NPASS drugs

Drug Information

Drug ID:	NPD3827
Drug Name:
Molecular Formula:	C20H19FN2O6
Canonical SMILES:	CCOCCC1(Oc2ccc(cc2)Oc2ccc(cc2)F)C(=NC(=O)N=C1O)O
Standard InCHI:	InChI=1S/C20H19FN2O6/c1-2-27-12-11-20(17(24)22-19(26)23-18(20)25)29-16-9-7-15(8-10-16)28-14-5-3-13(21)4-6-14/h3-10H,2,11-12H2,1H3,(H2,22,23,24,25,26)
Standard InCHIKey:	XRSYNYGEEYTXJV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3827

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	107
0.1-0.2	966
0.2-0.3	4740
0.3-0.4	9514
0.4-0.5	4092
0.5-0.6	9188
0.6-0.7	2269
0.7-0.8	14
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	0.7368	NPC83279
Intermediate Similarity	0.7218	NPC256369
Intermediate Similarity	0.72	NPC17537
Intermediate Similarity	0.7188	NPC46844
Intermediate Similarity	0.7164	NPC263835
Intermediate Similarity	0.7163	NPC471953
Intermediate Similarity	0.7121	NPC290470
Intermediate Similarity	0.7121	NPC154256
Intermediate Similarity	0.7059	NPC318429
Intermediate Similarity	0.7047	NPC313414
Intermediate Similarity	0.7029	NPC74478
Intermediate Similarity	0.7008	NPC41594
Intermediate Similarity	0.7	NPC266932
Intermediate Similarity	0.7	NPC186898
Remote Similarity	0.6992	NPC258992
Remote Similarity	0.697	NPC142319
Remote Similarity	0.6963	NPC43275
Remote Similarity	0.6963	NPC163036
Remote Similarity	0.6953	NPC194034
Remote Similarity	0.695	NPC222572
Remote Similarity	0.695	NPC87224
Remote Similarity	0.6947	NPC474920
Remote Similarity	0.694	NPC323948
Remote Similarity	0.6939	NPC477838
Remote Similarity	0.6939	NPC477837
Remote Similarity	0.6923	NPC95977
Remote Similarity	0.6917	NPC37302
Remote Similarity	0.6917	NPC303370
Remote Similarity	0.6917	NPC301321
Remote Similarity	0.6912	NPC41801
Remote Similarity	0.6879	NPC140750
Remote Similarity	0.6853	NPC114102
Remote Similarity	0.6853	NPC470079
Remote Similarity	0.6846	NPC474272
Remote Similarity	0.6842	NPC115144
Remote Similarity	0.6842	NPC277857
Remote Similarity	0.6835	NPC474130
Remote Similarity	0.6831	NPC247146
Remote Similarity	0.6828	NPC92805
Remote Similarity	0.6824	NPC83289
Remote Similarity	0.6824	NPC212850
Remote Similarity	0.6824	NPC189724
Remote Similarity	0.6815	NPC151617
Remote Similarity	0.6815	NPC76915
Remote Similarity	0.6812	NPC476165
Remote Similarity	0.6812	NPC57751
Remote Similarity	0.6809	NPC171533
Remote Similarity	0.6806	NPC274732
Remote Similarity	0.68	NPC178466
Remote Similarity	0.68	NPC132725
Remote Similarity	0.68	NPC63628
Remote Similarity	0.68	NPC307039
Remote Similarity	0.68	NPC314803
Remote Similarity	0.6797	NPC470935
Remote Similarity	0.6797	NPC470393
Remote Similarity	0.6797	NPC471032
Remote Similarity	0.6795	NPC56635
Remote Similarity	0.6791	NPC473718
Remote Similarity	0.6786	NPC48990
Remote Similarity	0.6786	NPC109822
Remote Similarity	0.6786	NPC114901
Remote Similarity	0.6786	NPC94276
Remote Similarity	0.6786	NPC293701
Remote Similarity	0.6786	NPC25817
Remote Similarity	0.6783	NPC86030
Remote Similarity	0.6783	NPC195749
Remote Similarity	0.6783	NPC295970
Remote Similarity	0.6783	NPC5851
Remote Similarity	0.6783	NPC52029
Remote Similarity	0.6783	NPC35961
Remote Similarity	0.6779	NPC195814
Remote Similarity	0.6772	NPC192596
Remote Similarity	0.6765	NPC283616
Remote Similarity	0.6765	NPC228907
Remote Similarity	0.6763	NPC204535
Remote Similarity	0.6763	NPC71090
Remote Similarity	0.6763	NPC471315
Remote Similarity	0.6763	NPC471314
Remote Similarity	0.6763	NPC46586
Remote Similarity	0.6763	NPC188997
Remote Similarity	0.6761	NPC111247
Remote Similarity	0.6761	NPC41706
Remote Similarity	0.6761	NPC319625
Remote Similarity	0.6761	NPC292056
Remote Similarity	0.6761	NPC163332
Remote Similarity	0.6761	NPC251571
Remote Similarity	0.6761	NPC183181
Remote Similarity	0.6761	NPC147821
Remote Similarity	0.6761	NPC198798
Remote Similarity	0.6761	NPC118787
Remote Similarity	0.6755	NPC247298
Remote Similarity	0.6753	NPC139699
Remote Similarity	0.6753	NPC114659
Remote Similarity	0.6752	NPC87363
Remote Similarity	0.675	NPC157213
Remote Similarity	0.6742	NPC166837
Remote Similarity	0.6739	NPC473875
Remote Similarity	0.6739	NPC469412
Remote Similarity	0.6739	NPC198734
Remote Similarity	0.6738	NPC29477
Remote Similarity	0.6733	NPC222039
Remote Similarity	0.6733	NPC100478
Remote Similarity	0.672	NPC313918
Remote Similarity	0.6719	NPC38079
Remote Similarity	0.6719	NPC108875
Remote Similarity	0.6715	NPC214289
Remote Similarity	0.6714	NPC315632
Remote Similarity	0.6714	NPC217854
Remote Similarity	0.6714	NPC261992
Remote Similarity	0.6713	NPC72529
Remote Similarity	0.6713	NPC155838
Remote Similarity	0.6712	NPC168059
Remote Similarity	0.6712	NPC229442
Remote Similarity	0.6712	NPC303993
Remote Similarity	0.6695	NPC125306
Remote Similarity	0.6695	NPC23837
Remote Similarity	0.6693	NPC51633
Remote Similarity	0.669	NPC247018
Remote Similarity	0.669	NPC298845
Remote Similarity	0.669	NPC214869
Remote Similarity	0.669	NPC97870
Remote Similarity	0.669	NPC58607
Remote Similarity	0.669	NPC233559
Remote Similarity	0.669	NPC162801
Remote Similarity	0.669	NPC103799
