NPASS drugs

Drug Information

Drug ID:	NPD2134
Drug Name:	Tofacitinib Citrate
Molecular Formula:	C16H20N6O.C6H8O7
Canonical SMILES:	OC(=O)C(CC(=O)O)(CC(=O)O)O.N#CCC(=O)N1CC[C@H]([C@H](C1)N(c1ncnc2c1cc[nH]2)C)C
Standard InCHI:	InChI=1S/C16H20N6O.C6H8O7/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t11-,13+;/m1./s1
Standard InCHIKey:	SYIKUFDOYJFGBQ-YLAFAASESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2134

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	490
0.1-0.2	21698
0.2-0.3	4617
0.3-0.4	1748
0.4-0.5	1441
0.5-0.6	842
0.6-0.7	53
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	0.7362	NPC197068
Remote Similarity	0.6722	NPC168702
Remote Similarity	0.6722	NPC125659
Remote Similarity	0.663	NPC317054
Remote Similarity	0.6578	NPC16659
Remote Similarity	0.6524	NPC265710
Remote Similarity	0.6471	NPC240088
Remote Similarity	0.6471	NPC473380
Remote Similarity	0.6429	NPC62151
Remote Similarity	0.6393	NPC33382
Remote Similarity	0.6374	NPC470203
Remote Similarity	0.6369	NPC314646
Remote Similarity	0.6319	NPC470204
Remote Similarity	0.6318	NPC469308
Remote Similarity	0.6293	NPC116555
Remote Similarity	0.6286	NPC267811
Remote Similarity	0.6267	NPC69843
Remote Similarity	0.6266	NPC68938
Remote Similarity	0.625	NPC327941
Remote Similarity	0.6237	NPC476527
Remote Similarity	0.6202	NPC54981
Remote Similarity	0.6188	NPC120070
Remote Similarity	0.6154	NPC94752
Remote Similarity	0.6146	NPC314281
Remote Similarity	0.6146	NPC473376
Remote Similarity	0.6146	NPC40530
Remote Similarity	0.6145	NPC282531
Remote Similarity	0.6134	NPC228835
Remote Similarity	0.6131	NPC57279
Remote Similarity	0.6127	NPC65408
Remote Similarity	0.6117	NPC222174
Remote Similarity	0.6103	NPC308931
Remote Similarity	0.6103	NPC99939
Remote Similarity	0.6094	NPC11126
Remote Similarity	0.6089	NPC474389
Remote Similarity	0.6085	NPC54214
Remote Similarity	0.6077	NPC470233
Remote Similarity	0.6071	NPC17273
Remote Similarity	0.6071	NPC135601
Remote Similarity	0.6071	NPC141612
Remote Similarity	0.6067	NPC470440
Remote Similarity	0.6067	NPC204141
Remote Similarity	0.6066	NPC282247
Remote Similarity	0.6058	NPC71238
Remote Similarity	0.6054	NPC122141
Remote Similarity	0.605	NPC188821
Remote Similarity	0.605	NPC474180
Remote Similarity	0.604	NPC475286
Remote Similarity	0.604	NPC174281
Remote Similarity	0.603	NPC210123
Remote Similarity	0.6019	NPC471603
Remote Similarity	0.6011	NPC49217
Remote Similarity	0.601	NPC213629
Remote Similarity	0.601	NPC472289
Remote Similarity	0.598	NPC19696
Remote Similarity	0.598	NPC136957
Remote Similarity	0.5972	NPC320968
Remote Similarity	0.5969	NPC161861
Remote Similarity	0.5963	NPC130570
Remote Similarity	0.5959	NPC477119
Remote Similarity	0.5957	NPC41333
Remote Similarity	0.5956	NPC472833
Remote Similarity	0.5956	NPC200214
Remote Similarity	0.5949	NPC307191
Remote Similarity	0.5946	NPC470323
Remote Similarity	0.5944	NPC143872
Remote Similarity	0.5943	NPC6865
Remote Similarity	0.5943	NPC153980
Remote Similarity	0.5935	NPC470731
Remote Similarity	0.593	NPC471322
Remote Similarity	0.5926	NPC34300
Remote Similarity	0.5924	NPC476219
Remote Similarity	0.592	NPC296437
Remote Similarity	0.5919	NPC935
Remote Similarity	0.5919	NPC267078
Remote Similarity	0.5917	NPC246193
Remote Similarity	0.5915	NPC54744
Remote Similarity	0.5914	NPC300238
Remote Similarity	0.5912	NPC114209
Remote Similarity	0.5911	NPC48117
Remote Similarity	0.5911	NPC476526
Remote Similarity	0.5911	NPC329765
Remote Similarity	0.5907	NPC280852
Remote Similarity	0.5904	NPC21174
Remote Similarity	0.5904	NPC271797
Remote Similarity	0.5902	NPC472260
Remote Similarity	0.5896	NPC72956
Remote Similarity	0.5893	NPC27740
Remote Similarity	0.5893	NPC474357
Remote Similarity	0.589	NPC64216
Remote Similarity	0.5888	NPC21429
Remote Similarity	0.5886	NPC470266
