NPASS drugs

Drug Information

Drug ID:	NPD5540
Drug Name:	Gandotinib
Molecular Formula:	C23H25ClFN7O
Canonical SMILES:	Clc1ccc(c(c1)F)Cc1c(C)nc2n1nc(N=c1[nH][nH]c(c1)C)cc2CN1CCOCC1
Standard InCHI:	InChI=1S/C23H25ClFN7O/c1-14-9-21(29-28-14)27-22-11-17(13-31-5-7-33-8-6-31)23-26-15(2)20(32(23)30-22)10-16-3-4-18(24)12-19(16)25/h3-4,9,11-12H,5-8,10,13H2,1-2H3,(H2,27,28,29,30)
Standard InCHIKey:	SQSZANZGUXWJEA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5540

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	616
0.1-0.2	10927
0.2-0.3	13773
0.3-0.4	2527
0.4-0.5	2041
0.5-0.6	969
0.6-0.7	37
0.7-0.8	0
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
Remote Similarity	0.6931	NPC317054
Remote Similarity	0.6701	NPC476219
Remote Similarity	0.6683	NPC47596
Remote Similarity	0.6545	NPC469308
Remote Similarity	0.6533	NPC120070
Remote Similarity	0.6531	NPC114209
Remote Similarity	0.645	NPC476297
Remote Similarity	0.6442	NPC471579
Remote Similarity	0.6415	NPC471609
Remote Similarity	0.6269	NPC469975
Remote Similarity	0.6261	NPC471603
Remote Similarity	0.624	NPC56271
Remote Similarity	0.622	NPC116961
Remote Similarity	0.6214	NPC470203
Remote Similarity	0.6195	NPC477591
Remote Similarity	0.6192	NPC107160
Remote Similarity	0.6173	NPC32002
Remote Similarity	0.6173	NPC315348
Remote Similarity	0.6165	NPC470204
Remote Similarity	0.6108	NPC470233
Remote Similarity	0.6107	NPC158055
Remote Similarity	0.6103	NPC216159
Remote Similarity	0.61	NPC204141
Remote Similarity	0.6098	NPC476464
Remote Similarity	0.6061	NPC115611
Remote Similarity	0.6049	NPC21461
Remote Similarity	0.6049	NPC160666
Remote Similarity	0.6048	NPC49217
Remote Similarity	0.6039	NPC300238
Remote Similarity	0.6034	NPC250178
Remote Similarity	0.6018	NPC471593
Remote Similarity	0.6017	NPC116555
Remote Similarity	0.601	NPC88097
Remote Similarity	0.601	NPC229173
Remote Similarity	0.601	NPC122141
Remote Similarity	0.6008	NPC471614
Remote Similarity	0.6	NPC42483
Remote Similarity	0.5981	NPC225018
Remote Similarity	0.5962	NPC474880
Remote Similarity	0.5962	NPC475990
Remote Similarity	0.5962	NPC221786
Remote Similarity	0.5955	NPC141612
Remote Similarity	0.5955	NPC17273
Remote Similarity	0.5955	NPC135601
Remote Similarity	0.5953	NPC280852
Remote Similarity	0.5933	NPC255229
Remote Similarity	0.5933	NPC81229
Remote Similarity	0.5931	NPC282531
Remote Similarity	0.5924	NPC2165
Remote Similarity	0.5924	NPC195507
Remote Similarity	0.5902	NPC40070
Remote Similarity	0.59	NPC284635
Remote Similarity	0.5888	NPC198988
Remote Similarity	0.5882	NPC201380
Remote Similarity	0.5882	NPC179787
Remote Similarity	0.5882	NPC21605
Remote Similarity	0.5882	NPC267811
Remote Similarity	0.588	NPC71238
Remote Similarity	0.5877	NPC21174
Remote Similarity	0.5877	NPC478184
Remote Similarity	0.5877	NPC478182
Remote Similarity	0.5877	NPC476118
Remote Similarity	0.5877	NPC271797
Remote Similarity	0.5872	NPC16659
Remote Similarity	0.5869	NPC317430
Remote Similarity	0.5864	NPC284678
Remote Similarity	0.5864	NPC108011
Remote Similarity	0.5864	NPC472294
Remote Similarity	0.5862	NPC470440
Remote Similarity	0.586	NPC472123
Remote Similarity	0.5854	NPC321911
Remote Similarity	0.585	NPC104483
Remote Similarity	0.5845	NPC325903
Remote Similarity	0.5845	NPC477891
Remote Similarity	0.5845	NPC307191
Remote Similarity	0.5844	NPC103388
Remote Similarity	0.5842	NPC20144
Remote Similarity	0.5841	NPC474897
Remote Similarity	0.5837	NPC477887
Remote Similarity	0.5837	NPC476341
Remote Similarity	0.5833	NPC478186
Remote Similarity	0.5833	NPC63545
Remote Similarity	0.583	NPC472289
Remote Similarity	0.5829	NPC478185
Remote Similarity	0.5826	NPC12649
Remote Similarity	0.5826	NPC265710
Remote Similarity	0.5823	NPC282247
Remote Similarity	0.5821	NPC59084
Remote Similarity	0.5818	NPC472108
Remote Similarity	0.5818	NPC472109
Remote Similarity	0.5818	NPC472110
Remote Similarity	0.5818	NPC139291
Remote Similarity	0.5805	NPC470111
Remote Similarity	0.5805	NPC54981
Remote Similarity	0.5805	NPC469811
Remote Similarity	0.5802	NPC317105
Remote Similarity	0.5792	NPC63157
Remote Similarity	0.5792	NPC473868
Remote Similarity	0.5792	NPC21429
Remote Similarity	0.5787	NPC228206
Remote Similarity	0.5787	NPC161861
Remote Similarity	0.5779	NPC325252
Remote Similarity	0.5774	NPC472027
Remote Similarity	0.5764	NPC265576
Remote Similarity	0.5762	NPC236711
Remote Similarity	0.575	NPC125746
Remote Similarity	0.5749	NPC69843
Remote Similarity	0.5748	NPC56233
Remote Similarity	0.5743	NPC2949
Remote Similarity	0.5742	NPC477815
Remote Similarity	0.5738	NPC130570
Remote Similarity	0.5738	NPC242923
Remote Similarity	0.5735	NPC293487
Remote Similarity	0.5734	NPC24594
Remote Similarity	0.5734	NPC472122
Remote Similarity	0.5733	NPC231536
Remote Similarity	0.5728	NPC247987
Remote Similarity	0.5727	NPC314919
Remote Similarity	0.5722	NPC75999
Remote Similarity	0.5714	NPC208060
Remote Similarity	0.5714	NPC476454
Remote Similarity	0.5708	NPC473380
Remote Similarity	0.5708	NPC240088
Remote Similarity	0.5708	NPC251936
Remote Similarity	0.569	NPC473757
Remote Similarity	0.5685	NPC115595
Remote Similarity	0.5683	NPC316018
Remote Similarity	0.5683	NPC315617
Remote Similarity	0.5683	NPC314058
Remote Similarity	0.5683	NPC316359
Remote Similarity	0.5682	NPC133261
Remote Similarity	0.5681	NPC194881
Remote Similarity	0.5676	NPC48938
Remote Similarity	0.5676	NPC143533
Remote Similarity	0.5674	NPC478183
Remote Similarity	0.5673	NPC476817
Remote Similarity	0.5672	NPC471312
Remote Similarity	0.5668	NPC105758
Remote Similarity	0.5668	NPC476688
Remote Similarity	0.5668	NPC476686
Remote Similarity	0.5668	NPC187145
Remote Similarity	0.5668	NPC82331
Remote Similarity	0.5664	NPC469470
Remote Similarity	0.5664	NPC469501
Remote Similarity	0.5656	NPC473585
Remote Similarity	0.5656	NPC472105
Remote Similarity	0.5656	NPC187827
Remote Similarity	0.5654	NPC469813
Remote Similarity	0.5654	NPC78375
Remote Similarity	0.5654	NPC476446
Remote Similarity	0.565	NPC472119
Remote Similarity	0.5648	NPC278874
Remote Similarity	0.5643	NPC470731
Remote Similarity	0.5636	NPC243850
Remote Similarity	0.5636	NPC166492
Remote Similarity	0.5636	NPC14325
Remote Similarity	0.5636	NPC28848
Remote Similarity	0.5636	NPC473362
Remote Similarity	0.5622	NPC91895
Remote Similarity	0.5622	NPC97343
Remote Similarity	0.5619	NPC196251
Remote Similarity	0.5619	NPC175474
Remote Similarity	0.5619	NPC111602
Remote Similarity	0.5619	NPC102338
Remote Similarity	0.5619	NPC63199
Remote Similarity	0.5618	NPC180504
Remote Similarity	0.5616	NPC189812
Remote Similarity	0.5616	NPC329688
Remote Similarity	0.5614	NPC472113
Remote Similarity	0.5613	NPC316910
Remote Similarity	0.561	NPC477890
Remote Similarity	0.5605	NPC472104
Remote Similarity	0.56	NPC470323

