Structure

Physi-Chem Properties

Molecular Weight:  756.19
Volume:  703.823
LogP:  1.178
LogD:  0.536
LogS:  -4.46
# Rotatable Bonds:  11
TPSA:  295.73
# H-Bond Aceptor:  18
# H-Bond Donor:  10
# Rings:  6
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.07
Synthetic Accessibility Score:  4.973
Fsp3:  0.333
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.572
MDCK Permeability:  2.074054464173969e-05
Pgp-inhibitor:  0.017
Pgp-substrate:  0.975
Human Intestinal Absorption (HIA):  0.786
20% Bioavailability (F20%):  0.018
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.088
Plasma Protein Binding (PPB):  95.95781707763672%
Volume Distribution (VD):  0.664
Pgp-substrate:  8.324230194091797%

ADMET: Metabolism

CYP1A2-inhibitor:  0.228
CYP1A2-substrate:  0.008
CYP2C19-inhibitor:  0.032
CYP2C19-substrate:  0.05
CYP2C9-inhibitor:  0.099
CYP2C9-substrate:  0.2
CYP2D6-inhibitor:  0.419
CYP2D6-substrate:  0.146
CYP3A4-inhibitor:  0.11
CYP3A4-substrate:  0.014

ADMET: Excretion

Clearance (CL):  1.395
Half-life (T1/2):  0.79

ADMET: Toxicity

hERG Blockers:  0.249
Human Hepatotoxicity (H-HT):  0.138
Drug-inuced Liver Injury (DILI):  0.982
AMES Toxicity:  0.738
Rat Oral Acute Toxicity:  0.031
Maximum Recommended Daily Dose:  0.003
Skin Sensitization:  0.859
Carcinogencity:  0.078
Eye Corrosion:  0.003
Eye Irritation:  0.02
Respiratory Toxicity:  0.005

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC470712

Natural Product ID:  NPC470712
Common Name*:   Allivictoside A
IUPAC Name:   [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-4-oxo-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:   Allivictoside A
Standard InCHIKey:  BWJNEPWIRGMUKA-MSQUEZNUSA-N
Standard InCHI:  InChI=1S/C36H36O18/c37-13-22-26(43)29(46)31(48)35(51-22)49-19-8-4-16(5-9-19)32-33(28(45)25-20(41)11-18(40)12-21(25)50-32)54-36-34(30(47)27(44)23(14-38)52-36)53-24(42)10-3-15-1-6-17(39)7-2-15/h1-12,22-23,26-27,29-31,34-41,43-44,46-48H,13-14H2/b10-3+/t22-,23-,26-,27-,29+,30+,31-,34-,35-,36+/m1/s1
SMILES:  C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)CO)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2206197
PubChem CID:   71459647
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001111] Flavonoid glycosides
          • [CHEMONTID:0001583] Flavonoid O-glycosides
            • [CHEMONTID:0003531] Flavonoid-3-O-glycosides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO3860.1 Allium victorialis Under-species n.a. n.a. Leaves Taeback, GangWon province, Korea 2011-Jan PMID[23149227]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT34 Cell Line BV-2 Mus musculus Activity = 108.9 % PMID[532586]
NPT34 Cell Line BV-2 Mus musculus IC50 = 55560.0 nM PMID[532586]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

