NPASS drugs

Drug Information

Drug ID:	NPD5634
Drug Name:	Cinalukast
Molecular Formula:	C23H28N2O3S
Canonical SMILES:	CCC(C(=O)O)(CC(=Nc1cccc(c1)/C=C/c1scc(n1)C1CCC1)O)CC
Standard InCHI:	InChI=1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+
Standard InCHIKey:	BZMKNPGKXJAIDV-VAWYXSNFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5634

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	159
0.1-0.2	1626
0.2-0.3	10416
0.3-0.4	14230
0.4-0.5	2887
0.5-0.6	1455
0.6-0.7	115
0.7-0.8	2
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	0.7049	NPC122427
Intermediate Similarity	0.7049	NPC329961
Remote Similarity	0.6973	NPC165538
Remote Similarity	0.6923	NPC49051
Remote Similarity	0.6889	NPC249662
Remote Similarity	0.6875	NPC476103
Remote Similarity	0.6831	NPC96016
Remote Similarity	0.6818	NPC24990
Remote Similarity	0.6795	NPC273714
Remote Similarity	0.6778	NPC161242
Remote Similarity	0.6752	NPC151779
Remote Similarity	0.6725	NPC161108
Remote Similarity	0.6703	NPC229160
Remote Similarity	0.6703	NPC263485
Remote Similarity	0.6703	NPC25316
Remote Similarity	0.6687	NPC88121
Remote Similarity	0.6685	NPC476080
Remote Similarity	0.6685	NPC475534
Remote Similarity	0.6667	NPC238242
Remote Similarity	0.6648	NPC475330
Remote Similarity	0.6631	NPC188104
Remote Similarity	0.6612	NPC174652
Remote Similarity	0.6564	NPC474070
Remote Similarity	0.6561	NPC475568
Remote Similarity	0.6541	NPC475604
Remote Similarity	0.648	NPC475920
Remote Similarity	0.6477	NPC272483
Remote Similarity	0.6452	NPC161143
Remote Similarity	0.645	NPC14877
Remote Similarity	0.645	NPC475350
Remote Similarity	0.645	NPC145178
Remote Similarity	0.642	NPC474538
Remote Similarity	0.6412	NPC319751
Remote Similarity	0.6379	NPC474090
Remote Similarity	0.6379	NPC252616
Remote Similarity	0.6379	NPC32583
Remote Similarity	0.6379	NPC45576
Remote Similarity	0.6379	NPC109498
Remote Similarity	0.6379	NPC163147
Remote Similarity	0.6379	NPC61667
Remote Similarity	0.6375	NPC69277
Remote Similarity	0.6358	NPC287895
Remote Similarity	0.6355	NPC251036
Remote Similarity	0.6343	NPC268063
Remote Similarity	0.6343	NPC224609
Remote Similarity	0.6322	NPC474094
Remote Similarity	0.6322	NPC474067
Remote Similarity	0.6322	NPC475737
Remote Similarity	0.6322	NPC148592
Remote Similarity	0.6322	NPC185665
Remote Similarity	0.6316	NPC474069
Remote Similarity	0.6307	NPC202591
Remote Similarity	0.6307	NPC212214
Remote Similarity	0.6304	NPC469938
Remote Similarity	0.6301	NPC119481
Remote Similarity	0.629	NPC213468
Remote Similarity	0.6286	NPC154873
Remote Similarity	0.6271	NPC21126
Remote Similarity	0.6264	NPC474102
Remote Similarity	0.6264	NPC474079
Remote Similarity	0.6264	NPC475683
Remote Similarity	0.6264	NPC157194
Remote Similarity	0.6264	NPC21449
Remote Similarity	0.6264	NPC474080
Remote Similarity	0.6257	NPC190329
Remote Similarity	0.6243	NPC473398
Remote Similarity	0.6237	NPC248454
Remote Similarity	0.6236	NPC127775
Remote Similarity	0.6236	NPC52587
Remote Similarity	0.6235	NPC476140
Remote Similarity	0.6221	NPC242556
Remote Similarity	0.6207	NPC474068
Remote Similarity	0.6207	NPC474064
Remote Similarity	0.6207	NPC474103
Remote Similarity	0.6207	NPC82436
Remote Similarity	0.6205	NPC239660
Remote Similarity	0.6205	NPC106235
Remote Similarity	0.6201	NPC231110
Remote Similarity	0.6193	NPC216713
Remote Similarity	0.6193	NPC206724
Remote Similarity	0.6193	NPC474515
Remote Similarity	0.618	NPC285469
Remote Similarity	0.6171	NPC37548
Remote Similarity	0.617	NPC164228
Remote Similarity	0.6167	NPC312887
Remote Similarity	0.6158	NPC200743
Remote Similarity	0.6108	NPC126492
Remote Similarity	0.6108	NPC6982
Remote Similarity	0.6105	NPC163055
Remote Similarity	0.6098	NPC278451
Remote Similarity	0.6089	NPC184476
Remote Similarity	0.6082	NPC468984
Remote Similarity	0.608	NPC124005
Remote Similarity	0.608	NPC187951
Remote Similarity	0.6077	NPC79386
Remote Similarity	0.6064	NPC64436
Remote Similarity	0.6062	NPC472323
Remote Similarity	0.6056	NPC315252
Remote Similarity	0.6056	NPC299594
Remote Similarity	0.6056	NPC129721
Remote Similarity	0.6054	NPC280548
Remote Similarity	0.6044	NPC16667
Remote Similarity	0.6041	NPC181502
Remote Similarity	0.6041	NPC85066
Remote Similarity	0.604	NPC75498
Remote Similarity	0.604	NPC143325
Remote Similarity	0.6034	NPC470507
Remote Similarity	0.6034	NPC38736
Remote Similarity	0.6034	NPC207726
Remote Similarity	0.6034	NPC471458
Remote Similarity	0.6032	NPC248462
Remote Similarity	0.6023	NPC471957
Remote Similarity	0.6011	NPC267885
Remote Similarity	0.6	NPC78020
Remote Similarity	0.6	NPC101980
Remote Similarity	0.6	NPC470146
Remote Similarity	0.6	NPC97078
Remote Similarity	0.5988	NPC104483
Remote Similarity	0.5978	NPC469760
Remote Similarity	0.5978	NPC73952
Remote Similarity	0.5978	NPC469765
Remote Similarity	0.5978	NPC259644
Remote Similarity	0.5978	NPC25008
Remote Similarity	0.5978	NPC469786
