NPASS drugs

Drug Information

Drug ID:	NPD2124
Drug Name:
Molecular Formula:	C16H20N2O5
Canonical SMILES:	CCC1(c2ccccc2)C(=O)N(COC)C(=O)N(C1=O)COC
Standard InCHI:	InChI=1S/C16H20N2O5/c1-4-16(12-8-6-5-7-9-12)13(19)17(10-22-2)15(21)18(11-23-3)14(16)20/h5-9H,4,10-11H2,1-3H3
Standard InCHIKey:	DACOQFZGGLCXMA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2124

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	87
0.1-0.2	832
0.2-0.3	3329
0.3-0.4	13571
0.4-0.5	11382
0.5-0.6	1486
0.6-0.7	197
0.7-0.8	6
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	0.7593	NPC71140
Intermediate Similarity	0.7544	NPC473418
Intermediate Similarity	0.7288	NPC158854
Intermediate Similarity	0.7207	NPC256452
Intermediate Similarity	0.7179	NPC45033
Intermediate Similarity	0.7094	NPC167336
Remote Similarity	0.6935	NPC473573
Remote Similarity	0.6929	NPC27833
Remote Similarity	0.6881	NPC17497
Remote Similarity	0.6881	NPC305602
Remote Similarity	0.6838	NPC329375
Remote Similarity	0.6833	NPC55529
Remote Similarity	0.6812	NPC469560
Remote Similarity	0.6797	NPC302169
Remote Similarity	0.6788	NPC471123
Remote Similarity	0.672	NPC33742
Remote Similarity	0.6667	NPC79698
Remote Similarity	0.664	NPC35850
Remote Similarity	0.664	NPC276949
Remote Similarity	0.6581	NPC322598
Remote Similarity	0.6579	NPC473661
Remote Similarity	0.6531	NPC66936
Remote Similarity	0.6529	NPC143516
Remote Similarity	0.6522	NPC474974
Remote Similarity	0.6514	NPC474088
Remote Similarity	0.6512	NPC220698
Remote Similarity	0.6493	NPC136453
Remote Similarity	0.6475	NPC474973
Remote Similarity	0.6475	NPC130898
Remote Similarity	0.6475	NPC474804
Remote Similarity	0.6475	NPC473498
Remote Similarity	0.6471	NPC179224
Remote Similarity	0.6463	NPC473329
Remote Similarity	0.6449	NPC272260
Remote Similarity	0.6444	NPC105114
Remote Similarity	0.6444	NPC239990
Remote Similarity	0.6444	NPC152850
Remote Similarity	0.6444	NPC89923
Remote Similarity	0.6444	NPC71933
Remote Similarity	0.6439	NPC291027
Remote Similarity	0.6439	NPC213126
Remote Similarity	0.6439	NPC84281
Remote Similarity	0.6439	NPC317474
Remote Similarity	0.6439	NPC169485
Remote Similarity	0.6434	NPC470545
Remote Similarity	0.6423	NPC126458
Remote Similarity	0.6422	NPC230068
Remote Similarity	0.6412	NPC200964
Remote Similarity	0.6385	NPC470546
Remote Similarity	0.6383	NPC316906
Remote Similarity	0.6377	NPC473962
Remote Similarity	0.6371	NPC473676
Remote Similarity	0.6357	NPC470544
Remote Similarity	0.6357	NPC14672
Remote Similarity	0.6357	NPC285926
Remote Similarity	0.6357	NPC315276
Remote Similarity	0.6356	NPC472258
Remote Similarity	0.6343	NPC222466
Remote Similarity	0.6328	NPC246904
Remote Similarity	0.6304	NPC157311
Remote Similarity	0.6296	NPC101719
Remote Similarity	0.6293	NPC59677
Remote Similarity	0.6277	NPC469666
Remote Similarity	0.6262	NPC9796
Remote Similarity	0.6262	NPC298023
Remote Similarity	0.626	NPC476198
Remote Similarity	0.6259	NPC257390
Remote Similarity	0.6259	NPC44805
Remote Similarity	0.6259	NPC8761
Remote Similarity	0.625	NPC161069
Remote Similarity	0.6239	NPC477703
Remote Similarity	0.6239	NPC157055
Remote Similarity	0.6232	NPC69496
Remote Similarity	0.6222	NPC285394
Remote Similarity	0.622	NPC475013
Remote Similarity	0.6218	NPC226041
Remote Similarity	0.6216	NPC104070
Remote Similarity	0.6214	NPC313663
Remote Similarity	0.621	NPC471447
Remote Similarity	0.6209	NPC113946
Remote Similarity	0.6209	NPC222029
Remote Similarity	0.6207	NPC470926
Remote Similarity	0.6207	NPC125226
Remote Similarity	0.6204	NPC103488
Remote Similarity	0.619	NPC285679
Remote Similarity	0.6179	NPC275467
Remote Similarity	0.6176	NPC474847
Remote Similarity	0.6174	NPC298115
Remote Similarity	0.6174	NPC231591
Remote Similarity	0.6169	NPC276085
Remote Similarity	0.6159	NPC111428
Remote Similarity	0.6159	NPC473322
Remote Similarity	0.6159	NPC103605
Remote Similarity	0.6159	NPC213969
Remote Similarity	0.6159	NPC81092
Remote Similarity	0.6159	NPC165726
Remote Similarity	0.6148	NPC6975
Remote Similarity	0.6148	NPC175726
Remote Similarity	0.6148	NPC474082
Remote Similarity	0.614	NPC69057
Remote Similarity	0.6138	NPC197682
Remote Similarity	0.6132	NPC208075
Remote Similarity	0.6124	NPC476048
Remote Similarity	0.6121	NPC58872
Remote Similarity	0.6121	NPC67585
Remote Similarity	0.6121	NPC303967
Remote Similarity	0.6121	NPC110420
Remote Similarity	0.6119	NPC314192
Remote Similarity	0.6119	NPC71684
Remote Similarity	0.6116	NPC221825
Remote Similarity	0.6115	NPC200589
Remote Similarity	0.6107	NPC239357
Remote Similarity	0.6102	NPC291070
Remote Similarity	0.6102	NPC246757
Remote Similarity	0.6102	NPC322040
Remote Similarity	0.6099	NPC233910
Remote Similarity	0.6099	NPC245836
Remote Similarity	0.6098	NPC474866
Remote Similarity	0.6098	NPC471829