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

●  The left chart: Distribution of similarity level between NPC470712 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC164704
0.9938 High Similarity NPC474522
0.9938 High Similarity NPC470714
0.9938 High Similarity NPC470716
0.9938 High Similarity NPC470715
0.9755 High Similarity NPC231787
0.9752 High Similarity NPC218161
0.9752 High Similarity NPC280642
0.9752 High Similarity NPC96605
0.9748 High Similarity NPC129264
0.9748 High Similarity NPC19240
0.9748 High Similarity NPC85751
0.9748 High Similarity NPC205824
0.9691 High Similarity NPC11847
0.9691 High Similarity NPC217822
0.9691 High Similarity NPC221288
0.9691 High Similarity NPC101399
0.9688 High Similarity NPC64425
0.9686 High Similarity NPC80068
0.963 High Similarity NPC469344
0.963 High Similarity NPC277532
0.963 High Similarity NPC175429
0.963 High Similarity NPC138990
0.963 High Similarity NPC188815
0.963 High Similarity NPC92815
0.963 High Similarity NPC209550
0.9625 High Similarity NPC76831
0.9625 High Similarity NPC292929
0.9625 High Similarity NPC289667
0.9625 High Similarity NPC139060
0.9565 High Similarity NPC473278
0.9565 High Similarity NPC260504
0.9565 High Similarity NPC203145
0.9565 High Similarity NPC477613
0.9565 High Similarity NPC186816
0.9565 High Similarity NPC189564
0.9565 High Similarity NPC89809
0.9565 High Similarity NPC476470
0.9565 High Similarity NPC32641
0.9565 High Similarity NPC12013
0.9565 High Similarity NPC256188
0.9565 High Similarity NPC142142
0.9565 High Similarity NPC221342
0.9565 High Similarity NPC11432
0.956 High Similarity NPC270675
0.956 High Similarity NPC64305
0.956 High Similarity NPC477628
0.956 High Similarity NPC135846
0.956 High Similarity NPC297987
0.956 High Similarity NPC477629
0.956 High Similarity NPC170052
0.956 High Similarity NPC470125
0.956 High Similarity NPC472994
0.956 High Similarity NPC195685
0.956 High Similarity NPC210961
0.9521 High Similarity NPC162394
0.9521 High Similarity NPC470718
0.9521 High Similarity NPC241781
0.9521 High Similarity NPC156785
0.9503 High Similarity NPC135358
0.9503 High Similarity NPC287889
0.95 High Similarity NPC240306
0.95 High Similarity NPC472876
0.95 High Similarity NPC298171
0.9497 High Similarity NPC136761
0.9497 High Similarity NPC470405
0.9497 High Similarity NPC304741
0.9497 High Similarity NPC471079
0.9464 High Similarity NPC249560
0.9464 High Similarity NPC25946
0.9464 High Similarity NPC460984
0.9464 High Similarity NPC470720
0.9464 High Similarity NPC223860
0.9464 High Similarity NPC275977
0.9464 High Similarity NPC470717
0.9464 High Similarity NPC21359
0.9464 High Similarity NPC470713
0.9444 High Similarity NPC262222
0.9444 High Similarity NPC298666
0.9444 High Similarity NPC68592
0.9437 High Similarity NPC473438
0.9437 High Similarity NPC215710
0.9437 High Similarity NPC265885
0.9437 High Similarity NPC276377
0.9437 High Similarity NPC216496
0.9437 High Similarity NPC159579
0.9437 High Similarity NPC246943
0.9437 High Similarity NPC249281
0.9437 High Similarity NPC181465
0.9437 High Similarity NPC476215
0.9437 High Similarity NPC139320
0.9437 High Similarity NPC173582
0.9437 High Similarity NPC282169
0.9437 High Similarity NPC101636
0.9437 High Similarity NPC253788
0.9437 High Similarity NPC116458
0.9437 High Similarity NPC259957
0.9437 High Similarity NPC224530