Remote Similarity	0.5978	NPC469763
Remote Similarity	0.5966	NPC129042
Remote Similarity	0.5961	NPC138562
Remote Similarity	0.596	NPC294693
Remote Similarity	0.5957	NPC203468
Remote Similarity	0.5957	NPC110500
Remote Similarity	0.5957	NPC149155
Remote Similarity	0.5954	NPC238499
Remote Similarity	0.5951	NPC317758
Remote Similarity	0.5949	NPC175474
Remote Similarity	0.5947	NPC219336
Remote Similarity	0.5947	NPC126709
Remote Similarity	0.5947	NPC248041
Remote Similarity	0.5946	NPC470509
Remote Similarity	0.5944	NPC80597
Remote Similarity	0.5944	NPC212376
Remote Similarity	0.5944	NPC70922
Remote Similarity	0.5944	NPC211572
Remote Similarity	0.5944	NPC75540
Remote Similarity	0.5938	NPC243058
Remote Similarity	0.5938	NPC159125
Remote Similarity	0.5936	NPC475196
Remote Similarity	0.5934	NPC67056
Remote Similarity	0.5934	NPC474791
Remote Similarity	0.5928	NPC235684
Remote Similarity	0.5924	NPC8104
Remote Similarity	0.5924	NPC472587
Remote Similarity	0.5924	NPC271734
Remote Similarity	0.5922	NPC470823
Remote Similarity	0.592	NPC277157
Remote Similarity	0.5918	NPC206967
Remote Similarity	0.5916	NPC15840
Remote Similarity	0.5909	NPC285731
Remote Similarity	0.5909	NPC314372
Remote Similarity	0.5907	NPC470003
Remote Similarity	0.5907	NPC203635
Remote Similarity	0.5907	NPC472119
Remote Similarity	0.5904	NPC477976
Remote Similarity	0.5902	NPC473320
Remote Similarity	0.5896	NPC149014
Remote Similarity	0.5895	NPC15573
Remote Similarity	0.5895	NPC14325
Remote Similarity	0.5895	NPC28848
Remote Similarity	0.5895	NPC183662
Remote Similarity	0.5895	NPC217372
Remote Similarity	0.589	NPC41174
Remote Similarity	0.5889	NPC200214
Remote Similarity	0.5885	NPC113626
Remote Similarity	0.5882	NPC474168
Remote Similarity	0.5879	NPC57994
Remote Similarity	0.5879	NPC289299
Remote Similarity	0.5879	NPC469762
Remote Similarity	0.5876	NPC280290
Remote Similarity	0.5875	NPC81561
Remote Similarity	0.5871	NPC52557
Remote Similarity	0.587	NPC194881
Remote Similarity	0.5864	NPC283219
Remote Similarity	0.586	NPC474561
Remote Similarity	0.586	NPC49954
Remote Similarity	0.586	NPC160105
Remote Similarity	0.5855	NPC143533
Remote Similarity	0.5851	NPC158129
Remote Similarity	0.5849	NPC173344
Remote Similarity	0.5846	NPC90415
Remote Similarity	0.5846	NPC99428
Remote Similarity	0.5843	NPC477134
Remote Similarity	0.5838	NPC329858
Remote Similarity	0.5838	NPC476118
Remote Similarity	0.5838	NPC314333
Remote Similarity	0.5838	NPC311276
Remote Similarity	0.5833	NPC91179
Remote Similarity	0.5833	NPC222592
Remote Similarity	0.5833	NPC168486
Remote Similarity	0.5833	NPC14101
Remote Similarity	0.5829	NPC154293
Remote Similarity	0.5829	NPC201700

Drug Structure

NPD5634 OpenBabel08211708292D 31 33 0 0 0 0 0 0 0 0999 V2000 -9.6833 5.1537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6796 2.9160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9062 4.5244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0503 3.6932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3705 1.3567 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 -5.3828 1.2003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7289 2.2903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7658 1.8210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1365 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1119 2.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0749 3.3803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5507 2.6948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7535 1.9774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0995 3.0674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4456 4.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1488 2.4417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2190 2.5490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0626 3.5367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4579 4.0010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6948 1.5507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8040 5.0910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1526 2.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4419 1.9197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 3.1488 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.7917 5.2474 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5983 0.9320 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 14 23 1 0 0 0 0 15 19 2 0 0 0 0 15 29 1 0 0 0 0 17 19 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 24 2 3 0 0 0 20 26 1 0 0 0 0 21 25 2 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000976
DrugBank	DB00587
ChEMBL	CHEMBL283754
IUPHAR/BPS
PharmaGKB	PA164743057
KEGG Drug
PubChem CID	6436135
ChEBI	126598
CAS Number	128312-51-6

Drug Properties

Molecular Weight	412.18
ALogP	0.9329
MLogP	3.33
XLogP	6.434
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	111.02
RO5 Violation	1