NPASS drugs

Drug Information

Drug ID:	NPD2904
Drug Name:	BRL-55834
Molecular Formula:	C18H20F5NO3
Canonical SMILES:	O=C1CCCCN1[C@@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(C(F)(F)F)(F)F
Standard InCHI:	InChI=1S/C18H20F5NO3/c1-16(2)15(26)14(24-8-4-3-5-13(24)25)11-9-10(6-7-12(11)27-16)17(19,20)18(21,22)23/h6-7,9,14-15,26H,3-5,8H2,1-2H3/t14-,15+/m1/s1
Standard InCHIKey:	ZSUFQZNGDIXQAD-CABCVRRESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2904

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	160
0.1-0.2	920
0.2-0.3	2883
0.3-0.4	9596
0.4-0.5	3394
0.5-0.6	10662
0.6-0.7	3179
0.7-0.8	95
0.8-0.85	1
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	0.8133	NPC469479
Intermediate Similarity	0.7929	NPC469505
Intermediate Similarity	0.7778	NPC283079
Intermediate Similarity	0.7321	NPC477565
Intermediate Similarity	0.7321	NPC103379
Intermediate Similarity	0.7305	NPC476151
Intermediate Similarity	0.7256	NPC204546
Intermediate Similarity	0.7244	NPC136112
Intermediate Similarity	0.7244	NPC141739
Intermediate Similarity	0.7244	NPC320242
Intermediate Similarity	0.7239	NPC231572
Intermediate Similarity	0.7216	NPC169743
Intermediate Similarity	0.7209	NPC193949
Intermediate Similarity	0.7209	NPC469817
Intermediate Similarity	0.7209	NPC5238
Intermediate Similarity	0.7209	NPC127674
Intermediate Similarity	0.7209	NPC276588
Intermediate Similarity	0.7209	NPC54379
Intermediate Similarity	0.7209	NPC204828
Intermediate Similarity	0.7209	NPC39701
Intermediate Similarity	0.7209	NPC295691
Intermediate Similarity	0.7209	NPC189266
Intermediate Similarity	0.7209	NPC172765
Intermediate Similarity	0.7209	NPC249797
Intermediate Similarity	0.7209	NPC207757
Intermediate Similarity	0.7209	NPC184026
Intermediate Similarity	0.7209	NPC278799
Intermediate Similarity	0.7209	NPC2413
Intermediate Similarity	0.7209	NPC110416
Intermediate Similarity	0.7198	NPC220961
Intermediate Similarity	0.7198	NPC32154
Intermediate Similarity	0.7195	NPC251439
Intermediate Similarity	0.7184	NPC59028
Intermediate Similarity	0.7184	NPC92191
Intermediate Similarity	0.7182	NPC222524
Intermediate Similarity	0.7182	NPC241704
Intermediate Similarity	0.7176	NPC274026
Intermediate Similarity	0.7168	NPC147091
Intermediate Similarity	0.7167	NPC2314
Intermediate Similarity	0.7159	NPC233650
Intermediate Similarity	0.7143	NPC266425
Intermediate Similarity	0.7135	NPC210140
Intermediate Similarity	0.712	NPC267414
Intermediate Similarity	0.712	NPC315542
Intermediate Similarity	0.7119	NPC134858
Intermediate Similarity	0.7101	NPC321505
Intermediate Similarity	0.7101	NPC106295
Intermediate Similarity	0.7101	NPC476144
Intermediate Similarity	0.7101	NPC191376
Intermediate Similarity	0.7101	NPC179825
Intermediate Similarity	0.7101	NPC51957
Intermediate Similarity	0.7101	NPC210437
Intermediate Similarity	0.7101	NPC16107
Intermediate Similarity	0.7093	NPC471073
Intermediate Similarity	0.7093	NPC82285
Intermediate Similarity	0.7093	NPC133011
Intermediate Similarity	0.7093	NPC270811
Intermediate Similarity	0.7089	NPC218323
Intermediate Similarity	0.7083	NPC185838
Intermediate Similarity	0.7083	NPC189908
Intermediate Similarity	0.7081	NPC97870
Intermediate Similarity	0.7081	NPC307123
Intermediate Similarity	0.7081	NPC247018
Intermediate Similarity	0.7078	NPC321133
Intermediate Similarity	0.7073	NPC231163
Intermediate Similarity	0.7073	NPC318591
Intermediate Similarity	0.7059	NPC24233
Intermediate Similarity	0.7059	NPC147390
Intermediate Similarity	0.7059	NPC283207
Intermediate Similarity	0.7059	NPC7467
Intermediate Similarity	0.7059	NPC428
Intermediate Similarity	0.7059	NPC246587
Intermediate Similarity	0.7059	NPC476571
Intermediate Similarity	0.7059	NPC135538
Intermediate Similarity	0.7052	NPC477564
Intermediate Similarity	0.7052	NPC2295
Intermediate Similarity	0.7049	NPC327005
Intermediate Similarity	0.7045	NPC27410
Intermediate Similarity	0.7045	NPC249274
Intermediate Similarity	0.7045	NPC166014
Intermediate Similarity	0.7045	NPC205167
Intermediate Similarity	0.7044	NPC473993
Intermediate Similarity	0.7039	NPC150879
Intermediate Similarity	0.7033	NPC49353
Intermediate Similarity	0.7022	NPC186617
Intermediate Similarity	0.7017	NPC129578
Intermediate Similarity	0.7016	NPC24228
Intermediate Similarity	0.7011	NPC474745
Intermediate Similarity	0.7006	NPC254700
Intermediate Similarity	0.7	NPC241055
Intermediate Similarity	0.7	NPC324081
Intermediate Similarity	0.7	NPC204908
Intermediate Similarity	0.7	NPC223873
Intermediate Similarity	0.7	NPC470324
Intermediate Similarity	0.7	NPC83198
Intermediate Similarity	0.7	NPC144863
