NPASS drugs

Drug Information

Drug ID:	NPD1510
Drug Name:	Genistein
Molecular Formula:	C15H10O5
Canonical SMILES:	Oc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O
Standard InCHI:	"InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H"
Standard InCHIKey:	TZBJGXHYKVUXJN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD1510

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	160532
0.1-0.2	42427
0.2-0.3	6826
0.3-0.4	1443
0.4-0.5	321
0.5-0.6	120
0.6-0.7	38
0.7-0.8	10
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC39426
Intermediate Similarity	0.8261	NPC38065
Intermediate Similarity	0.8222	NPC545871
Intermediate Similarity	0.8222	NPC608554
Intermediate Similarity	0.7708	NPC596990
Intermediate Similarity	0.7609	NPC193792
Intermediate Similarity	0.7593	NPC529256
Intermediate Similarity	0.7593	NPC608523
Intermediate Similarity	0.75	NPC87545
Intermediate Similarity	0.7255	NPC294409
Intermediate Similarity	0.7255	NPC490701
Intermediate Similarity	0.7255	NPC603056
Intermediate Similarity	0.7083	NPC576656
Intermediate Similarity	0.7037	NPC254702
Remote Similarity	0.6833	NPC529898
Remote Similarity	0.6833	NPC600495
Remote Similarity	0.6731	NPC78341
Remote Similarity	0.6667	NPC309154
Remote Similarity	0.6667	NPC200316
Remote Similarity	0.6604	NPC264862
Remote Similarity	0.6604	NPC196638
Remote Similarity	0.66	NPC312843
Remote Similarity	0.6552	NPC213659
Remote Similarity	0.6552	NPC326109
Remote Similarity	0.6545	NPC194653
Remote Similarity	0.6545	NPC602262
Remote Similarity	0.6538	NPC220257
Remote Similarity	0.6538	NPC63125
Remote Similarity	0.6531	NPC234560
Remote Similarity	0.6531	NPC599825
Remote Similarity	0.6441	NPC506447
Remote Similarity	0.6441	NPC606200
Remote Similarity	0.6429	NPC590405
Remote Similarity	0.6415	NPC131266
Remote Similarity	0.6415	NPC269451
Remote Similarity	0.6364	NPC522052
Remote Similarity	0.6346	NPC498289
Remote Similarity	0.6333	NPC475705
Remote Similarity	0.6316	NPC104728
Remote Similarity	0.6296	NPC303644
Remote Similarity	0.625	NPC481044
Remote Similarity	0.625	NPC280102
Remote Similarity	0.62	NPC512846
Remote Similarity	0.6182	NPC239363
Remote Similarity	0.614	NPC483637
Remote Similarity	0.614	NPC264550
Remote Similarity	0.6129	NPC124555
Remote Similarity	0.6129	NPC474052
Remote Similarity	0.6129	NPC567550
Remote Similarity	0.6078	NPC218490
Remote Similarity	0.6071	NPC154429
Remote Similarity	0.6032	NPC107838
Remote Similarity	0.5968	NPC516295
Remote Similarity	0.5968	NPC610903
Remote Similarity	0.5965	NPC279668
Remote Similarity	0.5965	NPC278323
Remote Similarity	0.5938	NPC585468
Remote Similarity	0.5893	NPC19980
Remote Similarity	0.5862	NPC142876
Remote Similarity	0.5862	NPC520240
Remote Similarity	0.5833	NPC238279
Remote Similarity	0.5833	NPC568537
Remote Similarity	0.5818	NPC7013
Remote Similarity	0.5818	NPC522843
Remote Similarity	0.5806	NPC233918
Remote Similarity	0.5789	NPC561986
Remote Similarity	0.5781	NPC74178
Remote Similarity	0.5781	NPC303197
Remote Similarity	0.5769	NPC506343
Remote Similarity	0.5763	NPC259166
Remote Similarity	0.5738	NPC38093
Remote Similarity	0.5738	NPC85131
Remote Similarity	0.5738	NPC32219
Remote Similarity	0.5738	NPC232947
Remote Similarity	0.5738	NPC579400
Remote Similarity	0.5714	NPC216769
Remote Similarity	0.5714	NPC479305
Remote Similarity	0.5714	NPC541436
Remote Similarity	0.569	NPC92149
Remote Similarity	0.569	NPC39708
Remote Similarity	0.569	NPC544009
Remote Similarity	0.569	NPC572299
Remote Similarity	0.5625	NPC500761
Remote Similarity	0.5593	NPC476055
Remote Similarity	0.5593	NPC45291
Remote Similarity	0.5577	NPC520652
Remote Similarity	0.5574	NPC51070
Remote Similarity	0.5556	NPC268059
Remote Similarity	0.5556	NPC534696
Remote Similarity	0.5538	NPC231763
Remote Similarity	0.5538	NPC482075
Remote Similarity	0.5538	NPC513094
Remote Similarity	0.5538	NPC538127
