NPASS drugs

Drug Information

Drug ID:	NPD1934
Drug Name:	Hesperetin
Molecular Formula:	C16H14O6
Canonical SMILES:	COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O
Standard InCHI:	"InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1"
Standard InCHIKey:	AIONOLUJZLIMTK-AWEZNQCLSA-N
Max Developmental Stage:	Phase 0
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD1934

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	123420
0.1-0.2	72777
0.2-0.3	12709
0.3-0.4	1973
0.4-0.5	601
0.5-0.6	128
0.6-0.7	39
0.7-0.8	31
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC302950
High Similarity	1.0	NPC608489
Intermediate Similarity	0.78	NPC274784
Intermediate Similarity	0.78	NPC20709
Intermediate Similarity	0.78	NPC75455
Intermediate Similarity	0.78	NPC607068
Intermediate Similarity	0.75	NPC18727
Intermediate Similarity	0.75	NPC100665
Intermediate Similarity	0.75	NPC550802
Intermediate Similarity	0.7414	NPC536802
Intermediate Similarity	0.7407	NPC140925
Intermediate Similarity	0.7407	NPC236637
Intermediate Similarity	0.7358	NPC249048
Intermediate Similarity	0.7308	NPC321011
Intermediate Similarity	0.7308	NPC294852
Intermediate Similarity	0.7308	NPC17192
Intermediate Similarity	0.7308	NPC188679
Intermediate Similarity	0.7308	NPC563730
Intermediate Similarity	0.7308	NPC602144
Intermediate Similarity	0.72	NPC322277
Intermediate Similarity	0.72	NPC182421
Intermediate Similarity	0.7115	NPC338131
Intermediate Similarity	0.7059	NPC32441
Intermediate Similarity	0.7059	NPC243083
Intermediate Similarity	0.7059	NPC13768
Intermediate Similarity	0.7059	NPC287246
Intermediate Similarity	0.7059	NPC311485
Intermediate Similarity	0.7059	NPC121886
Intermediate Similarity	0.7059	NPC79943
Intermediate Similarity	0.7059	NPC506927
Intermediate Similarity	0.7059	NPC601748
Intermediate Similarity	0.7059	NPC612073
Intermediate Similarity	0.7037	NPC562799
Remote Similarity	0.6852	NPC539831
Remote Similarity	0.6852	NPC563382
Remote Similarity	0.6545	NPC48208
Remote Similarity	0.6545	NPC233270
Remote Similarity	0.6545	NPC500037
Remote Similarity	0.6481	NPC524965
Remote Similarity	0.6471	NPC479054
Remote Similarity	0.6452	NPC224053
Remote Similarity	0.6441	NPC477841
Remote Similarity	0.6415	NPC295261
Remote Similarity	0.6415	NPC296490
Remote Similarity	0.6415	NPC585185
Remote Similarity	0.6393	NPC108456
Remote Similarity	0.6393	NPC575618
Remote Similarity	0.6364	NPC22152
Remote Similarity	0.6324	NPC535975
Remote Similarity	0.6316	NPC471515
Remote Similarity	0.6316	NPC320825
Remote Similarity	0.6316	NPC541452
Remote Similarity	0.6316	NPC571007
Remote Similarity	0.6296	NPC584480
Remote Similarity	0.629	NPC80551
Remote Similarity	0.629	NPC572221
Remote Similarity	0.625	NPC503085
Remote Similarity	0.6182	NPC107586
Remote Similarity	0.6182	NPC513093
Remote Similarity	0.6154	NPC577164
Remote Similarity	0.6129	NPC174953
Remote Similarity	0.6129	NPC582712
Remote Similarity	0.6111	NPC5924
Remote Similarity	0.6111	NPC12296
Remote Similarity	0.6071	NPC518454
Remote Similarity	0.6066	NPC17170
Remote Similarity	0.6066	NPC255155
Remote Similarity	0.6032	NPC134783
Remote Similarity	0.6	NPC206577
Remote Similarity	0.6	NPC539138
Remote Similarity	0.6	NPC579002
Remote Similarity	0.6	NPC602605
Remote Similarity	0.5938	NPC200761
Remote Similarity	0.5893	NPC73028
Remote Similarity	0.5893	NPC85026
Remote Similarity	0.5873	NPC291878
Remote Similarity	0.5857	NPC45000
Remote Similarity	0.5846	NPC473990
Remote Similarity	0.5846	NPC594038
Remote Similarity	0.5833	NPC258630
Remote Similarity	0.5821	NPC280595
Remote Similarity	0.5818	NPC233752
Remote Similarity	0.5818	NPC6407
Remote Similarity	0.5818	NPC545184
Remote Similarity	0.5806	NPC109223
Remote Similarity	0.5806	NPC10937
Remote Similarity	0.5806	NPC570932
Remote Similarity	0.5781	NPC568565
Remote Similarity	0.5758	NPC59806
Remote Similarity	0.5758	NPC118256
Remote Similarity	0.5735	NPC281868
Remote Similarity	0.5735	NPC474038
Remote Similarity	0.5714	NPC106976
Remote Similarity	0.5714	NPC224349
Remote Similarity	0.5692	NPC312973
Remote Similarity	0.5692	NPC475790
Remote Similarity	0.569	NPC12073
Remote Similarity	0.569	NPC562200
Remote Similarity	0.569	NPC573532
Remote Similarity	0.5672	NPC499954
Remote Similarity	0.5652	NPC37321
Remote Similarity	0.5652	NPC493308
Remote Similarity	0.5652	NPC586808
