NPASS drugs

Drug Information

Drug ID:	NPD2457
Drug Name:	Upadacitinib
Molecular Formula:	C17H19F3N6O
Canonical SMILES:	CC[C@@H]1CN(C[C@@H]1c1cnc2n1c1cc[nH]c1nc2)C(=NCC(F)(F)F)O
Standard InCHI:	InChI=1S/C17H19F3N6O/c1-2-10-7-25(16(27)24-9-17(18,19)20)8-11(10)13-5-22-14-6-23-15-12(26(13)14)3-4-21-15/h3-6,10-11,21H,2,7-9H2,1H3,(H,24,27)/t10-,11+/m1/s1
Standard InCHIKey:	WYQFJHHDOKWSHR-MNOVXSKESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2457

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	738
0.1-0.2	20995
0.2-0.3	5304
0.3-0.4	1392
0.4-0.5	1360
0.5-0.6	937
0.6-0.7	161
0.7-0.8	3
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	0.7515	NPC197068
Intermediate Similarity	0.7432	NPC317054
Intermediate Similarity	0.7067	NPC267811
Remote Similarity	0.6995	NPC470203
Remote Similarity	0.6965	NPC469308
Remote Similarity	0.694	NPC470204
Remote Similarity	0.6845	NPC116555
Remote Similarity	0.6789	NPC69843
Remote Similarity	0.6774	NPC317105
Remote Similarity	0.6721	NPC120070
Remote Similarity	0.672	NPC253687
Remote Similarity	0.6714	NPC471603
Remote Similarity	0.6685	NPC282531
Remote Similarity	0.6682	NPC470323
Remote Similarity	0.6682	NPC282247
Remote Similarity	0.6667	NPC122141
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.6652	NPC935
Remote Similarity	0.6652	NPC267078
Remote Similarity	0.6649	NPC16659
Remote Similarity	0.6636	NPC130570
Remote Similarity	0.6622	NPC474357
Remote Similarity	0.6613	NPC300238
Remote Similarity	0.6598	NPC265710
Remote Similarity	0.658	NPC280852
Remote Similarity	0.6571	NPC296437
Remote Similarity	0.6564	NPC68938
Remote Similarity	0.6546	NPC240088
Remote Similarity	0.6546	NPC473380
Remote Similarity	0.6545	NPC107160
Remote Similarity	0.6538	NPC114209
Remote Similarity	0.6534	NPC216159
Remote Similarity	0.6534	NPC470266
Remote Similarity	0.6531	NPC307191
Remote Similarity	0.6526	NPC49217
Remote Similarity	0.6524	NPC71238
Remote Similarity	0.6512	NPC57279
Remote Similarity	0.6503	NPC321911
Remote Similarity	0.648	NPC476521
Remote Similarity	0.6471	NPC216643
Remote Similarity	0.6464	NPC244700
Remote Similarity	0.6461	NPC476528
Remote Similarity	0.6461	NPC476433
Remote Similarity	0.6455	NPC225018
Remote Similarity	0.6452	NPC476297
Remote Similarity	0.6452	NPC476219
Remote Similarity	0.6448	NPC201380
Remote Similarity	0.6448	NPC469811
Remote Similarity	0.6448	NPC179787
Remote Similarity	0.6436	NPC210123
Remote Similarity	0.6432	NPC472834
Remote Similarity	0.6432	NPC470233
Remote Similarity	0.6425	NPC474986
Remote Similarity	0.6425	NPC476013
Remote Similarity	0.6425	NPC476520
Remote Similarity	0.6425	NPC476522
Remote Similarity	0.6419	NPC39092
Remote Similarity	0.6414	NPC270834
Remote Similarity	0.6409	NPC42483
Remote Similarity	0.6409	NPC476408
Remote Similarity	0.6398	NPC325903
Remote Similarity	0.6396	NPC40530
Remote Similarity	0.6396	NPC314281
Remote Similarity	0.6393	NPC63545
Remote Similarity	0.6382	NPC108011
Remote Similarity	0.6378	NPC53947
Remote Similarity	0.6354	NPC168702
Remote Similarity	0.6354	NPC125659
Remote Similarity	0.6349	NPC135141
Remote Similarity	0.6349	NPC92796
Remote Similarity	0.6318	NPC476527
Remote Similarity	0.6296	NPC236711
Remote Similarity	0.6295	NPC156003
Remote Similarity	0.625	NPC204141
Remote Similarity	0.625	NPC314372
Remote Similarity	0.6244	NPC474958
Remote Similarity	0.6234	NPC63109
Remote Similarity	0.623	NPC190296
Remote Similarity	0.6225	NPC231536
Remote Similarity	0.6223	NPC472833
Remote Similarity	0.6216	NPC288838
Remote Similarity	0.6216	NPC143872
Remote Similarity	0.6208	NPC150447
Remote Similarity	0.6207	NPC295452
Remote Similarity	0.6207	NPC171393
Remote Similarity	0.6203	NPC24678
Remote Similarity	0.6203	NPC105818
Remote Similarity	0.6183	NPC470111
Remote Similarity	0.6176	NPC472289
Remote Similarity	0.6173	NPC82331
