NPASS drugs

Drug Information

Drug ID:	NPD5937
Drug Name:	Ivacaftor
Molecular Formula:	C24H28N2O3
Canonical SMILES:	OC(=Nc1cc(O)c(cc1C(C)(C)C)C(C)(C)C)c1c[nH]c2c(c1=O)cccc2
Standard InCHI:	InChI=1S/C24H28N2O3/c1-23(2,3)16-11-17(24(4,5)6)20(27)12-19(16)26-22(29)15-13-25-18-10-8-7-9-14(18)21(15)28/h7-13,27H,1-6H3,(H,25,28)(H,26,29)
Standard InCHIKey:	PURKAOJPTOLRMP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5937

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	261
0.1-0.2	1257
0.2-0.3	5563
0.3-0.4	6994
0.4-0.5	8157
0.5-0.6	7534
0.6-0.7	1029
0.7-0.8	94
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	0.8125	NPC204867
Intermediate Similarity	0.7965	NPC144691
Intermediate Similarity	0.7958	NPC303214
Intermediate Similarity	0.7838	NPC298320
Intermediate Similarity	0.7755	NPC232600
Intermediate Similarity	0.7749	NPC203628
Intermediate Similarity	0.7727	NPC313112
Intermediate Similarity	0.7727	NPC301292
Intermediate Similarity	0.7725	NPC150308
Intermediate Similarity	0.7673	NPC23294
Intermediate Similarity	0.7656	NPC1820
Intermediate Similarity	0.7638	NPC133156
Intermediate Similarity	0.7626	NPC288759
Intermediate Similarity	0.7624	NPC303951
Intermediate Similarity	0.759	NPC170333
Intermediate Similarity	0.7538	NPC15987
Intermediate Similarity	0.7525	NPC86834
Intermediate Similarity	0.7525	NPC210828
Intermediate Similarity	0.7486	NPC299582
Intermediate Similarity	0.7436	NPC206109
Intermediate Similarity	0.7436	NPC114039
Intermediate Similarity	0.7389	NPC198160
Intermediate Similarity	0.7387	NPC241263
Intermediate Similarity	0.7381	NPC150239
Intermediate Similarity	0.7366	NPC474366
Intermediate Similarity	0.7356	NPC3207
Intermediate Similarity	0.7327	NPC134848
Intermediate Similarity	0.7324	NPC115588
Intermediate Similarity	0.7316	NPC274002
Intermediate Similarity	0.7316	NPC472331
Intermediate Similarity	0.7316	NPC126515
Intermediate Similarity	0.7308	NPC176113
Intermediate Similarity	0.7296	NPC22476
Intermediate Similarity	0.7286	NPC247803
Intermediate Similarity	0.7273	NPC330009
Intermediate Similarity	0.7268	NPC39679
Intermediate Similarity	0.726	NPC473187
Intermediate Similarity	0.725	NPC234933
Intermediate Similarity	0.7245	NPC5630
Intermediate Similarity	0.7228	NPC472330
Intermediate Similarity	0.7228	NPC472329
Intermediate Similarity	0.722	NPC212123
Intermediate Similarity	0.722	NPC183777
Intermediate Similarity	0.7212	NPC116178
Intermediate Similarity	0.7195	NPC151171
Intermediate Similarity	0.7188	NPC39822
Intermediate Similarity	0.7177	NPC321166
Intermediate Similarity	0.7177	NPC217903
Intermediate Similarity	0.7176	NPC316746
Intermediate Similarity	0.7173	NPC9475
Intermediate Similarity	0.7163	NPC218303
Intermediate Similarity	0.7159	NPC472241
Intermediate Similarity	0.7157	NPC474059
Intermediate Similarity	0.715	NPC220851
Intermediate Similarity	0.7143	NPC126676
Intermediate Similarity	0.7143	NPC469671
Intermediate Similarity	0.7136	NPC174760
Intermediate Similarity	0.7129	NPC317727
Intermediate Similarity	0.7129	NPC305542
Intermediate Similarity	0.7128	NPC94943
Intermediate Similarity	0.7122	NPC87714
Intermediate Similarity	0.712	NPC471743
Intermediate Similarity	0.712	NPC469428
