NPASS drugs

Drug Information

Drug ID:	NPD2793
Drug Name:	irtemazole
Molecular Formula:	C18H16N4
Canonical SMILES:	Cc1nc2c([nH]1)cc(cc2)C(n1cncc1)c1ccccc1
Standard InCHI:	InChI=1S/C18H16N4/c1-13-20-16-8-7-15(11-17(16)21-13)18(22-10-9-19-12-22)14-5-3-2-4-6-14/h2-12,18H,1H3,(H,20,21)
Standard InCHIKey:	DCGOMTSIZLGUOK-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2793

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	955
0.1-0.2	11124
0.2-0.3	13208
0.3-0.4	2405
0.4-0.5	1431
0.5-0.6	1149
0.6-0.7	517
0.7-0.8	96
0.8-0.85	5
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	0.8402	NPC300238
Intermediate Similarity	0.8364	NPC114209
Intermediate Similarity	0.8239	NPC317054
Intermediate Similarity	0.8092	NPC470203
Intermediate Similarity	0.8035	NPC470204
Intermediate Similarity	0.7865	NPC469308
Intermediate Similarity	0.779	NPC280852
Intermediate Similarity	0.7758	NPC216159
Intermediate Similarity	0.7733	NPC53947
Intermediate Similarity	0.7727	NPC122141
Intermediate Similarity	0.7661	NPC288838
Intermediate Similarity	0.7644	NPC325903
Intermediate Similarity	0.764	NPC317105
Intermediate Similarity	0.7616	NPC201380
Intermediate Similarity	0.7616	NPC179787
Intermediate Similarity	0.7586	NPC267811
Intermediate Similarity	0.7572	NPC321911
Intermediate Similarity	0.7568	NPC16659
Intermediate Similarity	0.7558	NPC63545
Intermediate Similarity	0.7538	NPC116555
Intermediate Similarity	0.7527	NPC307191
Intermediate Similarity	0.7514	NPC265710
Intermediate Similarity	0.7514	NPC469811
Intermediate Similarity	0.7459	NPC240088
Intermediate Similarity	0.7459	NPC473380
Intermediate Similarity	0.7457	NPC143872
Intermediate Similarity	0.743	NPC215584
Intermediate Similarity	0.743	NPC44773
Intermediate Similarity	0.7416	NPC216643
Intermediate Similarity	0.7401	NPC476219
Intermediate Similarity	0.7401	NPC476297
Intermediate Similarity	0.7399	NPC204141
Intermediate Similarity	0.7374	NPC92796
Intermediate Similarity	0.7374	NPC135141
Intermediate Similarity	0.7374	NPC318065
Intermediate Similarity	0.7374	NPC206819
Intermediate Similarity	0.7374	NPC56765
Intermediate Similarity	0.7371	NPC282531
Intermediate Similarity	0.734	NPC54981
Intermediate Similarity	0.7318	NPC236711
Intermediate Similarity	0.731	NPC73767
Intermediate Similarity	0.7304	NPC471603
Intermediate Similarity	0.7293	NPC225018
Intermediate Similarity	0.7288	NPC470233
Intermediate Similarity	0.7268	NPC49217
Intermediate Similarity	0.7268	NPC316018
Intermediate Similarity	0.7268	NPC314058
Intermediate Similarity	0.7267	NPC469779
Intermediate Similarity	0.7267	NPC469761
Intermediate Similarity	0.7267	NPC469784
Intermediate Similarity	0.7267	NPC469767
Intermediate Similarity	0.7267	NPC469780
Intermediate Similarity	0.7267	NPC469768
Intermediate Similarity	0.7267	NPC469783
Intermediate Similarity	0.7254	NPC231536
Intermediate Similarity	0.7238	NPC229173
Intermediate Similarity	0.7225	NPC469766
Intermediate Similarity	0.7209	NPC110126
Intermediate Similarity	0.7198	NPC253687
Intermediate Similarity	0.7193	NPC84911
Intermediate Similarity	0.7192	NPC71238
Intermediate Similarity	0.7184	NPC282247
Intermediate Similarity	0.7184	NPC42483
Intermediate Similarity	0.7182	NPC41257
Intermediate Similarity	0.7179	NPC316359
Intermediate Similarity	0.7179	NPC315617
Intermediate Similarity	0.7173	NPC108011
Intermediate Similarity	0.7158	NPC90723
Intermediate Similarity	0.7151	NPC82331
Intermediate Similarity	0.7135	NPC29886
Intermediate Similarity	0.7135	NPC261195
Intermediate Similarity	0.7135	NPC96102
Intermediate Similarity	0.713	NPC267078
Intermediate Similarity	0.713	NPC935
Intermediate Similarity	0.7128	NPC474958
Intermediate Similarity	0.7127	NPC286427
Intermediate Similarity	0.7116	NPC69843
Intermediate Similarity	0.7112	NPC477611
Intermediate Similarity	0.7105	NPC314919
Intermediate Similarity	0.7097	NPC474357
Intermediate Similarity	0.7097	NPC194411
Intermediate Similarity	0.7093	NPC125746
Intermediate Similarity	0.7093	NPC105127
Intermediate Similarity	0.709	NPC59269
Intermediate Similarity	0.7088	NPC475990
Intermediate Similarity	0.7088	NPC221786
Intermediate Similarity	0.7088	NPC474880
Intermediate Similarity	0.7083	NPC470323
Intermediate Similarity	0.7069	NPC115611
Intermediate Similarity	0.7047	NPC99939
Intermediate Similarity	0.7047	NPC15102
Intermediate Similarity	0.7047	NPC308931
Intermediate Similarity	0.7039	NPC40070
Intermediate Similarity	0.7031	NPC471609
Intermediate Similarity	0.7027	NPC274229
Intermediate Similarity	0.7022	NPC470111
Intermediate Similarity	0.7006	NPC314372
Intermediate Similarity	0.7005	NPC97343
