NPASS drugs

Drug Information

Drug ID:	NPD1878
Drug Name:
Molecular Formula:	C16H12O7
Canonical SMILES:	COC(=O)C1=CC(=COc2c1c(=O)c1c(o2)cccc1O)CO
Standard InCHI:	InChI=1S/C16H12O7/c1-21-15(20)9-5-8(6-17)7-22-16-12(9)14(19)13-10(18)3-2-4-11(13)23-16/h2-5,7,17-18H,6H2,1H3
Standard InCHIKey:	LJNGMSGIOXTZLN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1878

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	219
0.1-0.2	1091
0.2-0.3	2499
0.3-0.4	5663
0.4-0.5	7747
0.5-0.6	2720
0.6-0.7	5260
0.7-0.8	4856
0.8-0.85	768
0.85-0.9	64
0.9-0.95	3
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9433	NPC146884
High Similarity	0.9301	NPC73236
High Similarity	0.9048	NPC198236
High Similarity	0.8759	NPC12694
High Similarity	0.8732	NPC12175
High Similarity	0.8732	NPC55162
High Similarity	0.8732	NPC309154
High Similarity	0.8732	NPC279668
High Similarity	0.8732	NPC90665
High Similarity	0.8732	NPC278323
High Similarity	0.8731	NPC6888
High Similarity	0.8707	NPC228012
High Similarity	0.869	NPC198459
High Similarity	0.869	NPC313039
High Similarity	0.869	NPC109812
High Similarity	0.869	NPC131043
High Similarity	0.869	NPC473976
High Similarity	0.8662	NPC7013
High Similarity	0.8662	NPC116632
High Similarity	0.8662	NPC209560
High Similarity	0.8662	NPC294409
High Similarity	0.8662	NPC181124
High Similarity	0.8662	NPC162680
High Similarity	0.8662	NPC303644
High Similarity	0.8623	NPC307732
High Similarity	0.8623	NPC42292
High Similarity	0.8623	NPC185497
High Similarity	0.8611	NPC101366
High Similarity	0.8592	NPC235428
High Similarity	0.8592	NPC87545
High Similarity	0.8581	NPC153417
High Similarity	0.8571	NPC87231
High Similarity	0.8571	NPC205468
High Similarity	0.8571	NPC212631
High Similarity	0.8571	NPC129132
High Similarity	0.8571	NPC257756
High Similarity	0.8553	NPC154341
High Similarity	0.8553	NPC272550
High Similarity	0.8552	NPC268204
High Similarity	0.8552	NPC52789
High Similarity	0.8552	NPC26051
High Similarity	0.8552	NPC55832
High Similarity	0.8551	NPC60558
High Similarity	0.8551	NPC187907
High Similarity	0.8542	NPC49242
High Similarity	0.8542	NPC295384
High Similarity	0.8533	NPC39819
High Similarity	0.8531	NPC332594
High Similarity	0.8521	NPC39426
High Similarity	0.8521	NPC234560
High Similarity	0.8511	NPC188646
High Similarity	0.8511	NPC223457
High Similarity	0.8511	NPC139813
High Similarity	0.8511	NPC312318
High Similarity	0.8511	NPC263670
High Similarity	0.8511	NPC56031
High Similarity	0.8511	NPC192304
High Similarity	0.8511	NPC175098
High Similarity	0.8511	NPC472365
High Similarity	0.8511	NPC242294
High Similarity	0.8511	NPC337373
High Similarity	0.85	NPC186097
High Similarity	0.85	NPC475009
High Similarity	0.85	NPC262359
High Similarity	0.85	NPC308037
High Similarity	0.85	NPC64359
High Similarity	0.85	NPC475008
Intermediate Similarity	0.8483	NPC80962
Intermediate Similarity	0.8483	NPC204985
Intermediate Similarity	0.8483	NPC215311
Intermediate Similarity	0.8483	NPC253822
Intermediate Similarity	0.8483	NPC219917
Intermediate Similarity	0.8483	NPC172250
Intermediate Similarity	0.8483	NPC259166
Intermediate Similarity	0.8483	NPC144118
Intermediate Similarity	0.8483	NPC213659
Intermediate Similarity	0.8483	NPC326109
Intermediate Similarity	0.8483	NPC48624
Intermediate Similarity	0.8478	NPC80694
Intermediate Similarity	0.8478	NPC293453
Intermediate Similarity	0.8478	NPC186098
Intermediate Similarity	0.8472	NPC25427
Intermediate Similarity	0.8467	NPC295036
Intermediate Similarity	0.8462	NPC473391
Intermediate Similarity	0.8462	NPC472364
Intermediate Similarity	0.8451	NPC286336
Intermediate Similarity	0.8451	NPC164136
Intermediate Similarity	0.8446	NPC472033
Intermediate Similarity	0.8435	NPC475201
Intermediate Similarity	0.8435	NPC475705
Intermediate Similarity	0.8435	NPC51887
Intermediate Similarity	0.8435	NPC476178
Intermediate Similarity	0.8435	NPC117836
Intermediate Similarity	0.8429	NPC137264
Intermediate Similarity	0.8425	NPC470087
Intermediate Similarity	0.8425	NPC321980
Intermediate Similarity	0.8425	NPC469404
Intermediate Similarity	0.8425	NPC474385
Intermediate Similarity	0.8414	NPC469523
Intermediate Similarity	0.8414	NPC470211
Intermediate Similarity	0.8414	NPC477956
Intermediate Similarity	0.8414	NPC283429
Intermediate Similarity	0.8411	NPC471291
Intermediate Similarity	0.8406	NPC305518
Intermediate Similarity	0.8406	NPC264428
Intermediate Similarity	0.8406	NPC128428
Intermediate Similarity	0.8403	NPC212767
Intermediate Similarity	0.8403	NPC250266
Intermediate Similarity	0.8403	NPC266597
Intermediate Similarity	0.8403	NPC188879
Intermediate Similarity	0.8403	NPC472419
Intermediate Similarity	0.8394	NPC4164
Intermediate Similarity	0.8389	NPC472036
Intermediate Similarity	0.838	NPC294593
Intermediate Similarity	0.838	NPC159623
Intermediate Similarity	0.838	NPC28753
Intermediate Similarity	0.838	NPC20560
Intermediate Similarity	0.838	NPC144051
Intermediate Similarity	0.838	NPC204960
