NPASS drugs

Drug Information

Drug ID:	NPD5551
Drug Name:
Molecular Formula:	C23H25F3N6O2
Canonical SMILES:	CC(=NCC(=O)N1C2CCC1c1c2ccc(c1)Nc1ncc(c(=NC2CCC2)[nH]1)C(F)(F)F)O
Standard InCHI:	InChI=1S/C23H25F3N6O2/c1-12(33)27-11-20(34)32-18-7-8-19(32)16-9-14(5-6-15(16)18)30-22-28-10-17(23(24,25)26)21(31-22)29-13-3-2-4-13/h5-6,9-10,13,18-19H,2-4,7-8,11H2,1H3,(H,27,33)(H2,28,29,30,31)
Standard InCHIKey:	RYYNGWLOYLRZLK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5551

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	294
0.1-0.2	2744
0.2-0.3	15457
0.3-0.4	7933
0.4-0.5	2638
0.5-0.6	1597
0.6-0.7	224
0.7-0.8	3
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	0.7665	NPC68650
Intermediate Similarity	0.7229	NPC109787
Intermediate Similarity	0.7049	NPC307396
Remote Similarity	0.6963	NPC106118
Remote Similarity	0.6936	NPC222029
Remote Similarity	0.6923	NPC16659
Remote Similarity	0.6897	NPC276085
Remote Similarity	0.6888	NPC471155
Remote Similarity	0.6868	NPC265710
Remote Similarity	0.6853	NPC270241
Remote Similarity	0.6837	NPC225400
Remote Similarity	0.6807	NPC301760
Remote Similarity	0.6802	NPC472538
Remote Similarity	0.6802	NPC470786
Remote Similarity	0.6772	NPC276430
Remote Similarity	0.6768	NPC71238
Remote Similarity	0.6763	NPC295021
Remote Similarity	0.675	NPC54981
Remote Similarity	0.6747	NPC130251
Remote Similarity	0.6744	NPC66936
Remote Similarity	0.6739	NPC91179
Remote Similarity	0.6721	NPC240088
Remote Similarity	0.6721	NPC473380
Remote Similarity	0.6686	NPC172937
Remote Similarity	0.6686	NPC84317
Remote Similarity	0.6686	NPC94167
Remote Similarity	0.6684	NPC471199
Remote Similarity	0.6648	NPC104345
Remote Similarity	0.6645	NPC314141
Remote Similarity	0.663	NPC14849
Remote Similarity	0.6607	NPC22082
Remote Similarity	0.6607	NPC186284
Remote Similarity	0.6584	NPC145754
Remote Similarity	0.6566	NPC471123
Remote Similarity	0.6566	NPC267508
Remote Similarity	0.6566	NPC295548
Remote Similarity	0.6558	NPC288232
Remote Similarity	0.6557	NPC161861
Remote Similarity	0.6557	NPC242269
Remote Similarity	0.6533	NPC164802
Remote Similarity	0.6526	NPC17059
Remote Similarity	0.6524	NPC207428
Remote Similarity	0.6522	NPC328611
Remote Similarity	0.6517	NPC154478
Remote Similarity	0.6514	NPC117032
Remote Similarity	0.6512	NPC470440
Remote Similarity	0.6509	NPC2823
Remote Similarity	0.6505	NPC131450
Remote Similarity	0.6505	NPC11126
Remote Similarity	0.6505	NPC147298
Remote Similarity	0.6505	NPC182057
Remote Similarity	0.6503	NPC355
Remote Similarity	0.65	NPC271734
Remote Similarity	0.6481	NPC476950
Remote Similarity	0.6477	NPC471132
Remote Similarity	0.6473	NPC248601
Remote Similarity	0.6462	NPC472539
Remote Similarity	0.6462	NPC470787
Remote Similarity	0.6462	NPC472540
Remote Similarity	0.6461	NPC299594
Remote Similarity	0.6455	NPC228835
Remote Similarity	0.645	NPC473376
Remote Similarity	0.6438	NPC328683
Remote Similarity	0.6438	NPC283130
Remote Similarity	0.6433	NPC469537
Remote Similarity	0.6432	NPC248862
Remote Similarity	0.6429	NPC472542
Remote Similarity	0.6429	NPC472541
Remote Similarity	0.6429	NPC300631
Remote Similarity	0.6424	NPC476687
Remote Similarity	0.6424	NPC476685
Remote Similarity	0.6424	NPC476689
Remote Similarity	0.642	NPC285381
Remote Similarity	0.6412	NPC471164
Remote Similarity	0.6407	NPC300299
Remote Similarity	0.6406	NPC213629
Remote Similarity	0.6402	NPC256288
Remote Similarity	0.6391	NPC469560
Remote Similarity	0.6368	NPC2933
Remote Similarity	0.6364	NPC154602
Remote Similarity	0.6359	NPC194411
Remote Similarity	0.6353	NPC207554
Remote Similarity	0.6346	NPC471197
Remote Similarity	0.6335	NPC259626
Remote Similarity	0.6322	NPC324445
Remote Similarity	0.6322	NPC204141
Remote Similarity	0.6316	NPC470205
Remote Similarity	0.6316	NPC471198
Remote Similarity	0.6313	NPC184476
Remote Similarity	0.6312	NPC475915
