NPASS drugs

Drug Information

Drug ID:	NPD3041
Drug Name:	Fenethylline
Molecular Formula:	C18H23N5O2.ClH
Canonical SMILES:	CC(Cc1ccccc1)NCCn1cnc2c1c(=O)n(C)c(=O)n2C.Cl
Standard InCHI:	InChI=1S/C18H23N5O2.ClH/c1-13(11-14-7-5-4-6-8-14)19-9-10-23-12-20-16-15(23)17(24)22(3)18(25)21(16)2;/h4-8,12-13,19H,9-11H2,1-3H3;1H
Standard InCHIKey:	MVXGSLGVWBVZCA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3041

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	420
0.1-0.2	6101
0.2-0.3	15713
0.3-0.4	4846
0.4-0.5	2104
0.5-0.6	1459
0.6-0.7	237
0.7-0.8	10
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	0.7588	NPC469975
Intermediate Similarity	0.7439	NPC167285
Intermediate Similarity	0.7439	NPC226184
Intermediate Similarity	0.7439	NPC76544
Intermediate Similarity	0.7273	NPC71238
Intermediate Similarity	0.7186	NPC116555
Intermediate Similarity	0.7164	NPC54981
Intermediate Similarity	0.7158	NPC317054
Intermediate Similarity	0.7097	NPC16659
Intermediate Similarity	0.7043	NPC265710
Remote Similarity	0.6971	NPC282531
Remote Similarity	0.6908	NPC267811
Remote Similarity	0.6898	NPC240088
Remote Similarity	0.6898	NPC473380
Remote Similarity	0.686	NPC147983
Remote Similarity	0.686	NPC177996
Remote Similarity	0.6859	NPC133003
Remote Similarity	0.6827	NPC238945
Remote Similarity	0.6823	NPC17273
Remote Similarity	0.6823	NPC135601
Remote Similarity	0.6823	NPC141612
Remote Similarity	0.6771	NPC476341
Remote Similarity	0.6733	NPC317701
Remote Similarity	0.6722	NPC476219
Remote Similarity	0.6722	NPC120070
Remote Similarity	0.6722	NPC476297
Remote Similarity	0.6719	NPC21429
Remote Similarity	0.6718	NPC324091
Remote Similarity	0.6713	NPC115595
Remote Similarity	0.6703	NPC300238
Remote Similarity	0.6685	NPC478184
Remote Similarity	0.6636	NPC69843
Remote Similarity	0.663	NPC470203
Remote Similarity	0.6629	NPC114209
Remote Similarity	0.6615	NPC191415
Remote Similarity	0.6595	NPC478182
Remote Similarity	0.6587	NPC242923
Remote Similarity	0.6576	NPC470204
Remote Similarity	0.6562	NPC40530
Remote Similarity	0.6562	NPC314281
Remote Similarity	0.6555	NPC6865
Remote Similarity	0.6555	NPC471194
Remote Similarity	0.6555	NPC153980
Remote Similarity	0.6555	NPC471193
Remote Similarity	0.6546	NPC477003
Remote Similarity	0.653	NPC470323
Remote Similarity	0.6524	NPC282247
Remote Similarity	0.6519	NPC256849
Remote Similarity	0.6517	NPC470440
Remote Similarity	0.6507	NPC72956
Remote Similarity	0.65	NPC935
Remote Similarity	0.65	NPC267078
Remote Similarity	0.6495	NPC102755
Remote Similarity	0.6481	NPC252603
Remote Similarity	0.648	NPC94752
Remote Similarity	0.6474	NPC161861
Remote Similarity	0.6473	NPC243850
Remote Similarity	0.6471	NPC474357
Remote Similarity	0.6468	NPC323244
Remote Similarity	0.645	NPC188821
Remote Similarity	0.645	NPC474180
Remote Similarity	0.6432	NPC293487
Remote Similarity	0.6429	NPC472260
Remote Similarity	0.6425	NPC11126
Remote Similarity	0.6425	NPC328924
Remote Similarity	0.6425	NPC204141
Remote Similarity	0.6424	NPC109322
Remote Similarity	0.6418	NPC280638
Remote Similarity	0.6406	NPC151635
Remote Similarity	0.6404	NPC474389
Remote Similarity	0.6398	NPC100104
Remote Similarity	0.6398	NPC470680
Remote Similarity	0.6396	NPC476527
Remote Similarity	0.6393	NPC472833
Remote Similarity	0.6392	NPC73994
Remote Similarity	0.639	NPC469308
Remote Similarity	0.6386	NPC79356
Remote Similarity	0.6386	NPC102592
Remote Similarity	0.6386	NPC180493
Remote Similarity	0.6385	NPC471192
Remote Similarity	0.6379	NPC296437
Remote Similarity	0.6378	NPC472832
Remote Similarity	0.6378	NPC18308
Remote Similarity	0.6378	NPC228835
Remote Similarity	0.6372	NPC308906
Remote Similarity	0.6372	NPC250178
Remote Similarity	0.6368	NPC326422
Remote Similarity	0.6354	NPC469529
Remote Similarity	0.6349	NPC478183
Remote Similarity	0.6344	NPC474492
Remote Similarity	0.6339	NPC217021
Remote Similarity	0.6339	NPC470679
Remote Similarity	0.633	NPC476817
Remote Similarity	0.6327	NPC470205
Remote Similarity	0.6313	NPC17305
Remote Similarity	0.631	NPC122141
Remote Similarity	0.6307	NPC65408
Remote Similarity	0.6306	NPC160666
Remote Similarity	0.6304	NPC281094
Remote Similarity	0.6298	NPC473376
Remote Similarity	0.6296	NPC233380
Remote Similarity	0.6292	NPC476521
Remote Similarity	0.6289	NPC83774
Remote Similarity	0.6284	NPC473878
Remote Similarity	0.6283	NPC91895
Remote Similarity	0.6283	NPC32534
Remote Similarity	0.6277	NPC225018
Remote Similarity	0.6277	NPC478185
Remote Similarity	0.6271	NPC476528
Remote Similarity	0.6271	NPC476433
Remote Similarity	0.6269	NPC476460
Remote Similarity	0.6263	NPC56233
Remote Similarity	0.625	NPC470266
Remote Similarity	0.625	NPC213629
Remote Similarity	0.625	NPC117032
Remote Similarity	0.625	NPC216159
Remote Similarity	0.6236	NPC474986
Remote Similarity	0.6236	NPC476013
Remote Similarity	0.6236	NPC476522
Remote Similarity	0.6235	NPC148385
Remote Similarity	0.6233	NPC470731
