NPASS drugs

Drug Information

Drug ID:	NPD5989
Drug Name:	Cenisertib
Molecular Formula:	C24H30FN7O
Canonical SMILES:	CN1CCN(CC1)c1ccc(cc1C)Nc1ncc(c(=NC2C3C=CC(C2C(=N)O)C3)[nH]1)F
Standard InCHI:	InChI=1S/C24H30FN7O/c1-14-11-17(5-6-19(14)32-9-7-31(2)8-10-32)28-24-27-13-18(25)23(30-24)29-21-16-4-3-15(12-16)20(21)22(26)33/h3-6,11,13,15-16,20-21H,7-10,12H2,1-2H3,(H2,26,33)(H2,27,28,29,30)
Standard InCHIKey:	KSOVGRCOLZZTPF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5989

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	295
0.1-0.2	1865
0.2-0.3	12721
0.3-0.4	11138
0.4-0.5	2959
0.5-0.6	1707
0.6-0.7	201
0.7-0.8	4
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	0.7308	NPC476689
Intermediate Similarity	0.7308	NPC476685
Intermediate Similarity	0.7308	NPC476687
Intermediate Similarity	0.7193	NPC68650
Remote Similarity	0.679	NPC184437
Remote Similarity	0.675	NPC226662
Remote Similarity	0.6746	NPC264589
Remote Similarity	0.6726	NPC311330
Remote Similarity	0.672	NPC307396
Remote Similarity	0.6711	NPC288232
Remote Similarity	0.6689	NPC314141
Remote Similarity	0.6629	NPC84317
Remote Similarity	0.6609	NPC471132
Remote Similarity	0.6593	NPC472123
Remote Similarity	0.6587	NPC243162
Remote Similarity	0.6583	NPC472538
Remote Similarity	0.6583	NPC471155
Remote Similarity	0.6582	NPC283130
Remote Similarity	0.6582	NPC328683
Remote Similarity	0.6564	NPC106118
Remote Similarity	0.655	NPC270241
Remote Similarity	0.6536	NPC476118
Remote Similarity	0.6533	NPC225400
Remote Similarity	0.6532	NPC318086
Remote Similarity	0.6529	NPC472103
Remote Similarity	0.6516	NPC192209
Remote Similarity	0.65	NPC470786
Remote Similarity	0.6494	NPC475763
Remote Similarity	0.6489	NPC472294
Remote Similarity	0.6471	NPC296163
Remote Similarity	0.6467	NPC164802
Remote Similarity	0.6461	NPC154478
Remote Similarity	0.6441	NPC94167
Remote Similarity	0.6441	NPC172937
Remote Similarity	0.6429	NPC317430
Remote Similarity	0.641	NPC313449
Remote Similarity	0.6409	NPC471130
Remote Similarity	0.6398	NPC326575
Remote Similarity	0.6379	NPC109787
Remote Similarity	0.6378	NPC475097
Remote Similarity	0.6374	NPC49954
Remote Similarity	0.6374	NPC474561
Remote Similarity	0.6373	NPC276430
Remote Similarity	0.6364	NPC117032
Remote Similarity	0.6358	NPC252794
Remote Similarity	0.6358	NPC204141
Remote Similarity	0.6352	NPC475915
Remote Similarity	0.6349	NPC472109
Remote Similarity	0.6349	NPC472110
Remote Similarity	0.6349	NPC19679
Remote Similarity	0.6349	NPC472108
Remote Similarity	0.6349	NPC139291
Remote Similarity	0.6348	NPC285469
Remote Similarity	0.6328	NPC478076
Remote Similarity	0.6322	NPC212799
Remote Similarity	0.6319	NPC476950
Remote Similarity	0.6305	NPC71238
Remote Similarity	0.6304	NPC194411
Remote Similarity	0.6298	NPC85651
Remote Similarity	0.6298	NPC88970
Remote Similarity	0.6294	NPC472542
Remote Similarity	0.6294	NPC472541
Remote Similarity	0.6294	NPC471199
Remote Similarity	0.6293	NPC54981
Remote Similarity	0.629	NPC189812
Remote Similarity	0.629	NPC329688
Remote Similarity	0.6269	NPC295548
Remote Similarity	0.6268	NPC248601
