NPASS drugs

Drug Information

Drug ID:	NPD4155
Drug Name:
Molecular Formula:	C20H27N5O3
Canonical SMILES:	OCCN(CCn1c(Cc2ccccc2)nc2c1c(=O)n(C)c(=O)n2C)CC
Standard InCHI:	InChI=1S/C20H27N5O3/c1-4-24(12-13-26)10-11-25-16(14-15-8-6-5-7-9-15)21-18-17(25)19(27)23(3)20(28)22(18)2/h5-9,26H,4,10-14H2,1-3H3
Standard InCHIKey:	VVUYEFBRTFASAH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4155

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	203
0.1-0.2	2662
0.2-0.3	13875
0.3-0.4	10077
0.4-0.5	2280
0.5-0.6	1625
0.6-0.7	163
0.7-0.8	5
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	0.7384	NPC469975
Intermediate Similarity	0.7126	NPC226184
Intermediate Similarity	0.7126	NPC76544
Intermediate Similarity	0.7126	NPC167285
Intermediate Similarity	0.7037	NPC476341
Remote Similarity	0.6973	NPC317054
Remote Similarity	0.6931	NPC71238
Remote Similarity	0.6832	NPC109322
Remote Similarity	0.6829	NPC54981
Remote Similarity	0.6751	NPC280638
Remote Similarity	0.6746	NPC238945
Remote Similarity	0.6667	NPC242923
Remote Similarity	0.6602	NPC116555
Remote Similarity	0.6564	NPC135601
Remote Similarity	0.6564	NPC141612
Remote Similarity	0.6564	NPC17273
Remote Similarity	0.654	NPC177996
Remote Similarity	0.654	NPC147983
Remote Similarity	0.6513	NPC133003
Remote Similarity	0.65	NPC282531
Remote Similarity	0.6485	NPC180493
Remote Similarity	0.6477	NPC16659
Remote Similarity	0.6462	NPC21429
Remote Similarity	0.6449	NPC308906
Remote Similarity	0.6449	NPC250178
Remote Similarity	0.6444	NPC114209
Remote Similarity	0.6432	NPC267811
Remote Similarity	0.6425	NPC265710
Remote Similarity	0.6417	NPC478182
Remote Similarity	0.6415	NPC303899
Remote Similarity	0.6393	NPC281094
Remote Similarity	0.6392	NPC24864
Remote Similarity	0.6382	NPC324091
Remote Similarity	0.638	NPC160666
Remote Similarity	0.6359	NPC476297
Remote Similarity	0.6359	NPC120070
Remote Similarity	0.6359	NPC476219
Remote Similarity	0.6335	NPC69843
Remote Similarity	0.6335	NPC115595
Remote Similarity	0.633	NPC478184
Remote Similarity	0.6316	NPC243850
Remote Similarity	0.6308	NPC314281
Remote Similarity	0.6308	NPC471192
Remote Similarity	0.6308	NPC40530
Remote Similarity	0.6308	NPC73994
Remote Similarity	0.6298	NPC478186
Remote Similarity	0.6295	NPC158055
Remote Similarity	0.6294	NPC285923
Remote Similarity	0.6294	NPC470003
Remote Similarity	0.6289	NPC240088
Remote Similarity	0.6289	NPC473380
Remote Similarity	0.6257	NPC293487
Remote Similarity	0.6256	NPC476817
Remote Similarity	0.6256	NPC12649
Remote Similarity	0.625	NPC472260
Remote Similarity	0.6244	NPC6865
Remote Similarity	0.6244	NPC471193
Remote Similarity	0.6244	NPC153980
Remote Similarity	0.6244	NPC471194
Remote Similarity	0.6243	NPC470440
Remote Similarity	0.6243	NPC324445
Remote Similarity	0.6233	NPC470731
Remote Similarity	0.6233	NPC470732
Remote Similarity	0.6232	NPC54537
Remote Similarity	0.6214	NPC106118
Remote Similarity	0.6211	NPC256849
Remote Similarity	0.621	NPC312942
Remote Similarity	0.621	NPC253987
Remote Similarity	0.621	NPC327095
Remote Similarity	0.6205	NPC14325
Remote Similarity	0.6205	NPC83774
Remote Similarity	0.6205	NPC28848
Remote Similarity	0.6201	NPC238499
Remote Similarity	0.6198	NPC65080
Remote Similarity	0.6197	NPC72956
Remote Similarity	0.6195	NPC471199
Remote Similarity	0.619	NPC471191
Remote Similarity	0.6188	NPC473763
Remote Similarity	0.6188	NPC117244
Remote Similarity	0.6186	NPC469529
Remote Similarity	0.6182	NPC40455
Remote Similarity	0.6178	NPC114637
Remote Similarity	0.6178	NPC478183
Remote Similarity	0.6172	NPC317701
Remote Similarity	0.6171	NPC323244
Remote Similarity	0.6162	NPC159125
Remote Similarity	0.6162	NPC102755
Remote Similarity	0.6154	NPC19170
Remote Similarity	0.6154	NPC151635
Remote Similarity	0.615	NPC94752
Remote Similarity	0.6146	NPC470787
Remote Similarity	0.6146	NPC79356
Remote Similarity	0.6146	NPC472540
Remote Similarity	0.6146	NPC472539
Remote Similarity	0.6146	NPC102592
Remote Similarity	0.6143	NPC472259
Remote Similarity	0.6142	NPC61011
Remote Similarity	0.6142	NPC88110
Remote Similarity	0.614	NPC282247
Remote Similarity	0.6134	NPC161861
Remote Similarity	0.6133	NPC42483
Remote Similarity	0.6133	NPC328924
Remote Similarity	0.6117	NPC299594
Remote Similarity	0.6117	NPC472541
Remote Similarity	0.6117	NPC472542
Remote Similarity	0.6114	NPC32534