Intermediate Similarity	0.7005	NPC474897
Intermediate Similarity	0.7	NPC82295
Intermediate Similarity	0.7	NPC469975
Remote Similarity	0.6994	NPC251722
Remote Similarity	0.6994	NPC314102
Remote Similarity	0.6989	NPC190296
Remote Similarity	0.6984	NPC37423
Remote Similarity	0.6984	NPC275305
Remote Similarity	0.6977	NPC198988
Remote Similarity	0.6971	NPC279081
Remote Similarity	0.6971	NPC284635
Remote Similarity	0.697	NPC188821
Remote Similarity	0.697	NPC474180
Remote Similarity	0.6944	NPC33421
Remote Similarity	0.6944	NPC24678
Remote Similarity	0.6944	NPC105818
Remote Similarity	0.6936	NPC325252
Remote Similarity	0.6935	NPC17751
Remote Similarity	0.6935	NPC280864
Remote Similarity	0.6915	NPC474389
Remote Similarity	0.6914	NPC88097
Remote Similarity	0.6911	NPC68354
Remote Similarity	0.6897	NPC150259
Remote Similarity	0.6884	NPC130570
Remote Similarity	0.6882	NPC478182
Remote Similarity	0.6882	NPC247987
Remote Similarity	0.6875	NPC176199
Remote Similarity	0.6875	NPC215795
Remote Similarity	0.6875	NPC230002
Remote Similarity	0.6875	NPC39092
Remote Similarity	0.6868	NPC200214
Remote Similarity	0.6868	NPC469786
Remote Similarity	0.6868	NPC25008
Remote Similarity	0.6868	NPC469763
Remote Similarity	0.6868	NPC469760
Remote Similarity	0.6868	NPC469765
Remote Similarity	0.6868	NPC259644
Remote Similarity	0.6868	NPC73952
Remote Similarity	0.6839	NPC218268
Remote Similarity	0.6836	NPC63157
Remote Similarity	0.6836	NPC473868
Remote Similarity	0.6833	NPC471957
Remote Similarity	0.6831	NPC80597
Remote Similarity	0.6831	NPC75540
Remote Similarity	0.6831	NPC70922
Remote Similarity	0.6831	NPC211572
Remote Similarity	0.6831	NPC212376
Remote Similarity	0.6816	NPC159856
Remote Similarity	0.6811	NPC477591
Remote Similarity	0.6806	NPC471579
Remote Similarity	0.6802	NPC179365
Remote Similarity	0.6802	NPC475450
Remote Similarity	0.68	NPC326422
Remote Similarity	0.6796	NPC473376
Remote Similarity	0.6793	NPC51054
Remote Similarity	0.6791	NPC478184
Remote Similarity	0.6786	NPC476341
Remote Similarity	0.678	NPC2949
Remote Similarity	0.678	NPC59084
Remote Similarity	0.6772	NPC63751
Remote Similarity	0.6768	NPC321708
Remote Similarity	0.6758	NPC156003
Remote Similarity	0.6751	NPC94752
Remote Similarity	0.6748	NPC317701
Remote Similarity	0.6744	NPC282398
Remote Similarity	0.6744	NPC22079
Remote Similarity	0.6742	NPC197068
Remote Similarity	0.674	NPC21605
Remote Similarity	0.6739	NPC34844
Remote Similarity	0.6739	NPC120070
Remote Similarity	0.6739	NPC477815
Remote Similarity	0.6726	NPC171393
Remote Similarity	0.6726	NPC295452
Remote Similarity	0.6721	NPC470823
Remote Similarity	0.672	NPC474561
Remote Similarity	0.672	NPC293487
Remote Similarity	0.672	NPC160105
Remote Similarity	0.672	NPC49954
Remote Similarity	0.6718	NPC191415
Remote Similarity	0.6706	NPC250361
Remote Similarity	0.6703	NPC469785
Remote Similarity	0.6686	NPC473587
Remote Similarity	0.6685	NPC141926
Remote Similarity	0.6683	NPC213629
Remote Similarity	0.6682	NPC238945
Remote Similarity	0.6667	NPC473342
Remote Similarity	0.6667	NPC304187
Remote Similarity	0.6667	NPC265576
Remote Similarity	0.6667	NPC477166
Remote Similarity	0.6667	NPC469762
Remote Similarity	0.6667	NPC477167
Remote Similarity	0.6667	NPC473930
Remote Similarity	0.6667	NPC169433
Remote Similarity	0.6651	NPC166492
Remote Similarity	0.6651	NPC473362
Remote Similarity	0.6651	NPC470702
Remote Similarity	0.6651	NPC473218
Remote Similarity	0.665	NPC284678
Remote Similarity	0.6649	NPC284775
Remote Similarity	0.6649	NPC282231
Remote Similarity	0.6647	NPC475428
Remote Similarity	0.6636	NPC187145

Drug Structure

NPD2793 OpenBabel08211702552D 23 26 0 0 1 0 0 0 0 0999 V2000 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4978 1.5115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5197 1.3035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3287 -0.0977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -0.1910 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.9978 0.6454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 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 -4.4152 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 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 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 19 1 0 0 0 0 10 22 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 19 2 0 0 0 0 12 22 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009691
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	288.14
ALogP	-0.4063
MLogP	3
XLogP	4.779
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	46.5
RO5 Violation	0