NPASS drugs

Drug Information

Drug ID:	NPD5805
Drug Name:	Lumacaftor
Molecular Formula:	C24H18F2N2O5
Canonical SMILES:	OC(=Nc1ccc(c(n1)c1cccc(c1)C(=O)O)C)C1(CC1)c1ccc2c(c1)OC(O2)(F)F
Standard InCHI:	InChI=1S/C24H18F2N2O5/c1-13-5-8-19(27-20(13)14-3-2-4-15(11-14)21(29)30)28-22(31)23(9-10-23)16-6-7-17-18(12-16)33-24(25,26)32-17/h2-8,11-12H,9-10H2,1H3,(H,29,30)(H,27,28,31)
Standard InCHIKey:	UFSKUSARDNFIRC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5805

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	367
0.1-0.2	1640
0.2-0.3	5760
0.3-0.4	6781
0.4-0.5	7380
0.5-0.6	7833
0.6-0.7	1040
0.7-0.8	89
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	0.7627	NPC208898
Intermediate Similarity	0.7615	NPC210296
Intermediate Similarity	0.7522	NPC87413
Intermediate Similarity	0.7521	NPC108342
Intermediate Similarity	0.749	NPC189903
Intermediate Similarity	0.749	NPC182907
Intermediate Similarity	0.7479	NPC253675
Intermediate Similarity	0.7469	NPC51854
Intermediate Similarity	0.7439	NPC183537
Intermediate Similarity	0.7429	NPC9729
Intermediate Similarity	0.7395	NPC204385
Intermediate Similarity	0.7386	NPC166722
Intermediate Similarity	0.738	NPC236668
Intermediate Similarity	0.7378	NPC300156
Intermediate Similarity	0.7371	NPC206201
Intermediate Similarity	0.7368	NPC77878
Intermediate Similarity	0.7364	NPC22481
Intermediate Similarity	0.7348	NPC146976
Intermediate Similarity	0.7345	NPC4687
Intermediate Similarity	0.7342	NPC280714
Intermediate Similarity	0.7342	NPC274640
Intermediate Similarity	0.7339	NPC174760
Intermediate Similarity	0.7328	NPC184408
Intermediate Similarity	0.7325	NPC475844
Intermediate Similarity	0.7313	NPC39679
Intermediate Similarity	0.7311	NPC278525
Intermediate Similarity	0.7311	NPC24019
Intermediate Similarity	0.7306	NPC124313
Intermediate Similarity	0.7295	NPC84164
Intermediate Similarity	0.7295	NPC207283
Intermediate Similarity	0.7265	NPC188400
Intermediate Similarity	0.7265	NPC54066
Intermediate Similarity	0.7233	NPC89549
Intermediate Similarity	0.7233	NPC191489
Intermediate Similarity	0.7217	NPC312872
Intermediate Similarity	0.7213	NPC168922
Intermediate Similarity	0.7211	NPC303374
Intermediate Similarity	0.721	NPC169402
Intermediate Similarity	0.7203	NPC144452
Intermediate Similarity	0.7195	NPC15406
Intermediate Similarity	0.7193	NPC193238
Intermediate Similarity	0.7191	NPC150239
Intermediate Similarity	0.7178	NPC475720
Intermediate Similarity	0.7178	NPC474192
Intermediate Similarity	0.7174	NPC470020
Intermediate Similarity	0.7173	NPC51388
Intermediate Similarity	0.7161	NPC280799
Intermediate Similarity	0.716	NPC302807
Intermediate Similarity	0.7155	NPC39500
Intermediate Similarity	0.7149	NPC45190
Intermediate Similarity	0.7137	NPC215837
Intermediate Similarity	0.7137	NPC217176
Intermediate Similarity	0.7137	NPC474688
Intermediate Similarity	0.7131	NPC210434
Intermediate Similarity	0.7126	NPC129897
Intermediate Similarity	0.7124	NPC116238
Intermediate Similarity	0.7124	NPC118228
Intermediate Similarity	0.7121	NPC100734
Intermediate Similarity	0.7121	NPC88923
Intermediate Similarity	0.7121	NPC315634
Intermediate Similarity	0.7119	NPC90875
Intermediate Similarity	0.7118	NPC313189
Intermediate Similarity	0.7118	NPC321428
Intermediate Similarity	0.7118	NPC249583
Intermediate Similarity	0.7112	NPC251160
Intermediate Similarity	0.7107	NPC233334
Intermediate Similarity	0.7106	NPC247803
Intermediate Similarity	0.7094	NPC3207
Intermediate Similarity	0.7092	NPC473800
Intermediate Similarity	0.708	NPC477019
Intermediate Similarity	0.708	NPC234197
Intermediate Similarity	0.7078	NPC473105
Intermediate Similarity	0.7073	NPC475816
Intermediate Similarity	0.7071	NPC179287
Intermediate Similarity	0.7066	NPC474701
Intermediate Similarity	0.7059	NPC284685
Intermediate Similarity	0.7046	NPC174049
Intermediate Similarity	0.7046	NPC469439
Intermediate Similarity	0.704	NPC1608
Intermediate Similarity	0.7039	NPC296482
Intermediate Similarity	0.7039	NPC53069
Intermediate Similarity	0.7039	NPC202768
Intermediate Similarity	0.7034	NPC204446
Intermediate Similarity	0.7034	NPC96321
