NPASS drugs

Drug Information

Drug ID:	NPD2446
Drug Name:	Ruxolitinib
Molecular Formula:	C17H18N6
Canonical SMILES:	N#CC[C@@H](n1ncc(c1)c1nc[nH]c2c1ccn2)C1CCCC1
Standard InCHI:	InChI=1S/C17H18N6/c18-7-5-15(12-3-1-2-4-12)23-10-13(9-22-23)16-14-6-8-19-17(14)21-11-20-16/h6,8-12,15H,1-5H2,(H,19,20,21)/t15-/m1/s1
Standard InCHIKey:	HFNKQEVNSGCOJV-OAHLLOKOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2446

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	1266
0.1-0.2	11873
0.2-0.3	12846
0.3-0.4	2133
0.4-0.5	1415
0.5-0.6	1015
0.6-0.7	325
0.7-0.8	17
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	0.7487	NPC317054
Intermediate Similarity	0.7432	NPC470203
Intermediate Similarity	0.7377	NPC470204
Intermediate Similarity	0.7302	NPC471579
Intermediate Similarity	0.7204	NPC317105
Intermediate Similarity	0.7192	NPC469308
Intermediate Similarity	0.7182	NPC53947
Intermediate Similarity	0.7174	NPC216643
Intermediate Similarity	0.7123	NPC267811
Intermediate Similarity	0.7119	NPC279081
Intermediate Similarity	0.7111	NPC288838
Intermediate Similarity	0.7111	NPC143872
Intermediate Similarity	0.7097	NPC122141
Intermediate Similarity	0.7083	NPC130570
Intermediate Similarity	0.7067	NPC116555
Intermediate Similarity	0.7056	NPC204141
Intermediate Similarity	0.7022	NPC230002
Remote Similarity	0.6978	NPC114209
Remote Similarity	0.6974	NPC16659
Remote Similarity	0.6968	NPC253687
Remote Similarity	0.6957	NPC470233
Remote Similarity	0.6949	NPC105127
Remote Similarity	0.6939	NPC307191
Remote Similarity	0.6927	NPC469761
Remote Similarity	0.6927	NPC469779
Remote Similarity	0.6927	NPC469768
Remote Similarity	0.6927	NPC469767
Remote Similarity	0.6927	NPC469783
Remote Similarity	0.6927	NPC469784
Remote Similarity	0.6927	NPC469780
Remote Similarity	0.6923	NPC265710
Remote Similarity	0.6907	NPC280852
Remote Similarity	0.6893	NPC96102
Remote Similarity	0.6889	NPC469766
Remote Similarity	0.6885	NPC469811
Remote Similarity	0.6872	NPC473380
Remote Similarity	0.6872	NPC240088
Remote Similarity	0.6872	NPC73767
Remote Similarity	0.6872	NPC110126
Remote Similarity	0.6862	NPC92796
Remote Similarity	0.6862	NPC300238
Remote Similarity	0.6862	NPC135141
Remote Similarity	0.6859	NPC49217
Remote Similarity	0.6857	NPC82295
Remote Similarity	0.6854	NPC84911
Remote Similarity	0.6854	NPC125746
Remote Similarity	0.6848	NPC321911
Remote Similarity	0.6831	NPC63545
Remote Similarity	0.6828	NPC325903
Remote Similarity	0.6804	NPC477611
Remote Similarity	0.6798	NPC261195
Remote Similarity	0.6798	NPC29886
Remote Similarity	0.6793	NPC201380
Remote Similarity	0.6793	NPC179787
Remote Similarity	0.6791	NPC120070
Remote Similarity	0.6789	NPC225018
Remote Similarity	0.6776	NPC471603
Remote Similarity	0.6772	NPC56765
Remote Similarity	0.6744	NPC27740
Remote Similarity	0.6744	NPC282247
Remote Similarity	0.6741	NPC470323
Remote Similarity	0.6711	NPC267078
Remote Similarity	0.6711	NPC935
Remote Similarity	0.6685	NPC314372
Remote Similarity	0.6684	NPC41257
Remote Similarity	0.6681	NPC474357
Remote Similarity	0.6667	NPC190296
Remote Similarity	0.6667	NPC282531
Remote Similarity	0.6667	NPC150259
Remote Similarity	0.665	NPC472289
Remote Similarity	0.665	NPC474958
Remote Similarity	0.6632	NPC17751
Remote Similarity	0.6632	NPC286427
Remote Similarity	0.6632	NPC280864
Remote Similarity	0.6631	NPC24678
Remote Similarity	0.6631	NPC105818
Remote Similarity	0.6622	NPC69843
Remote Similarity	0.6617	NPC108011
Remote Similarity	0.6616	NPC59269
Remote Similarity	0.6614	NPC476297
Remote Similarity	0.6614	NPC476219
Remote Similarity	0.6612	NPC473868
Remote Similarity	0.6612	NPC63157
Remote Similarity	0.6597	NPC474880
Remote Similarity	0.6597	NPC475990
Remote Similarity	0.6597	NPC206819
Remote Similarity	0.6597	NPC318065
Remote Similarity	0.6597	NPC221786
Remote Similarity	0.6595	NPC159856
Remote Similarity	0.658	NPC247987
Remote Similarity	0.658	NPC90723
Remote Similarity	0.6573	NPC101165
Remote Similarity	0.6573	NPC471322
Remote Similarity	0.6562	NPC215584
Remote Similarity	0.6562	NPC229173
Remote Similarity	0.6562	NPC44773
Remote Similarity	0.6561	NPC25008
Remote Similarity	0.6561	NPC73952
Remote Similarity	0.6561	NPC259644
Remote Similarity	0.6561	NPC469763
Remote Similarity	0.6561	NPC469786
Remote Similarity	0.6561	NPC469765
Remote Similarity	0.6561	NPC469760
Remote Similarity	0.6557	NPC59084
Remote Similarity	0.6545	NPC236711
Remote Similarity	0.6543	NPC40070
Remote Similarity	0.6531	NPC474897
