NPASS drugs

Drug Information

Drug ID:	NPD7808
Drug Name:	Troxerutin
Molecular Formula:	C33H42O19
Canonical SMILES:	OCCOc1cc(O)c2c(c1)oc(c(c2=O)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)c1ccc(c(c1)OCCO)OCCO
Standard InCHI:	"InChI=1S/C33H42O19/c1-14-23(38)26(41)28(43)32(49-14)48-13-21-24(39)27(42)29(44)33(51-21)52-31-25(40)22-17(37)11-16(45-7-4-34)12-20(22)50-30(31)15-2-3-18(46-8-5-35)19(10-15)47-9-6-36/h2-3,10-12,14,21,23-24,26-29,32-39,41-44H,4-9,13H2,1H3/t14-,21+,23-,24+,26+,27-,28+,29+,32+,33-/m0/s1"
Standard InCHIKey:	IYVFNTXFRYQLRP-VVSTWUKXSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7808

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	88597
0.1-0.2	104951
0.2-0.3	12518
0.3-0.4	2652
0.4-0.5	1863
0.5-0.6	0
0.6-0.7	131
0.7-0.8	69
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7553	NPC32543
Intermediate Similarity	0.7553	NPC515326
Intermediate Similarity	0.7419	NPC496489
Intermediate Similarity	0.7396	NPC176808
Intermediate Similarity	0.7396	NPC498529
Intermediate Similarity	0.7396	NPC500708
Intermediate Similarity	0.7396	NPC510095
Intermediate Similarity	0.7396	NPC511495
Intermediate Similarity	0.7396	NPC526404
Intermediate Similarity	0.734	NPC116698
Intermediate Similarity	0.734	NPC204524
Intermediate Similarity	0.734	NPC128719
Intermediate Similarity	0.734	NPC272891
Intermediate Similarity	0.734	NPC112220
Intermediate Similarity	0.734	NPC195709
Intermediate Similarity	0.734	NPC50759
Intermediate Similarity	0.734	NPC33300
Intermediate Similarity	0.734	NPC206102
Intermediate Similarity	0.734	NPC102323
Intermediate Similarity	0.734	NPC161701
Intermediate Similarity	0.734	NPC226333
Intermediate Similarity	0.734	NPC198948
Intermediate Similarity	0.734	NPC186816
Intermediate Similarity	0.734	NPC492832
Intermediate Similarity	0.734	NPC496439
Intermediate Similarity	0.734	NPC500932
Intermediate Similarity	0.734	NPC518063
Intermediate Similarity	0.734	NPC520396
Intermediate Similarity	0.734	NPC521153
Intermediate Similarity	0.734	NPC530423
Intermediate Similarity	0.734	NPC536192
Intermediate Similarity	0.734	NPC559232
Intermediate Similarity	0.734	NPC568053
Intermediate Similarity	0.734	NPC589276
Intermediate Similarity	0.734	NPC596476
Intermediate Similarity	0.7245	NPC502508
Intermediate Similarity	0.7245	NPC578374
Intermediate Similarity	0.7234	NPC522789
Intermediate Similarity	0.7234	NPC585983
Intermediate Similarity	0.7222	NPC495472
Intermediate Similarity	0.7222	NPC526632
Intermediate Similarity	0.7216	NPC563654
Intermediate Similarity	0.7188	NPC145820
Intermediate Similarity	0.7143	NPC187107
Intermediate Similarity	0.7143	NPC184248
Intermediate Similarity	0.7143	NPC215435
Intermediate Similarity	0.7143	NPC141466
Intermediate Similarity	0.7143	NPC174597
Intermediate Similarity	0.7143	NPC46078
Intermediate Similarity	0.7143	NPC492109
Intermediate Similarity	0.7143	NPC495546
Intermediate Similarity	0.7143	NPC524478
Intermediate Similarity	0.7143	NPC527618
Intermediate Similarity	0.7143	NPC545684
Intermediate Similarity	0.7143	NPC551246
Intermediate Similarity	0.7143	NPC551747
Intermediate Similarity	0.7143	NPC551840
Intermediate Similarity	0.7143	NPC580272
Intermediate Similarity	0.7129	NPC589540
Intermediate Similarity	0.7071	NPC544511
Intermediate Similarity	0.7059	NPC491663
Intermediate Similarity	0.7053	NPC521775
Intermediate Similarity	0.7053	NPC555937
Intermediate Similarity	0.7041	NPC178743
Intermediate Similarity	0.7041	NPC189156
Intermediate Similarity	0.7041	NPC494385
Intermediate Similarity	0.7041	NPC535451
Intermediate Similarity	0.7041	NPC552783
Intermediate Similarity	0.7	NPC540728
Remote Similarity	0.6979	NPC206422
Remote Similarity	0.6979	NPC282176
Remote Similarity	0.6979	NPC571058
Remote Similarity	0.6907	NPC16281
Remote Similarity	0.6907	NPC589115
Remote Similarity	0.6893	NPC491282
Remote Similarity	0.6893	NPC547376
Remote Similarity	0.6893	NPC556557
Remote Similarity	0.6863	NPC519250
Remote Similarity	0.6863	NPC545923
Remote Similarity	0.6796	NPC587934
Remote Similarity	0.6762	NPC201986
Remote Similarity	0.6762	NPC561824
Remote Similarity	0.6762	NPC592857
