NPASS drugs

Drug Information

Drug ID:	NPD438
Drug Name:	Brimonidine Tartrate
Molecular Formula:	C11H10BrN5.C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.Brc1c(ccc2c1nccn2)NC1=NCCN1
Standard InCHI:	InChI=1S/C11H10BrN5.C4H6O6/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14-4-3-13-8;5-1(3(7)8)2(6)4(9)10/h1-4H,5-6H2,(H2,15,16,17);1-2,5-6H,(H,7,8)(H,9,10)
Standard InCHIKey:	QZHBYNSSDLTCRG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD438

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	3196
0.1-0.2	18232
0.2-0.3	5428
0.3-0.4	1680
0.4-0.5	1380
0.5-0.6	793
0.6-0.7	169
0.7-0.8	11
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	0.8121	NPC253687
Intermediate Similarity	0.7627	NPC307191
Intermediate Similarity	0.7542	NPC108011
Intermediate Similarity	0.7299	NPC274229
Intermediate Similarity	0.7232	NPC82331
Intermediate Similarity	0.7207	NPC474958
Intermediate Similarity	0.72	NPC17751
Intermediate Similarity	0.7175	NPC97343
Intermediate Similarity	0.7143	NPC247987
Intermediate Similarity	0.7126	NPC470204
Intermediate Similarity	0.7086	NPC470203
Intermediate Similarity	0.7006	NPC280864
Remote Similarity	0.6994	NPC120070
Remote Similarity	0.6961	NPC280297
Remote Similarity	0.6936	NPC141926
Remote Similarity	0.6932	NPC122141
Remote Similarity	0.6807	NPC216159
Remote Similarity	0.6802	NPC469811
Remote Similarity	0.6798	NPC225018
Remote Similarity	0.6789	NPC231536
Remote Similarity	0.6776	NPC317054
Remote Similarity	0.6771	NPC188821
Remote Similarity	0.6771	NPC474180
Remote Similarity	0.6763	NPC321911
Remote Similarity	0.6744	NPC316069
Remote Similarity	0.6744	NPC63545
Remote Similarity	0.6743	NPC232798
Remote Similarity	0.6721	NPC477611
Remote Similarity	0.6705	NPC34844
Remote Similarity	0.6705	NPC201380
Remote Similarity	0.6705	NPC179787
Remote Similarity	0.6686	NPC316811
Remote Similarity	0.6667	NPC317105
Remote Similarity	0.6667	NPC54214
Remote Similarity	0.6648	NPC325903
Remote Similarity	0.6647	NPC143872
Remote Similarity	0.6645	NPC143156
Remote Similarity	0.6633	NPC474389
Remote Similarity	0.6632	NPC473342
Remote Similarity	0.6632	NPC304187
Remote Similarity	0.6632	NPC477167
Remote Similarity	0.6632	NPC477166
Remote Similarity	0.663	NPC2165
Remote Similarity	0.661	NPC476297
Remote Similarity	0.661	NPC476219
Remote Similarity	0.6603	NPC84268
Remote Similarity	0.6592	NPC300238
Remote Similarity	0.659	NPC204141
Remote Similarity	0.6575	NPC149265
Remote Similarity	0.6514	NPC114209
Remote Similarity	0.6505	NPC297034
Remote Similarity	0.6503	NPC49217
Remote Similarity	0.6474	NPC42483
Remote Similarity	0.6471	NPC105127
Remote Similarity	0.6467	NPC101165
Remote Similarity	0.6448	NPC195507
Remote Similarity	0.6444	NPC236711
Remote Similarity	0.6442	NPC27740
Remote Similarity	0.6435	NPC470323
Remote Similarity	0.6419	NPC156003
Remote Similarity	0.6412	NPC96102
Remote Similarity	0.6406	NPC935
Remote Similarity	0.6406	NPC267078
Remote Similarity	0.6405	NPC231655
Remote Similarity	0.6402	NPC146373
Remote Similarity	0.6402	NPC245244
Remote Similarity	0.6402	NPC166424
Remote Similarity	0.6395	NPC110126
Remote Similarity	0.6393	NPC206148
Remote Similarity	0.6384	NPC2272
Remote Similarity	0.6383	NPC136441
Remote Similarity	0.638	NPC46358
Remote Similarity	0.6377	NPC473218
Remote Similarity	0.6377	NPC470702
Remote Similarity	0.6376	NPC474357
Remote Similarity	0.6374	NPC84911
Remote Similarity	0.6374	NPC125746
Remote Similarity	0.6369	NPC82295
Remote Similarity	0.6369	NPC471322
Remote Similarity	0.6358	NPC115611
Remote Similarity	0.635	NPC237414
Remote Similarity	0.6346	NPC470703
Remote Similarity	0.633	NPC471579
Remote Similarity	0.6328	NPC470111
Remote Similarity	0.6316	NPC29886
Remote Similarity	0.6316	NPC261195
Remote Similarity	0.6316	NPC265710
Remote Similarity	0.631	NPC282398
Remote Similarity	0.631	NPC476421
Remote Similarity	0.631	NPC28096
Remote Similarity	0.631	NPC227489
Remote Similarity	0.6301	NPC73767
Remote Similarity	0.6298	NPC476464
Remote Similarity	0.6292	NPC282531
Remote Similarity	0.6283	NPC16659
Remote Similarity	0.6269	NPC136957
Remote Similarity	0.6269	NPC19696
Remote Similarity	0.6264	NPC469767
Remote Similarity	0.6264	NPC469761
Remote Similarity	0.6264	NPC469784
Remote Similarity	0.6264	NPC469768
Remote Similarity	0.6264	NPC469779
Remote Similarity	0.6264	NPC279081
Remote Similarity	0.6264	NPC469780
Remote Similarity	0.6264	NPC469783
Remote Similarity	0.6264	NPC284635
