NPASS drugs

Drug Information

Drug ID:	NPD6587
Drug Name:	Halofantrine
Molecular Formula:	C26H30Cl2F3NO
Canonical SMILES:	CCCCN(CCC(c1cc2c(Cl)cc(cc2c2c1ccc(c2)C(F)(F)F)Cl)O)CCCC
Standard InCHI:	InChI=1S/C26H30Cl2F3NO/c1-3-5-10-32(11-6-4-2)12-9-25(33)23-16-22-21(14-18(27)15-24(22)28)20-13-17(26(29,30)31)7-8-19(20)23/h7-8,13-16,25,33H,3-6,9-12H2,1-2H3
Standard InCHIKey:	FOHHNHSLJDZUGQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6587

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	145
0.1-0.2	1111
0.2-0.3	3838
0.3-0.4	10305
0.4-0.5	12690
0.5-0.6	2666
0.6-0.7	132
0.7-0.8	3
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	0.7164	NPC292758
Intermediate Similarity	0.7164	NPC65855
Intermediate Similarity	0.702	NPC316906
Remote Similarity	0.6903	NPC131379
Remote Similarity	0.6741	NPC243601
Remote Similarity	0.6741	NPC474559
Remote Similarity	0.6716	NPC19856
Remote Similarity	0.669	NPC316896
Remote Similarity	0.6667	NPC128645
Remote Similarity	0.6645	NPC313663
Remote Similarity	0.6642	NPC27252
Remote Similarity	0.6642	NPC472979
Remote Similarity	0.6594	NPC472982
Remote Similarity	0.6594	NPC64642
Remote Similarity	0.6594	NPC149455
Remote Similarity	0.6567	NPC228400
Remote Similarity	0.6567	NPC214200
Remote Similarity	0.6522	NPC472980
Remote Similarity	0.6479	NPC91452
Remote Similarity	0.6454	NPC471188
Remote Similarity	0.6443	NPC285394
Remote Similarity	0.6434	NPC199567
Remote Similarity	0.6405	NPC126859
Remote Similarity	0.6405	NPC259665
Remote Similarity	0.6405	NPC89769
Remote Similarity	0.6389	NPC244403
Remote Similarity	0.6387	NPC132847
Remote Similarity	0.6333	NPC307020
Remote Similarity	0.6324	NPC469481
Remote Similarity	0.6309	NPC42644
Remote Similarity	0.6277	NPC327226
Remote Similarity	0.6275	NPC66177
Remote Similarity	0.6275	NPC268763
Remote Similarity	0.6275	NPC8305
Remote Similarity	0.6259	NPC471133
Remote Similarity	0.625	NPC715
Remote Similarity	0.6234	NPC124802
Remote Similarity	0.6233	NPC92
Remote Similarity	0.6233	NPC469663
Remote Similarity	0.6233	NPC472862
Remote Similarity	0.6222	NPC324602
Remote Similarity	0.6212	NPC220596
Remote Similarity	0.6204	NPC316797
Remote Similarity	0.62	NPC109151
Remote Similarity	0.6187	NPC56168
Remote Similarity	0.6187	NPC304761
Remote Similarity	0.6187	NPC226778
Remote Similarity	0.6187	NPC150254
Remote Similarity	0.6187	NPC147000
Remote Similarity	0.6183	NPC1793
Remote Similarity	0.6181	NPC46940
Remote Similarity	0.6169	NPC17374
Remote Similarity	0.6169	NPC40488
Remote Similarity	0.6159	NPC71094
Remote Similarity	0.6154	NPC133308
Remote Similarity	0.6148	NPC21959
Remote Similarity	0.6143	NPC211551
Remote Similarity	0.6139	NPC9687
Remote Similarity	0.6139	NPC474811
Remote Similarity	0.6139	NPC79465
Remote Similarity	0.6139	NPC476102
Remote Similarity	0.6139	NPC474787
Remote Similarity	0.6139	NPC90194
Remote Similarity	0.6139	NPC76785
Remote Similarity	0.6139	NPC475318
Remote Similarity	0.6139	NPC49577
Remote Similarity	0.6139	NPC474855
Remote Similarity	0.6139	NPC475598
Remote Similarity	0.6139	NPC151706
Remote Similarity	0.6139	NPC273907
Remote Similarity	0.6139	NPC293377
Remote Similarity	0.6139	NPC118099
Remote Similarity	0.6139	NPC260045
Remote Similarity	0.6122	NPC38893
Remote Similarity	0.6122	NPC477137
Remote Similarity	0.6122	NPC212891
Remote Similarity	0.6122	NPC219112
Remote Similarity	0.6122	NPC308311
Remote Similarity	0.6118	NPC255253
Remote Similarity	0.6115	NPC471310
Remote Similarity	0.6111	NPC95716
Remote Similarity	0.6111	NPC111108
Remote Similarity	0.6096	NPC195922
Remote Similarity	0.6095	NPC26601
Remote Similarity	0.6092	NPC233650
Remote Similarity	0.609	NPC185313
Remote Similarity	0.6087	NPC289117
Remote Similarity	0.6084	NPC314187
Remote Similarity	0.6081	NPC477136
Remote Similarity	0.6077	NPC93843
Remote Similarity	0.6076	NPC139335
Remote Similarity	0.6074	NPC215351
Remote Similarity	0.6074	NPC20142
Remote Similarity	0.6071	NPC238696
Remote Similarity	0.6071	NPC315794
Remote Similarity	0.6067	NPC326232
Remote Similarity	0.6067	NPC133389
Remote Similarity	0.6067	NPC234337
Remote Similarity	0.6067	NPC103916
Remote Similarity	0.6067	NPC183339
Remote Similarity	0.6067	NPC321133
Remote Similarity	0.6058	NPC226096
Remote Similarity	0.6058	NPC164514
Remote Similarity	0.6058	NPC290515
Remote Similarity	0.6058	NPC108606
Remote Similarity	0.6058	NPC303611
Remote Similarity	0.6057	NPC169743
Remote Similarity	0.6057	NPC134858
