NPASS drugs

Drug Information

Drug ID:	NPD1740
Drug Name:	Primaquine
Molecular Formula:	C15H21N3O
Canonical SMILES:	NCCCC(Nc1cc(OC)cc2c1nccc2)C
Standard InCHI:	InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3
Standard InCHIKey:	INDBQLZJXZLFIT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1740

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	468
0.1-0.2	4927
0.2-0.3	7929
0.3-0.4	9765
0.4-0.5	4478
0.5-0.6	1937
0.6-0.7	1073
0.7-0.8	282
0.8-0.85	23
0.85-0.9	7
0.9-0.95	0
0.95-1	1

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	1.0	NPC315957
High Similarity	0.883	NPC176538
High Similarity	0.8684	NPC232727
High Similarity	0.8649	NPC76748
High Similarity	0.8602	NPC92111
High Similarity	0.8595	NPC296527
High Similarity	0.8534	NPC121772
High Similarity	0.8511	NPC307963
Intermediate Similarity	0.8333	NPC123976
Intermediate Similarity	0.8333	NPC167860
Intermediate Similarity	0.8325	NPC13880
Intermediate Similarity	0.8325	NPC251090
Intermediate Similarity	0.8291	NPC208284
Intermediate Similarity	0.8265	NPC285558
Intermediate Similarity	0.8247	NPC19872
Intermediate Similarity	0.8214	NPC245816
Intermediate Similarity	0.8214	NPC476138
Intermediate Similarity	0.8209	NPC162530
Intermediate Similarity	0.8159	NPC316981
Intermediate Similarity	0.8141	NPC82548
Intermediate Similarity	0.8128	NPC176127
Intermediate Similarity	0.8107	NPC310118
Intermediate Similarity	0.81	NPC185782
Intermediate Similarity	0.8098	NPC213530
Intermediate Similarity	0.8098	NPC193267
Intermediate Similarity	0.8069	NPC26679
Intermediate Similarity	0.8019	NPC60621
Intermediate Similarity	0.801	NPC17565
Intermediate Similarity	0.801	NPC174672
Intermediate Similarity	0.801	NPC174758
Intermediate Similarity	0.8	NPC267928
Intermediate Similarity	0.799	NPC475070
Intermediate Similarity	0.7989	NPC84478
Intermediate Similarity	0.797	NPC329793
Intermediate Similarity	0.796	NPC476465
Intermediate Similarity	0.7949	NPC194967
Intermediate Similarity	0.7935	NPC476518
Intermediate Similarity	0.7921	NPC26872
Intermediate Similarity	0.7915	NPC110151
Intermediate Similarity	0.7906	NPC171171
Intermediate Similarity	0.7902	NPC470549
Intermediate Similarity	0.7901	NPC285635
Intermediate Similarity	0.7895	NPC204717
Intermediate Similarity	0.7892	NPC121658
Intermediate Similarity	0.7892	NPC14651
Intermediate Similarity	0.7879	NPC329747
Intermediate Similarity	0.7864	NPC8022
Intermediate Similarity	0.7864	NPC470799
Intermediate Similarity	0.7864	NPC170114
Intermediate Similarity	0.7857	NPC122436
Intermediate Similarity	0.7857	NPC177404
Intermediate Similarity	0.7857	NPC65277
Intermediate Similarity	0.7854	NPC266931
Intermediate Similarity	0.7853	NPC314002
Intermediate Similarity	0.785	NPC223427
Intermediate Similarity	0.7849	NPC111624
Intermediate Similarity	0.7842	NPC220765
Intermediate Similarity	0.7819	NPC184964
Intermediate Similarity	0.7811	NPC264166
Intermediate Similarity	0.7811	NPC274291
Intermediate Similarity	0.7811	NPC329708
Intermediate Similarity	0.7811	NPC118832
Intermediate Similarity	0.7811	NPC47059
Intermediate Similarity	0.7811	NPC165349
Intermediate Similarity	0.7806	NPC131017
Intermediate Similarity	0.7795	NPC195268
Intermediate Similarity	0.7795	NPC133140