Intermediate Similarity	0.7034	NPC473041
Intermediate Similarity	0.7023	NPC84347
Intermediate Similarity	0.7	NPC21638
Intermediate Similarity	0.7	NPC194040
Intermediate Similarity	0.7	NPC97746
Remote Similarity	0.6996	NPC220337
Remote Similarity	0.6996	NPC133140
Remote Similarity	0.6996	NPC195268
Remote Similarity	0.6987	NPC122463
Remote Similarity	0.698	NPC318068
Remote Similarity	0.6975	NPC225279
Remote Similarity	0.6971	NPC470018
Remote Similarity	0.697	NPC474595
Remote Similarity	0.697	NPC135549
Remote Similarity	0.6966	NPC308137
Remote Similarity	0.6966	NPC310211
Remote Similarity	0.6962	NPC46561
Remote Similarity	0.6957	NPC67401
Remote Similarity	0.6953	NPC188420
Remote Similarity	0.6947	NPC473639
Remote Similarity	0.6946	NPC198503
Remote Similarity	0.6942	NPC157931
Remote Similarity	0.6941	NPC85879
Remote Similarity	0.6941	NPC53255
Remote Similarity	0.6936	NPC149471
Remote Similarity	0.6936	NPC271215
Remote Similarity	0.6935	NPC41501
Remote Similarity	0.6933	NPC148409
Remote Similarity	0.6933	NPC208084
Remote Similarity	0.6932	NPC58209
Remote Similarity	0.6929	NPC473449
Remote Similarity	0.6923	NPC6786
Remote Similarity	0.6923	NPC187501
Remote Similarity	0.692	NPC208364
Remote Similarity	0.692	NPC160100
Remote Similarity	0.6917	NPC118121
Remote Similarity	0.6914	NPC13603
Remote Similarity	0.6914	NPC246381
Remote Similarity	0.6914	NPC471762
Remote Similarity	0.6913	NPC207971
Remote Similarity	0.6904	NPC472099
Remote Similarity	0.6902	NPC329982
Remote Similarity	0.6894	NPC171409
Remote Similarity	0.6894	NPC472098
Remote Similarity	0.6894	NPC202605
Remote Similarity	0.6894	NPC112206
Remote Similarity	0.6894	NPC96405
Remote Similarity	0.6889	NPC230403
Remote Similarity	0.6888	NPC57797
Remote Similarity	0.6888	NPC250807
Remote Similarity	0.6886	NPC4071
Remote Similarity	0.6886	NPC476578
Remote Similarity	0.6886	NPC476582
Remote Similarity	0.6883	NPC57453
Remote Similarity	0.6883	NPC268077
Remote Similarity	0.6882	NPC101312
Remote Similarity	0.688	NPC166712
Remote Similarity	0.6878	NPC469928
Remote Similarity	0.6878	NPC330009
Remote Similarity	0.6877	NPC270515
Remote Similarity	0.6872	NPC328186
Remote Similarity	0.6872	NPC228377
Remote Similarity	0.6872	NPC477787
Remote Similarity	0.6872	NPC122968
Remote Similarity	0.687	NPC199277
Remote Similarity	0.687	NPC66815
Remote Similarity	0.687	NPC135887
Remote Similarity	0.6865	NPC107123
Remote Similarity	0.6862	NPC298436
Remote Similarity	0.686	NPC473850
Remote Similarity	0.6857	NPC316841
Remote Similarity	0.6853	NPC291609
Remote Similarity	0.6851	NPC9894
Remote Similarity	0.6851	NPC23294
Remote Similarity	0.685	NPC134637
Remote Similarity	0.6847	NPC160381
Remote Similarity	0.6844	NPC280964
Remote Similarity	0.6844	NPC114335
Remote Similarity	0.6844	NPC311906
Remote Similarity	0.6844	NPC141915
Remote Similarity	0.6842	NPC71124
Remote Similarity	0.6842	NPC34770
Remote Similarity	0.684	NPC49672
Remote Similarity	0.684	NPC119134
Remote Similarity	0.684	NPC223427
Remote Similarity	0.6835	NPC235076
Remote Similarity	0.6831	NPC200888
Remote Similarity	0.6825	NPC208522
Remote Similarity	0.6824	NPC473188
Remote Similarity	0.6824	NPC243850
Remote Similarity	0.6822	NPC264176
Remote Similarity	0.682	NPC23614
Remote Similarity	0.682	NPC100079
Remote Similarity	0.682	NPC303225
Remote Similarity	0.682	NPC132385
Remote Similarity	0.6815	NPC473187
Remote Similarity	0.6815	NPC470017
Remote Similarity	0.6814	NPC254957
Remote Similarity	0.6813	NPC124300
Remote Similarity	0.6812	NPC5374
Remote Similarity	0.6811	NPC173250
Remote Similarity	0.681	NPC36229
Remote Similarity	0.681	NPC137929
Remote Similarity	0.681	NPC16452
Remote Similarity	0.681	NPC476581
Remote Similarity	0.681	NPC164374
Remote Similarity	0.6809	NPC326930
Remote Similarity	0.6809	NPC314834
Remote Similarity	0.6809	NPC303951
Remote Similarity	0.6809	NPC475301
Remote Similarity	0.6807	NPC148183
Remote Similarity	0.6807	NPC152768
Remote Similarity	0.6803	NPC74575
Remote Similarity	0.6803	NPC146824
Remote Similarity	0.6793	NPC266931
Remote Similarity	0.6789	NPC292416