Remote Similarity	0.6759	NPC279534
Remote Similarity	0.6699	NPC52833
Remote Similarity	0.6699	NPC496251
Remote Similarity	0.6699	NPC526064
Remote Similarity	0.6699	NPC539691
Remote Similarity	0.6699	NPC546582
Remote Similarity	0.6699	NPC554922
Remote Similarity	0.6698	NPC237727
Remote Similarity	0.6698	NPC554975
Remote Similarity	0.6698	NPC570817
Remote Similarity	0.6698	NPC580179
Remote Similarity	0.6667	NPC549847
Remote Similarity	0.6633	NPC513929
Remote Similarity	0.6633	NPC524651
Remote Similarity	0.6633	NPC530893
Remote Similarity	0.6633	NPC562684
Remote Similarity	0.6633	NPC568590
Remote Similarity	0.6633	NPC597248
Remote Similarity	0.6633	NPC597334
Remote Similarity	0.6604	NPC542254
Remote Similarity	0.6574	NPC488277
Remote Similarity	0.6569	NPC539968
Remote Similarity	0.6569	NPC563335
Remote Similarity	0.6569	NPC575890
Remote Similarity	0.6569	NPC577846
Remote Similarity	0.6542	NPC576005
Remote Similarity	0.6531	NPC490151
Remote Similarity	0.6531	NPC185702
Remote Similarity	0.6531	NPC245282
Remote Similarity	0.6531	NPC510554
Remote Similarity	0.6531	NPC536782
Remote Similarity	0.6531	NPC545768
Remote Similarity	0.6526	NPC593190
Remote Similarity	0.6505	NPC517625
Remote Similarity	0.6505	NPC533403
Remote Similarity	0.6505	NPC535815
Remote Similarity	0.65	NPC203152
Remote Similarity	0.65	NPC513428
Remote Similarity	0.6481	NPC575867
Remote Similarity	0.6471	NPC509449
Remote Similarity	0.6471	NPC558197
Remote Similarity	0.6449	NPC514882
Remote Similarity	0.6449	NPC531218
Remote Similarity	0.6449	NPC535948
Remote Similarity	0.6449	NPC542019
Remote Similarity	0.6449	NPC547522
Remote Similarity	0.6449	NPC581317
Remote Similarity	0.6442	NPC238338
Remote Similarity	0.6429	NPC323616
Remote Similarity	0.6429	NPC198300
Remote Similarity	0.6429	NPC67105
Remote Similarity	0.6429	NPC528069
Remote Similarity	0.6429	NPC559110
Remote Similarity	0.6429	NPC564980
Remote Similarity	0.6421	NPC541958
Remote Similarity	0.64	NPC549892
Remote Similarity	0.64	NPC594438
Remote Similarity	0.6392	NPC586662
Remote Similarity	0.6389	NPC541276
Remote Similarity	0.6373	NPC158187
Remote Similarity	0.6373	NPC55802
Remote Similarity	0.6373	NPC530725
Remote Similarity	0.6373	NPC584331
Remote Similarity	0.6364	NPC22062
Remote Similarity	0.6364	NPC473634
Remote Similarity	0.6364	NPC310604
Remote Similarity	0.6364	NPC138811
Remote Similarity	0.6364	NPC562895
Remote Similarity	0.6364	NPC594953
Remote Similarity	0.6364	NPC609252
Remote Similarity	0.6355	NPC480441
Remote Similarity	0.6355	NPC156242
Remote Similarity	0.6355	NPC25523
Remote Similarity	0.6355	NPC505761
Remote Similarity	0.6355	NPC523755
Remote Similarity	0.6355	NPC526805
Remote Similarity	0.6355	NPC563240
Remote Similarity	0.6355	NPC575866
Remote Similarity	0.6355	NPC578716
Remote Similarity	0.6354	NPC492062
Remote Similarity	0.6354	NPC509531
Remote Similarity	0.6344	NPC543435
Remote Similarity	0.633	NPC552720
Remote Similarity	0.6306	NPC123463
Remote Similarity	0.63	NPC522164
Remote Similarity	0.63	NPC555290
Remote Similarity	0.63	NPC559033
Remote Similarity	0.63	NPC581172
Remote Similarity	0.6289	NPC567336
Remote Similarity	0.6275	NPC323956
Remote Similarity	0.6275	NPC110823
Remote Similarity	0.6275	NPC51604
Remote Similarity	0.6275	NPC288714
Remote Similarity	0.6275	NPC209296
Remote Similarity	0.6275	NPC328331
Remote Similarity	0.6275	NPC473327
Remote Similarity	0.6275	NPC8198
Remote Similarity	0.6275	NPC217071
Remote Similarity	0.6275	NPC490233
Remote Similarity	0.6275	NPC493609
Remote Similarity	0.6275	NPC515818
Remote Similarity	0.6275	NPC529031
Remote Similarity	0.6275	NPC549595
Remote Similarity	0.6275	NPC562689
Remote Similarity	0.6275	NPC574286
Remote Similarity	0.6275	NPC580617
Remote Similarity	0.6275	NPC608435
Remote Similarity	0.6273	NPC526366
Remote Similarity	0.6263	NPC173582
Remote Similarity	0.6263	NPC215924
Remote Similarity	0.6263	NPC102449
Remote Similarity	0.6263	NPC265885
Remote Similarity	0.6263	NPC85715
Remote Similarity	0.6263	NPC107840
Remote Similarity	0.6263	NPC181465
Remote Similarity	0.6263	NPC215710
Remote Similarity	0.6263	NPC473438

