NPASS drugs

Drug Information

Drug ID:	NPD2478
Drug Name:
Molecular Formula:	C17H19N5
Canonical SMILES:	c1ccc(nc1)N1CCN(CC1)Cc1nc2c([nH]1)cccc2
Standard InCHI:	InChI=1S/C17H19N5/c1-2-6-15-14(5-1)19-16(20-15)13-21-9-11-22(12-10-21)17-7-3-4-8-18-17/h1-8H,9-13H2,(H,19,20)
Standard InCHIKey:	FRPJGTNLZNXQEX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2478

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	2193
0.1-0.2	13264
0.2-0.3	10764
0.3-0.4	1885
0.4-0.5	1262
0.5-0.6	1121
0.6-0.7	364
0.7-0.8	32
0.8-0.85	5
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	0.8355	NPC216159
Intermediate Similarity	0.8166	NPC317054
Intermediate Similarity	0.8121	NPC470203
Intermediate Similarity	0.8063	NPC114209
Intermediate Similarity	0.8061	NPC470204
Intermediate Similarity	0.7844	NPC122141
Intermediate Similarity	0.7784	NPC469308
Intermediate Similarity	0.7711	NPC120070
Intermediate Similarity	0.7702	NPC42483
Intermediate Similarity	0.7679	NPC300238
Intermediate Similarity	0.7588	NPC253687
Intermediate Similarity	0.7561	NPC63545
Intermediate Similarity	0.7545	NPC325903
Intermediate Similarity	0.7528	NPC307191
Intermediate Similarity	0.7515	NPC201380
Intermediate Similarity	0.7515	NPC179787
Intermediate Similarity	0.7515	NPC469811
Intermediate Similarity	0.75	NPC476219
Intermediate Similarity	0.7485	NPC470233
Intermediate Similarity	0.747	NPC321911
Intermediate Similarity	0.7401	NPC280852
Intermediate Similarity	0.7384	NPC225018
Intermediate Similarity	0.7296	NPC471603
Intermediate Similarity	0.7289	NPC204141
Intermediate Similarity	0.7262	NPC282531
Intermediate Similarity	0.7246	NPC143872
Intermediate Similarity	0.7241	NPC317105
Intermediate Similarity	0.7209	NPC236711
Intermediate Similarity	0.7193	NPC476297
Intermediate Similarity	0.7179	NPC116555
Intermediate Similarity	0.7158	NPC108011
Intermediate Similarity	0.7152	NPC84268
Intermediate Similarity	0.7108	NPC197068
Intermediate Similarity	0.7091	NPC88097
Intermediate Similarity	0.7039	NPC82331
Intermediate Similarity	0.7018	NPC40070
Intermediate Similarity	0.7006	NPC274229
Remote Similarity	0.6995	NPC16659
Remote Similarity	0.6988	NPC73767
Remote Similarity	0.698	NPC267811
Remote Similarity	0.6974	NPC143156
Remote Similarity	0.697	NPC125746
Remote Similarity	0.6968	NPC231536
Remote Similarity	0.6961	NPC471579
Remote Similarity	0.6946	NPC469767
Remote Similarity	0.6946	NPC469784
Remote Similarity	0.6946	NPC469768
Remote Similarity	0.6946	NPC469783
Remote Similarity	0.6946	NPC469779
Remote Similarity	0.6946	NPC469780
Remote Similarity	0.6946	NPC469761
Remote Similarity	0.6946	NPC115611
Remote Similarity	0.6941	NPC288838
Remote Similarity	0.694	NPC265710
Remote Similarity	0.6923	NPC474958
Remote Similarity	0.6919	NPC53947
Remote Similarity	0.6909	NPC96102
Remote Similarity	0.6905	NPC469766
Remote Similarity	0.6901	NPC470111
Remote Similarity	0.6889	NPC97343
Remote Similarity	0.6886	NPC110126
Remote Similarity	0.6885	NPC240088
Remote Similarity	0.6885	NPC473380
Remote Similarity	0.6875	NPC56765
Remote Similarity	0.6872	NPC49217
Remote Similarity	0.6871	NPC82295
Remote Similarity	0.6867	NPC105127
Remote Similarity	0.6867	NPC84911
Remote Similarity	0.6848	NPC198988
Remote Similarity	0.6845	NPC284635
Remote Similarity	0.6836	NPC229173
Remote Similarity	0.6836	NPC215584
Remote Similarity	0.6836	NPC44773
Remote Similarity	0.6818	NPC216643
Remote Similarity	0.6813	NPC314557
Remote Similarity	0.6807	NPC261195
Remote Similarity	0.6807	NPC29886
Remote Similarity	0.678	NPC221786
Remote Similarity	0.678	NPC475990
Remote Similarity	0.678	NPC474880
Remote Similarity	0.676	NPC478184
Remote Similarity	0.676	NPC247987
Remote Similarity	0.676	NPC478182
Remote Similarity	0.6749	NPC282247
Remote Similarity	0.6746	NPC279081
Remote Similarity	0.6739	NPC315715
Remote Similarity	0.6722	NPC280864
Remote Similarity	0.6722	NPC17751
Remote Similarity	0.6718	NPC265576
Remote Similarity	0.6707	NPC325252
Remote Similarity	0.6705	NPC21605
Remote Similarity	0.6686	NPC469975
Remote Similarity	0.6686	NPC314372
Remote Similarity	0.6685	NPC92796
Remote Similarity	0.6685	NPC135141
Remote Similarity	0.6685	NPC318065
Remote Similarity	0.6685	NPC293487
Remote Similarity	0.6685	NPC56233
Remote Similarity	0.6685	NPC206819
Remote Similarity	0.6667	NPC251722
Remote Similarity	0.6667	NPC314102