Remote Similarity	0.6266	NPC264580
Remote Similarity	0.6264	NPC472100
Remote Similarity	0.6258	NPC187036
Remote Similarity	0.625	NPC63751
Remote Similarity	0.6244	NPC470787
Remote Similarity	0.6244	NPC472540
Remote Similarity	0.6244	NPC472539
Remote Similarity	0.6237	NPC95783
Remote Similarity	0.6223	NPC59269
Remote Similarity	0.622	NPC145754
Remote Similarity	0.622	NPC478079
Remote Similarity	0.6218	NPC205652
Remote Similarity	0.6216	NPC280548
Remote Similarity	0.6216	NPC472118
Remote Similarity	0.6209	NPC282231
Remote Similarity	0.6209	NPC16667
Remote Similarity	0.6209	NPC472121
Remote Similarity	0.6209	NPC476231
Remote Similarity	0.6203	NPC37423
Remote Similarity	0.6203	NPC275305
Remote Similarity	0.6201	NPC476219
Remote Similarity	0.6196	NPC160105
Remote Similarity	0.6196	NPC300631
Remote Similarity	0.6188	NPC475990
Remote Similarity	0.618	NPC469975
Remote Similarity	0.6173	NPC473342
Remote Similarity	0.6173	NPC477167
Remote Similarity	0.617	NPC472122
Remote Similarity	0.617	NPC24594
Remote Similarity	0.6163	NPC2823
Remote Similarity	0.6162	NPC469462
Remote Similarity	0.6154	NPC472102
Remote Similarity	0.6154	NPC279918
Remote Similarity	0.6154	NPC469501
Remote Similarity	0.6154	NPC300299
Remote Similarity	0.6154	NPC469470
Remote Similarity	0.6154	NPC309531
Remote Similarity	0.615	NPC97525
Remote Similarity	0.615	NPC314603
Remote Similarity	0.6146	NPC87755
Remote Similarity	0.6145	NPC469786
Remote Similarity	0.6145	NPC25008
Remote Similarity	0.6145	NPC73952
Remote Similarity	0.6145	NPC259644
Remote Similarity	0.6145	NPC469765
Remote Similarity	0.6145	NPC469763
Remote Similarity	0.6145	NPC9856
Remote Similarity	0.6145	NPC469760
Remote Similarity	0.6139	NPC313673
Remote Similarity	0.6138	NPC14849
Remote Similarity	0.6138	NPC68354
Remote Similarity	0.6136	NPC254798
Remote Similarity	0.6133	NPC469428
Remote Similarity	0.6133	NPC222029
Remote Similarity	0.6133	NPC474430
Remote Similarity	0.612	NPC472117
Remote Similarity	0.6118	NPC471123
Remote Similarity	0.6114	NPC116519
Remote Similarity	0.6114	NPC15102
Remote Similarity	0.6111	NPC212376
Remote Similarity	0.6111	NPC80597
Remote Similarity	0.6111	NPC207726
Remote Similarity	0.6111	NPC70922
Remote Similarity	0.6111	NPC476297
Remote Similarity	0.6111	NPC75540
Remote Similarity	0.6111	NPC211572
Remote Similarity	0.6108	NPC49217
Remote Similarity	0.6105	NPC176199
Remote Similarity	0.6105	NPC215795
Remote Similarity	0.6099	NPC36495
Remote Similarity	0.6099	NPC471122
Remote Similarity	0.6099	NPC276085
Remote Similarity	0.6096	NPC355
Remote Similarity	0.6096	NPC476688
Remote Similarity	0.6096	NPC105758
Remote Similarity	0.6096	NPC476686
Remote Similarity	0.6094	NPC256288
Remote Similarity	0.6087	NPC475422
Remote Similarity	0.6087	NPC194640
Remote Similarity	0.6085	NPC476441
Remote Similarity	0.6085	NPC471743
Remote Similarity	0.6078	NPC473376
Remote Similarity	0.6077	NPC477157
Remote Similarity	0.6077	NPC477156
Remote Similarity	0.6073	NPC187827
Remote Similarity	0.6073	NPC15840
Remote Similarity	0.6073	NPC16659
Remote Similarity	0.6073	NPC472105
