NPASS drugs

Drug Information

Drug ID:	NPD2868
Drug Name:
Molecular Formula:	C18H19ClN4
Canonical SMILES:	Clc1ccc(cc1)N1CCN(CC1)Cc1c[nH]c2c1cccn2
Standard InCHI:	InChI=1S/C18H19ClN4/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18/h1-7,12H,8-11,13H2,(H,20,21)
Standard InCHIKey:	OGJGQVFWEPNYSB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2868

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	1250
0.1-0.2	11281
0.2-0.3	13150
0.3-0.4	2300
0.4-0.5	1449
0.5-0.6	1106
0.6-0.7	322
0.7-0.8	32
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	0.7877	NPC317054
Intermediate Similarity	0.7727	NPC470203
Intermediate Similarity	0.767	NPC470204
Intermediate Similarity	0.7472	NPC122141
Intermediate Similarity	0.7449	NPC469308
Intermediate Similarity	0.733	NPC470233
Intermediate Similarity	0.7318	NPC477591
Intermediate Similarity	0.7247	NPC476219
Intermediate Similarity	0.7241	NPC204141
Intermediate Similarity	0.7234	NPC314919
Intermediate Similarity	0.72	NPC143872
Intermediate Similarity	0.7196	NPC307191
Intermediate Similarity	0.7191	NPC325903
Intermediate Similarity	0.7159	NPC114209
Intermediate Similarity	0.7159	NPC469811
Intermediate Similarity	0.7143	NPC225018
Intermediate Similarity	0.7128	NPC316359
Intermediate Similarity	0.7128	NPC315617
Intermediate Similarity	0.7119	NPC321911
Intermediate Similarity	0.7111	NPC476464
Intermediate Similarity	0.7102	NPC63545
Intermediate Similarity	0.7079	NPC40070
Intermediate Similarity	0.7062	NPC201380
Intermediate Similarity	0.7062	NPC179787
Intermediate Similarity	0.7052	NPC32002
Intermediate Similarity	0.7052	NPC315348
Intermediate Similarity	0.7041	NPC314058
Intermediate Similarity	0.7041	NPC101165
Intermediate Similarity	0.7041	NPC316018
Intermediate Similarity	0.7033	NPC300238
Intermediate Similarity	0.7011	NPC317105
Intermediate Similarity	0.7005	NPC471603
Remote Similarity	0.6984	NPC280852
Remote Similarity	0.6976	NPC116555
Remote Similarity	0.6971	NPC476454
Remote Similarity	0.6963	NPC16659
Remote Similarity	0.6961	NPC476297
Remote Similarity	0.6954	NPC110126
Remote Similarity	0.6954	NPC88097
Remote Similarity	0.6954	NPC73767
Remote Similarity	0.6936	NPC105127
Remote Similarity	0.6927	NPC282531
Remote Similarity	0.6914	NPC469783
Remote Similarity	0.6914	NPC469761
Remote Similarity	0.6914	NPC469768
Remote Similarity	0.6914	NPC469779
Remote Similarity	0.6914	NPC469780
Remote Similarity	0.6914	NPC469784
Remote Similarity	0.6914	NPC469767
Remote Similarity	0.6911	NPC265710
Remote Similarity	0.691	NPC288838
Remote Similarity	0.6891	NPC471609
Remote Similarity	0.6889	NPC53947
Remote Similarity	0.6879	NPC96102
Remote Similarity	0.6875	NPC469766
Remote Similarity	0.6859	NPC473380
Remote Similarity	0.6859	NPC240088
Remote Similarity	0.6856	NPC108011
Remote Similarity	0.6848	NPC56765
Remote Similarity	0.6845	NPC49217
Remote Similarity	0.6842	NPC471579
Remote Similarity	0.6839	NPC125746
Remote Similarity	0.6839	NPC84911
Remote Similarity	0.6804	NPC83381
Remote Similarity	0.6793	NPC236711
Remote Similarity	0.6793	NPC216643
Remote Similarity	0.6792	NPC267811
Remote Similarity	0.6782	NPC261195
Remote Similarity	0.6782	NPC216159
Remote Similarity	0.6782	NPC29886
Remote Similarity	0.6776	NPC120070
Remote Similarity	0.6759	NPC130570
Remote Similarity	0.6757	NPC221786
Remote Similarity	0.6757	NPC475990
Remote Similarity	0.6757	NPC474880
Remote Similarity	0.6744	NPC82295
Remote Similarity	0.6738	NPC247987
Remote Similarity	0.6737	NPC82331
Remote Similarity	0.6726	NPC27740
Remote Similarity	0.6724	NPC198988
Remote Similarity	0.6723	NPC115611
Remote Similarity	0.6723	NPC279081
Remote Similarity	0.672	NPC215584
Remote Similarity	0.672	NPC229173
Remote Similarity	0.672	NPC44773
Remote Similarity	0.6719	NPC474958
Remote Similarity	0.6702	NPC280864
Remote Similarity	0.6702	NPC17751
Remote Similarity	0.6686	NPC325252
Remote Similarity	0.6686	NPC146373
Remote Similarity	0.6686	NPC166424
Remote Similarity	0.6686	NPC245244
Remote Similarity	0.6685	NPC21605
Remote Similarity	0.6683	NPC231536
Remote Similarity	0.6667	NPC92796
Remote Similarity	0.6667	NPC318065
Remote Similarity	0.6667	NPC314372
Remote Similarity	0.6667	NPC135141
Remote Similarity	0.6667	NPC206819
Remote Similarity	0.6649	NPC90723
Remote Similarity	0.6649	NPC115049
Remote Similarity	0.6648	NPC314102
Remote Similarity	0.6648	NPC251722
