NPASS drugs

Drug Information

Drug ID:	NPD3362
Drug Name:
Molecular Formula:	C19H20ClN3O
Canonical SMILES:	CCCC(=O)N(Cc1c(nc2n1cccc2)c1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C19H20ClN3O/c1-3-6-18(24)22(2)13-16-19(14-8-10-15(20)11-9-14)21-17-7-4-5-12-23(16)17/h4-5,7-12H,3,6,13H2,1-2H3
Standard InCHIKey:	LIFDPEORUVTOCP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3362

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	557
0.1-0.2	10117
0.2-0.3	14171
0.3-0.4	2629
0.4-0.5	1688
0.5-0.6	1284
0.6-0.7	418
0.7-0.8	25
0.8-0.85	1
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	0.8177	NPC317054
Intermediate Similarity	0.7624	NPC477591
Intermediate Similarity	0.7596	NPC478182
Intermediate Similarity	0.7432	NPC293487
Intermediate Similarity	0.7419	NPC56233
Intermediate Similarity	0.7405	NPC478184
Intermediate Similarity	0.7326	NPC478183
Intermediate Similarity	0.7291	NPC469308
Intermediate Similarity	0.7273	NPC32002
Intermediate Similarity	0.7273	NPC315348
Intermediate Similarity	0.7258	NPC478185
Intermediate Similarity	0.7249	NPC91895
Intermediate Similarity	0.7179	NPC471609
Intermediate Similarity	0.7166	NPC470203
Intermediate Similarity	0.7158	NPC32534
Intermediate Similarity	0.7135	NPC476464
Intermediate Similarity	0.7112	NPC470204
Intermediate Similarity	0.7088	NPC470111
Intermediate Similarity	0.7081	NPC116555
Intermediate Similarity	0.7081	NPC476219
Intermediate Similarity	0.7081	NPC476297
Intermediate Similarity	0.7077	NPC16659
Intermediate Similarity	0.7068	NPC116961
Intermediate Similarity	0.7026	NPC12649
Intermediate Similarity	0.7026	NPC265710
Intermediate Similarity	0.7011	NPC40070
Remote Similarity	0.699	NPC24864
Remote Similarity	0.6966	NPC65408
Remote Similarity	0.6948	NPC471603
Remote Similarity	0.694	NPC478186
Remote Similarity	0.6915	NPC472289
Remote Similarity	0.6902	NPC114209
Remote Similarity	0.6902	NPC201380
Remote Similarity	0.6902	NPC179787
Remote Similarity	0.6898	NPC267811
Remote Similarity	0.6895	NPC225018
Remote Similarity	0.6888	NPC240088
Remote Similarity	0.6888	NPC473380
Remote Similarity	0.6865	NPC321911
Remote Similarity	0.6861	NPC69843
Remote Similarity	0.6848	NPC63545
Remote Similarity	0.6842	NPC122141
Remote Similarity	0.6837	NPC282247
Remote Similarity	0.6811	NPC469811
Remote Similarity	0.6793	NPC470440
Remote Similarity	0.6768	NPC248462
Remote Similarity	0.6766	NPC476341
Remote Similarity	0.6755	NPC325903
Remote Similarity	0.6737	NPC236711
Remote Similarity	0.6733	NPC135601
Remote Similarity	0.6733	NPC141612
Remote Similarity	0.6733	NPC17273
Remote Similarity	0.6719	NPC194881
Remote Similarity	0.6716	NPC108011
Remote Similarity	0.6716	NPC21429
Remote Similarity	0.6702	NPC472260
Remote Similarity	0.6702	NPC300238
Remote Similarity	0.6701	NPC469938
Remote Similarity	0.67	NPC307191
Remote Similarity	0.67	NPC191415
Remote Similarity	0.6696	NPC471614
Remote Similarity	0.6685	NPC314102
Remote Similarity	0.6685	NPC251722
Remote Similarity	0.6685	NPC150259
Remote Similarity	0.6685	NPC471312
Remote Similarity	0.6684	NPC282531
Remote Similarity	0.6683	NPC308931
Remote Similarity	0.6683	NPC99939
Remote Similarity	0.6683	NPC11126
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.665	NPC94752
Remote Similarity	0.665	NPC314919
Remote Similarity	0.6634	NPC228835
Remote Similarity	0.6632	NPC120070
Remote Similarity	0.6618	NPC198673
Remote Similarity	0.6616	NPC469529
Remote Similarity	0.6615	NPC114637
Remote Similarity	0.6614	NPC470233
Remote Similarity	0.6614	NPC469975
Remote Similarity	0.6602	NPC473763
Remote Similarity	0.6602	NPC117244
Remote Similarity	0.6599	NPC82331
Remote Similarity	0.6598	NPC317105
Remote Similarity	0.659	NPC242923
Remote Similarity	0.6584	NPC102755
Remote Similarity	0.6579	NPC281094
Remote Similarity	0.6579	NPC200214
Remote Similarity	0.6576	NPC238499
Remote Similarity	0.6573	NPC317701
Remote Similarity	0.6571	NPC168911
Remote Similarity	0.6562	NPC129721
Remote Similarity	0.655	NPC64436
Remote Similarity	0.6535	NPC470323
Remote Similarity	0.6531	NPC49217
Remote Similarity	0.6528	NPC71238
Remote Similarity	0.6526	NPC471617
Remote Similarity	0.6522	NPC104483
Remote Similarity	0.6514	NPC46358
Remote Similarity	0.6507	NPC267078
Remote Similarity	0.6507	NPC935
Remote Similarity	0.6505	NPC20144
Remote Similarity	0.65	NPC474958
Remote Similarity	0.65	NPC280852
Remote Similarity	0.6494	NPC182570
Remote Similarity	0.6494	NPC48564
Remote Similarity	0.6494	NPC265605
Remote Similarity	0.6493	NPC474389
Remote Similarity	0.6493	NPC474916
