NPASS drugs

Drug Information

Drug ID:	NPD4152
Drug Name:
Molecular Formula:	C20H27N3O6
Canonical SMILES:	CCCCOCC(CN1C(=O)N=C(C(C1=O)(CC)c1ccccc1)O)OC(=N)O
Standard InCHI:	InChI=1S/C20H27N3O6/c1-3-5-11-28-13-15(29-18(21)26)12-23-17(25)20(4-2,16(24)22-19(23)27)14-9-7-6-8-10-14/h6-10,15H,3-5,11-13H2,1-2H3,(H2,21,26)(H,22,24,27)
Standard InCHIKey:	QHZQILHUJDRDAI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4152

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	95
0.1-0.2	556
0.2-0.3	1754
0.3-0.4	7490
0.4-0.5	16784
0.5-0.6	3718
0.6-0.7	459
0.7-0.8	34
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	0.75	NPC145113
Intermediate Similarity	0.7426	NPC33742
Intermediate Similarity	0.7351	NPC176226
Intermediate Similarity	0.7351	NPC161069
Intermediate Similarity	0.7315	NPC127741
Intermediate Similarity	0.7308	NPC162104
Intermediate Similarity	0.7237	NPC197682
Intermediate Similarity	0.7219	NPC268841
Intermediate Similarity	0.7219	NPC307357
Intermediate Similarity	0.7219	NPC46098
Intermediate Similarity	0.7171	NPC168113
Intermediate Similarity	0.7171	NPC269398
Intermediate Similarity	0.7171	NPC263493
Intermediate Similarity	0.7161	NPC138775
Intermediate Similarity	0.7143	NPC5620
Intermediate Similarity	0.7143	NPC69496
Intermediate Similarity	0.7133	NPC213126
Intermediate Similarity	0.7133	NPC169485
Intermediate Similarity	0.7133	NPC84281
Intermediate Similarity	0.7133	NPC317474
Intermediate Similarity	0.7133	NPC291027
Intermediate Similarity	0.7124	NPC139326
Intermediate Similarity	0.7114	NPC245836
Intermediate Similarity	0.7114	NPC233910
Intermediate Similarity	0.7105	NPC476259
Intermediate Similarity	0.7101	NPC276949
Intermediate Similarity	0.7101	NPC35850
Intermediate Similarity	0.7086	NPC68865
Intermediate Similarity	0.7083	NPC175726
Intermediate Similarity	0.7083	NPC474082
Intermediate Similarity	0.7067	NPC248283
Intermediate Similarity	0.7051	NPC135121
Intermediate Similarity	0.7032	NPC209509
Intermediate Similarity	0.7007	NPC319766
Remote Similarity	0.6993	NPC80150
Remote Similarity	0.6986	NPC474847
Remote Similarity	0.6986	NPC101719
Remote Similarity	0.6975	NPC197743
Remote Similarity	0.6975	NPC297145
Remote Similarity	0.6974	NPC471265
Remote Similarity	0.6974	NPC471264
Remote Similarity	0.6972	NPC310467
Remote Similarity	0.6968	NPC476978
Remote Similarity	0.6962	NPC2501
Remote Similarity	0.6962	NPC129666
Remote Similarity	0.6959	NPC103605
Remote Similarity	0.6959	NPC469666
Remote Similarity	0.6959	NPC81092
Remote Similarity	0.6948	NPC469427
Remote Similarity	0.6948	NPC469426
Remote Similarity	0.6943	NPC329761
Remote Similarity	0.6943	NPC225648
Remote Similarity	0.6937	NPC122590
Remote Similarity	0.6934	NPC158854
Remote Similarity	0.6933	NPC246079
Remote Similarity	0.6928	NPC470884
Remote Similarity	0.6928	NPC178662
Remote Similarity	0.6928	NPC92784
Remote Similarity	0.6928	NPC98424
Remote Similarity	0.6928	NPC476133
Remote Similarity	0.6923	NPC477217
Remote Similarity	0.6923	NPC201244
Remote Similarity	0.6918	NPC222466
Remote Similarity	0.6901	NPC169328
Remote Similarity	0.6901	NPC470545
Remote Similarity	0.6899	NPC471820
Remote Similarity	0.6899	NPC471821
Remote Similarity	0.6899	NPC105717
Remote Similarity	0.6883	NPC163392
Remote Similarity	0.6883	NPC239762
Remote Similarity	0.6879	NPC262077
Remote Similarity	0.6875	NPC300443
Remote Similarity	0.6875	NPC190663
Remote Similarity	0.6871	NPC474479
Remote Similarity	0.6859	NPC52748
Remote Similarity	0.6853	NPC237420
Remote Similarity	0.6853	NPC470546
Remote Similarity	0.6849	NPC35996
Remote Similarity	0.6846	NPC111428
Remote Similarity	0.6831	NPC285926
Remote Similarity	0.6831	NPC470544
Remote Similarity	0.6831	NPC315276
Remote Similarity	0.6831	NPC14672
Remote Similarity	0.6829	NPC1390
Remote Similarity	0.6829	NPC62104
Remote Similarity	0.6828	NPC71684
Remote Similarity	0.6824	NPC136453
Remote Similarity	0.6818	NPC77992
Remote Similarity	0.6781	NPC160493
Remote Similarity	0.6779	NPC105114
Remote Similarity	0.6779	NPC89923
Remote Similarity	0.6779	NPC71933
Remote Similarity	0.6779	NPC239990
Remote Similarity	0.6779	NPC152850
Remote Similarity	0.6776	NPC287401
Remote Similarity	0.6761	NPC197470
Remote Similarity	0.6759	NPC478016
Remote Similarity	0.6759	NPC478015
Remote Similarity	0.6759	NPC478014
Remote Similarity	0.6752	NPC315283
Remote Similarity	0.6752	NPC314388
Remote Similarity	0.6747	NPC73655
Remote Similarity	0.6736	NPC314992
