NPASS drugs

Drug Information

Drug ID:	NPD5930
Drug Name:	Tafenoquine
Molecular Formula:	C24H28F3N3O3
Canonical SMILES:	NCCCC(Nc1cc(OC)c(c2c1nc(OC)cc2C)Oc1cccc(c1)C(F)(F)F)C
Standard InCHI:	InChI=1S/C24H28F3N3O3/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3
Standard InCHIKey:	LBHLFPGPEGDCJG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5930

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	486
0.1-0.2	2938
0.2-0.3	9813
0.3-0.4	4056
0.4-0.5	9810
0.5-0.6	2446
0.6-0.7	1107
0.7-0.8	233
0.8-0.85	1
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	0.8416	NPC315957
Intermediate Similarity	0.7943	NPC162484
Intermediate Similarity	0.7913	NPC474188
Intermediate Similarity	0.79	NPC280272
Intermediate Similarity	0.784	NPC201697
Intermediate Similarity	0.7817	NPC312872
Intermediate Similarity	0.781	NPC135887
Intermediate Similarity	0.781	NPC199277
Intermediate Similarity	0.7806	NPC258773
Intermediate Similarity	0.7773	NPC223427
Intermediate Similarity	0.7736	NPC36229
Intermediate Similarity	0.7736	NPC476581
Intermediate Similarity	0.7736	NPC16452
Intermediate Similarity	0.7731	NPC48353
Intermediate Similarity	0.7729	NPC131017
Intermediate Similarity	0.7714	NPC176538
Intermediate Similarity	0.7703	NPC72211
Intermediate Similarity	0.77	NPC472111
Intermediate Similarity	0.7696	NPC162530
Intermediate Similarity	0.7696	NPC478074
Intermediate Similarity	0.7664	NPC193777
Intermediate Similarity	0.765	NPC316981
Intermediate Similarity	0.7647	NPC204385
Intermediate Similarity	0.7647	NPC86078
Intermediate Similarity	0.7634	NPC227908
Intermediate Similarity	0.7633	NPC195268
Intermediate Similarity	0.7633	NPC133140
Intermediate Similarity	0.763	NPC329793
Intermediate Similarity	0.763	NPC329747
Intermediate Similarity	0.7615	NPC266931
Intermediate Similarity	0.7613	NPC310118
Intermediate Similarity	0.7608	NPC70259
Intermediate Similarity	0.7598	NPC295228
Intermediate Similarity	0.7594	NPC31930
Intermediate Similarity	0.7594	NPC232727
Intermediate Similarity	0.7586	NPC176127
Intermediate Similarity	0.756	NPC43787
Intermediate Similarity	0.756	NPC205934
Intermediate Similarity	0.7558	NPC167860
Intermediate Similarity	0.7558	NPC123976
Intermediate Similarity	0.7557	NPC473822
Intermediate Similarity	0.7557	NPC469594
Intermediate Similarity	0.7534	NPC471080
Intermediate Similarity	0.7534	NPC469592
Intermediate Similarity	0.7523	NPC208284
Intermediate Similarity	0.7522	NPC110151
Intermediate Similarity	0.7512	NPC470586
Intermediate Similarity	0.7512	NPC267423
Intermediate Similarity	0.75	NPC476578
Intermediate Similarity	0.75	NPC4071
Intermediate Similarity	0.75	NPC476582
Intermediate Similarity	0.7489	NPC472099
Intermediate Similarity	0.7489	NPC112206
Intermediate Similarity	0.7489	NPC296482
Intermediate Similarity	0.7489	NPC26679
Intermediate Similarity	0.7489	NPC53069
Intermediate Similarity	0.7489	NPC202605
Intermediate Similarity	0.7489	NPC202768
Intermediate Similarity	0.7488	NPC285558
Intermediate Similarity	0.7478	NPC277351
Intermediate Similarity	0.7478	NPC200888
Intermediate Similarity	0.7477	NPC475112
Intermediate Similarity	0.7477	NPC291535
Intermediate Similarity	0.7477	NPC471304
Intermediate Similarity	0.7477	NPC475085
Intermediate Similarity	0.7466	NPC148183
Intermediate Similarity	0.7466	NPC152768
Intermediate Similarity	0.7465	NPC234197
Intermediate Similarity	0.7463	NPC84478
Intermediate Similarity	0.7452	NPC76748