Intermediate Similarity	0.7794	NPC5145
Intermediate Similarity	0.7789	NPC161887
Intermediate Similarity	0.7778	NPC274982
Intermediate Similarity	0.7772	NPC46580
Intermediate Similarity	0.7772	NPC472111
Intermediate Similarity	0.7767	NPC469554
Intermediate Similarity	0.7767	NPC476287
Intermediate Similarity	0.7742	NPC295228
Intermediate Similarity	0.774	NPC473513
Intermediate Similarity	0.7739	NPC287437
Intermediate Similarity	0.7723	NPC36229
Intermediate Similarity	0.7723	NPC16452
Intermediate Similarity	0.7723	NPC476581
Intermediate Similarity	0.7716	NPC326634
Intermediate Similarity	0.7714	NPC472099
Intermediate Similarity	0.771	NPC314954
Intermediate Similarity	0.7707	NPC11464
Intermediate Similarity	0.7704	NPC99666
Intermediate Similarity	0.7703	NPC173080
Intermediate Similarity	0.77	NPC234197
Intermediate Similarity	0.77	NPC227908
Intermediate Similarity	0.7692	NPC26850
Intermediate Similarity	0.7685	NPC101543
Intermediate Similarity	0.7681	NPC478074
Intermediate Similarity	0.7681	NPC469592
Intermediate Similarity	0.7681	NPC471080
Intermediate Similarity	0.7665	NPC106937
Intermediate Similarity	0.765	NPC476578
Intermediate Similarity	0.765	NPC4071
Intermediate Similarity	0.765	NPC476582
Intermediate Similarity	0.7647	NPC193777
Intermediate Similarity	0.7639	NPC260434
Intermediate Similarity	0.7632	NPC96890
Intermediate Similarity	0.763	NPC86078
Intermediate Similarity	0.7622	NPC118511
Intermediate Similarity	0.7621	NPC471304
Intermediate Similarity	0.7617	NPC284678
Intermediate Similarity	0.761	NPC287208
Intermediate Similarity	0.761	NPC475910
Intermediate Similarity	0.7606	NPC258773
Intermediate Similarity	0.7604	NPC266551
Intermediate Similarity	0.7604	NPC219963
Intermediate Similarity	0.7591	NPC101350
Intermediate Similarity	0.7591	NPC30540
Intermediate Similarity	0.759	NPC66083
Intermediate Similarity	0.7586	NPC162484
Intermediate Similarity	0.7583	NPC292958
Intermediate Similarity	0.7576	NPC84853
Intermediate Similarity	0.7574	NPC31930
Intermediate Similarity	0.7573	NPC469589
Intermediate Similarity	0.7571	NPC476041
Intermediate Similarity	0.7571	NPC304926
Intermediate Similarity	0.7562	NPC476167
Intermediate Similarity	0.7548	NPC472098
Intermediate Similarity	0.7545	NPC235685
Intermediate Similarity	0.7545	NPC472061
Intermediate Similarity	0.7537	NPC135887
Intermediate Similarity	0.7537	NPC199277
Intermediate Similarity	0.7536	NPC469594
Intermediate Similarity	0.7525	NPC249040
Intermediate Similarity	0.7524	NPC152768
Intermediate Similarity	0.7524	NPC18348
Intermediate Similarity	0.7524	NPC148183
Intermediate Similarity	0.7512	NPC323345
Intermediate Similarity	0.7512	NPC192315
Intermediate Similarity	0.7512	NPC470164
Intermediate Similarity	0.75	NPC242209
Intermediate Similarity	0.75	NPC475774
Intermediate Similarity	0.7488	NPC305984
Intermediate Similarity	0.7488	NPC201697
Intermediate Similarity	0.7488	NPC470586
Intermediate Similarity	0.7487	NPC20249
Intermediate Similarity	0.7477	NPC280272
Intermediate Similarity	0.7476	NPC193238
Intermediate Similarity	0.7464	NPC53069
Intermediate Similarity	0.7464	NPC202768
Intermediate Similarity	0.7464	NPC112206
Intermediate Similarity	0.7464	NPC202605
Intermediate Similarity	0.7464	NPC296482
