NPASS drugs

Drug Information

Drug ID:	NPD2139
Drug Name:	Mepiprazole
Molecular Formula:	C16H21ClN4
Canonical SMILES:	Clc1cccc(c1)N1CCN(CC1)CCc1n[nH]c(c1)C
Standard InCHI:	InChI=1S/C16H21ClN4/c1-13-11-15(19-18-13)5-6-20-7-9-21(10-8-20)16-4-2-3-14(17)12-16/h2-4,11-12H,5-10H2,1H3,(H,18,19)
Standard InCHIKey:	DOTIMEKVTCOGED-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2139

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	1601
0.1-0.2	10913
0.2-0.3	13072
0.3-0.4	2784
0.4-0.5	1835
0.5-0.6	621
0.6-0.7	64
0.7-0.8	0
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
Remote Similarity	0.6914	NPC476464
Remote Similarity	0.6725	NPC471579
Remote Similarity	0.6711	NPC469949
Remote Similarity	0.6688	NPC198988
Remote Similarity	0.6642	NPC24060
Remote Similarity	0.6582	NPC59084
Remote Similarity	0.6566	NPC477887
Remote Similarity	0.6541	NPC473868
Remote Similarity	0.6541	NPC63157
Remote Similarity	0.6538	NPC325252
Remote Similarity	0.6519	NPC88097
Remote Similarity	0.6519	NPC32002
Remote Similarity	0.6519	NPC315348
Remote Similarity	0.6478	NPC2949
Remote Similarity	0.6375	NPC115611
Remote Similarity	0.6341	NPC21605
Remote Similarity	0.6331	NPC477591
Remote Similarity	0.6319	NPC204141
Remote Similarity	0.6319	NPC470440
Remote Similarity	0.6301	NPC125416
Remote Similarity	0.6273	NPC284635
Remote Similarity	0.6235	NPC474880
Remote Similarity	0.6235	NPC221786
Remote Similarity	0.6235	NPC475990
Remote Similarity	0.6226	NPC218268
Remote Similarity	0.6218	NPC22079
Remote Similarity	0.6199	NPC229173
Remote Similarity	0.6168	NPC33421
Remote Similarity	0.6159	NPC321915
Remote Similarity	0.6154	NPC476297
Remote Similarity	0.6154	NPC120070
Remote Similarity	0.6154	NPC476219
Remote Similarity	0.6145	NPC179787
Remote Similarity	0.6145	NPC201380
Remote Similarity	0.6131	NPC470233
Remote Similarity	0.6122	NPC317031
Remote Similarity	0.6122	NPC143156
Remote Similarity	0.6118	NPC41174
Remote Similarity	0.6111	NPC73767
Remote Similarity	0.6111	NPC314919
Remote Similarity	0.6111	NPC110126
Remote Similarity	0.6108	NPC321911
Remote Similarity	0.6098	NPC20144
Remote Similarity	0.6087	NPC125746
Remote Similarity	0.6084	NPC63545
Remote Similarity	0.6076	NPC475450
Remote Similarity	0.6074	NPC469768
Remote Similarity	0.6074	NPC469767
Remote Similarity	0.6074	NPC469779
Remote Similarity	0.6074	NPC469780
Remote Similarity	0.6074	NPC469783
Remote Similarity	0.6074	NPC469761
Remote Similarity	0.6074	NPC469784
Remote Similarity	0.6048	NPC469811
Remote Similarity	0.604	NPC313449
Remote Similarity	0.6037	NPC476454
Remote Similarity	0.6037	NPC469766
Remote Similarity	0.6034	NPC317105
Remote Similarity	0.6034	NPC271797
Remote Similarity	0.6034	NPC21174
Remote Similarity	0.6012	NPC104483
Remote Similarity	0.6	NPC477890
Remote Similarity	0.6	NPC325903
Remote Similarity	0.6	NPC291610
Remote Similarity	0.5989	NPC474897
Remote Similarity	0.5988	NPC105127
Remote Similarity	0.5988	NPC84911
Remote Similarity	0.5986	NPC296163
Remote Similarity	0.5977	NPC470203
Remote Similarity	0.5976	NPC40070
Remote Similarity	0.5971	NPC213774
Remote Similarity	0.5963	NPC325599
Remote Similarity	0.5962	NPC250361
Remote Similarity	0.5957	NPC316359
Remote Similarity	0.5957	NPC316018
Remote Similarity	0.5957	NPC314058
Remote Similarity	0.5957	NPC315617
Remote Similarity	0.5954	NPC56765
Remote Similarity	0.5949	NPC473587
Remote Similarity	0.5933	NPC476566
Remote Similarity	0.5933	NPC192209
Remote Similarity	0.5926	NPC96102
Remote Similarity	0.5926	NPC29886
Remote Similarity	0.5926	NPC261195
Remote Similarity	0.5926	NPC216159
Remote Similarity	0.592	NPC470204
Remote Similarity	0.5912	NPC475428
Remote Similarity	0.5896	NPC236711
Remote Similarity	0.5896	NPC316910
Remote Similarity	0.5894	NPC81561
Remote Similarity	0.589	NPC471312
Remote Similarity	0.5886	NPC473762
Remote Similarity	0.5882	NPC475915
Remote Similarity	0.5882	NPC53947
Remote Similarity	0.5875	NPC82295
Remote Similarity	0.5875	NPC179365
Remote Similarity	0.587	NPC471609
Remote Similarity	0.5866	NPC82331
Remote Similarity	0.5862	NPC231655
Remote Similarity	0.586	NPC476950
Remote Similarity	0.5856	NPC280852
Remote Similarity	0.5852	NPC90723
Remote Similarity	0.5852	NPC476118
