NPASS drugs

Drug Information

Drug ID:	NPD1729
Drug Name:	Tomelukast
Molecular Formula:	C15H20N4O3
Canonical SMILES:	CCCc1c(OCCCc2n[nH]nn2)ccc(c1O)C(=O)C
Standard InCHI:	InChI=1S/C15H20N4O3/c1-3-5-12-13(8-7-11(10(2)20)15(12)21)22-9-4-6-14-16-18-19-17-14/h7-8,21H,3-6,9H2,1-2H3,(H,16,17,18,19)
Standard InCHIKey:	JZRLSWGKMGJUJV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1729

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	215
0.1-0.2	1199
0.2-0.3	4298
0.3-0.4	8977
0.4-0.5	3746
0.5-0.6	6461
0.6-0.7	4531
0.7-0.8	1461
0.8-0.85	2
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	0.8155	NPC473194
Intermediate Similarity	0.8107	NPC473193
Intermediate Similarity	0.7914	NPC137009
Intermediate Similarity	0.7844	NPC51641
Intermediate Similarity	0.7844	NPC300267
Intermediate Similarity	0.7818	NPC171870
Intermediate Similarity	0.7811	NPC39929
Intermediate Similarity	0.7811	NPC296030
Intermediate Similarity	0.7805	NPC37206
Intermediate Similarity	0.7798	NPC130581
Intermediate Similarity	0.7798	NPC12148
Intermediate Similarity	0.7758	NPC28337
Intermediate Similarity	0.7751	NPC135325
Intermediate Similarity	0.7751	NPC168085
Intermediate Similarity	0.7744	NPC124269
Intermediate Similarity	0.7738	NPC210826
Intermediate Similarity	0.773	NPC156910
Intermediate Similarity	0.773	NPC240593
Intermediate Similarity	0.7725	NPC257097
Intermediate Similarity	0.7725	NPC164980
Intermediate Similarity	0.7725	NPC143896
Intermediate Similarity	0.7725	NPC149026
Intermediate Similarity	0.7725	NPC221432
Intermediate Similarity	0.7725	NPC310130
Intermediate Similarity	0.7725	NPC225884
Intermediate Similarity	0.7725	NPC91560
Intermediate Similarity	0.7725	NPC75049
Intermediate Similarity	0.7725	NPC150408
Intermediate Similarity	0.7725	NPC68104
Intermediate Similarity	0.7725	NPC175504
Intermediate Similarity	0.7725	NPC169591
Intermediate Similarity	0.7725	NPC39329
Intermediate Similarity	0.7716	NPC164136
Intermediate Similarity	0.7711	NPC3188
Intermediate Similarity	0.7711	NPC110969
Intermediate Similarity	0.7706	NPC37226
Intermediate Similarity	0.7706	NPC226644
Intermediate Similarity	0.7706	NPC317492
Intermediate Similarity	0.7697	NPC23257
Intermediate Similarity	0.7697	NPC473076
Intermediate Similarity	0.7683	NPC188879
Intermediate Similarity	0.7679	NPC236766
Intermediate Similarity	0.7679	NPC470857
Intermediate Similarity	0.7679	NPC473015
Intermediate Similarity	0.7679	NPC197252
Intermediate Similarity	0.7679	NPC209040
Intermediate Similarity	0.7679	NPC473013
Intermediate Similarity	0.7669	NPC60667
Intermediate Similarity	0.7669	NPC151113
Intermediate Similarity	0.7665	NPC32739
Intermediate Similarity	0.7665	NPC166934
Intermediate Similarity	0.7665	NPC306829
Intermediate Similarity	0.7665	NPC265040
Intermediate Similarity	0.7665	NPC167624
Intermediate Similarity	0.7665	NPC40833
Intermediate Similarity	0.7665	NPC177354
Intermediate Similarity	0.7665	NPC125855
Intermediate Similarity	0.7665	NPC11561
Intermediate Similarity	0.7665	NPC182852
Intermediate Similarity	0.7665	NPC107572
Intermediate Similarity	0.7665	NPC296917
Intermediate Similarity	0.7665	NPC161506
Intermediate Similarity	0.7665	NPC37496
Intermediate Similarity	0.7665	NPC78