Intermediate Similarity	0.7463	NPC156704
Intermediate Similarity	0.7463	NPC77555
Intermediate Similarity	0.7463	NPC224928
Intermediate Similarity	0.7463	NPC474188
Intermediate Similarity	0.7462	NPC32771
Intermediate Similarity	0.7453	NPC96321
Intermediate Similarity	0.7451	NPC211813
Intermediate Similarity	0.7438	NPC477019
Intermediate Similarity	0.7437	NPC324149
Intermediate Similarity	0.7436	NPC62069
Intermediate Similarity	0.7435	NPC312872
Intermediate Similarity	0.7411	NPC74382
Intermediate Similarity	0.7411	NPC206251
Intermediate Similarity	0.7407	NPC1527
Intermediate Similarity	0.7398	NPC42591
Intermediate Similarity	0.7393	NPC235076
Intermediate Similarity	0.7391	NPC313189
Intermediate Similarity	0.7381	NPC48353
Intermediate Similarity	0.7381	NPC264176
Intermediate Similarity	0.7376	NPC243834
Intermediate Similarity	0.7376	NPC70956
Intermediate Similarity	0.7374	NPC224327
Intermediate Similarity	0.7371	NPC100079
Intermediate Similarity	0.7371	NPC23614
Intermediate Similarity	0.7371	NPC168486
Intermediate Similarity	0.7371	NPC222592
Intermediate Similarity	0.7368	NPC473764
Intermediate Similarity	0.7368	NPC188420
Intermediate Similarity	0.7368	NPC314940
Intermediate Similarity	0.7368	NPC470020
Intermediate Similarity	0.7366	NPC295898
Intermediate Similarity	0.7364	NPC49547
Intermediate Similarity	0.7358	NPC283152
Intermediate Similarity	0.7353	NPC315491
Intermediate Similarity	0.7353	NPC45459
Intermediate Similarity	0.7346	NPC271215
Intermediate Similarity	0.7346	NPC149471
Intermediate Similarity	0.7343	NPC476121
Intermediate Similarity	0.7343	NPC476124
Intermediate Similarity	0.734	NPC72211
Intermediate Similarity	0.7337	NPC134079
Intermediate Similarity	0.7333	NPC118776
Intermediate Similarity	0.733	NPC200836
Intermediate Similarity	0.733	NPC53144
Intermediate Similarity	0.7327	NPC245348
Intermediate Similarity	0.7327	NPC70259
Intermediate Similarity	0.7326	NPC25899
Intermediate Similarity	0.732	NPC72980
Intermediate Similarity	0.7306	NPC224764
Intermediate Similarity	0.7299	NPC96405
Intermediate Similarity	0.7299	NPC171409
Intermediate Similarity	0.7299	NPC251160
Intermediate Similarity	0.7294	NPC470018
Intermediate Similarity	0.729	NPC473041

Drug Structure

NPD1740 OpenBabel08211701082D 22 23 0 0 1 0 0 0 0 0999 V2000 -0.0000 1.0000 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 -0.0000 3.0000 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 -0.8660 2.5000 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 -0.0000 4.0000 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 -2.0000 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 3 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 -2.5981 -1.5000 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 -0.8660 4.5000 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 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 19 1 0 0 0 0 3 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000216
DrugBank	DB01087
ChEMBL	CHEMBL506
IUPHAR/BPS
PharmaGKB	PA451103
KEGG Drug
PubChem CID	4908
ChEBI	8405
CAS Number	90-34-6

Drug Properties

Molecular Weight	259.17
ALogP	-1.7856
MLogP	2.67
XLogP	2.133
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	60.17
RO5 Violation	0