Intermediate Similarity	0.7111	NPC300596
Intermediate Similarity	0.7111	NPC237649
Intermediate Similarity	0.7103	NPC198503
Intermediate Similarity	0.7095	NPC30749
Intermediate Similarity	0.709	NPC471778
Intermediate Similarity	0.7087	NPC477161
Intermediate Similarity	0.7085	NPC56170
Intermediate Similarity	0.7081	NPC87413
Intermediate Similarity	0.7079	NPC100863
Intermediate Similarity	0.7079	NPC306376
Intermediate Similarity	0.7077	NPC190007
Intermediate Similarity	0.7053	NPC478075
Intermediate Similarity	0.7052	NPC253476
Intermediate Similarity	0.7048	NPC119722
Intermediate Similarity	0.7048	NPC310211
Intermediate Similarity	0.7048	NPC308137
Intermediate Similarity	0.7048	NPC12344
Intermediate Similarity	0.7043	NPC27904
Intermediate Similarity	0.7039	NPC119569
Intermediate Similarity	0.7039	NPC472242
Intermediate Similarity	0.7035	NPC92803
Intermediate Similarity	0.7033	NPC25961
Intermediate Similarity	0.7031	NPC475607
Intermediate Similarity	0.7026	NPC470317
Intermediate Similarity	0.7026	NPC212535
Intermediate Similarity	0.702	NPC18890
Intermediate Similarity	0.7005	NPC199737
Intermediate Similarity	0.7005	NPC476231
Intermediate Similarity	0.7004	NPC469734
Intermediate Similarity	0.7	NPC295479
Intermediate Similarity	0.7	NPC220241
Intermediate Similarity	0.7	NPC9894
Remote Similarity	0.6996	NPC6786
Remote Similarity	0.6995	NPC474081
Remote Similarity	0.6995	NPC169402
Remote Similarity	0.6983	NPC473804
Remote Similarity	0.6981	NPC116238
Remote Similarity	0.6979	NPC475594
Remote Similarity	0.6967	NPC110182
Remote Similarity	0.6966	NPC301702
Remote Similarity	0.696	NPC208522
Remote Similarity	0.6959	NPC72980
Remote Similarity	0.6952	NPC93653
Remote Similarity	0.6949	NPC132385
Remote Similarity	0.6949	NPC472243
Remote Similarity	0.6948	NPC322064
Remote Similarity	0.6946	NPC473814
Remote Similarity	0.6946	NPC78767
Remote Similarity	0.6944	NPC7560
Remote Similarity	0.6944	NPC329830
Remote Similarity	0.6931	NPC230313
Remote Similarity	0.6923	NPC283810
Remote Similarity	0.6923	NPC175602
Remote Similarity	0.6916	NPC126556
Remote Similarity	0.6911	NPC257354
Remote Similarity	0.6905	NPC61038
Remote Similarity	0.6904	NPC471742
Remote Similarity	0.6898	NPC291359
Remote Similarity	0.689	NPC4687
Remote Similarity	0.689	NPC471155
Remote Similarity	0.689	NPC249583
Remote Similarity	0.6884	NPC206186
Remote Similarity	0.6884	NPC46561
Remote Similarity	0.6884	NPC264285
Remote Similarity	0.6881	NPC45850
Remote Similarity	0.6875	NPC474814
Remote Similarity	0.6875	NPC475147
Remote Similarity	0.6875	NPC112336
Remote Similarity	0.6875	NPC292265
Remote Similarity	0.6875	NPC318183
Remote Similarity	0.6872	NPC309845
Remote Similarity	0.6872	NPC474041
Remote Similarity	0.6872	NPC475761
Remote Similarity	0.6869	NPC470002
Remote Similarity	0.6869	NPC470001
Remote Similarity	0.6869	NPC469928
Remote Similarity	0.6864	NPC13249
Remote Similarity	0.6863	NPC70956
Remote Similarity	0.6863	NPC153042
Remote Similarity	0.6863	NPC74153
Remote Similarity	0.6863	NPC243834
Remote Similarity	0.686	NPC291535
Remote Similarity	0.686	NPC475085
Remote Similarity	0.686	NPC475112
Remote Similarity	0.6858	NPC41501
Remote Similarity	0.6857	NPC270241
Remote Similarity	0.6847	NPC243626
