NPASS drugs

Drug Information

Drug ID:	NPD7431
Drug Name:	Lumefantrine
Molecular Formula:	C30H32Cl3NO
Canonical SMILES:	CCCCN(CC(c1cc(Cl)cc2c1c1ccc(cc1/C/2=Cc1ccc(cc1)Cl)Cl)O)CCCC
Standard InCHI:	InChI=1S/C30H32Cl3NO/c1-3-5-13-34(14-6-4-2)19-29(35)28-18-23(33)17-27-25(15-20-7-9-21(31)10-8-20)26-16-22(32)11-12-24(26)30(27)28/h7-12,15-18,29,35H,3-6,13-14,19H2,1-2H3/b25-15+
Standard InCHIKey:	DYLGFOYVTXJFJP-MFKUBSTISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7431

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	140
0.1-0.2	977
0.2-0.3	2506
0.3-0.4	9475
0.4-0.5	13870
0.5-0.6	3737
0.6-0.7	179
0.7-0.8	6
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	0.7279	NPC316906
Intermediate Similarity	0.7197	NPC65855
Intermediate Similarity	0.7197	NPC292758
Intermediate Similarity	0.7109	NPC214200
Intermediate Similarity	0.7109	NPC228400
Intermediate Similarity	0.7075	NPC132847
Remote Similarity	0.6966	NPC40488
Remote Similarity	0.6806	NPC307020
Remote Similarity	0.6797	NPC21959
Remote Similarity	0.6794	NPC327226
Remote Similarity	0.6783	NPC109151
Remote Similarity	0.6767	NPC474559
Remote Similarity	0.6714	NPC472862
Remote Similarity	0.6692	NPC147000
Remote Similarity	0.6692	NPC150254
Remote Similarity	0.6692	NPC304761
Remote Similarity	0.6692	NPC226778
Remote Similarity	0.6692	NPC56168
Remote Similarity	0.6667	NPC313663
Remote Similarity	0.6645	NPC478140
Remote Similarity	0.6642	NPC471133
Remote Similarity	0.6642	NPC243601
Remote Similarity	0.6617	NPC19856
Remote Similarity	0.6603	NPC473922
Remote Similarity	0.6591	NPC316797
Remote Similarity	0.6587	NPC199567
Remote Similarity	0.6579	NPC273907
Remote Similarity	0.6579	NPC475598
Remote Similarity	0.6579	NPC79465
Remote Similarity	0.6579	NPC476102
Remote Similarity	0.6579	NPC475318
Remote Similarity	0.6579	NPC9687
Remote Similarity	0.6579	NPC49577
Remote Similarity	0.6579	NPC293377
Remote Similarity	0.6579	NPC260045
Remote Similarity	0.6579	NPC474811
Remote Similarity	0.6579	NPC151706
Remote Similarity	0.6579	NPC474787
Remote Similarity	0.6579	NPC90194
Remote Similarity	0.6579	NPC118099
Remote Similarity	0.6579	NPC76785
Remote Similarity	0.6579	NPC474855
Remote Similarity	0.6562	NPC128645
Remote Similarity	0.6544	NPC472979
Remote Similarity	0.6544	NPC27252
Remote Similarity	0.6533	NPC126859
Remote Similarity	0.6533	NPC259665
Remote Similarity	0.6533	NPC89769
Remote Similarity	0.6528	NPC326232
Remote Similarity	0.6519	NPC211551
Remote Similarity	0.651	NPC17374
Remote Similarity	0.6496	NPC472982
Remote Similarity	0.6496	NPC64642
Remote Similarity	0.6496	NPC149455
Remote Similarity	0.6493	NPC471310
Remote Similarity	0.6483	NPC316896
Remote Similarity	0.6466	NPC289117
Remote Similarity	0.6463	NPC255253
Remote Similarity	0.6463	NPC285394
Remote Similarity	0.6462	NPC215351
Remote Similarity	0.6462	NPC20142
Remote Similarity	0.6447	NPC3202
Remote Similarity	0.6444	NPC315794
Remote Similarity	0.6439	NPC108606
Remote Similarity	0.6439	NPC303611
Remote Similarity	0.6439	NPC226096
Remote Similarity	0.6439	NPC164514
Remote Similarity	0.6439	NPC290515
Remote Similarity	0.6423	NPC472980
Remote Similarity	0.64	NPC66177
Remote Similarity	0.64	NPC268763
Remote Similarity	0.64	NPC8305
Remote Similarity	0.6392	NPC131379
Remote Similarity	0.6391	NPC233650
Remote Similarity	0.6382	NPC246913
Remote Similarity	0.638	NPC275839
Remote Similarity	0.6364	NPC474387
Remote Similarity	0.6364	NPC137496
Remote Similarity	0.6364	NPC257540
Remote Similarity	0.6364	NPC154511
Remote Similarity	0.6364	NPC247858
Remote Similarity	0.6364	NPC474358
Remote Similarity	0.6358	NPC124802
Remote Similarity	0.6357	NPC471188
Remote Similarity	0.6353	NPC134858
Remote Similarity	0.6343	NPC469457
Remote Similarity	0.6312	NPC475578
Remote Similarity	0.6312	NPC44649
Remote Similarity	0.6312	NPC328824
