NPASS drugs

Drug Information

Drug ID:	NPD2801
Drug Name:
Molecular Formula:	C18H16O7
Canonical SMILES:	COc1cc(ccc1OC)c1cc(=O)c2c(o1)cc(c(c2O)OC)O
Standard InCHI:	"InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3"
Standard InCHIKey:	DRRWBCNQOKKKOL-UHFFFAOYSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2801

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	131812
0.1-0.2	66238
0.2-0.3	9773
0.3-0.4	2925
0.4-0.5	753
0.5-0.6	150
0.6-0.7	28
0.7-0.8	19
0.8-0.85	2
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	NPC255350
Intermediate Similarity	0.8103	NPC213622
Intermediate Similarity	0.8039	NPC45301
Intermediate Similarity	0.7885	NPC156222
Intermediate Similarity	0.7885	NPC606017
Intermediate Similarity	0.7593	NPC42346
Intermediate Similarity	0.7593	NPC256283
Intermediate Similarity	0.7455	NPC69394
Intermediate Similarity	0.7455	NPC83508
Intermediate Similarity	0.7455	NPC603360
Intermediate Similarity	0.7358	NPC293183
Intermediate Similarity	0.7358	NPC605038
Intermediate Similarity	0.7321	NPC12200
Intermediate Similarity	0.7321	NPC585682
Intermediate Similarity	0.7273	NPC116839
Intermediate Similarity	0.7222	NPC241498
Intermediate Similarity	0.7222	NPC284552
Intermediate Similarity	0.7222	NPC606023
Intermediate Similarity	0.7222	NPC608014
Intermediate Similarity	0.7143	NPC115798
Intermediate Similarity	0.7091	NPC100887
Intermediate Similarity	0.7049	NPC21951
Remote Similarity	0.6964	NPC261918
Remote Similarity	0.6842	NPC130457
Remote Similarity	0.6842	NPC183597
Remote Similarity	0.6774	NPC470402
Remote Similarity	0.6724	NPC283600
Remote Similarity	0.6724	NPC195202
Remote Similarity	0.6721	NPC257620
Remote Similarity	0.6667	NPC163780
Remote Similarity	0.6667	NPC561233
Remote Similarity	0.6613	NPC74958
Remote Similarity	0.6552	NPC133594
Remote Similarity	0.6491	NPC202592
Remote Similarity	0.6441	NPC2476
Remote Similarity	0.6441	NPC514513
Remote Similarity	0.6441	NPC514682
Remote Similarity	0.6441	NPC604422
Remote Similarity	0.6379	NPC119508
Remote Similarity	0.6379	NPC15024
Remote Similarity	0.629	NPC25675
Remote Similarity	0.6271	NPC154219
Remote Similarity	0.6271	NPC51304
Remote Similarity	0.623	NPC580250
Remote Similarity	0.6167	NPC92113
Remote Similarity	0.6154	NPC548655
Remote Similarity	0.614	NPC23955
Remote Similarity	0.6034	NPC44079
Remote Similarity	0.6034	NPC215932
Remote Similarity	0.6032	NPC522857
Remote Similarity	0.5965	NPC333230
Remote Similarity	0.5932	NPC62536
Remote Similarity	0.5932	NPC145379
Remote Similarity	0.5932	NPC536509
Remote Similarity	0.5932	NPC603562
Remote Similarity	0.5902	NPC160951
Remote Similarity	0.5902	NPC138867
Remote Similarity	0.5902	NPC575392
Remote Similarity	0.5902	NPC602403
Remote Similarity	0.5873	NPC499731
Remote Similarity	0.5873	NPC605634
Remote Similarity	0.5862	NPC472438
Remote Similarity	0.5862	NPC75279
Remote Similarity	0.5833	NPC175198
Remote Similarity	0.5833	NPC509621
Remote Similarity	0.5806	NPC47781
Remote Similarity	0.5781	NPC75743
Remote Similarity	0.5763	NPC203891
Remote Similarity	0.5763	NPC77955
Remote Similarity	0.5763	NPC113089
Remote Similarity	0.5763	NPC494632
Remote Similarity	0.5763	NPC607129
Remote Similarity	0.5758	NPC232574
Remote Similarity	0.5738	NPC212913
Remote Similarity	0.5738	NPC29841
Remote Similarity	0.5738	NPC41588
Remote Similarity	0.5694	NPC520801
Remote Similarity	0.5694	NPC526792
Remote Similarity	0.5692	NPC558483
Remote Similarity	0.5672	NPC183
Remote Similarity	0.5667	NPC184136
Remote Similarity	0.5667	NPC70853
Remote Similarity	0.5667	NPC231772
Remote Similarity	0.5667	NPC78346
Remote Similarity	0.5667	NPC609689
Remote Similarity	0.5645	NPC256612
Remote Similarity	0.5645	NPC52005
Remote Similarity	0.5645	NPC491990
Remote Similarity	0.5645	NPC527373
Remote Similarity	0.5645	NPC606638
Remote Similarity	0.5645	NPC609485
Remote Similarity	0.5625	NPC485299
Remote Similarity	0.5593	NPC26227
Remote Similarity	0.5593	NPC85233
Remote Similarity	0.5593	NPC602684
Remote Similarity	0.5588	NPC112497
Remote Similarity	0.5574	NPC9609
Remote Similarity	0.5556	NPC159087
Remote Similarity	0.5556	NPC183950
Remote Similarity	0.5556	NPC606283
Remote Similarity	0.5507	NPC271584
Remote Similarity	0.5507	NPC555259
Remote Similarity	0.55	NPC98661
Remote Similarity	0.55	NPC239128
Remote Similarity	0.55	NPC143770
Remote Similarity	0.55	NPC545026
Remote Similarity	0.5484	NPC66868
Remote Similarity	0.5484	NPC159103