Intermediate Similarity	0.7665	NPC10937
Intermediate Similarity	0.7665	NPC76338
Intermediate Similarity	0.7665	NPC228504
Intermediate Similarity	0.7665	NPC166482
Intermediate Similarity	0.7665	NPC226636
Intermediate Similarity	0.7665	NPC324436
Intermediate Similarity	0.7665	NPC76372
Intermediate Similarity	0.7665	NPC66515
Intermediate Similarity	0.7665	NPC324134
Intermediate Similarity	0.7665	NPC148757
Intermediate Similarity	0.7665	NPC328164
Intermediate Similarity	0.7665	NPC53192
Intermediate Similarity	0.7665	NPC227579
Intermediate Similarity	0.7665	NPC64915
Intermediate Similarity	0.7665	NPC220998
Intermediate Similarity	0.7665	NPC1089
Intermediate Similarity	0.7665	NPC223500
Intermediate Similarity	0.7665	NPC194432
Intermediate Similarity	0.7661	NPC472421
Intermediate Similarity	0.7654	NPC247743
Intermediate Similarity	0.7651	NPC305355
Intermediate Similarity	0.7651	NPC261227
Intermediate Similarity	0.7651	NPC69769
Intermediate Similarity	0.7651	NPC172986
Intermediate Similarity	0.7651	NPC159275
Intermediate Similarity	0.7651	NPC471587
Intermediate Similarity	0.7651	NPC241100
Intermediate Similarity	0.7651	NPC475680
Intermediate Similarity	0.7651	NPC270883
Intermediate Similarity	0.7647	NPC272194
Intermediate Similarity	0.763	NPC1477
Intermediate Similarity	0.763	NPC213608
Intermediate Similarity	0.763	NPC122365
Intermediate Similarity	0.7625	NPC84772
Intermediate Similarity	0.7622	NPC274109
Intermediate Similarity	0.7622	NPC168105
Intermediate Similarity	0.7622	NPC98115
Intermediate Similarity	0.7622	NPC66349
Intermediate Similarity	0.7622	NPC477242
Intermediate Similarity	0.7622	NPC25287
Intermediate Similarity	0.7622	NPC1486
Intermediate Similarity	0.7622	NPC12165
Intermediate Similarity	0.7622	NPC174999
Intermediate Similarity	0.7622	NPC477243
Intermediate Similarity	0.7622	NPC186838
Intermediate Similarity	0.7622	NPC150399
Intermediate Similarity	0.7622	NPC187826
Intermediate Similarity	0.7622	NPC249606
Intermediate Similarity	0.7622	NPC477244
Intermediate Similarity	0.7622	NPC41461
Intermediate Similarity	0.7619	NPC185276
Intermediate Similarity	0.7619	NPC85162
Intermediate Similarity	0.7619	NPC77794
Intermediate Similarity	0.7619	NPC223812
Intermediate Similarity	0.7619	NPC214166
Intermediate Similarity	0.7619	NPC166138
Intermediate Similarity	0.7619	NPC478086
Intermediate Similarity	0.7619	NPC125894
Intermediate Similarity	0.7619	NPC18585
Intermediate Similarity	0.7619	NPC81697
Intermediate Similarity	0.7619	NPC107177
Intermediate Similarity	0.7619	NPC316816
Intermediate Similarity	0.7619	NPC278249
Intermediate Similarity	0.7619	NPC302181
Intermediate Similarity	0.7619	NPC106985
Intermediate Similarity	0.7616	NPC474744
Intermediate Similarity	0.7616	NPC474772
Intermediate Similarity	0.7616	NPC170169
Intermediate Similarity	0.7616	NPC318424
Intermediate Similarity	0.7616	NPC472580
Intermediate Similarity	0.7616	NPC472423
Intermediate Similarity	0.7607	NPC125920
Intermediate Similarity	0.7607	NPC236974
Intermediate Similarity	0.7607	NPC144027
Intermediate Similarity	0.7605	NPC103362
Intermediate Similarity	0.7605	NPC156590
Intermediate Similarity	0.7605	NPC213322
Intermediate Similarity	0.7605	NPC4743
