NPASS drugs

Drug Information

Drug ID:	NPD2288
Drug Name:
Molecular Formula:	C17H11BrF2N2O4
Canonical SMILES:	Brc1ccc(c(c1)F)Cn1c(=O)c2ccc(cc2n(c1=O)CC(=O)O)F
Standard InCHI:	InChI=1S/C17H11BrF2N2O4/c18-10-2-1-9(13(20)5-10)7-22-16(25)12-4-3-11(19)6-14(12)21(17(22)26)8-15(23)24/h1-6H,7-8H2,(H,23,24)
Standard InCHIKey:	XLOHSVVOWVIPFC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2288

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	261
0.1-0.2	2758
0.2-0.3	10815
0.3-0.4	12605
0.4-0.5	3337
0.5-0.6	992
0.6-0.7	119
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	0.7362	NPC130797
Intermediate Similarity	0.7262	NPC117032
Intermediate Similarity	0.7135	NPC470548
Remote Similarity	0.6941	NPC13526
Remote Similarity	0.6927	NPC355
Remote Similarity	0.6903	NPC257490
Remote Similarity	0.6899	NPC322433
Remote Similarity	0.6889	NPC177261
Remote Similarity	0.6871	NPC300299
Remote Similarity	0.6848	NPC469560
Remote Similarity	0.6829	NPC267508
Remote Similarity	0.6807	NPC207554
Remote Similarity	0.6771	NPC472539
Remote Similarity	0.6771	NPC472540
Remote Similarity	0.6771	NPC470787
Remote Similarity	0.677	NPC194562
Remote Similarity	0.6766	NPC43477
Remote Similarity	0.674	NPC318183
Remote Similarity	0.6736	NPC472541
Remote Similarity	0.6736	NPC472542
Remote Similarity	0.6687	NPC122553
Remote Similarity	0.6667	NPC291962
Remote Similarity	0.6667	NPC177684
Remote Similarity	0.6648	NPC113056
Remote Similarity	0.6648	NPC138293
Remote Similarity	0.6647	NPC473329
Remote Similarity	0.6647	NPC83214
Remote Similarity	0.6646	NPC268534
Remote Similarity	0.6624	NPC161956
Remote Similarity	0.6624	NPC258531
Remote Similarity	0.6624	NPC112373
Remote Similarity	0.6606	NPC316104
Remote Similarity	0.6606	NPC162417
Remote Similarity	0.6605	NPC209389
Remote Similarity	0.6595	NPC14849
Remote Similarity	0.6585	NPC207428
Remote Similarity	0.6576	NPC328611
Remote Similarity	0.6576	NPC248862
Remote Similarity	0.6575	NPC182131
Remote Similarity	0.657	NPC324445
Remote Similarity	0.6568	NPC471574
Remote Similarity	0.6559	NPC147298
Remote Similarity	0.6559	NPC182057
Remote Similarity	0.6559	NPC475094
Remote Similarity	0.6559	NPC131450
Remote Similarity	0.6556	NPC189116
Remote Similarity	0.6527	NPC471123
Remote Similarity	0.6514	NPC66936
Remote Similarity	0.65	NPC254698
Remote Similarity	0.648	NPC471199
Remote Similarity	0.648	NPC154478
Remote Similarity	0.6471	NPC2823
Remote Similarity	0.6471	NPC471164
Remote Similarity	0.6461	NPC84317
Remote Similarity	0.6453	NPC136002
Remote Similarity	0.6441	NPC295021
Remote Similarity	0.6438	NPC39818
Remote Similarity	0.6414	NPC106118
Remote Similarity	0.6409	NPC88970
Remote Similarity	0.6389	NPC276085
Remote Similarity	0.6374	NPC470301
Remote Similarity	0.6368	NPC295548
Remote Similarity	0.6358	NPC192533
Remote Similarity	0.6354	NPC141612
Remote Similarity	0.6354	NPC135601
Remote Similarity	0.6354	NPC17273
Remote Similarity	0.6352	NPC226143
Remote Similarity	0.6339	NPC471130
Remote Similarity	0.6333	NPC222029
Remote Similarity	0.6324	NPC285192
Remote Similarity	0.6319	NPC472244
Remote Similarity	0.6319	NPC470343
Remote Similarity	0.6312	NPC279385
Remote Similarity	0.6312	NPC179605
Remote Similarity	0.631	NPC253476
Remote Similarity	0.6305	NPC225400
Remote Similarity	0.6298	NPC471122
Remote Similarity	0.629	NPC292265
Remote Similarity	0.6275	NPC471155
Remote Similarity	0.6275	NPC470786
Remote Similarity	0.6275	NPC472538
Remote Similarity	0.6273	NPC103292
Remote Similarity	0.6263	NPC475685
Remote Similarity	0.6257	NPC285622
Remote Similarity	0.625	NPC471124
Remote Similarity	0.6244	NPC270241
Remote Similarity	0.6242	NPC72473
Remote Similarity	0.6242	NPC58827
Remote Similarity	0.6242	NPC307437
Remote Similarity	0.6218	NPC133003
Remote Similarity	0.618	NPC144691
Remote Similarity	0.617	NPC242269
Remote Similarity	0.6169	NPC477004
Remote Similarity	0.6161	NPC15384
Remote Similarity	0.6161	NPC244425
Remote Similarity	0.6154	NPC473815
Remote Similarity	0.615	NPC472118
Remote Similarity	0.6145	NPC154602
Remote Similarity	0.6138	NPC475594
Remote Similarity	0.6124	NPC300596
Remote Similarity	0.6124	NPC237649
Remote Similarity	0.6105	NPC475607
Remote Similarity	0.6102	NPC478039
Remote Similarity	0.6091	NPC128582
Remote Similarity	0.6087	NPC27904
Remote Similarity	0.6085	NPC471197
Remote Similarity	0.6082	NPC173295
