NPASS drugs

Drug Information

Drug ID:	NPD2263
Drug Name:	BE-16627B
Molecular Formula:	C16H29N3O7
Canonical SMILES:	OC[C@@H](C(=N[C@H](C(=O)O)C(C)C)O)N=C(C(CC(=NO)O)CC(C)C)O
Standard InCHI:	InChI=1S/C16H29N3O7/c1-8(2)5-10(6-12(21)19-26)14(22)17-11(7-20)15(23)18-13(9(3)4)16(24)25/h8-11,13,20,26H,5-7H2,1-4H3,(H,17,22)(H,18,23)(H,19,21)(H,24,25)/t10?,11-,13-/m0/s1
Standard InCHIKey:	ZTDAMCPLHAKWAY-KUNJKIHDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2263

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	44
0.1-0.2	1797
0.2-0.3	15999
0.3-0.4	10352
0.4-0.5	2350
0.5-0.6	249
0.6-0.7	69
0.7-0.8	29
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	0.8116	NPC478256
Intermediate Similarity	0.7681	NPC470109
Intermediate Similarity	0.7571	NPC470110
Intermediate Similarity	0.7536	NPC470108
Intermediate Similarity	0.7534	NPC43219
Intermediate Similarity	0.7465	NPC472579
Intermediate Similarity	0.7432	NPC86064
Intermediate Similarity	0.7361	NPC476285
Intermediate Similarity	0.7361	NPC476291
Intermediate Similarity	0.7313	NPC327170
Intermediate Similarity	0.7313	NPC329564
Intermediate Similarity	0.7308	NPC314466
Intermediate Similarity	0.72	NPC472595
Intermediate Similarity	0.7164	NPC321468
Intermediate Similarity	0.7164	NPC316826
Intermediate Similarity	0.7164	NPC327748
Intermediate Similarity	0.7164	NPC317143
Intermediate Similarity	0.7143	NPC316242
Intermediate Similarity	0.7143	NPC322946
Intermediate Similarity	0.7125	NPC477730
Intermediate Similarity	0.7121	NPC317147
Intermediate Similarity	0.7121	NPC318260
Intermediate Similarity	0.7105	NPC476130
Intermediate Similarity	0.7105	NPC476324
Intermediate Similarity	0.7067	NPC138435
Intermediate Similarity	0.7051	NPC315131
Intermediate Similarity	0.7051	NPC315535
Intermediate Similarity	0.7051	NPC478017
Intermediate Similarity	0.7015	NPC472578
Intermediate Similarity	0.7013	NPC472594
Remote Similarity	0.6986	NPC474299
Remote Similarity	0.6986	NPC474298
Remote Similarity	0.6986	NPC28348
Remote Similarity	0.6986	NPC475808
Remote Similarity	0.6986	NPC473985
Remote Similarity	0.6933	NPC141325
Remote Similarity	0.6923	NPC321118
Remote Similarity	0.6923	NPC316889
Remote Similarity	0.6842	NPC476248
Remote Similarity	0.6829	NPC95478
Remote Similarity	0.6829	NPC145748
Remote Similarity	0.6829	NPC155670
Remote Similarity	0.6812	NPC471129
Remote Similarity	0.6786	NPC477728
Remote Similarity	0.6769	NPC137327
Remote Similarity	0.6747	NPC227051
Remote Similarity	0.6744	NPC477729
Remote Similarity	0.6714	NPC477644
Remote Similarity	0.6667	NPC254541
Remote Similarity	0.6625	NPC473984
Remote Similarity	0.6562	NPC80350
Remote Similarity	0.6562	NPC328378
Remote Similarity	0.6533	NPC314273
Remote Similarity	0.6533	NPC193280
Remote Similarity	0.6528	NPC145658
Remote Similarity	0.6522	NPC176164
Remote Similarity	0.6522	NPC189301
Remote Similarity	0.65	NPC37681
Remote Similarity	0.6494	NPC315897
Remote Similarity	0.6462	NPC319110
Remote Similarity	0.6462	NPC329181
Remote Similarity	0.6438	NPC128559
Remote Similarity	0.6437	NPC193386
Remote Similarity	0.6429	NPC320598
Remote Similarity	0.6429	NPC473599
Remote Similarity	0.64	NPC195165
Remote Similarity	0.6389	NPC105297
Remote Similarity	0.6389	NPC327252
Remote Similarity	0.6364	NPC477200
Remote Similarity	0.6324	NPC322573
Remote Similarity	0.6286	NPC328447
Remote Similarity	0.6282	NPC477641
Remote Similarity	0.6282	NPC474403
Remote Similarity	0.6282	NPC477643
Remote Similarity	0.6282	NPC320865
Remote Similarity	0.6269	NPC329495
Remote Similarity	0.6234	NPC477642
Remote Similarity	0.6222	NPC208537
Remote Similarity	0.6222	NPC270005
Remote Similarity	0.6197	NPC321536
Remote Similarity	0.6184	NPC306696