Drug Structure

NPD5540 OpenBabel08211708292D 35 39 0 0 0 0 0 0 0 0999 V2000 -4.0875 0.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7024 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8259 2.8803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1350 3.8313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5123 4.3666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1522 2.6723 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 0.4658 4.5745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8213 3.4155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 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 -0.8660 -1.5000 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 0.7748 5.5255 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7995 3.2076 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 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 -4.1808 -1.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1753 -1.2681 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7195 -2.8849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 16 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 31 1 0 0 0 0 6 8 1 0 0 0 0 6 31 1 0 0 0 0 7 33 1 0 0 0 0 8 33 1 0 0 0 0 9 14 2 0 0 0 0 9 21 1 0 0 0 0 10 16 1 0 0 0 0 10 20 1 0 0 0 0 11 17 2 0 0 0 0 11 22 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 31 1 0 0 0 0 14 28 1 0 0 0 0 15 20 2 0 0 0 0 15 26 1 0 0 0 0 16 19 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 32 1 0 0 0 0 21 27 2 3 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 30 2 0 0 0 0 23 26 2 0 0 0 0 23 32 1 0 0 0 0 28 29 1 0 0 0 0 28 34 1 0 0 0 0 29 35 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003510
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46213929
ChEBI
CAS Number

Drug Properties

Molecular Weight	469.18
ALogP	1.3718
MLogP	2.89
XLogP	3.445
HDA	8
HBD	2
Rotatable Bonds	9
TPSA	79.08
RO5 Violation	0