Remote Similarity	0.6308	NPC314690
Remote Similarity	0.6306	NPC150712
Remote Similarity	0.6279	NPC210140
Remote Similarity	0.6279	NPC150879
Remote Similarity	0.6276	NPC320656
Remote Similarity	0.6276	NPC164649
Remote Similarity	0.6276	NPC48342
Remote Similarity	0.6259	NPC273830
Remote Similarity	0.6257	NPC169743
Remote Similarity	0.6242	NPC153007
Remote Similarity	0.6222	NPC469481
Remote Similarity	0.6209	NPC185313
Remote Similarity	0.6207	NPC137096
Remote Similarity	0.6205	NPC26601
Remote Similarity	0.62	NPC477248
Remote Similarity	0.62	NPC477249
Remote Similarity	0.619	NPC321133
Remote Similarity	0.619	NPC304538
Remote Similarity	0.619	NPC68339
Remote Similarity	0.6181	NPC213
Remote Similarity	0.6181	NPC10286
Remote Similarity	0.6181	NPC469719
Remote Similarity	0.6176	NPC51015
Remote Similarity	0.6174	NPC71094
Remote Similarity	0.6168	NPC217801
Remote Similarity	0.6154	NPC715
Remote Similarity	0.6154	NPC473360
Remote Similarity	0.6154	NPC91452
Remote Similarity	0.6154	NPC169616
Remote Similarity	0.6149	NPC328504
Remote Similarity	0.6143	NPC262365
Remote Similarity	0.6138	NPC92
Remote Similarity	0.6138	NPC469663
Remote Similarity	0.6135	NPC476757
Remote Similarity	0.6129	NPC149379
Remote Similarity	0.6127	NPC322753
Remote Similarity	0.6127	NPC95716
Remote Similarity	0.6119	NPC324602
Remote Similarity	0.6115	NPC271274
Remote Similarity	0.6111	NPC172984
Remote Similarity	0.6111	NPC471318
Remote Similarity	0.6107	NPC220596
Remote Similarity	0.6107	NPC142198
Remote Similarity	0.6107	NPC77569
Remote Similarity	0.6107	NPC79917
Remote Similarity	0.6103	NPC289381
Remote Similarity	0.6103	NPC155847
Remote Similarity	0.6099	NPC24777
Remote Similarity	0.609	NPC313352
Remote Similarity	0.609	NPC58674
Remote Similarity	0.6087	NPC327811
Remote Similarity	0.6087	NPC254965
Remote Similarity	0.6084	NPC228425
Remote Similarity	0.6084	NPC46940
Remote Similarity	0.6078	NPC469666
Remote Similarity	0.6077	NPC1793
Remote Similarity	0.6069	NPC244403
Remote Similarity	0.6069	NPC147179
Remote Similarity	0.6056	NPC44732
Remote Similarity	0.6056	NPC133308
Remote Similarity	0.6053	NPC65310
Remote Similarity	0.6053	NPC278097
Remote Similarity	0.6042	NPC474544
Remote Similarity	0.6042	NPC1986
Remote Similarity	0.6037	NPC245974
Remote Similarity	0.6032	NPC99394
Remote Similarity	0.6032	NPC283012
Remote Similarity	0.6032	NPC103326
Remote Similarity	0.6032	NPC87299
Remote Similarity	0.6032	NPC475199
Remote Similarity	0.6032	NPC329319
Remote Similarity	0.6028	NPC11554
Remote Similarity	0.6027	NPC308828
Remote Similarity	0.6027	NPC38893
Remote Similarity	0.6027	NPC308311
Remote Similarity	0.6027	NPC242764
Remote Similarity	0.6027	NPC219112
Remote Similarity	0.6027	NPC212891
Remote Similarity	0.6027	NPC105141
Remote Similarity	0.6027	NPC477137
Remote Similarity	0.6025	NPC470925
Remote Similarity	0.6016	NPC99482
Remote Similarity	0.6014	NPC238582
Remote Similarity	0.6014	NPC308689
Remote Similarity	0.6014	NPC269340
Remote Similarity	0.6014	NPC111108
Remote Similarity	0.6	NPC95075
Remote Similarity	0.6	NPC235460
Remote Similarity	0.6	NPC195922
Remote Similarity	0.6	NPC12656
Remote Similarity	0.6	NPC253883
Remote Similarity	0.6	NPC33168
Remote Similarity	0.6	NPC268160
Remote Similarity	0.6	NPC42644
Remote Similarity	0.6	NPC90844
Remote Similarity	0.6	NPC475166
Remote Similarity	0.5987	NPC4974
Remote Similarity	0.5987	NPC325568
Remote Similarity	0.5987	NPC472414
Remote Similarity	0.5987	NPC62101
Remote Similarity	0.5987	NPC95733
Remote Similarity	0.5986	NPC314187
Remote Similarity	0.5986	NPC477136
Remote Similarity	0.5985	NPC294741
Remote Similarity	0.5985	NPC245927
Remote Similarity	0.5976	NPC145304
Remote Similarity	0.5974	NPC295478
Remote Similarity	0.5973	NPC233923
Remote Similarity	0.5973	NPC234337
Remote Similarity	0.5973	NPC183339
Remote Similarity	0.5973	NPC133389

