NPASS drugs

Drug Information

Drug ID:	NPD4213
Drug Name:
Molecular Formula:	C20H30N4O2
Canonical SMILES:	CCCCc1nc2c(n1CCN(CC)CC)ccc(c2)/C=C/C(=NO)O
Standard InCHI:	InChI=1S/C20H30N4O2/c1-4-7-8-19-21-17-15-16(10-12-20(25)22-26)9-11-18(17)24(19)14-13-23(5-2)6-3/h9-12,15,26H,4-8,13-14H2,1-3H3,(H,22,25)/b12-10+
Standard InCHIKey:	JHDKZFFAIZKUCU-ZRDIBKRKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4213

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	405
0.1-0.2	6918
0.2-0.3	14232
0.3-0.4	5365
0.4-0.5	1984
0.5-0.6	1581
0.6-0.7	389
0.7-0.8	16
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	0.7953	NPC317054
Intermediate Similarity	0.7784	NPC300238
Intermediate Similarity	0.773	NPC114209
Intermediate Similarity	0.7697	NPC476341
Intermediate Similarity	0.7547	NPC216159
Intermediate Similarity	0.7486	NPC471609
Intermediate Similarity	0.7485	NPC42483
Intermediate Similarity	0.7365	NPC282531
Intermediate Similarity	0.7278	NPC469975
Intermediate Similarity	0.7093	NPC476297
Intermediate Similarity	0.7093	NPC476219
Intermediate Similarity	0.7062	NPC49217
Intermediate Similarity	0.7039	NPC105758
Intermediate Similarity	0.7039	NPC476688
Intermediate Similarity	0.7039	NPC476686
Intermediate Similarity	0.7022	NPC278874
Remote Similarity	0.6915	NPC472289
Remote Similarity	0.6901	NPC470111
Remote Similarity	0.6897	NPC120070
Remote Similarity	0.6865	NPC477891
Remote Similarity	0.6821	NPC24678
Remote Similarity	0.6821	NPC105818
Remote Similarity	0.6813	NPC208060
Remote Similarity	0.6805	NPC88121
Remote Similarity	0.68	NPC38736
Remote Similarity	0.6798	NPC224632
Remote Similarity	0.6798	NPC470203
Remote Similarity	0.6798	NPC225018
Remote Similarity	0.6796	NPC164664
Remote Similarity	0.6786	NPC104483
Remote Similarity	0.6784	NPC204141
Remote Similarity	0.6782	NPC471603
Remote Similarity	0.6763	NPC124005
Remote Similarity	0.6763	NPC37548
Remote Similarity	0.6763	NPC288445
Remote Similarity	0.6761	NPC184476
Remote Similarity	0.6742	NPC470204
Remote Similarity	0.6733	NPC242923
Remote Similarity	0.6725	NPC242556
Remote Similarity	0.672	NPC16659
Remote Similarity	0.6701	NPC469308
Remote Similarity	0.6686	NPC159856
Remote Similarity	0.6684	NPC144114
Remote Similarity	0.6682	NPC187145
Remote Similarity	0.6667	NPC476118
Remote Similarity	0.6667	NPC478182
Remote Similarity	0.6667	NPC20144
Remote Similarity	0.6667	NPC265710
Remote Similarity	0.6667	NPC51054
Remote Similarity	0.6667	NPC150259
Remote Similarity	0.6667	NPC187951
Remote Similarity	0.6667	NPC472587
Remote Similarity	0.6667	NPC282247
Remote Similarity	0.6667	NPC71238
Remote Similarity	0.6651	NPC158055
Remote Similarity	0.6647	NPC129042
Remote Similarity	0.663	NPC314557
Remote Similarity	0.6614	NPC108011
Remote Similarity	0.661	NPC470507
Remote Similarity	0.659	NPC314372
Remote Similarity	0.6575	NPC271734
Remote Similarity	0.657	NPC190296
Remote Similarity	0.6569	NPC54981
Remote Similarity	0.6568	NPC125746
Remote Similarity	0.6566	NPC256893
Remote Similarity	0.6564	NPC476950
Remote Similarity	0.6564	NPC280638
Remote Similarity	0.6564	NPC75999
Remote Similarity	0.6559	NPC315715
Remote Similarity	0.6552	NPC478186
Remote Similarity	0.655	NPC238499
Remote Similarity	0.6548	NPC198988
Remote Similarity	0.6543	NPC24864
Remote Similarity	0.6538	NPC195507
Remote Similarity	0.6538	NPC2165
Remote Similarity	0.6536	NPC299594
Remote Similarity	0.6524	NPC326575
Remote Similarity	0.6524	NPC473380
Remote Similarity	0.6524	NPC240088
Remote Similarity	0.6522	NPC32534
Remote Similarity	0.6512	NPC277157
Remote Similarity	0.6507	NPC250178
Remote Similarity	0.6505	NPC469938
Remote Similarity	0.65	NPC135141
Remote Similarity	0.65	NPC293487
Remote Similarity	0.65	NPC6436
Remote Similarity	0.65	NPC92796
Remote Similarity	0.6494	NPC470440
Remote Similarity	0.6489	NPC176199
Remote Similarity	0.6489	NPC215795
Remote Similarity	0.6486	NPC158129
Remote Similarity	0.6471	NPC314102
Remote Similarity	0.6471	NPC251722
Remote Similarity	0.6464	NPC473320
Remote Similarity	0.6464	NPC122141
Remote Similarity	0.6464	NPC255229
Remote Similarity	0.6464	NPC81229
Remote Similarity	0.6461	NPC469786
Remote Similarity	0.6461	NPC469765
Remote Similarity	0.6461	NPC73952
Remote Similarity	0.6461	NPC25008
Remote Similarity	0.6461	NPC281094
Remote Similarity	0.6461	NPC259644
Remote Similarity	0.6461	NPC469760
Remote Similarity	0.6461	NPC469763
Remote Similarity	0.6456	NPC476566
Remote Similarity	0.6453	NPC115611
Remote Similarity	0.6449	NPC107160
Remote Similarity	0.6444	NPC129721
Remote Similarity	0.6444	NPC236711
