NPASS drugs

Drug Information

Drug ID:	NPD6465
Drug Name:	Itacitinib
Molecular Formula:	C26H23F4N9O
Canonical SMILES:	N#CCC1(CN(C1)C1CCN(CC1)C(=O)c1ccnc(c1F)C(F)(F)F)n1ncc(c1)c1nc[nH]c2c1ccn2
Standard InCHI:	InChI=1S/C26H23F4N9O/c27-20-18(1-7-32-22(20)26(28,29)30)24(40)37-9-3-17(4-10-37)38-13-25(14-38,5-6-31)39-12-16(11-36-39)21-19-2-8-33-23(19)35-15-34-21/h1-2,7-8,11-12,15,17H,3-5,9-10,13-14H2,(H,33,34,35)
Standard InCHIKey:	KTBSXLIQKWEBRB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6465

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	1137
0.1-0.2	11424
0.2-0.3	13680
0.3-0.4	1861
0.4-0.5	1584
0.5-0.6	1077
0.6-0.7	125
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	0.7198	NPC267811
Intermediate Similarity	0.7149	NPC116555
Remote Similarity	0.6844	NPC470323
Remote Similarity	0.6816	NPC935
Remote Similarity	0.6816	NPC267078
Remote Similarity	0.6789	NPC474357
Remote Similarity	0.6758	NPC16659
Remote Similarity	0.6757	NPC476527
Remote Similarity	0.6712	NPC308931
Remote Similarity	0.6712	NPC265710
Remote Similarity	0.6712	NPC99939
Remote Similarity	0.6667	NPC473380
Remote Similarity	0.6667	NPC240088
Remote Similarity	0.6609	NPC317701
Remote Similarity	0.6607	NPC135601
Remote Similarity	0.6607	NPC17273
Remote Similarity	0.6607	NPC141612
Remote Similarity	0.6606	NPC40530
Remote Similarity	0.6606	NPC314281
Remote Similarity	0.6595	NPC469308
Remote Similarity	0.6569	NPC282247
Remote Similarity	0.6547	NPC470205
Remote Similarity	0.6518	NPC21429
Remote Similarity	0.6507	NPC326422
Remote Similarity	0.65	NPC471579
Remote Similarity	0.65	NPC317054
Remote Similarity	0.6494	NPC174281
Remote Similarity	0.6494	NPC475286
Remote Similarity	0.6491	NPC210123
Remote Similarity	0.6491	NPC476460
Remote Similarity	0.6485	NPC72956
Remote Similarity	0.6466	NPC69843
Remote Similarity	0.6458	NPC6865
Remote Similarity	0.6458	NPC153980
Remote Similarity	0.645	NPC329765
Remote Similarity	0.645	NPC476526
Remote Similarity	0.645	NPC48117
Remote Similarity	0.6438	NPC19696
Remote Similarity	0.6438	NPC136957
Remote Similarity	0.64	NPC270834
Remote Similarity	0.639	NPC470702
Remote Similarity	0.639	NPC471603
Remote Similarity	0.639	NPC471194
Remote Similarity	0.639	NPC473218
Remote Similarity	0.639	NPC471193
Remote Similarity	0.6379	NPC471192
Remote Similarity	0.6364	NPC304203
Remote Similarity	0.6364	NPC470703
Remote Similarity	0.6349	NPC54981
Remote Similarity	0.6331	NPC130570
Remote Similarity	0.6323	NPC280852
Remote Similarity	0.6311	NPC147983
Remote Similarity	0.6311	NPC177996
Remote Similarity	0.6302	NPC63109
Remote Similarity	0.63	NPC477003
Remote Similarity	0.6298	NPC268744
Remote Similarity	0.6298	NPC474318
Remote Similarity	0.6298	NPC475914
Remote Similarity	0.6298	NPC201266
Remote Similarity	0.6298	NPC153123
Remote Similarity	0.6298	NPC220797
Remote Similarity	0.6293	NPC474180
Remote Similarity	0.6293	NPC188821
Remote Similarity	0.6284	NPC470203
Remote Similarity	0.6271	NPC166209
Remote Similarity	0.6271	NPC269203
Remote Similarity	0.6271	NPC13456
Remote Similarity	0.6271	NPC77241
Remote Similarity	0.6265	NPC476817
Remote Similarity	0.6262	NPC472260
Remote Similarity	0.6256	NPC317105
Remote Similarity	0.6255	NPC474389
Remote Similarity	0.6245	NPC470731
Remote Similarity	0.6239	NPC470204
Remote Similarity	0.6234	NPC473376
Remote Similarity	0.6233	NPC161861
Remote Similarity	0.623	NPC156003
Remote Similarity	0.6225	NPC327095
Remote Similarity	0.6225	NPC312942
Remote Similarity	0.6224	NPC71238
Remote Similarity	0.6222	NPC284775
Remote Similarity	0.6213	NPC167710
Remote Similarity	0.6204	NPC120070
Remote Similarity	0.6201	NPC133003
Remote Similarity	0.62	NPC40455
Remote Similarity	0.6188	NPC54214
Remote Similarity	0.6186	NPC470233
Remote Similarity	0.6157	NPC476524
Remote Similarity	0.6157	NPC476525
Remote Similarity	0.6154	NPC19342