0.9437 High Similarity NPC48093
0.9437 High Similarity NPC85707
0.9437 High Similarity NPC163242
0.9437 High Similarity NPC129217
0.9408 High Similarity NPC33083
0.9408 High Similarity NPC470719
0.9408 High Similarity NPC473554
0.9408 High Similarity NPC295625
0.939 High Similarity NPC76047
0.9379 High Similarity NPC244875
0.9379 High Similarity NPC475382
0.9379 High Similarity NPC27942
0.9375 High Similarity NPC187379
0.9371 High Similarity NPC135391
0.9371 High Similarity NPC197304
0.9371 High Similarity NPC77672
0.9371 High Similarity NPC78263
0.9371 High Similarity NPC54802
0.9371 High Similarity NPC133671
0.9353 High Similarity NPC97817
0.9353 High Similarity NPC30011
0.9353 High Similarity NPC72554
0.9349 High Similarity NPC75574
0.9341 High Similarity NPC113836
0.9341 High Similarity NPC477895
0.9341 High Similarity NPC253521
0.9341 High Similarity NPC37668
0.9337 High Similarity NPC214621
0.9337 High Similarity NPC34267
0.9337 High Similarity NPC223426
0.9337 High Similarity NPC81042
0.9329 High Similarity NPC5319
0.9321 High Similarity NPC473644
0.9321 High Similarity NPC121703
0.9321 High Similarity NPC311850
0.9313 High Similarity NPC22062
0.9313 High Similarity NPC111929
0.9313 High Similarity NPC473634
0.9313 High Similarity NPC104677
0.9313 High Similarity NPC320283
0.9313 High Similarity NPC472459
0.9313 High Similarity NPC138811
0.9313 High Similarity NPC41121
0.9308 High Similarity NPC323593
0.9308 High Similarity NPC203500
0.9308 High Similarity NPC307938
0.9294 High Similarity NPC104910
0.9294 High Similarity NPC474093
0.929 High Similarity NPC297503
0.929 High Similarity NPC135831
0.929 High Similarity NPC97119
0.9281 High Similarity NPC89127
0.9281 High Similarity NPC473862
0.9281 High Similarity NPC144097
0.9281 High Similarity NPC61904
0.9281 High Similarity NPC471669
0.9264 High Similarity NPC72016
0.9255 High Similarity NPC473623
0.9255 High Similarity NPC321478
0.9255 High Similarity NPC153342
0.925 High Similarity NPC65003
0.925 High Similarity NPC182634
0.925 High Similarity NPC473512
0.925 High Similarity NPC44931
0.925 High Similarity NPC108831
0.925 High Similarity NPC129827
0.924 High Similarity NPC475179
0.9226 High Similarity NPC35167
0.9226 High Similarity NPC217387
0.9226 High Similarity NPC267680
0.9226 High Similarity NPC196127
0.9226 High Similarity NPC217520
0.9226 High Similarity NPC139571
0.9226 High Similarity NPC173837
0.9226 High Similarity NPC258044
0.9226 High Similarity NPC293626
0.9222 High Similarity NPC253685
0.9198 High Similarity NPC473516
0.9198 High Similarity NPC303913
0.9187 High Similarity NPC170475
0.9187 High Similarity NPC473657
0.9187 High Similarity NPC295613
0.9182 High Similarity NPC29763
0.9182 High Similarity NPC143851
0.9182 High Similarity NPC83283
0.9182 High Similarity NPC210003
0.9182 High Similarity NPC39360
0.9167 High Similarity NPC292019
0.9167 High Similarity NPC202908
0.9167 High Similarity NPC219043
0.9167 High Similarity NPC48984
0.9167 High Similarity NPC14187
0.9167 High Similarity NPC122467
0.9157 High Similarity NPC254855
0.9157 High Similarity NPC136042
0.9157 High Similarity NPC67326
0.9157 High Similarity NPC255157
0.9157 High Similarity NPC156869
0.9157 High Similarity NPC29958
0.9157 High Similarity NPC259896
0.9141 High Similarity NPC150164
0.9136 High Similarity NPC142860