Remote Similarity	0.6441	NPC40070
Remote Similarity	0.6433	NPC8590
Remote Similarity	0.6432	NPC194411
Remote Similarity	0.6429	NPC308906
Remote Similarity	0.6425	NPC212376
Remote Similarity	0.6425	NPC70922
Remote Similarity	0.6425	NPC75540
Remote Similarity	0.6425	NPC471458
Remote Similarity	0.6425	NPC80597
Remote Similarity	0.6425	NPC211572
Remote Similarity	0.642	NPC201380
Remote Similarity	0.642	NPC179787
Remote Similarity	0.6413	NPC478183
Remote Similarity	0.6412	NPC325252
Remote Similarity	0.6412	NPC218268
Remote Similarity	0.6402	NPC2497
Remote Similarity	0.64	NPC285731
Remote Similarity	0.6398	NPC6982
Remote Similarity	0.6395	NPC73767
Remote Similarity	0.6395	NPC88097
Remote Similarity	0.6393	NPC478184
Remote Similarity	0.6392	NPC230805
Remote Similarity	0.6384	NPC321911
Remote Similarity	0.6383	NPC472122
Remote Similarity	0.6383	NPC24594
Remote Similarity	0.6378	NPC304187
Remote Similarity	0.6378	NPC477166
Remote Similarity	0.6369	NPC471322
Remote Similarity	0.6368	NPC54537
Remote Similarity	0.6364	NPC143872
Remote Similarity	0.6364	NPC63545
Remote Similarity	0.6364	NPC34508
Remote Similarity	0.6358	NPC469783
Remote Similarity	0.6358	NPC469761
Remote Similarity	0.6358	NPC2949
Remote Similarity	0.6358	NPC469779
Remote Similarity	0.6358	NPC469780
Remote Similarity	0.6358	NPC469784
Remote Similarity	0.6358	NPC469768
Remote Similarity	0.6358	NPC59084
Remote Similarity	0.6358	NPC469767
Remote Similarity	0.6354	NPC469762
Remote Similarity	0.6349	NPC68354
Remote Similarity	0.6348	NPC33421
Remote Similarity	0.6344	NPC280548
Remote Similarity	0.6344	NPC91895
Remote Similarity	0.6341	NPC116555
Remote Similarity	0.634	NPC254762
Remote Similarity	0.6339	NPC194881
Remote Similarity	0.6339	NPC16667
Remote Similarity	0.6339	NPC478185
Remote Similarity	0.6335	NPC30540
Remote Similarity	0.6335	NPC307191
Remote Similarity	0.6333	NPC267811
Remote Similarity	0.633	NPC275305
Remote Similarity	0.633	NPC37423
Remote Similarity	0.6329	NPC143156
Remote Similarity	0.6328	NPC469811
Remote Similarity	0.6328	NPC471957
Remote Similarity	0.6324	NPC160105
Remote Similarity	0.6324	NPC56233
Remote Similarity	0.6322	NPC63157
Remote Similarity	0.6322	NPC473868
Remote Similarity	0.6322	NPC469766
Remote Similarity	0.6319	NPC477591
Remote Similarity	0.6319	NPC41174
Remote Similarity	0.6316	NPC133261
Remote Similarity	0.6313	NPC69843
Remote Similarity	0.6313	NPC195314
Remote Similarity	0.6312	NPC81561
Remote Similarity	0.631	NPC22079
Remote Similarity	0.6307	NPC469525
Remote Similarity	0.6304	NPC247987
Remote Similarity	0.6304	NPC311276
Remote Similarity	0.6302	NPC243058
Remote Similarity	0.6301	NPC110126
Remote Similarity	0.6298	NPC285469
Remote Similarity	0.6298	NPC469785
Remote Similarity	0.6296	NPC134586
Remote Similarity	0.6296	NPC288785
Remote Similarity	0.6296	NPC121903
Remote Similarity	0.6296	NPC215519
Remote Similarity	0.6286	NPC62995
Remote Similarity	0.6284	NPC131718
Remote Similarity	0.6283	NPC472105
Remote Similarity	0.6283	NPC15840
Remote Similarity	0.6283	NPC187827
Remote Similarity	0.628	NPC290094
Remote Similarity	0.6279	NPC84911
Remote Similarity	0.6278	NPC325903

Drug Structure

NPD4213 OpenBabel08211704332D 28 29 0 0 0 0 0 0 0 0999 V2000 -3.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 3.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2435 1.5748 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 -0.9271 2.8532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 2.3179 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 -1.5878 -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 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 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 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 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 5.2812 -1.8090 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 -1.5962 2.1100 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 6.1472 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -3.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -1.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -2.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 23 1 0 0 0 0 6 23 1 0 0 0 0 7 8 1 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 22 2 3 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003496; DNCL002275
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49855250
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.24
ALogP	0.1055
MLogP	3
XLogP	4.744
HDA	4
HBD	2
Rotatable Bonds	15
TPSA	73.88
RO5 Violation	0