Remote Similarity	0.5538	NPC545507
Remote Similarity	0.5536	NPC56836
Remote Similarity	0.5536	NPC592360
Remote Similarity	0.55	NPC144118
Remote Similarity	0.55	NPC609010
Remote Similarity	0.5472	NPC564339
Remote Similarity	0.5472	NPC584309
Remote Similarity	0.5469	NPC128774
Remote Similarity	0.5455	NPC487222
Remote Similarity	0.5455	NPC67925
Remote Similarity	0.5455	NPC582370
Remote Similarity	0.5441	NPC545987
Remote Similarity	0.5439	NPC100971
Remote Similarity	0.5439	NPC510599
Remote Similarity	0.5439	NPC606795
Remote Similarity	0.541	NPC93552
Remote Similarity	0.541	NPC147209
Remote Similarity	0.541	NPC167595
Remote Similarity	0.5397	NPC519110
Remote Similarity	0.5385	NPC541775
Remote Similarity	0.5385	NPC585061
Remote Similarity	0.5373	NPC548038
Remote Similarity	0.537	NPC242893
Remote Similarity	0.5362	NPC156457
Remote Similarity	0.5362	NPC213182
Remote Similarity	0.5362	NPC546472
Remote Similarity	0.5357	NPC295384
Remote Similarity	0.5357	NPC540615
Remote Similarity	0.5357	NPC605229
Remote Similarity	0.5333	NPC285973
Remote Similarity	0.5333	NPC607576
Remote Similarity	0.5323	NPC222298
Remote Similarity	0.5323	NPC53707
Remote Similarity	0.5323	NPC604003
Remote Similarity	0.5303	NPC500659
Remote Similarity	0.5278	NPC574441
Remote Similarity	0.5263	NPC492627
Remote Similarity	0.5263	NPC589581
Remote Similarity	0.5246	NPC536647
Remote Similarity	0.5231	NPC485109
Remote Similarity	0.5224	NPC44127
Remote Similarity	0.5224	NPC13353
Remote Similarity	0.5224	NPC52889
Remote Similarity	0.5224	NPC524352
Remote Similarity	0.5205	NPC90497
Remote Similarity	0.5185	NPC125449
Remote Similarity	0.5185	NPC212767
Remote Similarity	0.5185	NPC549313
Remote Similarity	0.5185	NPC603571
Remote Similarity	0.5179	NPC529502
Remote Similarity	0.5172	NPC181124
Remote Similarity	0.5172	NPC245382
Remote Similarity	0.5172	NPC162680
Remote Similarity	0.5172	NPC45328
Remote Similarity	0.5172	NPC563908
Remote Similarity	0.5172	NPC609129
Remote Similarity	0.5167	NPC576402
Remote Similarity	0.5156	NPC291859
Remote Similarity	0.5156	NPC518316
Remote Similarity	0.5147	NPC474960
Remote Similarity	0.5147	NPC475911
Remote Similarity	0.5147	NPC69186
Remote Similarity	0.5139	NPC496803
Remote Similarity	0.5102	NPC65060
Remote Similarity	0.5102	NPC185497
Remote Similarity	0.5088	NPC508670
Remote Similarity	0.5088	NPC547433
Remote Similarity	0.5085	NPC141357
Remote Similarity	0.5085	NPC483565
Remote Similarity	0.5085	NPC197046
Remote Similarity	0.5079	NPC73021
Remote Similarity	0.5077	NPC546379
Remote Similarity	0.5077	NPC560202
Remote Similarity	0.5075	NPC494463
Remote Similarity	0.5075	NPC582920
Remote Similarity	0.5075	NPC605728
Remote Similarity	0.5072	NPC497088
Remote Similarity	0.5067	NPC324447
Remote Similarity	0.5067	NPC270501

Drug Structure

NPD1510 OpenBabel08211701082D 23 25 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 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 -3.4641 -0.0000 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 1.7321 -2.0000 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 -3.4641 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 -0.8660 -0.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 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 3.4641 -2.0000 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 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 10 1 0 0 0 0 6 13 2 0 0 0 0 7 11 2 0 0 0 0 7 20 1 0 0 0 0 8 11 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 15 19 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000330
DrugBank	DB01645
ChEMBL	CHEMBL44
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5280961
ChEBI	28088
CAS Number	446-72-0

Drug Properties

Molecular Weight	270.05
ALogP	-2.0476
MLogP	2.56
XLogP	1.512
HDA	1
HBD	3
Rotatable Bonds	4
TPSA	86.99
RO5 Violation	0