Remote Similarity	0.5879	NPC321911
Remote Similarity	0.5879	NPC17059
Remote Similarity	0.586	NPC472832
Remote Similarity	0.586	NPC18308
Remote Similarity	0.5859	NPC477118
Remote Similarity	0.5858	NPC245244
Remote Similarity	0.5858	NPC166424
Remote Similarity	0.5858	NPC146373
Remote Similarity	0.5851	NPC253687
Remote Similarity	0.5843	NPC476521
Remote Similarity	0.5833	NPC89562
Remote Similarity	0.5833	NPC244700
Remote Similarity	0.5833	NPC238945
Remote Similarity	0.5829	NPC477120
Remote Similarity	0.5829	NPC56765
Remote Similarity	0.5824	NPC201380
Remote Similarity	0.5824	NPC179787
Remote Similarity	0.5824	NPC469811
Remote Similarity	0.582	NPC478182
Remote Similarity	0.582	NPC317105
Remote Similarity	0.582	NPC478184
Remote Similarity	0.5819	NPC476433
Remote Similarity	0.5819	NPC476528
Remote Similarity	0.5815	NPC469975
Remote Similarity	0.5815	NPC60537
Remote Similarity	0.5803	NPC313730
Remote Similarity	0.5801	NPC314372
Remote Similarity	0.5795	NPC216159
Remote Similarity	0.5794	NPC471194
Remote Similarity	0.5794	NPC471193
Remote Similarity	0.5787	NPC476013
Remote Similarity	0.5787	NPC476522
Remote Similarity	0.5787	NPC147983
Remote Similarity	0.5787	NPC476520
Remote Similarity	0.5787	NPC177996
Remote Similarity	0.5787	NPC470732
Remote Similarity	0.5787	NPC474986
Remote Similarity	0.5787	NPC110126
Remote Similarity	0.5787	NPC471192
Remote Similarity	0.5787	NPC73767
Remote Similarity	0.5784	NPC325903
Remote Similarity	0.5778	NPC190296
Remote Similarity	0.5778	NPC476408
Remote Similarity	0.5777	NPC473640
Remote Similarity	0.5777	NPC171317
Remote Similarity	0.5776	NPC327613
Remote Similarity	0.5769	NPC63545
Remote Similarity	0.5767	NPC225018
Remote Similarity	0.5761	NPC53947
Remote Similarity	0.5761	NPC24678
Remote Similarity	0.5761	NPC105818
Remote Similarity	0.5761	NPC40070
Remote Similarity	0.5759	NPC56233
Remote Similarity	0.5758	NPC270834
Remote Similarity	0.5754	NPC469779
Remote Similarity	0.5754	NPC469784
Remote Similarity	0.5754	NPC469768
Remote Similarity	0.5754	NPC469783
Remote Similarity	0.5754	NPC469761
Remote Similarity	0.5754	NPC279081
Remote Similarity	0.5754	NPC469780
Remote Similarity	0.5754	NPC469767
Remote Similarity	0.5753	NPC476297
Remote Similarity	0.5749	NPC100321
Remote Similarity	0.5749	NPC293917
Remote Similarity	0.5747	NPC101165
Remote Similarity	0.5744	NPC474958
Remote Similarity	0.574	NPC107160
Remote Similarity	0.5732	NPC84268
Remote Similarity	0.5732	NPC155498
Remote Similarity	0.573	NPC8590
Remote Similarity	0.573	NPC472834
Remote Similarity	0.5729	NPC108011
Remote Similarity	0.5729	NPC477003
Remote Similarity	0.5729	NPC165495
Remote Similarity	0.5722	NPC469766
Remote Similarity	0.5721	NPC310633
Remote Similarity	0.5714	NPC171393
Remote Similarity	0.5714	NPC317701
Remote Similarity	0.5714	NPC265605
Remote Similarity	0.5714	NPC295452
Remote Similarity	0.5714	NPC156003
Remote Similarity	0.5714	NPC48564
Remote Similarity	0.5714	NPC182570
Remote Similarity	0.5707	NPC233380
Remote Similarity	0.5707	NPC294693
Remote Similarity	0.57	NPC265576
Remote Similarity	0.5699	NPC259644
Remote Similarity	0.5699	NPC73952
Remote Similarity	0.5699	NPC25008
Remote Similarity	0.5699	NPC469786
Remote Similarity	0.5699	NPC469763
Remote Similarity	0.5699	NPC194411
Remote Similarity	0.5699	NPC469760
Remote Similarity	0.5699	NPC469765
Remote Similarity	0.5698	NPC88097
Remote Similarity	0.5695	NPC196580
Remote Similarity	0.5694	NPC475506
Remote Similarity	0.5691	NPC236711
Remote Similarity	0.5681	NPC476525
Remote Similarity	0.5677	NPC474561
Remote Similarity	0.5677	NPC160105
Remote Similarity	0.5677	NPC49954
Remote Similarity	0.5676	NPC476817
Remote Similarity	0.5674	NPC125746
Remote Similarity	0.5674	NPC105127
Remote Similarity	0.5674	NPC84911
Remote Similarity	0.5673	NPC153123