Remote Similarity	0.6054	NPC147179
Remote Similarity	0.6054	NPC35797
Remote Similarity	0.6054	NPC192948
Remote Similarity	0.6047	NPC304538
Remote Similarity	0.6045	NPC314690
Remote Similarity	0.6043	NPC51015
Remote Similarity	0.6042	NPC475002
Remote Similarity	0.6042	NPC132720
Remote Similarity	0.6042	NPC95126
Remote Similarity	0.604	NPC320656
Remote Similarity	0.604	NPC471671
Remote Similarity	0.6028	NPC471186
Remote Similarity	0.6027	NPC322239
Remote Similarity	0.6027	NPC196673
Remote Similarity	0.6027	NPC321589
Remote Similarity	0.6026	NPC273830
Remote Similarity	0.6014	NPC242764
Remote Similarity	0.6014	NPC308828
Remote Similarity	0.6014	NPC262365
Remote Similarity	0.6014	NPC146096
Remote Similarity	0.6014	NPC11554
Remote Similarity	0.6014	NPC105141
Remote Similarity	0.6013	NPC149379
Remote Similarity	0.6012	NPC221864
Remote Similarity	0.6011	NPC474498
Remote Similarity	0.6	NPC474354
Remote Similarity	0.6	NPC469644
Remote Similarity	0.5989	NPC210140
Remote Similarity	0.5989	NPC150879
Remote Similarity	0.5988	NPC29647
Remote Similarity	0.5988	NPC150712
Remote Similarity	0.5987	NPC246991
Remote Similarity	0.5987	NPC293831
Remote Similarity	0.5987	NPC369
Remote Similarity	0.5986	NPC268160
Remote Similarity	0.5986	NPC249270
Remote Similarity	0.5986	NPC271274
Remote Similarity	0.5977	NPC235143
Remote Similarity	0.5977	NPC271388
Remote Similarity	0.5977	NPC119649
Remote Similarity	0.5977	NPC230956
Remote Similarity	0.5977	NPC205255
Remote Similarity	0.5976	NPC473922
Remote Similarity	0.5973	NPC299180
Remote Similarity	0.5973	NPC304510
Remote Similarity	0.5973	NPC172219
Remote Similarity	0.5972	NPC58865
Remote Similarity	0.597	NPC79917
Remote Similarity	0.5969	NPC172984
Remote Similarity	0.5962	NPC26576
Remote Similarity	0.5954	NPC79328
Remote Similarity	0.5954	NPC474211
Remote Similarity	0.5948	NPC182333
Remote Similarity	0.5948	NPC273336
Remote Similarity	0.5943	NPC80759
Remote Similarity	0.5943	NPC79402
Remote Similarity	0.5943	NPC60186
Remote Similarity	0.5935	NPC65310
Remote Similarity	0.5933	NPC469609
Remote Similarity	0.5933	NPC48342
Remote Similarity	0.5933	NPC164649
Remote Similarity	0.5932	NPC195392
Remote Similarity	0.5931	NPC44732
Remote Similarity	0.5923	NPC168855
Remote Similarity	0.5921	NPC472981
Remote Similarity	0.5915	NPC470925
Remote Similarity	0.5915	NPC117115
Remote Similarity	0.5912	NPC3202
Remote Similarity	0.5909	NPC328267
Remote Similarity	0.5909	NPC77691
Remote Similarity	0.5904	NPC328824
Remote Similarity	0.5904	NPC44649
Remote Similarity	0.5904	NPC475578
Remote Similarity	0.5901	NPC478140
Remote Similarity	0.5897	NPC35341
Remote Similarity	0.5897	NPC8058
Remote Similarity	0.5897	NPC283508
Remote Similarity	0.5894	NPC151197
Remote Similarity	0.5893	NPC144863
Remote Similarity	0.5893	NPC90844
Remote Similarity	0.5893	NPC95075
Remote Similarity	0.5893	NPC253883
Remote Similarity	0.5891	NPC329319
Remote Similarity	0.5891	NPC103326
Remote Similarity	0.5891	NPC99394
Remote Similarity	0.5891	NPC475199
Remote Similarity	0.5891	NPC283012
Remote Similarity	0.5891	NPC87299
Remote Similarity	0.589	NPC260323
Remote Similarity	0.589	NPC471189
Remote Similarity	0.589	NPC308689
Remote Similarity	0.589	NPC176279

Drug Structure

NPD6587 OpenBabel08211710072D 34 36 0 0 1 0 0 0 0 0999 V2000 3.4641 8.0000 0.0000 C 0 0 0 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 7.5000 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 4.3301 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 1.7321 -1.0000 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 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 2.5981 0.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 3 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 0.8660 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 12 1 0 0 0 0 9 25 1 0 0 0 0 10 32 1 0 0 0 0 11 32 1 0 0 0 0 12 32 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 24 2 0 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 23 2 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 28 1 0 0 0 0 25 33 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 33 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000953
DrugBank	DB01218
ChEMBL	CHEMBL1107
IUPHAR/BPS
PharmaGKB	PA449839
KEGG Drug
PubChem CID	37393
ChEBI	94392
CAS Number	69756-53-2

Drug Properties

Molecular Weight	499.17
ALogP	0.7866
MLogP	3.55
XLogP	8.516
HDA	2
HBD	1
Rotatable Bonds	19
TPSA	23.47
RO5 Violation	2