Remote Similarity	0.608	NPC314186
Remote Similarity	0.6076	NPC57051
Remote Similarity	0.6073	NPC474081
Remote Similarity	0.6056	NPC471198
Remote Similarity	0.6042	NPC475761
Remote Similarity	0.6042	NPC474041
Remote Similarity	0.6036	NPC314098
Remote Similarity	0.6034	NPC315051
Remote Similarity	0.6034	NPC130251
Remote Similarity	0.6031	NPC470317
Remote Similarity	0.6012	NPC150863
Remote Similarity	0.6	NPC471742
Remote Similarity	0.6	NPC22082
Remote Similarity	0.6	NPC186284
Remote Similarity	0.6	NPC21429
Remote Similarity	0.5987	NPC291610
Remote Similarity	0.5981	NPC248601
Remote Similarity	0.5976	NPC314431
Remote Similarity	0.5976	NPC280807
Remote Similarity	0.5976	NPC472245
Remote Similarity	0.5976	NPC187231
Remote Similarity	0.5967	NPC243756
Remote Similarity	0.5946	NPC36495
Remote Similarity	0.5944	NPC109787
Remote Similarity	0.5943	NPC242933
Remote Similarity	0.5936	NPC204867
Remote Similarity	0.5934	NPC285381
Remote Similarity	0.593	NPC471196
Remote Similarity	0.593	NPC313293
Remote Similarity	0.593	NPC471195
Remote Similarity	0.5926	NPC63047
Remote Similarity	0.5926	NPC475248
Remote Similarity	0.5915	NPC27833
Remote Similarity	0.5914	NPC225319
Remote Similarity	0.5914	NPC68650
Remote Similarity	0.5899	NPC470822
Remote Similarity	0.5897	NPC172170
Remote Similarity	0.5895	NPC471943
Remote Similarity	0.5892	NPC104345
Remote Similarity	0.5882	NPC472120
Remote Similarity	0.5882	NPC472117
Remote Similarity	0.5882	NPC472101
Remote Similarity	0.5882	NPC199737
Remote Similarity	0.5879	NPC18890
Remote Similarity	0.5879	NPC314223
Remote Similarity	0.5874	NPC471944
Remote Similarity	0.5871	NPC473418
Remote Similarity	0.5855	NPC471743
Remote Similarity	0.5854	NPC237414
Remote Similarity	0.5851	NPC328270
Remote Similarity	0.585	NPC324091
Remote Similarity	0.5846	NPC286994
Remote Similarity	0.5833	NPC259678
Remote Similarity	0.5829	NPC309531
Remote Similarity	0.5829	NPC287358
Remote Similarity	0.5829	NPC322644
Remote Similarity	0.5829	NPC472102
Remote Similarity	0.5821	NPC92803
Remote Similarity	0.5821	NPC276430
Remote Similarity	0.582	NPC472106
Remote Similarity	0.5819	NPC301760
Remote Similarity	0.5818	NPC130931
Remote Similarity	0.5814	NPC177996
Remote Similarity	0.5814	NPC147983
Remote Similarity	0.5814	NPC40364
Remote Similarity	0.581	NPC243850
Remote Similarity	0.5808	NPC307396
Remote Similarity	0.5806	NPC113946
Remote Similarity	0.5806	NPC477887
Remote Similarity	0.5806	NPC61013
Remote Similarity	0.5801	NPC254798
Remote Similarity	0.5795	NPC256268
Remote Similarity	0.5793	NPC220698
Remote Similarity	0.5789	NPC279527
Remote Similarity	0.5789	NPC472114
Remote Similarity	0.5789	NPC214960
Remote Similarity	0.5789	NPC472115
Remote Similarity	0.5787	NPC470205
Remote Similarity	0.5784	NPC102592
Remote Similarity	0.5784	NPC79356
Remote Similarity	0.5779	NPC150308
Remote Similarity	0.5775	NPC193410
Remote Similarity	0.5769	NPC471436
Remote Similarity	0.5769	NPC167336
Remote Similarity	0.5761	NPC122106
Remote Similarity	0.5758	NPC285923
Remote Similarity	0.5756	NPC41488
Remote Similarity	0.5754	NPC478040
Remote Similarity	0.5754	NPC308197
Remote Similarity	0.5754	NPC469537
Remote Similarity	0.5753	NPC469536
Remote Similarity	0.5752	NPC75496
Remote Similarity	0.5745	NPC248117

Drug Structure

NPD2288 OpenBabel08211702172D 27 29 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 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 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 -3.4641 -0.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -1.0000 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 -2.5981 0.5000 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 0.0000 -3.0000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 O 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 10 2 0 0 0 0 5 13 1 0 0 0 0 6 11 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 22 1 0 0 0 0 8 15 1 0 0 0 0 8 21 1 0 0 0 0 9 13 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 22 1 0 0 0 0 16 25 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 17 26 2 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000656
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3086955
ChEBI
CAS Number

Drug Properties

Molecular Weight	423.99
ALogP	0.667
MLogP	2.34
XLogP	3.162
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	77.92
RO5 Violation	0