Remote Similarity	0.6648	NPC190296
Remote Similarity	0.6647	NPC471322
Remote Similarity	0.6633	NPC472289
Remote Similarity	0.6629	NPC230002
Remote Similarity	0.6629	NPC59084
Remote Similarity	0.6628	NPC476131
Remote Similarity	0.6627	NPC476322
Remote Similarity	0.6614	NPC274229
Remote Similarity	0.6613	NPC286427
Remote Similarity	0.6612	NPC105818
Remote Similarity	0.6612	NPC24678
Remote Similarity	0.6593	NPC470111
Remote Similarity	0.6592	NPC473868
Remote Similarity	0.6592	NPC63157
Remote Similarity	0.659	NPC282398
Remote Similarity	0.659	NPC69914
Remote Similarity	0.6578	NPC41257
Remote Similarity	0.6575	NPC86288
Remote Similarity	0.6575	NPC159856
Remote Similarity	0.6573	NPC282247
Remote Similarity	0.6561	NPC478184
Remote Similarity	0.6556	NPC20144
Remote Similarity	0.6548	NPC48564
Remote Similarity	0.6548	NPC182570
Remote Similarity	0.6548	NPC265605
Remote Similarity	0.6541	NPC469786
Remote Similarity	0.6541	NPC469765
Remote Similarity	0.6541	NPC469760
Remote Similarity	0.6541	NPC73952
Remote Similarity	0.6541	NPC469763
Remote Similarity	0.6541	NPC25008
Remote Similarity	0.6541	NPC200214
Remote Similarity	0.6541	NPC259644
Remote Similarity	0.6537	NPC265576
Remote Similarity	0.6536	NPC2949
Remote Similarity	0.6528	NPC477611
Remote Similarity	0.6526	NPC195507
Remote Similarity	0.6526	NPC2165
Remote Similarity	0.651	NPC97343
Remote Similarity	0.651	NPC474897
Remote Similarity	0.651	NPC116961
Remote Similarity	0.6508	NPC253687
Remote Similarity	0.6505	NPC212376
Remote Similarity	0.6505	NPC75540
Remote Similarity	0.6505	NPC80597
Remote Similarity	0.6505	NPC211572
Remote Similarity	0.6505	NPC70922
Remote Similarity	0.6503	NPC471957
Remote Similarity	0.6497	NPC218268
Remote Similarity	0.6486	NPC469975
Remote Similarity	0.6485	NPC84268
Remote Similarity	0.6482	NPC308931
Remote Similarity	0.6482	NPC99939
Remote Similarity	0.6482	NPC15102
Remote Similarity	0.6474	NPC478182
Remote Similarity	0.6471	NPC469785
Remote Similarity	0.6467	NPC91958
Remote Similarity	0.6461	NPC471312
Remote Similarity	0.6461	NPC150259
Remote Similarity	0.6458	NPC63751
Remote Similarity	0.645	NPC141612
Remote Similarity	0.645	NPC135601
Remote Similarity	0.645	NPC17273
Remote Similarity	0.6444	NPC284635
Remote Similarity	0.6436	NPC469762
Remote Similarity	0.6429	NPC59269
Remote Similarity	0.6429	NPC470323
Remote Similarity	0.6425	NPC194411
Remote Similarity	0.6422	NPC188821
Remote Similarity	0.6422	NPC474180
Remote Similarity	0.6417	NPC34844
Remote Similarity	0.641	NPC280297
Remote Similarity	0.6406	NPC56233
Remote Similarity	0.6402	NPC54981
Remote Similarity	0.6402	NPC293487
Remote Similarity	0.64	NPC935
Remote Similarity	0.64	NPC267078
Remote Similarity	0.6398	NPC216713
Remote Similarity	0.6398	NPC470823
Remote Similarity	0.6393	NPC470440
Remote Similarity	0.6392	NPC201634
Remote Similarity	0.6387	NPC271797
Remote Similarity	0.6387	NPC21174
Remote Similarity	0.6384	NPC69843
Remote Similarity	0.6374	NPC46358
Remote Similarity	0.6373	NPC304187
Remote Similarity	0.6373	NPC477166
Remote Similarity	0.6373	NPC477167
Remote Similarity	0.6373	NPC473342
Remote Similarity	0.6372	NPC474357
Remote Similarity	0.6369	NPC143603
Remote Similarity	0.6364	NPC141926
Remote Similarity	0.6364	NPC232798
Remote Similarity	0.6364	NPC138842
Remote Similarity	0.635	NPC21429
Remote Similarity	0.6349	NPC469897
Remote Similarity	0.6344	NPC33421

Drug Structure

NPD2868 OpenBabel08211702562D 24 27 0 0 0 0 0 0 0 0999 V2000 -1.1180 -2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1399 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7872 -2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 1.7976 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -1.0739 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 2.8147 -1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -0.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 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 17 1 0 0 0 0 3 5 1 0 0 0 0 3 15 2 0 0 0 0 4 6 2 0 0 0 0 4 15 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 14 2 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000859
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311200
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.13
ALogP	0.4083
MLogP	2.89
XLogP	2.956
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	35.16
RO5 Violation	0