NPASS drugs

Drug Information

Drug ID:	NPD4868
Drug Name:
Molecular Formula:	C22H18O11
Canonical SMILES:	Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O
Standard InCHI:	"InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1"
Standard InCHIKey:	WMBWREPUVVBILR-WIYYLYMNSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4868

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	119472
0.1-0.2	81330
0.2-0.3	9753
0.3-0.4	947
0.4-0.5	125
0.5-0.6	32
0.6-0.7	42
0.7-0.8	13
0.8-0.85	6
0.85-0.9	10
0.9-0.95	0
0.95-1	8

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	NPC291948
High Similarity	1.0	NPC104983
High Similarity	1.0	NPC250436
High Similarity	1.0	NPC300845
High Similarity	1.0	NPC88803
High Similarity	1.0	NPC600488
High Similarity	1.0	NPC608188
High Similarity	1.0	NPC611881
High Similarity	0.8704	NPC283785
High Similarity	0.8679	NPC38779
High Similarity	0.8679	NPC114179
High Similarity	0.8679	NPC68324
High Similarity	0.8679	NPC289322
High Similarity	0.8679	NPC156818
High Similarity	0.8679	NPC160512
High Similarity	0.8679	NPC604247
High Similarity	0.8679	NPC605110
High Similarity	0.8679	NPC607527
Intermediate Similarity	0.8491	NPC559648
Intermediate Similarity	0.8246	NPC574067
Intermediate Similarity	0.8246	NPC603842
Intermediate Similarity	0.8182	NPC146095
Intermediate Similarity	0.807	NPC110825
Intermediate Similarity	0.807	NPC87317
Intermediate Similarity	0.7719	NPC71265
Intermediate Similarity	0.7719	NPC300782
Intermediate Similarity	0.7667	NPC525932
Intermediate Similarity	0.7667	NPC603291
Intermediate Similarity	0.75	NPC510340
Intermediate Similarity	0.7414	NPC24532
Intermediate Similarity	0.7321	NPC573798
Intermediate Similarity	0.7258	NPC100251
Intermediate Similarity	0.7143	NPC502608
Intermediate Similarity	0.7143	NPC589572
Intermediate Similarity	0.7069	NPC474656
Intermediate Similarity	0.7	NPC517170
Intermediate Similarity	0.7	NPC601196
Remote Similarity	0.697	NPC602382
Remote Similarity	0.6923	NPC65333
Remote Similarity	0.6897	NPC787
Remote Similarity	0.6897	NPC250342
Remote Similarity	0.6875	NPC178357
Remote Similarity	0.6866	NPC490387
Remote Similarity	0.6866	NPC505689
Remote Similarity	0.6866	NPC545609
Remote Similarity	0.6866	NPC602962
Remote Similarity	0.6721	NPC188690
Remote Similarity	0.6667	NPC53889
Remote Similarity	0.6667	NPC490385
Remote Similarity	0.6618	NPC291407
Remote Similarity	0.6567	NPC302466
Remote Similarity	0.6522	NPC254919
Remote Similarity	0.6522	NPC310757
Remote Similarity	0.6471	NPC3415
Remote Similarity	0.6471	NPC98583
Remote Similarity	0.6471	NPC141406
Remote Similarity	0.6462	NPC144508
Remote Similarity	0.6429	NPC89976
Remote Similarity	0.6429	NPC194264
Remote Similarity	0.6393	NPC584096
Remote Similarity	0.6216	NPC490413
Remote Similarity	0.6216	NPC533574
Remote Similarity	0.6216	NPC579272
Remote Similarity	0.6216	NPC600812
Remote Similarity	0.6197	NPC92999
Remote Similarity	0.6197	NPC234719
Remote Similarity	0.6197	NPC182280
Remote Similarity	0.6197	NPC200463
Remote Similarity	0.6197	NPC259722
Remote Similarity	0.6176	NPC490386
Remote Similarity	0.6164	NPC108231
Remote Similarity	0.6164	NPC501176
Remote Similarity	0.6154	NPC506955
Remote Similarity	0.6094	NPC40222
Remote Similarity	0.6094	NPC268515
Remote Similarity	0.6094	NPC28022
Remote Similarity	0.6094	NPC161346
Remote Similarity	0.6094	NPC34970
Remote Similarity	0.6094	NPC580955
Remote Similarity	0.5972	NPC263033
Remote Similarity	0.5972	NPC280545
Remote Similarity	0.5862	NPC566766
Remote Similarity	0.5862	NPC590144
Remote Similarity	0.5769	NPC113855
Remote Similarity	0.5696	NPC292978
Remote Similarity	0.5692	NPC58239
Remote Similarity	0.5636	NPC296168
Remote Similarity	0.5636	NPC555382
Remote Similarity	0.5571	NPC105122
Remote Similarity	0.5571	NPC261956
Remote Similarity	0.5536	NPC268266
Remote Similarity	0.5536	NPC42760
Remote Similarity	0.5536	NPC220825
Remote Similarity	0.5536	NPC268342
Remote Similarity	0.5536	NPC17308
Remote Similarity	0.5536	NPC602526
Remote Similarity	0.5536	NPC608295
Remote Similarity	0.5405	NPC128737
Remote Similarity	0.5263	NPC490428
Remote Similarity	0.525	NPC597449
Remote Similarity	0.5238	NPC490337
Remote Similarity	0.5238	NPC520036
Remote Similarity	0.5211	NPC131957
Remote Similarity	0.52	NPC38851
Remote Similarity	0.52	NPC61990
Remote Similarity	0.52	NPC135021
Remote Similarity	0.52	NPC286622
Remote Similarity	0.52	NPC261796
Remote Similarity	0.5147	NPC502814
Remote Similarity	0.5143	NPC531723
Remote Similarity	0.5068	NPC535950

Drug Structure

NPD4868 OpenBabel08211706322D 41 44 0 0 1 0 0 0 0 0999 V2000 -1.7321 -2.0000 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 -4.3301 -1.5000 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 -0.0000 3.0000 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 1.0000 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 -0.5000 0.0000 C 0 0 0 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 -0.8660 1.5000 0.0000 C 0 0 0 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 -1.7321 -3.0000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -0.8660 -0.5000 0.0000 C 0 0 2 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 1.7321 3.0000 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 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 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 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 2 0 0 0 0 1 13 1 0 0 0 0 2 8 1 0 0 0 0 2 14 2 0 0 0 0 3 9 2 0 0 0 0 3 15 1 0 0 0 0 4 9 1 0 0 0 0 4 16 2 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 17 2 0 0 0 0 7 11 1 0 0 0 0 7 18 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 24 1 0 0 0 0 13 19 2 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 14 26 1 0 0 0 0 15 20 2 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 16 28 1 0 0 0 0 17 32 1 0 0 0 0 18 21 1 0 0 0 0 18 33 1 6 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 8 1 6 0 0 0 21 32 1 0 0 0 0 22 31 2 0 0 0 0 22 33 1 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 28 39 1 0 0 0 0 29 40 1 0 0 0 0 30 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004875
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65064
ChEBI
CAS Number

Drug Properties

Molecular Weight	458.08
ALogP	-3.966
MLogP	2.67
XLogP	0.694
HDA	2
HBD	8
Rotatable Bonds	12
TPSA	197.37
RO5 Violation	1