NPASS drugs

Drug Information

Drug ID:	NPD4132
Drug Name:
Molecular Formula:	C20H26N4O4
Canonical SMILES:	CCCn1c(=O)n(CCC)c(=O)c2c1nc(n2C)c1ccc(c(c1)OC)OC
Standard InCHI:	InChI=1S/C20H26N4O4/c1-6-10-23-18-16(19(25)24(11-7-2)20(23)26)22(3)17(21-18)13-8-9-14(27-4)15(12-13)28-5/h8-9,12H,6-7,10-11H2,1-5H3
Standard InCHIKey:	FSUNYKAEJIVAHY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4132

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	438
0.1-0.2	3694
0.2-0.3	9191
0.3-0.4	6651
0.4-0.5	7989
0.5-0.6	2551
0.6-0.7	354
0.7-0.8	21
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	0.8028	NPC308906
Intermediate Similarity	0.7738	NPC467439
Intermediate Similarity	0.7556	NPC17305
Intermediate Similarity	0.7545	NPC242923
Intermediate Similarity	0.7545	NPC136924
Intermediate Similarity	0.7534	NPC12100
Intermediate Similarity	0.7533	NPC35761
Intermediate Similarity	0.7522	NPC46970
Intermediate Similarity	0.7511	NPC237978
Intermediate Similarity	0.7418	NPC280638
Intermediate Similarity	0.7344	NPC472031
Intermediate Similarity	0.7344	NPC51854
Intermediate Similarity	0.7344	NPC472067
Intermediate Similarity	0.7344	NPC472066
Intermediate Similarity	0.7303	NPC9729
Intermediate Similarity	0.7261	NPC472068
Intermediate Similarity	0.7222	NPC160666
Intermediate Similarity	0.7203	NPC208898
Intermediate Similarity	0.7106	NPC115595
Intermediate Similarity	0.7094	NPC157931
Intermediate Similarity	0.7085	NPC303374
Intermediate Similarity	0.7013	NPC250178
Remote Similarity	0.6992	NPC471762
Remote Similarity	0.6951	NPC295898
Remote Similarity	0.6949	NPC257851
Remote Similarity	0.6947	NPC82548
Remote Similarity	0.6943	NPC236668
Remote Similarity	0.6936	NPC471615
Remote Similarity	0.6927	NPC133140
Remote Similarity	0.6927	NPC195268
Remote Similarity	0.6926	NPC477796
Remote Similarity	0.6926	NPC477795
Remote Similarity	0.6926	NPC477806
Remote Similarity	0.6926	NPC477805
Remote Similarity	0.692	NPC66777
Remote Similarity	0.692	NPC315822
Remote Similarity	0.6913	NPC146976
Remote Similarity	0.691	NPC323969
Remote Similarity	0.6878	NPC187145
Remote Similarity	0.6861	NPC477019
Remote Similarity	0.6847	NPC127085
Remote Similarity	0.6842	NPC174758
Remote Similarity	0.6831	NPC30540
Remote Similarity	0.683	NPC31930
Remote Similarity	0.6827	NPC56271
Remote Similarity	0.6816	NPC4071
Remote Similarity	0.6816	NPC476578
Remote Similarity	0.6816	NPC476582
Remote Similarity	0.6766	NPC54066
Remote Similarity	0.6754	NPC313189
Remote Similarity	0.6745	NPC312872
Remote Similarity	0.674	NPC476581
Remote Similarity	0.674	NPC36229
Remote Similarity	0.674	NPC16452
Remote Similarity	0.6736	NPC172222
Remote Similarity	0.6696	NPC174672
Remote Similarity	0.6681	NPC471603
Remote Similarity	0.6681	NPC122436
Remote Similarity	0.6681	NPC202768
Remote Similarity	0.6681	NPC296482
Remote Similarity	0.6681	NPC53069
Remote Similarity	0.6667	NPC274982
Remote Similarity	0.6667	NPC290689
Remote Similarity	0.6652	NPC149471
Remote Similarity	0.6652	NPC271215
Remote Similarity	0.6639	NPC253675
Remote Similarity	0.6638	NPC305984
Remote Similarity	0.6621	NPC204385
Remote Similarity	0.6609	NPC243850
Remote Similarity	0.6609	NPC135549
Remote Similarity	0.6599	NPC471614
Remote Similarity	0.6598	NPC141053
Remote Similarity	0.6594	NPC210256
Remote Similarity	0.659	NPC206201
Remote Similarity	0.6582	NPC48317
Remote Similarity	0.6582	NPC288987
Remote Similarity	0.658	NPC287208
Remote Similarity	0.6574	NPC181905
Remote Similarity	0.6569	NPC210434
Remote Similarity	0.6564	NPC234197
Remote Similarity	0.6562	NPC198401
Remote Similarity	0.6555	NPC128115
Remote Similarity	0.6543	NPC24019
Remote Similarity	0.654	NPC100079
Remote Similarity	0.654	NPC23614
Remote Similarity	0.6538	NPC112206
Remote Similarity	0.6538	NPC96405
Remote Similarity	0.6538	NPC472098
Remote Similarity	0.6538	NPC264176
Remote Similarity	0.6538	NPC171409
Remote Similarity	0.6538	NPC202605
Remote Similarity	0.6537	NPC74619
Remote Similarity	0.6537	NPC16249
Remote Similarity	0.6531	NPC22481
Remote Similarity	0.6524	NPC188420
Remote Similarity	0.6522	NPC26543
Remote Similarity	0.6516	NPC260434
Remote Similarity	0.6511	NPC316181
Remote Similarity	0.6511	NPC74562
Remote Similarity	0.6511	NPC151781
Remote Similarity	0.6511	NPC266931
Remote Similarity	0.6506	NPC148889
Remote Similarity	0.6502	NPC194740
Remote Similarity	0.65	NPC280272
Remote Similarity	0.6494	NPC472111
Remote Similarity	0.6492	NPC474183
Remote Similarity	0.6492	NPC101350
