NPASS drugs

Drug Information

Drug ID:	NPD4208
Drug Name:	BF-389
Molecular Formula:	C20H29NO3
Canonical SMILES:	O=C1N(C)OCC/C/1=Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
Standard InCHI:	InChI=1S/C20H29NO3/c1-19(2,3)15-11-13(12-16(17(15)22)20(4,5)6)10-14-8-9-24-21(7)18(14)23/h10-12,22H,8-9H2,1-7H3/b14-10+
Standard InCHIKey:	BWRYNNCGEDOTRW-GXDHUFHOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4208

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	101
0.1-0.2	812
0.2-0.3	2201
0.3-0.4	7292
0.4-0.5	6700
0.5-0.6	10608
0.6-0.7	3073
0.7-0.8	103
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	0.7778	NPC17374
Intermediate Similarity	0.7742	NPC470039
Intermediate Similarity	0.7615	NPC174087
Intermediate Similarity	0.75	NPC243677
Intermediate Similarity	0.75	NPC228988
Intermediate Similarity	0.7417	NPC144682
Intermediate Similarity	0.7361	NPC150712
Intermediate Similarity	0.736	NPC99557
Intermediate Similarity	0.736	NPC219286
Intermediate Similarity	0.736	NPC303141
Intermediate Similarity	0.7319	NPC305717
Intermediate Similarity	0.7319	NPC218323
Intermediate Similarity	0.7317	NPC225506
Intermediate Similarity	0.7266	NPC471954
Intermediate Similarity	0.7266	NPC75272
Intermediate Similarity	0.7258	NPC472585
Intermediate Similarity	0.7244	NPC228737
Intermediate Similarity	0.7236	NPC252821
Intermediate Similarity	0.7236	NPC122005
Intermediate Similarity	0.7236	NPC128723
Intermediate Similarity	0.7231	NPC228425
Intermediate Similarity	0.7214	NPC3009
Intermediate Similarity	0.7209	NPC222905
Intermediate Similarity	0.7206	NPC268348
Intermediate Similarity	0.7206	NPC154696
Intermediate Similarity	0.7203	NPC473360
Intermediate Similarity	0.72	NPC470202
Intermediate Similarity	0.7194	NPC71610
Intermediate Similarity	0.719	NPC289769
Intermediate Similarity	0.7188	NPC68260
Intermediate Similarity	0.7188	NPC279887
Intermediate Similarity	0.7176	NPC296144
Intermediate Similarity	0.7176	NPC242136
Intermediate Similarity	0.7176	NPC28784
Intermediate Similarity	0.7174	NPC181334
Intermediate Similarity	0.7153	NPC11250
Intermediate Similarity	0.7143	NPC83718
Intermediate Similarity	0.7132	NPC216216
Intermediate Similarity	0.7132	NPC26013
Intermediate Similarity	0.7132	NPC282855
Intermediate Similarity	0.7132	NPC164852
Intermediate Similarity	0.7132	NPC131868
Intermediate Similarity	0.7124	NPC123011
Intermediate Similarity	0.7124	NPC256689
Intermediate Similarity	0.7123	NPC231572
Intermediate Similarity	0.7121	NPC474114
Intermediate Similarity	0.7121	NPC473931
Intermediate Similarity	0.7121	NPC474050
Intermediate Similarity	0.7113	NPC257390
Intermediate Similarity	0.7111	NPC473767
Intermediate Similarity	0.7101	NPC471187
Intermediate Similarity	0.7101	NPC174991
Intermediate Similarity	0.7099	NPC286222
Intermediate Similarity	0.7087	NPC138942
Intermediate Similarity	0.708	NPC295034
Intermediate Similarity	0.708	NPC251259
Intermediate Similarity	0.708	NPC253627
Intermediate Similarity	0.7077	NPC208229
Intermediate Similarity	0.7071	NPC476353
Intermediate Similarity	0.7071	NPC254492
Intermediate Similarity	0.7068	NPC23402
Intermediate Similarity	0.7068	NPC192948
Intermediate Similarity	0.7068	NPC35797
Intermediate Similarity	0.7063	NPC168829
Intermediate Similarity	0.7063	NPC471851
Intermediate Similarity	0.7054	NPC262365
Intermediate Similarity	0.705	NPC474803
Intermediate Similarity	0.7042	NPC120251
Intermediate Similarity	0.7037	NPC161943
Intermediate Similarity	0.7037	NPC474890
Intermediate Similarity	0.7037	NPC273282
Intermediate Similarity	0.7037	NPC184527
Intermediate Similarity	0.7034	NPC202225
Intermediate Similarity	0.7031	NPC69332
Intermediate Similarity	0.7031	NPC29989
Intermediate Similarity	0.7031	NPC95178
Intermediate Similarity	0.7029	NPC121168
Intermediate Similarity	0.7029	NPC475192
Intermediate Similarity	0.7023	NPC139946
Intermediate Similarity	0.7021	NPC72667
Intermediate Similarity	0.7021	NPC84672
Intermediate Similarity	0.7021	NPC103605
Intermediate Similarity	0.7021	NPC69424
Intermediate Similarity	0.7021	NPC268763
Intermediate Similarity	0.7021	NPC66177
Intermediate Similarity	0.7021	NPC176130
Intermediate Similarity	0.7021	NPC78364
Intermediate Similarity	0.7021	NPC81092
Intermediate Similarity	0.7021	NPC8305
Intermediate Similarity	0.7016	NPC77492
Intermediate Similarity	0.7015	NPC477137
Intermediate Similarity	0.7015	NPC308311
Intermediate Similarity	0.7015	NPC38893
Intermediate Similarity	0.7008	NPC288411
Intermediate Similarity	0.7007	NPC32322
Intermediate Similarity	0.7007	NPC259703
Intermediate Similarity	0.7007	NPC241001
Intermediate Similarity	0.7	NPC137416
