NPASS drugs

Drug Information

Drug ID:	NPD6914
Drug Name:	BU-4514N
Molecular Formula:	C27H42N2O5
Canonical SMILES:	CC(CC1C(=CC2C(C1(C)C(=O)C1=C(O)CN=C1O)CCC(C2)C)C)OC1CCC(C(O1)C)N
Standard InCHI:	InChI=1S/C27H42N2O5/c1-14-6-7-19-18(10-14)11-15(2)20(12-16(3)33-23-9-8-21(28)17(4)34-23)27(19,5)25(31)24-22(30)13-29-26(24)32/h11,14,16-21,23,30H,6-10,12-13,28H2,1-5H3,(H,29,32)
Standard InCHIKey:	BYAQJXHMNLIQTL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6914

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	79
0.1-0.2	487
0.2-0.3	1784
0.3-0.4	9195
0.4-0.5	12096
0.5-0.6	6195
0.6-0.7	1031
0.7-0.8	23
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	0.7742	NPC476290
Intermediate Similarity	0.7619	NPC476269
Intermediate Similarity	0.7519	NPC476190
Intermediate Similarity	0.7445	NPC139585
Intermediate Similarity	0.7372	NPC201359
Intermediate Similarity	0.7292	NPC803
Intermediate Similarity	0.7258	NPC474563
Intermediate Similarity	0.7244	NPC474725
Intermediate Similarity	0.7222	NPC475800
Intermediate Similarity	0.7209	NPC469865
Intermediate Similarity	0.7177	NPC469598
Intermediate Similarity	0.7165	NPC307903
Intermediate Similarity	0.7165	NPC140251
Intermediate Similarity	0.7165	NPC475150
Intermediate Similarity	0.7143	NPC314361
Intermediate Similarity	0.7083	NPC180770
Intermediate Similarity	0.7075	NPC298067
Intermediate Similarity	0.7075	NPC214821
Intermediate Similarity	0.7068	NPC9714
Intermediate Similarity	0.7029	NPC204556
Intermediate Similarity	0.7015	NPC35037
Intermediate Similarity	0.7	NPC298005
Intermediate Similarity	0.7	NPC36463
Remote Similarity	0.6986	NPC162910
Remote Similarity	0.698	NPC61717
Remote Similarity	0.698	NPC244380
Remote Similarity	0.6977	NPC473578
Remote Similarity	0.6972	NPC76999
Remote Similarity	0.6966	NPC302276
Remote Similarity	0.6957	NPC237286
Remote Similarity	0.6923	NPC75318
Remote Similarity	0.6912	NPC469515
Remote Similarity	0.6892	NPC298469
Remote Similarity	0.6892	NPC141669
Remote Similarity	0.6892	NPC193579
Remote Similarity	0.6875	NPC145899
Remote Similarity	0.6863	NPC475527
Remote Similarity	0.6861	NPC469943
Remote Similarity	0.6846	NPC476759
Remote Similarity	0.6842	NPC476814
Remote Similarity	0.6842	NPC476813
Remote Similarity	0.6831	NPC475472
Remote Similarity	0.6818	NPC187497
Remote Similarity	0.6818	NPC100612
Remote Similarity	0.6818	NPC475599
Remote Similarity	0.6818	NPC174336
Remote Similarity	0.6818	NPC113620
Remote Similarity	0.6803	NPC82931
Remote Similarity	0.6803	NPC172365
Remote Similarity	0.6803	NPC210729
Remote Similarity	0.6794	NPC476766
Remote Similarity	0.6783	NPC73829
Remote Similarity	0.6783	NPC119794
Remote Similarity	0.6781	NPC243680
Remote Similarity	0.6781	NPC200788
Remote Similarity	0.6779	NPC69176
Remote Similarity	0.6779	NPC284625
Remote Similarity	0.6769	NPC473288
Remote Similarity	0.6769	NPC476765
Remote Similarity	0.6763	NPC469494
Remote Similarity	0.6753	NPC265699
Remote Similarity	0.6746	NPC54705
Remote Similarity	0.6736	NPC78189
Remote Similarity	0.6735	NPC265908
Remote Similarity	0.672	NPC4834
Remote Similarity	0.6716	NPC471645
Remote Similarity	0.6711	NPC475152
Remote Similarity	0.6711	NPC475584
Remote Similarity	0.6711	NPC475394
Remote Similarity	0.669	NPC235772
Remote Similarity	0.669	NPC280941
Remote Similarity	0.6667	NPC475892
Remote Similarity	0.6667	NPC96010
Remote Similarity	0.6667	NPC476764
Remote Similarity	0.6667	NPC476763
Remote Similarity	0.6667	NPC317654
Remote Similarity	0.6643	NPC318135
Remote Similarity	0.6641	NPC476769
Remote Similarity	0.662	NPC478136
Remote Similarity	0.6619	NPC472458
Remote Similarity	0.6618	NPC316325
Remote Similarity	0.6617	NPC34977
Remote Similarity	0.6617	NPC246399
Remote Similarity	0.6615	NPC476760
Remote Similarity	0.6615	NPC476761
Remote Similarity	0.6615	NPC476762
Remote Similarity	0.6593	NPC261330
Remote Similarity	0.6591	NPC246205
Remote Similarity	0.6591	NPC24389