Remote Similarity	0.6735	NPC6975
Remote Similarity	0.6728	NPC286551
Remote Similarity	0.6727	NPC24617
Remote Similarity	0.6711	NPC65310
Remote Similarity	0.6711	NPC246913
Remote Similarity	0.671	NPC132636
Remote Similarity	0.6709	NPC315266
Remote Similarity	0.6709	NPC471680
Remote Similarity	0.6709	NPC313867
Remote Similarity	0.6709	NPC316008
Remote Similarity	0.6688	NPC474787
Remote Similarity	0.6688	NPC474811
Remote Similarity	0.6688	NPC118099
Remote Similarity	0.6688	NPC151706
Remote Similarity	0.6688	NPC475598
Remote Similarity	0.6688	NPC76785
Remote Similarity	0.6688	NPC79465
Remote Similarity	0.6688	NPC9687
Remote Similarity	0.6688	NPC476102
Remote Similarity	0.6688	NPC90194
Remote Similarity	0.6688	NPC293377
Remote Similarity	0.6688	NPC475318
Remote Similarity	0.6688	NPC474855
Remote Similarity	0.6688	NPC49577
Remote Similarity	0.6688	NPC273907
Remote Similarity	0.6688	NPC260045
Remote Similarity	0.6687	NPC114806
Remote Similarity	0.6667	NPC252878
Remote Similarity	0.6667	NPC22883
Remote Similarity	0.6667	NPC5719
Remote Similarity	0.6667	NPC217804
Remote Similarity	0.6667	NPC81026
Remote Similarity	0.6667	NPC314358
Remote Similarity	0.6667	NPC210377
Remote Similarity	0.6645	NPC157311
Remote Similarity	0.6644	NPC477061
Remote Similarity	0.6644	NPC4974
Remote Similarity	0.6644	NPC200964
Remote Similarity	0.6644	NPC47667
Remote Similarity	0.6644	NPC45777
Remote Similarity	0.6628	NPC248670
Remote Similarity	0.6627	NPC15068
Remote Similarity	0.6626	NPC473341
Remote Similarity	0.6623	NPC213969
Remote Similarity	0.6623	NPC165726
Remote Similarity	0.6623	NPC473322
Remote Similarity	0.6622	NPC46427
Remote Similarity	0.662	NPC474544
Remote Similarity	0.662	NPC1986
Remote Similarity	0.6608	NPC473693
Remote Similarity	0.6608	NPC196091
Remote Similarity	0.6608	NPC471568
Remote Similarity	0.6604	NPC266741
Remote Similarity	0.6601	NPC44805
Remote Similarity	0.6601	NPC325479
Remote Similarity	0.6601	NPC8761
Remote Similarity	0.6599	NPC202521
Remote Similarity	0.6597	NPC2265
Remote Similarity	0.6594	NPC45033
Remote Similarity	0.6588	NPC63040
Remote Similarity	0.6587	NPC471527
Remote Similarity	0.6585	NPC39431
Remote Similarity	0.6584	NPC240848
Remote Similarity	0.6582	NPC251439
Remote Similarity	0.657	NPC89831
Remote Similarity	0.6549	NPC474584
Remote Similarity	0.6548	NPC73644
Remote Similarity	0.6544	NPC329375
Remote Similarity	0.6541	NPC477550
Remote Similarity	0.6541	NPC477552
Remote Similarity	0.6536	NPC255447
Remote Similarity	0.6531	NPC476990
Remote Similarity	0.6528	NPC188010
Remote Similarity	0.6525	NPC319579
Remote Similarity	0.651	NPC476278
Remote Similarity	0.6509	NPC471051
Remote Similarity	0.6509	NPC471052
Remote Similarity	0.6509	NPC471053
Remote Similarity	0.6507	NPC220698
Remote Similarity	0.6503	NPC7817
Remote Similarity	0.6503	NPC324081
Remote Similarity	0.6503	NPC475168
Remote Similarity	0.65	NPC94862
Remote Similarity	0.6497	NPC242159
Remote Similarity	0.6497	NPC313694
Remote Similarity	0.6494	NPC26108
Remote Similarity	0.6494	NPC477462
Remote Similarity	0.6494	NPC158277
Remote Similarity	0.6491	NPC209463
Remote Similarity	0.6491	NPC473502
Remote Similarity	0.649	NPC477937
Remote Similarity	0.6479	NPC329011
Remote Similarity	0.6474	NPC314835
Remote Similarity	0.6471	NPC477551
Remote Similarity	0.6467	NPC324850
Remote Similarity	0.6467	NPC22746
Remote Similarity	0.6466	NPC58674

Drug Structure

NPD4152 OpenBabel08211704332D 32 33 0 0 1 0 0 0 0 0999 V2000 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 3 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 2.5981 -1.5000 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 -1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 -2.5981 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 3.4641 -2.0000 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 20 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 28 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 28 1 0 0 0 0 14 20 1 0 0 0 0 15 29 1 0 0 0 0 16 20 1 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 17 25 2 0 0 0 0 18 21 2 0 0 0 0 18 26 1 0 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 19 27 2 0 0 0 0 21 30 1 0 0 0 0 24 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003185
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.19
ALogP	-1.2558
MLogP	2.67
XLogP	4.732
HDA	9
HBD	3
Rotatable Bonds	15
TPSA	132.51
RO5 Violation	1