NPASS drugs

Drug Information

Drug ID:	NPD6880
Drug Name:	Fedratinib
Molecular Formula:	C27H36N6O3S
Canonical SMILES:	Cc1cnc([nH]c1=Nc1cccc(c1)S(=O)(=O)NC(C)(C)C)Nc1ccc(cc1)OCCN1CCCC1
Standard InCHI:	InChI=1S/C27H36N6O3S/c1-20-19-28-26(30-21-10-12-23(13-11-21)36-17-16-33-14-5-6-15-33)31-25(20)29-22-8-7-9-24(18-22)37(34,35)32-27(2,3)4/h7-13,18-19,32H,5-6,14-17H2,1-4H3,(H2,28,29,30,31)
Standard InCHIKey:	JOOXLOJCABQBSG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6880

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	378
0.1-0.2	4548
0.2-0.3	8387
0.3-0.4	10027
0.4-0.5	6243
0.5-0.6	1284
0.6-0.7	22
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	0.7143	NPC315257
Remote Similarity	0.6598	NPC85482
Remote Similarity	0.6497	NPC473432
Remote Similarity	0.6425	NPC198401
Remote Similarity	0.6304	NPC476462
Remote Similarity	0.6289	NPC315498
Remote Similarity	0.6289	NPC230942
Remote Similarity	0.6283	NPC203424
Remote Similarity	0.6283	NPC206372
Remote Similarity	0.6237	NPC260601
Remote Similarity	0.6178	NPC13397
Remote Similarity	0.6114	NPC187145
Remote Similarity	0.6098	NPC176127
Remote Similarity	0.6095	NPC79213
Remote Similarity	0.6075	NPC212850
Remote Similarity	0.6075	NPC189724
Remote Similarity	0.6075	NPC83289
Remote Similarity	0.6073	NPC476465
Remote Similarity	0.6061	NPC70172
Remote Similarity	0.6048	NPC475411
Remote Similarity	0.6044	NPC208022
Remote Similarity	0.6033	NPC237227
Remote Similarity	0.6032	NPC247298
Remote Similarity	0.5992	NPC471614
Remote Similarity	0.5991	NPC52801
Remote Similarity	0.5983	NPC316756
Remote Similarity	0.5981	NPC314948
Remote Similarity	0.5972	NPC92111
Remote Similarity	0.5971	NPC118776
Remote Similarity	0.5969	NPC245974
Remote Similarity	0.5967	NPC471321
Remote Similarity	0.5967	NPC471306
Remote Similarity	0.5967	NPC56271
Remote Similarity	0.5965	NPC264782
Remote Similarity	0.5955	NPC315632
Remote Similarity	0.5942	NPC469831
Remote Similarity	0.5924	NPC297584
Remote Similarity	0.5924	NPC76748
Remote Similarity	0.5915	NPC307963
Remote Similarity	0.5909	NPC93653
Remote Similarity	0.5907	NPC478049
Remote Similarity	0.5905	NPC257851
Remote Similarity	0.5905	NPC157931
Remote Similarity	0.5903	NPC471198
Remote Similarity	0.5899	NPC25897
Remote Similarity	0.5899	NPC329793
Remote Similarity	0.589	NPC162484
Remote Similarity	0.5882	NPC476475
Remote Similarity	0.5877	NPC296527
Remote Similarity	0.587	NPC274732
Remote Similarity	0.5859	NPC471197
Remote Similarity	0.5849	NPC134079
Remote Similarity	0.5848	NPC242923
Remote Similarity	0.5841	NPC84853
Remote Similarity	0.5837	NPC261388
Remote Similarity	0.5837	NPC84478
Remote Similarity	0.5826	NPC228206
Remote Similarity	0.5822	NPC94157
Remote Similarity	0.5821	NPC254700
Remote Similarity	0.5818	NPC473460
Remote Similarity	0.5815	NPC476687
Remote Similarity	0.5815	NPC476685
Remote Similarity	0.5815	NPC476689
Remote Similarity	0.5806	NPC72211
Remote Similarity	0.5804	NPC471304
Remote Similarity	0.5802	NPC110741
Remote Similarity	0.5799	NPC214368
Remote Similarity	0.5792	NPC285558
Remote Similarity	0.5787	NPC251090
Remote Similarity	0.5784	NPC471953
Remote Similarity	0.5784	NPC471648
Remote Similarity	0.5775	NPC473569
Remote Similarity	0.5764	NPC208280
Remote Similarity	0.5763	NPC160666
Remote Similarity	0.5763	NPC475253
Remote Similarity	0.5762	NPC469829
Remote Similarity	0.5761	NPC473987
Remote Similarity	0.5753	NPC19872
Remote Similarity	0.5753	NPC329747
Remote Similarity	0.5751	NPC473769
Remote Similarity	0.5745	NPC315822
Remote Similarity	0.574	NPC16249
Remote Similarity	0.574	NPC478075
Remote Similarity	0.5729	NPC469428
Remote Similarity	0.5727	NPC469592
Remote Similarity	0.5727	NPC471080
Remote Similarity	0.5722	NPC29650
Remote Similarity	0.5721	NPC22014
Remote Similarity	0.572	NPC477805
Remote Similarity	0.572	NPC477806
Remote Similarity	0.572	NPC477795
Remote Similarity	0.572	NPC477796
Remote Similarity	0.5714	NPC98197
Remote Similarity	0.5714	NPC132642
Remote Similarity	0.5714	NPC314659
Remote Similarity	0.5714	NPC471652
Remote Similarity	0.5714	NPC314861
Remote Similarity	0.5714	NPC70259
Remote Similarity	0.5714	NPC285192
