NPASS drugs

Drug Information

Drug ID:	NPD7074
Drug Name:	Hesperidin
Molecular Formula:	C28H34O15
Canonical SMILES:	COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
Standard InCHI:	"InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1"
Standard InCHIKey:	QUQPHWDTPGMPEX-QJBIFVCTSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7074

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	64395
0.1-0.2	122214
0.2-0.3	20751
0.3-0.4	3481
0.4-0.5	646
0.5-0.6	92
0.6-0.7	59
0.7-0.8	16
0.8-0.85	21
0.85-0.9	6
0.9-0.95	0
0.95-1	6

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	NPC44328
High Similarity	1.0	NPC79056
High Similarity	1.0	NPC130760
High Similarity	1.0	NPC54967
High Similarity	1.0	NPC539022
High Similarity	1.0	NPC611634
High Similarity	0.8846	NPC70206
High Similarity	0.8846	NPC229851
High Similarity	0.8846	NPC56146
High Similarity	0.8846	NPC495474
High Similarity	0.8608	NPC496703
High Similarity	0.8537	NPC520868
Intermediate Similarity	0.8415	NPC139690
Intermediate Similarity	0.8415	NPC184881
Intermediate Similarity	0.8415	NPC293629
Intermediate Similarity	0.8415	NPC505134
Intermediate Similarity	0.8395	NPC183923
Intermediate Similarity	0.8395	NPC19560
Intermediate Similarity	0.8395	NPC43587
Intermediate Similarity	0.8395	NPC211960
Intermediate Similarity	0.8395	NPC54341
Intermediate Similarity	0.8395	NPC5893
Intermediate Similarity	0.8395	NPC556482
Intermediate Similarity	0.8395	NPC602700
Intermediate Similarity	0.8235	NPC15049
Intermediate Similarity	0.8235	NPC544926
Intermediate Similarity	0.8158	NPC566689
Intermediate Similarity	0.8148	NPC271270
Intermediate Similarity	0.8148	NPC138572
Intermediate Similarity	0.8148	NPC490162
Intermediate Similarity	0.8148	NPC547194
Intermediate Similarity	0.8148	NPC589656
Intermediate Similarity	0.8148	NPC608025
Intermediate Similarity	0.7976	NPC160683
Intermediate Similarity	0.7976	NPC73652
Intermediate Similarity	0.7976	NPC490163
Intermediate Similarity	0.7976	NPC570403
Intermediate Similarity	0.7778	NPC504198
Intermediate Similarity	0.759	NPC285047
Intermediate Similarity	0.759	NPC594550
Intermediate Similarity	0.7294	NPC506622
Intermediate Similarity	0.7284	NPC546415
Intermediate Similarity	0.7209	NPC97680
Intermediate Similarity	0.7209	NPC524462
Intermediate Similarity	0.7093	NPC65438
Intermediate Similarity	0.7093	NPC261318
Intermediate Similarity	0.7093	NPC567805
Intermediate Similarity	0.7089	NPC506691
Intermediate Similarity	0.7089	NPC586602
Remote Similarity	0.6977	NPC535776
Remote Similarity	0.6966	NPC236726
Remote Similarity	0.6966	NPC105095
Remote Similarity	0.6966	NPC177771
Remote Similarity	0.6966	NPC177731
Remote Similarity	0.6966	NPC296020
Remote Similarity	0.6966	NPC233169
Remote Similarity	0.6966	NPC147086
Remote Similarity	0.6966	NPC725
Remote Similarity	0.6966	NPC302556
Remote Similarity	0.6966	NPC542823
Remote Similarity	0.6966	NPC601384
Remote Similarity	0.6941	NPC512301
Remote Similarity	0.6923	NPC226421
Remote Similarity	0.6747	NPC533024
Remote Similarity	0.6742	NPC241016
Remote Similarity	0.6742	NPC575410
Remote Similarity	0.6742	NPC610390
Remote Similarity	0.6707	NPC542084
Remote Similarity	0.6707	NPC576639
Remote Similarity	0.6706	NPC574196
Remote Similarity	0.6703	NPC185414
Remote Similarity	0.6703	NPC590060
Remote Similarity	0.6591	NPC551720
Remote Similarity	0.6543	NPC556616
Remote Similarity	0.6535	NPC497794
Remote Similarity	0.6505	NPC565190
Remote Similarity	0.6484	NPC541755
Remote Similarity	0.6463	NPC177445
Remote Similarity	0.6463	NPC517373
Remote Similarity	0.6364	NPC545409
Remote Similarity	0.6264	NPC493394
Remote Similarity	0.6264	NPC568258
Remote Similarity	0.6211	NPC67134
Remote Similarity	0.6211	NPC559837
Remote Similarity	0.6196	NPC112389
Remote Similarity	0.6196	NPC501735
Remote Similarity	0.619	NPC219163
Remote Similarity	0.619	NPC510926
Remote Similarity	0.619	NPC553241