Drug Structure

NPD7431 OpenBabel08211712022D 36 39 0 0 1 0 0 0 0 0999 V2000 4.2434 1.4689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2426 -4.4107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2432 0.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3940 -3.9206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3945 -0.0009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3941 -2.9407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3578 1.6077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2221 0.3464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0861 0.9520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9503 -0.3093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6977 2.9406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6978 1.9606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3944 -0.9808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5456 -2.4506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6976 1.9606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 2.9409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6981 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8489 -1.4703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6971 -0.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4259 1.3049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8823 -0.0065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8486 3.4308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6980 -0.9800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8489 1.4703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8490 1.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.9606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8492 0.4903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8484 -1.4704 0.0000 C 0 0 3 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 -4.6106 -0.6622 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8486 4.4409 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5727 -1.4851 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5457 -1.4707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8483 -2.4504 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6968 -2.9405 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 13 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 24 1 0 0 0 0 13 34 1 0 0 0 0 14 34 1 0 0 0 0 15 20 1 0 0 0 0 15 25 2 0 0 0 0 16 22 2 0 0 0 0 16 26 1 0 0 0 0 17 23 2 0 0 0 0 17 27 1 0 0 0 0 18 23 1 0 0 0 0 18 28 2 0 0 0 0 19 29 1 0 0 0 0 19 34 1 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 26 2 0 0 0 0 24 30 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 27 30 2 0 0 0 0 28 29 1 0 0 0 0 28 30 1 0 0 0 0 29 35 1 0 0 0 0 35 36 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	527.15
ALogP	0.993
MLogP	4.21
XLogP	9.526
HDA	2
HBD	1
Rotatable Bonds	16
TPSA	23.47
RO5 Violation	1