Remote Similarity	0.669	NPC307123
Remote Similarity	0.669	NPC178284
Remote Similarity	0.669	NPC191037
Remote Similarity	0.6689	NPC18189
Remote Similarity	0.6689	NPC262585
Remote Similarity	0.6689	NPC20829
Remote Similarity	0.6688	NPC140915
Remote Similarity	0.6688	NPC10221
Remote Similarity	0.6688	NPC197741
Remote Similarity	0.6688	NPC305700
Remote Similarity	0.6688	NPC18249
Remote Similarity	0.6688	NPC187028
Remote Similarity	0.6667	NPC285339
Remote Similarity	0.6667	NPC202582
Remote Similarity	0.6667	NPC106215
Remote Similarity	0.6667	NPC97326
Remote Similarity	0.6667	NPC470258
Remote Similarity	0.6667	NPC310854
Remote Similarity	0.6667	NPC31314
Remote Similarity	0.6667	NPC60589
Remote Similarity	0.6667	NPC124085
Remote Similarity	0.6667	NPC190629
Remote Similarity	0.6667	NPC117048
Remote Similarity	0.6667	NPC193193
Remote Similarity	0.6667	NPC210623
Remote Similarity	0.6667	NPC95733
Remote Similarity	0.6667	NPC273295
Remote Similarity	0.6667	NPC222004
Remote Similarity	0.6667	NPC226788
Remote Similarity	0.6667	NPC218003
Remote Similarity	0.6667	NPC245974
Remote Similarity	0.6667	NPC62101
Remote Similarity	0.6667	NPC3439
Remote Similarity	0.6667	NPC469708
Remote Similarity	0.6667	NPC218856
Remote Similarity	0.6667	NPC134360
Remote Similarity	0.6667	NPC287429
Remote Similarity	0.6646	NPC179250
Remote Similarity	0.6646	NPC50380
Remote Similarity	0.6645	NPC97004
Remote Similarity	0.6645	NPC161155
Remote Similarity	0.6645	NPC136951
Remote Similarity	0.6644	NPC326797
Remote Similarity	0.6644	NPC474282
Remote Similarity	0.6644	NPC276490
Remote Similarity	0.6644	NPC105541
Remote Similarity	0.6644	NPC102904
Remote Similarity	0.6644	NPC169766
Remote Similarity	0.6644	NPC107551
Remote Similarity	0.6644	NPC36434
Remote Similarity	0.6644	NPC103976
Remote Similarity	0.6644	NPC176051
Remote Similarity	0.6643	NPC302211
Remote Similarity	0.6643	NPC474119
Remote Similarity	0.6643	NPC105147
Remote Similarity	0.6643	NPC126216
Remote Similarity	0.6643	NPC476142
Remote Similarity	0.6643	NPC216836
Remote Similarity	0.6643	NPC37074
Remote Similarity	0.6643	NPC228875
Remote Similarity	0.6642	NPC474214
Remote Similarity	0.6622	NPC195022
Remote Similarity	0.6622	NPC472337
Remote Similarity	0.6622	NPC134968
Remote Similarity	0.6622	NPC151224
Remote Similarity	0.6622	NPC320259
Remote Similarity	0.6621	NPC214860
Remote Similarity	0.6621	NPC474491
Remote Similarity	0.662	NPC278552
Remote Similarity	0.662	NPC167571
Remote Similarity	0.662	NPC207179
Remote Similarity	0.662	NPC194519
Remote Similarity	0.662	NPC470510
Remote Similarity	0.6619	NPC276195
Remote Similarity	0.6619	NPC212559

Drug Structure

NPD3827 OpenBabel08211704332D 31 33 0 0 1 0 0 0 0 0999 V2000 -5.0212 1.2175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1517 0.2261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9134 0.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7794 2.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0474 1.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9134 2.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3153 1.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4493 2.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4493 0.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5833 2.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6411 -0.6088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4345 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7794 1.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0474 2.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3153 2.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5833 1.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5867 -1.2175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9239 0.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1305 -0.9914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7172 -0.2261 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6454 0.7739 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.6628 -1.6002 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 -2.3801 -1.8263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0544 1.3741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0544 -1.3741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3583 -0.3827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1813 2.7739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7172 0.7739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2495 -2.8177 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2611 1.9829 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 27 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 20 1 0 0 0 0 12 27 1 0 0 0 0 13 21 1 0 0 0 0 14 28 1 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 19 26 2 0 0 0 0 20 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	657061
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.12
ALogP	-1.2519
MLogP	2.67
XLogP	3.75
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	109.94
RO5 Violation	0