NPASS drugs

Drug Information

Drug ID:	NPD4984
Drug Name:	Tamatinib
Molecular Formula:	C22H23FN6O5
Canonical SMILES:	COc1cc(Nc2ncc(c(n2)N=c2ccc3c([nH]2)N=C(C(O3)(C)C)O)F)cc(c1OC)OC
Standard InCHI:	InChI=1S/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)
Standard InCHIKey:	NHHQJBCNYHBUSI-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4984

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	6475
0.2-0.3	7005
0.3-0.4	8698
0.4-0.5	6458
0.5-0.6	1578
0.6-0.7	185
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	0.7397	NPC56271
Remote Similarity	0.6939	NPC316756
Remote Similarity	0.6838	NPC473822
Remote Similarity	0.6805	NPC160666
Remote Similarity	0.6738	NPC162530
Remote Similarity	0.6736	NPC201508
Remote Similarity	0.6695	NPC173080
Remote Similarity	0.6667	NPC472066
Remote Similarity	0.6667	NPC472031
Remote Similarity	0.6667	NPC472067
Remote Similarity	0.6653	NPC122463
Remote Similarity	0.6626	NPC469792
Remote Similarity	0.6624	NPC316981
Remote Similarity	0.6612	NPC96584
Remote Similarity	0.6612	NPC255800
Remote Similarity	0.6597	NPC308906
Remote Similarity	0.6587	NPC472068
Remote Similarity	0.6569	NPC174049
Remote Similarity	0.6556	NPC130570
Remote Similarity	0.6553	NPC202605
Remote Similarity	0.6553	NPC112206
Remote Similarity	0.6527	NPC250178
Remote Similarity	0.6525	NPC266931
Remote Similarity	0.6513	NPC473513
Remote Similarity	0.6512	NPC258773
Remote Similarity	0.6489	NPC195268
Remote Similarity	0.6489	NPC133140
Remote Similarity	0.6468	NPC477796
Remote Similarity	0.6468	NPC477795
Remote Similarity	0.6468	NPC477806
Remote Similarity	0.6468	NPC477805
Remote Similarity	0.6466	NPC285558
Remote Similarity	0.6466	NPC476581
Remote Similarity	0.6466	NPC36229
Remote Similarity	0.6466	NPC16452
Remote Similarity	0.6461	NPC35761
Remote Similarity	0.646	NPC226202
Remote Similarity	0.6449	NPC237978
Remote Similarity	0.644	NPC30540
Remote Similarity	0.6435	NPC315957
Remote Similarity	0.6414	NPC471603
Remote Similarity	0.6408	NPC110151
Remote Similarity	0.6397	NPC21461
Remote Similarity	0.6391	NPC476578
Remote Similarity	0.6391	NPC4071
Remote Similarity	0.6391	NPC476582
Remote Similarity	0.639	NPC136924
Remote Similarity	0.6388	NPC289786
Remote Similarity	0.638	NPC161887
Remote Similarity	0.6379	NPC46970
Remote Similarity	0.6376	NPC224928
Remote Similarity	0.6371	NPC242923
Remote Similarity	0.6356	NPC472289
Remote Similarity	0.6337	NPC310118
Remote Similarity	0.6336	NPC31930
Remote Similarity	0.6324	NPC217554
Remote Similarity	0.6316	NPC279401
Remote Similarity	0.6316	NPC79293
Remote Similarity	0.6314	NPC18348
Remote Similarity	0.6314	NPC284141
Remote Similarity	0.6313	NPC164664
Remote Similarity	0.6295	NPC20249
Remote Similarity	0.6276	NPC202768
Remote Similarity	0.6276	NPC53069
Remote Similarity	0.6276	NPC296482
Remote Similarity	0.6275	NPC187145
Remote Similarity	0.6266	NPC288349
Remote Similarity	0.6261	NPC290689
Remote Similarity	0.6261	NPC219664
Remote Similarity	0.6261	NPC473053
Remote Similarity	0.6255	NPC264166
Remote Similarity	0.6255	NPC274291
Remote Similarity	0.6255	NPC213530
Remote Similarity	0.6255	NPC118832
Remote Similarity	0.6255	NPC193267
Remote Similarity	0.6255	NPC165349
Remote Similarity	0.6255	NPC47059
Remote Similarity	0.6255	NPC210256
Remote Similarity	0.6255	NPC329708
Remote Similarity	0.625	NPC62069
Remote Similarity	0.6245	NPC307963
Remote Similarity	0.6245	NPC11408
Remote Similarity	0.6245	NPC476465
Remote Similarity	0.624	NPC12100
Remote Similarity	0.6239	NPC66815
Remote Similarity	0.6233	NPC266551
Remote Similarity	0.6233	NPC219963
Remote Similarity	0.623	NPC54066
Remote Similarity	0.623	NPC295228
Remote Similarity	0.6223	NPC121772
Remote Similarity	0.6216	NPC51854
Remote Similarity	0.6214	NPC469594
Remote Similarity	0.621	NPC14651
Remote Similarity	0.621	NPC107160
Remote Similarity	0.621	NPC121658
Remote Similarity	0.6208	NPC203168
Remote Similarity	0.6207	NPC127085
Remote Similarity	0.6204	NPC17305
Remote Similarity	0.6203	NPC313189
Remote Similarity	0.6196	NPC99891
Remote Similarity	0.619	NPC242209
Remote Similarity	0.619	NPC251090
Remote Similarity	0.6186	NPC285635
Remote Similarity	0.6185	NPC476997
Remote Similarity	0.6178	NPC9729
Remote Similarity	0.6176	NPC308392
Remote Similarity	0.617	NPC135887