Drug Structure

NPD2134 OpenBabel08211701392D 41 42 0 0 1 0 0 0 0 0999 V2000 1.3660 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0380 -4.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0326 -5.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4393 -4.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8815 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5155 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8815 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5155 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1495 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0155 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7476 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0155 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0155 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0155 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1495 -0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2835 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5155 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4174 -3.9612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1495 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.0155 -2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4174 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5155 -3.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 21 1 0 0 0 0 3 6 1 0 0 0 0 3 14 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 17 3 0 0 0 0 7 18 1 0 0 0 0 8 22 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 1 1 6 0 0 0 11 13 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 21 1 6 0 0 0 14 22 1 0 0 0 0 14 23 2 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 18 37 1 0 0 0 0 24 26 1 0 0 0 0 24 29 1 0 0 0 0 25 27 1 0 0 0 0 25 29 1 0 0 0 0 26 30 2 0 0 0 0 26 31 1 0 0 0 0 27 32 2 0 0 0 0 27 33 1 0 0 0 0 28 29 1 0 0 0 0 28 34 2 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 31 38 1 0 0 0 0 33 39 1 0 0 0 0 35 40 1 0 0 0 0 36 41 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	312.17
ALogP	-1.052
MLogP	2.45
XLogP	0.305
HDA	7
HBD	1
Rotatable Bonds	6
TPSA	88.91
RO5 Violation	0