NPASS drugs

Drug Information

Drug ID:	NPD7555
Drug Name:	masilukast
Molecular Formula:	C31H32F3N3O5S
Canonical SMILES:	COc1cc(ccc1Cc1cn(c2c1cc(cc2)C(=NC[C@@H](CC(F)(F)F)C)O)C)C(=NS(=O)(=O)c1ccccc1C)O
Standard InCHI:	InChI=1S/C31H32F3N3O5S/c1-19(16-31(32,33)34)17-35-29(38)22-11-12-26-25(14-22)24(18-37(26)3)13-21-9-10-23(15-27(21)42-4)30(39)36-43(40,41)28-8-6-5-7-20(28)2/h5-12,14-15,18-19H,13,16-17H2,1-4H3,(H,35,38)(H,36,39)/t19-/m1/s1
Standard InCHIKey:	ULMFXAMQUGLVGA-LJQANCHMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7555

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	462
0.1-0.2	2155
0.2-0.3	10233
0.3-0.4	4859
0.4-0.5	9936
0.5-0.6	2149
0.6-0.7	955
0.7-0.8	141
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	0.785	NPC475774
Intermediate Similarity	0.7763	NPC208284
Intermediate Similarity	0.7566	NPC132642
Intermediate Similarity	0.7557	NPC11464
Intermediate Similarity	0.7556	NPC23614
Intermediate Similarity	0.7556	NPC100079
Intermediate Similarity	0.7545	NPC470931
Intermediate Similarity	0.7534	NPC271215
Intermediate Similarity	0.7534	NPC149471
Intermediate Similarity	0.7512	NPC307963
Intermediate Similarity	0.75	NPC118121
Intermediate Similarity	0.7489	NPC112206
Intermediate Similarity	0.7489	NPC202605
Intermediate Similarity	0.7478	NPC204446
Intermediate Similarity	0.7458	NPC11408
Intermediate Similarity	0.7455	NPC266931
Intermediate Similarity	0.7446	NPC473185
Intermediate Similarity	0.7445	NPC46451
Intermediate Similarity	0.7442	NPC251090
Intermediate Similarity	0.7422	NPC235076
Intermediate Similarity	0.7418	NPC92111
Intermediate Similarity	0.7411	NPC251160
Intermediate Similarity	0.7411	NPC94157
Intermediate Similarity	0.7409	NPC16452
Intermediate Similarity	0.7409	NPC36229
Intermediate Similarity	0.7409	NPC476581
Intermediate Similarity	0.7407	NPC70956
Intermediate Similarity	0.7407	NPC243834
Intermediate Similarity	0.7399	NPC188420
Intermediate Similarity	0.7395	NPC217554
Intermediate Similarity	0.7389	NPC170114
Intermediate Similarity	0.7378	NPC478074
Intermediate Similarity	0.7375	NPC284141
Intermediate Similarity	0.7371	NPC76748
Intermediate Similarity	0.7348	NPC122463
Intermediate Similarity	0.7345	NPC470549
Intermediate Similarity	0.7339	NPC476578
Intermediate Similarity	0.7339	NPC476582
Intermediate Similarity	0.7339	NPC4071
Intermediate Similarity	0.7336	NPC477533
Intermediate Similarity	0.7336	NPC174049
Intermediate Similarity	0.7333	NPC296482
Intermediate Similarity	0.7333	NPC202768
Intermediate Similarity	0.7333	NPC53069
Intermediate Similarity	0.733	NPC285558
Intermediate Similarity	0.733	NPC47059
Intermediate Similarity	0.733	NPC165349
Intermediate Similarity	0.733	NPC274291
Intermediate Similarity	0.733	NPC329708
Intermediate Similarity	0.733	NPC264166
Intermediate Similarity	0.733	NPC118832
Intermediate Similarity	0.7324	NPC296527
Intermediate Similarity	0.7309	NPC82548
Intermediate Similarity	0.7306	NPC11017
Intermediate Similarity	0.7302	NPC195268
Intermediate Similarity	0.7302	NPC133140
Intermediate Similarity	0.7302	NPC114335
Intermediate Similarity	0.7302	NPC141915
Intermediate Similarity	0.7302	NPC280964
Intermediate Similarity	0.7297	NPC472111
Intermediate Similarity	0.7273	NPC31930
Intermediate Similarity	0.7265	NPC193777
Intermediate Similarity	0.7265	NPC313189
Intermediate Similarity	0.726	NPC128823
Intermediate Similarity	0.7244	NPC290689
Intermediate Similarity	0.724	NPC475112
Intermediate Similarity	0.724	NPC291535
Intermediate Similarity	0.724	NPC475085
Intermediate Similarity	0.7229	NPC477532
Intermediate Similarity	0.7229	NPC310118
Intermediate Similarity	0.7227	NPC176538
Intermediate Similarity	0.7227	NPC234197
Intermediate Similarity	0.7227	NPC477019
Intermediate Similarity	0.7227	NPC295228
Intermediate Similarity	0.7222	NPC99666
Intermediate Similarity	0.722	NPC476106
Intermediate Similarity	0.7217	NPC213530
Intermediate Similarity	0.7217	NPC473179
Intermediate Similarity	0.7217	NPC193267
Intermediate Similarity	0.72	NPC174672
Intermediate Similarity	0.7197	NPC473183
Intermediate Similarity	0.7185	NPC473184
Intermediate Similarity	0.7181	NPC96405
Intermediate Similarity	0.7181	NPC473180
Intermediate Similarity	0.7181	NPC171409
Intermediate Similarity	0.7179	NPC202503
Intermediate Similarity	0.7175	NPC475070
