NPASS drugs

Drug Information

Drug ID:	NPD2728
Drug Name:	Midazolam Maleate
Molecular Formula:	C18H13ClFN3.C4H4O4
Canonical SMILES:	Clc1ccc2c(c1)C(=NCc1n2c(C)nc1)c1ccccc1F.OC(=O)/C=CC(=O)O
Standard InCHI:	InChI=1S/C18H13ClFN3.C4H4O4/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;5-3(6)1-2-4(7)8/h2-9H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
Standard InCHIKey:	XYGVIBXOJOOCFR-BTJKTKAUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2728

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	1105
0.1-0.2	11377
0.2-0.3	13150
0.3-0.4	2376
0.4-0.5	1545
0.5-0.6	1050
0.6-0.7	265
0.7-0.8	21
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	0.8198	NPC477591
Intermediate Similarity	0.7978	NPC471609
Intermediate Similarity	0.7845	NPC317054
Intermediate Similarity	0.7345	NPC40070
Intermediate Similarity	0.7302	NPC314919
Intermediate Similarity	0.725	NPC469308
Intermediate Similarity	0.7232	NPC114209
Intermediate Similarity	0.7222	NPC476297
Intermediate Similarity	0.7213	NPC470203
Intermediate Similarity	0.7158	NPC470204
Intermediate Similarity	0.7127	NPC476219
Intermediate Similarity	0.7126	NPC32002
Intermediate Similarity	0.7126	NPC315348
Intermediate Similarity	0.7107	NPC316018
Intermediate Similarity	0.7107	NPC314058
Intermediate Similarity	0.7039	NPC179787
Intermediate Similarity	0.7039	NPC201380
Intermediate Similarity	0.7039	NPC470111
Intermediate Similarity	0.702	NPC315617
Intermediate Similarity	0.702	NPC316359
Intermediate Similarity	0.7011	NPC150259
Intermediate Similarity	0.7	NPC321911
Remote Similarity	0.6995	NPC476464
Remote Similarity	0.6983	NPC63545
Remote Similarity	0.6978	NPC325903
Remote Similarity	0.6973	NPC122141
Remote Similarity	0.6944	NPC469811
Remote Similarity	0.6935	NPC478185
Remote Similarity	0.6935	NPC225018
Remote Similarity	0.6919	NPC300238
Remote Similarity	0.6914	NPC314102
Remote Similarity	0.6914	NPC251722
Remote Similarity	0.6898	NPC478182
Remote Similarity	0.6836	NPC110126
Remote Similarity	0.6828	NPC293487
Remote Similarity	0.6825	NPC471603
Remote Similarity	0.6809	NPC478184
Remote Similarity	0.6809	NPC317105
Remote Similarity	0.6796	NPC143872
Remote Similarity	0.6786	NPC83381
Remote Similarity	0.6774	NPC236711
Remote Similarity	0.6742	NPC73767
Remote Similarity	0.6739	NPC470233
Remote Similarity	0.6737	NPC478183
Remote Similarity	0.6735	NPC307191
Remote Similarity	0.6723	NPC84911
Remote Similarity	0.6723	NPC105127
Remote Similarity	0.6704	NPC469780
Remote Similarity	0.6704	NPC469761
Remote Similarity	0.6704	NPC469784
Remote Similarity	0.6704	NPC469767
Remote Similarity	0.6704	NPC469768
Remote Similarity	0.6704	NPC469783
Remote Similarity	0.6704	NPC469779
Remote Similarity	0.6703	NPC288838
Remote Similarity	0.6698	NPC267811
Remote Similarity	0.6685	NPC53947
Remote Similarity	0.6684	NPC2165
Remote Similarity	0.6684	NPC195507
Remote Similarity	0.6684	NPC16659
Remote Similarity	0.6667	NPC96102
Remote Similarity	0.6667	NPC108011
Remote Similarity	0.6667	NPC91895
Remote Similarity	0.6667	NPC29886
Remote Similarity	0.6667	NPC261195
Remote Similarity	0.6667	NPC469766
Remote Similarity	0.6667	NPC216159
Remote Similarity	0.6649	NPC49217
Remote Similarity	0.6649	NPC56233
Remote Similarity	0.6647	NPC46358
Remote Similarity	0.6635	NPC116555
Remote Similarity	0.6633	NPC265710
Remote Similarity	0.6632	NPC82331
Remote Similarity	0.663	NPC20144
Remote Similarity	0.663	NPC282531
Remote Similarity	0.6615	NPC280852
Remote Similarity	0.6611	NPC115611
Remote Similarity	0.661	NPC325599
Remote Similarity	0.6582	NPC240088
Remote Similarity	0.6582	NPC473380
Remote Similarity	0.658	NPC116961
Remote Similarity	0.658	NPC32534
Remote Similarity	0.6575	NPC476454
Remote Similarity	0.6557	NPC204141
Remote Similarity	0.6557	NPC285731
Remote Similarity	0.6543	NPC51054
Remote Similarity	0.6538	NPC190296
Remote Similarity	0.6535	NPC472289
Remote Similarity	0.6534	NPC82295
Remote Similarity	0.6531	NPC474958
Remote Similarity	0.6529	NPC265605
Remote Similarity	0.6529	NPC48564
Remote Similarity	0.6529	NPC182570
Remote Similarity	0.6519	NPC279081
Remote Similarity	0.6517	NPC198988
Remote Similarity	0.651	NPC274229
Remote Similarity	0.65	NPC169433
Remote Similarity	0.648	NPC471579
Remote Similarity	0.6474	NPC206819
Remote Similarity	0.6474	NPC318065
Remote Similarity	0.6474	NPC56765
Remote Similarity	0.6468	NPC476341
Remote Similarity	0.6467	NPC314372
Remote Similarity	0.6465	NPC12649
Remote Similarity	0.6464	NPC104483
Remote Similarity	0.6444	NPC125746
Remote Similarity	0.644	NPC215584
Remote Similarity	0.644	NPC44773
Remote Similarity	0.6429	NPC284635
Remote Similarity	0.6429	NPC230002
Remote Similarity	0.6421	NPC129721
Remote Similarity	0.6421	NPC216643
Remote Similarity	0.6421	NPC286427
Remote Similarity	0.6417	NPC105818
Remote Similarity	0.6417	NPC24678
Remote Similarity	0.641	NPC97343
Remote Similarity	0.6406	NPC282247
Remote Similarity	0.6398	NPC471957
Remote Similarity	0.6396	NPC469938
Remote Similarity	0.6393	NPC473868
Remote Similarity	0.6393	NPC63157
Remote Similarity	0.6389	NPC325252
Remote Similarity	0.6387	NPC92796
Remote Similarity	0.6387	NPC41257
Remote Similarity	0.6387	NPC135141