Drug Structure

NPD7808 OpenBabel08211712032D 62 66 0 0 1 0 0 0 0 0999 V2000 3.4641 -4.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 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 -6.0622 -2.5000 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 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -3.0000 0.0000 C 0 0 1 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 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -1.7321 -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 2 0 0 0 0 0 0 0 0 0 -0.8660 -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 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 -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 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 2 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 -2.5981 -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 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 1 0 0 0 0 0 0 0 0 0 -0.8660 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 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 5.1962 -3.0000 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 3.4641 0.0000 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 -0.8660 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 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 6.0622 -2.5000 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 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 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 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 15 1 0 0 0 0 3 18 1 0 0 0 0 4 7 1 0 0 0 0 4 34 1 0 0 0 0 5 8 1 0 0 0 0 5 35 1 0 0 0 0 6 9 1 0 0 0 0 6 36 1 0 0 0 0 7 45 1 0 0 0 0 8 46 1 0 0 0 0 9 47 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 20 2 0 0 0 0 13 48 1 0 0 0 0 14 1 1 6 0 0 0 14 23 1 0 0 0 0 14 49 1 0 0 0 0 15 30 1 0 0 0 0 16 45 1 0 0 0 0 17 22 2 0 0 0 0 17 37 1 0 0 0 0 18 19 2 0 0 0 0 18 46 1 0 0 0 0 19 47 1 0 0 0 0 20 22 1 0 0 0 0 20 50 1 0 0 0 0 21 13 1 1 0 0 0 21 24 1 0 0 0 0 21 51 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 23 38 1 1 0 0 0 24 27 1 0 0 0 0 24 39 1 6 0 0 0 25 31 1 0 0 0 0 25 40 2 0 0 0 0 26 28 1 0 0 0 0 26 41 1 6 0 0 0 27 29 1 0 0 0 0 27 42 1 1 0 0 0 28 32 1 0 0 0 0 28 43 1 6 0 0 0 29 33 1 0 0 0 0 29 44 1 6 0 0 0 30 31 2 0 0 0 0 30 50 1 0 0 0 0 31 52 1 0 0 0 0 32 48 1 1 0 0 0 32 49 1 0 0 0 0 33 51 1 0 0 0 0 33 52 1 1 0 0 0 34 53 1 0 0 0 0 35 54 1 0 0 0 0 36 55 1 0 0 0 0 37 56 1 0 0 0 0 38 57 1 0 0 0 0 39 58 1 0 0 0 0 41 59 1 0 0 0 0 42 60 1 0 0 0 0 43 61 1 0 0 0 0 44 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	742.23
ALogP	-6.5317
MLogP	3
XLogP	-2.187
HDA	14
HBD	10
Rotatable Bonds	26
TPSA	293.21
RO5 Violation	3