Remote Similarity	0.6491	NPC176538
Remote Similarity	0.6481	NPC469589
Remote Similarity	0.648	NPC171393
Remote Similarity	0.648	NPC295452
Remote Similarity	0.6478	NPC108342
Remote Similarity	0.6478	NPC295228
Remote Similarity	0.6478	NPC223427
Remote Similarity	0.6475	NPC278525
Remote Similarity	0.6468	NPC251160
Remote Similarity	0.6461	NPC478078
Remote Similarity	0.6453	NPC471304
Remote Similarity	0.6452	NPC182907
Remote Similarity	0.6452	NPC189903
Remote Similarity	0.6452	NPC184680
Remote Similarity	0.6452	NPC235685
Remote Similarity	0.6449	NPC476999
Remote Similarity	0.6448	NPC41982
Remote Similarity	0.6444	NPC46451
Remote Similarity	0.6434	NPC63109
Remote Similarity	0.6426	NPC166722
Remote Similarity	0.6426	NPC470785
Remote Similarity	0.6422	NPC472286
Remote Similarity	0.6422	NPC472287
Remote Similarity	0.6417	NPC472099
Remote Similarity	0.6414	NPC235076
Remote Similarity	0.6414	NPC50511
Remote Similarity	0.6414	NPC50562
Remote Similarity	0.6411	NPC272549
Remote Similarity	0.6405	NPC130570
Remote Similarity	0.6402	NPC303658
Remote Similarity	0.6391	NPC232727
Remote Similarity	0.6387	NPC67658
Remote Similarity	0.6387	NPC322064
Remote Similarity	0.6375	NPC99891
Remote Similarity	0.6375	NPC17565
Remote Similarity	0.6375	NPC168209
Remote Similarity	0.6371	NPC90875
Remote Similarity	0.6368	NPC476465
Remote Similarity	0.6367	NPC311906
Remote Similarity	0.6367	NPC476997
Remote Similarity	0.6364	NPC211813
Remote Similarity	0.6364	NPC220851
Remote Similarity	0.636	NPC473513
Remote Similarity	0.636	NPC470784
Remote Similarity	0.6356	NPC233334
Remote Similarity	0.6348	NPC329793
Remote Similarity	0.6346	NPC150447
Remote Similarity	0.6343	NPC258773
Remote Similarity	0.6341	NPC476996
Remote Similarity	0.6341	NPC476998
Remote Similarity	0.6339	NPC230805
Remote Similarity	0.6339	NPC472289
Remote Similarity	0.6333	NPC204446
Remote Similarity	0.6331	NPC329631
Remote Similarity	0.6329	NPC26679
Remote Similarity	0.6316	NPC473639
Remote Similarity	0.631	NPC210296
Remote Similarity	0.6303	NPC162530
Remote Similarity	0.6301	NPC476994
Remote Similarity	0.6301	NPC246381
Remote Similarity	0.63	NPC198673
Remote Similarity	0.6299	NPC124313
Remote Similarity	0.6298	NPC215837
Remote Similarity	0.6296	NPC243633
Remote Similarity	0.6296	NPC175150
Remote Similarity	0.6293	NPC66815
Remote Similarity	0.629	NPC144114
Remote Similarity	0.6289	NPC63971
Remote Similarity	0.6289	NPC91868
Remote Similarity	0.6288	NPC267928
Remote Similarity	0.6285	NPC84164
Remote Similarity	0.6285	NPC39092
Remote Similarity	0.6285	NPC207283
Remote Similarity	0.6283	NPC92111
Remote Similarity	0.6277	NPC329747
Remote Similarity	0.6277	NPC315957
Remote Similarity	0.6271	NPC185782
Remote Similarity	0.627	NPC65277
Remote Similarity	0.6269	NPC318068
Remote Similarity	0.6266	NPC476138
Remote Similarity	0.6266	NPC96321
Remote Similarity	0.6266	NPC245816
Remote Similarity	0.6266	NPC173080
Remote Similarity	0.6266	NPC53144
Remote Similarity	0.6261	NPC168911
Remote Similarity	0.6261	NPC176127
Remote Similarity	0.6261	NPC316981
Remote Similarity	0.626	NPC323244
Remote Similarity	0.6256	NPC79213
Remote Similarity	0.6255	NPC53344
Remote Similarity	0.6255	NPC476995
Remote Similarity	0.6255	NPC270918
Remote Similarity	0.6255	NPC60621

Drug Structure

NPD4132 OpenBabel08211704332D 28 30 0 0 0 0 0 0 0 0999 V2000 -0.0000 -4.0000 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 -2.9921 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7709 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -4.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -4.7709 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 0.3660 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 -3.2709 -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 -0.8660 0.5000 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 -2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2709 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 1.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 22 1 0 0 0 0 4 27 1 0 0 0 0 5 28 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 19 25 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 20 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004457
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123739
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.20
ALogP	-1.1895
MLogP	2.78
XLogP	2.433
HDA	6
HBD	0
Rotatable Bonds	12
TPSA	76.9
RO5 Violation	0