NPASS drugs

Drug Information

Drug ID:	NPD2186
Drug Name:	Gabexate
Molecular Formula:	C16H23N3O4
Canonical SMILES:	CCOC(=O)c1ccc(cc1)OC(=O)CCCCCNC(=N)N
Standard InCHI:	InChI=1S/C16H23N3O4/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18/h7-10H,2-6,11H2,1H3,(H4,17,18,19)
Standard InCHIKey:	YKGYIDJEEQRWQH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2186

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	136
0.1-0.2	918
0.2-0.3	3916
0.3-0.4	8511
0.4-0.5	3927
0.5-0.6	8294
0.6-0.7	5085
0.7-0.8	101
0.8-0.85	2
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	0.816	NPC254053
Intermediate Similarity	0.8144	NPC235194
Intermediate Similarity	0.7974	NPC17760
Intermediate Similarity	0.7902	NPC221798
Intermediate Similarity	0.7762	NPC291189
Intermediate Similarity	0.7762	NPC69403
Intermediate Similarity	0.7707	NPC214239
Intermediate Similarity	0.7698	NPC220540
Intermediate Similarity	0.7671	NPC475236
Intermediate Similarity	0.7568	NPC2596
Intermediate Similarity	0.7518	NPC470860
Intermediate Similarity	0.75	NPC37512
Intermediate Similarity	0.7483	NPC61779
Intermediate Similarity	0.7483	NPC165556
Intermediate Similarity	0.7417	NPC470392
Intermediate Similarity	0.7413	NPC293424
Intermediate Similarity	0.7376	NPC252004
Intermediate Similarity	0.7351	NPC282230
Intermediate Similarity	0.7351	NPC183348
Intermediate Similarity	0.7308	NPC253616
Intermediate Similarity	0.7303	NPC15083
Intermediate Similarity	0.7303	NPC104854
Intermediate Similarity	0.7303	NPC196979
Intermediate Similarity	0.7303	NPC470977
Intermediate Similarity	0.7303	NPC470976
Intermediate Similarity	0.7292	NPC94298
Intermediate Similarity	0.7292	NPC27633
Intermediate Similarity	0.7285	NPC66246
Intermediate Similarity	0.7285	NPC170546
Intermediate Similarity	0.7273	NPC196708
Intermediate Similarity	0.7273	NPC311339
Intermediate Similarity	0.7267	NPC121104
Intermediate Similarity	0.7246	NPC26353
Intermediate Similarity	0.7244	NPC268081
Intermediate Similarity	0.7237	NPC327457
Intermediate Similarity	0.7237	NPC86774
Intermediate Similarity	0.7219	NPC2401
Intermediate Similarity	0.7219	NPC35345
Intermediate Similarity	0.7215	NPC136095
Intermediate Similarity	0.7209	NPC227683
Intermediate Similarity	0.72	NPC204579
Intermediate Similarity	0.72	NPC154275
Intermediate Similarity	0.72	NPC110211
Intermediate Similarity	0.7194	NPC291837
Intermediate Similarity	0.7192	NPC230951
Intermediate Similarity	0.717	NPC470856
Intermediate Similarity	0.717	NPC184053
Intermediate Similarity	0.7163	NPC23332
Intermediate Similarity	0.7163	NPC57879
Intermediate Similarity	0.7153	NPC131192
Intermediate Similarity	0.7152	NPC36414
Intermediate Similarity	0.7143	NPC266425
Intermediate Similarity	0.7133	NPC49938
Intermediate Similarity	0.7124	NPC109778
Intermediate Similarity	0.7123	NPC264976
Intermediate Similarity	0.7122	NPC157473
Intermediate Similarity	0.7122	NPC151530
Intermediate Similarity	0.7115	NPC66705
Intermediate Similarity	0.7115	NPC229128
Intermediate Similarity	0.7115	NPC125269
Intermediate Similarity	0.7114	NPC328267
Intermediate Similarity	0.7107	NPC80098
Intermediate Similarity	0.7107	NPC472515
Intermediate Similarity	0.7103	NPC469954
Intermediate Similarity	0.7097	NPC288743
Intermediate Similarity	0.7097	NPC66158
Intermediate Similarity	0.7092	NPC25067
Intermediate Similarity	0.7092	NPC88868
Intermediate Similarity	0.7092	NPC183648
Intermediate Similarity	0.7092	NPC231251
Intermediate Similarity	0.7089	NPC103001
Intermediate Similarity	0.7081	NPC473090
Intermediate Similarity	0.7067	NPC184219
Intermediate Similarity	0.7063	NPC26524
Intermediate Similarity	0.7059	NPC238309
Intermediate Similarity	0.705	NPC176971
Intermediate Similarity	0.7044	NPC473988
Intermediate Similarity	0.7041	NPC158900
Intermediate Similarity	0.7039	NPC264428
Intermediate Similarity	0.7032	NPC175159
Intermediate Similarity	0.7032	NPC132308
Intermediate Similarity	0.7027	NPC235190
Intermediate Similarity	0.7027	NPC180006
Intermediate Similarity	0.7027	NPC163200
Intermediate Similarity	0.7025	NPC254741
Intermediate Similarity	0.7025	NPC160747
Intermediate Similarity	0.7021	NPC259554
Intermediate Similarity	0.702	NPC473626
Intermediate Similarity	0.702	NPC470858
Intermediate Similarity	0.702	NPC65041
Intermediate Similarity	0.702	NPC2771
Intermediate Similarity	0.7018	NPC66490
Intermediate Similarity	0.7013	NPC285776
Intermediate Similarity	0.7013	NPC42292
Intermediate Similarity	0.7013	NPC307732
