NPASS drugs

Drug Information

Drug ID:	NPD2717
Drug Name:	Lidorestat
Molecular Formula:	C18H11F3N2O2S
Canonical SMILES:	OC(=O)Cn1cc(c2c1cccc2)Cc1sc2c(n1)c(F)c(cc2F)F
Standard InCHI:	InChI=1S/C18H11F3N2O2S/c19-11-6-12(20)18-17(16(11)21)22-14(26-18)5-9-7-23(8-15(24)25)13-4-2-1-3-10(9)13/h1-4,6-7H,5,8H2,(H,24,25)
Standard InCHIKey:	KYHVTMFADJNSGS-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2717

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	447
0.1-0.2	5621
0.2-0.3	17258
0.3-0.4	4018
0.4-0.5	1574
0.5-0.6	1354
0.6-0.7	600
0.7-0.8	18
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	0.7701	NPC164228
Intermediate Similarity	0.7322	NPC92796
Intermediate Similarity	0.7322	NPC135141
Intermediate Similarity	0.7302	NPC469938
Intermediate Similarity	0.7293	NPC161108
Intermediate Similarity	0.7245	NPC321708
Intermediate Similarity	0.7238	NPC216713
Intermediate Similarity	0.7234	NPC91895
Intermediate Similarity	0.7207	NPC288838
Intermediate Similarity	0.7123	NPC173344
Intermediate Similarity	0.7089	NPC149014
Intermediate Similarity	0.7088	NPC53947
Intermediate Similarity	0.7072	NPC471957
Intermediate Similarity	0.7059	NPC478185
Intermediate Similarity	0.7047	NPC59269
Intermediate Similarity	0.7047	NPC248454
Intermediate Similarity	0.7039	NPC138562
Intermediate Similarity	0.7023	NPC77022
Remote Similarity	0.6991	NPC216221
Remote Similarity	0.698	NPC294693
Remote Similarity	0.6961	NPC285731
Remote Similarity	0.6952	NPC293487
Remote Similarity	0.6949	NPC150259
Remote Similarity	0.6944	NPC190296
Remote Similarity	0.6931	NPC478182
Remote Similarity	0.6923	NPC126709
Remote Similarity	0.6923	NPC283219
Remote Similarity	0.6923	NPC248041
Remote Similarity	0.6919	NPC147810
Remote Similarity	0.6919	NPC200214
Remote Similarity	0.6919	NPC49051
Remote Similarity	0.6912	NPC272483
Remote Similarity	0.6904	NPC163055
Remote Similarity	0.6898	NPC216643
Remote Similarity	0.6884	NPC94752
Remote Similarity	0.6872	NPC84827
Remote Similarity	0.6872	NPC145885
Remote Similarity	0.6872	NPC284775
Remote Similarity	0.6872	NPC14113
Remote Similarity	0.6868	NPC314372
Remote Similarity	0.6868	NPC159856
Remote Similarity	0.6865	NPC470823
Remote Similarity	0.6859	NPC478183
Remote Similarity	0.6856	NPC203468
Remote Similarity	0.6856	NPC149155
Remote Similarity	0.6856	NPC110500
Remote Similarity	0.6854	NPC31385
Remote Similarity	0.6854	NPC314102
Remote Similarity	0.6854	NPC251722
Remote Similarity	0.6854	NPC75726
Remote Similarity	0.6854	NPC110602
Remote Similarity	0.685	NPC17059
Remote Similarity	0.6842	NPC478184
Remote Similarity	0.6834	NPC15102
Remote Similarity	0.6823	NPC63751
Remote Similarity	0.6821	NPC267885
Remote Similarity	0.6816	NPC255909
Remote Similarity	0.6811	NPC24678
Remote Similarity	0.6811	NPC105818
Remote Similarity	0.6811	NPC40070
Remote Similarity	0.6809	NPC129721
Remote Similarity	0.6793	NPC470111
Remote Similarity	0.6788	NPC32534
Remote Similarity	0.6786	NPC64436
Remote Similarity	0.6782	NPC287895
Remote Similarity	0.6774	NPC470233
Remote Similarity	0.6771	NPC56233
Remote Similarity	0.6754	NPC317105
Remote Similarity	0.6751	NPC12649
Remote Similarity	0.6751	NPC11126
Remote Similarity	0.6751	NPC213468
Remote Similarity	0.6749	NPC476460
Remote Similarity	0.6746	NPC193761
Remote Similarity	0.6738	NPC469760
Remote Similarity	0.6738	NPC469763
Remote Similarity	0.6738	NPC259644
Remote Similarity	0.6738	NPC469786
Remote Similarity	0.6738	NPC325903
Remote Similarity	0.6738	NPC25008
Remote Similarity	0.6738	NPC73952
Remote Similarity	0.6738	NPC469765
Remote Similarity	0.6737	NPC279918
Remote Similarity	0.6736	NPC78020
Remote Similarity	0.6733	NPC213629
Remote Similarity	0.6729	NPC82370
Remote Similarity	0.6727	NPC253987
Remote Similarity	0.672	NPC148592
Remote Similarity	0.672	NPC469762
Remote Similarity	0.6717	NPC24864
Remote Similarity	0.6715	NPC474916
Remote Similarity	0.6704	NPC96102
Remote Similarity	0.6703	NPC477974
Remote Similarity	0.6702	NPC80597
Remote Similarity	0.6702	NPC211572
Remote Similarity	0.6702	NPC70922
Remote Similarity	0.6702	NPC75540
Remote Similarity	0.6702	NPC212376
Remote Similarity	0.6702	NPC282231
Remote Similarity	0.67	NPC228835
Remote Similarity	0.6685	NPC110126
Remote Similarity	0.6685	NPC73767
Remote Similarity	0.6684	NPC49217
Remote Similarity	0.6684	NPC49954
Remote Similarity	0.6684	NPC474561
Remote Similarity	0.6683	NPC293917
Remote Similarity	0.6667	NPC308931
Remote Similarity	0.6667	NPC280290
Remote Similarity	0.6667	NPC84911
Remote Similarity	0.6667	NPC51054
Remote Similarity	0.6667	NPC469785
Remote Similarity	0.6667	NPC151779
Remote Similarity	0.6667	NPC105127
Remote Similarity	0.6667	NPC57398
Remote Similarity	0.6667	NPC99939
