NPASS drugs

Drug Information

Drug ID:	NPD2026
Drug Name:	Baricitinib
Molecular Formula:	C16H17N7O2S
Canonical SMILES:	N#CCC1(CN(C1)S(=O)(=O)CC)n1ncc(c1)c1nc[nH]c2c1ccn2
Standard InCHI:	InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)
Standard InCHIKey:	XUZMWHLSFXCVMG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2026

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	1773
0.1-0.2	12805
0.2-0.3	11835
0.3-0.4	1904
0.4-0.5	1468
0.5-0.6	955
0.6-0.7	148
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	0.7488	NPC469308
Intermediate Similarity	0.7172	NPC317054
Remote Similarity	0.6939	NPC470203
Remote Similarity	0.6888	NPC470204
Remote Similarity	0.6832	NPC471579
Remote Similarity	0.6734	NPC317105
Remote Similarity	0.6727	NPC116555
Remote Similarity	0.6711	NPC267811
Remote Similarity	0.6699	NPC16659
Remote Similarity	0.6684	NPC120070
Remote Similarity	0.6681	NPC130570
Remote Similarity	0.665	NPC265710
Remote Similarity	0.6633	NPC122141
Remote Similarity	0.6602	NPC473380
Remote Similarity	0.6602	NPC240088
Remote Similarity	0.6531	NPC53947
Remote Similarity	0.6517	NPC253687
Remote Similarity	0.6513	NPC114209
Remote Similarity	0.6507	NPC307191
Remote Similarity	0.65	NPC300238
Remote Similarity	0.6495	NPC204141
Remote Similarity	0.648	NPC321911
Remote Similarity	0.6462	NPC288838
Remote Similarity	0.6462	NPC143872
Remote Similarity	0.646	NPC471603
Remote Similarity	0.6458	NPC279081
Remote Similarity	0.6436	NPC225018
Remote Similarity	0.6432	NPC282247
Remote Similarity	0.6429	NPC179787
Remote Similarity	0.6429	NPC201380
Remote Similarity	0.6429	NPC469811
Remote Similarity	0.6422	NPC49217
Remote Similarity	0.6396	NPC282531
Remote Similarity	0.6394	NPC280852
Remote Similarity	0.6382	NPC325903
Remote Similarity	0.6378	NPC63545
Remote Similarity	0.6373	NPC469768
Remote Similarity	0.6373	NPC469767
Remote Similarity	0.6373	NPC469783
Remote Similarity	0.6373	NPC469784
Remote Similarity	0.6373	NPC230002
Remote Similarity	0.6373	NPC469779
Remote Similarity	0.6373	NPC469780
Remote Similarity	0.6373	NPC469761
Remote Similarity	0.6371	NPC470323
Remote Similarity	0.6368	NPC216643
Remote Similarity	0.6345	NPC935
Remote Similarity	0.6345	NPC267078
Remote Similarity	0.6345	NPC471957
Remote Similarity	0.634	NPC469766
Remote Similarity	0.6337	NPC92796
Remote Similarity	0.6337	NPC135141
Remote Similarity	0.6337	NPC39092
Remote Similarity	0.6335	NPC216159
Remote Similarity	0.6332	NPC470823
Remote Similarity	0.6332	NPC216713
Remote Similarity	0.6332	NPC470233
Remote Similarity	0.6321	NPC73767
Remote Similarity	0.6321	NPC110126
Remote Similarity	0.6318	NPC474357
Remote Similarity	0.6303	NPC164228
Remote Similarity	0.6302	NPC105127
Remote Similarity	0.6302	NPC84911
Remote Similarity	0.63	NPC200214
Remote Similarity	0.6291	NPC108011
Remote Similarity	0.6287	NPC316910
Remote Similarity	0.6287	NPC236711
Remote Similarity	0.6269	NPC476219
Remote Similarity	0.6269	NPC476297
Remote Similarity	0.6261	NPC69843
Remote Similarity	0.625	NPC96102
Remote Similarity	0.625	NPC29886
Remote Similarity	0.625	NPC261195
Remote Similarity	0.6244	NPC314372
Remote Similarity	0.6224	NPC190296
Remote Similarity	0.6218	NPC125746
Remote Similarity	0.6211	NPC82295
Remote Similarity	0.621	NPC474180
Remote Similarity	0.621	NPC188821
Remote Similarity	0.62	NPC24678
Remote Similarity	0.62	NPC105818
Remote Similarity	0.6176	NPC107160
Remote Similarity	0.6175	NPC472289
Remote Similarity	0.6173	NPC197068
Remote Similarity	0.6161	NPC474958
Remote Similarity	0.6157	NPC476527
Remote Similarity	0.6147	NPC231536
Remote Similarity	0.6143	NPC477611
Remote Similarity	0.6142	NPC150447
Remote Similarity	0.6139	NPC25008
Remote Similarity	0.6139	NPC259644
Remote Similarity	0.6139	NPC469760
Remote Similarity	0.6139	NPC469763
Remote Similarity	0.6139	NPC469786
Remote Similarity	0.6139	NPC469765
Remote Similarity	0.6139	NPC73952
Remote Similarity	0.6134	NPC150259
Remote Similarity	0.6132	NPC59269
Remote Similarity	0.613	NPC54981
Remote Similarity	0.6127	NPC469897
Remote Similarity	0.6126	NPC471322
Remote Similarity	0.6122	NPC115611
Remote Similarity	0.6119	NPC40070
Remote Similarity	0.6111	NPC15102
Remote Similarity	0.6111	NPC99939
Remote Similarity	0.6111	NPC308931
Remote Similarity	0.6108	NPC212376
Remote Similarity	0.6108	NPC80597
Remote Similarity	0.6108	NPC75540
Remote Similarity	0.6108	NPC211572
Remote Similarity	0.6108	NPC70922
Remote Similarity	0.61	NPC470111
Remote Similarity	0.6099	NPC474389
Remote Similarity	0.6098	NPC475990
Remote Similarity	0.6098	NPC474880
Remote Similarity	0.6098	NPC221786
