NPASS drugs

Drug Information

Drug ID:	NPD2329
Drug Name:	flobufen
Molecular Formula:	C17H14F2O3
Canonical SMILES:	Fc1ccc(c(c1)F)c1ccc(cc1)C(=O)CC(C(=O)O)C
Standard InCHI:	InChI=1S/C17H14F2O3/c1-10(17(21)22)8-16(20)12-4-2-11(3-5-12)14-7-6-13(18)9-15(14)19/h2-7,9-10H,8H2,1H3,(H,21,22)
Standard InCHIKey:	FIKVYIRIUOFLLR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2329

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	161
0.1-0.2	876
0.2-0.3	1750
0.3-0.4	5640
0.4-0.5	11139
0.5-0.6	9332
0.6-0.7	1738
0.7-0.8	242
0.8-0.85	11
0.85-0.9	1
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
High Similarity	0.875	NPC329556
Intermediate Similarity	0.8491	NPC329282
Intermediate Similarity	0.8411	NPC105899
Intermediate Similarity	0.8224	NPC247976
Intermediate Similarity	0.8214	NPC93287
Intermediate Similarity	0.8131	NPC25458
Intermediate Similarity	0.8131	NPC304873
Intermediate Similarity	0.8125	NPC66208
Intermediate Similarity	0.8034	NPC202015
Intermediate Similarity	0.8018	NPC318327
Intermediate Similarity	0.8	NPC318067
Intermediate Similarity	0.8	NPC100767
Intermediate Similarity	0.7982	NPC471721
Intermediate Similarity	0.7949	NPC318173
Intermediate Similarity	0.7944	NPC217621
Intermediate Similarity	0.7921	NPC69057
Intermediate Similarity	0.7895	NPC470253
Intermediate Similarity	0.789	NPC255676
Intermediate Similarity	0.7876	NPC265513
Intermediate Similarity	0.787	NPC225079
Intermediate Similarity	0.7864	NPC86670
Intermediate Similarity	0.7864	NPC70940
Intermediate Similarity	0.7864	NPC274455
Intermediate Similarity	0.785	NPC49994
Intermediate Similarity	0.7838	NPC37914
Intermediate Similarity	0.7807	NPC280789
Intermediate Similarity	0.7807	NPC292834
Intermediate Similarity	0.7807	NPC186128
Intermediate Similarity	0.7788	NPC110704
Intermediate Similarity	0.7778	NPC158157
Intermediate Similarity	0.7759	NPC186933
Intermediate Similarity	0.7757	NPC253423
Intermediate Similarity	0.7748	NPC172483
Intermediate Similarity	0.7748	NPC134120
Intermediate Similarity	0.7745	NPC322387
Intermediate Similarity	0.7739	NPC143768
Intermediate Similarity	0.7736	NPC172925
Intermediate Similarity	0.7727	NPC274443
Intermediate Similarity	0.7719	NPC474057
Intermediate Similarity	0.7706	NPC133809
Intermediate Similarity	0.7706	NPC128248
Intermediate Similarity	0.7706	NPC136810
Intermediate Similarity	0.7705	NPC328107
Intermediate Similarity	0.7692	NPC277277
Intermediate Similarity	0.7652	NPC218855
Intermediate Similarity	0.7642	NPC238219
Intermediate Similarity	0.7642	NPC289883
Intermediate Similarity	0.7636	NPC222390
Intermediate Similarity	0.7636	NPC244427
Intermediate Similarity	0.7619	NPC86987
Intermediate Similarity	0.7611	NPC249811
Intermediate Similarity	0.7607	NPC215419
Intermediate Similarity	0.7607	NPC217111
Intermediate Similarity	0.7563	NPC80605
Intermediate Similarity	0.7563	NPC323440
Intermediate Similarity	0.7563	NPC222968
Intermediate Similarity	0.7549	NPC95965
Intermediate Similarity	0.7547	NPC1682
Intermediate Similarity	0.7547	NPC153885
Intermediate Similarity	0.7547	NPC188844
Intermediate Similarity	0.7547	NPC59677
Intermediate Similarity	0.7547	NPC155232
