NPASS drugs

Drug Information

Drug ID:	NPD1860
Drug Name:	Estazolam
Molecular Formula:	C16H11ClN4
Canonical SMILES:	Clc1ccc2c(c1)C(=NCc1n2cnn1)c1ccccc1
Standard InCHI:	InChI=1S/C16H11ClN4/c17-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)18-9-15-20-19-10-21(14)15/h1-8,10H,9H2
Standard InCHIKey:	CDCHDCWJMGXXRH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1860

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	1152
0.1-0.2	11388
0.2-0.3	13070
0.3-0.4	2463
0.4-0.5	1746
0.5-0.6	875
0.6-0.7	191
0.7-0.8	5
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	0.7568	NPC471609
Intermediate Similarity	0.7557	NPC477591
Intermediate Similarity	0.7243	NPC317054
Intermediate Similarity	0.7006	NPC114209
Intermediate Similarity	0.7	NPC314919
Remote Similarity	0.6927	NPC40070
Remote Similarity	0.6818	NPC316018
Remote Similarity	0.6818	NPC314058
Remote Similarity	0.6811	NPC470203
Remote Similarity	0.68	NPC32002
Remote Similarity	0.68	NPC315348
Remote Similarity	0.6757	NPC470204
Remote Similarity	0.6734	NPC316359
Remote Similarity	0.6734	NPC315617
Remote Similarity	0.6721	NPC476297
Remote Similarity	0.6704	NPC204141
Remote Similarity	0.6686	NPC150259
Remote Similarity	0.6667	NPC143872
Remote Similarity	0.6667	NPC325599
Remote Similarity	0.663	NPC476219
Remote Similarity	0.6615	NPC47596
Remote Similarity	0.6613	NPC300238
Remote Similarity	0.6595	NPC476464
Remote Similarity	0.6591	NPC314102
Remote Similarity	0.6591	NPC251722
Remote Similarity	0.6588	NPC75999
Remote Similarity	0.6582	NPC83381
Remote Similarity	0.6578	NPC122141
Remote Similarity	0.6543	NPC225018
Remote Similarity	0.6528	NPC471579
Remote Similarity	0.65	NPC20144
Remote Similarity	0.6497	NPC125746
Remote Similarity	0.6486	NPC325903
Remote Similarity	0.6484	NPC63545
Remote Similarity	0.6484	NPC288838
Remote Similarity	0.6477	NPC198988
Remote Similarity	0.6474	NPC2165
Remote Similarity	0.6474	NPC195507
Remote Similarity	0.6465	NPC62995
Remote Similarity	0.6448	NPC201380
Remote Similarity	0.6448	NPC470111
Remote Similarity	0.6448	NPC469811
Remote Similarity	0.6448	NPC179787
Remote Similarity	0.6441	NPC96102
Remote Similarity	0.644	NPC49217
Remote Similarity	0.6425	NPC73767
Remote Similarity	0.6425	NPC110126
Remote Similarity	0.6425	NPC104483
Remote Similarity	0.6413	NPC321911
Remote Similarity	0.6412	NPC46358
Remote Similarity	0.6404	NPC84911
Remote Similarity	0.6404	NPC105127
Remote Similarity	0.6396	NPC16659
Remote Similarity	0.6394	NPC469308
Remote Similarity	0.6389	NPC469780
Remote Similarity	0.6389	NPC469761
Remote Similarity	0.6389	NPC469783
Remote Similarity	0.6389	NPC469767
Remote Similarity	0.6389	NPC469768
Remote Similarity	0.6389	NPC469779
Remote Similarity	0.6389	NPC469784
Remote Similarity	0.6378	NPC53947
Remote Similarity	0.6364	NPC307191
Remote Similarity	0.6364	NPC120070
Remote Similarity	0.6354	NPC476454
Remote Similarity	0.6354	NPC469766
Remote Similarity	0.6349	NPC293487
Remote Similarity	0.6348	NPC261195
Remote Similarity	0.6348	NPC325252
Remote Similarity	0.6348	NPC216159
Remote Similarity	0.6348	NPC29886
Remote Similarity	0.6345	NPC265710
Remote Similarity	0.6335	NPC478182
Remote Similarity	0.6333	NPC88097
Remote Similarity	0.631	NPC162689
Remote Similarity	0.631	NPC54102
Remote Similarity	0.6307	NPC82295
Remote Similarity	0.6301	NPC250361
Remote Similarity	0.63	NPC108011
Remote Similarity	0.6298	NPC279081
Remote Similarity	0.6294	NPC240088
Remote Similarity	0.6294	NPC473380
Remote Similarity	0.6289	NPC116961
Remote Similarity	0.6279	NPC52764
Remote Similarity	0.6278	NPC169433
Remote Similarity	0.6272	NPC317564
Remote Similarity	0.6269	NPC478183
Remote Similarity	0.6264	NPC473868
Remote Similarity	0.6264	NPC63157
Remote Similarity	0.6257	NPC218268
Remote Similarity	0.625	NPC247987
Remote Similarity	0.625	NPC317105
Remote Similarity	0.625	NPC22079
Remote Similarity	0.625	NPC478184
Remote Similarity	0.6243	NPC51054
Remote Similarity	0.623	NPC190296
Remote Similarity	0.6229	NPC473762
Remote Similarity	0.6218	NPC280864
Remote Similarity	0.6218	NPC17751
Remote Similarity	0.6215	NPC475450
Remote Similarity	0.6211	NPC477887
Remote Similarity	0.6211	NPC236711
Remote Similarity	0.6211	NPC216643
Remote Similarity	0.621	NPC267811
Remote Similarity	0.6209	NPC230002
Remote Similarity	0.6209	NPC59084
Remote Similarity	0.6209	NPC115611
Remote Similarity	0.6209	NPC2949
Remote Similarity	0.6198	NPC478185
Remote Similarity	0.6193	NPC469938
Remote Similarity	0.6193	NPC473587
Remote Similarity	0.619	NPC148140
Remote Similarity	0.6188	NPC476341
Remote Similarity	0.6186	NPC56233
Remote Similarity	0.6185	NPC122718
Remote Similarity	0.618	NPC473930
Remote Similarity	0.6178	NPC474880
