NPASS drugs

Drug Information

Drug ID:	NPD5465
Drug Name:	Entospletinib
Molecular Formula:	C23H21N7O
Canonical SMILES:	O1CCN(CC1)c1ccc(cc1)N=c1[nH]c(cn2c1ncc2)c1ccc2c(c1)n[nH]c2
Standard InCHI:	InChI=1S/C23H21N7O/c1-2-17-14-25-28-20(17)13-16(1)21-15-30-8-7-24-23(30)22(27-21)26-18-3-5-19(6-4-18)29-9-11-31-12-10-29/h1-8,13-15H,9-12H2,(H,25,28)(H,26,27)
Standard InCHIKey:	XSMSNFMDVXXHGJ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5465

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	794
0.1-0.2	11243
0.2-0.3	13439
0.3-0.4	2372
0.4-0.5	1469
0.5-0.6	1216
0.6-0.7	349
0.7-0.8	8
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	NPC471579
Intermediate Similarity	0.7228	NPC317054
Intermediate Similarity	0.7136	NPC317105
Intermediate Similarity	0.7085	NPC470203
Intermediate Similarity	0.7067	NPC267811
Intermediate Similarity	0.7035	NPC122141
Intermediate Similarity	0.7035	NPC470204
Intermediate Similarity	0.7014	NPC116555
Remote Similarity	0.6915	NPC225018
Remote Similarity	0.6895	NPC469308
Remote Similarity	0.6869	NPC325903
Remote Similarity	0.686	NPC280852
Remote Similarity	0.6834	NPC120070
Remote Similarity	0.6792	NPC15102
Remote Similarity	0.6762	NPC16659
Remote Similarity	0.675	NPC476219
Remote Similarity	0.6738	NPC130570
Remote Similarity	0.6716	NPC478184
Remote Similarity	0.6714	NPC265710
Remote Similarity	0.6696	NPC54981
Remote Similarity	0.6695	NPC158055
Remote Similarity	0.6681	NPC935
Remote Similarity	0.6681	NPC267078
Remote Similarity	0.6667	NPC469811
Remote Similarity	0.6667	NPC476297
Remote Similarity	0.6667	NPC471603
Remote Similarity	0.6667	NPC59269
Remote Similarity	0.6667	NPC114209
Remote Similarity	0.6653	NPC474357
Remote Similarity	0.6653	NPC180504
Remote Similarity	0.6651	NPC307191
Remote Similarity	0.665	NPC469975
Remote Similarity	0.665	NPC49217
Remote Similarity	0.665	NPC135141
Remote Similarity	0.665	NPC92796
Remote Similarity	0.6639	NPC470323
Remote Similarity	0.6636	NPC99939
Remote Similarity	0.6636	NPC308931
Remote Similarity	0.6634	NPC478182
Remote Similarity	0.6633	NPC321911
Remote Similarity	0.6616	NPC63545
Remote Similarity	0.6616	NPC288838
Remote Similarity	0.66	NPC53947
Remote Similarity	0.659	NPC231536
Remote Similarity	0.6588	NPC240088
Remote Similarity	0.6588	NPC473380
Remote Similarity	0.6583	NPC201380
Remote Similarity	0.6583	NPC179787
Remote Similarity	0.6582	NPC107160
Remote Similarity	0.658	NPC251936
Remote Similarity	0.658	NPC472027
Remote Similarity	0.6571	NPC297034
Remote Similarity	0.6569	NPC300238
Remote Similarity	0.6569	NPC293487
Remote Similarity	0.6567	NPC250178
Remote Similarity	0.6565	NPC282247
Remote Similarity	0.6564	NPC71238
Remote Similarity	0.6557	NPC12649
Remote Similarity	0.655	NPC282531
Remote Similarity	0.6537	NPC44773
Remote Similarity	0.6537	NPC215584
Remote Similarity	0.6533	NPC143872
Remote Similarity	0.6527	NPC69843
Remote Similarity	0.652	NPC216643
Remote Similarity	0.6512	NPC284678
Remote Similarity	0.6512	NPC108011
Remote Similarity	0.6509	NPC68354
Remote Similarity	0.6493	NPC275305
Remote Similarity	0.6493	NPC37423
Remote Similarity	0.649	NPC478183
Remote Similarity	0.6488	NPC56765
Remote Similarity	0.6488	NPC475990
Remote Similarity	0.6488	NPC318065
Remote Similarity	0.6488	NPC206819