Intermediate Similarity	0.7545	NPC473325
Intermediate Similarity	0.7541	NPC167323
Intermediate Similarity	0.7541	NPC269923
Intermediate Similarity	0.7525	NPC44830
Intermediate Similarity	0.7525	NPC273758
Intermediate Similarity	0.7524	NPC19256
Intermediate Similarity	0.7524	NPC173413
Intermediate Similarity	0.7523	NPC229242
Intermediate Similarity	0.7523	NPC134882
Intermediate Similarity	0.7523	NPC329387
Intermediate Similarity	0.7523	NPC317280
Intermediate Similarity	0.7521	NPC234637
Intermediate Similarity	0.7521	NPC196673
Intermediate Similarity	0.7521	NPC130591
Intermediate Similarity	0.75	NPC145053
Intermediate Similarity	0.75	NPC273033
Intermediate Similarity	0.75	NPC12936
Intermediate Similarity	0.75	NPC157778
Intermediate Similarity	0.75	NPC61944
Intermediate Similarity	0.75	NPC329064
Intermediate Similarity	0.7477	NPC34243
Intermediate Similarity	0.746	NPC115797
Intermediate Similarity	0.746	NPC51448
Intermediate Similarity	0.7458	NPC476357
Intermediate Similarity	0.7453	NPC133461
Intermediate Similarity	0.7453	NPC284475
Intermediate Similarity	0.7436	NPC471481
Intermediate Similarity	0.7436	NPC128368
Intermediate Similarity	0.7431	NPC239185
Intermediate Similarity	0.7431	NPC226041
Intermediate Similarity	0.7431	NPC265220
Intermediate Similarity	0.7431	NPC156021
Intermediate Similarity	0.7419	NPC85511
Intermediate Similarity	0.7407	NPC260233
Intermediate Similarity	0.7404	NPC43945
Intermediate Similarity	0.74	NPC71664
Intermediate Similarity	0.74	NPC190567
Intermediate Similarity	0.74	NPC127343
Intermediate Similarity	0.7387	NPC282895
Intermediate Similarity	0.7387	NPC264728
Intermediate Similarity	0.7387	NPC476993
Intermediate Similarity	0.7387	NPC109514
Intermediate Similarity	0.7383	NPC323420
Intermediate Similarity	0.7373	NPC294458
Intermediate Similarity	0.7373	NPC67377
Intermediate Similarity	0.7368	NPC185763
Intermediate Similarity	0.7368	NPC142326
Intermediate Similarity	0.7368	NPC94751
Intermediate Similarity	0.7368	NPC85560
Intermediate Similarity	0.7368	NPC83409
Intermediate Similarity	0.7368	NPC244933
Intermediate Similarity	0.7364	NPC75724
Intermediate Similarity	0.7353	NPC285773
Intermediate Similarity	0.7345	NPC472221
Intermediate Similarity	0.7345	NPC472222
Intermediate Similarity	0.7345	NPC249067
Intermediate Similarity	0.7339	NPC261947
Intermediate Similarity	0.7339	NPC219573
Intermediate Similarity	0.7339	NPC68167
Intermediate Similarity	0.7339	NPC185208
Intermediate Similarity	0.7333	NPC477704
Intermediate Similarity	0.7333	NPC267262
Intermediate Similarity	0.7333	NPC477693
Intermediate Similarity	0.7333	NPC469843
Intermediate Similarity	0.7315	NPC261181
Intermediate Similarity	0.7308	NPC160339
Intermediate Similarity	0.7308	NPC307
Intermediate Similarity	0.7304	NPC203732
Intermediate Similarity	0.7304	NPC211439
Intermediate Similarity	0.73	NPC300205
Intermediate Similarity	0.7297	NPC221825
Intermediate Similarity	0.7297	NPC476042
Intermediate Similarity	0.7295	NPC204784
Intermediate Similarity	0.729	NPC187725
Intermediate Similarity	0.729	NPC141607
Intermediate Similarity	0.7281	NPC471186
Intermediate Similarity	0.728	NPC275145
