NPASS drugs

Drug Information

Drug ID:	NPD2805
Drug Name:	Gw842166X
Molecular Formula:	C18H17Cl2F3N4O2
Canonical SMILES:	Clc1ccc(c(c1)Cl)Nc1ncc(c(n1)C(F)(F)F)C(=NCC1CCOCC1)O
Standard InCHI:	InChI=1S/C18H17Cl2F3N4O2/c19-11-1-2-14(13(20)7-11)26-17-25-9-12(15(27-17)18(21,22)23)16(28)24-8-10-3-5-29-6-4-10/h1-2,7,9-10H,3-6,8H2,(H,24,28)(H,25,26,27)
Standard InCHIKey:	TWQYWUXBZHPIIV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2805

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	397
0.1-0.2	6171
0.2-0.3	13981
0.3-0.4	6737
0.4-0.5	2051
0.5-0.6	1487
0.6-0.7	66
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	0.6872	NPC164664
Remote Similarity	0.6814	NPC472289
Remote Similarity	0.6639	NPC56271
Remote Similarity	0.6615	NPC224632
Remote Similarity	0.6583	NPC476686
Remote Similarity	0.6583	NPC105758
Remote Similarity	0.6583	NPC476688
Remote Similarity	0.6528	NPC120070
Remote Similarity	0.652	NPC477891
Remote Similarity	0.6495	NPC476464
Remote Similarity	0.6482	NPC278874
Remote Similarity	0.6476	NPC130570
Remote Similarity	0.6468	NPC208060
Remote Similarity	0.6463	NPC107160
Remote Similarity	0.6442	NPC254762
Remote Similarity	0.6406	NPC282531
Remote Similarity	0.6398	NPC471312
Remote Similarity	0.6396	NPC471603
Remote Similarity	0.6359	NPC144114
Remote Similarity	0.633	NPC32002
Remote Similarity	0.633	NPC315348
Remote Similarity	0.6324	NPC150048
Remote Similarity	0.6324	NPC203754
Remote Similarity	0.6304	NPC256893
Remote Similarity	0.63	NPC250178
Remote Similarity	0.6287	NPC116961
Remote Similarity	0.625	NPC102423
Remote Similarity	0.6231	NPC131718
Remote Similarity	0.6202	NPC47596
Remote Similarity	0.6195	NPC317054
Remote Similarity	0.6188	NPC49217
Remote Similarity	0.6169	NPC162268
Remote Similarity	0.6167	NPC147983
Remote Similarity	0.6167	NPC177996
Remote Similarity	0.6146	NPC313791
Remote Similarity	0.6139	NPC471178
Remote Similarity	0.6131	NPC469762
Remote Similarity	0.6129	NPC471322
Remote Similarity	0.6119	NPC471177
Remote Similarity	0.6119	NPC59779
Remote Similarity	0.6119	NPC124542
Remote Similarity	0.6095	NPC48938
Remote Similarity	0.6093	NPC477166
Remote Similarity	0.6093	NPC304187
Remote Similarity	0.6089	NPC311276
Remote Similarity	0.6087	NPC306397
Remote Similarity	0.608	NPC469785
Remote Similarity	0.6079	NPC282247
Remote Similarity	0.6058	NPC471614
Remote Similarity	0.605	NPC212742
Remote Similarity	0.6041	NPC105818
Remote Similarity	0.6041	NPC24678
Remote Similarity	0.6031	NPC471323
Remote Similarity	0.6029	NPC176199
Remote Similarity	0.6029	NPC215795
Remote Similarity	0.6028	NPC230805
Remote Similarity	0.601	NPC78375
Remote Similarity	0.601	NPC97367
Remote Similarity	0.601	NPC469813
Remote Similarity	0.601	NPC476446
Remote Similarity	0.601	NPC470233
Remote Similarity	0.601	NPC469975
Remote Similarity	0.601	NPC476118
Remote Similarity	0.6	NPC159856
Remote Similarity	0.6	NPC212125
Remote Similarity	0.6	NPC165370
Remote Similarity	0.598	NPC25008
Remote Similarity	0.598	NPC469765
Remote Similarity	0.598	NPC469786
Remote Similarity	0.598	NPC469763
Remote Similarity	0.598	NPC73952
Remote Similarity	0.598	NPC469760
Remote Similarity	0.598	NPC259644
Remote Similarity	0.5972	NPC233936
Remote Similarity	0.597	NPC138018
Remote Similarity	0.5966	NPC21461
Remote Similarity	0.5962	NPC280290
Remote Similarity	0.5961	NPC470203
Remote Similarity	0.5955	NPC265576
Remote Similarity	0.5952	NPC149402
Remote Similarity	0.5951	NPC160105
Remote Similarity	0.5951	NPC474561
Remote Similarity	0.5951	NPC49954
Remote Similarity	0.595	NPC80597
Remote Similarity	0.595	NPC70922
Remote Similarity	0.595	NPC75540
Remote Similarity	0.595	NPC212376
Remote Similarity	0.595	NPC211572
Remote Similarity	0.5943	NPC295452
Remote Similarity	0.5943	NPC471609
Remote Similarity	0.5943	NPC171393
Remote Similarity	0.5942	NPC470498
Remote Similarity	0.5941	NPC92796
Remote Similarity	0.5941	NPC135141
Remote Similarity	0.5936	NPC242209
Remote Similarity	0.5931	NPC40779
Remote Similarity	0.5929	NPC477111
Remote Similarity	0.5928	NPC476454
Remote Similarity	0.5924	NPC116622
Remote Similarity	0.5922	NPC201700
Remote Similarity	0.5922	NPC63751
Remote Similarity	0.592	NPC169586
Remote Similarity	0.5918	NPC314372