Remote Similarity	0.6479	NPC215795
Remote Similarity	0.6479	NPC176199
Remote Similarity	0.6475	NPC30540
Remote Similarity	0.6463	NPC39092
Remote Similarity	0.6457	NPC265576
Remote Similarity	0.6447	NPC284635
Remote Similarity	0.6439	NPC236711
Remote Similarity	0.6438	NPC470731
Remote Similarity	0.6435	NPC467063
Remote Similarity	0.6429	NPC194411
Remote Similarity	0.6425	NPC478185
Remote Similarity	0.6425	NPC326422
Remote Similarity	0.6422	NPC473757
Remote Similarity	0.6413	NPC167710
Remote Similarity	0.64	NPC303820
Remote Similarity	0.64	NPC204141
Remote Similarity	0.64	NPC205254
Remote Similarity	0.64	NPC106771
Remote Similarity	0.64	NPC23420
Remote Similarity	0.6397	NPC295452
Remote Similarity	0.6397	NPC171393
Remote Similarity	0.6389	NPC48938
Remote Similarity	0.6381	NPC63751
Remote Similarity	0.6377	NPC229173
Remote Similarity	0.6376	NPC166492
Remote Similarity	0.6376	NPC473362
Remote Similarity	0.6372	NPC94211
Remote Similarity	0.6372	NPC475935
Remote Similarity	0.6372	NPC52909
Remote Similarity	0.6368	NPC470732
Remote Similarity	0.6368	NPC471192
Remote Similarity	0.6355	NPC40070
Remote Similarity	0.6351	NPC32534
Remote Similarity	0.6351	NPC91895
Remote Similarity	0.6346	NPC253687
Remote Similarity	0.6337	NPC470111
Remote Similarity	0.6336	NPC72956
Remote Similarity	0.6329	NPC221786
Remote Similarity	0.6329	NPC474880
Remote Similarity	0.6328	NPC150447
Remote Similarity	0.6321	NPC82331
Remote Similarity	0.6318	NPC472289
Remote Similarity	0.6316	NPC317701
Remote Similarity	0.6316	NPC90723
Remote Similarity	0.6311	NPC51054
Remote Similarity	0.6309	NPC153980
Remote Similarity	0.6309	NPC6865
Remote Similarity	0.6308	NPC474958
Remote Similarity	0.6303	NPC471506
Remote Similarity	0.6296	NPC24864
Remote Similarity	0.6296	NPC160666
Remote Similarity	0.6294	NPC125746
Remote Similarity	0.6291	NPC477611
Remote Similarity	0.6284	NPC21429
Remote Similarity	0.6282	NPC54744
Remote Similarity	0.6281	NPC115611
Remote Similarity	0.6281	NPC314954
Remote Similarity	0.628	NPC286427
Remote Similarity	0.6276	NPC312942
Remote Similarity	0.6276	NPC327095
Remote Similarity	0.6273	NPC17059
Remote Similarity	0.6272	NPC193761
Remote Similarity	0.6261	NPC475288
Remote Similarity	0.6256	NPC56233
Remote Similarity	0.625	NPC41257
Remote Similarity	0.625	NPC40455
Remote Similarity	0.625	NPC476817
Remote Similarity	0.6245	NPC103388
Remote Similarity	0.6244	NPC470233
Remote Similarity	0.624	NPC475258
Remote Similarity	0.6239	NPC471193
Remote Similarity	0.6239	NPC471194
Remote Similarity	0.6239	NPC102755
Remote Similarity	0.6238	NPC314372
Remote Similarity	0.6233	NPC324149
Remote Similarity	0.6232	NPC469785
Remote Similarity	0.6231	NPC110126
Remote Similarity	0.6231	NPC73767
Remote Similarity	0.6224	NPC313884
Remote Similarity	0.6224	NPC19170
Remote Similarity	0.6224	NPC98371
Remote Similarity	0.6219	NPC190296
Remote Similarity	0.6216	NPC95783
Remote Similarity	0.6214	NPC156003
Remote Similarity	0.6212	NPC105127
Remote Similarity	0.6211	NPC268744
Remote Similarity	0.6211	NPC201266
Remote Similarity	0.6211	NPC475914
Remote Similarity	0.6211	NPC220797
Remote Similarity	0.6211	NPC474318
Remote Similarity	0.6211	NPC153123
Remote Similarity	0.6209	NPC274229
Remote Similarity	0.6208	NPC155444