Drug Structure

NPD5805 OpenBabel08211708292D 35 39 0 0 0 0 0 0 0 0999 V2000 5.7908 0.6524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4796 2.6024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6352 2.1149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4796 3.5774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1021 0.6524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4133 1.6274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4133 0.6524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2577 1.1399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7246 4.5524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5689 5.0399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7908 3.5774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7246 1.6274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9464 1.1399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7908 2.6024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6352 4.0649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5689 2.1149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5689 0.1649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7246 0.6524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2577 2.1149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9464 2.1149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6352 5.0399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4133 3.5774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5689 4.0649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3966 -0.8907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4478 -1.3782 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3966 -1.8657 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.1021 2.6024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4133 2.6024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4796 5.5274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7908 5.5274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2577 4.0649 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3662 -0.7888 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9464 5.0399 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1021 3.5774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 20 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 32 1 0 0 0 0 18 33 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 27 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 22 28 2 3 0 0 0 22 31 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 32 1 0 0 0 0 24 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09280
ChEMBL	CHEMBL2103870
IUPHAR/BPS	7481
PharmaGKB
KEGG Drug	D10134
PubChem CID
ChEBI	90951
CAS Number	936727-05-8

Drug Properties

Molecular Weight	452.12
ALogP	1.8072
MLogP	3.11
XLogP	5.325
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	101.24
RO5 Violation	1