Remote Similarity	0.617	NPC469975
Remote Similarity	0.6154	NPC73767
Remote Similarity	0.6154	NPC217656
Remote Similarity	0.6154	NPC110126
Remote Similarity	0.615	NPC473376
Remote Similarity	0.6138	NPC25008
Remote Similarity	0.6138	NPC259644
Remote Similarity	0.6138	NPC469760
Remote Similarity	0.6138	NPC469763
Remote Similarity	0.6138	NPC469786
Remote Similarity	0.6138	NPC469765
Remote Similarity	0.6138	NPC73952
Remote Similarity	0.6136	NPC238945
Remote Similarity	0.6135	NPC474180
Remote Similarity	0.6135	NPC188821
Remote Similarity	0.6126	NPC472832
Remote Similarity	0.6126	NPC18308
Remote Similarity	0.6124	NPC174281
Remote Similarity	0.6124	NPC475286
Remote Similarity	0.612	NPC469767
Remote Similarity	0.612	NPC469780
Remote Similarity	0.612	NPC469783
Remote Similarity	0.612	NPC469784
Remote Similarity	0.612	NPC115611
Remote Similarity	0.612	NPC469761
Remote Similarity	0.612	NPC469779
Remote Similarity	0.612	NPC469768
Remote Similarity	0.6111	NPC471579
Remote Similarity	0.6108	NPC15102
Remote Similarity	0.6105	NPC70922
Remote Similarity	0.6105	NPC212376
Remote Similarity	0.6105	NPC75540
Remote Similarity	0.6105	NPC211572
Remote Similarity	0.6105	NPC239737
Remote Similarity	0.6105	NPC80597
Remote Similarity	0.6096	NPC471957
Remote Similarity	0.6096	NPC21461
Remote Similarity	0.6095	NPC265576
Remote Similarity	0.6091	NPC470732
Remote Similarity	0.6091	NPC470731
Remote Similarity	0.6087	NPC327477
Remote Similarity	0.6087	NPC469766
Remote Similarity	0.6084	NPC327613
Remote Similarity	0.6081	NPC250178
Remote Similarity	0.6075	NPC159856
Remote Similarity	0.607	NPC473585
Remote Similarity	0.607	NPC314919
Remote Similarity	0.6066	NPC19696
Remote Similarity	0.6066	NPC136957
Remote Similarity	0.605	NPC59269
Remote Similarity	0.6044	NPC84911
Remote Similarity	0.6044	NPC105127
Remote Similarity	0.6034	NPC471322
Remote Similarity	0.6023	NPC246193
Remote Similarity	0.6021	NPC477815
Remote Similarity	0.602	NPC160105
Remote Similarity	0.6019	NPC473362
Remote Similarity	0.6019	NPC166492
Remote Similarity	0.6019	NPC474389
Remote Similarity	0.6019	NPC171317
Remote Similarity	0.6019	NPC213629
Remote Similarity	0.6011	NPC8590
Remote Similarity	0.601	NPC221786
Remote Similarity	0.601	NPC474880
Remote Similarity	0.601	NPC56765
Remote Similarity	0.601	NPC475990
Remote Similarity	0.6	NPC329765
Remote Similarity	0.6	NPC4837
Remote Similarity	0.6	NPC60537
Remote Similarity	0.6	NPC312187
Remote Similarity	0.6	NPC48117
Remote Similarity	0.6	NPC476526
Remote Similarity	0.6	NPC478182
Remote Similarity	0.6	NPC478184
Remote Similarity	0.599	NPC469785
Remote Similarity	0.5989	NPC261195
Remote Similarity	0.5989	NPC29886
Remote Similarity	0.5989	NPC96102
Remote Similarity	0.5982	NPC320968
Remote Similarity	0.5981	NPC326422
Remote Similarity	0.598	NPC477611
Remote Similarity	0.5979	NPC207633
Remote Similarity	0.5979	NPC229173
Remote Similarity	0.5971	NPC313514
Remote Similarity	0.5969	NPC200214
Remote Similarity	0.5969	NPC274229
Remote Similarity	0.5969	NPC41333
Remote Similarity	0.5967	NPC62151
Remote Similarity	0.5961	NPC233936
Remote Similarity	0.596	NPC194411
Remote Similarity	0.596	NPC97343
Remote Similarity	0.5959	NPC469762
Remote Similarity	0.5953	NPC317701
Remote Similarity	0.5951	NPC308931
Remote Similarity	0.5951	NPC99939
Remote Similarity	0.5951	NPC265111
Remote Similarity	0.5951	NPC155498
Remote Similarity	0.5948	NPC158055
Remote Similarity	0.5947	NPC40070
Remote Similarity	0.5946	NPC89139
Remote Similarity	0.5946	NPC472027
Remote Similarity	0.5943	NPC180462
Remote Similarity	0.5941	NPC141377
Remote Similarity	0.5939	NPC49954
Remote Similarity	0.5939	NPC474561
Remote Similarity	0.5932	NPC104011
Remote Similarity	0.5931	NPC48938
Remote Similarity	0.5928	NPC473757
Remote Similarity	0.5928	NPC54744
Remote Similarity	0.5922	NPC94752

