NPASS drugs

Drug Information

Drug ID:	NPD4562
Drug Name:
Molecular Formula:	C21H25N5O4
Canonical SMILES:	NCCCNc1ccc2c3c1c(O)c1C(=O)C=CC(=O)c1c3[nH]n2CCNCCO
Standard InCHI:	InChI=1S/C21H25N5O4/c22-6-1-7-24-12-2-3-13-17-16(12)21(30)19-15(29)5-4-14(28)18(19)20(17)25-26(13)10-8-23-9-11-27/h2-5,23-25,27,30H,1,6-11,22H2
Standard InCHIKey:	KDRKQBMPDQDAJW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4562

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	294
0.1-0.2	1533
0.2-0.3	6572
0.3-0.4	6837
0.4-0.5	11054
0.5-0.6	4236
0.6-0.7	360
0.7-0.8	4
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	0.7264	NPC317727
Intermediate Similarity	0.7189	NPC478075
Intermediate Similarity	0.715	NPC471778
Intermediate Similarity	0.7089	NPC316282
Remote Similarity	0.6946	NPC474814
Remote Similarity	0.6946	NPC112336
Remote Similarity	0.6941	NPC133156
Remote Similarity	0.69	NPC199737
Remote Similarity	0.6827	NPC70092
Remote Similarity	0.6808	NPC5630
Remote Similarity	0.6808	NPC474059
Remote Similarity	0.6782	NPC204867
Remote Similarity	0.678	NPC126676
Remote Similarity	0.678	NPC469671
Remote Similarity	0.6763	NPC471743
Remote Similarity	0.6762	NPC470317
Remote Similarity	0.6761	NPC477998
Remote Similarity	0.6756	NPC9894
Remote Similarity	0.6728	NPC170333
Remote Similarity	0.6723	NPC313720
Remote Similarity	0.6723	NPC17160
Remote Similarity	0.6681	NPC251071
Remote Similarity	0.6667	NPC298449
Remote Similarity	0.6652	NPC232600
Remote Similarity	0.6651	NPC313293
Remote Similarity	0.6651	NPC303214
Remote Similarity	0.6635	NPC470548
Remote Similarity	0.6624	NPC122886
Remote Similarity	0.6622	NPC100573
Remote Similarity	0.6622	NPC207873
Remote Similarity	0.6573	NPC471742
Remote Similarity	0.6564	NPC25961
Remote Similarity	0.6553	NPC182131
Remote Similarity	0.6549	NPC90185
Remote Similarity	0.6544	NPC203628
Remote Similarity	0.654	NPC474815
Remote Similarity	0.6529	NPC151171
Remote Similarity	0.6524	NPC475607
Remote Similarity	0.6524	NPC276657
Remote Similarity	0.652	NPC93653
Remote Similarity	0.6516	NPC132874
Remote Similarity	0.6516	NPC138615
Remote Similarity	0.6516	NPC218733
Remote Similarity	0.6516	NPC265642
Remote Similarity	0.6512	NPC150308
Remote Similarity	0.6504	NPC222561
Remote Similarity	0.6504	NPC198160
Remote Similarity	0.6504	NPC212123
Remote Similarity	0.6493	NPC474081
Remote Similarity	0.6491	NPC474366
Remote Similarity	0.6491	NPC303951
Remote Similarity	0.649	NPC472118
Remote Similarity	0.6489	NPC45048
Remote Similarity	0.6488	NPC6786
Remote Similarity	0.6485	NPC477112
Remote Similarity	0.6483	NPC115588
Remote Similarity	0.6478	NPC217903
Remote Similarity	0.6476	NPC475594
Remote Similarity	0.6473	NPC1464
Remote Similarity	0.6466	NPC293151
Remote Similarity	0.6466	NPC469727
Remote Similarity	0.6463	NPC23294
Remote Similarity	0.6462	NPC475761
Remote Similarity	0.6462	NPC474041
Remote Similarity	0.645	NPC279589
Remote Similarity	0.645	NPC144691
Remote Similarity	0.6449	NPC314659
Remote Similarity	0.6435	NPC116178
Remote Similarity	0.6435	NPC119722
Remote Similarity	0.6435	NPC219087
Remote Similarity	0.6432	NPC298320
Remote Similarity	0.6429	NPC470090
Remote Similarity	0.6422	NPC234772
Remote Similarity	0.6419	NPC269449
Remote Similarity	0.6419	NPC309845
Remote Similarity	0.6413	NPC90358
Remote Similarity	0.6413	NPC107828
Remote Similarity	0.641	NPC238108
Remote Similarity	0.6407	NPC321166
Remote Similarity	0.6404	NPC86834
Remote Similarity	0.6404	NPC210828
Remote Similarity	0.6402	NPC197335
Remote Similarity	0.6395	NPC126556
Remote Similarity	0.6391	NPC295479
Remote Similarity	0.6391	NPC294375
Remote Similarity	0.6391	NPC220241
Remote Similarity	0.6382	NPC146370
Remote Similarity	0.6378	NPC43477
Remote Similarity	0.6376	NPC18890
Remote Similarity	0.6371	NPC178858
Remote Similarity	0.6368	NPC17677
