NPASS drugs

Drug Information

Drug ID:	NPD6719
Drug Name:	Pranlukast
Molecular Formula:	C27H23N5O4
Canonical SMILES:	O=C(c1ccc(cc1)OCCCCc1ccccc1)Nc1cccc2c1oc(cc2=O)c1nn[nH]n1
Standard InCHI:	InChI=1S/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32)
Standard InCHIKey:	NBQKINXMPLXUET-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6719

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	370
0.1-0.2	2286
0.2-0.3	8631
0.3-0.4	3782
0.4-0.5	8792
0.5-0.6	6689
0.6-0.7	339
0.7-0.8	1
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	0.7264	NPC73280
Remote Similarity	0.6881	NPC241263
Remote Similarity	0.684	NPC251071
Remote Similarity	0.6816	NPC222561
Remote Similarity	0.6814	NPC471652
Remote Similarity	0.6797	NPC198503
Remote Similarity	0.678	NPC474688
Remote Similarity	0.6696	NPC218303
Remote Similarity	0.6682	NPC41216
Remote Similarity	0.6682	NPC112937
Remote Similarity	0.6681	NPC225279
Remote Similarity	0.6681	NPC176113
Remote Similarity	0.6667	NPC315631
Remote Similarity	0.6638	NPC30749
Remote Similarity	0.6637	NPC288759
Remote Similarity	0.6626	NPC475844
Remote Similarity	0.6624	NPC144452
Remote Similarity	0.6622	NPC477161
Remote Similarity	0.6609	NPC298449
Remote Similarity	0.6606	NPC100863
Remote Similarity	0.6606	NPC234933
Remote Similarity	0.6604	NPC283810
Remote Similarity	0.6592	NPC214368
Remote Similarity	0.6583	NPC329631
Remote Similarity	0.6578	NPC473422
Remote Similarity	0.6578	NPC301292
Remote Similarity	0.6578	NPC313112
Remote Similarity	0.6575	NPC230683
Remote Similarity	0.6573	NPC472163
Remote Similarity	0.6564	NPC90185
Remote Similarity	0.656	NPC1820
Remote Similarity	0.6555	NPC274640
Remote Similarity	0.6546	NPC67401
Remote Similarity	0.6545	NPC230313
Remote Similarity	0.6529	NPC154922
Remote Similarity	0.6522	NPC308137
Remote Similarity	0.6522	NPC310211
Remote Similarity	0.6522	NPC305542
Remote Similarity	0.6522	NPC299582
Remote Similarity	0.6522	NPC38237
Remote Similarity	0.652	NPC198160
Remote Similarity	0.652	NPC308943
Remote Similarity	0.6518	NPC72715
Remote Similarity	0.6514	NPC45389
Remote Similarity	0.6513	NPC257851
Remote Similarity	0.6511	NPC280799
Remote Similarity	0.6507	NPC474366
Remote Similarity	0.6507	NPC25961
Remote Similarity	0.6505	NPC257763
Remote Similarity	0.6502	NPC6786
Remote Similarity	0.6496	NPC208084
Remote Similarity	0.6491	NPC207873
Remote Similarity	0.6491	NPC100573
Remote Similarity	0.649	NPC314861
Remote Similarity	0.6488	NPC39370
Remote Similarity	0.6485	NPC66777
Remote Similarity	0.6485	NPC471762
Remote Similarity	0.6481	NPC169402
Remote Similarity	0.6478	NPC187501
Remote Similarity	0.6473	NPC49547
Remote Similarity	0.6473	NPC473186
Remote Similarity	0.6471	NPC243626
Remote Similarity	0.6468	NPC150239
Remote Similarity	0.6466	NPC55470
Remote Similarity	0.6465	NPC314659
Remote Similarity	0.6461	NPC473187
Remote Similarity	0.6453	NPC131885
Remote Similarity	0.645	NPC116178
Remote Similarity	0.6449	NPC70092
Remote Similarity	0.6447	NPC478075
Remote Similarity	0.6443	NPC472589
Remote Similarity	0.6441	NPC108847
Remote Similarity	0.6429	NPC5374
Remote Similarity	0.6429	NPC472588
Remote Similarity	0.6426	NPC288987
Remote Similarity	0.6425	NPC471825
Remote Similarity	0.6422	NPC39500
Remote Similarity	0.6422	NPC321166
Remote Similarity	0.6422	NPC217903
Remote Similarity	0.6419	NPC197335
Remote Similarity	0.6416	NPC15987
Remote Similarity	0.6414	NPC473188
Remote Similarity	0.6411	NPC208522
Remote Similarity	0.6408	NPC301163
Remote Similarity	0.6407	NPC146418
Remote Similarity	0.6402	NPC474815
Remote Similarity	0.6402	NPC470018
Remote Similarity	0.6398	NPC471648
Remote Similarity	0.6397	NPC113455
Remote Similarity	0.6395	NPC116238
Remote Similarity	0.6388	NPC207971
Remote Similarity	0.6387	NPC314633
Remote Similarity	0.6383	NPC195120
Remote Similarity	0.6383	NPC247803
Remote Similarity	0.6383	NPC87560
Remote Similarity	0.6383	NPC46561
Remote Similarity	0.6376	NPC150308
Remote Similarity	0.6376	NPC212123
Remote Similarity	0.6376	NPC257266
Remote Similarity	0.6376	NPC262725
Remote Similarity	0.6375	NPC157931
Remote Similarity	0.6375	NPC203373
Remote Similarity	0.6375	NPC74575
Remote Similarity	0.6364	NPC474701
Remote Similarity	0.6364	NPC474059
Remote Similarity	0.636	NPC122886
Remote Similarity	0.6359	NPC469829
Remote Similarity	0.6352	NPC268223
Remote Similarity	0.6348	NPC257728
Remote Similarity	0.6335	NPC270515
Remote Similarity	0.633	NPC473007
Remote Similarity	0.633	NPC313886
Remote Similarity	0.633	NPC235194
Remote Similarity	0.6329	NPC174760
Remote Similarity	0.6329	NPC469439
Remote Similarity	0.6326	NPC474041
Remote Similarity	0.6323	NPC198401
Remote Similarity	0.632	NPC477160
Remote Similarity	0.632	NPC153365
Remote Similarity	0.632	NPC120239
Remote Similarity	0.6314	NPC77777
Remote Similarity	0.6314	NPC184408
Remote Similarity	0.6307	NPC140296
Remote Similarity	0.6307	NPC13249
Remote Similarity	0.6306	NPC473004
Remote Similarity	0.6304	NPC185197
Remote Similarity	0.6304	NPC249583
Remote Similarity	0.6301	NPC87391
Remote Similarity	0.6298	NPC93653
Remote Similarity	0.6298	NPC231862
Remote Similarity	0.6296	NPC5167
Remote Similarity	0.6296	NPC85613
Remote Similarity	0.6293	NPC132385
Remote Similarity	0.6293	NPC269367
Remote Similarity	0.6293	NPC199667
Remote Similarity	0.6292	NPC179287
Remote Similarity	0.629	NPC473008
Remote Similarity	0.6288	NPC470930
Remote Similarity	0.6288	NPC268077
Remote Similarity	0.6287	NPC298436
Remote Similarity	0.6286	NPC208898
Remote Similarity	0.6286	NPC160113
Remote Similarity	0.6286	NPC34770
Remote Similarity	0.6286	NPC476220
Remote Similarity	0.6281	NPC194740
Remote Similarity	0.6268	NPC57105
Remote Similarity	0.6267	NPC28368
Remote Similarity	0.6265	NPC166712
Remote Similarity	0.6261	NPC323969
Remote Similarity	0.6261	NPC157983
Remote Similarity	0.6261	NPC118154
Remote Similarity	0.6256	NPC49184
Remote Similarity	0.6255	NPC209981
Remote Similarity	0.625	NPC205372
Remote Similarity	0.625	NPC473181
Remote Similarity	0.625	NPC51388
Remote Similarity	0.6245	NPC134702
Remote Similarity	0.624	NPC142385
Remote Similarity	0.6239	NPC470482
Remote Similarity	0.6239	NPC71124
Remote Similarity	0.6239	NPC470481
Remote Similarity	0.6239	NPC473180
Remote Similarity	0.6234	NPC329830
Remote Similarity	0.6234	NPC4687
Remote Similarity	0.6233	NPC8467
Remote Similarity	0.6233	NPC114039
Remote Similarity	0.6233	NPC206109
Remote Similarity	0.6227	NPC116007
Remote Similarity	0.6222	NPC470023
Remote Similarity	0.6216	NPC283207
Remote Similarity	0.6213	NPC324361
Remote Similarity	0.6205	NPC254957
Remote Similarity	0.6203	NPC313327
Remote Similarity	0.6201	NPC473005
Remote Similarity	0.6197	NPC471532
Remote Similarity	0.6195	NPC470021
Remote Similarity	0.6195	NPC478049
Remote Similarity	0.6193	NPC270301
Remote Similarity	0.619	NPC45190
Remote Similarity	0.619	NPC199737
Remote Similarity	0.619	NPC58209
Remote Similarity	0.6188	NPC475411
Remote Similarity	0.6186	NPC148391
Remote Similarity	0.6186	NPC16066
Remote Similarity	0.6185	NPC304837
Remote Similarity	0.6185	NPC476258
Remote Similarity	0.6183	NPC470042
Remote Similarity	0.6178	NPC89549
Remote Similarity	0.6176	NPC182853
Remote Similarity	0.6174	NPC473460
Remote Similarity	0.6169	NPC477589
Remote Similarity	0.6169	NPC477587
Remote Similarity	0.6167	NPC118189
Remote Similarity	0.6167	NPC72211
Remote Similarity	0.6164	NPC469831
Remote Similarity	0.6163	NPC475253
Remote Similarity	0.6157	NPC137353
Remote Similarity	0.6157	NPC172355
Remote Similarity	0.6157	NPC97746
Remote Similarity	0.6157	NPC475607