Remote Similarity	0.6178	NPC135141
Remote Similarity	0.6178	NPC475990
Remote Similarity	0.6178	NPC318065
Remote Similarity	0.6178	NPC92796
Remote Similarity	0.6178	NPC206819
Remote Similarity	0.6178	NPC56765
Remote Similarity	0.6178	NPC221786
Remote Similarity	0.6176	NPC472289
Remote Similarity	0.617	NPC470233
Remote Similarity	0.617	NPC469975
Remote Similarity	0.6162	NPC470440
Remote Similarity	0.6162	NPC159856
Remote Similarity	0.6162	NPC314372
Remote Similarity	0.6162	NPC285731
Remote Similarity	0.6162	NPC280852
Remote Similarity	0.6158	NPC115049
Remote Similarity	0.6158	NPC475428
Remote Similarity	0.6154	NPC81561
Remote Similarity	0.6146	NPC215584
Remote Similarity	0.6146	NPC44773
Remote Similarity	0.6146	NPC229173
Remote Similarity	0.6142	NPC208060
Remote Similarity	0.614	NPC116555
Remote Similarity	0.6126	NPC286427
Remote Similarity	0.6126	NPC129721
Remote Similarity	0.6124	NPC179365
Remote Similarity	0.6122	NPC91895
Remote Similarity	0.6122	NPC164664
Remote Similarity	0.6122	NPC32534
Remote Similarity	0.612	NPC284635
Remote Similarity	0.6119	NPC477891
Remote Similarity	0.6117	NPC24678
Remote Similarity	0.6117	NPC105818
Remote Similarity	0.6105	NPC48564
Remote Similarity	0.6105	NPC182570
Remote Similarity	0.6105	NPC265605
Remote Similarity	0.6101	NPC471603
Remote Similarity	0.6096	NPC471957
Remote Similarity	0.6096	NPC21605
Remote Similarity	0.6094	NPC41257
Remote Similarity	0.6069	NPC41174
Remote Similarity	0.6064	NPC282531
Remote Similarity	0.6062	NPC81229
Remote Similarity	0.6062	NPC255229
Remote Similarity	0.6059	NPC297486
Remote Similarity	0.6059	NPC240136
Remote Similarity	0.6059	NPC21429
Remote Similarity	0.6059	NPC471402
Remote Similarity	0.6053	NPC469765
Remote Similarity	0.6053	NPC73952
Remote Similarity	0.6053	NPC281094
Remote Similarity	0.6053	NPC200214
Remote Similarity	0.6053	NPC232798
Remote Similarity	0.6053	NPC259644
Remote Similarity	0.6053	NPC25008
Remote Similarity	0.6053	NPC469786
Remote Similarity	0.6053	NPC469760
Remote Similarity	0.6053	NPC469763
Remote Similarity	0.6051	NPC274229
Remote Similarity	0.6047	NPC215519
Remote Similarity	0.6043	NPC478186
Remote Similarity	0.6034	NPC101165
Remote Similarity	0.6033	NPC238499
Remote Similarity	0.6032	NPC33421
Remote Similarity	0.6023	NPC476950
Remote Similarity	0.6023	NPC91958
Remote Similarity	0.6021	NPC212376
Remote Similarity	0.6021	NPC70922
Remote Similarity	0.6021	NPC80597
Remote Similarity	0.6021	NPC34844
Remote Similarity	0.6021	NPC75540
Remote Similarity	0.6021	NPC211572
Remote Similarity	0.601	NPC82331
Remote Similarity	0.6	NPC476322
Remote Similarity	0.6	NPC162799
Remote Similarity	0.6	NPC90723
Remote Similarity	0.6	NPC216713
Remote Similarity	0.6	NPC476566
Remote Similarity	0.6	NPC470823
Remote Similarity	0.5991	NPC71238
Remote Similarity	0.599	NPC278874
Remote Similarity	0.599	NPC469785
Remote Similarity	0.599	NPC63751

Drug Structure

NPD1860 OpenBabel08211701392D 21 24 0 0 0 0 0 0 0 0999 V2000 6.1073 1.0372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8848 0.0623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3743 1.7174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9292 -0.2325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4187 1.4226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0915 -2.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2255 -2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9576 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5632 0.8113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4769 -1.5461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1962 0.4477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9576 -2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0915 -0.8359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2255 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9999 -0.0150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2406 0.1530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8236 -2.8359 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5604 0.8860 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3232 -0.9463 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 1.2946 -0.9705 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 10 21 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 21 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 19 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000930
DrugBank	DB01215
ChEMBL	CHEMBL285674
IUPHAR/BPS	7550
PharmaGKB	PA449502
KEGG Drug	D00311
PubChem CID	3261
ChEBI	4858
CAS Number	29975-16-4

Drug Properties

Molecular Weight	294.07
ALogP	0.4393
MLogP	2.67
XLogP	4.912
HDA	4
HBD	0
Rotatable Bonds	2
TPSA	42.55
RO5 Violation	0