Drug Structure

NPD2457 OpenBabel08211702172D 29 32 0 0 1 0 0 0 0 0999 V2000 0.9043 3.9351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4043 3.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 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 2.9921 3.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9432 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4567 5.7392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4043 3.0691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9921 2.2601 0.0000 C 0 0 1 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 2.6831 1.3090 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7522 4.1569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3702 5.3324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9580 4.5234 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9635 4.4189 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.1792 5.9202 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 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 4.6477 5.1514 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9432 3.5691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6657 3.7501 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 1.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7703 2.7556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 21 1 0 0 0 0 5 13 2 0 0 0 0 5 22 1 0 0 0 0 6 14 1 0 0 0 0 6 23 2 0 0 0 0 7 10 1 0 0 0 0 7 25 1 0 0 0 0 8 11 1 0 0 0 0 8 25 1 0 0 0 0 9 17 1 0 0 0 0 9 24 1 0 0 0 0 10 2 1 6 0 0 0 10 11 1 0 0 0 0 11 13 1 6 0 0 0 12 15 2 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 22 2 0 0 0 0 14 26 1 0 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 24 2 3 0 0 0 16 25 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 21 28 1 0 0 0 0 27 29 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	380.16
ALogP	-0.4219
MLogP	2.23
XLogP	3.745
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	81.81
RO5 Violation	0