NPASS drugs

Drug Information

Drug ID:	NPD3500
Drug Name:
Molecular Formula:	C19H23F2N5O2
Canonical SMILES:	CC(CCN1C(C)C(=O)N(c2c1nc(nc2)Nc1cc(F)c(c(c1)F)O)C)C
Standard InCHI:	InChI=1S/C19H23F2N5O2/c1-10(2)5-6-26-11(3)18(28)25(4)15-9-22-19(24-17(15)26)23-12-7-13(20)16(27)14(21)8-12/h7-11,27H,5-6H2,1-4H3,(H,22,23,24)
Standard InCHIKey:	DTEKTGDVSARYDS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3500

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	346
0.1-0.2	6576
0.2-0.3	7917
0.3-0.4	11454
0.4-0.5	2628
0.5-0.6	1749
0.6-0.7	215
0.7-0.8	5
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	0.7243	NPC471603
Intermediate Similarity	0.7072	NPC130570
Intermediate Similarity	0.7059	NPC472289
Intermediate Similarity	0.7056	NPC295452
Intermediate Similarity	0.7056	NPC171393
Remote Similarity	0.6959	NPC242923
Remote Similarity	0.6869	NPC164664
Remote Similarity	0.6834	NPC476688
Remote Similarity	0.6834	NPC476686
Remote Similarity	0.6834	NPC105758
Remote Similarity	0.6828	NPC323244
Remote Similarity	0.6821	NPC25899
Remote Similarity	0.6788	NPC120070
Remote Similarity	0.6786	NPC124542
Remote Similarity	0.6786	NPC59779
Remote Similarity	0.6786	NPC471177
Remote Similarity	0.6757	NPC177996
Remote Similarity	0.6757	NPC147983
Remote Similarity	0.6741	NPC250178
Remote Similarity	0.6734	NPC278874
Remote Similarity	0.6717	NPC471178
Remote Similarity	0.671	NPC328924
Remote Similarity	0.6701	NPC48192
Remote Similarity	0.6695	NPC39092
Remote Similarity	0.6683	NPC477891
Remote Similarity	0.6683	NPC144114
Remote Similarity	0.6682	NPC475070
Remote Similarity	0.6634	NPC208060
Remote Similarity	0.6616	NPC224632
Remote Similarity	0.6578	NPC304926
Remote Similarity	0.6578	NPC476041
Remote Similarity	0.6578	NPC469727
Remote Similarity	0.6565	NPC103687
Remote Similarity	0.6565	NPC132631
Remote Similarity	0.6552	NPC115595
Remote Similarity	0.6545	NPC74619
Remote Similarity	0.652	NPC308906
Remote Similarity	0.6516	NPC477111
Remote Similarity	0.6514	NPC211813
Remote Similarity	0.6471	NPC316403
Remote Similarity	0.6466	NPC107160
Remote Similarity	0.6456	NPC184225
Remote Similarity	0.6445	NPC254762
Remote Similarity	0.6444	NPC282247
Remote Similarity	0.6442	NPC161887
Remote Similarity	0.6437	NPC63109
Remote Similarity	0.6435	NPC208751
Remote Similarity	0.6434	NPC56271
Remote Similarity	0.6429	NPC54981
Remote Similarity	0.6415	NPC230805
Remote Similarity	0.6414	NPC477549
Remote Similarity	0.641	NPC69843
Remote Similarity	0.6402	NPC324149
Remote Similarity	0.6395	NPC6215
Remote Similarity	0.6395	NPC186351
Remote Similarity	0.6387	NPC28945
Remote Similarity	0.6383	NPC160666
Remote Similarity	0.6376	NPC315804
Remote Similarity	0.6376	NPC313804
Remote Similarity	0.636	NPC41679
Remote Similarity	0.6359	NPC473814
Remote Similarity	0.6359	NPC78767
Remote Similarity	0.6351	NPC477113
Remote Similarity	0.6347	NPC249040
Remote Similarity	0.6345	NPC150447
Remote Similarity	0.6343	NPC280638
Remote Similarity	0.6343	NPC93390
Remote Similarity	0.634	NPC326363
Remote Similarity	0.6337	NPC97367
Remote Similarity	0.6336	NPC477633
Remote Similarity	0.6335	NPC200836
Remote Similarity	0.6321	NPC171171
Remote Similarity	0.632	NPC473317
Remote Similarity	0.632	NPC41982
Remote Similarity	0.6316	NPC314882
Remote Similarity	0.6316	NPC40530
Remote Similarity	0.6316	NPC314281
Remote Similarity	0.6311	NPC5145
Remote Similarity	0.6295	NPC71238
Remote Similarity	0.6286	NPC219963
Remote Similarity	0.6286	NPC266551
Remote Similarity	0.6282	NPC319232
Remote Similarity	0.6282	NPC24370
Remote Similarity	0.628	NPC317054
Remote Similarity	0.6279	NPC477634
Remote Similarity	0.6274	NPC314002
Remote Similarity	0.6266	NPC471614
Remote Similarity	0.6262	NPC14651
Remote Similarity	0.6262	NPC121658
Remote Similarity	0.6261	NPC53144
Remote Similarity	0.626	NPC315467
Remote Similarity	0.625	NPC99666
Remote Similarity	0.6244	NPC94752
Remote Similarity	0.6239	NPC125597
Remote Similarity	0.6234	NPC48317
Remote Similarity	0.6234	NPC325976
Remote Similarity	0.6233	NPC165349
Remote Similarity	0.6233	NPC47059
Remote Similarity	0.6233	NPC264166
Remote Similarity	0.6233	NPC274291
Remote Similarity	0.6233	NPC329708
Remote Similarity	0.6233	NPC118832
Remote Similarity	0.6227	NPC313421
Remote Similarity	0.6226	NPC204717
Remote Similarity	0.6217	NPC238945
Remote Similarity	0.6217	NPC27041
Remote Similarity	0.6215	NPC478006
Remote Similarity	0.6214	NPC476518
Remote Similarity	0.621	NPC156704
Remote Similarity	0.621	NPC74153
Remote Similarity	0.6204	NPC210123
