NPASS drugs

Drug Information

Drug ID:	NPD4130
Drug Name:	LC-150444
Molecular Formula:	C20H26N4O4
Canonical SMILES:	COCC(NCC(=O)N1CCCC1C(=O)c1nnc(o1)c1ccccc1)(C)C
Standard InCHI:	InChI=1S/C20H26N4O4/c1-20(2,13-27-3)21-12-16(25)24-11-7-10-15(24)17(26)19-23-22-18(28-19)14-8-5-4-6-9-14/h4-6,8-9,15,21H,7,10-13H2,1-3H3
Standard InCHIKey:	GDUJUTNDLCRNMB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4130

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	282
0.1-0.2	2421
0.2-0.3	9217
0.3-0.4	4221
0.4-0.5	11851
0.5-0.6	2752
0.6-0.7	146
0.7-0.8	0
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
Remote Similarity	0.6974	NPC196718
Remote Similarity	0.6916	NPC194740
Remote Similarity	0.69	NPC102593
Remote Similarity	0.6833	NPC50562
Remote Similarity	0.6802	NPC67658
Remote Similarity	0.678	NPC314659
Remote Similarity	0.6732	NPC197335
Remote Similarity	0.6711	NPC168209
Remote Similarity	0.6653	NPC477585
Remote Similarity	0.6653	NPC477588
Remote Similarity	0.6653	NPC477590
Remote Similarity	0.6653	NPC477586
Remote Similarity	0.6635	NPC299806
Remote Similarity	0.6623	NPC243633
Remote Similarity	0.6623	NPC175150
Remote Similarity	0.6608	NPC323969
Remote Similarity	0.6607	NPC316297
Remote Similarity	0.6607	NPC314817
Remote Similarity	0.6607	NPC66191
Remote Similarity	0.6603	NPC87391
Remote Similarity	0.6568	NPC477587
Remote Similarity	0.6568	NPC477589
Remote Similarity	0.6565	NPC122886
Remote Similarity	0.6538	NPC470112
Remote Similarity	0.6538	NPC167763
Remote Similarity	0.6538	NPC470903
Remote Similarity	0.652	NPC303658
Remote Similarity	0.65	NPC75179
Remote Similarity	0.6498	NPC184680
Remote Similarity	0.6476	NPC305984
Remote Similarity	0.6471	NPC470785
Remote Similarity	0.6471	NPC471648
Remote Similarity	0.6468	NPC472923
Remote Similarity	0.6465	NPC471649
Remote Similarity	0.646	NPC477979
Remote Similarity	0.6452	NPC100863
Remote Similarity	0.6447	NPC471198
Remote Similarity	0.6411	NPC270301
Remote Similarity	0.641	NPC324081
Remote Similarity	0.6404	NPC471652
Remote Similarity	0.6404	NPC471197
Remote Similarity	0.6402	NPC470784
Remote Similarity	0.6394	NPC475421
Remote Similarity	0.6373	NPC471651
Remote Similarity	0.6355	NPC254700
Remote Similarity	0.6348	NPC288987
Remote Similarity	0.6339	NPC285192
Remote Similarity	0.6324	NPC473502
Remote Similarity	0.6321	NPC235194
Remote Similarity	0.6301	NPC165964
Remote Similarity	0.6293	NPC469505
Remote Similarity	0.6292	NPC240384
Remote Similarity	0.629	NPC244543
Remote Similarity	0.628	NPC258048
Remote Similarity	0.6256	NPC28368
Remote Similarity	0.6234	NPC248601
Remote Similarity	0.6229	NPC257851
Remote Similarity	0.6227	NPC112937
Remote Similarity	0.6225	NPC189116
Remote Similarity	0.6224	NPC471647
Remote Similarity	0.6224	NPC471646
Remote Similarity	0.6221	NPC204970
Remote Similarity	0.622	NPC152620
Remote Similarity	0.6212	NPC214239
Remote Similarity	0.6205	NPC473422
Remote Similarity	0.6204	NPC174629
Remote Similarity	0.6204	NPC45389
Remote Similarity	0.6203	NPC471762
Remote Similarity	0.6198	NPC101350
Remote Similarity	0.6198	NPC314222
Remote Similarity	0.6198	NPC196449
Remote Similarity	0.6197	NPC478141
Remote Similarity	0.6188	NPC319320
Remote Similarity	0.6188	NPC287757
Remote Similarity	0.6184	NPC146418
Remote Similarity	0.618	NPC472099
Remote Similarity	0.6178	NPC472287
Remote Similarity	0.6178	NPC472286
Remote Similarity	0.617	NPC314633
Remote Similarity	0.6168	NPC315542
Remote Similarity	0.6167	NPC329631
Remote Similarity	0.6164	NPC198401
Remote Similarity	0.6164	NPC77777
Remote Similarity	0.6163	NPC316224
Remote Similarity	0.6161	NPC473460
Remote Similarity	0.6161	NPC41216
Remote Similarity	0.616	NPC157931
Remote Similarity	0.6158	NPC266425
Remote Similarity	0.6157	NPC235685
Remote Similarity	0.6147	NPC148183
Remote Similarity	0.6147	NPC152768
Remote Similarity	0.6143	NPC214368
Remote Similarity	0.6137	NPC269270
Remote Similarity	0.6134	NPC66777
Remote Similarity	0.6132	NPC474183
Remote Similarity	0.6129	NPC283207
Remote Similarity	0.6125	NPC473186
Remote Similarity	0.6123	NPC270241
Remote Similarity	0.6121	NPC15384
Remote Similarity	0.6121	NPC244425
Remote Similarity	0.6111	NPC14686
Remote Similarity	0.6111	NPC329731
Remote Similarity	0.6106	NPC196091
Remote Similarity	0.6105	NPC315411
Remote Similarity	0.6103	NPC325857
Remote Similarity	0.61	NPC323752
Remote Similarity	0.6095	NPC165285
Remote Similarity	0.6094	NPC49195
Remote Similarity	0.6094	NPC131885
Remote Similarity	0.6092	NPC478078
Remote Similarity	0.6089	NPC161801
Remote Similarity	0.6083	NPC471650
Remote Similarity	0.6082	NPC148889
Remote Similarity	0.608	NPC133609
Remote Similarity	0.6079	NPC321428
