NPASS drugs

Drug Information

Drug ID:	NPD4892
Drug Name:
Molecular Formula:	C22H20ClN5O
Canonical SMILES:	N#Cc1ccc(cc1)Cn1cncc1CN1CCN(C(=O)C1)c1cccc(c1)Cl
Standard InCHI:	InChI=1S/C22H20ClN5O/c23-19-2-1-3-20(10-19)28-9-8-26(15-22(28)29)14-21-12-25-16-27(21)13-18-6-4-17(11-24)5-7-18/h1-7,10,12,16H,8-9,13-15H2
Standard InCHIKey:	JNUGFGAVPBYSHF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4892

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	728
0.1-0.2	10593
0.2-0.3	13596
0.3-0.4	2647
0.4-0.5	1958
0.5-0.6	1215
0.6-0.7	150
0.7-0.8	3
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	0.7196	NPC317054
Intermediate Similarity	0.7062	NPC471609
Intermediate Similarity	0.7005	NPC478182
Remote Similarity	0.6935	NPC293487
Remote Similarity	0.6935	NPC477591
Remote Similarity	0.6915	NPC478184
Remote Similarity	0.6842	NPC478183
Remote Similarity	0.6786	NPC16659
Remote Similarity	0.6772	NPC478185
Remote Similarity	0.6754	NPC56233
Remote Similarity	0.674	NPC471614
Remote Similarity	0.6739	NPC282531
Remote Similarity	0.6735	NPC265710
Remote Similarity	0.6714	NPC54981
Remote Similarity	0.6714	NPC242923
Remote Similarity	0.6684	NPC470203
Remote Similarity	0.6684	NPC32534
Remote Similarity	0.6684	NPC91895
Remote Similarity	0.6667	NPC32002
Remote Similarity	0.6667	NPC315348
Remote Similarity	0.6651	NPC116555
Remote Similarity	0.6632	NPC470204
Remote Similarity	0.6599	NPC240088
Remote Similarity	0.6599	NPC473380
Remote Similarity	0.6598	NPC116961
Remote Similarity	0.6573	NPC71238
Remote Similarity	0.6561	NPC476464
Remote Similarity	0.6524	NPC469308
Remote Similarity	0.651	NPC225018
Remote Similarity	0.6508	NPC476219
Remote Similarity	0.6505	NPC114209
Remote Similarity	0.65	NPC308906
Remote Similarity	0.6489	NPC469975
Remote Similarity	0.6482	NPC12649
Remote Similarity	0.6464	NPC150259
Remote Similarity	0.6458	NPC122141
Remote Similarity	0.645	NPC24864
Remote Similarity	0.6438	NPC147983
Remote Similarity	0.6438	NPC177996
Remote Similarity	0.6436	NPC40070
Remote Similarity	0.6421	NPC120070
Remote Similarity	0.6421	NPC476297
Remote Similarity	0.6417	NPC470111
Remote Similarity	0.6409	NPC238945
Remote Similarity	0.6409	NPC267811
Remote Similarity	0.639	NPC472289
Remote Similarity	0.6388	NPC69843
Remote Similarity	0.6374	NPC65408
Remote Similarity	0.6368	NPC325903
Remote Similarity	0.6364	NPC478186
Remote Similarity	0.6321	NPC300238
Remote Similarity	0.6316	NPC472260
Remote Similarity	0.6301	NPC471603
Remote Similarity	0.6293	NPC94752
Remote Similarity	0.6284	NPC471312
Remote Similarity	0.6284	NPC314102
Remote Similarity	0.6284	NPC251722
Remote Similarity	0.6277	NPC63545
Remote Similarity	0.6275	NPC108011
Remote Similarity	0.6273	NPC282247
Remote Similarity	0.6256	NPC307191
Remote Similarity	0.625	NPC469938
Remote Similarity	0.6244	NPC476341
Remote Similarity	0.6244	NPC308931
Remote Similarity	0.6244	NPC99939
Remote Similarity	0.6243	NPC179787
Remote Similarity	0.6243	NPC469811
Remote Similarity	0.6243	NPC201380
Remote Similarity	0.6233	NPC317701
Remote Similarity	0.6224	NPC317105
Remote Similarity	0.6223	NPC470440
Remote Similarity	0.6214	NPC135601
Remote Similarity	0.6214	NPC17273
Remote Similarity	0.6214	NPC141612
Remote Similarity	0.6211	NPC321911
Remote Similarity	0.6207	NPC73994
Remote Similarity	0.6198	NPC281094
Remote Similarity	0.6195	NPC21429
Remote Similarity	0.619	NPC474180
Remote Similarity	0.619	NPC188821
Remote Similarity	0.6175	NPC325599
Remote Similarity	0.6158	NPC248462
Remote Similarity	0.6143	NPC316018
Remote Similarity	0.6143	NPC470732
Remote Similarity	0.6143	NPC314058
Remote Similarity	0.6143	NPC470731
Remote Similarity	0.6139	NPC280852
Remote Similarity	0.6127	NPC314919
Remote Similarity	0.6123	NPC253987
Remote Similarity	0.6123	NPC312942
Remote Similarity	0.6123	NPC327095
Remote Similarity	0.6114	NPC198673
Remote Similarity	0.6111	NPC195507
Remote Similarity	0.6111	NPC2165
Remote Similarity	0.6111	NPC471617
Remote Similarity	0.6103	NPC129721
Remote Similarity	0.6103	NPC236711
Remote Similarity	0.6103	NPC134657
Remote Similarity	0.6098	NPC191415
Remote Similarity	0.6096	NPC40455
Remote Similarity	0.6096	NPC238499
Remote Similarity	0.6096	NPC476817
Remote Similarity	0.6095	NPC117244
Remote Similarity	0.6095	NPC473763
Remote Similarity	0.6091	NPC194881
Remote Similarity	0.6089	NPC469529
Remote Similarity	0.6087	NPC323244
Remote Similarity	0.6085	NPC280638
Remote Similarity	0.6081	NPC471194
Remote Similarity	0.6081	NPC471193
Remote Similarity	0.608	NPC49217
Remote Similarity	0.608	NPC265605
Remote Similarity	0.608	NPC48564
