NPASS drugs

Drug Information

Drug ID:	NPD5943
Drug Name:
Molecular Formula:	C24H28N4O2
Canonical SMILES:	ON=C(/C=C/c1ccc2c(c1)nc(n2CCN1CCCC1)CCc1ccccc1)O
Standard InCHI:	InChI=1S/C24H28N4O2/c29-24(26-30)13-10-20-8-11-22-21(18-20)25-23(12-9-19-6-2-1-3-7-19)28(22)17-16-27-14-4-5-15-27/h1-3,6-8,10-11,13,18,30H,4-5,9,12,14-17H2,(H,26,29)/b13-10+
Standard InCHIKey:	RCDIZKAYZBEALO-JLHYYAGUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5943

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	501
0.1-0.2	6506
0.2-0.3	14075
0.3-0.4	5884
0.4-0.5	1933
0.5-0.6	1576
0.6-0.7	403
0.7-0.8	12
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	0.7886	NPC317054
Intermediate Similarity	0.7879	NPC114209
Intermediate Similarity	0.7541	NPC476341
Intermediate Similarity	0.7514	NPC300238
Intermediate Similarity	0.7169	NPC216159
Intermediate Similarity	0.7151	NPC471609
Intermediate Similarity	0.7118	NPC42483
Intermediate Similarity	0.711	NPC282531
Intermediate Similarity	0.7045	NPC476219
Intermediate Similarity	0.7045	NPC476297
Intermediate Similarity	0.7029	NPC469975
Intermediate Similarity	0.7005	NPC477891
Remote Similarity	0.6957	NPC208060
Remote Similarity	0.6927	NPC135141
Remote Similarity	0.6927	NPC92796
Remote Similarity	0.6923	NPC49217
Remote Similarity	0.6912	NPC471603
Remote Similarity	0.6878	NPC282247
Remote Similarity	0.6875	NPC472289
Remote Similarity	0.6863	NPC242923
Remote Similarity	0.6857	NPC470111
Remote Similarity	0.6851	NPC225018
Remote Similarity	0.6851	NPC470203
Remote Similarity	0.6825	NPC144114
Remote Similarity	0.6818	NPC288445
Remote Similarity	0.6811	NPC476686
Remote Similarity	0.6811	NPC105758
Remote Similarity	0.6811	NPC476688
Remote Similarity	0.6798	NPC71238
Remote Similarity	0.6796	NPC470204
Remote Similarity	0.6793	NPC278874
Remote Similarity	0.6774	NPC158055
Remote Similarity	0.6772	NPC16659
Remote Similarity	0.675	NPC469308
Remote Similarity	0.6743	NPC204141
Remote Similarity	0.672	NPC265710
Remote Similarity	0.6701	NPC280638
Remote Similarity	0.6701	NPC195314
Remote Similarity	0.6699	NPC267811
Remote Similarity	0.6699	NPC54981
Remote Similarity	0.6667	NPC108011
Remote Similarity	0.6667	NPC164664
Remote Similarity	0.6667	NPC224632
Remote Similarity	0.6667	NPC38736
Remote Similarity	0.6667	NPC120070
Remote Similarity	0.6651	NPC187145
Remote Similarity	0.6647	NPC104483
Remote Similarity	0.6635	NPC250178
Remote Similarity	0.6634	NPC116555
Remote Similarity	0.663	NPC478182
Remote Similarity	0.663	NPC184476
Remote Similarity	0.663	NPC51054
Remote Similarity	0.6629	NPC37548
Remote Similarity	0.6629	NPC124005
Remote Similarity	0.6597	NPC24864
Remote Similarity	0.6595	NPC195507
Remote Similarity	0.6595	NPC2165
Remote Similarity	0.6592	NPC24678
Remote Similarity	0.6592	NPC105818
Remote Similarity	0.6591	NPC242556
Remote Similarity	0.6589	NPC130570
Remote Similarity	0.6579	NPC240088
Remote Similarity	0.6579	NPC473380
Remote Similarity	0.6578	NPC32534
Remote Similarity	0.6574	NPC107160
Remote Similarity	0.6571	NPC88121
Remote Similarity	0.6561	NPC469938
Remote Similarity	0.6557	NPC293487
Remote Similarity	0.6557	NPC308906
Remote Similarity	0.6554	NPC159856
Remote Similarity	0.6541	NPC472587
Remote Similarity	0.6541	NPC476118
Remote Similarity	0.6536	NPC187951
Remote Similarity	0.6534	NPC20144
Remote Similarity	0.6532	NPC125746
Remote Similarity	0.6532	NPC314102
Remote Similarity	0.6532	NPC251722
Remote Similarity	0.6529	NPC256893
Remote Similarity	0.6527	NPC476950
Remote Similarity	0.6522	NPC122141
Remote Similarity	0.6517	NPC129042
Remote Similarity	0.6517	NPC478186
Remote Similarity	0.6484	NPC470507
Remote Similarity	0.648	NPC254762
Remote Similarity	0.6471	NPC478183
Remote Similarity	0.6468	NPC156003
Remote Similarity	0.6467	NPC475990
Remote Similarity	0.6467	NPC221786
Remote Similarity	0.6467	NPC474880
Remote Similarity	0.6467	NPC6436
Remote Similarity	0.6458	NPC176199
Remote Similarity	0.6458	NPC215795
Remote Similarity	0.6452	NPC271734
Remote Similarity	0.6452	NPC2497
Remote Similarity	0.6452	NPC478184
Remote Similarity	0.6452	NPC317105
Remote Similarity	0.6444	NPC39092
Remote Similarity	0.644	NPC280852
Remote Similarity	0.6438	NPC69843
Remote Similarity	0.6437	NPC150259
Remote Similarity	0.6432	NPC229173
Remote Similarity	0.6429	NPC200743
Remote Similarity	0.6429	NPC325903
Remote Similarity	0.6425	NPC288838
Remote Similarity	0.6425	NPC63545
Remote Similarity	0.642	NPC115611
Remote Similarity	0.642	NPC238499
Remote Similarity	0.6416	NPC198988
Remote Similarity	0.6415	NPC62995
Remote Similarity	0.6413	NPC236711
Remote Similarity	0.6413	NPC299594
Remote Similarity	0.6409	NPC53947
Remote Similarity	0.6409	NPC40070
Remote Similarity	0.6406	NPC326575
Remote Similarity	0.6406	NPC313884
Remote Similarity	0.6406	NPC59269