Remote Similarity	0.6307	NPC318086
Remote Similarity	0.6302	NPC94752
Remote Similarity	0.6302	NPC473615
Remote Similarity	0.6301	NPC136002
Remote Similarity	0.6294	NPC83214
Remote Similarity	0.6292	NPC281094
Remote Similarity	0.629	NPC285622
Remote Similarity	0.6283	NPC21429
Remote Similarity	0.6277	NPC68354
Remote Similarity	0.6276	NPC188821
Remote Similarity	0.6276	NPC474180
Remote Similarity	0.6275	NPC285192
Remote Similarity	0.627	NPC280548
Remote Similarity	0.6269	NPC229484
Remote Similarity	0.6266	NPC313449
Remote Similarity	0.6266	NPC192209
Remote Similarity	0.6262	NPC320968
Remote Similarity	0.6257	NPC275305
Remote Similarity	0.6257	NPC37423
Remote Similarity	0.6257	NPC38736
Remote Similarity	0.625	NPC162417
Remote Similarity	0.625	NPC316104
Remote Similarity	0.625	NPC308931
Remote Similarity	0.625	NPC99939
Remote Similarity	0.625	NPC49217
Remote Similarity	0.6237	NPC292675
Remote Similarity	0.6236	NPC122106
Remote Similarity	0.6231	NPC474389
Remote Similarity	0.623	NPC476118
Remote Similarity	0.623	NPC472587
Remote Similarity	0.6229	NPC264589
Remote Similarity	0.6218	NPC296163
Remote Similarity	0.6215	NPC473329
Remote Similarity	0.6215	NPC37548
Remote Similarity	0.6209	NPC472102
Remote Similarity	0.6209	NPC309531
Remote Similarity	0.6205	NPC128582
Remote Similarity	0.6205	NPC226662
Remote Similarity	0.6202	NPC54744
Remote Similarity	0.62	NPC474430
Remote Similarity	0.6199	NPC125746
Remote Similarity	0.6196	NPC471130
Remote Similarity	0.6185	NPC238499
Remote Similarity	0.618	NPC243756
Remote Similarity	0.6176	NPC325599
Remote Similarity	0.6158	NPC215795
Remote Similarity	0.6158	NPC176199
Remote Similarity	0.6154	NPC206819
Remote Similarity	0.6154	NPC153980
Remote Similarity	0.6154	NPC471122
Remote Similarity	0.6154	NPC300238
Remote Similarity	0.6154	NPC475990
Remote Similarity	0.6154	NPC318065
Remote Similarity	0.6154	NPC6865
Remote Similarity	0.615	NPC473640
Remote Similarity	0.615	NPC171317
Remote Similarity	0.6145	NPC469975
Remote Similarity	0.614	NPC287358
Remote Similarity	0.6134	NPC17273
Remote Similarity	0.6134	NPC135601
Remote Similarity	0.6134	NPC141612
Remote Similarity	0.6131	NPC53044
Remote Similarity	0.6127	NPC471574
Remote Similarity	0.6124	NPC124005
Remote Similarity	0.6121	NPC155444
Remote Similarity	0.6119	NPC100321
Remote Similarity	0.6119	NPC293917
Remote Similarity	0.6115	NPC187036
Remote Similarity	0.6114	NPC15384
Remote Similarity	0.6114	NPC165495
Remote Similarity	0.6114	NPC244425
Remote Similarity	0.6108	NPC471124
Remote Similarity	0.6106	NPC72956
Remote Similarity	0.6102	NPC254798
Remote Similarity	0.6102	NPC469740
Remote Similarity	0.6098	NPC471191
Remote Similarity	0.6089	NPC475763
Remote Similarity	0.6089	NPC206592
Remote Similarity	0.6089	NPC33421
Remote Similarity	0.6087	NPC472117
Remote Similarity	0.6087	NPC16667
Remote Similarity	0.6087	NPC88970
Remote Similarity	0.6085	NPC475097
Remote Similarity	0.6082	NPC476341
Remote Similarity	0.608	NPC294693
Remote Similarity	0.608	NPC242556
Remote Similarity	0.6077	NPC471194
Remote Similarity	0.6077	NPC471193
Remote Similarity	0.6077	NPC476219
Remote Similarity	0.6077	NPC476297
Remote Similarity	0.6077	NPC470507
Remote Similarity	0.6066	NPC470731
Remote Similarity	0.6066	NPC470732
Remote Similarity	0.6066	NPC36495
Remote Similarity	0.6064	NPC6982
Remote Similarity	0.6061	NPC474926
Remote Similarity	0.6059	NPC475506
Remote Similarity	0.6059	NPC141050
Remote Similarity	0.6056	NPC473002
Remote Similarity	0.6054	NPC113056
Remote Similarity	0.6054	NPC478182
Remote Similarity	0.6054	NPC138293
Remote Similarity	0.6053	NPC275467
Remote Similarity	0.6051	NPC476527
Remote Similarity	0.6048	NPC471663
Remote Similarity	0.6045	NPC469735
Remote Similarity	0.6044	NPC285469
Remote Similarity	0.6044	NPC51054
Remote Similarity	0.6043	NPC63047
Remote Similarity	0.6043	NPC475248

