NPASS drugs

Drug Information

Drug ID:	NPD1091
Drug Name:
Molecular Formula:	C13H18O7
Canonical SMILES:	OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	"InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1"
Standard InCHIKey:	NGFMICBWJRZIBI-UJPOAAIJSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1091

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	78674
0.1-0.2	112595
0.2-0.3	15183
0.3-0.4	3752
0.4-0.5	1188
0.5-0.6	150
0.6-0.7	41
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
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	NPC261084
High Similarity	1.0	NPC124736
High Similarity	1.0	NPC321068
High Similarity	1.0	NPC226712
High Similarity	1.0	NPC525586
High Similarity	1.0	NPC602732
Intermediate Similarity	0.75	NPC526432
Intermediate Similarity	0.75	NPC608788
Intermediate Similarity	0.7045	NPC228907
Remote Similarity	0.6731	NPC40377
Remote Similarity	0.6667	NPC269242
Remote Similarity	0.6667	NPC272185
Remote Similarity	0.6667	NPC94366
Remote Similarity	0.6667	NPC241258
Remote Similarity	0.6667	NPC494876
Remote Similarity	0.6667	NPC497234
Remote Similarity	0.6667	NPC528441
Remote Similarity	0.6667	NPC607290
Remote Similarity	0.6538	NPC166168
Remote Similarity	0.6522	NPC289204
Remote Similarity	0.6429	NPC487253
Remote Similarity	0.6415	NPC175224
Remote Similarity	0.6415	NPC592883
Remote Similarity	0.6316	NPC81563
Remote Similarity	0.6316	NPC487255
Remote Similarity	0.6316	NPC34456
Remote Similarity	0.6316	NPC487257
Remote Similarity	0.6275	NPC299144
Remote Similarity	0.6275	NPC320180
Remote Similarity	0.6226	NPC318561
Remote Similarity	0.6226	NPC166040
Remote Similarity	0.6226	NPC610617
Remote Similarity	0.6207	NPC267743
Remote Similarity	0.6207	NPC146540
Remote Similarity	0.6207	NPC212421
Remote Similarity	0.6207	NPC242976
Remote Similarity	0.6207	NPC487247
Remote Similarity	0.6207	NPC269421
Remote Similarity	0.6207	NPC130235
Remote Similarity	0.6122	NPC212729
Remote Similarity	0.6122	NPC518554
Remote Similarity	0.6122	NPC595957
Remote Similarity	0.6122	NPC604498
Remote Similarity	0.6078	NPC544107
Remote Similarity	0.6034	NPC145009
Remote Similarity	0.6	NPC487195
Remote Similarity	0.6	NPC498929
Remote Similarity	0.6	NPC538702
Remote Similarity	0.6	NPC563490
Remote Similarity	0.6	NPC610808
Remote Similarity	0.5926	NPC328291
Remote Similarity	0.5926	NPC57224
Remote Similarity	0.5926	NPC577147
Remote Similarity	0.5902	NPC269064
Remote Similarity	0.5902	NPC187443
Remote Similarity	0.5902	NPC247224
Remote Similarity	0.5902	NPC570668
Remote Similarity	0.5882	NPC324579
Remote Similarity	0.5882	NPC64839
Remote Similarity	0.5882	NPC282956
Remote Similarity	0.5882	NPC294470
Remote Similarity	0.5833	NPC568293
Remote Similarity	0.5833	NPC573821
Remote Similarity	0.5769	NPC163826
Remote Similarity	0.5769	NPC9248
Remote Similarity	0.5769	NPC593335
Remote Similarity	0.5763	NPC31081
Remote Similarity	0.5741	NPC118152
Remote Similarity	0.5741	NPC17140
Remote Similarity	0.5741	NPC66968
Remote Similarity	0.5741	NPC75238
Remote Similarity	0.5741	NPC322915
Remote Similarity	0.5741	NPC170953
Remote Similarity	0.5714	NPC218685
Remote Similarity	0.5714	NPC13396
Remote Similarity	0.5714	NPC487250
Remote Similarity	0.5714	NPC262450
Remote Similarity	0.5714	NPC276578
Remote Similarity	0.5714	NPC579732
Remote Similarity	0.5686	NPC217854
Remote Similarity	0.5686	NPC548543
Remote Similarity	0.5667	NPC568145
Remote Similarity	0.5667	NPC589984
Remote Similarity	0.566	NPC60589
Remote Similarity	0.566	NPC318611
Remote Similarity	0.566	NPC523969
Remote Similarity	0.566	NPC577357
Remote Similarity	0.566	NPC609376
Remote Similarity	0.5636	NPC125972
Remote Similarity	0.5636	NPC136955
Remote Similarity	0.5636	NPC119336
Remote Similarity	0.5636	NPC497455
Remote Similarity	0.5636	NPC519137
Remote Similarity	0.5636	NPC583277
Remote Similarity	0.5614	NPC108619
Remote Similarity	0.5614	NPC518530
Remote Similarity	0.5614	NPC606892
Remote Similarity	0.5593	NPC245219
Remote Similarity	0.5593	NPC45521
Remote Similarity	0.5577	NPC231285
Remote Similarity	0.5577	NPC554755
Remote Similarity	0.5556	NPC200092
Remote Similarity	0.5556	NPC302989
Remote Similarity	0.5556	NPC131092
Remote Similarity	0.5556	NPC552516
Remote Similarity	0.5538	NPC101116
Remote Similarity	0.5538	NPC241602
Remote Similarity	0.5536	NPC327049
Remote Similarity	0.5536	NPC105904
Remote Similarity	0.5536	NPC111625
Remote Similarity	0.5536	NPC9912
Remote Similarity	0.5536	NPC496107
Remote Similarity	0.5517	NPC164599