Intermediate Similarity	0.7169	NPC224928
Intermediate Similarity	0.7168	NPC470020
Intermediate Similarity	0.7156	NPC131017
Intermediate Similarity	0.715	NPC171171
Intermediate Similarity	0.7149	NPC329793
Intermediate Similarity	0.7149	NPC110151
Intermediate Similarity	0.7143	NPC96584
Intermediate Similarity	0.7143	NPC255800
Intermediate Similarity	0.7136	NPC72211
Intermediate Similarity	0.7131	NPC477531
Intermediate Similarity	0.7131	NPC475253
Intermediate Similarity	0.713	NPC162484
Intermediate Similarity	0.713	NPC223427
Intermediate Similarity	0.7124	NPC174758
Intermediate Similarity	0.7124	NPC469589
Intermediate Similarity	0.7123	NPC13880
Intermediate Similarity	0.7119	NPC252251
Intermediate Similarity	0.7117	NPC267423
Intermediate Similarity	0.7111	NPC135549
Intermediate Similarity	0.7106	NPC214980
Intermediate Similarity	0.7105	NPC316981
Intermediate Similarity	0.7105	NPC48353
Intermediate Similarity	0.7104	NPC287437
Intermediate Similarity	0.7103	NPC314002
Intermediate Similarity	0.7093	NPC167860
Intermediate Similarity	0.7093	NPC123976
Intermediate Similarity	0.709	NPC208522
Intermediate Similarity	0.7089	NPC209174
Intermediate Similarity	0.708	NPC475910
Intermediate Similarity	0.7072	NPC329747
Intermediate Similarity	0.7059	NPC201508
Intermediate Similarity	0.7056	NPC204717
Intermediate Similarity	0.7054	NPC245816
Intermediate Similarity	0.7054	NPC476138
Intermediate Similarity	0.7051	NPC469497
Intermediate Similarity	0.7051	NPC106833
Intermediate Similarity	0.7045	NPC70259
Intermediate Similarity	0.704	NPC232727
Intermediate Similarity	0.7034	NPC227908
Intermediate Similarity	0.7034	NPC470018
Intermediate Similarity	0.7022	NPC164374
Intermediate Similarity	0.7022	NPC137929
Intermediate Similarity	0.7018	NPC5145
Intermediate Similarity	0.7018	NPC471304
Intermediate Similarity	0.7014	NPC77555
Intermediate Similarity	0.7009	NPC176127
Intermediate Similarity	0.7009	NPC211813
Intermediate Similarity	0.7009	NPC220765
Intermediate Similarity	0.7005	NPC242928
Intermediate Similarity	0.7005	NPC246700
Intermediate Similarity	0.7005	NPC128751
Intermediate Similarity	0.7004	NPC74575
Intermediate Similarity	0.7	NPC43787
Intermediate Similarity	0.7	NPC205934
Remote Similarity	0.6996	NPC121772
Remote Similarity	0.6991	NPC475841
Remote Similarity	0.6991	NPC470164
Remote Similarity	0.6991	NPC474145
Remote Similarity	0.6991	NPC323345
Remote Similarity	0.6979	NPC280272
Remote Similarity	0.6974	NPC209769
Remote Similarity	0.6971	NPC24802
Remote Similarity	0.6968	NPC194967
Remote Similarity	0.6962	NPC132631
Remote Similarity	0.6962	NPC103687
Remote Similarity	0.6958	NPC49547
Remote Similarity	0.6955	NPC473178
Remote Similarity	0.6953	NPC473822
Remote Similarity	0.6949	NPC322482
Remote Similarity	0.6948	NPC88363
Remote Similarity	0.6944	NPC94943
Remote Similarity	0.6943	NPC199667
Remote Similarity	0.694	NPC274982
Remote Similarity	0.694	NPC470799
Remote Similarity	0.694	NPC8022
Remote Similarity	0.6937	NPC267928
Remote Similarity	0.6937	NPC156704
Remote Similarity	0.693	NPC477111
Remote Similarity	0.693	NPC476465
Remote Similarity	0.6929	NPC470889
Remote Similarity	0.691	NPC476041
Remote Similarity	0.691	NPC304926
Remote Similarity	0.6907	NPC210434
Remote Similarity	0.6904	NPC476997
Remote Similarity	0.6903	NPC200836
Remote Similarity	0.69	NPC201697
Remote Similarity	0.69	NPC473181
Remote Similarity	0.6898	NPC190007
Remote Similarity	0.6898	NPC210296
Remote Similarity	0.6889	NPC476044
Remote Similarity	0.6887	NPC312872
Remote Similarity	0.6883	NPC472098
Remote Similarity	0.6883	NPC26679
Remote Similarity	0.6881	NPC46580
Remote Similarity	0.6878	NPC106937
Remote Similarity	0.6875	NPC476998
Remote Similarity	0.6875	NPC24019
Remote Similarity	0.6875	NPC476996
Remote Similarity	0.6872	NPC470930
Remote Similarity	0.6872	NPC470017
Remote Similarity	0.6867	NPC477110
Remote Similarity	0.6861	NPC153042
Remote Similarity	0.686	NPC22481
Remote Similarity	0.686	NPC473182
Remote Similarity	0.6858	NPC295898
Remote Similarity	0.6856	NPC287208
Remote Similarity	0.6854	NPC56618
Remote Similarity	0.6852	NPC212535
Remote Similarity	0.6845	NPC26850
Remote Similarity	0.6844	NPC470022
Remote Similarity	0.6844	NPC315957
Remote Similarity	0.6842	NPC471178
Remote Similarity	0.6842	NPC304183