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC470712 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9329 High Similarity NPD7804 Clinical (unspecified phase)
0.9222 High Similarity NPD7808 Phase 3
0.9162 High Similarity NPD7251 Discontinued
0.913 High Similarity NPD4381 Clinical (unspecified phase)
0.9102 High Similarity NPD6797 Phase 2
0.8929 High Similarity NPD7472 Approved
0.8882 High Similarity NPD4338 Clinical (unspecified phase)
0.8869 High Similarity NPD7054 Approved
0.878 High Similarity NPD7075 Discontinued
0.8706 High Similarity NPD7074 Phase 3
0.8688 High Similarity NPD5403 Approved
0.865 High Similarity NPD6801 Discontinued
0.8598 High Similarity NPD7096 Clinical (unspecified phase)
0.858 High Similarity NPD6168 Clinical (unspecified phase)
0.858 High Similarity NPD6166 Phase 2
0.858 High Similarity NPD6167 Clinical (unspecified phase)
0.8562 High Similarity NPD5401 Approved
0.8547 High Similarity NPD7993 Clinical (unspecified phase)
0.8528 High Similarity NPD4380 Phase 2
0.85 High Similarity NPD6799 Approved
0.848 Intermediate Similarity NPD3818 Discontinued
0.8434 Intermediate Similarity NPD5402 Approved
0.84 Intermediate Similarity NPD8313 Approved
0.84 Intermediate Similarity NPD8312 Approved
0.838 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD7411 Suspended
0.8323 Intermediate Similarity NPD3817 Phase 2
0.8286 Intermediate Similarity NPD6559 Discontinued
0.8274 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8263 Intermediate Similarity NPD8455 Phase 2
0.8214 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8193 Intermediate Similarity NPD6599 Discontinued
0.8187 Intermediate Similarity NPD1549 Phase 2
0.815 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD7819 Suspended
0.7988 Intermediate Similarity NPD1934 Approved
0.7955 Intermediate Similarity NPD3751 Discontinued
0.7953 Intermediate Similarity NPD7768 Phase 2
0.7953 Intermediate Similarity NPD3882 Suspended
0.7952 Intermediate Similarity NPD1512 Approved
0.7941 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD8151 Discontinued
0.7888 Intermediate Similarity NPD1510 Phase 2
0.7874 Intermediate Similarity NPD6959 Discontinued
0.7842 Intermediate Similarity NPD7435 Discontinued
0.784 Intermediate Similarity NPD2796 Approved
0.7836 Intermediate Similarity NPD2801 Approved
0.7831 Intermediate Similarity NPD1511 Approved
0.7829 Intermediate Similarity NPD3787 Discontinued
0.7803 Intermediate Similarity NPD3749 Approved
0.7758 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD3750 Approved
0.7709 Intermediate Similarity NPD5844 Phase 1
0.7697 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7874 Approved
0.7692 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD7696 Phase 3
0.7656 Intermediate Similarity NPD7698 Approved
0.7656 Intermediate Similarity NPD7697 Approved
0.7653 Intermediate Similarity NPD7783 Phase 2
0.7653 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1653 Approved
0.764 Intermediate Similarity NPD1240 Approved
0.764 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD7584 Approved
0.7625 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD1551 Phase 2
0.7617 Intermediate Similarity NPD8320 Phase 1
0.7617 Intermediate Similarity NPD8319 Approved
0.7617 Intermediate Similarity NPD7871 Phase 2
0.7617 Intermediate Similarity NPD7870 Phase 2
0.7598 Intermediate Similarity NPD7473 Discontinued
0.7592 Intermediate Similarity NPD6779 Approved
0.7592 Intermediate Similarity NPD6781 Approved
0.7592 Intermediate Similarity NPD6776 Approved
0.7592 Intermediate Similarity NPD6777 Approved
0.7592 Intermediate Similarity NPD6778 Approved
0.7592 Intermediate Similarity NPD6782 Approved
0.7592 Intermediate Similarity NPD6780 Approved
0.759 Intermediate Similarity NPD7701 Phase 2
0.7588 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD7685 Pre-registration
0.7581 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7228 Approved
0.7546 Intermediate Similarity NPD1607 Approved
0.7545 Intermediate Similarity NPD4628 Phase 3
0.7529 Intermediate Similarity NPD1465 Phase 2
0.7528 Intermediate Similarity NPD6232 Discontinued
0.7516 Intermediate Similarity NPD6798 Discontinued
0.7514 Intermediate Similarity NPD5494 Approved
0.7514 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7458 Discontinued
0.7487 Intermediate Similarity NPD7699 Phase 2
0.7487 Intermediate Similarity NPD7700 Phase 2