Remote Similarity	0.6098	NPC56765
Remote Similarity	0.6095	NPC82331
Remote Similarity	0.6094	NPC470732
Remote Similarity	0.6094	NPC470731
Remote Similarity	0.6087	NPC247987
Remote Similarity	0.6085	NPC315715
Remote Similarity	0.6083	NPC156003
Remote Similarity	0.6082	NPC325252
Remote Similarity	0.608	NPC159856
Remote Similarity	0.6079	NPC473376
Remote Similarity	0.6073	NPC171393
Remote Similarity	0.6073	NPC295452
Remote Similarity	0.6068	NPC229173
Remote Similarity	0.6068	NPC44773
Remote Similarity	0.6068	NPC215584
Remote Similarity	0.6066	NPC314557
Remote Similarity	0.6061	NPC42483
Remote Similarity	0.6058	NPC17751
Remote Similarity	0.6058	NPC280864
Remote Similarity	0.6056	NPC248454
Remote Similarity	0.6049	NPC286427
Remote Similarity	0.6049	NPC469762
Remote Similarity	0.6034	NPC110602
Remote Similarity	0.6034	NPC31385
Remote Similarity	0.6034	NPC75726
Remote Similarity	0.6031	NPC198988
Remote Similarity	0.6029	NPC477815
Remote Similarity	0.6029	NPC160105
Remote Similarity	0.6019	NPC41257
Remote Similarity	0.6011	NPC27740
Remote Similarity	0.601	NPC90723
Remote Similarity	0.601	NPC311276
Remote Similarity	0.6	NPC469785
Remote Similarity	0.6	NPC71238
Remote Similarity	0.5981	NPC274229
Remote Similarity	0.5972	NPC97343
Remote Similarity	0.5965	NPC317701
Remote Similarity	0.596	NPC284635
Remote Similarity	0.596	NPC59084
Remote Similarity	0.5959	NPC101165
Remote Similarity	0.5955	NPC213629
Remote Similarity	0.5952	NPC474561
Remote Similarity	0.5952	NPC49954
Remote Similarity	0.5946	NPC477166
Remote Similarity	0.5946	NPC473342
Remote Similarity	0.5946	NPC304187
Remote Similarity	0.5946	NPC477167
Remote Similarity	0.5945	NPC163055
Remote Similarity	0.5942	NPC318065
Remote Similarity	0.5942	NPC206819
Remote Similarity	0.5933	NPC40779
Remote Similarity	0.5933	NPC162268
Remote Similarity	0.593	NPC473868
Remote Similarity	0.593	NPC63157
Remote Similarity	0.5926	NPC314919
Remote Similarity	0.5926	NPC314281
Remote Similarity	0.5926	NPC40530
Remote Similarity	0.5924	NPC63751
Remote Similarity	0.5923	NPC320968
Remote Similarity	0.5922	NPC476464
Remote Similarity	0.592	NPC285731
Remote Similarity	0.5919	NPC326422
Remote Similarity	0.5918	NPC218268
Remote Similarity	0.5915	NPC314603
Remote Similarity	0.5914	NPC63109
Remote Similarity	0.5911	NPC174281
Remote Similarity	0.5911	NPC475286
Remote Similarity	0.5909	NPC88097
Remote Similarity	0.5902	NPC141926
Remote Similarity	0.5899	NPC233936
Remote Similarity	0.5896	NPC91895
Remote Similarity	0.5896	NPC474897
Remote Similarity	0.5892	NPC19170
Remote Similarity	0.5888	NPC314102
Remote Similarity	0.5888	NPC251722
Remote Similarity	0.5885	NPC282231
Remote Similarity	0.5882	NPC321708
Remote Similarity	0.5882	NPC250178
Remote Similarity	0.5879	NPC2949
Remote Similarity	0.5878	NPC165743
Remote Similarity	0.5875	NPC312942
Remote Similarity	0.5875	NPC327095
Remote Similarity	0.5874	NPC34844
Remote Similarity	0.5872	NPC54744

Drug Structure

NPD2026 OpenBabel08211701392D 27 30 0 0 0 0 0 0 0 0999 V2000 -0.8660 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 6.2373 2.5190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1033 3.0190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3629 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1938 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2587 -0.2862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8629 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4452 1.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8574 0.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4397 1.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4142 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8465 2.3499 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2642 -0.1817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8465 0.5228 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3848 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.8410 0.4183 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 6 2 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 3 0 0 0 0 6 18 1 0 0 0 0 7 12 1 0 0 0 0 7 21 2 0 0 0 0 8 12 2 0 0 0 0 8 23 1 0 0 0 0 9 16 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 10 22 1 0 0 0 0 11 19 2 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 20 27 1 0 0 0 0 21 23 1 0 0 0 0 22 26 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002943
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44205240
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.12
ALogP	-1.1832
MLogP	2.12
XLogP	-0.561
HDA	9
HBD	1
Rotatable Bonds	6
TPSA	128.94
RO5 Violation	0