Remote Similarity	0.6203	NPC116622
Remote Similarity	0.6199	NPC45459
Remote Similarity	0.6199	NPC315491
Remote Similarity	0.6195	NPC476116
Remote Similarity	0.6192	NPC220852
Remote Similarity	0.6189	NPC316756
Remote Similarity	0.6186	NPC244536
Remote Similarity	0.6183	NPC285343
Remote Similarity	0.618	NPC17305
Remote Similarity	0.6179	NPC220765
Remote Similarity	0.6178	NPC270918
Remote Similarity	0.6176	NPC21461
Remote Similarity	0.6176	NPC473057
Remote Similarity	0.6174	NPC477110
Remote Similarity	0.6174	NPC322064
Remote Similarity	0.6172	NPC150048
Remote Similarity	0.6172	NPC203754
Remote Similarity	0.6172	NPC478009
Remote Similarity	0.6172	NPC478010
Remote Similarity	0.6167	NPC309845
Remote Similarity	0.6164	NPC242209
Remote Similarity	0.6161	NPC470500
Remote Similarity	0.6161	NPC271792
Remote Similarity	0.6161	NPC472259
Remote Similarity	0.6154	NPC220851
Remote Similarity	0.615	NPC36168
Remote Similarity	0.6147	NPC329541
Remote Similarity	0.6147	NPC473821
Remote Similarity	0.6144	NPC2497
Remote Similarity	0.6143	NPC182507
Remote Similarity	0.6143	NPC184964
Remote Similarity	0.6141	NPC295228
Remote Similarity	0.6137	NPC272174
Remote Similarity	0.6136	NPC77555
Remote Similarity	0.6126	NPC315957
Remote Similarity	0.6125	NPC323752
Remote Similarity	0.6118	NPC187145
Remote Similarity	0.6116	NPC143325
Remote Similarity	0.6116	NPC476098
Remote Similarity	0.6115	NPC77101
Remote Similarity	0.6111	NPC474896
Remote Similarity	0.6109	NPC476451
Remote Similarity	0.6109	NPC265576
Remote Similarity	0.6108	NPC84508
Remote Similarity	0.6107	NPC81175
Remote Similarity	0.6104	NPC62995
Remote Similarity	0.6104	NPC476161
Remote Similarity	0.61	NPC469975
Remote Similarity	0.6096	NPC85273
Remote Similarity	0.6094	NPC328029
Remote Similarity	0.6094	NPC193267
Remote Similarity	0.6094	NPC314056
Remote Similarity	0.6094	NPC213530
Remote Similarity	0.6092	NPC156003
Remote Similarity	0.6089	NPC214827
Remote Similarity	0.6089	NPC314930
Remote Similarity	0.6089	NPC473376
Remote Similarity	0.6085	NPC16659
Remote Similarity	0.6085	NPC31097
Remote Similarity	0.6085	NPC478141
Remote Similarity	0.6083	NPC477516
Remote Similarity	0.6083	NPC207686
Remote Similarity	0.6082	NPC473312
Remote Similarity	0.6081	NPC476167
Remote Similarity	0.608	NPC282531
Remote Similarity	0.6079	NPC82548
Remote Similarity	0.6078	NPC12100
Remote Similarity	0.6077	NPC111624
Remote Similarity	0.6075	NPC228835
Remote Similarity	0.6071	NPC472069
Remote Similarity	0.6071	NPC472062
Remote Similarity	0.6071	NPC472063
Remote Similarity	0.607	NPC320968
Remote Similarity	0.6067	NPC470730
Remote Similarity	0.6067	NPC477175
Remote Similarity	0.6061	NPC220523
Remote Similarity	0.6061	NPC237740
Remote Similarity	0.6059	NPC64216
Remote Similarity	0.6054	NPC478012
Remote Similarity	0.6054	NPC478011
Remote Similarity	0.6042	NPC475859
Remote Similarity	0.6042	NPC477112
Remote Similarity	0.6042	NPC475969
Remote Similarity	0.6038	NPC265710
Remote Similarity	0.6038	NPC232340
Remote Similarity	0.6037	NPC213629
Remote Similarity	0.6037	NPC32771
Remote Similarity	0.6036	NPC192315
Remote Similarity	0.6036	NPC212213

Drug Structure

NPD3500 OpenBabel08211703112D 30 32 0 0 1 0 0 0 0 0999 V2000 0.8660 4.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 1.7321 0.0000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 3 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 3.4641 0.0000 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 -2.5981 1.5000 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 2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 F 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 0.8660 -1.5000 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 -2.5981 0.5000 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 4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 25 1 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 26 1 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 14 2 0 0 0 0 9 15 2 0 0 0 0 9 22 1 0 0 0 0 11 18 1 0 0 0 0 11 26 1 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 24 2 0 0 0 0 17 26 1 0 0 0 0 18 25 1 0 0 0 0 18 28 2 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 23 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018012
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25023738
ChEBI
CAS Number

Drug Properties

Molecular Weight	391.18
ALogP	-0.2499
MLogP	2.56
XLogP	2.944
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	81.59
RO5 Violation	0