Drug Structure

NPD7555 OpenBabel08211712022D 45 48 0 0 1 0 0 0 0 0999 V2000 7.1762 2.8595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2215 8.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6019 5.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2929 6.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9546 4.6422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5363 4.5537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8891 4.0185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 6.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8672 3.8106 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9328 4.4343 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 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 5.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2418 3.4832 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 8.5145 4.3458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4655 4.6548 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.7224 5.3239 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.8235 3.3947 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.2199 3.2753 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 7.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5726 2.7401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5945 2.9480 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 20 1 0 0 0 0 3 37 1 0 0 0 0 4 42 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 20 2 0 0 0 0 8 28 2 0 0 0 0 9 10 2 0 0 0 0 9 21 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 26 1 0 0 0 0 13 21 1 0 0 0 0 13 24 1 0 0 0 0 14 22 2 0 0 0 0 14 25 1 0 0 0 0 15 23 2 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 31 1 0 0 0 0 17 19 1 0 0 0 0 17 35 1 0 0 0 0 18 24 2 0 0 0 0 18 37 1 0 0 0 0 19 1 1 1 0 0 0 20 28 1 0 0 0 0 21 27 2 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 26 37 1 0 0 0 0 27 42 1 0 0 0 0 28 43 1 0 0 0 0 29 35 2 3 0 0 0 29 38 1 0 0 0 0 30 36 2 3 0 0 0 30 39 1 0 0 0 0 31 32 1 0 0 0 0 31 33 1 0 0 0 0 31 34 1 0 0 0 0 36 43 1 0 0 0 0 38 44 1 0 0 0 0 39 45 1 0 0 0 0 40 43 2 0 0 0 0 41 43 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003390
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	615.20
ALogP	0.6582
MLogP	3.55
XLogP	7.619
HDA	7
HBD	2
Rotatable Bonds	20
TPSA	121.86
RO5 Violation	2