Remote Similarity	0.5916	NPC29702
Remote Similarity	0.5916	NPC328029
Remote Similarity	0.5915	NPC284559
Remote Similarity	0.5914	NPC471311
Remote Similarity	0.5914	NPC471313
Remote Similarity	0.5913	NPC314603
Remote Similarity	0.5911	NPC470204
Remote Similarity	0.5905	NPC68354
Remote Similarity	0.59	NPC160666
Remote Similarity	0.5897	NPC42483
Remote Similarity	0.5888	NPC163421
Remote Similarity	0.5888	NPC188387
Remote Similarity	0.5887	NPC477110
Remote Similarity	0.5885	NPC275305
Remote Similarity	0.5885	NPC37423
Remote Similarity	0.5878	NPC39092
Remote Similarity	0.5874	NPC469308
Remote Similarity	0.5874	NPC54537
Remote Similarity	0.5874	NPC98187
Remote Similarity	0.5874	NPC54988
Remote Similarity	0.5873	NPC101165
Remote Similarity	0.5873	NPC324611
Remote Similarity	0.5872	NPC473342
Remote Similarity	0.5872	NPC477167
Remote Similarity	0.5869	NPC472110
Remote Similarity	0.5869	NPC472109
Remote Similarity	0.5862	NPC477591
Remote Similarity	0.5862	NPC230869
Remote Similarity	0.5854	NPC474217
Remote Similarity	0.5853	NPC95783
Remote Similarity	0.5852	NPC242923
Remote Similarity	0.5852	NPC54981
Remote Similarity	0.5849	NPC314919
Remote Similarity	0.5848	NPC471617
Remote Similarity	0.5845	NPC317430
Remote Similarity	0.5841	NPC475288
Remote Similarity	0.5841	NPC284678
Remote Similarity	0.5841	NPC477113
Remote Similarity	0.5833	NPC279918
Remote Similarity	0.5833	NPC25899
Remote Similarity	0.5833	NPC317030
Remote Similarity	0.5829	NPC151939
Remote Similarity	0.5829	NPC288445
Remote Similarity	0.5829	NPC59269
Remote Similarity	0.5826	NPC158055
Remote Similarity	0.5823	NPC125597
Remote Similarity	0.582	NPC476689
Remote Similarity	0.582	NPC476685
Remote Similarity	0.582	NPC476687
Remote Similarity	0.5818	NPC133366
Remote Similarity	0.5817	NPC194411
Remote Similarity	0.5816	NPC190296
Remote Similarity	0.5813	NPC129721
Remote Similarity	0.5808	NPC5145
Remote Similarity	0.5808	NPC143872
Remote Similarity	0.5806	NPC166424
Remote Similarity	0.5806	NPC245244
Remote Similarity	0.5806	NPC146373
Remote Similarity	0.5805	NPC71079
Remote Similarity	0.5805	NPC225018
Remote Similarity	0.5805	NPC282231
Remote Similarity	0.5805	NPC48192
Remote Similarity	0.5799	NPC324149
Remote Similarity	0.5799	NPC99666
Remote Similarity	0.5798	NPC103687
Remote Similarity	0.5798	NPC132631
Remote Similarity	0.5797	NPC125659
Remote Similarity	0.5797	NPC168702
Remote Similarity	0.5796	NPC165349
Remote Similarity	0.5796	NPC264166
Remote Similarity	0.5796	NPC274291
Remote Similarity	0.5796	NPC329708
Remote Similarity	0.5796	NPC470500
Remote Similarity	0.5796	NPC47059
Remote Similarity	0.5796	NPC118832
Remote Similarity	0.5794	NPC472108
Remote Similarity	0.5794	NPC139291
Remote Similarity	0.5792	NPC69843
Remote Similarity	0.5789	NPC201634
Remote Similarity	0.5787	NPC474707
Remote Similarity	0.5784	NPC300238
Remote Similarity	0.5784	NPC84508
Remote Similarity	0.5781	NPC64216
Remote Similarity	0.5778	NPC125416
Remote Similarity	0.5778	NPC328318
Remote Similarity	0.5778	NPC328596
Remote Similarity	0.5775	NPC300688
Remote Similarity	0.5775	NPC16659
Remote Similarity	0.5773	NPC329541
Remote Similarity	0.5773	NPC474177
Remote Similarity	0.5771	NPC317373
Remote Similarity	0.5769	NPC319456
Remote Similarity	0.5767	NPC475105
Remote Similarity	0.5767	NPC475090
Remote Similarity	0.5767	NPC329896
Remote Similarity	0.5766	NPC208751
Remote Similarity	0.5765	NPC150447

Drug Structure

NPD2805 OpenBabel08211702552D 31 33 0 0 0 0 0 0 0 0999 V2000 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 -0.8660 -1.5000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 11 1 0 0 0 0 2 14 1 0 0 0 0 3 5 1 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 29 1 0 0 0 0 6 29 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 9 12 2 0 0 0 0 9 25 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 26 1 0 0 0 0 15 18 1 0 0 0 0 15 27 2 0 0 0 0 16 24 2 3 0 0 0 16 28 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002563
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10253143
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.07
ALogP	0.8591
MLogP	2.23
XLogP	4.34
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	79.63
RO5 Violation	0