0.7472 Intermediate Similarity NPD7199 Phase 2
0.7469 Intermediate Similarity NPD6233 Phase 2
0.7455 Intermediate Similarity NPD3748 Approved
0.7425 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD7585 Approved
0.7402 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6190 Approved
0.7391 Intermediate Similarity NPD6832 Phase 2
0.7387 Intermediate Similarity NPD7801 Approved
0.738 Intermediate Similarity NPD8434 Phase 2
0.738 Intermediate Similarity NPD8150 Discontinued
0.7378 Intermediate Similarity NPD1933 Approved
0.7365 Intermediate Similarity NPD7266 Discontinued
0.736 Intermediate Similarity NPD919 Approved
0.736 Intermediate Similarity NPD7583 Approved
0.733 Intermediate Similarity NPD6534 Approved
0.733 Intermediate Similarity NPD6535 Approved
0.7322 Intermediate Similarity NPD7286 Phase 2
0.7312 Intermediate Similarity NPD1203 Approved
0.7297 Intermediate Similarity NPD7240 Approved
0.7283 Intermediate Similarity NPD920 Approved
0.7267 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7033 Discontinued
0.7245 Intermediate Similarity NPD6823 Phase 2
0.7243 Intermediate Similarity NPD5953 Discontinued
0.7209 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD2935 Discontinued
0.7195 Intermediate Similarity NPD2313 Discontinued
0.7176 Intermediate Similarity NPD1243 Approved
0.7176 Intermediate Similarity NPD1652 Phase 2
0.7175 Intermediate Similarity NPD37 Approved
0.717 Intermediate Similarity NPD1091 Approved
0.7169 Intermediate Similarity NPD6355 Discontinued
0.7167 Intermediate Similarity NPD6234 Discontinued
0.7151 Intermediate Similarity NPD4965 Approved
0.7151 Intermediate Similarity NPD4966 Approved
0.7151 Intermediate Similarity NPD4967 Phase 2
0.7104 Intermediate Similarity NPD3926 Phase 2
0.7102 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD3226 Approved
0.7088 Intermediate Similarity NPD1247 Approved
0.7083 Intermediate Similarity NPD7097 Phase 1
0.7073 Intermediate Similarity NPD4908 Phase 1
0.7069 Intermediate Similarity NPD2532 Approved
0.7069 Intermediate Similarity NPD2533 Approved
0.7069 Intermediate Similarity NPD2534 Approved
0.7066 Intermediate Similarity NPD5124 Phase 1
0.7066 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2799 Discontinued
0.7037 Intermediate Similarity NPD3225 Approved
0.7024 Intermediate Similarity NPD6651 Approved
0.7022 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD9717 Approved
0.7006 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD1613 Approved
0.6994 Remote Similarity NPD3887 Approved
0.6994 Remote Similarity NPD2354 Approved
0.6988 Remote Similarity NPD3268 Approved
0.6988 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6984 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6977 Remote Similarity NPD2800 Approved
0.6974 Remote Similarity NPD4363 Phase 3
0.6974 Remote Similarity NPD4360 Phase 2
0.6964 Remote Similarity NPD230 Phase 1
0.6964 Remote Similarity NPD4340 Discontinued
0.6959 Remote Similarity NPD2344 Approved
0.6957 Remote Similarity NPD422 Phase 1
0.6954 Remote Similarity NPD7440 Discontinued
0.6951 Remote Similarity NPD2798 Approved
0.695 Remote Similarity NPD7680 Approved
0.6946 Remote Similarity NPD4062 Phase 3
0.6943 Remote Similarity NPD4287 Approved
0.6936 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6213 Phase 3
0.6923 Remote Similarity NPD6212 Phase 3
0.6923 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1548 Phase 1
0.6914 Remote Similarity NPD7390 Discontinued
0.6906 Remote Similarity NPD4288 Approved
0.6905 Remote Similarity NPD943 Approved
0.6898 Remote Similarity NPD7799 Discontinued
0.689 Remote Similarity NPD2797 Approved
0.6889 Remote Similarity NPD6844 Discontinued
0.6864 Remote Similarity NPD447 Suspended
0.6864 Remote Similarity NPD1899 Clinical (unspecified phase)
0.686 Remote Similarity NPD7930 Approved
0.686 Remote Similarity NPD2346 Discontinued
0.6842 Remote Similarity NPD4308 Phase 3
0.6836 Remote Similarity NPD5049 Phase 3
0.6834 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6816 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6813 Remote Similarity NPD9545 Approved
0.6802 Remote Similarity NPD6099 Approved
0.6802 Remote Similarity NPD6100 Approved
0.68 Remote Similarity NPD2309 Approved
0.6798 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3764 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data