Remote Similarity	0.6079	NPC471155
Remote Similarity	0.6078	NPC322064
Remote Similarity	0.6074	NPC39370
Remote Similarity	0.607	NPC269367
Remote Similarity	0.6066	NPC131486
Remote Similarity	0.6061	NPC9373
Remote Similarity	0.6059	NPC315061
Remote Similarity	0.6058	NPC129486
Remote Similarity	0.6048	NPC73280
Remote Similarity	0.6048	NPC475532
Remote Similarity	0.6047	NPC478083
Remote Similarity	0.6047	NPC53534
Remote Similarity	0.6039	NPC469479
Remote Similarity	0.6037	NPC4910
Remote Similarity	0.6036	NPC316282
Remote Similarity	0.6035	NPC225400
Remote Similarity	0.6035	NPC313280
Remote Similarity	0.6034	NPC122436
Remote Similarity	0.6033	NPC323198
Remote Similarity	0.6031	NPC319645
Remote Similarity	0.6019	NPC128683
Remote Similarity	0.6019	NPC257763
Remote Similarity	0.6019	NPC17698
Remote Similarity	0.6018	NPC243626
Remote Similarity	0.6017	NPC474428
Remote Similarity	0.6017	NPC260434
Remote Similarity	0.6009	NPC470786
Remote Similarity	0.6009	NPC478075
Remote Similarity	0.6009	NPC472538
Remote Similarity	0.6	NPC311906
Remote Similarity	0.6	NPC301163
Remote Similarity	0.5992	NPC475196
Remote Similarity	0.5992	NPC189079
Remote Similarity	0.5983	NPC223189
Remote Similarity	0.5983	NPC24370
Remote Similarity	0.5983	NPC319232
Remote Similarity	0.5981	NPC186617
Remote Similarity	0.5981	NPC66490
Remote Similarity	0.5975	NPC128115
Remote Similarity	0.5973	NPC311357
Remote Similarity	0.5973	NPC295898
Remote Similarity	0.5967	NPC284888
Remote Similarity	0.5967	NPC180504
Remote Similarity	0.5967	NPC141053
Remote Similarity	0.5966	NPC16066
Remote Similarity	0.5965	NPC277350
Remote Similarity	0.5964	NPC78767
Remote Similarity	0.5964	NPC473814
Remote Similarity	0.5958	NPC140296
Remote Similarity	0.5952	NPC67401
Remote Similarity	0.5952	NPC471568
Remote Similarity	0.5952	NPC473693
Remote Similarity	0.5948	NPC264176
Remote Similarity	0.5948	NPC110182
Remote Similarity	0.5948	NPC38237
Remote Similarity	0.5948	NPC472098
Remote Similarity	0.5946	NPC59827
Remote Similarity	0.5946	NPC184933
Remote Similarity	0.5946	NPC93390
Remote Similarity	0.5945	NPC473007
Remote Similarity	0.5943	NPC164608
Remote Similarity	0.5941	NPC21638
Remote Similarity	0.5941	NPC262166
Remote Similarity	0.594	NPC36405
Remote Similarity	0.5939	NPC270918
Remote Similarity	0.5938	NPC472284
Remote Similarity	0.5932	NPC219397
Remote Similarity	0.5932	NPC315804
Remote Similarity	0.5932	NPC313804
Remote Similarity	0.5931	NPC123839
Remote Similarity	0.5931	NPC471304
Remote Similarity	0.5929	NPC471944
Remote Similarity	0.5928	NPC138365
Remote Similarity	0.5926	NPC469831
Remote Similarity	0.5921	NPC132539
Remote Similarity	0.5921	NPC257511
Remote Similarity	0.592	NPC223873
Remote Similarity	0.5918	NPC263493
Remote Similarity	0.5918	NPC269398
Remote Similarity	0.5915	NPC8467
Remote Similarity	0.5915	NPC312645
Remote Similarity	0.5913	NPC63931
Remote Similarity	0.5911	NPC103361
Remote Similarity	0.5909	NPC473008
Remote Similarity	0.5907	NPC272174

Drug Structure

NPD4130 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 -2.4954 5.5782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4900 5.4736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2841 5.8402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9250 0.0984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9305 0.2029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3317 1.0119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6067 3.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9886 4.2579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7226 1.1810 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.6931 2.6756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 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 -2.9022 4.6646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7112 4.0768 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 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 -2.5886 1.6810 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8841 3.2634 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7045 2.5823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1796 4.8457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6247 4.4836 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 12 21 1 0 0 0 0 13 20 1 0 0 0 0 13 27 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 24 1 0 0 0 0 16 25 2 0 0 0 0 17 19 1 0 0 0 0 17 26 2 0 0 0 0 18 22 2 0 0 0 0 18 28 1 0 0 0 0 19 23 2 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005411
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.20
ALogP	-1.8425
MLogP	2.78
XLogP	2.601
HDA	7
HBD	1
Rotatable Bonds	12
TPSA	97.56
RO5 Violation	0