NPASS drugs

Drug Information

Drug ID:	NPD4895
Drug Name:
Molecular Formula:	C22H20F5N3O3
Canonical SMILES:	OC1=Nc2ccccc2c2c([C@@H]1N=C(C(C(=NCC(C(F)(F)F)(F)F)O)(C)C)O)cccc2
Standard InCHI:	InChI=1S/C22H20F5N3O3/c1-20(2,18(32)28-11-21(23,24)22(25,26)27)19(33)30-16-14-9-4-3-7-12(14)13-8-5-6-10-15(13)29-17(16)31/h3-10,16H,11H2,1-2H3,(H,28,32)(H,29,31)(H,30,33)/t16-/m0/s1
Standard InCHIKey:	OJPLJFIFUQPSJR-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4895

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	149
0.1-0.2	1041
0.2-0.3	5455
0.3-0.4	12416
0.4-0.5	8873
0.5-0.6	2668
0.6-0.7	276
0.7-0.8	12
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	0.7519	NPC205652
Intermediate Similarity	0.7405	NPC147957
Intermediate Similarity	0.7385	NPC470550
Intermediate Similarity	0.7339	NPC178681
Intermediate Similarity	0.7174	NPC325013
Intermediate Similarity	0.7123	NPC243162
Intermediate Similarity	0.7073	NPC311242
Intermediate Similarity	0.7059	NPC317564
Intermediate Similarity	0.7021	NPC197680
Intermediate Similarity	0.7021	NPC259098
Intermediate Similarity	0.7	NPC172128
Intermediate Similarity	0.7	NPC78154
Remote Similarity	0.6967	NPC476483
Remote Similarity	0.6967	NPC471309
Remote Similarity	0.6933	NPC472103
Remote Similarity	0.6929	NPC474926
Remote Similarity	0.6917	NPC470877
Remote Similarity	0.6911	NPC161972
Remote Similarity	0.6911	NPC303045
Remote Similarity	0.686	NPC74936
Remote Similarity	0.686	NPC159178
Remote Similarity	0.686	NPC121872
Remote Similarity	0.686	NPC209764
Remote Similarity	0.686	NPC471307
Remote Similarity	0.686	NPC141139
Remote Similarity	0.686	NPC78041
Remote Similarity	0.6855	NPC25565
Remote Similarity	0.6842	NPC472100
Remote Similarity	0.6831	NPC476950
Remote Similarity	0.6803	NPC226438
Remote Similarity	0.68	NPC475439
Remote Similarity	0.68	NPC473501
Remote Similarity	0.6797	NPC254798
Remote Similarity	0.6738	NPC317758
Remote Similarity	0.6718	NPC37584
Remote Similarity	0.6709	NPC285469
Remote Similarity	0.6709	NPC477157
Remote Similarity	0.6709	NPC477156
Remote Similarity	0.6692	NPC211551
Remote Similarity	0.669	NPC316746
Remote Similarity	0.6667	NPC184437
Remote Similarity	0.6623	NPC316202
Remote Similarity	0.6606	NPC355
Remote Similarity	0.6579	NPC477155
Remote Similarity	0.6558	NPC116519
Remote Similarity	0.6552	NPC101372
Remote Similarity	0.6547	NPC264580
Remote Similarity	0.6545	NPC280548
Remote Similarity	0.6543	NPC16667
Remote Similarity	0.6541	NPC207726
Remote Similarity	0.6536	NPC314287
Remote Similarity	0.6535	NPC33168
Remote Similarity	0.6531	NPC476685
Remote Similarity	0.6531	NPC476689
Remote Similarity	0.6531	NPC476687
Remote Similarity	0.6531	NPC246913
Remote Similarity	0.6516	NPC470579
Remote Similarity	0.6508	NPC58674
Remote Similarity	0.6507	NPC226662
Remote Similarity	0.6489	NPC224610
Remote Similarity	0.6489	NPC88267
Remote Similarity	0.6489	NPC194390
Remote Similarity	0.6489	NPC113326
Remote Similarity	0.6483	NPC478079
Remote Similarity	0.648	NPC108800
Remote Similarity	0.6467	NPC34508
Remote Similarity	0.646	NPC211525
Remote Similarity	0.646	NPC153694
Remote Similarity	0.6452	NPC316108
Remote Similarity	0.6444	NPC319579
Remote Similarity	0.6443	NPC313352
Remote Similarity	0.6442	NPC476231
Remote Similarity	0.6424	NPC287358
Remote Similarity	0.6424	NPC278887
Remote Similarity	0.6423	NPC35850
Remote Similarity	0.6423	NPC276949
Remote Similarity	0.6423	NPC187036
Remote Similarity	0.642	NPC148468
Remote Similarity	0.642	NPC310403
Remote Similarity	0.642	NPC63210
Remote Similarity	0.642	NPC263709
Remote Similarity	0.642	NPC67056
Remote Similarity	0.642	NPC97380
Remote Similarity	0.642	NPC243673
Remote Similarity	0.6417	NPC15839
Remote Similarity	0.6412	NPC471317
Remote Similarity	0.6407	NPC158129
Remote Similarity	0.6403	NPC82963
Remote Similarity	0.6392	NPC37548
Remote Similarity	0.6386	NPC469462