Remote Similarity	0.6847	NPC93390
Remote Similarity	0.6847	NPC276517
Remote Similarity	0.6842	NPC225400
Remote Similarity	0.6842	NPC471130
Remote Similarity	0.6837	NPC85613
Remote Similarity	0.6837	NPC27041
Remote Similarity	0.6833	NPC471762
Remote Similarity	0.6825	NPC88970
Remote Similarity	0.6825	NPC472121
Remote Similarity	0.6821	NPC127082
Remote Similarity	0.682	NPC276657
Remote Similarity	0.6818	NPC285254
Remote Similarity	0.6816	NPC313293
Remote Similarity	0.6816	NPC43477
Remote Similarity	0.6816	NPC49547
Remote Similarity	0.681	NPC472538
Remote Similarity	0.681	NPC470786
Remote Similarity	0.6808	NPC219087
Remote Similarity	0.6806	NPC134702
Remote Similarity	0.6806	NPC473041
Remote Similarity	0.6806	NPC182853
Remote Similarity	0.6802	NPC28368
Remote Similarity	0.68	NPC473815
Remote Similarity	0.6797	NPC63971
Remote Similarity	0.6797	NPC91868
Remote Similarity	0.6796	NPC297322
Remote Similarity	0.6792	NPC269449
Remote Similarity	0.6789	NPC189116
Remote Similarity	0.6784	NPC49184
Remote Similarity	0.6776	NPC207866
Remote Similarity	0.6776	NPC2672
Remote Similarity	0.6773	NPC179287
Remote Similarity	0.6769	NPC168153
Remote Similarity	0.6761	NPC220337
Remote Similarity	0.6759	NPC293151
Remote Similarity	0.6757	NPC194740
Remote Similarity	0.6752	NPC244543
Remote Similarity	0.6751	NPC5167
Remote Similarity	0.6745	NPC475133
Remote Similarity	0.6745	NPC477160
Remote Similarity	0.6744	NPC237740
Remote Similarity	0.6744	NPC298449
Remote Similarity	0.6744	NPC148391
Remote Similarity	0.674	NPC101350
Remote Similarity	0.6729	NPC127996
Remote Similarity	0.6724	NPC270515
Remote Similarity	0.672	NPC103250
Remote Similarity	0.6719	NPC19555
Remote Similarity	0.6716	NPC46580
Remote Similarity	0.6716	NPC473821

Drug Structure

NPD5937 OpenBabel08211708292D 32 34 0 0 0 0 0 0 0 0999 V2000 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 2.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 2.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 2.0000 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 -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 -0.8660 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 -0.8660 1.5000 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 -5.1962 3.0000 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 -3.4641 2.0000 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 -0.0000 2.0000 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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 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 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 24 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 14 2 0 0 0 0 10 18 2 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 15 2 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 22 26 2 3 0 0 0 22 29 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001684
DrugBank	DB08820
ChEMBL	CHEMBL2010601
IUPHAR/BPS	4342
PharmaGKB	PA165950341
KEGG Drug	D09916
PubChem CID	16220172
ChEBI	66901
CAS Number	873054-44-5

Drug Properties

Molecular Weight	392.21
ALogP	1.6375
MLogP	3.55
XLogP	7.776
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	81.92
RO5 Violation	1