Remote Similarity	0.6667	NPC19170
Remote Similarity	0.6649	NPC63545
Remote Similarity	0.6649	NPC281094
Remote Similarity	0.6648	NPC469761
Remote Similarity	0.6648	NPC469784
Remote Similarity	0.6648	NPC469783
Remote Similarity	0.6648	NPC469768
Remote Similarity	0.6648	NPC469779
Remote Similarity	0.6648	NPC469780
Remote Similarity	0.6648	NPC469767
Remote Similarity	0.6636	NPC478158
Remote Similarity	0.6635	NPC67288
Remote Similarity	0.6635	NPC143325
Remote Similarity	0.6634	NPC235684
Remote Similarity	0.6634	NPC62749
Remote Similarity	0.6633	NPC16659
Remote Similarity	0.662	NPC75634
Remote Similarity	0.662	NPC323927
Remote Similarity	0.6616	NPC240088
Remote Similarity	0.6616	NPC157583
Remote Similarity	0.6616	NPC68354
Remote Similarity	0.6616	NPC473380
Remote Similarity	0.6615	NPC194411
Remote Similarity	0.6613	NPC469811
Remote Similarity	0.6613	NPC201380
Remote Similarity	0.6613	NPC179787
Remote Similarity	0.6612	NPC469766
Remote Similarity	0.6611	NPC29886
Remote Similarity	0.6611	NPC261195
Remote Similarity	0.6609	NPC273714
Remote Similarity	0.6602	NPC326422
Remote Similarity	0.6602	NPC304203
Remote Similarity	0.6598	NPC54988
Remote Similarity	0.6598	NPC160105
Remote Similarity	0.6593	NPC104483
Remote Similarity	0.659	NPC46358
Remote Similarity	0.6587	NPC227582
Remote Similarity	0.6583	NPC265710
Remote Similarity	0.6583	NPC248462
Remote Similarity	0.658	NPC311276
Remote Similarity	0.658	NPC194640
Remote Similarity	0.6578	NPC297862
Remote Similarity	0.6578	NPC321911
Remote Similarity	0.6569	NPC103119
Remote Similarity	0.6566	NPC280852
Remote Similarity	0.6562	NPC44773
Remote Similarity	0.6562	NPC215584
Remote Similarity	0.6562	NPC153467
Remote Similarity	0.656	NPC478157
Remote Similarity	0.6557	NPC279081
Remote Similarity	0.6557	NPC475774
Remote Similarity	0.6555	NPC131887
Remote Similarity	0.6555	NPC171317
Remote Similarity	0.655	NPC314919
Remote Similarity	0.6548	NPC477611
Remote Similarity	0.6538	NPC179701
Remote Similarity	0.6538	NPC169433
Remote Similarity	0.6533	NPC111275
Remote Similarity	0.653	NPC470732
Remote Similarity	0.653	NPC470731
Remote Similarity	0.6526	NPC473376
Remote Similarity	0.6515	NPC275305
Remote Similarity	0.6515	NPC37423
Remote Similarity	0.6513	NPC114637
Remote Similarity	0.6512	NPC66699
Remote Similarity	0.651	NPC477591
Remote Similarity	0.6507	NPC262898
Remote Similarity	0.6505	NPC473763
Remote Similarity	0.6505	NPC117244
Remote Similarity	0.65	NPC55772
Remote Similarity	0.6497	NPC470498
Remote Similarity	0.6495	NPC40779
Remote Similarity	0.6495	NPC8104
Remote Similarity	0.6493	NPC252338
Remote Similarity	0.6488	NPC188104
Remote Similarity	0.6485	NPC143533
Remote Similarity	0.648	NPC256893
Remote Similarity	0.648	NPC82295
Remote Similarity	0.648	NPC201700
Remote Similarity	0.6477	NPC131718
Remote Similarity	0.6476	NPC473640
Remote Similarity	0.6471	NPC143872
Remote Similarity	0.6468	NPC249662
Remote Similarity	0.6468	NPC91179
Remote Similarity	0.6467	NPC238499
Remote Similarity	0.6467	NPC230002

Drug Structure

NPD2717 OpenBabel08211702552D 27 30 0 0 0 0 0 0 0 0999 V2000 -4.7765 1.4195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9844 2.3976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8255 1.1104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2413 3.0667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6810 2.5886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3197 4.2522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0823 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2902 2.7577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1287 4.8400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.1910 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 2.8090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 3.2577 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0242 5.8345 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0422 4.4333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.8512 5.0211 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 10 2 0 0 0 0 4 13 2 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 9 2 0 0 0 0 7 23 1 0 0 0 0 8 15 1 0 0 0 0 8 23 1 0 0 0 0 9 10 1 0 0 0 0 10 13 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 18 2 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 22 2 0 0 0 0 14 26 1 0 0 0 0 15 24 2 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005485
DrugBank	DB07063
ChEMBL	CHEMBL363387
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	157839
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.05
ALogP	1.6637
MLogP	2.56
XLogP	3.999
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	83.36
RO5 Violation	0