Remote Similarity	0.6098	NPC475939
Remote Similarity	0.6098	NPC472691
Remote Similarity	0.6098	NPC471317
Remote Similarity	0.6095	NPC74458
Remote Similarity	0.6091	NPC164086
Remote Similarity	0.6091	NPC285716
Remote Similarity	0.6091	NPC17408
Remote Similarity	0.609	NPC472120
Remote Similarity	0.609	NPC226143
Remote Similarity	0.609	NPC472101
Remote Similarity	0.6083	NPC239185
Remote Similarity	0.6083	NPC240042
Remote Similarity	0.6081	NPC138775
Remote Similarity	0.6071	NPC288903
Remote Similarity	0.6071	NPC255447
Remote Similarity	0.6071	NPC120251
Remote Similarity	0.6071	NPC273758
Remote Similarity	0.6069	NPC263493
Remote Similarity	0.6069	NPC168113
Remote Similarity	0.6069	NPC130251
Remote Similarity	0.6069	NPC269398
Remote Similarity	0.6069	NPC315051
Remote Similarity	0.6069	NPC150712
Remote Similarity	0.6068	NPC284475
Remote Similarity	0.6065	NPC471122
Remote Similarity	0.6056	NPC266425
Remote Similarity	0.6056	NPC248283
Remote Similarity	0.6055	NPC137847
Remote Similarity	0.6055	NPC76455
Remote Similarity	0.6054	NPC5620
Remote Similarity	0.6053	NPC117032
Remote Similarity	0.6042	NPC178662
Remote Similarity	0.6042	NPC470884
Remote Similarity	0.6042	NPC98424
Remote Similarity	0.6042	NPC476133
Remote Similarity	0.6042	NPC92784
Remote Similarity	0.6038	NPC271437
Remote Similarity	0.6036	NPC231986
Remote Similarity	0.6034	NPC9822
Remote Similarity	0.6033	NPC75724
Remote Similarity	0.6033	NPC145052
Remote Similarity	0.6033	NPC134882
Remote Similarity	0.6031	NPC197470
Remote Similarity	0.6027	NPC139326
Remote Similarity	0.6026	NPC472102
Remote Similarity	0.6026	NPC309531
Remote Similarity	0.6025	NPC285622
Remote Similarity	0.6019	NPC271642
Remote Similarity	0.6017	NPC323420
Remote Similarity	0.6017	NPC155232
Remote Similarity	0.6017	NPC188844
Remote Similarity	0.6017	NPC1682
Remote Similarity	0.6017	NPC153885
Remote Similarity	0.6015	NPC228515
Remote Similarity	0.6015	NPC310467
Remote Similarity	0.6014	NPC474855
Remote Similarity	0.6014	NPC475598
Remote Similarity	0.6014	NPC273907
Remote Similarity	0.6014	NPC473360
Remote Similarity	0.6014	NPC475318
Remote Similarity	0.6014	NPC49577
Remote Similarity	0.6014	NPC151706
Remote Similarity	0.6014	NPC76785
Remote Similarity	0.6014	NPC9687
Remote Similarity	0.6014	NPC260045
Remote Similarity	0.6014	NPC65310
Remote Similarity	0.6014	NPC474811
Remote Similarity	0.6014	NPC79465
Remote Similarity	0.6014	NPC474787
Remote Similarity	0.6014	NPC90194
Remote Similarity	0.6014	NPC293377
Remote Similarity	0.6014	NPC476102
Remote Similarity	0.6014	NPC118099
Remote Similarity	0.6013	NPC471124
Remote Similarity	0.6013	NPC472106
Remote Similarity	0.6	NPC185208
Remote Similarity	0.6	NPC202521
Remote Similarity	0.6	NPC151405
Remote Similarity	0.6	NPC239762
Remote Similarity	0.6	NPC67043
Remote Similarity	0.6	NPC163392

Drug Structure

NPD2124 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 1.6485 2.8554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5477 1.4695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1375 -2.2710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7616 2.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9619 -0.3838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1305 -0.8638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9619 0.5762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2991 -0.3838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1305 1.0562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8992 1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1253 -0.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2991 0.5762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2506 1.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7616 0.5844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8869 0.3674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6363 1.5362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0122 1.3192 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 -0.3759 2.8554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6485 0.2170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6485 -0.2170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6608 1.1021 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0122 -1.3192 0.0000 O 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 16 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 12 2 0 0 0 0 9 12 1 0 0 0 0 10 17 1 0 0 0 0 10 22 1 0 0 0 0 11 18 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 19 2 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 15 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015069
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.14
ALogP	-1.0302
MLogP	2.45
XLogP	2.949
HDA	7
HBD	0
Rotatable Bonds	9
TPSA	76.15
RO5 Violation	0