Remote Similarity	0.6207	NPC314957
Remote Similarity	0.6205	NPC198673
Remote Similarity	0.6205	NPC474180
Remote Similarity	0.6205	NPC188821
Remote Similarity	0.6202	NPC469762
Remote Similarity	0.62	NPC469768
Remote Similarity	0.62	NPC469780
Remote Similarity	0.62	NPC469784
Remote Similarity	0.62	NPC469767
Remote Similarity	0.62	NPC469783
Remote Similarity	0.62	NPC469779
Remote Similarity	0.62	NPC469761
Remote Similarity	0.6197	NPC474897
Remote Similarity	0.6197	NPC97343
Remote Similarity	0.6195	NPC105818
Remote Similarity	0.6195	NPC24678
Remote Similarity	0.6195	NPC229332
Remote Similarity	0.6193	NPC233936
Remote Similarity	0.6186	NPC478157
Remote Similarity	0.6186	NPC250835
Remote Similarity	0.6184	NPC269203
Remote Similarity	0.6184	NPC77241
Remote Similarity	0.6184	NPC13456
Remote Similarity	0.6184	NPC166209
Remote Similarity	0.6182	NPC476341
Remote Similarity	0.618	NPC478158
Remote Similarity	0.6179	NPC54988
Remote Similarity	0.6179	NPC49954
Remote Similarity	0.6179	NPC474561
Remote Similarity	0.6175	NPC11126
Remote Similarity	0.6173	NPC476492
Remote Similarity	0.6171	NPC321708
Remote Similarity	0.6169	NPC197068

Drug Structure

NPD5465 OpenBabel08211708292D 33 38 0 0 0 0 0 0 0 0999 V2000 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9889 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8549 -5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8549 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7210 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8116 -6.2518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2183 -5.3383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5870 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4530 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4530 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3190 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9889 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7210 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -6.1473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1229 -5.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -3.6691 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 3.5870 -3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -4.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3190 -2.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1229 -3.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 5 1 0 0 0 0 3 18 2 0 0 0 0 4 6 2 0 0 0 0 4 18 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 8 2 0 0 0 0 7 24 1 0 0 0 0 8 30 1 0 0 0 0 9 11 1 0 0 0 0 9 29 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 11 31 1 0 0 0 0 12 31 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 21 2 0 0 0 0 15 30 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 19 29 1 0 0 0 0 20 28 2 0 0 0 0 21 27 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 3 0 0 0 22 27 1 0 0 0 0 23 24 2 0 0 0 0 23 30 1 0 0 0 0 25 28 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003442
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59473233
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.18
ALogP	-1.4783
MLogP	3.11
XLogP	4.185
HDA	8
HBD	2
Rotatable Bonds	3
TPSA	83.36
RO5 Violation	0