Remote Similarity	0.5484	NPC80427
Remote Similarity	0.5484	NPC602306
Remote Similarity	0.5467	NPC539482
Remote Similarity	0.5455	NPC305963
Remote Similarity	0.5429	NPC36819
Remote Similarity	0.5429	NPC550799
Remote Similarity	0.5424	NPC500023
Remote Similarity	0.541	NPC33265
Remote Similarity	0.541	NPC146413
Remote Similarity	0.541	NPC120163
Remote Similarity	0.541	NPC276409
Remote Similarity	0.541	NPC493589
Remote Similarity	0.541	NPC601901
Remote Similarity	0.541	NPC606102
Remote Similarity	0.541	NPC607107
Remote Similarity	0.5405	NPC40800
Remote Similarity	0.5397	NPC525486
Remote Similarity	0.5397	NPC541159
Remote Similarity	0.5397	NPC590995
Remote Similarity	0.5397	NPC603596
Remote Similarity	0.5362	NPC207765
Remote Similarity	0.5333	NPC266371
Remote Similarity	0.5333	NPC297364
Remote Similarity	0.5333	NPC475942
Remote Similarity	0.5323	NPC25270
Remote Similarity	0.5323	NPC312924
Remote Similarity	0.5323	NPC134677
Remote Similarity	0.5263	NPC125175
Remote Similarity	0.5263	NPC526302
Remote Similarity	0.5263	NPC609451
Remote Similarity	0.5246	NPC110639
Remote Similarity	0.5246	NPC274327
Remote Similarity	0.5246	NPC266960
Remote Similarity	0.5246	NPC205522
Remote Similarity	0.5246	NPC29353
Remote Similarity	0.5246	NPC565238
Remote Similarity	0.5246	NPC565622
Remote Similarity	0.5246	NPC571733
Remote Similarity	0.5246	NPC593204
Remote Similarity	0.5246	NPC595767
Remote Similarity	0.5246	NPC609062
Remote Similarity	0.5238	NPC176300
Remote Similarity	0.5238	NPC146165
Remote Similarity	0.5238	NPC212678
Remote Similarity	0.5238	NPC166753
Remote Similarity	0.5238	NPC55900
Remote Similarity	0.5238	NPC222750
Remote Similarity	0.5238	NPC499056
Remote Similarity	0.5238	NPC514210
Remote Similarity	0.5238	NPC515906
Remote Similarity	0.5238	NPC541481
Remote Similarity	0.5238	NPC582401
Remote Similarity	0.5238	NPC601909
Remote Similarity	0.5224	NPC292276
Remote Similarity	0.5224	NPC2576
Remote Similarity	0.5195	NPC529637
Remote Similarity	0.5167	NPC514867
Remote Similarity	0.5161	NPC57030
Remote Similarity	0.5161	NPC231773
Remote Similarity	0.5161	NPC120464
Remote Similarity	0.5161	NPC163524
Remote Similarity	0.5161	NPC483773
Remote Similarity	0.5161	NPC590413
Remote Similarity	0.5161	NPC609302
Remote Similarity	0.5156	NPC4455
Remote Similarity	0.5156	NPC224137
Remote Similarity	0.5156	NPC177298
Remote Similarity	0.5156	NPC224294
Remote Similarity	0.5156	NPC207691
Remote Similarity	0.5156	NPC248310
Remote Similarity	0.5156	NPC190652
Remote Similarity	0.5156	NPC223579
Remote Similarity	0.5156	NPC505037
Remote Similarity	0.5156	NPC580944
Remote Similarity	0.5156	NPC608258
Remote Similarity	0.5147	NPC27272
Remote Similarity	0.5143	NPC175487
Remote Similarity	0.5139	NPC590705
Remote Similarity	0.5135	NPC8705
Remote Similarity	0.5128	NPC88023
Remote Similarity	0.5128	NPC309025
Remote Similarity	0.5128	NPC563074
Remote Similarity	0.5128	NPC584847
Remote Similarity	0.5082	NPC250822
Remote Similarity	0.5082	NPC7418
Remote Similarity	0.5082	NPC231890
Remote Similarity	0.5082	NPC572523
Remote Similarity	0.5079	NPC79409
Remote Similarity	0.5079	NPC502394
Remote Similarity	0.5079	NPC532405
Remote Similarity	0.5079	NPC568322
Remote Similarity	0.5079	NPC576596

Drug Structure

NPD2801 OpenBabel08211702552D 27 29 0 0 0 0 0 0 0 0999 V2000 7.7942 2.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 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 5.1962 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 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 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 -0.0000 1.0000 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 3.4641 1.0000 0.0000 C 0 0 0 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 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 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 2.5981 -1.5000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 9 2 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 13 2 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 10 19 2 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 12 22 1 0 0 0 0 13 25 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001644
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5273755
ChEBI
CAS Number

Drug Properties

Molecular Weight	344.09
ALogP	-1.5796
MLogP	2.67
XLogP	1.198
HDA	1
HBD	2
Rotatable Bonds	9
TPSA	94.45
RO5 Violation	0