NPASS drugs

Drug Information

Drug ID:	NPD3338
Drug Name:
Molecular Formula:	C19H19ClFN5O3
Canonical SMILES:	COCc1nnc(n1c1ccc(nc1)OC)N1CC(C1)Oc1ccc(cc1Cl)F
Standard InCHI:	InChI=1S/C19H19ClFN5O3/c1-27-11-17-23-24-19(26(17)13-4-6-18(28-2)22-8-13)25-9-14(10-25)29-16-5-3-12(21)7-15(16)20/h3-8,14H,9-11H2,1-2H3
Standard InCHIKey:	HNIFCPBQMKPRCX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3338

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	726
0.1-0.2	11344
0.2-0.3	5919
0.3-0.4	9313
0.4-0.5	2591
0.5-0.6	892
0.6-0.7	104
0.7-0.8	1
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	0.7172	NPC471614
Remote Similarity	0.6984	NPC56271
Remote Similarity	0.6849	NPC197141
Remote Similarity	0.6816	NPC160666
Remote Similarity	0.6813	NPC316756
Remote Similarity	0.6737	NPC242923
Remote Similarity	0.672	NPC30540
Remote Similarity	0.6697	NPC219963
Remote Similarity	0.6681	NPC267928
Remote Similarity	0.6639	NPC471603
Remote Similarity	0.6636	NPC476518
Remote Similarity	0.6622	NPC266551
Remote Similarity	0.6622	NPC161887
Remote Similarity	0.6607	NPC20249
Remote Similarity	0.6606	NPC121658
Remote Similarity	0.6606	NPC14651
Remote Similarity	0.6543	NPC308906
Remote Similarity	0.654	NPC287208
Remote Similarity	0.6524	NPC19872
Remote Similarity	0.6523	NPC228206
Remote Similarity	0.65	NPC111624
Remote Similarity	0.6481	NPC187558
Remote Similarity	0.648	NPC21461
Remote Similarity	0.6478	NPC226202
Remote Similarity	0.6475	NPC250178
Remote Similarity	0.6473	NPC118776
Remote Similarity	0.6441	NPC476138
Remote Similarity	0.6441	NPC245816
Remote Similarity	0.6432	NPC26679
Remote Similarity	0.6423	NPC472066
Remote Similarity	0.6423	NPC472067
Remote Similarity	0.6423	NPC472031
Remote Similarity	0.642	NPC477805
Remote Similarity	0.642	NPC477795
Remote Similarity	0.642	NPC477796
Remote Similarity	0.642	NPC477806
Remote Similarity	0.6419	NPC471593
Remote Similarity	0.6419	NPC134079
Remote Similarity	0.6407	NPC84853
Remote Similarity	0.6405	NPC476287
Remote Similarity	0.64	NPC315822
Remote Similarity	0.6379	NPC50511
Remote Similarity	0.6375	NPC115595
Remote Similarity	0.636	NPC187145
Remote Similarity	0.6335	NPC314954
Remote Similarity	0.6333	NPC82548
Remote Similarity	0.6333	NPC476465
Remote Similarity	0.6314	NPC176538
Remote Similarity	0.6307	NPC174672
Remote Similarity	0.6307	NPC185782
Remote Similarity	0.6304	NPC110741
Remote Similarity	0.6303	NPC475774
Remote Similarity	0.6299	NPC180504
Remote Similarity	0.6295	NPC107160
Remote Similarity	0.6284	NPC472068
Remote Similarity	0.6261	NPC74382
Remote Similarity	0.6261	NPC206251
Remote Similarity	0.626	NPC469554
Remote Similarity	0.624	NPC174758
Remote Similarity	0.6234	NPC472289
Remote Similarity	0.6218	NPC232727
Remote Similarity	0.6216	NPC1527
Remote Similarity	0.6197	NPC198673
Remote Similarity	0.6196	NPC101543
Remote Similarity	0.6194	NPC150447
Remote Similarity	0.6184	NPC47596
Remote Similarity	0.6172	NPC141053
Remote Similarity	0.6164	NPC224327
Remote Similarity	0.616	NPC168911
Remote Similarity	0.6154	NPC8022
Remote Similarity	0.6154	NPC470799
Remote Similarity	0.6145	NPC472434
Remote Similarity	0.6136	NPC25899
Remote Similarity	0.6136	NPC285635
Remote Similarity	0.6106	NPC317054
Remote Similarity	0.6102	NPC280638
Remote Similarity	0.6092	NPC239954
Remote Similarity	0.6089	NPC274982
Remote Similarity	0.6082	NPC123976
Remote Similarity	0.6082	NPC167860
Remote Similarity	0.6069	NPC39092
Remote Similarity	0.6069	NPC171393
Remote Similarity	0.6069	NPC295452
Remote Similarity	0.6064	NPC12100
Remote Similarity	0.6061	NPC284678
Remote Similarity	0.6049	NPC471736
Remote Similarity	0.6047	NPC130570
Remote Similarity	0.6036	NPC48192
Remote Similarity	0.6033	NPC103388
Remote Similarity	0.6032	NPC17305
Remote Similarity	0.6032	NPC310118
Remote Similarity	0.6022	NPC472435