Remote Similarity	0.6154	NPC180402
Remote Similarity	0.6154	NPC87359
Remote Similarity	0.6154	NPC227850
Remote Similarity	0.6119	NPC471131
Remote Similarity	0.6118	NPC47135
Remote Similarity	0.6111	NPC143722
Remote Similarity	0.6087	NPC327831
Remote Similarity	0.6056	NPC190385
Remote Similarity	0.6047	NPC323180
Remote Similarity	0.6044	NPC315237
Remote Similarity	0.6029	NPC189178
Remote Similarity	0.6029	NPC263065
Remote Similarity	0.6	NPC319709
Remote Similarity	0.6	NPC38463
Remote Similarity	0.6	NPC289484
Remote Similarity	0.6	NPC84128
Remote Similarity	0.6	NPC53858
Remote Similarity	0.6	NPC325985
Remote Similarity	0.5977	NPC175419
Remote Similarity	0.597	NPC327239
Remote Similarity	0.5946	NPC145627
Remote Similarity	0.5942	NPC270041
Remote Similarity	0.593	NPC474312
Remote Similarity	0.5904	NPC191774
Remote Similarity	0.5902	NPC327250
Remote Similarity	0.5882	NPC476302
Remote Similarity	0.5875	NPC55274
Remote Similarity	0.5867	NPC57420
Remote Similarity	0.5846	NPC297220
Remote Similarity	0.5844	NPC118524
Remote Similarity	0.5843	NPC270957
Remote Similarity	0.5843	NPC171698
Remote Similarity	0.5843	NPC321340
Remote Similarity	0.5843	NPC119633
Remote Similarity	0.5833	NPC220234
Remote Similarity	0.5821	NPC245027
Remote Similarity	0.5821	NPC84636
Remote Similarity	0.5821	NPC62045
Remote Similarity	0.5821	NPC174246
Remote Similarity	0.5821	NPC43204
Remote Similarity	0.5821	NPC162620
Remote Similarity	0.5821	NPC226027
Remote Similarity	0.5789	NPC174304
Remote Similarity	0.5789	NPC325597
Remote Similarity	0.5769	NPC319046
Remote Similarity	0.5765	NPC476117
Remote Similarity	0.5765	NPC476243
Remote Similarity	0.5765	NPC476137
Remote Similarity	0.5765	NPC476156
Remote Similarity	0.5714	NPC474402
Remote Similarity	0.5699	NPC471098
Remote Similarity	0.5699	NPC62263
Remote Similarity	0.5699	NPC173763
Remote Similarity	0.5698	NPC470783
Remote Similarity	0.5696	NPC126779
Remote Similarity	0.5694	NPC278209
Remote Similarity	0.5682	NPC320936
Remote Similarity	0.5676	NPC321419
Remote Similarity	0.5672	NPC153370
Remote Similarity	0.5667	NPC323958
Remote Similarity	0.5658	NPC315744
Remote Similarity	0.5658	NPC289691
Remote Similarity	0.5657	NPC124554
Remote Similarity	0.5657	NPC5864
Remote Similarity	0.5657	NPC301148
Remote Similarity	0.5652	NPC475801
Remote Similarity	0.5652	NPC474593
Remote Similarity	0.5652	NPC19576
Remote Similarity	0.5652	NPC29950
Remote Similarity	0.5647	NPC31756
Remote Similarity	0.5647	NPC312315
Remote Similarity	0.5632	NPC246005
Remote Similarity	0.5625	NPC473597

Drug Structure

NPD2263 OpenBabel08211701392D 32 31 0 0 1 0 0 0 0 0999 V2000 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 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 6.0622 0.5000 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 1.7321 -3.0000 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 -5.5000 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 1.7321 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 1 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 5.1962 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 9 1 0 0 0 0 5 8 1 0 0 0 0 5 10 1 0 0 0 0 6 10 1 0 0 0 0 6 12 1 0 0 0 0 7 20 1 0 0 0 0 10 14 1 0 0 0 0 11 7 1 1 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 19 2 3 0 0 0 12 21 1 0 0 0 0 13 9 1 1 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 3 0 0 0 14 22 1 0 0 0 0 15 18 2 3 0 0 0 15 23 1 0 0 0 0 16 24 2 0 0 0 0 16 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004000
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.20
ALogP	-0.2655
MLogP	2.12
XLogP	0.751
HDA	8
HBD	6
Rotatable Bonds	21
TPSA	175.53
RO5 Violation	2