermediate Similarity	0.7005	NPC205934
Intermediate Similarity	0.7005	NPC474409
Intermediate Similarity	0.7	NPC121772
Remote Similarity	0.6991	NPC324149
Remote Similarity	0.6987	NPC184680
Remote Similarity	0.6982	NPC475774
Remote Similarity	0.6981	NPC190007
Remote Similarity	0.6981	NPC84478
Remote Similarity	0.6981	NPC472294
Remote Similarity	0.6977	NPC76748
Remote Similarity	0.697	NPC128115
Remote Similarity	0.6968	NPC476044
Remote Similarity	0.6968	NPC267423
Remote Similarity	0.6958	NPC470785
Remote Similarity	0.6958	NPC41679
Remote Similarity	0.6955	NPC128823
Remote Similarity	0.6952	NPC232340
Remote Similarity	0.695	NPC26872
Remote Similarity	0.6946	NPC473187
Remote Similarity	0.6943	NPC469928
Remote Similarity	0.6941	NPC267928
Remote Similarity	0.694	NPC60621
Remote Similarity	0.6938	NPC288943
Remote Similarity	0.6934	NPC212535
Remote Similarity	0.6933	NPC323198
Remote Similarity	0.6933	NPC477111
Remote Similarity	0.693	NPC296527
Remote Similarity	0.6923	NPC11017
Remote Similarity	0.692	NPC476451
Remote Similarity	0.6917	NPC177056
Remote Similarity	0.6912	NPC177404
Remote Similarity	0.6912	NPC99666
Remote Similarity	0.6906	NPC476138
Remote Similarity	0.6906	NPC245816
Remote Similarity	0.6904	NPC277351
Remote Similarity	0.6898	NPC471891
Remote Similarity	0.6895	NPC13880
Remote Similarity	0.6895	NPC329982
Remote Similarity	0.6894	NPC214980
Remote Similarity	0.6891	NPC474192
Remote Similarity	0.6891	NPC475720
Remote Similarity	0.6888	NPC11408
Remote Similarity	0.6887	NPC161887
Remote Similarity	0.6886	NPC26679
Remote Similarity	0.6886	NPC264176
Remote Similarity	0.6886	NPC316981
Remote Similarity	0.6883	NPC56271
Remote Similarity	0.6875	NPC476581
Remote Similarity	0.6875	NPC16452
Remote Similarity	0.6875	NPC36229
Remote Similarity	0.6875	NPC470500
Remote Similarity	0.687	NPC63971
Remote Similarity	0.687	NPC91868
Remote Similarity	0.6864	NPC157931
Remote Similarity	0.6852	NPC242928
Remote Similarity	0.6851	NPC21638
Remote Similarity	0.6851	NPC313884
Remote Similarity	0.6851	NPC98371
Remote Similarity	0.6845	NPC471178
Remote Similarity	0.6844	NPC304183
Remote Similarity	0.6842	NPC471294
Remote Similarity	0.6838	NPC118121
Remote Similarity	0.6837	NPC314573

Drug Structure

NPD7221 OpenBabel08211711362D 39 44 0 0 0 0 0 0 0 0999 V2000 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 -1.7321 -1.0000 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 4.4347 -5.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0052 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 -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 0.8660 -4.5000 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 0.8660 -2.5000 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 -3.0000 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 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 N 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 37 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 21 1 0 0 0 0 7 23 1 0 0 0 0 8 9 2 0 0 0 0 8 24 1 0 0 0 0 9 26 1 0 0 0 0 10 34 1 0 0 0 0 11 34 1 0 0 0 0 12 35 1 0 0 0 0 13 35 1 0 0 0 0 14 19 1 0 0 0 0 14 22 2 0 0 0 0 15 20 2 0 0 0 0 15 22 1 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 34 1 0 0 0 0 18 20 1 0 0 0 0 18 35 1 0 0 0 0 19 29 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 25 2 0 0 0 0 23 27 1 0 0 0 0 24 28 2 0 0 0 0 24 32 1 0 0 0 0 25 32 1 0 0 0 0 26 33 2 0 0 0 0 26 37 1 0 0 0 0 27 28 1 0 0 0 0 27 31 2 3 0 0 0 28 33 1 0 0 0 0 29 36 1 0 0 0 0 32 38 1 0 0 0 0 36 39 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	517.22
ALogP	-1.3498
MLogP	3.77
XLogP	4.293
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	73.22
RO5 Violation	0