Remote Similarity	0.608	NPC182570
Remote Similarity	0.6078	NPC11126
Remote Similarity	0.6075	NPC168911
Remote Similarity	0.6075	NPC474389
Remote Similarity	0.6073	NPC477974
Remote Similarity	0.607	NPC19170
Remote Similarity	0.6068	NPC102755
Remote Similarity	0.6066	NPC315617
Remote Similarity	0.6066	NPC316359
Remote Similarity	0.6064	NPC476454
Remote Similarity	0.6062	NPC470233
Remote Similarity	0.6053	NPC204141
Remote Similarity	0.6052	NPC935
Remote Similarity	0.6052	NPC267078
Remote Similarity	0.6051	NPC51054
Remote Similarity	0.6049	NPC40530
Remote Similarity	0.6049	NPC314281
Remote Similarity	0.604	NPC161861
Remote Similarity	0.6039	NPC228835
Remote Similarity	0.6038	NPC326422
Remote Similarity	0.6036	NPC72956
Remote Similarity	0.6032	NPC20144
Remote Similarity	0.6031	NPC200214
Remote Similarity	0.6029	NPC83774
Remote Similarity	0.6026	NPC474357
Remote Similarity	0.6021	NPC143872
Remote Similarity	0.602	NPC164664
Remote Similarity	0.6011	NPC256893
Remote Similarity	0.6011	NPC279081
Remote Similarity	0.6011	NPC471322
Remote Similarity	0.6011	NPC46358
Remote Similarity	0.6011	NPC230002
Remote Similarity	0.601	NPC471579
Remote Similarity	0.601	NPC133003
Remote Similarity	0.601	NPC297034
Remote Similarity	0.6009	NPC470323
Remote Similarity	0.6009	NPC153980
Remote Similarity	0.6009	NPC6865
Remote Similarity	0.6	NPC239954
Remote Similarity	0.6	NPC212213
Remote Similarity	0.5991	NPC297862
Remote Similarity	0.599	NPC56765
Remote Similarity	0.599	NPC82331
Remote Similarity	0.5989	NPC476131
Remote Similarity	0.5983	NPC328924
Remote Similarity	0.5983	NPC171393
Remote Similarity	0.5983	NPC295452
Remote Similarity	0.5982	NPC473376
Remote Similarity	0.5981	NPC476527
Remote Similarity	0.5978	NPC52764
Remote Similarity	0.5978	NPC476322
Remote Similarity	0.5972	NPC324091
Remote Similarity	0.5971	NPC61011
Remote Similarity	0.5968	NPC216159
Remote Similarity	0.5962	NPC477003
Remote Similarity	0.596	NPC44773
Remote Similarity	0.596	NPC215584
Remote Similarity	0.5959	NPC102664
Remote Similarity	0.5957	NPC104483
Remote Similarity	0.5956	NPC69914
Remote Similarity	0.5952	NPC17059
Remote Similarity	0.5951	NPC64436
Remote Similarity	0.5943	NPC471402
Remote Similarity	0.5943	NPC240136
Remote Similarity	0.5943	NPC297486
Remote Similarity	0.5941	NPC65080
Remote Similarity	0.5939	NPC477887
Remote Similarity	0.5939	NPC17305
Remote Similarity	0.5929	NPC471192
Remote Similarity	0.5928	NPC473878
Remote Similarity	0.5926	NPC474916
Remote Similarity	0.5924	NPC213629
Remote Similarity	0.5924	NPC101165
Remote Similarity	0.5923	NPC156003
Remote Similarity	0.592	NPC114637
Remote Similarity	0.5917	NPC54537
Remote Similarity	0.5915	NPC471386
Remote Similarity	0.5909	NPC92796
Remote Similarity	0.5909	NPC135141
Remote Similarity	0.5907	NPC128244
Remote Similarity	0.5904	NPC169433
Remote Similarity	0.5903	NPC12100
Remote Similarity	0.5902	NPC474958
Remote Similarity	0.5899	NPC81535
Remote Similarity	0.5896	NPC231536
Remote Similarity	0.5895	NPC197068
Remote Similarity	0.589	NPC211813

Drug Structure

NPD4892 OpenBabel08211706322D 29 32 0 0 0 0 0 0 0 0999 V2000 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1924 2.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4982 3.2891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9845 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2903 2.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6571 4.5762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8255 0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4492 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0334 1.6418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.8650 5.5544 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.0055 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 0.8660 1.5000 0.0000 O 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 19 1 0 0 0 0 3 20 2 0 0 0 0 4 6 1 0 0 0 0 4 17 2 0 0 0 0 5 7 2 0 0 0 0 5 17 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 26 1 0 0 0 0 9 28 1 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 17 1 0 0 0 0 11 24 3 0 0 0 0 12 21 2 0 0 0 0 12 25 1 0 0 0 0 13 18 1 0 0 0 0 13 27 1 0 0 0 0 14 21 1 0 0 0 0 14 26 1 0 0 0 0 15 22 1 0 0 0 0 15 26 1 0 0 0 0 16 25 2 0 0 0 0 16 27 1 0 0 0 0 19 23 1 0 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 22 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003581
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	216454
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.14
ALogP	0.0152
MLogP	3.11
XLogP	3.212
HDA	6
HBD	0
Rotatable Bonds	6
TPSA	65.16
RO5 Violation	0