Remote Similarity	0.6667	NPC190296
Remote Similarity	0.6667	NPC101165
Remote Similarity	0.6667	NPC90723
Remote Similarity	0.665	NPC54981
Remote Similarity	0.6649	NPC472289
Remote Similarity	0.6647	NPC2949
Remote Similarity	0.6647	NPC230002
Remote Similarity	0.6647	NPC59084
Remote Similarity	0.6629	NPC286427
Remote Similarity	0.6629	NPC105818
Remote Similarity	0.6629	NPC24678
Remote Similarity	0.6619	NPC130570
Remote Similarity	0.6612	NPC474897
Remote Similarity	0.6608	NPC63157
Remote Similarity	0.6608	NPC473868
Remote Similarity	0.6604	NPC107160
Remote Similarity	0.6596	NPC191415
Remote Similarity	0.6593	NPC478183
Remote Similarity	0.6592	NPC477591
Remote Similarity	0.6592	NPC41257
Remote Similarity	0.659	NPC159856
Remote Similarity	0.6589	NPC470323
Remote Similarity	0.657	NPC20144
Remote Similarity	0.6564	NPC75999
Remote Similarity	0.6561	NPC48938
Remote Similarity	0.6561	NPC102755
Remote Similarity	0.6558	NPC935
Remote Similarity	0.6558	NPC267078
Remote Similarity	0.6554	NPC25008
Remote Similarity	0.6554	NPC200214
Remote Similarity	0.6554	NPC469786
Remote Similarity	0.6554	NPC469760
Remote Similarity	0.6554	NPC73952
Remote Similarity	0.6554	NPC469763
Remote Similarity	0.6554	NPC469765
Remote Similarity	0.6554	NPC259644
Remote Similarity	0.6545	NPC476131
Remote Similarity	0.6543	NPC27740
Remote Similarity	0.6543	NPC476322
Remote Similarity	0.6542	NPC69843
Remote Similarity	0.6538	NPC68938
Remote Similarity	0.6528	NPC474357
Remote Similarity	0.6526	NPC284678
Remote Similarity	0.6519	NPC478185
Remote Similarity	0.6517	NPC75540
Remote Similarity	0.6517	NPC211572
Remote Similarity	0.6517	NPC70922
Remote Similarity	0.6517	NPC80597
Remote Similarity	0.6517	NPC212376
Remote Similarity	0.6514	NPC471957
Remote Similarity	0.6513	NPC231655
Remote Similarity	0.6509	NPC218268
Remote Similarity	0.6506	NPC69914
Remote Similarity	0.6505	NPC297034
Remote Similarity	0.6503	NPC166424
Remote Similarity	0.6503	NPC245244
Remote Similarity	0.6503	NPC146373
Remote Similarity	0.6502	NPC71238
Remote Similarity	0.6494	NPC86288
Remote Similarity	0.6494	NPC470440
Remote Similarity	0.6485	NPC475288
Remote Similarity	0.6484	NPC21174
Remote Similarity	0.6484	NPC271797
Remote Similarity	0.6481	NPC46358
Remote Similarity	0.648	NPC469785
Remote Similarity	0.6474	NPC471609
Remote Similarity	0.6471	NPC150259
Remote Similarity	0.6467	NPC63751
Remote Similarity	0.6467	NPC471322
Remote Similarity	0.6462	NPC324149
Remote Similarity	0.6461	NPC232798
Remote Similarity	0.6458	NPC141612
Remote Similarity	0.6458	NPC17273
Remote Similarity	0.6458	NPC62749
Remote Similarity	0.6458	NPC135601
Remote Similarity	0.6455	NPC314281
Remote Similarity	0.6455	NPC40530
Remote Similarity	0.6453	NPC473362
Remote Similarity	0.6453	NPC166492
Remote Similarity	0.6452	NPC477611
Remote Similarity	0.6448	NPC195507
Remote Similarity	0.6448	NPC2165
Remote Similarity	0.6444	NPC469762
Remote Similarity	0.6441	NPC33421
Remote Similarity	0.6436	NPC59269
Remote Similarity	0.6432	NPC91895
Remote Similarity	0.6432	NPC32534
Remote Similarity	0.6432	NPC194411
Remote Similarity	0.6429	NPC474180
Remote Similarity	0.6429	NPC188821
Remote Similarity	0.6429	NPC326422
Remote Similarity	0.6425	NPC34844
Remote Similarity	0.6417	NPC280297
Remote Similarity	0.6407	NPC282398
Remote Similarity	0.6407	NPC22079
Remote Similarity	0.6406	NPC15102
Remote Similarity	0.6406	NPC99939
Remote Similarity	0.6406	NPC308931
Remote Similarity	0.6404	NPC216713

Drug Structure

NPD2478 OpenBabel08211702172D 23 26 0 0 0 0 0 0 0 0999 V2000 -8.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7788 1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 -7.7788 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 1.0685 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.6636 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 -5.1962 -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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5575 0.6637 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 15 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 20 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016779
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	293.16
ALogP	-0.336
MLogP	2.78
XLogP	2.734
HDA	5
HBD	1
Rotatable Bonds	3
TPSA	48.05
RO5 Violation	0