Intermediate Similarity	0.7273	NPC477767
Intermediate Similarity	0.7273	NPC289201
Intermediate Similarity	0.7273	NPC160199
Intermediate Similarity	0.7265	NPC95126
Intermediate Similarity	0.7265	NPC475002
Intermediate Similarity	0.7264	NPC113307
Intermediate Similarity	0.7264	NPC418308
Intermediate Similarity	0.725	NPC322197
Intermediate Similarity	0.725	NPC9274
Intermediate Similarity	0.7248	NPC472880
Intermediate Similarity	0.7241	NPC85493
Intermediate Similarity	0.7236	NPC472679
Intermediate Similarity	0.7236	NPC472680
Intermediate Similarity	0.7232	NPC472879
Intermediate Similarity	0.7228	NPC285716
Intermediate Similarity	0.7228	NPC164086
Intermediate Similarity	0.7228	NPC17408
Intermediate Similarity	0.7227	NPC153053
Intermediate Similarity	0.7227	NPC326664
Intermediate Similarity	0.7222	NPC295664
Intermediate Similarity	0.7213	NPC472697
Intermediate Similarity	0.7213	NPC472698
Intermediate Similarity	0.7212	NPC252067
Intermediate Similarity	0.7207	NPC120393
Intermediate Similarity	0.7207	NPC145052
Intermediate Similarity	0.7207	NPC271475
Intermediate Similarity	0.72	NPC2785
Intermediate Similarity	0.72	NPC285470
Intermediate Similarity	0.72	NPC36342
Intermediate Similarity	0.7196	NPC62765
Intermediate Similarity	0.7196	NPC84288
Intermediate Similarity	0.7184	NPC215008
Intermediate Similarity	0.7182	NPC469893
Intermediate Similarity	0.7182	NPC12695
Intermediate Similarity	0.7177	NPC144547
Intermediate Similarity	0.7177	NPC476234
Intermediate Similarity	0.7168	NPC284477
Intermediate Similarity	0.7168	NPC320891
Intermediate Similarity	0.7155	NPC21929
Intermediate Similarity	0.7155	NPC112903
Intermediate Similarity	0.7154	NPC476645
Intermediate Similarity	0.7154	NPC472708
Intermediate Similarity	0.7143	NPC203925
Intermediate Similarity	0.7143	NPC287055
Intermediate Similarity	0.7143	NPC242957
Intermediate Similarity	0.7143	NPC306977
Intermediate Similarity	0.7143	NPC206414
Intermediate Similarity	0.7131	NPC228318
Intermediate Similarity	0.713	NPC103346
Intermediate Similarity	0.713	NPC474307
Intermediate Similarity	0.7129	NPC151405
Intermediate Similarity	0.7129	NPC139901
Intermediate Similarity	0.712	NPC25168
Intermediate Similarity	0.7119	NPC260818
Intermediate Similarity	0.7117	NPC469890
Intermediate Similarity	0.7117	NPC469892
Intermediate Similarity	0.7117	NPC469891
Intermediate Similarity	0.7117	NPC240042
Intermediate Similarity	0.7109	NPC474106
Intermediate Similarity	0.7103	NPC231591
Intermediate Similarity	0.7103	NPC9822

Drug Structure

NPD2329 OpenBabel08211702172D 23 24 0 0 1 0 0 0 0 0999 V2000 -1.7321 -4.0000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 1.7321 -1.0000 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 -3.4641 -4.0000 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 -2.5981 -4.5000 0.0000 C 0 0 3 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 -2.5981 -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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001438
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.09
ALogP	0.7854
MLogP	2.78
XLogP	4.265
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	54.37
RO5 Violation	0