Remote Similarity	0.6591	NPC175585
Remote Similarity	0.6591	NPC218602
Remote Similarity	0.6589	NPC98765
Remote Similarity	0.6575	NPC472428
Remote Similarity	0.6571	NPC315783
Remote Similarity	0.6562	NPC472924
Remote Similarity	0.6562	NPC175531
Remote Similarity	0.656	NPC108141
Remote Similarity	0.6547	NPC202051
Remote Similarity	0.6547	NPC242692
Remote Similarity	0.6544	NPC30196
Remote Similarity	0.6541	NPC328052
Remote Similarity	0.6535	NPC70733
Remote Similarity	0.6535	NPC56071
Remote Similarity	0.6531	NPC472430
Remote Similarity	0.6528	NPC478139
Remote Similarity	0.6522	NPC313802
Remote Similarity	0.6522	NPC319570
Remote Similarity	0.6522	NPC314268
Remote Similarity	0.6522	NPC67917
Remote Similarity	0.6522	NPC477515
Remote Similarity	0.6519	NPC157441
Remote Similarity	0.6515	NPC219900
Remote Similarity	0.6515	NPC392
Remote Similarity	0.6515	NPC177524
Remote Similarity	0.6515	NPC272576
Remote Similarity	0.6512	NPC223834
Remote Similarity	0.6508	NPC17578
Remote Similarity	0.6508	NPC240673
Remote Similarity	0.6507	NPC477072
Remote Similarity	0.6503	NPC311534
Remote Similarity	0.65	NPC216866
Remote Similarity	0.65	NPC28532
Remote Similarity	0.6496	NPC474483
Remote Similarity	0.6496	NPC6531
Remote Similarity	0.6496	NPC39485
Remote Similarity	0.6496	NPC221196
Remote Similarity	0.6493	NPC324683
Remote Similarity	0.6489	NPC210178
Remote Similarity	0.6489	NPC230677
Remote Similarity	0.6486	NPC230889
Remote Similarity	0.6484	NPC476767
Remote Similarity	0.6484	NPC477716
Remote Similarity	0.6484	NPC471041
Remote Similarity	0.6484	NPC477721
Remote Similarity	0.6475	NPC34754
Remote Similarity	0.6471	NPC316249
Remote Similarity	0.6466	NPC31522
Remote Similarity	0.6462	NPC95899
Remote Similarity	0.6457	NPC475709
Remote Similarity	0.6457	NPC27105
Remote Similarity	0.6454	NPC1980
Remote Similarity	0.6454	NPC141196
Remote Similarity	0.6454	NPC238005
Remote Similarity	0.6452	NPC165904
Remote Similarity	0.6452	NPC179517
Remote Similarity	0.6447	NPC193753
Remote Similarity	0.6447	NPC160222
Remote Similarity	0.6444	NPC60432
Remote Similarity	0.6444	NPC12046
Remote Similarity	0.6444	NPC1111
Remote Similarity	0.6444	NPC174836
Remote Similarity	0.6444	NPC194951
Remote Similarity	0.6444	NPC261750
Remote Similarity	0.6439	NPC315426
Remote Similarity	0.6434	NPC477717
Remote Similarity	0.6434	NPC471075
Remote Similarity	0.6434	NPC152091
Remote Similarity	0.6429	NPC476204
Remote Similarity	0.6429	NPC471674
Remote Similarity	0.6429	NPC201899
Remote Similarity	0.6429	NPC170084
Remote Similarity	0.6418	NPC83005
Remote Similarity	0.6418	NPC42776
Remote Similarity	0.6418	NPC472666
Remote Similarity	0.6412	NPC222161
Remote Similarity	0.6412	NPC119329
Remote Similarity	0.6408	NPC177820
Remote Similarity	0.6408	NPC204639
Remote Similarity	0.6408	NPC30188
Remote Similarity	0.6406	NPC472687
Remote Similarity	0.6406	NPC471331
Remote Similarity	0.6406	NPC99657
Remote Similarity	0.6406	NPC203388
Remote Similarity	0.6406	NPC471330
Remote Similarity	0.6397	NPC472926
Remote Similarity	0.6397	NPC106479
Remote Similarity	0.6397	NPC62696
Remote Similarity	0.6397	NPC293038
Remote Similarity	0.6391	NPC90946
Remote Similarity	0.6391	NPC300614
Remote Similarity	0.6389	NPC476957
Remote Similarity	0.6389	NPC245094
Remote Similarity	0.6389	NPC476859
Remote Similarity	0.6385	NPC247060
Remote Similarity	0.6385	NPC50815
Remote Similarity	0.6385	NPC152718
Remote Similarity	0.6385	NPC226509
Remote Similarity	0.6383	NPC470419
Remote Similarity	0.6378	NPC472734
Remote Similarity	0.6378	NPC472733
Remote Similarity	0.6377	NPC147707
Remote Similarity	0.6377	NPC218970
Remote Similarity	0.637	NPC66862
Remote Similarity	0.637	NPC116057
Remote Similarity	0.6364	NPC473252
Remote Similarity	0.6364	NPC198714
Remote Similarity	0.6364	NPC127609
Remote Similarity	0.6364	NPC201128
Remote Similarity	0.6357	NPC476150
Remote Similarity	0.6357	NPC117685