Remote Similarity	0.6018	NPC258773
Remote Similarity	0.6016	NPC5145
Remote Similarity	0.6016	NPC213530
Remote Similarity	0.6016	NPC292958
Remote Similarity	0.6016	NPC193267
Remote Similarity	0.6008	NPC165349
Remote Similarity	0.6008	NPC264166
Remote Similarity	0.6008	NPC274291
Remote Similarity	0.6008	NPC329708
Remote Similarity	0.6008	NPC118832
Remote Similarity	0.6008	NPC47059
Remote Similarity	0.6	NPC103687
Remote Similarity	0.6	NPC132631
Remote Similarity	0.5984	NPC472111
Remote Similarity	0.5977	NPC110151
Remote Similarity	0.5976	NPC469589
Remote Similarity	0.5975	NPC92111
Remote Similarity	0.5975	NPC315957
Remote Similarity	0.597	NPC99891
Remote Similarity	0.596	NPC62995
Remote Similarity	0.5956	NPC472436
Remote Similarity	0.5951	NPC113369
Remote Similarity	0.5951	NPC290689
Remote Similarity	0.5943	NPC285558
Remote Similarity	0.5943	NPC470500
Remote Similarity	0.5935	NPC308392
Remote Similarity	0.5934	NPC476578
Remote Similarity	0.5934	NPC4071
Remote Similarity	0.5934	NPC476582
Remote Similarity	0.5933	NPC26543
Remote Similarity	0.5932	NPC76748
Remote Similarity	0.5928	NPC315257
Remote Similarity	0.5924	NPC307963
Remote Similarity	0.5923	NPC156059
Remote Similarity	0.5909	NPC477019
Remote Similarity	0.5909	NPC121772
Remote Similarity	0.5907	NPC260434
Remote Similarity	0.5907	NPC300114
Remote Similarity	0.5906	NPC60621
Remote Similarity	0.5896	NPC288349
Remote Similarity	0.5894	NPC313189
Remote Similarity	0.5893	NPC177404
Remote Similarity	0.5892	NPC212213
Remote Similarity	0.589	NPC296527
Remote Similarity	0.5887	NPC149402
Remote Similarity	0.5885	NPC470586
Remote Similarity	0.5882	NPC133140
Remote Similarity	0.5882	NPC195268
Remote Similarity	0.5878	NPC16452
Remote Similarity	0.5878	NPC36229
Remote Similarity	0.5878	NPC472259
Remote Similarity	0.5878	NPC476581
Remote Similarity	0.5875	NPC194967
Remote Similarity	0.5868	NPC18487
Remote Similarity	0.5868	NPC287437
Remote Similarity	0.5868	NPC476167
Remote Similarity	0.5867	NPC475998
Remote Similarity	0.5863	NPC208284
Remote Similarity	0.584	NPC202768
Remote Similarity	0.584	NPC53069
Remote Similarity	0.584	NPC296482
Remote Similarity	0.5826	NPC192315
Remote Similarity	0.5817	NPC295228
Remote Similarity	0.5813	NPC475070
Remote Similarity	0.5811	NPC120070
Remote Similarity	0.5809	NPC251090
Remote Similarity	0.5798	NPC122436
Remote Similarity	0.5796	NPC211813
Remote Similarity	0.5789	NPC470164
Remote Similarity	0.5789	NPC323345
Remote Similarity	0.5782	NPC74619
Remote Similarity	0.5779	NPC234197
Remote Similarity	0.5777	NPC94157
Remote Similarity	0.5777	NPC472098
Remote Similarity	0.5775	NPC471615
Remote Similarity	0.5772	NPC223427
Remote Similarity	0.5772	NPC200836
Remote Similarity	0.5771	NPC170114
Remote Similarity	0.5766	NPC135549
Remote Similarity	0.5766	NPC316403
Remote Similarity	0.5755	NPC31930
Remote Similarity	0.5754	NPC471080
Remote Similarity	0.5754	NPC469592
Remote Similarity	0.5753	NPC220523
Remote Similarity	0.575	NPC324149
Remote Similarity	0.5744	NPC13880
Remote Similarity	0.5736	NPC240384
Remote Similarity	0.5733	NPC477591
Remote Similarity	0.5731	NPC470549
Remote Similarity	0.573	NPC148889
Remote Similarity	0.5727	NPC118511
Remote Similarity	0.572	NPC284559
Remote Similarity	0.5714	NPC171409
Remote Similarity	0.5714	NPC202605
Remote Similarity	0.5714	NPC112206
Remote Similarity	0.5714	NPC96405
Remote Similarity	0.5714	NPC264176
Remote Similarity	0.5709	NPC53144
Remote Similarity	0.5709	NPC53534
Remote Similarity	0.5708	NPC211997
Remote Similarity	0.5708	NPC283152
Remote Similarity	0.5703	NPC315804
Remote Similarity	0.5703	NPC313804
Remote Similarity	0.5702	NPC477891
Remote Similarity	0.5702	NPC144114
Remote Similarity	0.5699	NPC152620
Remote Similarity	0.5696	NPC164664
Remote Similarity	0.5695	NPC26872

