NPASS drugs

Drug Information

Drug ID:	NPD3260
Drug Name:	rilopirox
Molecular Formula:	C19H16ClNO4
Canonical SMILES:	Clc1ccc(cc1)Oc1ccc(cc1)OCc1cc(C)cc(=O)n1O
Standard InCHI:	InChI=1S/C19H16ClNO4/c1-13-10-15(21(23)19(22)11-13)12-24-16-6-8-18(9-7-16)25-17-4-2-14(20)3-5-17/h2-11,23H,12H2,1H3
Standard InCHIKey:	UDYUIWXQUBNDHC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3260

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	155
0.1-0.2	1952
0.2-0.3	8018
0.3-0.4	5690
0.4-0.5	7855
0.5-0.6	7115
0.6-0.7	103
0.7-0.8	2
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	0.7181	NPC138365
Intermediate Similarity	0.7114	NPC29650
Remote Similarity	0.6933	NPC66643
Remote Similarity	0.6897	NPC255253
Remote Similarity	0.6861	NPC95977
Remote Similarity	0.6828	NPC151237
Remote Similarity	0.6711	NPC132308
Remote Similarity	0.6711	NPC273984
Remote Similarity	0.6599	NPC27198
Remote Similarity	0.6541	NPC313918
Remote Similarity	0.6528	NPC323948
Remote Similarity	0.6516	NPC196708
Remote Similarity	0.65	NPC473874
Remote Similarity	0.6458	NPC258992
Remote Similarity	0.6438	NPC256369
Remote Similarity	0.6424	NPC218323
Remote Similarity	0.6414	NPC161768
Remote Similarity	0.6405	NPC200555
Remote Similarity	0.6405	NPC196026
Remote Similarity	0.6395	NPC41801
Remote Similarity	0.6375	NPC168750
Remote Similarity	0.6358	NPC9373
Remote Similarity	0.6323	NPC193334
Remote Similarity	0.6323	NPC471953
Remote Similarity	0.6309	NPC476165
Remote Similarity	0.6286	NPC157473
Remote Similarity	0.6286	NPC151530
Remote Similarity	0.6282	NPC297584
Remote Similarity	0.6267	NPC90577
Remote Similarity	0.6266	NPC106606
Remote Similarity	0.6259	NPC204617
Remote Similarity	0.6259	NPC17537
Remote Similarity	0.6224	NPC266932
Remote Similarity	0.6214	NPC176971
Remote Similarity	0.6209	NPC232872
Remote Similarity	0.6207	NPC87563
Remote Similarity	0.6203	NPC13826
Remote Similarity	0.6203	NPC209195
Remote Similarity	0.6187	NPC109637
Remote Similarity	0.6184	NPC235370
Remote Similarity	0.6174	NPC31314
Remote Similarity	0.6174	NPC263835
Remote Similarity	0.6174	NPC193193
Remote Similarity	0.6164	NPC303370
Remote Similarity	0.6164	NPC307682
Remote Similarity	0.6149	NPC212850
Remote Similarity	0.6149	NPC189724
Remote Similarity	0.6149	NPC83289
Remote Similarity	0.6149	NPC86087
Remote Similarity	0.6143	NPC128730
Remote Similarity	0.6139	NPC274441
Remote Similarity	0.6139	NPC2363
Remote Similarity	0.6131	NPC307039
Remote Similarity	0.6124	NPC23837
Remote Similarity	0.6124	NPC125306
Remote Similarity	0.6118	NPC315632
Remote Similarity	0.6118	NPC320287
Remote Similarity	0.6115	NPC192596
Remote Similarity	0.6115	NPC208022
Remote Similarity	0.6115	NPC274732
Remote Similarity	0.6107	NPC43435
Remote Similarity	0.6099	NPC326447
Remote Similarity	0.6099	NPC326801
Remote Similarity	0.6098	NPC247298
Remote Similarity	0.609	NPC238309
Remote Similarity	0.6084	NPC149545
Remote Similarity	0.6082	NPC301163
Remote Similarity	0.6076	NPC266425
Remote Similarity	0.6076	NPC169766
Remote Similarity	0.6071	NPC283546
Remote Similarity	0.6069	NPC474920
Remote Similarity	0.6067	NPC168050
Remote Similarity	0.6065	NPC298884
Remote Similarity	0.6062	NPC469808
Remote Similarity	0.6054	NPC301321
Remote Similarity	0.6054	NPC296526
Remote Similarity	0.6045	NPC73280
Remote Similarity	0.6043	NPC51633
Remote Similarity	0.604	NPC277460
Remote Similarity	0.6037	NPC260601
Remote Similarity	0.6037	NPC182475
Remote Similarity	0.6034	NPC220560
Remote Similarity	0.6034	NPC254700
Remote Similarity	0.6028	NPC470393
Remote Similarity	0.6028	NPC473855
Remote Similarity	0.6027	NPC90903
Remote Similarity	0.6026	NPC205213
Remote Similarity	0.6026	NPC212559
Remote Similarity	0.6026	NPC83279
Remote Similarity	0.6026	NPC283079
Remote Similarity	0.6025	NPC113236
Remote Similarity	0.6025	NPC214036
Remote Similarity	0.6024	NPC296085
Remote Similarity	0.6024	NPC245974
Remote Similarity	0.6014	NPC33717
Remote Similarity	0.6014	NPC471576
Remote Similarity	0.6013	NPC315807
Remote Similarity	0.6013	NPC11173
Remote Similarity	0.6012	NPC476462
Remote Similarity	0.6	NPC8058