Remote Similarity	0.6493	NPC212213
Remote Similarity	0.6493	NPC239954
Remote Similarity	0.6491	NPC116622
Remote Similarity	0.649	NPC316018
Remote Similarity	0.649	NPC314058
Remote Similarity	0.6488	NPC62749
Remote Similarity	0.6486	NPC115611
Remote Similarity	0.6485	NPC73994
Remote Similarity	0.6484	NPC6865
Remote Similarity	0.6484	NPC153980
Remote Similarity	0.6482	NPC161861
Remote Similarity	0.648	NPC2165
Remote Similarity	0.648	NPC195507
Remote Similarity	0.6478	NPC474357
Remote Similarity	0.6471	NPC147983
Remote Similarity	0.6471	NPC177996
Remote Similarity	0.6468	NPC28848
Remote Similarity	0.6468	NPC14325
Remote Similarity	0.6465	NPC473376
Remote Similarity	0.6459	NPC188821
Remote Similarity	0.6459	NPC474180
Remote Similarity	0.6456	NPC17059
Remote Similarity	0.6448	NPC216159
Remote Similarity	0.6447	NPC156003
Remote Similarity	0.6445	NPC134657
Remote Similarity	0.6438	NPC72956
Remote Similarity	0.6436	NPC314372
Remote Similarity	0.6436	NPC204141
Remote Similarity	0.6432	NPC73767
Remote Similarity	0.6432	NPC110126
Remote Similarity	0.6425	NPC213629
Remote Similarity	0.6417	NPC190296
Remote Similarity	0.6411	NPC315617
Remote Similarity	0.6411	NPC316359
Remote Similarity	0.6409	NPC471322
Remote Similarity	0.6404	NPC314281
Remote Similarity	0.6404	NPC107160
Remote Similarity	0.6404	NPC40530
Remote Similarity	0.6402	NPC143872
Remote Similarity	0.6398	NPC469768
Remote Similarity	0.6398	NPC469783
Remote Similarity	0.6398	NPC469779
Remote Similarity	0.6398	NPC469784
Remote Similarity	0.6398	NPC469780
Remote Similarity	0.6398	NPC469767
Remote Similarity	0.6398	NPC469761
Remote Similarity	0.6396	NPC470732
Remote Similarity	0.6396	NPC274229
Remote Similarity	0.6396	NPC470731
Remote Similarity	0.6394	NPC324091
Remote Similarity	0.6392	NPC477887
Remote Similarity	0.6387	NPC53947
Remote Similarity	0.6387	NPC105818
Remote Similarity	0.6387	NPC24678
Remote Similarity	0.6386	NPC83774
Remote Similarity	0.6385	NPC81535
Remote Similarity	0.6384	NPC308906
Remote Similarity	0.6384	NPC476322
Remote Similarity	0.6381	NPC326422
Remote Similarity	0.6372	NPC312942
Remote Similarity	0.6372	NPC253987
Remote Similarity	0.6372	NPC327095
Remote Similarity	0.6368	NPC471579
Remote Similarity	0.6364	NPC476454
Remote Similarity	0.6364	NPC469766
Remote Similarity	0.6359	NPC238457
Remote Similarity	0.6359	NPC133003
Remote Similarity	0.6359	NPC135141
Remote Similarity	0.6359	NPC92796
Remote Similarity	0.6356	NPC171393
Remote Similarity	0.6356	NPC295452
Remote Similarity	0.6351	NPC294693
Remote Similarity	0.6349	NPC285731
Remote Similarity	0.6349	NPC86288
Remote Similarity	0.6348	NPC115595
Remote Similarity	0.6345	NPC271797
Remote Similarity	0.6345	NPC21174
Remote Similarity	0.6344	NPC40455
Remote Similarity	0.6344	NPC476817
Remote Similarity	0.6344	NPC130570
Remote Similarity	0.634	NPC51054
Remote Similarity	0.6335	NPC471193
Remote Similarity	0.6335	NPC471194
Remote Similarity	0.633	NPC243850
Remote Similarity	0.6324	NPC61011
Remote Similarity	0.6324	NPC84911
Remote Similarity	0.6324	NPC105127
Remote Similarity	0.6323	NPC471192
Remote Similarity	0.6321	NPC469760
Remote Similarity	0.6321	NPC469786
Remote Similarity	0.6321	NPC259644
Remote Similarity	0.6321	NPC469763

Drug Structure

NPD3362 OpenBabel08211703112D 24 26 0 0 0 0 0 0 0 0999 V2000 1.0803 -6.7006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 -3.1043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4112 -5.9575 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 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 -5.0064 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 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 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 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 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 0.0511 -4.2633 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 -4.5878 -0.8090 0.0000 Cl 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 0.3601 -3.3122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -4.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 6 1 0 0 0 0 4 5 1 0 0 0 0 4 7 2 0 0 0 0 5 12 2 0 0 0 0 6 18 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 11 15 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 23 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002353
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	341.13
ALogP	0.0347
MLogP	3
XLogP	4.548
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	37.61
RO5 Violation	0