Remote Similarity	0.6148	NPC320968
Remote Similarity	0.6147	NPC17059
Remote Similarity	0.6136	NPC478185
Remote Similarity	0.6126	NPC56233
Remote Similarity	0.6113	NPC470732
Remote Similarity	0.6111	NPC216550
Remote Similarity	0.6109	NPC478184
Remote Similarity	0.6109	NPC478182
Remote Similarity	0.6104	NPC63571
Remote Similarity	0.6104	NPC94752
Remote Similarity	0.6102	NPC297862
Remote Similarity	0.6097	NPC74619
Remote Similarity	0.6096	NPC88110
Remote Similarity	0.6094	NPC324091
Remote Similarity	0.6091	NPC122141
Remote Similarity	0.6087	NPC467063
Remote Similarity	0.6078	NPC116622
Remote Similarity	0.6078	NPC310633
Remote Similarity	0.607	NPC191415
Remote Similarity	0.6063	NPC476491
Remote Similarity	0.6053	NPC11126
Remote Similarity	0.6052	NPC213629
Remote Similarity	0.605	NPC34837
Remote Similarity	0.6047	NPC19170
Remote Similarity	0.6045	NPC293487
Remote Similarity	0.6043	NPC102755
Remote Similarity	0.6034	NPC128244
Remote Similarity	0.6034	NPC111566
Remote Similarity	0.6032	NPC54744
Remote Similarity	0.6031	NPC171393
Remote Similarity	0.6031	NPC295452
Remote Similarity	0.6018	NPC229173
Remote Similarity	0.6017	NPC228835
Remote Similarity	0.6009	NPC233380
Remote Similarity	0.6008	NPC471191
Remote Similarity	0.6007	NPC77101
Remote Similarity	0.6	NPC469717
Remote Similarity	0.5983	NPC472289
Remote Similarity	0.5983	NPC171317
Remote Similarity	0.5982	NPC478183
Remote Similarity	0.5973	NPC92796
Remote Similarity	0.5973	NPC135141
Remote Similarity	0.5973	NPC221786
Remote Similarity	0.5973	NPC474880
Remote Similarity	0.5964	NPC271797
Remote Similarity	0.5964	NPC21174
Remote Similarity	0.5962	NPC197068
Remote Similarity	0.596	NPC238945
Remote Similarity	0.5958	NPC477004
Remote Similarity	0.5957	NPC231536
Remote Similarity	0.5953	NPC477175
Remote Similarity	0.5953	NPC204141
Remote Similarity	0.5953	NPC470730
Remote Similarity	0.5941	NPC227582
Remote Similarity	0.5939	NPC157583
Remote Similarity	0.5939	NPC237188
Remote Similarity	0.5938	NPC42372
Remote Similarity	0.5938	NPC107160
Remote Similarity	0.5936	NPC325903
Remote Similarity	0.5931	NPC307191
Remote Similarity	0.593	NPC475969
Remote Similarity	0.593	NPC475859
Remote Similarity	0.5929	NPC471943
Remote Similarity	0.5928	NPC216643
Remote Similarity	0.5927	NPC75634
Remote Similarity	0.5926	NPC288838
Remote Similarity	0.5923	NPC15102
Remote Similarity	0.592	NPC62995
Remote Similarity	0.5919	NPC194881
Remote Similarity	0.5919	NPC225018
Remote Similarity	0.5918	NPC243850
Remote Similarity	0.5918	NPC54420
Remote Similarity	0.5917	NPC131887
Remote Similarity	0.5917	NPC53947
Remote Similarity	0.5915	NPC103119
Remote Similarity	0.5915	NPC321708
Remote Similarity	0.5911	NPC49217
Remote Similarity	0.5909	NPC476219
Remote Similarity	0.5907	NPC165743
Remote Similarity	0.5899	NPC114209
Remote Similarity	0.5892	NPC293917
Remote Similarity	0.5892	NPC100321
Remote Similarity	0.5892	NPC74413
Remote Similarity	0.5889	NPC272174
Remote Similarity	0.5885	NPC472069
Remote Similarity	0.5885	NPC472063
Remote Similarity	0.5885	NPC472062
Remote Similarity	0.5882	NPC64216
Remote Similarity	0.588	NPC470440
Remote Similarity	0.588	NPC50511
Remote Similarity	0.5878	NPC472064
Remote Similarity	0.5872	NPC282531
Remote Similarity	0.587	NPC162860
Remote Similarity	0.587	NPC59269
Remote Similarity	0.5868	NPC252338
Remote Similarity	0.5863	NPC110602
Remote Similarity	0.5863	NPC75726
Remote Similarity	0.5863	NPC31385
Remote Similarity	0.5859	NPC32534
Remote Similarity	0.5859	NPC474897
Remote Similarity	0.5853	NPC143872
Remote Similarity	0.5852	NPC293216
Remote Similarity	0.5852	NPC469529
Remote Similarity	0.5851	NPC473640
Remote Similarity	0.5849	NPC65408
Remote Similarity	0.5848	NPC253687
Remote Similarity	0.5845	NPC40070
Remote Similarity	0.5844	NPC475506
Remote Similarity	0.5843	NPC31097
Remote Similarity	0.5843	NPC253987

