NPASS drugs

Drug Information

Drug ID:	NPD691
Drug Name:	GW-275175
Molecular Formula:	C12H11BrCl2N2O4
Canonical SMILES:	OC[C@H]1OC([C@@H]([C@@H]1O)O)n1c(Br)nc2c1cc(Cl)c(c2)Cl
Standard InCHI:	InChI=1S/C12H11BrCl2N2O4/c13-12-16-6-1-4(14)5(15)2-7(6)17(12)11-10(20)9(19)8(3-18)21-11/h1-2,8-11,18-20H,3H2/t8-,9-,10-,11?/m1/s1
Standard InCHIKey:	NMAMPJIAXSGTLN-QHPFDFDXSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD691

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	412
0.1-0.2	9097
0.2-0.3	15653
0.3-0.4	2812
0.4-0.5	2233
0.5-0.6	654
0.6-0.7	29
0.7-0.8	0
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
Remote Similarity	0.6634	NPC471609
Remote Similarity	0.6593	NPC107160
Remote Similarity	0.6579	NPC21461
Remote Similarity	0.6565	NPC158055
Remote Similarity	0.6502	NPC250178
Remote Similarity	0.6471	NPC42483
Remote Similarity	0.6387	NPC207633
Remote Similarity	0.6341	NPC47596
Remote Similarity	0.625	NPC168702
Remote Similarity	0.625	NPC125659
Remote Similarity	0.6239	NPC103388
Remote Similarity	0.6223	NPC160666
Remote Similarity	0.6211	NPC269827
Remote Similarity	0.6172	NPC62510
Remote Similarity	0.615	NPC216159
Remote Similarity	0.6134	NPC472816
Remote Similarity	0.6105	NPC107374
Remote Similarity	0.6105	NPC21448
Remote Similarity	0.6105	NPC156461
Remote Similarity	0.6073	NPC164665
Remote Similarity	0.6073	NPC189068
Remote Similarity	0.6048	NPC156059
Remote Similarity	0.6042	NPC309832
Remote Similarity	0.6042	NPC219313
Remote Similarity	0.603	NPC138018
Remote Similarity	0.6026	NPC197141
Remote Similarity	0.601	NPC239737
Remote Similarity	0.6	NPC314152
Remote Similarity	0.6	NPC229974
Remote Similarity	0.596	NPC224076
Remote Similarity	0.5949	NPC150853
Remote Similarity	0.5936	NPC320818
Remote Similarity	0.5933	NPC133261
Remote Similarity	0.5918	NPC211025
Remote Similarity	0.5918	NPC85689
Remote Similarity	0.5918	NPC185991
Remote Similarity	0.5913	NPC24594
Remote Similarity	0.5913	NPC472122
Remote Similarity	0.5896	NPC472843
Remote Similarity	0.5895	NPC209525
Remote Similarity	0.5895	NPC161659
Remote Similarity	0.5888	NPC321814
Remote Similarity	0.5864	NPC149708
Remote Similarity	0.5859	NPC164952
Remote Similarity	0.5859	NPC302778
Remote Similarity	0.5859	NPC130586
Remote Similarity	0.5859	NPC212551
Remote Similarity	0.5856	NPC54537
Remote Similarity	0.5844	NPC471614
Remote Similarity	0.5838	NPC114209
Remote Similarity	0.5837	NPC474767
Remote Similarity	0.5837	NPC315715
Remote Similarity	0.5829	NPC472105
Remote Similarity	0.5829	NPC187827
Remote Similarity	0.5829	NPC174802
Remote Similarity	0.5825	NPC319456
Remote Similarity	0.5817	NPC314557
Remote Similarity	0.5812	NPC317821
Remote Similarity	0.5805	NPC33382
Remote Similarity	0.5797	NPC222174
Remote Similarity	0.5794	NPC476341
Remote Similarity	0.5789	NPC317054
Remote Similarity	0.5775	NPC472110
Remote Similarity	0.5775	NPC472109
Remote Similarity	0.5771	NPC311197
Remote Similarity	0.5771	NPC313754
Remote Similarity	0.5771	NPC226245
Remote Similarity	0.5771	NPC316618
Remote Similarity	0.5771	NPC54320
Remote Similarity	0.5765	NPC121222
Remote Similarity	0.5764	NPC300238
Remote Similarity	0.5751	NPC315642
Remote Similarity	0.5751	NPC74306
Remote Similarity	0.575	NPC469975
Remote Similarity	0.5748	NPC55038
Remote Similarity	0.5745	NPC319221
Remote Similarity	0.5741	NPC313514
Remote Similarity	0.5726	NPC89987
Remote Similarity	0.5721	NPC52238
Remote Similarity	0.5721	NPC188387
Remote Similarity	0.5721	NPC163421
Remote Similarity	0.5714	NPC472289
Remote Similarity	0.5708	NPC238945
Remote Similarity	0.5708	NPC69843
Remote Similarity	0.5707	NPC71079
Remote Similarity	0.5702	NPC71238
Remote Similarity	0.5696	NPC320968
Remote Similarity	0.5693	NPC120070
Remote Similarity	0.5691	NPC324009
Remote Similarity	0.5686	NPC477591
Remote Similarity	0.5684	NPC61198
Remote Similarity	0.5681	NPC1203
Remote Similarity	0.568	NPC474217
Remote Similarity	0.5679	NPC223223
Remote Similarity	0.5678	NPC161224
Remote Similarity	0.566	NPC326575
Remote Similarity	0.5656	NPC46811
Remote Similarity	0.5654	NPC314394
Remote Similarity	0.5652	NPC85918
Remote Similarity	0.565	NPC472207
Remote Similarity	0.5647	NPC282247
Remote Similarity	0.5634	NPC149402
Remote Similarity	0.5632	NPC262926
Remote Similarity	0.5631	NPC323091
Remote Similarity	0.5628	NPC139291
Remote Similarity	0.5628	NPC472108
Remote Similarity	0.5628	NPC54981
Remote Similarity	0.5625	NPC127730
Remote Similarity	0.5625	NPC278366
Remote Similarity	0.5614	NPC471736
Remote Similarity	0.5607	NPC98371
Remote Similarity	0.5607	NPC313884
Remote Similarity	0.5602	NPC469814

Drug Structure

NPD691 OpenBabel08201723412D 24 26 0 0 1 0 0 0 0 0999 V2000 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -2.1691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -3.1691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 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 -2.7395 -2.7111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5009 0.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 1.4557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 -3.4543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6054 1.3625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7032 1.8625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 6 1 0 0 0 0 2 5 2 0 0 0 0 2 7 1 0 0 0 0 3 18 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 3 1 6 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 1 0 0 0 10 11 1 0 0 0 0 10 20 1 1 0 0 0 11 17 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011503
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.93
ALogP	0.4628
MLogP	1.79
XLogP	1.594
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	87.74
RO5 Violation	0