Remote Similarity	0.638	NPC68650
Remote Similarity	0.6375	NPC471132
Remote Similarity	0.6364	NPC470508
Remote Similarity	0.6358	NPC159589
Remote Similarity	0.6357	NPC192209
Remote Similarity	0.6357	NPC311737
Remote Similarity	0.6357	NPC38458
Remote Similarity	0.6341	NPC471638
Remote Similarity	0.6341	NPC472121
Remote Similarity	0.6341	NPC289776
Remote Similarity	0.6341	NPC191863
Remote Similarity	0.6341	NPC133470
Remote Similarity	0.6335	NPC473297
Remote Similarity	0.6335	NPC470507
Remote Similarity	0.6325	NPC49954
Remote Similarity	0.6325	NPC474561
Remote Similarity	0.632	NPC191444
Remote Similarity	0.6319	NPC471315
Remote Similarity	0.6319	NPC291359
Remote Similarity	0.6319	NPC471314
Remote Similarity	0.6316	NPC166667
Remote Similarity	0.6316	NPC122553
Remote Similarity	0.6316	NPC270009
Remote Similarity	0.6312	NPC184161
Remote Similarity	0.6308	NPC323726
Remote Similarity	0.6306	NPC264589
Remote Similarity	0.6303	NPC189116
Remote Similarity	0.6301	NPC19679
Remote Similarity	0.6299	NPC314113
Remote Similarity	0.6296	NPC10875
Remote Similarity	0.6296	NPC10730
Remote Similarity	0.6294	NPC134586
Remote Similarity	0.6289	NPC187951
Remote Similarity	0.6288	NPC471310
Remote Similarity	0.6288	NPC202613
Remote Similarity	0.6287	NPC63751
Remote Similarity	0.6286	NPC470544
Remote Similarity	0.6282	NPC311330
Remote Similarity	0.6282	NPC477890
Remote Similarity	0.628	NPC477158
Remote Similarity	0.628	NPC143457
Remote Similarity	0.6269	NPC327481
Remote Similarity	0.6266	NPC212799
Remote Similarity	0.6265	NPC52059
Remote Similarity	0.6265	NPC471130
Remote Similarity	0.6265	NPC470069
Remote Similarity	0.6259	NPC118202
Remote Similarity	0.6258	NPC129721
Remote Similarity	0.6258	NPC104345
Remote Similarity	0.6257	NPC211997
Remote Similarity	0.6257	NPC293472
Remote Similarity	0.625	NPC307456
Remote Similarity	0.6243	NPC192270
Remote Similarity	0.6242	NPC282231
Remote Similarity	0.6241	NPC470545
Remote Similarity	0.6241	NPC313449
Remote Similarity	0.624	NPC176858
Remote Similarity	0.6235	NPC161827
Remote Similarity	0.6235	NPC472586
Remote Similarity	0.6235	NPC38736
Remote Similarity	0.6233	NPC47667
Remote Similarity	0.6228	NPC160105
Remote Similarity	0.6224	NPC477061
Remote Similarity	0.6224	NPC45777
Remote Similarity	0.6221	NPC472443
Remote Similarity	0.6216	NPC278451
Remote Similarity	0.6214	NPC317254
Remote Similarity	0.6212	NPC291610
Remote Similarity	0.621	NPC473031
Remote Similarity	0.6207	NPC328683
Remote Similarity	0.6207	NPC283130
Remote Similarity	0.6205	NPC476118
Remote Similarity	0.6205	NPC194640
Remote Similarity	0.6197	NPC470546
Remote Similarity	0.6196	NPC141353
Remote Similarity	0.619	NPC201700
Remote Similarity	0.619	NPC258627
Remote Similarity	0.6187	NPC296163
Remote Similarity	0.6183	NPC12730
Remote Similarity	0.6182	NPC279918
Remote Similarity	0.6174	NPC314431
Remote Similarity	0.6173	NPC259644
Remote Similarity	0.6173	NPC73952
Remote Similarity	0.6173	NPC25008
Remote Similarity	0.6173	NPC469760
Remote Similarity	0.6173	NPC469786
Remote Similarity	0.6173	NPC469765
Remote Similarity	0.6173	NPC469763
Remote Similarity	0.616	NPC12429
Remote Similarity	0.6159	NPC3202
Remote Similarity	0.6154	NPC470090
Remote Similarity	0.6154	NPC257354
Remote Similarity	0.6149	NPC307437
Remote Similarity	0.6149	NPC58827
Remote Similarity	0.6149	NPC72473
Remote Similarity	0.6145	NPC88970
Remote Similarity	0.6144	NPC325599
Remote Similarity	0.6143	NPC33742
Remote Similarity	0.6142	NPC245259
Remote Similarity	0.6139	NPC242556
Remote Similarity	0.6138	NPC109151
Remote Similarity	0.6136	NPC476319
Remote Similarity	0.6135	NPC70922
Remote Similarity	0.6135	NPC212376
Remote Similarity	0.6135	NPC211572
Remote Similarity	0.6135	NPC80597
Remote Similarity	0.6135	NPC75540
Remote Similarity	0.6135	NPC114808
Remote Similarity	0.6131	NPC19555
Remote Similarity	0.6131	NPC54988