Intermediate Similarity	0.7	NPC87985
Intermediate Similarity	0.7	NPC88141
Intermediate Similarity	0.7	NPC70436
Intermediate Similarity	0.7	NPC137750
Intermediate Similarity	0.7	NPC98392
Remote Similarity	0.6993	NPC108129
Remote Similarity	0.6992	NPC285350
Remote Similarity	0.6992	NPC268160
Remote Similarity	0.6992	NPC8392
Remote Similarity	0.6992	NPC114918
Remote Similarity	0.6986	NPC236795
Remote Similarity	0.6985	NPC182240
Remote Similarity	0.6978	NPC307020
Remote Similarity	0.6978	NPC198014
Remote Similarity	0.6972	NPC283079
Remote Similarity	0.6972	NPC193203
Remote Similarity	0.6972	NPC229894
Remote Similarity	0.6966	NPC477139
Remote Similarity	0.6966	NPC78307
Remote Similarity	0.6963	NPC172219
Remote Similarity	0.6963	NPC304510
Remote Similarity	0.6963	NPC477136
Remote Similarity	0.696	NPC92730
Remote Similarity	0.6957	NPC162935
Remote Similarity	0.6957	NPC249340
Remote Similarity	0.6957	NPC31936
Remote Similarity	0.6947	NPC13482
Remote Similarity	0.6947	NPC44732
Remote Similarity	0.694	NPC147179
Remote Similarity	0.6935	NPC283711
Remote Similarity	0.6934	NPC478121
Remote Similarity	0.6934	NPC473136
Remote Similarity	0.6929	NPC265413
Remote Similarity	0.6929	NPC135784
Remote Similarity	0.6929	NPC171372
Remote Similarity	0.6929	NPC68269
Remote Similarity	0.6929	NPC10154
Remote Similarity	0.6929	NPC269212
Remote Similarity	0.6923	NPC171460
Remote Similarity	0.6923	NPC317305
Remote Similarity	0.6923	NPC117899
Remote Similarity	0.6912	NPC154030
Remote Similarity	0.6912	NPC471671
Remote Similarity	0.6911	NPC27323
Remote Similarity	0.6911	NPC316301
Remote Similarity	0.6911	NPC152415
Remote Similarity	0.6906	NPC282577
Remote Similarity	0.6906	NPC176208
Remote Similarity	0.6905	NPC155847
Remote Similarity	0.6905	NPC211885
Remote Similarity	0.6905	NPC289381
Remote Similarity	0.6899	NPC271274
Remote Similarity	0.6899	NPC70843
Remote Similarity	0.6897	NPC165612
Remote Similarity	0.6894	NPC260323
Remote Similarity	0.6894	NPC470355
Remote Similarity	0.6894	NPC308689
Remote Similarity	0.6894	NPC176279
Remote Similarity	0.6892	NPC475957
Remote Similarity	0.6889	NPC469663
Remote Similarity	0.6889	NPC92
Remote Similarity	0.6889	NPC325646
Remote Similarity	0.6889	NPC219112
Remote Similarity	0.6889	NPC28951
Remote Similarity	0.6889	NPC308828
Remote Similarity	0.6885	NPC306074
Remote Similarity	0.6885	NPC204210
Remote Similarity	0.688	NPC225464
Remote Similarity	0.688	NPC201967
Remote Similarity	0.6875	NPC261573
Remote Similarity	0.6875	NPC120693
Remote Similarity	0.6875	NPC8931
Remote Similarity	0.6875	NPC245395
Remote Similarity	0.687	NPC95172
Remote Similarity	0.6866	NPC12656
Remote Similarity	0.6866	NPC197513
Remote Similarity	0.6861	NPC469644
Remote Similarity	0.6861	NPC476020
Remote Similarity	0.6857	NPC275145
Remote Similarity	0.6855	NPC286006
Remote Similarity	0.6855	NPC222146
Remote Similarity	0.6855	NPC26244
Remote Similarity	0.6853	NPC124802
Remote Similarity	0.685	NPC51015
Remote Similarity	0.6849	NPC111845
Remote Similarity	0.6849	NPC138472
Remote Similarity	0.6846	NPC151477
Remote Similarity	0.6842	NPC199462
Remote Similarity	0.6842	NPC250323
Remote Similarity	0.6838	NPC122117
Remote Similarity	0.6835	NPC474862
Remote Similarity	0.6829	NPC181709
Remote Similarity	0.6828	NPC328070
Remote Similarity	0.6828	NPC291001
Remote Similarity	0.6828	NPC476847
Remote Similarity	0.6828	NPC18798
Remote Similarity	0.6825	NPC216468
Remote Similarity	0.6825	NPC78119
Remote Similarity	0.6825	NPC130193
Remote Similarity	0.6825	NPC132078
Remote Similarity	0.6825	NPC51333
Remote Similarity	0.6818	NPC321252

Drug Structure

NPD4208 OpenBabel08211704332D 25 26 0 0 0 0 0 0 0 0999 V2000 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 2.3660 0.0000 C 0 0 0 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 6.9282 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 1.7321 0.0000 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 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 4.3301 1.5000 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 0 0 0 0 0 0 0 0 0 0 4.3301 -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 5.1962 0.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 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 6.0622 -0.5000 0.0000 O 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 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 24 1 0 0 0 0 10 13 1 0 0 0 0 10 14 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005930
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.21
ALogP	2.5049
MLogP	3.22
XLogP	5.118
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	49.77
RO5 Violation	1