Intermediate Similarity	0.7451	NPC206201
Intermediate Similarity	0.7449	NPC285635
Intermediate Similarity	0.7444	NPC193267
Intermediate Similarity	0.7444	NPC213530
Intermediate Similarity	0.744	NPC66083
Intermediate Similarity	0.7436	NPC26850
Intermediate Similarity	0.7431	NPC185782
Intermediate Similarity	0.743	NPC476044
Intermediate Similarity	0.7429	NPC307963
Intermediate Similarity	0.7424	NPC201508
Intermediate Similarity	0.7421	NPC235076
Intermediate Similarity	0.7416	NPC92111
Intermediate Similarity	0.7412	NPC252251
Intermediate Similarity	0.7406	NPC243834
Intermediate Similarity	0.7406	NPC70956
Intermediate Similarity	0.7404	NPC296527
Intermediate Similarity	0.7399	NPC23614
Intermediate Similarity	0.7399	NPC100079
Intermediate Similarity	0.7397	NPC290689
Intermediate Similarity	0.7397	NPC284685
Intermediate Similarity	0.7391	NPC469554
Intermediate Similarity	0.7385	NPC475910
Intermediate Similarity	0.7383	NPC121772
Intermediate Similarity	0.7373	NPC476106
Intermediate Similarity	0.7366	NPC118776
Intermediate Similarity	0.7358	NPC13880
Intermediate Similarity	0.7352	NPC469589
Intermediate Similarity	0.7352	NPC174672
Intermediate Similarity	0.7348	NPC477531
Intermediate Similarity	0.7346	NPC279401
Intermediate Similarity	0.7346	NPC79293
Intermediate Similarity	0.7339	NPC473183
Intermediate Similarity	0.733	NPC472098
Intermediate Similarity	0.733	NPC251160
Intermediate Similarity	0.733	NPC96405
Intermediate Similarity	0.733	NPC171409
Intermediate Similarity	0.7327	NPC470930
Intermediate Similarity	0.7321	NPC96321
Intermediate Similarity	0.7318	NPC219664
Intermediate Similarity	0.7316	NPC101543
Intermediate Similarity	0.7315	NPC66815
Intermediate Similarity	0.7309	NPC170114
Intermediate Similarity	0.7306	NPC82548
Intermediate Similarity	0.7304	NPC209174
Intermediate Similarity	0.7302	NPC249040
Intermediate Similarity	0.7302	NPC11017
Intermediate Similarity	0.7302	NPC477019
Intermediate Similarity	0.7289	NPC46451
Intermediate Similarity	0.7284	NPC473182
Intermediate Similarity	0.7284	NPC255800
Intermediate Similarity	0.7284	NPC96584
Intermediate Similarity	0.7282	NPC26872
Intermediate Similarity	0.7281	NPC21638
Intermediate Similarity	0.7277	NPC251090
Intermediate Similarity	0.7277	NPC473513
Intermediate Similarity	0.7277	NPC305984
Intermediate Similarity	0.7273	NPC475253
Intermediate Similarity	0.7269	NPC122463
Intermediate Similarity	0.7265	NPC470549
Intermediate Similarity	0.726	NPC313189
Intermediate Similarity	0.7257	NPC174049
Intermediate Similarity	0.7257	NPC477533
Intermediate Similarity	0.7253	NPC473184
Intermediate Similarity	0.7252	NPC203168
Intermediate Similarity	0.7248	NPC264166
Intermediate Similarity	0.7248	NPC274291
Intermediate Similarity	0.7248	NPC329708
Intermediate Similarity	0.7248	NPC475070
Intermediate Similarity	0.7248	NPC47059
Intermediate Similarity	0.7248	NPC118832
Intermediate Similarity	0.7248	NPC165349
Intermediate Similarity	0.7247	NPC88923
Intermediate Similarity	0.7247	NPC315634
Intermediate Similarity	0.7247	NPC100734
Intermediate Similarity	0.7244	NPC173080
Intermediate Similarity	0.7243	NPC153042
Intermediate Similarity	0.724	NPC188420
Intermediate Similarity	0.7232	NPC470799
Intermediate Similarity	0.7232	NPC8022
Intermediate Similarity	0.7227	NPC470931
Intermediate Similarity	0.7225	NPC280799
Intermediate Similarity	0.7222	NPC19872