Remote Similarity	0.617	NPC199277
Remote Similarity	0.6167	NPC66083
Remote Similarity	0.6164	NPC476518
Remote Similarity	0.6163	NPC128115
Remote Similarity	0.6161	NPC144114
Remote Similarity	0.616	NPC476996
Remote Similarity	0.616	NPC472111
Remote Similarity	0.616	NPC476998
Remote Similarity	0.6154	NPC477019
Remote Similarity	0.6148	NPC15406
Remote Similarity	0.6144	NPC103388
Remote Similarity	0.6141	NPC171409
Remote Similarity	0.6141	NPC96405
Remote Similarity	0.6136	NPC105758
Remote Similarity	0.6136	NPC476686
Remote Similarity	0.6136	NPC476688
Remote Similarity	0.6128	NPC232727
Remote Similarity	0.6125	NPC167860
Remote Similarity	0.6125	NPC123976
Remote Similarity	0.6122	NPC17565
Remote Similarity	0.6121	NPC13880
Remote Similarity	0.612	NPC476994
Remote Similarity	0.6119	NPC278874
Remote Similarity	0.6114	NPC76748
Remote Similarity	0.6106	NPC284559
Remote Similarity	0.6094	NPC41501
Remote Similarity	0.6089	NPC477891
Remote Similarity	0.6089	NPC470474
Remote Similarity	0.6087	NPC92111
Remote Similarity	0.6085	NPC234197
Remote Similarity	0.6085	NPC176538
Remote Similarity	0.6083	NPC224632
Remote Similarity	0.608	NPC244536
Remote Similarity	0.6078	NPC326634
Remote Similarity	0.6076	NPC469440
Remote Similarity	0.6075	NPC120070
Remote Similarity	0.607	NPC296527
Remote Similarity	0.607	NPC119134
Remote Similarity	0.607	NPC110741
Remote Similarity	0.6067	NPC135549
Remote Similarity	0.6063	NPC277351
Remote Similarity	0.6063	NPC90875
Remote Similarity	0.6061	NPC303374
Remote Similarity	0.6058	NPC113369
Remote Similarity	0.6054	NPC288943
Remote Similarity	0.6053	NPC61350
Remote Similarity	0.6053	NPC150447
Remote Similarity	0.6049	NPC469592
Remote Similarity	0.6049	NPC471080
Remote Similarity	0.6048	NPC118121
Remote Similarity	0.6048	NPC280272
Remote Similarity	0.6047	NPC469554
Remote Similarity	0.6047	NPC233334
Remote Similarity	0.6047	NPC315257
Remote Similarity	0.6042	NPC475910
Remote Similarity	0.604	NPC103687
Remote Similarity	0.604	NPC132631
Remote Similarity	0.6036	NPC208060
Remote Similarity	0.6036	NPC111624
Remote Similarity	0.6033	NPC208284
Remote Similarity	0.6031	NPC471614
Remote Similarity	0.6031	NPC134637
Remote Similarity	0.6027	NPC471178
Remote Similarity	0.6027	NPC283152
Remote Similarity	0.6025	NPC471736
Remote Similarity	0.6024	NPC65277
Remote Similarity	0.6018	NPC118776
Remote Similarity	0.6017	NPC174672
Remote Similarity	0.6016	NPC204446
Remote Similarity	0.6009	NPC177404
Remote Similarity	0.6008	NPC60621
Remote Similarity	0.6008	NPC251160
Remote Similarity	0.6008	NPC26679
Remote Similarity	0.6	NPC470799
Remote Similarity	0.6	NPC472434
Remote Similarity	0.6	NPC230805
Remote Similarity	0.6	NPC170114
Remote Similarity	0.6	NPC8022
Remote Similarity	0.6	NPC108469
Remote Similarity	0.5992	NPC314954
Remote Similarity	0.5992	NPC11464
Remote Similarity	0.5985	NPC39092
Remote Similarity	0.5985	NPC295452
Remote Similarity	0.5985	NPC171393
Remote Similarity	0.5984	NPC101543
Remote Similarity	0.5984	NPC236668
Remote Similarity	0.5983	NPC137929
Remote Similarity	0.5983	NPC164374
Remote Similarity	0.5976	NPC214980
Remote Similarity	0.5976	NPC200888
Remote Similarity	0.5975	NPC287437
Remote Similarity	0.5975	NPC477111
Remote Similarity	0.5971	NPC473639

Drug Structure

NPD4984 OpenBabel08211706322D 37 40 0 0 0 0 0 0 0 0999 V2000 1.8320 0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7355 -0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -5.1962 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 31 1 0 0 0 0 4 32 1 0 0 0 0 5 33 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 18 1 0 0 0 0 12 23 1 0 0 0 0 13 19 2 0 0 0 0 13 34 1 0 0 0 0 14 17 2 0 0 0 0 14 31 1 0 0 0 0 15 17 1 0 0 0 0 15 32 1 0 0 0 0 16 26 2 3 0 0 0 16 27 1 0 0 0 0 17 33 1 0 0 0 0 18 26 1 0 0 0 0 18 29 2 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 28 2 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 21 29 1 0 0 0 0 22 34 1 0 0 0 0 25 35 1 0 0 0 0 27 36 1 0 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018041
DrugBank	DB07159
ChEMBL	CHEMBL475251
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11213558
ChEBI	91348
CAS Number

Drug Properties

Molecular Weight	470.17
ALogP	0.1771
MLogP	2.56
XLogP	1.967
HDA	8
HBD	3
Rotatable Bonds	13
TPSA	131.71
RO5 Violation	0