Remote Similarity	0.6	NPC179686
Remote Similarity	0.6	NPC314861
Remote Similarity	0.6	NPC98748
Remote Similarity	0.6	NPC234956
Remote Similarity	0.6	NPC264976
Remote Similarity	0.5987	NPC295970
Remote Similarity	0.5978	NPC290069
Remote Similarity	0.5975	NPC329427
Remote Similarity	0.5975	NPC317601
Remote Similarity	0.5974	NPC190086
Remote Similarity	0.5974	NPC74478
Remote Similarity	0.5974	NPC147896
Remote Similarity	0.5974	NPC33402
Remote Similarity	0.5974	NPC276962
Remote Similarity	0.5973	NPC280001
Remote Similarity	0.5972	NPC474272
Remote Similarity	0.5971	NPC13755
Remote Similarity	0.597	NPC318429
Remote Similarity	0.5962	NPC142087
Remote Similarity	0.5962	NPC140750
Remote Similarity	0.5962	NPC95034
Remote Similarity	0.596	NPC14177
Remote Similarity	0.5957	NPC108875
Remote Similarity	0.5957	NPC38079
Remote Similarity	0.5954	NPC231862
Remote Similarity	0.5946	NPC51345
Remote Similarity	0.5946	NPC473718
Remote Similarity	0.5942	NPC175298
Remote Similarity	0.594	NPC157213
Remote Similarity	0.5939	NPC142803
Remote Similarity	0.5935	NPC320242
Remote Similarity	0.5935	NPC141739
Remote Similarity	0.5935	NPC136112
Remote Similarity	0.5933	NPC293424
Remote Similarity	0.5929	NPC84325
Remote Similarity	0.5928	NPC71629
Remote Similarity	0.5926	NPC264938
Remote Similarity	0.5926	NPC231163
Remote Similarity	0.5926	NPC286843
Remote Similarity	0.5926	NPC322424
Remote Similarity	0.5926	NPC318591
Remote Similarity	0.5921	NPC180006
Remote Similarity	0.5921	NPC163200
Remote Similarity	0.5921	NPC322569
Remote Similarity	0.5921	NPC235190
Remote Similarity	0.5915	NPC473393
Remote Similarity	0.5915	NPC139891
Remote Similarity	0.5912	NPC470392
Remote Similarity	0.5909	NPC211218
Remote Similarity	0.5909	NPC248786
Remote Similarity	0.5909	NPC279379
Remote Similarity	0.5906	NPC163398
Remote Similarity	0.5906	NPC19290
Remote Similarity	0.5906	NPC154256
Remote Similarity	0.5906	NPC316062
Remote Similarity	0.5906	NPC290470
Remote Similarity	0.5903	NPC291837
Remote Similarity	0.5903	NPC146530
Remote Similarity	0.5901	NPC477210
Remote Similarity	0.5899	NPC132725
Remote Similarity	0.5897	NPC233559
Remote Similarity	0.5895	NPC475702
Remote Similarity	0.5894	NPC172253
Remote Similarity	0.5894	NPC37858
Remote Similarity	0.5894	NPC54243
Remote Similarity	0.5894	NPC59561
Remote Similarity	0.5886	NPC246991
Remote Similarity	0.5886	NPC473987
Remote Similarity	0.5886	NPC271832
Remote Similarity	0.5886	NPC59654
Remote Similarity	0.5882	NPC14287
Remote Similarity	0.5882	NPC251259
Remote Similarity	0.5875	NPC105541
Remote Similarity	0.5875	NPC474340
Remote Similarity	0.5874	NPC41594
Remote Similarity	0.5874	NPC113457
Remote Similarity	0.5871	NPC229113
Remote Similarity	0.5871	NPC472165
Remote Similarity	0.5871	NPC89630
Remote Similarity	0.5871	NPC246704
Remote Similarity	0.5867	NPC183154
Remote Similarity	0.5867	NPC185738
Remote Similarity	0.5867	NPC263754
Remote Similarity	0.5864	NPC234865
Remote Similarity	0.586	NPC224774
Remote Similarity	0.586	NPC121740
Remote Similarity	0.586	NPC258567
Remote Similarity	0.5857	NPC107101
Remote Similarity	0.5855	NPC474874
Remote Similarity	0.5849	NPC32463
Remote Similarity	0.5849	NPC7569
Remote Similarity	0.5849	NPC470079
Remote Similarity	0.5849	NPC30390
Remote Similarity	0.5849	NPC2989
Remote Similarity	0.5845	NPC2518
Remote Similarity	0.5844	NPC473464
Remote Similarity	0.5844	NPC302211
Remote Similarity	0.5844	NPC476332
Remote Similarity	0.5844	NPC188997
Remote Similarity	0.5843	NPC269383

Drug Structure

NPD3260 OpenBabel08211703112D 26 28 0 0 0 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 5.1962 4.0000 0.0000 Cl 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 4 1 0 0 0 0 2 14 2 0 0 0 0 3 5 2 0 0 0 0 3 14 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 24 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 21 23 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014546
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.08
ALogP	0.1811
MLogP	2.89
XLogP	4.198
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	59
RO5 Violation	0