Intermediate Similarity	0.838	NPC18877
Intermediate Similarity	0.838	NPC82225
Intermediate Similarity	0.8378	NPC476055
Intermediate Similarity	0.8378	NPC472034
Intermediate Similarity	0.8369	NPC31872
Intermediate Similarity	0.8369	NPC313618
Intermediate Similarity	0.8369	NPC473584
Intermediate Similarity	0.8369	NPC475589
Intermediate Similarity	0.8369	NPC65060
Intermediate Similarity	0.8367	NPC476310
Intermediate Similarity	0.8367	NPC476164
Intermediate Similarity	0.8367	NPC472006
Intermediate Similarity	0.8366	NPC237560
Intermediate Similarity	0.8357	NPC115998
Intermediate Similarity	0.8357	NPC247779
Intermediate Similarity	0.8357	NPC39753
Intermediate Similarity	0.8356	NPC158634
Intermediate Similarity	0.8356	NPC475730
Intermediate Similarity	0.8355	NPC281272
Intermediate Similarity	0.8355	NPC226801
Intermediate Similarity	0.8345	NPC280284
Intermediate Similarity	0.8345	NPC268052
Intermediate Similarity	0.8345	NPC99333
Intermediate Similarity	0.8345	NPC92655
Intermediate Similarity	0.8345	NPC21350
Intermediate Similarity	0.8345	NPC268691
Intermediate Similarity	0.8345	NPC124269
Intermediate Similarity	0.8345	NPC188947
Intermediate Similarity	0.8333	NPC25287
Intermediate Similarity	0.8333	NPC234133
Intermediate Similarity	0.8333	NPC194281
Intermediate Similarity	0.8333	NPC2569
Intermediate Similarity	0.8333	NPC231772
Intermediate Similarity	0.8333	NPC274109
Intermediate Similarity	0.8333	NPC193792
Intermediate Similarity	0.8333	NPC471641
Intermediate Similarity	0.8333	NPC240593
Intermediate Similarity	0.8333	NPC472367
Intermediate Similarity	0.8333	NPC66349
Intermediate Similarity	0.8333	NPC213603
Intermediate Similarity	0.8333	NPC471642
Intermediate Similarity	0.8333	NPC98115
Intermediate Similarity	0.8333	NPC186838
Intermediate Similarity	0.8333	NPC477243
Intermediate Similarity	0.8333	NPC472516
Intermediate Similarity	0.8333	NPC127447
Intermediate Similarity	0.8333	NPC477244
Intermediate Similarity	0.8333	NPC95309
Intermediate Similarity	0.8333	NPC150399
Intermediate Similarity	0.8333	NPC29353
Intermediate Similarity	0.8333	NPC47815
Intermediate Similarity	0.8333	NPC477242
Intermediate Similarity	0.8333	NPC124784
Intermediate Similarity	0.8333	NPC249606
Intermediate Similarity	0.8333	NPC172329
Intermediate Similarity	0.8333	NPC473887
Intermediate Similarity	0.8333	NPC1486
Intermediate Similarity	0.8333	NPC12165
Intermediate Similarity	0.8333	NPC215711
Intermediate Similarity	0.8333	NPC135837
Intermediate Similarity	0.8333	NPC476333
Intermediate Similarity	0.8333	NPC73411
Intermediate Similarity	0.8333	NPC240622
Intermediate Similarity	0.8333	NPC168105
Intermediate Similarity	0.8333	NPC240253
Intermediate Similarity	0.8333	NPC41461
Intermediate Similarity	0.8322	NPC182496
Intermediate Similarity	0.8322	NPC180905
Intermediate Similarity	0.8322	NPC99454
Intermediate Similarity	0.8322	NPC130176
Intermediate Similarity	0.8322	NPC25844
Intermediate Similarity	0.8321	NPC145134
Intermediate Similarity	0.8311	NPC280404
Intermediate Similarity	0.8311	NPC301751
Intermediate Similarity	0.8311	NPC277426
Intermediate Similarity	0.8311	NPC470216
Intermediate Similarity	0.8311	NPC210425
Intermediate Similarity	0.8311	NPC86373
Intermediate Similarity	0.8311	NPC10302
Intermediate Similarity	0.8311	NPC105381
Intermediate Similarity	0.8311	NPC245482

Drug Structure

NPD1878 OpenBabel08211701392D 25 27 0 0 0 0 0 0 0 0999 V2000 -0.2472 -4.3681 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 -2.6228 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0567 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6228 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0567 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6479 -2.1235 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 -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 0.8660 -1.5000 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 -1.4253 -3.0984 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 -4.5567 -0.1340 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 -2.1584 -3.7786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4698 -3.3932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6479 0.1235 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 -4.0567 0.7321 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 4 1 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 8 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 22 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 16 2 0 0 0 0 13 14 1 0 0 0 0 14 19 2 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 16 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	DNC012073
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5492684
ChEBI
CAS Number

Drug Properties

Molecular Weight	316.06
ALogP	-1.1649
MLogP	2.45
XLogP	0.867
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	102.29
RO5 Violation	0