Remote Similarity	0.6114	NPC91895
Remote Similarity	0.6111	NPC191415
Remote Similarity	0.6111	NPC113626
Remote Similarity	0.6109	NPC64216
Remote Similarity	0.6105	NPC478185
Remote Similarity	0.6105	NPC194881
Remote Similarity	0.6103	NPC469938
Remote Similarity	0.6101	NPC467439
Remote Similarity	0.6095	NPC295548
Remote Similarity	0.6094	NPC56233
Remote Similarity	0.6091	NPC11126
Remote Similarity	0.6089	NPC470323
Remote Similarity	0.6085	NPC300238
Remote Similarity	0.6082	NPC355
Remote Similarity	0.6081	NPC35761
Remote Similarity	0.608	NPC471609
Remote Similarity	0.6077	NPC469308
Remote Similarity	0.6075	NPC217021
Remote Similarity	0.6075	NPC470679
Remote Similarity	0.6075	NPC117032
Remote Similarity	0.6073	NPC136924
Remote Similarity	0.6071	NPC136441
Remote Similarity	0.6071	NPC297862
Remote Similarity	0.6068	NPC472116
Remote Similarity	0.6067	NPC216159
Remote Similarity	0.6062	NPC267078
Remote Similarity	0.6062	NPC935
Remote Similarity	0.6061	NPC15840
Remote Similarity	0.6061	NPC91179
Remote Similarity	0.6057	NPC325479
Remote Similarity	0.6056	NPC104483
Remote Similarity	0.6055	NPC12100
Remote Similarity	0.605	NPC46895
Remote Similarity	0.605	NPC228835
Remote Similarity	0.6047	NPC320968
Remote Similarity	0.6043	NPC472833
Remote Similarity	0.6038	NPC225400
Remote Similarity	0.6035	NPC474357
Remote Similarity	0.6034	NPC65408
Remote Similarity	0.6032	NPC472832
Remote Similarity	0.6032	NPC18308
Remote Similarity	0.6029	NPC129909
Remote Similarity	0.6029	NPC243716
Remote Similarity	0.6027	NPC107160
Remote Similarity	0.6021	NPC470203
Remote Similarity	0.6019	NPC294693
Remote Similarity	0.6018	NPC17305
Remote Similarity	0.6011	NPC296437
Remote Similarity	0.6011	NPC209362
Remote Similarity	0.601	NPC248462
Remote Similarity	0.601	NPC472289
Remote Similarity	0.601	NPC133261
Remote Similarity	0.6009	NPC471155
Remote Similarity	0.6009	NPC470786
Remote Similarity	0.6009	NPC472538
Remote Similarity	0.6	NPC158129
Remote Similarity	0.6	NPC476688
Remote Similarity	0.6	NPC143533
Remote Similarity	0.6	NPC476686
Remote Similarity	0.6	NPC237978
Remote Similarity	0.6	NPC207554
Remote Similarity	0.6	NPC105758
Remote Similarity	0.5991	NPC473376
Remote Similarity	0.5991	NPC46970
Remote Similarity	0.599	NPC478077
Remote Similarity	0.599	NPC271734
Remote Similarity	0.599	NPC311858
Remote Similarity	0.5989	NPC277157
Remote Similarity	0.5988	NPC476566
Remote Similarity	0.5981	NPC270241
Remote Similarity	0.5981	NPC81535
Remote Similarity	0.5979	NPC278874
Remote Similarity	0.5979	NPC84317
Remote Similarity	0.5978	NPC204141
Remote Similarity	0.5973	NPC116622
Remote Similarity	0.597	NPC477003
Remote Similarity	0.597	NPC165495
Remote Similarity	0.5969	NPC68650
Remote Similarity	0.5969	NPC470204
Remote Similarity	0.5968	NPC321052
Remote Similarity	0.5966	NPC207428
Remote Similarity	0.5963	NPC75131
Remote Similarity	0.596	NPC234987
Remote Similarity	0.5955	NPC300299
Remote Similarity	0.595	NPC477891
Remote Similarity	0.5947	NPC124276
Remote Similarity	0.5945	NPC471603
Remote Similarity	0.5941	NPC202521
Remote Similarity	0.5936	NPC473878
Remote Similarity	0.5934	NPC476521
Remote Similarity	0.5933	NPC473640
Remote Similarity	0.5933	NPC239954
Remote Similarity	0.5933	NPC212213
Remote Similarity	0.5932	NPC256893

Drug Structure

NPD4155 OpenBabel08211704332D 29 31 0 0 0 0 0 0 0 0999 V2000 1.3375 5.5218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5454 4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0102 2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9612 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1488 4.1835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3567 5.1616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 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 0.8023 3.8745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3864 5.8308 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1785 6.8089 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 26 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 27 2 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 28 2 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007076
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.21
ALogP	-0.519
MLogP	2.78
XLogP	2.739
HDA	8
HBD	1
Rotatable Bonds	12
TPSA	81.91
RO5 Violation	0