NPASS drugs

Drug Information

Drug ID:	NPD2287
Drug Name:
Molecular Formula:	C17H11BrClFN2O4
Canonical SMILES:	Brc1ccc(c(c1)F)Cn1c(=O)c2ccc(cc2n(c1=O)CC(=O)O)Cl
Standard InCHI:	InChI=1S/C17H11BrClFN2O4/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:	SXONDGSPUVNZLO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2287

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	321
0.1-0.2	3489
0.2-0.3	11699
0.3-0.4	11864
0.4-0.5	2873
0.5-0.6	582
0.6-0.7	62
0.7-0.8	0
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
Remote Similarity	0.6857	NPC130797
Remote Similarity	0.6778	NPC117032
Remote Similarity	0.6684	NPC470548
Remote Similarity	0.6492	NPC355
Remote Similarity	0.6484	NPC13526
Remote Similarity	0.6458	NPC177261
Remote Similarity	0.6412	NPC322433
Remote Similarity	0.6407	NPC257490
Remote Similarity	0.64	NPC300299
Remote Similarity	0.6384	NPC469560
Remote Similarity	0.6373	NPC470787
Remote Similarity	0.6373	NPC472539
Remote Similarity	0.6373	NPC472540
Remote Similarity	0.6364	NPC267508
Remote Similarity	0.6348	NPC207554
Remote Similarity	0.6341	NPC472541
Remote Similarity	0.6341	NPC472542
Remote Similarity	0.6313	NPC43477
Remote Similarity	0.6301	NPC194562
Remote Similarity	0.6237	NPC318183
Remote Similarity	0.6236	NPC122553
Remote Similarity	0.623	NPC138293
Remote Similarity	0.623	NPC113056
Remote Similarity	0.6216	NPC473329
Remote Similarity	0.6201	NPC83214
Remote Similarity	0.6193	NPC14849
Remote Similarity	0.619	NPC291962
Remote Similarity	0.619	NPC177684
Remote Similarity	0.6176	NPC268534
Remote Similarity	0.6173	NPC328611
Remote Similarity	0.6173	NPC248862
Remote Similarity	0.6166	NPC182131
Remote Similarity	0.6162	NPC182057
Remote Similarity	0.6162	NPC131450
Remote Similarity	0.6162	NPC475094
Remote Similarity	0.6162	NPC147298
Remote Similarity	0.6158	NPC316104
Remote Similarity	0.6158	NPC162417
Remote Similarity	0.6154	NPC161956
Remote Similarity	0.6154	NPC112373
Remote Similarity	0.6154	NPC258531
Remote Similarity	0.6149	NPC209389
Remote Similarity	0.6146	NPC189116
Remote Similarity	0.6141	NPC324445
Remote Similarity	0.6136	NPC207428
Remote Similarity	0.6133	NPC471574
Remote Similarity	0.6106	NPC471199
Remote Similarity	0.6105	NPC477887
Remote Similarity	0.6096	NPC66936
Remote Similarity	0.6089	NPC471123
Remote Similarity	0.6073	NPC154478
Remote Similarity	0.6067	NPC313352
Remote Similarity	0.6053	NPC84317
Remote Similarity	0.6048	NPC106118
Remote Similarity	0.6047	NPC254698
Remote Similarity	0.6044	NPC2823
Remote Similarity	0.6044	NPC471164
Remote Similarity	0.6033	NPC136002
Remote Similarity	0.6032	NPC295021
Remote Similarity	0.601	NPC88970
Remote Similarity	0.6009	NPC295548
Remote Similarity	0.6	NPC325599
Remote Similarity	0.599	NPC276085
Remote Similarity	0.5988	NPC39818
Remote Similarity	0.598	NPC17273
Remote Similarity	0.598	NPC141612
Remote Similarity	0.598	NPC135601
Remote Similarity	0.5972	NPC285192
Remote Similarity	0.5956	NPC470301
Remote Similarity	0.5953	NPC225400
Remote Similarity	0.5949	NPC471130
Remote Similarity	0.5938	NPC222029
Remote Similarity	0.5926	NPC472538
Remote Similarity	0.5926	NPC470786
Remote Similarity	0.5926	NPC471155
Remote Similarity	0.592	NPC192533
Remote Similarity	0.5909	NPC292265
Remote Similarity	0.5907	NPC471122
Remote Similarity	0.5906	NPC226143
Remote Similarity	0.5899	NPC270241
Remote Similarity	0.5891	NPC475685
Remote Similarity	0.5889	NPC253476
Remote Similarity	0.5886	NPC472244
Remote Similarity	0.5886	NPC470343
Remote Similarity	0.5879	NPC285622
Remote Similarity	0.5872	NPC279385
Remote Similarity	0.5872	NPC179605
Remote Similarity	0.5867	NPC471124
Remote Similarity	0.5854	NPC316141
Remote Similarity	0.5854	NPC133003
Remote Similarity	0.5838	NPC103292
Remote Similarity	0.5837	NPC471663
Remote Similarity	0.583	NPC244425
Remote Similarity	0.583	NPC15384
Remote Similarity	0.5822	NPC477004
Remote Similarity	0.5819	NPC72473
Remote Similarity	0.5819	NPC58827
Remote Similarity	0.5819	NPC307437
Remote Similarity	0.58	NPC242269
Remote Similarity	0.5797	NPC473815
Remote Similarity	0.5789	NPC144691
Remote Similarity	0.5779	NPC472118
Remote Similarity	0.5771	NPC475594
Remote Similarity	0.5759	NPC154602
Remote Similarity	0.5759	NPC471197
Remote Similarity	0.5743	NPC475607
Remote Similarity	0.5742	NPC128582
Remote Similarity	0.5737	NPC237649
Remote Similarity	0.5737	NPC300596
Remote Similarity	0.5733	NPC471198
Remote Similarity	0.5728	NPC134657
Remote Similarity	0.5714	NPC478039
Remote Similarity	0.5714	NPC27904
Remote Similarity	0.5714	NPC474081
Remote Similarity	0.5691	NPC314186
Remote Similarity	0.5686	NPC474041
Remote Similarity	0.5686	NPC475761
Remote Similarity	0.5683	NPC173295
Remote Similarity	0.568	NPC470317
Remote Similarity	0.5664	NPC248601
Remote Similarity	0.5652	NPC21429
Remote Similarity	0.5652	NPC471742
Remote Similarity	0.5647	NPC57051
Remote Similarity	0.5645	NPC130251
Remote Similarity	0.5645	NPC315051
Remote Similarity	0.5635	NPC314098
Remote Similarity	0.5615	NPC22082
Remote Similarity	0.5615	NPC186284
Remote Similarity	0.5611	NPC150863

Drug Structure

NPD2287 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 Cl 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	DNC001532; DCL000283
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5724
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.96
ALogP	0.9316
MLogP	2.34
XLogP	3.299
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	77.92
RO5 Violation	0