NPASS drugs

Drug Information

Drug ID:	NPD5848
Drug Name:
Molecular Formula:	C24H23F3N2O5
Canonical SMILES:	OC(=Nc1ccc2c(c1)c(C)noc2=O)C(C(F)(F)F)(CC(c1cccc2c1OCC2)(C)C)O
Standard InCHI:	InChI=1S/C24H23F3N2O5/c1-13-17-11-15(7-8-16(17)20(30)34-29-13)28-21(31)23(32,24(25,26)27)12-22(2,3)18-6-4-5-14-9-10-33-19(14)18/h4-8,11,32H,9-10,12H2,1-3H3,(H,28,31)
Standard InCHIKey:	VRZVKIJRJRBQJT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5848

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	235
0.1-0.2	1122
0.2-0.3	2994
0.3-0.4	8364
0.4-0.5	4504
0.5-0.6	11903
0.6-0.7	1746
0.7-0.8	22
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	0.7323	NPC313886
Intermediate Similarity	0.7282	NPC315631
Intermediate Similarity	0.7281	NPC280799
Intermediate Similarity	0.7277	NPC314861
Intermediate Similarity	0.7217	NPC25961
Intermediate Similarity	0.7171	NPC470023
Intermediate Similarity	0.7157	NPC472331
Intermediate Similarity	0.7157	NPC274002
Intermediate Similarity	0.7157	NPC126515
Intermediate Similarity	0.7143	NPC168153
Intermediate Similarity	0.7107	NPC9475
Intermediate Similarity	0.7098	NPC19555
Intermediate Similarity	0.7089	NPC85661
Intermediate Similarity	0.7059	NPC28510
Intermediate Similarity	0.7042	NPC46679
Intermediate Similarity	0.7023	NPC186569
Intermediate Similarity	0.7023	NPC61731
Intermediate Similarity	0.7009	NPC121510
Intermediate Similarity	0.7009	NPC171882
Intermediate Similarity	0.7	NPC475844
Intermediate Similarity	0.7	NPC10730
Intermediate Similarity	0.7	NPC10875
Remote Similarity	0.6991	NPC91234
Remote Similarity	0.6981	NPC38961
Remote Similarity	0.6971	NPC470021
Remote Similarity	0.6959	NPC227361
Remote Similarity	0.6959	NPC124658
Remote Similarity	0.6955	NPC256422
Remote Similarity	0.6947	NPC227033
Remote Similarity	0.6943	NPC57105
Remote Similarity	0.6915	NPC260118
Remote Similarity	0.6897	NPC28425
Remote Similarity	0.6891	NPC231862
Remote Similarity	0.6881	NPC215747
Remote Similarity	0.6881	NPC192939
Remote Similarity	0.687	NPC6786
Remote Similarity	0.6866	NPC265383
Remote Similarity	0.6858	NPC274640
Remote Similarity	0.6854	NPC159101
Remote Similarity	0.6849	NPC290227
Remote Similarity	0.6847	NPC119579
Remote Similarity	0.6845	NPC296742
Remote Similarity	0.6842	NPC108847
Remote Similarity	0.6839	NPC291359
Remote Similarity	0.6818	NPC240684
Remote Similarity	0.6816	NPC198503
Remote Similarity	0.6812	NPC475411
Remote Similarity	0.6806	NPC90185
Remote Similarity	0.6798	NPC311936
Remote Similarity	0.6796	NPC224293
Remote Similarity	0.6768	NPC257354
Remote Similarity	0.6763	NPC112676
Remote Similarity	0.6748	NPC69213
Remote Similarity	0.6737	NPC286038
Remote Similarity	0.6732	NPC276060
Remote Similarity	0.6729	NPC474077
Remote Similarity	0.6725	NPC474688
Remote Similarity	0.6716	NPC8467
Remote Similarity	0.6715	NPC22928
Remote Similarity	0.6712	NPC87413
Remote Similarity	0.6711	NPC144452
Remote Similarity	0.6702	NPC66991
Remote Similarity	0.6696	NPC174760
Remote Similarity	0.6682	NPC116178
Remote Similarity	0.6682	NPC472330
Remote Similarity	0.6682	NPC472329
Remote Similarity	0.6667	NPC180253
Remote Similarity	0.6667	NPC219170
Remote Similarity	0.6667	NPC203972
Remote Similarity	0.6667	NPC87714
Remote Similarity	0.6652	NPC217903
Remote Similarity	0.665	NPC49184
Remote Similarity	0.6649	NPC470019
Remote Similarity	0.6637	NPC169402
Remote Similarity	0.6636	NPC300156
Remote Similarity	0.6635	NPC476205
Remote Similarity	0.6635	NPC476257
Remote Similarity	0.6635	NPC476256
Remote Similarity	0.6635	NPC29472
Remote Similarity	0.6635	NPC259791
Remote Similarity	0.6635	NPC476206
Remote Similarity	0.6635	NPC476207
Remote Similarity	0.6635	NPC476212
Remote Similarity	0.6635	NPC476129
Remote Similarity	0.6634	NPC198075
Remote Similarity	0.6625	NPC67401
Remote Similarity	0.6622	NPC225279
Remote Similarity	0.6622	NPC150239
Remote Similarity	0.6617	NPC293255
Remote Similarity	0.6617	NPC276993
Remote Similarity	0.6617	NPC181138
Remote Similarity	0.6617	NPC210415
Remote Similarity	0.6617	NPC41689
Remote Similarity	0.6617	NPC298851
Remote Similarity	0.6617	NPC21752
Remote Similarity	0.6612	NPC85879
Remote Similarity	0.6612	NPC53255
Remote Similarity	0.6608	NPC51388
Remote Similarity	0.6607	NPC184408
Remote Similarity	0.6606	NPC4687
Remote Similarity	0.6604	NPC108804
Remote Similarity	0.6604	NPC476218
Remote Similarity	0.6598	NPC58661
Remote Similarity	0.6591	NPC476651
Remote Similarity	0.6585	NPC288305
Remote Similarity	0.6584	NPC13603
Remote Similarity	0.658	NPC474701
Remote Similarity	0.6579	NPC313414
Remote Similarity	0.6577	NPC321166
Remote Similarity	0.6575	NPC207873
Remote Similarity	0.6575	NPC100573
Remote Similarity	0.6571	NPC70340