Remote Similarity	0.5708	NPC187558
Remote Similarity	0.5708	NPC208284
Remote Similarity	0.5707	NPC226662
Remote Similarity	0.5696	NPC248601
Remote Similarity	0.5695	NPC472111
Remote Similarity	0.5694	NPC222592
Remote Similarity	0.5694	NPC168486
Remote Similarity	0.5694	NPC70092
Remote Similarity	0.5691	NPC138365
Remote Similarity	0.569	NPC24802
Remote Similarity	0.5689	NPC475133
Remote Similarity	0.5689	NPC201697
Remote Similarity	0.5682	NPC176538
Remote Similarity	0.5681	NPC469830
Remote Similarity	0.5678	NPC112766
Remote Similarity	0.5678	NPC66777
Remote Similarity	0.5678	NPC471762
Remote Similarity	0.5676	NPC223427
Remote Similarity	0.5676	NPC475774
Remote Similarity	0.5674	NPC22476
Remote Similarity	0.5672	NPC285635
Remote Similarity	0.5672	NPC231862
Remote Similarity	0.5672	NPC306366
Remote Similarity	0.5671	NPC308906
Remote Similarity	0.567	NPC9373
Remote Similarity	0.5668	NPC205934
Remote Similarity	0.5668	NPC43787
Remote Similarity	0.5667	NPC197335
Remote Similarity	0.5665	NPC24954
Remote Similarity	0.5665	NPC204179
Remote Similarity	0.5658	NPC266931
Remote Similarity	0.5658	NPC478074
Remote Similarity	0.5654	NPC242928
Remote Similarity	0.5652	NPC244425
Remote Similarity	0.5652	NPC15384
Remote Similarity	0.565	NPC118832
Remote Similarity	0.565	NPC165349
Remote Similarity	0.565	NPC470930
Remote Similarity	0.565	NPC274291
Remote Similarity	0.565	NPC473422
Remote Similarity	0.565	NPC329708
Remote Similarity	0.565	NPC26850
Remote Similarity	0.565	NPC264166
Remote Similarity	0.565	NPC47059
Remote Similarity	0.5649	NPC180504
Remote Similarity	0.5647	NPC472099
Remote Similarity	0.5647	NPC477533
Remote Similarity	0.5644	NPC287208
Remote Similarity	0.5644	NPC270241
Remote Similarity	0.5644	NPC475910
Remote Similarity	0.5644	NPC177404
Remote Similarity	0.5636	NPC18487
Remote Similarity	0.5631	NPC475085
Remote Similarity	0.5631	NPC291535
Remote Similarity	0.5631	NPC475112
Remote Similarity	0.5628	NPC469594
Remote Similarity	0.5628	NPC474059
Remote Similarity	0.5628	NPC96321
Remote Similarity	0.5625	NPC476106
Remote Similarity	0.5622	NPC475190
Remote Similarity	0.5622	NPC301163
Remote Similarity	0.5619	NPC469589
Remote Similarity	0.5616	NPC267928
Remote Similarity	0.5614	NPC48353
Remote Similarity	0.5612	NPC314954
Remote Similarity	0.5611	NPC121772
Remote Similarity	0.5609	NPC288349
Remote Similarity	0.5607	NPC21425
Remote Similarity	0.5604	NPC73280
Remote Similarity	0.5602	NPC47986
Remote Similarity	0.56	NPC233926
Remote Similarity	0.56	NPC471155
Remote Similarity	0.56	NPC292003

Drug Structure

NPD6880 OpenBabel08211710072D 40 43 0 0 0 0 0 0 0 0999 V2000 4.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2024 -2.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3364 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9945 -1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5933 -2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 0.0000 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 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 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 6.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 -1.7321 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 10.0000 0.0000 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 5.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 22 1 0 0 0 0 9 24 2 0 0 0 0 10 12 1 0 0 0 0 10 21 2 0 0 0 0 11 13 2 0 0 0 0 11 21 1 0 0 0 0 12 23 2 0 0 0 0 13 23 1 0 0 0 0 14 33 1 0 0 0 0 15 33 1 0 0 0 0 16 17 1 0 0 0 0 16 33 1 0 0 0 0 17 36 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 30 1 0 0 0 0 22 29 1 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 25 29 2 3 0 0 0 25 31 1 0 0 0 0 26 28 2 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 32 37 1 0 0 0 0 32 40 1 0 0 0 0 34 37 2 0 0 0 0 35 37 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003514; DCL001017
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16722836
ChEBI
CAS Number

Drug Properties

Molecular Weight	524.26
ALogP	-1.1701
MLogP	3.33
XLogP	4.72
HDA	8
HBD	3
Rotatable Bonds	14
TPSA	115.8
RO5 Violation	0