Drug Structure

NPD6719 OpenBabel08211710072D 38 42 0 0 0 0 0 0 0 0999 V2000 10.6090 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6090 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 7.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 7.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 4.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 N 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 4.5468 1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 6.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 7.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 4.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 16 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 18 1 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 14 1 0 0 0 0 12 19 2 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 35 1 0 0 0 0 17 23 1 0 0 0 0 17 24 2 0 0 0 0 19 27 1 0 0 0 0 20 35 1 0 0 0 0 21 23 1 0 0 0 0 21 25 2 0 0 0 0 22 25 1 0 0 0 0 22 28 1 0 0 0 0 23 33 2 0 0 0 0 24 26 1 0 0 0 0 24 36 1 0 0 0 0 25 36 1 0 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 27 28 1 0 0 0 0 27 34 2 0 0 0 0 28 37 1 0 0 0 0 29 31 1 0 0 0 0 30 32 2 0 0 0 0 31 32 1 0 0 0 0 31 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000977
DrugBank	DB01411
ChEMBL	CHEMBL21333
IUPHAR/BPS	3634
PharmaGKB	PA134698661
KEGG Drug
PubChem CID	4887
ChEBI	94810
CAS Number	103177-37-3

Drug Properties

Molecular Weight	481.18
ALogP	-2.2149
MLogP	3.44
XLogP	7.655
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	119.09
RO5 Violation	1