Remote Similarity	0.6233	NPC470732
Remote Similarity	0.623	NPC321911
Remote Similarity	0.6224	NPC88110
Remote Similarity	0.6224	NPC61011
Remote Similarity	0.6222	NPC476408
Remote Similarity	0.6216	NPC251391
Remote Similarity	0.6214	NPC237414
Remote Similarity	0.6214	NPC106118
Remote Similarity	0.6212	NPC165495
Remote Similarity	0.6212	NPC108011
Remote Similarity	0.6211	NPC303899
Remote Similarity	0.621	NPC312942
Remote Similarity	0.621	NPC327095
Remote Similarity	0.6209	NPC478186
Remote Similarity	0.62	NPC17059
Remote Similarity	0.6195	NPC174281
Remote Similarity	0.6195	NPC475286
Remote Similarity	0.6193	NPC307191
Remote Similarity	0.619	NPC471191
Remote Similarity	0.6188	NPC210123
Remote Similarity	0.6182	NPC64216
Remote Similarity	0.6182	NPC40455
Remote Similarity	0.6181	NPC308931
Remote Similarity	0.6181	NPC99939
Remote Similarity	0.6178	NPC114637
Remote Similarity	0.6178	NPC49217
Remote Similarity	0.6175	NPC179787
Remote Similarity	0.6175	NPC469811
Remote Similarity	0.6175	NPC201380
Remote Similarity	0.6173	NPC12649
Remote Similarity	0.617	NPC276085
Remote Similarity	0.6166	NPC226835
Remote Similarity	0.6166	NPC28096
Remote Similarity	0.6166	NPC476421
Remote Similarity	0.6166	NPC54214
Remote Similarity	0.6166	NPC227489
Remote Similarity	0.6162	NPC270834
Remote Similarity	0.6154	NPC19170
Remote Similarity	0.6154	NPC467188
Remote Similarity	0.6154	NPC136441
Remote Similarity	0.6145	NPC476520
Remote Similarity	0.6143	NPC156003
Remote Similarity	0.6142	NPC24864
Remote Similarity	0.6141	NPC123906
Remote Similarity	0.6135	NPC136957
Remote Similarity	0.6135	NPC19696
Remote Similarity	0.6135	NPC477004
Remote Similarity	0.6134	NPC252572
Remote Similarity	0.6133	NPC42483
Remote Similarity	0.6131	NPC46895
Remote Similarity	0.613	NPC171393
Remote Similarity	0.613	NPC295452
Remote Similarity	0.6129	NPC325903
Remote Similarity	0.6129	NPC200214
Remote Similarity	0.6122	NPC477119
Remote Similarity	0.6122	NPC284775
Remote Similarity	0.6121	NPC320968
Remote Similarity	0.612	NPC63545
Remote Similarity	0.6117	NPC167710
Remote Similarity	0.6114	NPC225400
Remote Similarity	0.6114	NPC471322
Remote Similarity	0.6111	NPC115611
Remote Similarity	0.6111	NPC238499
Remote Similarity	0.6105	NPC194881
Remote Similarity	0.6101	NPC467439
Remote Similarity	0.6099	NPC244700
Remote Similarity	0.6093	NPC473218
Remote Similarity	0.6093	NPC471603
Remote Similarity	0.6093	NPC470702
Remote Similarity	0.6089	NPC8590
Remote Similarity	0.6087	NPC100726
Remote Similarity	0.6087	NPC171317
Remote Similarity	0.6087	NPC105811
Remote Similarity	0.6085	NPC472538
Remote Similarity	0.6085	NPC471155
Remote Similarity	0.6085	NPC470786
Remote Similarity	0.6082	NPC27740
Remote Similarity	0.608	NPC471609
Remote Similarity	0.6079	NPC158055

Drug Structure

NPD3041 OpenBabel08211702562D 27 28 0 0 1 0 0 0 0 0999 V2000 4.4637 -0.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7101 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9781 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -3.3727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.4217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -3.5806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -1.6785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 -2.8375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0817 -2.5102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3907 -3.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8164 -1.1433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7756 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7946 -1.3512 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.1473 -1.8864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1120 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9781 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1120 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8441 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1036 -2.3023 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7701 -4.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8441 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9781 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3689 -3.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2460 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7101 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1280 -1.0678 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4344 -3.0454 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 20 2 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 24 2 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 25 2 0 0 0 0 19 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01482
ChEMBL	CHEMBL2107591
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	341.19
ALogP	-0.8673
MLogP	2.67
XLogP	3.137
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	70.47
RO5 Violation	0