Remote Similarity	0.6368	NPC182853
Remote Similarity	0.6368	NPC241392
Remote Similarity	0.636	NPC308943
Remote Similarity	0.636	NPC270918
Remote Similarity	0.6359	NPC87391
Remote Similarity	0.6356	NPC176371
Remote Similarity	0.6356	NPC136573
Remote Similarity	0.6356	NPC118189
Remote Similarity	0.6352	NPC478048
Remote Similarity	0.6352	NPC314702
Remote Similarity	0.6351	NPC472540
Remote Similarity	0.6351	NPC470787
Remote Similarity	0.6351	NPC472539
Remote Similarity	0.634	NPC288110
Remote Similarity	0.6336	NPC30749
Remote Similarity	0.6333	NPC314693
Remote Similarity	0.6332	NPC171787
Remote Similarity	0.6331	NPC160898
Remote Similarity	0.6331	NPC208522
Remote Similarity	0.633	NPC473815
Remote Similarity	0.6326	NPC472163
Remote Similarity	0.6325	NPC478046
Remote Similarity	0.6325	NPC478047
Remote Similarity	0.6325	NPC321226
Remote Similarity	0.6325	NPC328856
Remote Similarity	0.6325	NPC180210
Remote Similarity	0.6325	NPC314914
Remote Similarity	0.6323	NPC472541
Remote Similarity	0.6323	NPC472542
Remote Similarity	0.6322	NPC132329
Remote Similarity	0.632	NPC218303
Remote Similarity	0.632	NPC220337
Remote Similarity	0.6318	NPC237649
Remote Similarity	0.6318	NPC92803
Remote Similarity	0.6318	NPC285254
Remote Similarity	0.6318	NPC300596
Remote Similarity	0.6316	NPC225400
Remote Similarity	0.6313	NPC49184
Remote Similarity	0.6311	NPC154922
Remote Similarity	0.6311	NPC477549
Remote Similarity	0.6309	NPC55470
Remote Similarity	0.6309	NPC176113
Remote Similarity	0.6301	NPC329790
Remote Similarity	0.6298	NPC316368
Remote Similarity	0.6298	NPC284236
Remote Similarity	0.6296	NPC469973
Remote Similarity	0.6295	NPC100863
Remote Similarity	0.6295	NPC311054
Remote Similarity	0.6295	NPC112752
Remote Similarity	0.6293	NPC305542
Remote Similarity	0.6288	NPC477999
Remote Similarity	0.6288	NPC471155
Remote Similarity	0.6288	NPC283117
Remote Similarity	0.6288	NPC470786
Remote Similarity	0.6288	NPC472538
Remote Similarity	0.6283	NPC469732
Remote Similarity	0.6283	NPC471489
Remote Similarity	0.6282	NPC322064
Remote Similarity	0.628	NPC27904
Remote Similarity	0.6279	NPC166169
Remote Similarity	0.6279	NPC132385
Remote Similarity	0.6279	NPC283810
Remote Similarity	0.6276	NPC19175
Remote Similarity	0.6272	NPC301292
Remote Similarity	0.6272	NPC313112
Remote Similarity	0.6272	NPC475147
Remote Similarity	0.6272	NPC87714
Remote Similarity	0.627	NPC67401
Remote Similarity	0.6261	NPC330683
Remote Similarity	0.6261	NPC270241
Remote Similarity	0.6261	NPC329567
Remote Similarity	0.626	NPC185172
Remote Similarity	0.6256	NPC288759
Remote Similarity	0.6256	NPC21425
Remote Similarity	0.6255	NPC207686
Remote Similarity	0.625	NPC472191
Remote Similarity	0.625	NPC476231
Remote Similarity	0.625	NPC90967
Remote Similarity	0.625	NPC475983
Remote Similarity	0.6245	NPC195787
Remote Similarity	0.6245	NPC170101
Remote Similarity	0.6245	NPC150239
Remote Similarity	0.6245	NPC246140
Remote Similarity	0.624	NPC120239
Remote Similarity	0.6235	NPC478083
Remote Similarity	0.6234	NPC51388
Remote Similarity	0.6233	NPC198205
Remote Similarity	0.6233	NPC198401
Remote Similarity	0.6233	NPC21483
Remote Similarity	0.6233	NPC475094
Remote Similarity	0.6229	NPC87560
Remote Similarity	0.6229	NPC313582
Remote Similarity	0.6228	NPC476098
Remote Similarity	0.6228	NPC41216
Remote Similarity	0.6226	NPC89549
Remote Similarity	0.6225	NPC68967
Remote Similarity	0.6223	NPC110182
Remote Similarity	0.622	NPC189116
Remote Similarity	0.622	NPC292143
Remote Similarity	0.622	NPC139506
Remote Similarity	0.6218	NPC128476
Remote Similarity	0.6218	NPC76478
Remote Similarity	0.6218	NPC329830
Remote Similarity	0.6216	NPC114039
Remote Similarity	0.6216	NPC206109
Remote Similarity	0.6215	NPC218388
Remote Similarity	0.6213	NPC469928
Remote Similarity	0.6207	NPC234999
Remote Similarity	0.6204	NPC160113

