NPASS drugs

Drug Information

Drug ID:	NPD2366
Drug Name:	Benorilate
Molecular Formula:	C17H15NO5
Canonical SMILES:	CC(=O)Oc1ccccc1C(=O)Oc1ccc(cc1)N=C(O)C
Standard InCHI:	InChI=1S/C17H15NO5/c1-11(19)18-13-7-9-14(10-8-13)23-17(21)15-5-3-4-6-16(15)22-12(2)20/h3-10H,1-2H3,(H,18,19)
Standard InCHIKey:	FEJKLNWAOXSSNR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2366

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	191
0.1-0.2	1300
0.2-0.3	4215
0.3-0.4	8072
0.4-0.5	2994
0.5-0.6	9475
0.6-0.7	4572
0.7-0.8	70
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8533	NPC323798
Intermediate Similarity	0.7914	NPC475983
Intermediate Similarity	0.787	NPC9475
Intermediate Similarity	0.7778	NPC316574
Intermediate Similarity	0.774	NPC311219
Intermediate Similarity	0.7697	NPC199737
Intermediate Similarity	0.7661	NPC315631
Intermediate Similarity	0.7655	NPC230951
Intermediate Similarity	0.7584	NPC4164
Intermediate Similarity	0.75	NPC471316
Intermediate Similarity	0.75	NPC238309
Intermediate Similarity	0.7456	NPC314861
Intermediate Similarity	0.7429	NPC288305
Intermediate Similarity	0.7427	NPC112336
Intermediate Similarity	0.7427	NPC474814
Intermediate Similarity	0.7368	NPC471778
Intermediate Similarity	0.7342	NPC181526
Intermediate Similarity	0.7329	NPC45104
Intermediate Similarity	0.7329	NPC217423
Intermediate Similarity	0.7321	NPC93653
Intermediate Similarity	0.731	NPC188907
Intermediate Similarity	0.7308	NPC287533
Intermediate Similarity	0.7285	NPC193805
Intermediate Similarity	0.7255	NPC264428
Intermediate Similarity	0.725	NPC301702
Intermediate Similarity	0.7239	NPC315829
Intermediate Similarity	0.723	NPC54243
Intermediate Similarity	0.7226	NPC12694
Intermediate Similarity	0.7219	NPC306366
Intermediate Similarity	0.7215	NPC66705
Intermediate Similarity	0.72	NPC8467
Intermediate Similarity	0.7188	NPC103001
Intermediate Similarity	0.7181	NPC474874
Intermediate Similarity	0.7181	NPC233282
Intermediate Similarity	0.7179	NPC470392
Intermediate Similarity	0.7172	NPC264782
Intermediate Similarity	0.7171	NPC205946
Intermediate Similarity	0.7171	NPC89630
Intermediate Similarity	0.7162	NPC32298
Intermediate Similarity	0.7161	NPC473019
Intermediate Similarity	0.7135	NPC108847
Intermediate Similarity	0.7134	NPC105541
Intermediate Similarity	0.7118	NPC19023
Intermediate Similarity	0.7114	NPC35744
Intermediate Similarity	0.7114	NPC264976
Intermediate Similarity	0.7105	NPC93730
Intermediate Similarity	0.7099	NPC136095
Intermediate Similarity	0.7095	NPC469831
Intermediate Similarity	0.7093	NPC204179
Intermediate Similarity	0.7081	NPC332594
Intermediate Similarity	0.7073	NPC17760
Intermediate Similarity	0.707	NPC137264
Intermediate Similarity	0.7067	NPC470092
Intermediate Similarity	0.7059	NPC6888
Intermediate Similarity	0.7047	NPC94637
Intermediate Similarity	0.7032	NPC41721
Intermediate Similarity	0.7032	NPC71525
Intermediate Similarity	0.7032	NPC122235
Intermediate Similarity	0.7027	NPC33717
Intermediate Similarity	0.7027	NPC128825
Intermediate Similarity	0.7018	NPC231862
Intermediate Similarity	0.7017	NPC132751
Intermediate Similarity	0.7013	NPC88403
Intermediate Similarity	0.7013	NPC2771
Intermediate Similarity	0.7012	NPC105648
Intermediate Similarity	0.7012	NPC24075
Intermediate Similarity	0.7006	NPC2989
Intermediate Similarity	0.7006	NPC39753
Intermediate Similarity	0.7006	NPC115998
Intermediate Similarity	0.7	NPC90522
Intermediate Similarity	0.7	NPC328459
Remote Similarity	0.6975	NPC188879
Remote Similarity	0.6975	NPC250266
Remote Similarity	0.6975	NPC266597
Remote Similarity	0.6975	NPC253616
Remote Similarity	0.6974	NPC314329
Remote Similarity	0.697	NPC36181
Remote Similarity	0.6957	NPC223616
Remote Similarity	0.6954	NPC193193
Remote Similarity	0.6954	NPC72977
Remote Similarity	0.6954	NPC31314
Remote Similarity	0.6951	NPC474037
Remote Similarity	0.6951	NPC220106
Remote Similarity	0.6948	NPC229113
Remote Similarity	0.6948	NPC107846
Remote Similarity	0.6946	NPC153758
Remote Similarity	0.6946	NPC154217
Remote Similarity	0.6943	NPC187907
Remote Similarity	0.6943	NPC197425
Remote Similarity	0.6933	NPC280284
Remote Similarity	0.6933	NPC99333
Remote Similarity	0.6933	NPC124269
Remote Similarity	0.6933	NPC188947
Remote Similarity	0.6928	NPC196459
Remote Similarity	0.6928	NPC112791
Remote Similarity	0.6928	NPC95123
Remote Similarity	0.6928	NPC470296
Remote Similarity	0.6928	NPC470216
Remote Similarity	0.6928	NPC87609
Remote Similarity	0.6928	NPC188632
Remote Similarity	0.6928	NPC66404
Remote Similarity	0.6928	NPC94794