Remote Similarity	0.6406	NPC98371
Remote Similarity	0.6402	NPC194411
Remote Similarity	0.64	NPC473178
Remote Similarity	0.6398	NPC143156
Remote Similarity	0.6398	NPC478185
Remote Similarity	0.6392	NPC307191
Remote Similarity	0.6389	NPC179787
Remote Similarity	0.6389	NPC201380
Remote Similarity	0.6389	NPC469811
Remote Similarity	0.6384	NPC277157
Remote Similarity	0.6383	NPC56233
Remote Similarity	0.6372	NPC171393
Remote Similarity	0.6372	NPC295452
Remote Similarity	0.6369	NPC314372
Remote Similarity	0.6369	NPC470440
Remote Similarity	0.6368	NPC158129
Remote Similarity	0.6364	NPC88097
Remote Similarity	0.6359	NPC243058
Remote Similarity	0.6354	NPC56618
Remote Similarity	0.6354	NPC321911
Remote Similarity	0.635	NPC304187
Remote Similarity	0.635	NPC477166
Remote Similarity	0.6348	NPC190296
Remote Similarity	0.6344	NPC81229
Remote Similarity	0.6344	NPC255229
Remote Similarity	0.6344	NPC473320
Remote Similarity	0.6341	NPC54537
Remote Similarity	0.6339	NPC281094
Remote Similarity	0.6335	NPC314557
Remote Similarity	0.6335	NPC21461
Remote Similarity	0.6335	NPC160666
Remote Similarity	0.6333	NPC143872
Remote Similarity	0.6331	NPC75999
Remote Similarity	0.6328	NPC284635
Remote Similarity	0.6327	NPC472294
Remote Similarity	0.6324	NPC129721
Remote Similarity	0.6321	NPC68354
Remote Similarity	0.6319	NPC33421
Remote Similarity	0.6316	NPC91895
Remote Similarity	0.6311	NPC30540
Remote Similarity	0.631	NPC122718
Remote Similarity	0.6307	NPC169433
Remote Similarity	0.6306	NPC267078
Remote Similarity	0.6306	NPC935
Remote Similarity	0.6304	NPC471458
Remote Similarity	0.6302	NPC37423
Remote Similarity	0.6302	NPC275305
Remote Similarity	0.6298	NPC475288
Remote Similarity	0.6294	NPC15102
Remote Similarity	0.6291	NPC250835
Remote Similarity	0.629	NPC477591
Remote Similarity	0.6286	NPC325252
Remote Similarity	0.6286	NPC218268
Remote Similarity	0.6283	NPC6982
Remote Similarity	0.6278	NPC474357
Remote Similarity	0.6277	NPC8104
Remote Similarity	0.6277	NPC247987
Remote Similarity	0.6276	NPC48938
Remote Similarity	0.6275	NPC474916
Remote Similarity	0.6275	NPC265576
Remote Similarity	0.6274	NPC294620
Remote Similarity	0.6269	NPC472122
Remote Similarity	0.6269	NPC24594
Remote Similarity	0.6269	NPC315715
Remote Similarity	0.6268	NPC166492
Remote Similarity	0.6268	NPC473362
Remote Similarity	0.6263	NPC314573
Remote Similarity	0.6263	NPC63751
Remote Similarity	0.6263	NPC90415
Remote Similarity	0.6261	NPC470323
Remote Similarity	0.6256	NPC91179
Remote Similarity	0.625	NPC469765
Remote Similarity	0.625	NPC161861
Remote Similarity	0.625	NPC469760
Remote Similarity	0.625	NPC259644
Remote Similarity	0.625	NPC469763
Remote Similarity	0.625	NPC469786
Remote Similarity	0.625	NPC25008
Remote Similarity	0.625	NPC73952
Remote Similarity	0.625	NPC34508
Remote Similarity	0.6244	NPC203635
Remote Similarity	0.6244	NPC21429
Remote Similarity	0.6243	NPC475450
Remote Similarity	0.6243	NPC179365

Drug Structure

NPD5943 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 5.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 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 0.9000 3.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -2.5411 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 -2.6831 -0.3090 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 -3.5491 -1.8090 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 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6389 3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9000 2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 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 3.0878 -1.6750 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 -0.9511 -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 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -3.3090 0.0000 C 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 -5.2812 -2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 2.6453 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 -4.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -4.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -1.3090 0.0000 H 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 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 11 2 0 0 0 0 8 20 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 17 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 22 28 1 0 0 0 0 23 25 2 0 0 0 0 23 28 1 0 0 0 0 24 26 2 3 0 0 0 24 29 1 0 0 0 0 26 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000154
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918877
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.22
ALogP	-0.5656
MLogP	3.44
XLogP	6.742
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	73.88
RO5 Violation	1