Remote Similarity	0.6071	NPC471196
Remote Similarity	0.6071	NPC471195
Remote Similarity	0.6069	NPC88097
Remote Similarity	0.6067	NPC288445
Remote Similarity	0.6067	NPC37548
Remote Similarity	0.6067	NPC291610
Remote Similarity	0.6066	NPC471197
Remote Similarity	0.6066	NPC27904
Remote Similarity	0.6062	NPC2933
Remote Similarity	0.6059	NPC471436
Remote Similarity	0.6057	NPC20144
Remote Similarity	0.6047	NPC125746
Remote Similarity	0.6044	NPC104345
Remote Similarity	0.6044	NPC129721
Remote Similarity	0.6039	NPC302790
Remote Similarity	0.6038	NPC471198
Remote Similarity	0.6034	NPC33421
Remote Similarity	0.6033	NPC282339
Remote Similarity	0.6033	NPC470203
Remote Similarity	0.6033	NPC225018
Remote Similarity	0.6033	NPC99632
Remote Similarity	0.6032	NPC328611
Remote Similarity	0.6031	NPC259626
Remote Similarity	0.6029	NPC6865
Remote Similarity	0.6029	NPC153980
Remote Similarity	0.6023	NPC198988
Remote Similarity	0.6022	NPC54988
Remote Similarity	0.6022	NPC120070
Remote Similarity	0.6022	NPC98187
Remote Similarity	0.6021	NPC133261
Remote Similarity	0.6021	NPC265710
Remote Similarity	0.6021	NPC131450
Remote Similarity	0.6021	NPC182057
Remote Similarity	0.6021	NPC147298
Remote Similarity	0.602	NPC175474
Remote Similarity	0.602	NPC213629
Remote Similarity	0.6013	NPC470550
Remote Similarity	0.6012	NPC130251
Remote Similarity	0.6011	NPC474880
Remote Similarity	0.6011	NPC85482
Remote Similarity	0.6011	NPC67056
Remote Similarity	0.6011	NPC221786
Remote Similarity	0.6	NPC21174
Remote Similarity	0.6	NPC471663

Drug Structure

NPD5989 OpenBabel08211708292D 37 41 0 0 1 0 0 0 0 0999 V2000 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -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 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.9135 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.8090 0.0000 C 0 0 3 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 -1.7321 -1.0000 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 0.7006 0.4045 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7006 1.4045 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.5667 1.9045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1654 1.9045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4327 1.4045 0.0000 H 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 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1654 2.9045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 17 2 0 0 0 0 6 19 2 0 0 0 0 7 9 1 0 0 0 0 7 31 1 0 0 0 0 8 10 1 0 0 0 0 8 31 1 0 0 0 0 9 32 1 0 0 0 0 10 32 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 18 2 0 0 0 0 13 27 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 28 1 0 0 0 0 18 23 1 0 0 0 0 18 25 1 0 0 0 0 19 32 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 22 33 1 0 0 0 0 23 29 2 3 0 0 0 23 30 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 24 30 1 0 0 0 0 26 34 1 0 0 0 0 28 35 1 0 0 0 0 30 36 1 0 0 0 0 33 37 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	451.25
ALogP	-0.787
MLogP	3.11
XLogP	2.543
HDA	8
HBD	4
Rotatable Bonds	9
TPSA	99.34
RO5 Violation	0