Drug Structure

NPD3338 OpenBabel08211703112D 29 32 0 0 0 0 0 0 0 0999 V2000 4.3088 3.8655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0657 5.5094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 0.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1790 2.6041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 0.5176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0700 3.0581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6073 4.1474 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.1365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 0.0694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6597 3.1488 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 -2.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4417 3.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1223 4.0568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -2.1213 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 0.3282 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.2837 4.6014 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1488 2.4417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6948 1.5507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5507 2.6948 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5317 4.4948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0134 4.5108 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 12 2 0 0 0 0 7 15 1 0 0 0 0 8 13 2 0 0 0 0 8 22 1 0 0 0 0 9 14 1 0 0 0 0 9 25 1 0 0 0 0 10 14 1 0 0 0 0 10 25 1 0 0 0 0 11 17 1 0 0 0 0 11 27 1 0 0 0 0 12 21 1 0 0 0 0 13 26 1 0 0 0 0 14 29 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 29 1 0 0 0 0 17 23 2 0 0 0 0 17 26 1 0 0 0 0 18 22 2 0 0 0 0 18 28 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010247
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11683187
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.12
ALogP	0.9771
MLogP	2.45
XLogP	3.158
HDA	6
HBD	0
Rotatable Bonds	11
TPSA	74.01
RO5 Violation	0