Remote Similarity	0.6526	NPC80597
Remote Similarity	0.6526	NPC211572
Remote Similarity	0.6526	NPC70922
Remote Similarity	0.6526	NPC75540
Remote Similarity	0.6526	NPC212376
Remote Similarity	0.6526	NPC477815
Remote Similarity	0.6524	NPC471957
Remote Similarity	0.6519	NPC216159
Remote Similarity	0.6519	NPC325252
Remote Similarity	0.6513	NPC160105
Remote Similarity	0.6505	NPC86288
Remote Similarity	0.6502	NPC308931
Remote Similarity	0.6502	NPC99939
Remote Similarity	0.6502	NPC15102
Remote Similarity	0.6492	NPC469785
Remote Similarity	0.6492	NPC476464
Remote Similarity	0.6474	NPC48564
Remote Similarity	0.6474	NPC265605
Remote Similarity	0.6474	NPC182570
Remote Similarity	0.6474	NPC200214
Remote Similarity	0.6468	NPC314919
Remote Similarity	0.6468	NPC164228
Remote Similarity	0.6467	NPC115611
Remote Similarity	0.6458	NPC469762
Remote Similarity	0.6456	NPC231536
Remote Similarity	0.6442	NPC188821
Remote Similarity	0.6442	NPC474180
Remote Similarity	0.6436	NPC21605
Remote Similarity	0.6436	NPC470111
Remote Similarity	0.6432	NPC476454
Remote Similarity	0.6429	NPC49954
Remote Similarity	0.6429	NPC218268
Remote Similarity	0.6429	NPC474561
Remote Similarity	0.6422	NPC54981
Remote Similarity	0.6421	NPC216713
Remote Similarity	0.6421	NPC470823
Remote Similarity	0.642	NPC245244
Remote Similarity	0.642	NPC146373
Remote Similarity	0.642	NPC166424
Remote Similarity	0.6414	NPC82331
Remote Similarity	0.6413	NPC88097
Remote Similarity	0.64	NPC46358
Remote Similarity	0.6398	NPC474389
Remote Similarity	0.6396	NPC63751
Remote Similarity	0.6394	NPC477167
Remote Similarity	0.6394	NPC304187
Remote Similarity	0.6394	NPC473342
Remote Similarity	0.6394	NPC477166
Remote Similarity	0.6393	NPC314102
Remote Similarity	0.6393	NPC251722
Remote Similarity	0.6387	NPC141926
Remote Similarity	0.6387	NPC232798
Remote Similarity	0.6383	NPC316069
Remote Similarity	0.6382	NPC314603
Remote Similarity	0.6378	NPC274229
Remote Similarity	0.6378	NPC284635
Remote Similarity	0.6378	NPC2949
Remote Similarity	0.6374	NPC198988
Remote Similarity	0.6372	NPC473376
Remote Similarity	0.6364	NPC194411
Remote Similarity	0.6364	NPC97343
Remote Similarity	0.636	NPC156003
Remote Similarity	0.6355	NPC233936
Remote Similarity	0.6354	NPC34844
Remote Similarity	0.635	NPC280297
Remote Similarity	0.6344	NPC197068
Remote Similarity	0.634	NPC171393
Remote Similarity	0.634	NPC295452
Remote Similarity	0.6332	NPC201634
Remote Similarity	0.6329	NPC321708
Remote Similarity	0.6327	NPC311276
Remote Similarity	0.6316	NPC107160
Remote Similarity	0.6311	NPC476527
Remote Similarity	0.6308	NPC279918
Remote Similarity	0.6302	NPC138842
Remote Similarity	0.6287	NPC284775
Remote Similarity	0.6284	NPC71238
Remote Similarity	0.6283	NPC33421
Remote Similarity	0.6276	NPC282231
Remote Similarity	0.6271	NPC39092
Remote Similarity	0.6269	NPC37423
Remote Similarity	0.6269	NPC275305
Remote Similarity	0.625	NPC213629
Remote Similarity	0.625	NPC41174
Remote Similarity	0.6244	NPC473218
Remote Similarity	0.6244	NPC83381
Remote Similarity	0.6244	NPC194640
Remote Similarity	0.6244	NPC40779
Remote Similarity	0.6244	NPC470702
Remote Similarity	0.6243	NPC22079
Remote Similarity	0.6243	NPC282398
Remote Similarity	0.6238	NPC316359
Remote Similarity	0.6238	NPC315617

Drug Structure

NPD2446 OpenBabel08211702172D 24 27 0 0 1 0 0 0 0 0999 V2000 2.8913 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 -2.2433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2733 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5226 -0.6417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5172 -0.7463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2257 2.6361 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9239 0.1673 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 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 -5.0468 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 18 3 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 9 22 2 0 0 0 0 10 13 2 0 0 0 0 10 23 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 5 1 6 0 0 0 15 23 1 0 0 0 0 16 20 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003509; DCL000844; DCL000542
DrugBank	DB08877
ChEMBL	CHEMBL1789941
IUPHAR/BPS	5688
PharmaGKB
KEGG Drug	D09959
PubChem CID	25126798; 25127112
ChEBI	66919
CAS Number	941678-49-5

Drug Properties

Molecular Weight	306.16
ALogP	-0.759
MLogP	2.67
XLogP	1.726
HDA	6
HBD	1
Rotatable Bonds	4
TPSA	83.18
RO5 Violation	0