Remote Similarity	0.5517	NPC324810
Remote Similarity	0.5517	NPC127092
Remote Similarity	0.551	NPC530617
Remote Similarity	0.549	NPC276195
Remote Similarity	0.549	NPC48645
Remote Similarity	0.549	NPC142319
Remote Similarity	0.549	NPC233039
Remote Similarity	0.549	NPC490459
Remote Similarity	0.549	NPC548243
Remote Similarity	0.549	NPC564958
Remote Similarity	0.549	NPC567488
Remote Similarity	0.549	NPC612000
Remote Similarity	0.5484	NPC24161
Remote Similarity	0.5484	NPC179227
Remote Similarity	0.5484	NPC536130
Remote Similarity	0.5472	NPC25817
Remote Similarity	0.5472	NPC112156
Remote Similarity	0.5472	NPC325866
Remote Similarity	0.5472	NPC152722
Remote Similarity	0.5472	NPC558876
Remote Similarity	0.5455	NPC217101
Remote Similarity	0.5455	NPC69513
Remote Similarity	0.5455	NPC273070
Remote Similarity	0.5455	NPC171721
Remote Similarity	0.5455	NPC64103
Remote Similarity	0.5455	NPC80098
Remote Similarity	0.5455	NPC516057
Remote Similarity	0.5439	NPC295580
Remote Similarity	0.5439	NPC100179
Remote Similarity	0.5439	NPC239275
Remote Similarity	0.5439	NPC491619
Remote Similarity	0.5439	NPC522596
Remote Similarity	0.5439	NPC597420
Remote Similarity	0.5439	NPC597630
Remote Similarity	0.541	NPC540887
Remote Similarity	0.541	NPC581378
Remote Similarity	0.5397	NPC564674
Remote Similarity	0.5397	NPC600107
Remote Similarity	0.5373	NPC217950
Remote Similarity	0.5373	NPC286837
Remote Similarity	0.537	NPC174832
Remote Similarity	0.537	NPC54283
Remote Similarity	0.537	NPC595797
Remote Similarity	0.5357	NPC48863
Remote Similarity	0.5357	NPC202415
Remote Similarity	0.5357	NPC273436
Remote Similarity	0.5357	NPC251981
Remote Similarity	0.5357	NPC13745
Remote Similarity	0.5357	NPC533452
Remote Similarity	0.5357	NPC604354
Remote Similarity	0.5345	NPC472024
Remote Similarity	0.5345	NPC1136
Remote Similarity	0.5345	NPC68409
Remote Similarity	0.5345	NPC270849
Remote Similarity	0.5345	NPC323467
Remote Similarity	0.5345	NPC513269
Remote Similarity	0.5345	NPC515390
Remote Similarity	0.5345	NPC526820
Remote Similarity	0.5345	NPC597207
Remote Similarity	0.5345	NPC597243
Remote Similarity	0.5345	NPC602619
Remote Similarity	0.5333	NPC141761
Remote Similarity	0.5333	NPC222455
Remote Similarity	0.5323	NPC134260
Remote Similarity	0.5283	NPC153149
Remote Similarity	0.5283	NPC601679
Remote Similarity	0.5263	NPC59303
Remote Similarity	0.5263	NPC78946
Remote Similarity	0.5263	NPC108212
Remote Similarity	0.5263	NPC215833
Remote Similarity	0.5263	NPC180133
Remote Similarity	0.5263	NPC116780
Remote Similarity	0.5263	NPC309557
Remote Similarity	0.5263	NPC523434
Remote Similarity	0.5263	NPC570954
Remote Similarity	0.5263	NPC607237
Remote Similarity	0.5254	NPC26653
Remote Similarity	0.5254	NPC165302
Remote Similarity	0.5254	NPC170821
Remote Similarity	0.5254	NPC261707
Remote Similarity	0.5254	NPC80600
Remote Similarity	0.5254	NPC284121
Remote Similarity	0.5254	NPC210478
Remote Similarity	0.5254	NPC106827
Remote Similarity	0.5254	NPC258476
Remote Similarity	0.5254	NPC527163
Remote Similarity	0.5254	NPC540768

Drug Structure

NPD1091 OpenBabel08201723592D 25 26 0 0 1 0 0 0 0 0999 V2000 3.4641 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 1.0000 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 2.5981 2.5000 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 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 -0.8660 -0.5000 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 -1.7321 1.0000 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 0.0000 1.0000 0.0000 C 0 0 2 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 -1.7321 -2.0000 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 -2.5981 1.5000 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 0.8660 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 0.8660 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 -2.5981 -1.5000 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 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 2 0 0 0 0 4 8 2 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 8 19 1 0 0 0 0 9 6 1 6 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 1 0 0 0 11 12 1 0 0 0 0 11 17 1 6 0 0 0 12 13 1 0 0 0 0 12 18 1 1 0 0 0 13 19 1 6 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001622
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	439503
ChEBI
CAS Number

Drug Properties

Molecular Weight	286.11
ALogP	-2.6559
MLogP	2.12
XLogP	-0.084
HDA	6
HBD	5
Rotatable Bonds	9
TPSA	119.61
RO5 Violation	0