Remote Similarity	0.6383	NPC469975
Remote Similarity	0.6378	NPC159856
Remote Similarity	0.6368	NPC115049
Remote Similarity	0.6354	NPC471312
Remote Similarity	0.635	NPC24864
Remote Similarity	0.6349	NPC259644
Remote Similarity	0.6349	NPC469765
Remote Similarity	0.6349	NPC469763
Remote Similarity	0.6349	NPC25008
Remote Similarity	0.6349	NPC469786
Remote Similarity	0.6349	NPC73952
Remote Similarity	0.6349	NPC200214
Remote Similarity	0.6349	NPC469760
Remote Similarity	0.6348	NPC101165
Remote Similarity	0.6344	NPC478186
Remote Similarity	0.6341	NPC231536
Remote Similarity	0.634	NPC280864
Remote Similarity	0.634	NPC17751
Remote Similarity	0.6339	NPC59084
Remote Similarity	0.6316	NPC34844
Remote Similarity	0.6316	NPC211572
Remote Similarity	0.6316	NPC212376
Remote Similarity	0.6316	NPC80597
Remote Similarity	0.6316	NPC75540
Remote Similarity	0.6316	NPC120070
Remote Similarity	0.6316	NPC70922
Remote Similarity	0.6316	NPC267078
Remote Similarity	0.6316	NPC935
Remote Similarity	0.6313	NPC54981
Remote Similarity	0.6313	NPC297034
Remote Similarity	0.6296	NPC470823
Remote Similarity	0.6294	NPC297486
Remote Similarity	0.6294	NPC471402
Remote Similarity	0.6294	NPC240136
Remote Similarity	0.6292	NPC22079
Remote Similarity	0.629	NPC86288
Remote Similarity	0.6289	NPC90723
Remote Similarity	0.6288	NPC474357
Remote Similarity	0.6284	NPC88097
Remote Similarity	0.6284	NPC316811
Remote Similarity	0.6272	NPC470323
Remote Similarity	0.6263	NPC141926
Remote Similarity	0.6257	NPC162689
Remote Similarity	0.6257	NPC475450
Remote Similarity	0.6257	NPC91958
Remote Similarity	0.6257	NPC54102
Remote Similarity	0.625	NPC2949
Remote Similarity	0.625	NPC250361
Remote Similarity	0.6244	NPC194411
Remote Similarity	0.6238	NPC191415
Remote Similarity	0.6236	NPC473587
Remote Similarity	0.6235	NPC148140
Remote Similarity	0.6229	NPC122718
Remote Similarity	0.6229	NPC27740
Remote Similarity	0.6229	NPC476322
Remote Similarity	0.6228	NPC69843
Remote Similarity	0.6223	NPC21605
Remote Similarity	0.6211	NPC216713
Remote Similarity	0.6209	NPC218268
Remote Similarity	0.6203	NPC470440
Remote Similarity	0.6201	NPC475428
Remote Similarity	0.6201	NPC69914
Remote Similarity	0.6199	NPC81561
Remote Similarity	0.6198	NPC469785
Remote Similarity	0.6193	NPC63751
Remote Similarity	0.6183	NPC42483
Remote Similarity	0.6181	NPC208060
Remote Similarity	0.6181	NPC477611
Remote Similarity	0.618	NPC473762
Remote Similarity	0.6178	NPC281094
Remote Similarity	0.6176	NPC284678
Remote Similarity	0.6175	NPC71238
Remote Similarity	0.6172	NPC474180
Remote Similarity	0.6172	NPC188821
Remote Similarity	0.6167	NPC256893

Drug Structure

NPD2728 OpenBabel08211702552D 33 35 0 0 0 0 0 0 0 0999 V2000 1.2852 -4.7634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1975 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9305 -1.1802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2419 -0.7948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7080 -2.1551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9148 -5.0533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0487 -4.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7808 -3.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8232 -2.2174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3864 -1.4061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3001 -3.7635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7808 -4.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8231 -2.2324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0194 -1.7697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9148 -3.0533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7524 -2.4499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0487 -3.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0638 -2.0644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6468 -5.0533 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.5299 -3.4248 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.1637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3836 -1.3314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1179 -3.1879 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.3946 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5286 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2606 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6626 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2606 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1267 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6626 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7965 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9927 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9305 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 17 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 22 1 0 0 0 0 11 21 2 0 0 0 0 11 23 1 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 22 2 0 0 0 0 24 25 2 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 31 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	325.08
ALogP	0.9703
MLogP	2.89
XLogP	4.947
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	29.66
RO5 Violation	0