Remote Similarity	0.617	NPC582827
Remote Similarity	0.6129	NPC543582
Remote Similarity	0.6129	NPC548076
Remote Similarity	0.6087	NPC97285
Remote Similarity	0.6087	NPC60204
Remote Similarity	0.6087	NPC30201
Remote Similarity	0.6087	NPC218834
Remote Similarity	0.6087	NPC490311
Remote Similarity	0.6087	NPC563681
Remote Similarity	0.6087	NPC581011
Remote Similarity	0.6064	NPC103209
Remote Similarity	0.6064	NPC513613
Remote Similarity	0.6023	NPC280019
Remote Similarity	0.6023	NPC236934
Remote Similarity	0.6023	NPC566613
Remote Similarity	0.6022	NPC194650
Remote Similarity	0.6022	NPC532348
Remote Similarity	0.6	NPC469622
Remote Similarity	0.6	NPC30513
Remote Similarity	0.5904	NPC240358
Remote Similarity	0.587	NPC495290
Remote Similarity	0.5862	NPC29830
Remote Similarity	0.5862	NPC130652
Remote Similarity	0.5862	NPC224454
Remote Similarity	0.5862	NPC289338
Remote Similarity	0.5862	NPC325134
Remote Similarity	0.5862	NPC490462
Remote Similarity	0.5862	NPC512606
Remote Similarity	0.5862	NPC534715
Remote Similarity	0.5862	NPC602401
Remote Similarity	0.5851	NPC526969
Remote Similarity	0.5833	NPC76946
Remote Similarity	0.5833	NPC576461
Remote Similarity	0.5806	NPC592164
Remote Similarity	0.5795	NPC506347
Remote Similarity	0.5795	NPC532338
Remote Similarity	0.5795	NPC554711
Remote Similarity	0.5789	NPC18727
Remote Similarity	0.5789	NPC88884
Remote Similarity	0.5789	NPC291124
Remote Similarity	0.5789	NPC100665
Remote Similarity	0.5789	NPC198743
Remote Similarity	0.5789	NPC154409
Remote Similarity	0.5789	NPC149006
Remote Similarity	0.5789	NPC131157
Remote Similarity	0.5789	NPC190270
Remote Similarity	0.5789	NPC519162
Remote Similarity	0.5789	NPC550802
Remote Similarity	0.5789	NPC606396
Remote Similarity	0.5789	NPC611251
Remote Similarity	0.5732	NPC162296
Remote Similarity	0.5714	NPC598302
Remote Similarity	0.5698	NPC97052
Remote Similarity	0.5698	NPC118784
Remote Similarity	0.5698	NPC494036
Remote Similarity	0.5667	NPC537368
Remote Similarity	0.5667	NPC541667
Remote Similarity	0.5647	NPC543843
Remote Similarity	0.5638	NPC255129
Remote Similarity	0.5638	NPC14838
Remote Similarity	0.5638	NPC542994
Remote Similarity	0.5638	NPC551009
Remote Similarity	0.5632	NPC39351
Remote Similarity	0.5632	NPC193189
Remote Similarity	0.5632	NPC324108
Remote Similarity	0.5632	NPC260916
Remote Similarity	0.5632	NPC26484
Remote Similarity	0.5632	NPC330817
Remote Similarity	0.5632	NPC577237
Remote Similarity	0.5632	NPC588494
Remote Similarity	0.5632	NPC607604
Remote Similarity	0.5625	NPC316965
Remote Similarity	0.5625	NPC9270
Remote Similarity	0.5579	NPC319817
Remote Similarity	0.5579	NPC250828
Remote Similarity	0.5579	NPC142860
Remote Similarity	0.5579	NPC162822
Remote Similarity	0.5579	NPC145708
Remote Similarity	0.5579	NPC152538
Remote Similarity	0.5579	NPC246469
Remote Similarity	0.5579	NPC137816
Remote Similarity	0.5579	NPC141078
Remote Similarity	0.5579	NPC287349
Remote Similarity	0.5579	NPC243959
Remote Similarity	0.5579	NPC89088
Remote Similarity	0.5579	NPC581612
Remote Similarity	0.5579	NPC603681
Remote Similarity	0.5579	NPC609049
Remote Similarity	0.5579	NPC611496
Remote Similarity	0.5577	NPC490159
Remote Similarity	0.5577	NPC529161
Remote Similarity	0.5556	NPC535975
Remote Similarity	0.551	NPC48221
Remote Similarity	0.551	NPC166597
Remote Similarity	0.551	NPC44951
Remote Similarity	0.551	NPC239107
Remote Similarity	0.551	NPC506564
Remote Similarity	0.551	NPC572165
Remote Similarity	0.5465	NPC117508
Remote Similarity	0.5465	NPC540524
Remote Similarity	0.5465	NPC579002
Remote Similarity	0.5464	NPC190450
Remote Similarity	0.5464	NPC594280
Remote Similarity	0.5455	NPC230027
Remote Similarity	0.5455	NPC561234
Remote Similarity	0.5444	NPC5778
Remote Similarity	0.5444	NPC83604
Remote Similarity	0.5444	NPC569926
Remote Similarity	0.5412	NPC183778
Remote Similarity	0.5412	NPC479450
Remote Similarity	0.5375	NPC528721