Remote Similarity	0.6263	NPC240088
Remote Similarity	0.6263	NPC473380
Remote Similarity	0.6256	NPC473761
Remote Similarity	0.625	NPC174281
Remote Similarity	0.625	NPC475286
Remote Similarity	0.623	NPC233050
Remote Similarity	0.623	NPC276540
Remote Similarity	0.6229	NPC469766
Remote Similarity	0.6223	NPC226835
Remote Similarity	0.6221	NPC325252
Remote Similarity	0.6216	NPC478184
Remote Similarity	0.6215	NPC86288
Remote Similarity	0.6212	NPC272458
Remote Similarity	0.6193	NPC190296
Remote Similarity	0.6188	NPC220797
Remote Similarity	0.6188	NPC268744
Remote Similarity	0.6188	NPC474318
Remote Similarity	0.6188	NPC153123
Remote Similarity	0.6188	NPC475914
Remote Similarity	0.6188	NPC201266
Remote Similarity	0.6184	NPC116555
Remote Similarity	0.618	NPC288838
Remote Similarity	0.6171	NPC230002
Remote Similarity	0.6166	NPC275292
Remote Similarity	0.6166	NPC243381
Remote Similarity	0.6163	NPC198988
Remote Similarity	0.6158	NPC106771
Remote Similarity	0.6158	NPC166209
Remote Similarity	0.6158	NPC205254
Remote Similarity	0.6158	NPC303820
Remote Similarity	0.6158	NPC23420
Remote Similarity	0.6158	NPC269203
Remote Similarity	0.6158	NPC77241
Remote Similarity	0.6158	NPC13456
Remote Similarity	0.615	NPC478183
Remote Similarity	0.6138	NPC201634
Remote Similarity	0.6136	NPC197068
Remote Similarity	0.6133	NPC470233
Remote Similarity	0.6129	NPC476418
Remote Similarity	0.6127	NPC94211
Remote Similarity	0.6127	NPC52909
Remote Similarity	0.6127	NPC475935
Remote Similarity	0.6126	NPC280852
Remote Similarity	0.6124	NPC159856
Remote Similarity	0.6124	NPC314372
Remote Similarity	0.6119	NPC48117
Remote Similarity	0.6119	NPC476526
Remote Similarity	0.6119	NPC329765
Remote Similarity	0.6118	NPC83987
Remote Similarity	0.6103	NPC467063
Remote Similarity	0.6092	NPC314102
Remote Similarity	0.6092	NPC251722
Remote Similarity	0.6077	NPC40070
Remote Similarity	0.6077	NPC53947
Remote Similarity	0.6075	NPC475736
Remote Similarity	0.6074	NPC91958
Remote Similarity	0.6061	NPC265605
Remote Similarity	0.6061	NPC182570
Remote Similarity	0.6061	NPC48564
Remote Similarity	0.6056	NPC471957
Remote Similarity	0.6054	NPC293487
Remote Similarity	0.6054	NPC477591
Remote Similarity	0.6054	NPC56765
Remote Similarity	0.6049	NPC469308
Remote Similarity	0.6048	NPC147810
Remote Similarity	0.6041	NPC63571
Remote Similarity	0.6039	NPC470505
Remote Similarity	0.6031	NPC314281
Remote Similarity	0.6031	NPC40530
Remote Similarity	0.6023	NPC88097
Remote Similarity	0.6022	NPC473706
Remote Similarity	0.602	NPC110158
Remote Similarity	0.6019	NPC474195
Remote Similarity	0.6011	NPC138842
Remote Similarity	0.601	NPC310633
Remote Similarity	0.599	NPC97106
Remote Similarity	0.5989	NPC105818
Remote Similarity	0.5989	NPC24678
Remote Similarity	0.5988	NPC256893
Remote Similarity	0.5981	NPC175916
Remote Similarity	0.5976	NPC143603
Remote Similarity	0.5975	NPC27802
Remote Similarity	0.5966	NPC104049
Remote Similarity	0.5966	NPC169433
Remote Similarity	0.5962	NPC282247
Remote Similarity	0.596	NPC46022
Remote Similarity	0.596	NPC111566
Remote Similarity	0.596	NPC112489
Remote Similarity	0.5957	NPC90723
Remote Similarity	0.5957	NPC478182
Remote Similarity	0.5957	NPC162268
Remote Similarity	0.5956	NPC470823
Remote Similarity	0.5956	NPC216713
Remote Similarity	0.5953	NPC477114

Drug Structure

NPD438 OpenBabel08201723202D 33 34 0 0 1 0 0 0 0 0999 V2000 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -2.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -3.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9347 -2.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7437 -3.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1449 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 10.0109 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.2788 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8769 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1449 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8769 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7429 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9516 -4.8849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1449 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6090 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 3 13 2 0 0 0 0 4 14 2 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	291.01
ALogP	0.2183
MLogP	2.01
XLogP	1.648
HDA	5
HBD	2
Rotatable Bonds	3
TPSA	62.2
RO5 Violation	0