Remote Similarity	0.6571	NPC89549
Remote Similarity	0.657	NPC132751
Remote Similarity	0.6566	NPC123153
Remote Similarity	0.6561	NPC9894
Remote Similarity	0.6561	NPC220337
Remote Similarity	0.6559	NPC471316
Remote Similarity	0.6553	NPC151171
Remote Similarity	0.6547	NPC116238
Remote Similarity	0.6546	NPC228842
Remote Similarity	0.6545	NPC315829
Remote Similarity	0.654	NPC469722
Remote Similarity	0.654	NPC294244
Remote Similarity	0.6538	NPC288854
Remote Similarity	0.6533	NPC247803
Remote Similarity	0.6532	NPC127996
Remote Similarity	0.653	NPC257266
Remote Similarity	0.653	NPC198160
Remote Similarity	0.6528	NPC232600
Remote Similarity	0.6528	NPC214368
Remote Similarity	0.6518	NPC478048
Remote Similarity	0.6516	NPC472589
Remote Similarity	0.6515	NPC7059
Remote Similarity	0.6514	NPC313112
Remote Similarity	0.6514	NPC301292
Remote Similarity	0.6512	NPC313453
Remote Similarity	0.6508	NPC155552
Remote Similarity	0.6502	NPC255787
Remote Similarity	0.6502	NPC39500
Remote Similarity	0.65	NPC257728
Remote Similarity	0.65	NPC127362
Remote Similarity	0.65	NPC39679
Remote Similarity	0.6495	NPC184161
Remote Similarity	0.6489	NPC328856
Remote Similarity	0.6489	NPC180210
Remote Similarity	0.6489	NPC478046
Remote Similarity	0.6489	NPC321226
Remote Similarity	0.6489	NPC314914
Remote Similarity	0.6489	NPC478047
Remote Similarity	0.6488	NPC207721
Remote Similarity	0.6485	NPC308156
Remote Similarity	0.6484	NPC45190
Remote Similarity	0.6484	NPC475768
Remote Similarity	0.648	NPC48671
Remote Similarity	0.6476	NPC474009
Remote Similarity	0.6476	NPC469439
Remote Similarity	0.6475	NPC326930
Remote Similarity	0.6475	NPC475301
Remote Similarity	0.6474	NPC184053
Remote Similarity	0.6473	NPC298449
Remote Similarity	0.6473	NPC314213
Remote Similarity	0.6471	NPC227683
Remote Similarity	0.6471	NPC153365
Remote Similarity	0.6468	NPC207971
Remote Similarity	0.6465	NPC108937
Remote Similarity	0.6465	NPC279218
Remote Similarity	0.6463	NPC57797
Remote Similarity	0.6463	NPC129897
Remote Similarity	0.6463	NPC250807
Remote Similarity	0.646	NPC316368
Remote Similarity	0.646	NPC284236
Remote Similarity	0.6458	NPC71739
Remote Similarity	0.6457	NPC310211
Remote Similarity	0.6457	NPC308137
Remote Similarity	0.6455	NPC249583
Remote Similarity	0.6452	NPC471978
Remote Similarity	0.645	NPC8389
Remote Similarity	0.645	NPC472299
Remote Similarity	0.645	NPC71205
Remote Similarity	0.645	NPC204179
Remote Similarity	0.645	NPC477787
Remote Similarity	0.645	NPC328186
Remote Similarity	0.645	NPC228377
Remote Similarity	0.645	NPC122968
Remote Similarity	0.6449	NPC303214
Remote Similarity	0.6447	NPC329830
Remote Similarity	0.6445	NPC474059
Remote Similarity	0.6444	NPC205946
Remote Similarity	0.6444	NPC234772
Remote Similarity	0.6444	NPC3207
Remote Similarity	0.6442	NPC315913
Remote Similarity	0.6439	NPC315406
Remote Similarity	0.6438	NPC268077
Remote Similarity	0.6438	NPC14339
Remote Similarity	0.6435	NPC473850
Remote Similarity	0.6434	NPC472588
Remote Similarity	0.6432	NPC474738
Remote Similarity	0.6432	NPC129053
Remote Similarity	0.6432	NPC321372

Drug Structure

NPD5848 OpenBabel08211708292D 36 39 0 0 1 0 0 0 0 0999 V2000 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0622 -1.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -1.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -1.0981 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5403 -0.8902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6449 0.1044 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 6.5622 0.6340 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 9.5622 -1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0622 -0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -0.2321 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.5622 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 3.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 2.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.5622 2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7313 0.5111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 14 1 0 0 0 0 6 18 2 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 33 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 22 1 0 0 0 0 12 23 1 0 0 0 0 13 17 1 0 0 0 0 13 29 2 0 0 0 0 14 19 2 0 0 0 0 15 28 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 33 1 0 0 0 0 20 30 2 0 0 0 0 20 34 1 0 0 0 0 21 23 1 0 0 0 0 21 28 2 3 0 0 0 21 31 1 0 0 0 0 23 24 1 0 0 0 0 23 32 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002218
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.16
ALogP	1.433
MLogP	3
XLogP	6.043
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	100.71
RO5 Violation	1