Remote Similarity	0.6923	NPC298884
Remote Similarity	0.6923	NPC22783
Remote Similarity	0.6919	NPC475411
Remote Similarity	0.6919	NPC28510
Remote Similarity	0.6918	NPC113006
Remote Similarity	0.6918	NPC297584
Remote Similarity	0.6918	NPC284424
Remote Similarity	0.6918	NPC278556
Remote Similarity	0.6918	NPC262359
Remote Similarity	0.6914	NPC234133
Remote Similarity	0.6914	NPC29353
Remote Similarity	0.6914	NPC473887
Remote Similarity	0.6914	NPC240593
Remote Similarity	0.6914	NPC472516
Remote Similarity	0.6914	NPC13408
Remote Similarity	0.6914	NPC268081
Remote Similarity	0.6914	NPC127447
Remote Similarity	0.6914	NPC124784
Remote Similarity	0.6914	NPC194281
Remote Similarity	0.6914	NPC47815
Remote Similarity	0.6914	NPC231772
Remote Similarity	0.6911	NPC288759
Remote Similarity	0.6911	NPC15987
Remote Similarity	0.6905	NPC180477
Remote Similarity	0.6899	NPC7569
Remote Similarity	0.6899	NPC228184
Remote Similarity	0.6899	NPC307732
Remote Similarity	0.6899	NPC42292
Remote Similarity	0.6894	NPC172262
Remote Similarity	0.6894	NPC298900
Remote Similarity	0.6894	NPC125269
Remote Similarity	0.689	NPC473209
Remote Similarity	0.6886	NPC1886
Remote Similarity	0.6886	NPC469953
Remote Similarity	0.6886	NPC196137
Remote Similarity	0.6886	NPC29577
Remote Similarity	0.6886	NPC134621
Remote Similarity	0.6886	NPC469935
Remote Similarity	0.6886	NPC178627
Remote Similarity	0.6885	NPC288854
Remote Similarity	0.6883	NPC226794
Remote Similarity	0.6882	NPC114039
Remote Similarity	0.6882	NPC206109
Remote Similarity	0.6879	NPC125887
Remote Similarity	0.6879	NPC57105
Remote Similarity	0.6878	NPC234933
Remote Similarity	0.6875	NPC128216
Remote Similarity	0.6875	NPC212631
Remote Similarity	0.6875	NPC473655
Remote Similarity	0.6875	NPC87231
Remote Similarity	0.6875	NPC205468
Remote Similarity	0.6875	NPC129132
Remote Similarity	0.6875	NPC257756
Remote Similarity	0.6875	NPC101294
Remote Similarity	0.6872	NPC477825
Remote Similarity	0.6871	NPC314113
Remote Similarity	0.6871	NPC228661
Remote Similarity	0.6871	NPC275055
Remote Similarity	0.6871	NPC290291
Remote Similarity	0.6868	NPC469829
Remote Similarity	0.6857	NPC471652
Remote Similarity	0.6856	NPC198160
Remote Similarity	0.6855	NPC141549
Remote Similarity	0.6852	NPC239495
Remote Similarity	0.6852	NPC9985
Remote Similarity	0.6848	NPC281207
Remote Similarity	0.6848	NPC261227
Remote Similarity	0.6848	NPC270883
Remote Similarity	0.6848	NPC69769
Remote Similarity	0.6848	NPC172986
Remote Similarity	0.6848	NPC235239
Remote Similarity	0.6848	NPC269652
Remote Similarity	0.6846	NPC51345
Remote Similarity	0.6845	NPC471825
Remote Similarity	0.6845	NPC57470
Remote Similarity	0.6845	NPC181388
Remote Similarity	0.6845	NPC470322
Remote Similarity	0.6845	NPC237208
Remote Similarity	0.6842	NPC241263
Remote Similarity	0.6839	NPC265910
Remote Similarity	0.6839	NPC470162
Remote Similarity	0.6839	NPC91475
Remote Similarity	0.6839	NPC470163
Remote Similarity	0.6839	NPC56332
Remote Similarity	0.6835	NPC211120
Remote Similarity	0.6832	NPC56031
Remote Similarity	0.6832	NPC78540
Remote Similarity	0.6832	NPC57601
Remote Similarity	0.6832	NPC337373
Remote Similarity	0.6832	NPC192304
Remote Similarity	0.6832	NPC175098
Remote Similarity	0.6832	NPC139813
Remote Similarity	0.6832	NPC263670
Remote Similarity	0.6832	NPC312318
Remote Similarity	0.6832	NPC50898
Remote Similarity	0.6832	NPC274121
Remote Similarity	0.6832	NPC472365
Remote Similarity	0.6832	NPC292998

Drug Structure

NPD2366 OpenBabel08211702172D 24 25 0 0 0 0 0 0 0 0999 V2000 3.4641 -6.0000 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 0.0000 -2.0000 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 0.8660 -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 3.4641 -3.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 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 2.5981 -3.5000 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 0.8660 -0.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 O 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 1.7321 1.0000 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 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 15 2 0 0 0 0 6 16 2 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 18 2 3 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 12 22 1 0 0 0 0 13 18 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012409
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.10
ALogP	-0.244
MLogP	2.67
XLogP	5.061
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	85.19
RO5 Violation	1