Intermediate Similarity	0.722	NPC271215
Intermediate Similarity	0.722	NPC149471
Intermediate Similarity	0.722	NPC56271
Intermediate Similarity	0.722	NPC283152
Intermediate Similarity	0.7215	NPC474145
Intermediate Similarity	0.7215	NPC475841
Intermediate Similarity	0.7215	NPC304183
Intermediate Similarity	0.7212	NPC62069
Intermediate Similarity	0.7208	NPC270515
Intermediate Similarity	0.7203	NPC41501
Intermediate Similarity	0.7202	NPC245816
Intermediate Similarity	0.7202	NPC476138
Intermediate Similarity	0.7195	NPC174758
Intermediate Similarity	0.7193	NPC118121
Intermediate Similarity	0.7186	NPC476997
Intermediate Similarity	0.7175	NPC264176
Intermediate Similarity	0.7173	NPC217554
Intermediate Similarity	0.717	NPC469390
Intermediate Similarity	0.7168	NPC473041
Intermediate Similarity	0.7167	NPC475720
Intermediate Similarity	0.7167	NPC474192
Intermediate Similarity	0.7162	NPC11464
Intermediate Similarity	0.7162	NPC5145
Intermediate Similarity	0.7156	NPC110741
Intermediate Similarity	0.7155	NPC476996
Intermediate Similarity	0.7155	NPC476998
Intermediate Similarity	0.715	NPC177404
Intermediate Similarity	0.7149	NPC477532
Intermediate Similarity	0.7149	NPC60621
Intermediate Similarity	0.7143	NPC476287
Intermediate Similarity	0.7143	NPC61350
Intermediate Similarity	0.7143	NPC473540
Intermediate Similarity	0.7143	NPC478081
Intermediate Similarity	0.7143	NPC473185
Intermediate Similarity	0.7131	NPC303374
Intermediate Similarity	0.7124	NPC476999
Intermediate Similarity	0.7123	NPC469440
Intermediate Similarity	0.7117	NPC209769
Intermediate Similarity	0.7112	NPC476994
Intermediate Similarity	0.7112	NPC314954
Intermediate Similarity	0.7104	NPC135549
Intermediate Similarity	0.7101	NPC477066
Intermediate Similarity	0.7098	NPC94157
Intermediate Similarity	0.7089	NPC11408
Intermediate Similarity	0.7087	NPC288943
Intermediate Similarity	0.7085	NPC191489
Intermediate Similarity	0.7085	NPC89549
Intermediate Similarity	0.7083	NPC267928

Drug Structure

NPD5930 OpenBabel08211708292D 36 38 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 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 3.4641 -3.0000 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 6.0622 -0.5000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 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 -2.0000 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 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 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 0.0000 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 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 3.4641 -2.0000 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 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 31 1 0 0 0 0 4 32 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 28 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 21 1 0 0 0 0 15 29 1 0 0 0 0 16 24 1 0 0 0 0 17 33 1 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 19 23 2 0 0 0 0 19 31 1 0 0 0 0 20 30 2 0 0 0 0 20 32 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 30 1 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 28 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003587
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	115358
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.21
ALogP	-0.2514
MLogP	3.11
XLogP	5.514
HDA	3
HBD	2
Rotatable Bonds	18
TPSA	78.63
RO5 Violation	1