Drug Structure

NPD4895 OpenBabel08211706322D 36 38 0 0 1 0 0 0 0 0999 V2000 4.6163 -1.7046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2771 -0.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5283 -3.6472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3944 -3.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9237 -2.2923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2184 -1.3368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6623 -3.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9487 -2.5149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3944 -2.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 -0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4122 1.8952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6623 -2.1472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2686 -1.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5283 -1.6472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5633 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6774 -0.6583 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9972 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0268 0.2066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 -1.0437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3216 -0.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0924 2.6283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0673 2.4057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3149 3.6032 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3594 3.3084 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.0229 2.7005 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.2899 3.3807 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.3621 1.4502 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.7070 0.9396 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 2.6329 -0.3636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3625 1.0056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0519 0.4291 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1435 -2.0187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7391 1.7874 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7571 1.3847 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8765 -2.6988 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 9 14 2 0 0 0 0 10 15 2 0 0 0 0 11 21 1 0 0 0 0 11 28 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 1 0 0 0 17 29 2 0 0 0 0 17 31 1 0 0 0 0 18 20 1 0 0 0 0 18 28 2 3 0 0 0 18 32 1 0 0 0 0 19 20 1 0 0 0 0 19 30 2 3 0 0 0 19 33 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 31 34 1 0 0 0 0 32 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000358
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49867930
ChEBI
CAS Number

Drug Properties

Molecular Weight	469.14
ALogP	1.8894
MLogP	2.67
XLogP	7.01
HDA	6
HBD	3
Rotatable Bonds	16
TPSA	97.77
RO5 Violation	1