Intermediate Similarity	0.7011	NPC472894
Intermediate Similarity	0.7006	NPC61499
Intermediate Similarity	0.7	NPC11799
Intermediate Similarity	0.7	NPC141252
Intermediate Similarity	0.7	NPC51181
Intermediate Similarity	0.7	NPC908
Intermediate Similarity	0.7	NPC138438
Intermediate Similarity	0.7	NPC326065
Remote Similarity	0.6993	NPC473907
Remote Similarity	0.6987	NPC203817
Remote Similarity	0.6987	NPC101294
Remote Similarity	0.6987	NPC473655
Remote Similarity	0.6987	NPC55147
Remote Similarity	0.6987	NPC54503
Remote Similarity	0.6986	NPC217423
Remote Similarity	0.6986	NPC45104
Remote Similarity	0.6982	NPC22014
Remote Similarity	0.6981	NPC38153
Remote Similarity	0.6981	NPC188879
Remote Similarity	0.6978	NPC238115
Remote Similarity	0.6978	NPC128730
Remote Similarity	0.6974	NPC474476
Remote Similarity	0.6971	NPC329992
Remote Similarity	0.6968	NPC472517
Remote Similarity	0.6962	NPC294470
Remote Similarity	0.6962	NPC48202
Remote Similarity	0.6962	NPC99854
Remote Similarity	0.6957	NPC474037
Remote Similarity	0.6957	NPC307990
Remote Similarity	0.6957	NPC16455
Remote Similarity	0.6954	NPC89630
Remote Similarity	0.6954	NPC255073
Remote Similarity	0.6951	NPC286038
Remote Similarity	0.6949	NPC309692
Remote Similarity	0.6948	NPC473894
Remote Similarity	0.6948	NPC194979
Remote Similarity	0.6948	NPC211120
Remote Similarity	0.6943	NPC237227
Remote Similarity	0.6937	NPC124269
Remote Similarity	0.6933	NPC311219
Remote Similarity	0.6933	NPC67300
Remote Similarity	0.6929	NPC1065
Remote Similarity	0.6929	NPC326447
Remote Similarity	0.6928	NPC475496
Remote Similarity	0.6928	NPC49852
Remote Similarity	0.6928	NPC293387
Remote Similarity	0.6928	NPC311753
Remote Similarity	0.6923	NPC169766
Remote Similarity	0.6923	NPC470859
Remote Similarity	0.6923	NPC278556
Remote Similarity	0.6923	NPC284424
Remote Similarity	0.6923	NPC302844
Remote Similarity	0.6918	NPC187826
Remote Similarity	0.6918	NPC240593
Remote Similarity	0.6918	NPC471069
Remote Similarity	0.6918	NPC471068
Remote Similarity	0.6918	NPC472516
Remote Similarity	0.6914	NPC471644
Remote Similarity	0.6914	NPC471640
Remote Similarity	0.6909	NPC472969
Remote Similarity	0.6909	NPC66991
Remote Similarity	0.6908	NPC124776
Remote Similarity	0.6908	NPC52035
Remote Similarity	0.6906	NPC283546
Remote Similarity	0.6903	NPC299010
Remote Similarity	0.6899	NPC307682
Remote Similarity	0.6899	NPC236974
Remote Similarity	0.6899	NPC144027
Remote Similarity	0.6899	NPC212729
Remote Similarity	0.6894	NPC11566
Remote Similarity	0.6894	NPC230902
Remote Similarity	0.6894	NPC473209
Remote Similarity	0.6894	NPC79908
Remote Similarity	0.6892	NPC281356
Remote Similarity	0.6892	NPC298796
Remote Similarity	0.689	NPC171656
Remote Similarity	0.689	NPC208584
Remote Similarity	0.689	NPC291153
Remote Similarity	0.6887	NPC109675
Remote Similarity	0.6887	NPC273772
Remote Similarity	0.6886	NPC191104
Remote Similarity	0.6883	NPC293453
Remote Similarity	0.6883	NPC125887
Remote Similarity	0.6883	NPC472519
Remote Similarity	0.6883	NPC473744
Remote Similarity	0.6879	NPC159418
Remote Similarity	0.6879	NPC229646
Remote Similarity	0.6879	NPC470441
Remote Similarity	0.6879	NPC283823
Remote Similarity	0.6875	NPC471070
Remote Similarity	0.6875	NPC207516
Remote Similarity	0.6875	NPC259685
Remote Similarity	0.6875	NPC471072
Remote Similarity	0.6875	NPC471071
Remote Similarity	0.6875	NPC307883
Remote Similarity	0.6871	NPC469978
Remote Similarity	0.6871	NPC471643
Remote Similarity	0.6871	NPC471639
Remote Similarity	0.6871	NPC471028
Remote Similarity	0.6871	NPC469615
Remote Similarity	0.6867	NPC98809
Remote Similarity	0.6867	NPC476394
Remote Similarity	0.6863	NPC127604
Remote Similarity	0.6859	NPC125153
Remote Similarity	0.6857	NPC473855

Drug Structure

NPD2186 OpenBabel08211701392D 27 27 0 0 0 0 0 0 0 0999 V2000 -1.7321 2.0000 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 2.5981 -2.5000 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 22 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 12 2 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 13 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 13 23 1 0 0 0 0 14 20 2 0 0 0 0 14 23 1 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000671
DrugBank	DB12831
ChEMBL	CHEMBL87563
IUPHAR/BPS	7863
PharmaGKB
KEGG Drug
PubChem CID	3447
ChEBI	93036
CAS Number	39492-01-8

Drug Properties

Molecular Weight	321.17
ALogP	-1.1166
MLogP	2.45
XLogP	3.065
HDA	6
HBD	3
Rotatable Bonds	14
TPSA	114.5
RO5 Violation	1