Remote Similarity	0.5852	NPC92689
Remote Similarity	0.5852	NPC247987
Remote Similarity	0.5851	NPC471593
Remote Similarity	0.5844	NPC48564
Remote Similarity	0.5844	NPC182570
Remote Similarity	0.5844	NPC265605
Remote Similarity	0.5843	NPC317430
Remote Similarity	0.5839	NPC473930
Remote Similarity	0.5833	NPC161861
Remote Similarity	0.5833	NPC27740
Remote Similarity	0.5833	NPC314372
Remote Similarity	0.5833	NPC472123
Remote Similarity	0.5829	NPC122141
Remote Similarity	0.5828	NPC148140
Remote Similarity	0.5824	NPC37548
Remote Similarity	0.5824	NPC2272
Remote Similarity	0.5808	NPC190296
Remote Similarity	0.5799	NPC288838
Remote Similarity	0.5799	NPC143872
Remote Similarity	0.5793	NPC150259
Remote Similarity	0.5793	NPC251722
Remote Similarity	0.5793	NPC314102
Remote Similarity	0.5789	NPC24678
Remote Similarity	0.5789	NPC105818
Remote Similarity	0.5784	NPC83381
Remote Similarity	0.5783	NPC279081
Remote Similarity	0.5774	NPC242556
Remote Similarity	0.5771	NPC318065
Remote Similarity	0.5771	NPC206819
Remote Similarity	0.5769	NPC474958
Remote Similarity	0.5765	NPC470111
Remote Similarity	0.5763	NPC162799
Remote Similarity	0.5753	NPC77294
Remote Similarity	0.5753	NPC302790
Remote Similarity	0.5751	NPC134657
Remote Similarity	0.5747	NPC169586
Remote Similarity	0.5739	NPC215584
Remote Similarity	0.5739	NPC44773
Remote Similarity	0.5723	NPC73952
Remote Similarity	0.5723	NPC469765
Remote Similarity	0.5723	NPC200214
Remote Similarity	0.5723	NPC25008
Remote Similarity	0.5723	NPC469763
Remote Similarity	0.5723	NPC469760
Remote Similarity	0.5723	NPC259644
Remote Similarity	0.5723	NPC469786
Remote Similarity	0.5722	NPC116961
Remote Similarity	0.5714	NPC282398
Remote Similarity	0.5714	NPC329688
Remote Similarity	0.5714	NPC286427
Remote Similarity	0.5714	NPC229477
Remote Similarity	0.5714	NPC189812
Remote Similarity	0.5714	NPC320863
Remote Similarity	0.5706	NPC253687
Remote Similarity	0.5698	NPC148592
Remote Similarity	0.569	NPC212376
Remote Similarity	0.569	NPC70922
Remote Similarity	0.569	NPC38736
Remote Similarity	0.569	NPC75540
Remote Similarity	0.569	NPC470507
Remote Similarity	0.569	NPC80597
Remote Similarity	0.569	NPC211572
Remote Similarity	0.5689	NPC230002
Remote Similarity	0.5685	NPC20322
Remote Similarity	0.5683	NPC288785
Remote Similarity	0.5682	NPC134825
Remote Similarity	0.5682	NPC41257
Remote Similarity	0.5677	NPC215519
Remote Similarity	0.5673	NPC471957
Remote Similarity	0.5673	NPC477134
Remote Similarity	0.5669	NPC46358
Remote Similarity	0.5668	NPC472294
Remote Similarity	0.5667	NPC187036
Remote Similarity	0.566	NPC75999
Remote Similarity	0.5657	NPC285469
Remote Similarity	0.565	NPC255229
Remote Similarity	0.565	NPC81229
Remote Similarity	0.5649	NPC54102
Remote Similarity	0.5649	NPC162689
Remote Similarity	0.5647	NPC159856
Remote Similarity	0.5645	NPC47596
Remote Similarity	0.5642	NPC2165
Remote Similarity	0.5642	NPC195507
Remote Similarity	0.5642	NPC274229
Remote Similarity	0.564	NPC187951
Remote Similarity	0.564	NPC124005
Remote Similarity	0.5638	NPC133003
Remote Similarity	0.5633	NPC122718
Remote Similarity	0.5632	NPC232798
Remote Similarity	0.5629	NPC316811
Remote Similarity	0.5629	NPC312092
Remote Similarity	0.5625	NPC299594
Remote Similarity	0.5625	NPC216643
Remote Similarity	0.5621	NPC42483
Remote Similarity	0.5618	NPC194881
Remote Similarity	0.5615	NPC139291
Remote Similarity	0.5615	NPC472108

Drug Structure

NPD2139 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 -1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 1.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 2.4122 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 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 -2.5411 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 14 1 0 0 0 0 4 16 2 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 19 2 0 0 0 0 16 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09197
ChEMBL	CHEMBL2106537
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	134701
CAS Number	20326-12-9

Drug Properties

Molecular Weight	304.15
ALogP	0.5598
MLogP	2.67
XLogP	3.474
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	35.16
RO5 Violation	0