Remote Similarity	0.6995	NPC474470
Remote Similarity	0.6994	NPC26601
Remote Similarity	0.6989	NPC276120
Remote Similarity	0.6989	NPC262725
Remote Similarity	0.6988	NPC314682
Remote Similarity	0.6983	NPC471568
Remote Similarity	0.6983	NPC124657
Remote Similarity	0.6983	NPC196091
Remote Similarity	0.6983	NPC473693
Remote Similarity	0.6982	NPC130926
Remote Similarity	0.6982	NPC9373
Remote Similarity	0.6978	NPC232386
Remote Similarity	0.6978	NPC152680
Remote Similarity	0.6978	NPC190783
Remote Similarity	0.6977	NPC97221
Remote Similarity	0.6977	NPC88249
Remote Similarity	0.6977	NPC151895
Remote Similarity	0.6977	NPC220858
Remote Similarity	0.6977	NPC192768
Remote Similarity	0.6975	NPC470392
Remote Similarity	0.6971	NPC133817
Remote Similarity	0.6971	NPC476443
Remote Similarity	0.6968	NPC237579
Remote Similarity	0.6966	NPC1229
Remote Similarity	0.6963	NPC477258
Remote Similarity	0.6961	NPC164608
Remote Similarity	0.6957	NPC474325
Remote Similarity	0.6949	NPC135006
Remote Similarity	0.6949	NPC18402
Remote Similarity	0.6946	NPC82056
Remote Similarity	0.6946	NPC188163
Remote Similarity	0.6946	NPC213206
Remote Similarity	0.6946	NPC328750
Remote Similarity	0.6946	NPC474915
Remote Similarity	0.6944	NPC12053
Remote Similarity	0.6944	NPC81218
Remote Similarity	0.6944	NPC474931
Remote Similarity	0.6944	NPC145832
Remote Similarity	0.6944	NPC158376
Remote Similarity	0.6944	NPC117188
Remote Similarity	0.6944	NPC205421
Remote Similarity	0.6944	NPC306555
Remote Similarity	0.694	NPC304675
Remote Similarity	0.6937	NPC17374
Remote Similarity	0.6936	NPC81733
Remote Similarity	0.6936	NPC326316
Remote Similarity	0.6935	NPC248642
Remote Similarity	0.6932	NPC129603
Remote Similarity	0.6932	NPC65490
Remote Similarity	0.6932	NPC148014
Remote Similarity	0.6932	NPC78359
Remote Similarity	0.6932	NPC315707
Remote Similarity	0.6932	NPC40389
Remote Similarity	0.6931	NPC473407
Remote Similarity	0.6931	NPC38964
Remote Similarity	0.6931	NPC473378
Remote Similarity	0.6927	NPC238530
Remote Similarity	0.6927	NPC276944
Remote Similarity	0.6927	NPC232514
Remote Similarity	0.6927	NPC66909
Remote Similarity	0.6927	NPC231198
Remote Similarity	0.6923	NPC477640
Remote Similarity	0.6923	NPC476331
Remote Similarity	0.6923	NPC225597
Remote Similarity	0.6923	NPC311357
Remote Similarity	0.6923	NPC470739
Remote Similarity	0.6919	NPC126284
Remote Similarity	0.6919	NPC92541
Remote Similarity	0.6915	NPC477259
Remote Similarity	0.6915	NPC169387
Remote Similarity	0.6915	NPC230098
Remote Similarity	0.691	NPC80759
Remote Similarity	0.691	NPC60186
Remote Similarity	0.691	NPC79402
Remote Similarity	0.6909	NPC307682
Remote Similarity	0.6906	NPC290759
Remote Similarity	0.6906	NPC266176
Remote Similarity	0.6906	NPC82533
Remote Similarity	0.6906	NPC158148
Remote Similarity	0.6902	NPC32064
Remote Similarity	0.6902	NPC237044
Remote Similarity	0.6901	NPC95075
Remote Similarity	0.6901	NPC253883
Remote Similarity	0.6901	NPC90844
Remote Similarity	0.6899	NPC328267
Remote Similarity	0.6899	NPC307020
Remote Similarity	0.6898	NPC156576
Remote Similarity	0.6898	NPC475981
Remote Similarity	0.6898	NPC474746
Remote Similarity	0.6895	NPC475754
Remote Similarity	0.6893	NPC221864
Remote Similarity	0.6893	NPC118804
Remote Similarity	0.6889	NPC42549
Remote Similarity	0.6889	NPC240841
Remote Similarity	0.6889	NPC317272
Remote Similarity	0.6889	NPC13916
Remote Similarity	0.6889	NPC195392
Remote Similarity	0.6889	NPC264850
Remote Similarity	0.6889	NPC256012
Remote Similarity	0.6889	NPC268503
Remote Similarity	0.6889	NPC250846
Remote Similarity	0.6884	NPC153365
Remote Similarity	0.6878	NPC208890
Remote Similarity	0.6878	NPC22115

Drug Structure

NPD2904 OpenBabel08211702562D 28 30 0 0 1 0 0 0 0 0999 V2000 0.1589 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 0.8827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 4.3301 -1.5000 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 -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 0.8660 -2.5000 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 -1.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 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 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 12 1 0 0 0 0 8 24 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 12 27 1 0 0 0 0 13 24 1 0 0 0 0 13 25 2 0 0 0 0 14 15 1 0 0 0 0 14 24 1 6 0 0 0 15 16 1 0 0 0 0 15 26 1 1 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012575
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.14
ALogP	0.3042
MLogP	2.45
XLogP	4.046
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	49.77
RO5 Violation	0