Intermediate Similarity	0.7605	NPC118840
Intermediate Similarity	0.7605	NPC282300
Intermediate Similarity	0.7605	NPC248372
Intermediate Similarity	0.7605	NPC205006
Intermediate Similarity	0.7605	NPC258630
Intermediate Similarity	0.7605	NPC279650
Intermediate Similarity	0.7605	NPC312391
Intermediate Similarity	0.7605	NPC64908
Intermediate Similarity	0.7605	NPC147688
Intermediate Similarity	0.7605	NPC324386
Intermediate Similarity	0.7605	NPC110038
Intermediate Similarity	0.7605	NPC96408
Intermediate Similarity	0.7605	NPC156190
Intermediate Similarity	0.7605	NPC166689
Intermediate Similarity	0.7605	NPC17170
Intermediate Similarity	0.7602	NPC37208
Intermediate Similarity	0.7602	NPC221868
Intermediate Similarity	0.7593	NPC203817
Intermediate Similarity	0.759	NPC301217
Intermediate Similarity	0.759	NPC217186
Intermediate Similarity	0.759	NPC96565
Intermediate Similarity	0.759	NPC470211
Intermediate Similarity	0.759	NPC216978
Intermediate Similarity	0.759	NPC55018
Intermediate Similarity	0.759	NPC220062
Intermediate Similarity	0.759	NPC139554
Intermediate Similarity	0.759	NPC303633
Intermediate Similarity	0.759	NPC78913
Intermediate Similarity	0.759	NPC18260
Intermediate Similarity	0.759	NPC53181
Intermediate Similarity	0.7588	NPC24673
Intermediate Similarity	0.7588	NPC104406
Intermediate Similarity	0.7588	NPC110303
Intermediate Similarity	0.7588	NPC237635
Intermediate Similarity	0.7588	NPC97716
Intermediate Similarity	0.7588	NPC79469
Intermediate Similarity	0.7588	NPC23728
Intermediate Similarity	0.7588	NPC201731
Intermediate Similarity	0.7586	NPC198490
Intermediate Similarity	0.7578	NPC324482
Intermediate Similarity	0.7576	NPC153979
Intermediate Similarity	0.7576	NPC472419
Intermediate Similarity	0.7576	NPC476480
Intermediate Similarity	0.7576	NPC84585
Intermediate Similarity	0.7576	NPC317119
Intermediate Similarity	0.7574	NPC271288
Intermediate Similarity	0.7574	NPC234629
Intermediate Similarity	0.7574	NPC311741
Intermediate Similarity	0.7574	NPC235217
Intermediate Similarity	0.7574	NPC319752
Intermediate Similarity	0.7574	NPC131568
Intermediate Similarity	0.7574	NPC230943
Intermediate Similarity	0.7574	NPC131579
Intermediate Similarity	0.7574	NPC473014
Intermediate Similarity	0.7572	NPC31627
Intermediate Similarity	0.7572	NPC327269
Intermediate Similarity	0.7572	NPC285623
Intermediate Similarity	0.7572	NPC476238

Drug Structure

NPD1729 OpenBabel08211701082D 24 25 0 0 0 0 0 0 0 0999 V2000 5.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 6.5622 0.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 1.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 1.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 1.0388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 22 1 0 0 0 0 10 11 1 0 0 0 0 10 20 2 0 0 0 0 11 15 2 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 22 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 17 19 2 0 0 0 0 18 19 1 0 0 0 0 18 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011941
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.15
ALogP	-2.0274
MLogP	2.34
XLogP	3.339
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	100.99
RO5 Violation	0