Drug Structure

NPD5551 OpenBabel08211708292D 37 41 0 0 1 0 0 0 0 0999 V2000 1.6675 1.9255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3996 1.9369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6925 1.2298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1067 1.2298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3639 0.9272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3639 1.7363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8077 3.6189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6737 3.1189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7651 0.9272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 -2.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8338 1.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8338 1.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3996 0.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0645 0.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0645 2.1408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7651 1.7363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5336 -1.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0645 2.9498 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4658 2.1408 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8338 0.4814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5336 -0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1985 -0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3996 -2.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8996 -3.3433 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8996 -3.3433 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.2656 -1.9773 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9255 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1985 -1.9773 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3996 -0.4773 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0645 -0.4773 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 -0.4773 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4713 2.0362 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8338 0.4814 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6675 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9305 -0.9773 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 0.5227 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 10 28 1 0 0 0 0 11 20 1 0 0 0 0 11 27 1 0 0 0 0 12 27 2 3 0 0 0 12 33 1 0 0 0 0 13 29 1 0 0 0 0 14 30 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 32 1 0 0 0 0 19 32 1 0 0 0 0 20 32 1 0 0 0 0 20 34 2 0 0 0 0 21 29 2 3 0 0 0 21 31 1 0 0 0 0 22 28 2 0 0 0 0 22 30 1 0 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 33 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001076
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49830590
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.20
ALogP	-2.7522
MLogP	2.78
XLogP	2.83
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	101.68
RO5 Violation	0