Drug Structure

NPD6914 OpenBabel08211710072D 38 41 0 0 1 0 0 0 0 0999 V2000 -3.9019 -5.1629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1705 -5.1629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7067 -2.7224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5522 -7.1153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4222 -2.8370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0565 -3.6986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 -3.2105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3976 -4.6748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5522 -4.1867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 -5.1629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5203 -5.1629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0159 -2.7224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9429 -0.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0565 -4.6748 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3251 -4.6748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8613 -3.2105 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.5522 -6.1391 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3657 -4.6748 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3657 -3.6986 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3251 -3.6986 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.3976 -5.6510 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9940 -1.2275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7067 -4.6748 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0827 -1.5773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1700 -2.5203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5317 -0.8187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5203 -3.2105 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.2430 -6.1391 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 -1.8127 -1.7592 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1129 -2.7729 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5065 -0.8698 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8613 -4.1867 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7067 -5.6510 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0884 -5.6510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2430 -7.1153 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6825 -1.3160 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9497 -1.7396 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 27 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 19 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 23 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 13 29 1 0 0 0 0 15 20 1 0 0 0 0 16 33 1 0 0 0 0 17 21 1 0 0 0 0 17 34 1 0 0 0 0 18 19 1 0 0 0 0 19 27 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 22 30 1 0 0 0 0 23 33 1 0 0 0 0 23 34 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 25 31 2 0 0 0 0 26 29 2 0 0 0 0 26 32 1 0 0 0 0 28 35 1 0 0 0 0 28 36 1 0 0 0 0 30 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003958
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.31
ALogP	-0.7217
MLogP	3.66
XLogP	4.775
HDA	7
HBD	3
Rotatable Bonds	14
TPSA	114.37
RO5 Violation	0