Drug Structure

NPD7074 OpenBabel08211711362D 51 55 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 9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 2.5981 1.5000 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 -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 1 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 1 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 -0.0000 -1.0000 0.0000 C 0 0 2 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 -4.3301 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 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 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 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 -3.4641 -1.0000 0.0000 O 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 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 9.5263 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 38 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 16 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 12 2 0 0 0 0 6 14 1 0 0 0 0 7 12 1 0 0 0 0 7 18 2 0 0 0 0 8 15 1 0 0 0 0 8 17 1 0 0 0 0 9 39 1 0 0 0 0 10 1 1 6 0 0 0 10 21 1 0 0 0 0 10 40 1 0 0 0 0 12 41 1 0 0 0 0 13 16 2 0 0 0 0 13 29 1 0 0 0 0 14 20 2 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 15 31 2 0 0 0 0 16 38 1 0 0 0 0 17 11 1 1 0 0 0 17 42 1 0 0 0 0 18 20 1 0 0 0 0 18 42 1 0 0 0 0 19 9 1 1 0 0 0 19 22 1 0 0 0 0 19 43 1 0 0 0 0 21 23 1 0 0 0 0 21 32 1 1 0 0 0 22 24 1 0 0 0 0 22 33 1 6 0 0 0 23 25 1 0 0 0 0 23 34 1 6 0 0 0 24 26 1 0 0 0 0 24 35 1 1 0 0 0 25 27 1 0 0 0 0 25 36 1 6 0 0 0 26 28 1 0 0 0 0 26 37 1 6 0 0 0 27 39 1 1 0 0 0 27 40 1 0 0 0 0 28 41 1 1 0 0 0 28 43 1 0 0 0 0 29 44 1 0 0 0 0 30 45 1 0 0 0 0 32 46 1 0 0 0 0 33 47 1 0 0 0 0 34 48 1 0 0 0 0 35 49 1 0 0 0 0 36 50 1 0 0 0 0 37 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001605
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10621
ChEBI
CAS Number

Drug Properties

Molecular Weight	610.19
ALogP	-4.86
MLogP	2.89
XLogP	-1.489
HDA	10
HBD	8
Rotatable Bonds	17
TPSA	234.29
RO5 Violation	1