Drug Structure

NPD4562 OpenBabel08211705262D 37 40 0 0 0 0 0 0 0 0999 V2000 1.3147 -4.7059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8128 -2.3447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8126 -1.4069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0608 -1.4078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0607 -2.3456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2473 -4.8039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9332 -3.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0727 1.3919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3348 2.4144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6630 0.6632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6707 3.2900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.8137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -0.9378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2488 -0.9387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2484 -2.8143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8116 -2.3450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8118 -1.4072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4365 -1.4075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4363 -2.3453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6242 -0.9381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6239 -2.8140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6287 -5.6605 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4086 2.2675 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -3.7514 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6244 -0.0003 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 1.0804 4.0187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2490 0.0482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2482 -3.8013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6237 -3.7520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5613 -5.7584 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0776 -6.4191 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1817 2.9962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5505 -4.5101 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3019 0.6769 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4163 4.8942 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6962 -3.8916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 7 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 22 1 0 0 0 0 7 24 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 16 2 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 14 28 2 0 0 0 0 15 19 1 0 0 0 0 15 29 2 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 21 2 0 0 0 0 20 25 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 26 1 0 0 0 0 25 35 1 0 0 0 0 27 36 1 0 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008560
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5362372
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.19
ALogP	-3.4101
MLogP	2.78
XLogP	-1.656
HDA	8
HBD	6
Rotatable Bonds	12
TPSA	139.95
RO5 Violation	1