Remote Similarity	0.5616	NPC158188
Remote Similarity	0.5614	NPC200461
Remote Similarity	0.5614	NPC329203
Remote Similarity	0.5614	NPC222342
Remote Similarity	0.5606	NPC168731
Remote Similarity	0.5606	NPC513909
Remote Similarity	0.5593	NPC50743
Remote Similarity	0.5593	NPC159020
Remote Similarity	0.5588	NPC118784
Remote Similarity	0.5588	NPC494036
Remote Similarity	0.5588	NPC538374
Remote Similarity	0.5571	NPC278778
Remote Similarity	0.5571	NPC566689
Remote Similarity	0.5517	NPC470356
Remote Similarity	0.5517	NPC152280
Remote Similarity	0.5517	NPC507662
Remote Similarity	0.5517	NPC525472
Remote Similarity	0.5517	NPC545930
Remote Similarity	0.5517	NPC606248
Remote Similarity	0.5507	NPC562893
Remote Similarity	0.55	NPC186436
Remote Similarity	0.55	NPC509872
Remote Similarity	0.5455	NPC470890
Remote Similarity	0.5455	NPC539863
Remote Similarity	0.5441	NPC473272
Remote Similarity	0.5441	NPC474021
Remote Similarity	0.5441	NPC10029
Remote Similarity	0.5441	NPC529283
Remote Similarity	0.5439	NPC150648
Remote Similarity	0.5439	NPC95427
Remote Similarity	0.5439	NPC235117
Remote Similarity	0.5439	NPC606103
Remote Similarity	0.5429	NPC475784
Remote Similarity	0.5429	NPC598189
Remote Similarity	0.5424	NPC310135
Remote Similarity	0.5424	NPC469758
Remote Similarity	0.5424	NPC216561
Remote Similarity	0.5424	NPC569894
Remote Similarity	0.5424	NPC570096
Remote Similarity	0.5424	NPC596684
Remote Similarity	0.5417	NPC488557
Remote Similarity	0.5417	NPC546415
Remote Similarity	0.541	NPC65149
Remote Similarity	0.5373	NPC507607
Remote Similarity	0.5373	NPC551466
Remote Similarity	0.5373	NPC568545
Remote Similarity	0.5373	NPC611447
Remote Similarity	0.5362	NPC262400
Remote Similarity	0.5362	NPC39101
Remote Similarity	0.5357	NPC188243
Remote Similarity	0.5357	NPC110228
Remote Similarity	0.5357	NPC492088
Remote Similarity	0.5345	NPC211668
Remote Similarity	0.5345	NPC255106
Remote Similarity	0.5345	NPC274282
Remote Similarity	0.5345	NPC221374
Remote Similarity	0.5345	NPC480993
Remote Similarity	0.5345	NPC179194
Remote Similarity	0.5345	NPC287789
Remote Similarity	0.5345	NPC235165
Remote Similarity	0.5345	NPC239704
Remote Similarity	0.5345	NPC571367
Remote Similarity	0.5345	NPC589616
Remote Similarity	0.5333	NPC537486
Remote Similarity	0.5323	NPC139745
Remote Similarity	0.5294	NPC583959
Remote Similarity	0.5286	NPC26195
Remote Similarity	0.5286	NPC490458
Remote Similarity	0.5286	NPC520692
Remote Similarity	0.5286	NPC564952
Remote Similarity	0.5286	NPC590378
Remote Similarity	0.5254	NPC256803
Remote Similarity	0.5254	NPC135602
Remote Similarity	0.5254	NPC210084
Remote Similarity	0.5254	NPC318322
Remote Similarity	0.5254	NPC552600
Remote Similarity	0.5246	NPC474836
Remote Similarity	0.5246	NPC537355
Remote Similarity	0.5246	NPC544839
Remote Similarity	0.5211	NPC227579
Remote Similarity	0.5211	NPC214166
Remote Similarity	0.5179	NPC265871
Remote Similarity	0.5179	NPC108860
Remote Similarity	0.5179	NPC205093
Remote Similarity	0.5179	NPC606707
Remote Similarity	0.5172	NPC20354
Remote Similarity	0.5172	NPC512005
Remote Similarity	0.5172	NPC519801
Remote Similarity	0.5172	NPC539586
Remote Similarity	0.5172	NPC579885
Remote Similarity	0.5172	NPC585447
Remote Similarity	0.5167	NPC97094
Remote Similarity	0.5167	NPC250922
Remote Similarity	0.5161	NPC492366
Remote Similarity	0.5143	NPC296747
Remote Similarity	0.5143	NPC317157
Remote Similarity	0.5143	NPC559346

Drug Structure

NPD1934 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 -5.1962 -1.0000 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 -2.5981 -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 2.5981 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 -1.7321 0.0000 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 0.0000 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 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 13 1 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 15 2 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 20 2 0 0 0 0 13 21 1 0 0 0 0 14 8 1 6 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001306
DrugBank	DB01094
ChEMBL	CHEMBL399121
IUPHAR/BPS
PharmaGKB	PA164742902
KEGG Drug
PubChem CID	72281
ChEBI	28230
CAS Number	520-33-2

Drug Properties

Molecular Weight	302.08
ALogP	-1.8662
MLogP	2.56
XLogP	0.453
HDA	1
HBD	3
Rotatable Bonds	6
TPSA	96.22
RO5 Violation	0