Drug Structure

NPD6465 OpenBabel08211710072D 41 46 0 0 1 0 0 0 0 0999 V2000 5.5015 4.2767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9221 -4.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 -0.2588 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 6.4674 4.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1809 -5.4505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1741 -2.5817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1924 -1.3243 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 -3.6279 -3.2232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1401 -2.3229 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 4.7944 3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7608 -3.9399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9172 -2.9522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5379 -4.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.2779 1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 1.8966 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9850 0.6718 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.2438 1.6378 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.6718 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 1.1554 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7262 3.0520 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1796 -5.5028 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8508 -2.5939 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4715 -4.2109 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3705 -1.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1213 3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5696 4.7944 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2486 -4.8402 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 1 18 1 0 0 0 0 2 8 2 0 0 0 0 2 19 1 0 0 0 0 3 9 1 0 0 0 0 3 17 1 0 0 0 0 4 10 1 0 0 0 0 4 17 1 0 0 0 0 5 6 1 0 0 0 0 5 25 1 0 0 0 0 6 31 3 0 0 0 0 7 32 1 0 0 0 0 8 33 1 0 0 0 0 9 37 1 0 0 0 0 10 37 1 0 0 0 0 11 16 1 0 0 0 0 11 36 2 0 0 0 0 12 16 2 0 0 0 0 12 39 1 0 0 0 0 13 25 1 0 0 0 0 13 38 1 0 0 0 0 14 25 1 0 0 0 0 14 38 1 0 0 0 0 15 34 2 0 0 0 0 15 35 1 0 0 0 0 16 21 1 0 0 0 0 17 38 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 21 34 1 0 0 0 0 22 26 1 0 0 0 0 22 32 2 0 0 0 0 23 33 2 0 0 0 0 23 35 1 0 0 0 0 24 37 1 0 0 0 0 24 40 2 0 0 0 0 25 39 1 0 0 0 0 26 28 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 35 41 1 0 0 0 0 36 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	53380437
ChEBI
CAS Number

Drug Properties

Molecular Weight	553.20
ALogP	-0.2464
MLogP	2.78
XLogP	1.847
HDA	10
HBD	1
Rotatable Bonds	11
TPSA	119.62
RO5 Violation	0