Structure

Physi-Chem Properties

Molecular Weight:  918.24
Volume:  842.994
LogP:  0.0
LogD:  -0.206
LogS:  -3.469
# Rotatable Bonds:  14
TPSA:  374.88
# H-Bond Aceptor:  23
# H-Bond Donor:  13
# Rings:  7
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.046
Synthetic Accessibility Score:  5.638
Fsp3:  0.429
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:  -6.741
MDCK Permeability:  8.899109525373206e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.997
Human Intestinal Absorption (HIA):  0.914
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.192
Plasma Protein Binding (PPB):  80.3922348022461%
Volume Distribution (VD):  0.503
Pgp-substrate:  14.496438026428223%

ADMET: Metabolism

CYP1A2-inhibitor:  0.157
CYP1A2-substrate:  0.002
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.055
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.089
CYP2D6-inhibitor:  0.04
CYP2D6-substrate:  0.113
CYP3A4-inhibitor:  0.02
CYP3A4-substrate:  0.002

ADMET: Excretion

Clearance (CL):  0.963
Half-life (T1/2):  0.602

ADMET: Toxicity

hERG Blockers:  0.284
Human Hepatotoxicity (H-HT):  0.267
Drug-inuced Liver Injury (DILI):  0.985
AMES Toxicity:  0.45
Rat Oral Acute Toxicity:  0.014
Maximum Recommended Daily Dose:  0.001
Skin Sensitization:  0.57
Carcinogencity:  0.03
Eye Corrosion:  0.003
Eye Irritation:  0.012
Respiratory Toxicity:  0.003

Download Data

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

  Natural Product: NPC470716

Natural Product ID:  NPC470716
Common Name*:   Allivictoside E
IUPAC Name:   [(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxyoxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:   Allivictoside E
Standard InCHIKey:  AZARVOKJABCVQG-BQYMUXTISA-N
Standard InCHI:  InChI=1S/C42H46O23/c43-13-23-28(49)32(53)34(55)40(61-23)58-19-8-4-17(5-9-19)37-39(31(52)27-21(47)11-20(12-22(27)60-37)59-41-35(56)33(54)29(50)24(14-44)62-41)65-42-36(57)38(30(51)25(15-45)63-42)64-26(48)10-3-16-1-6-18(46)7-2-16/h1-12,23-25,28-30,32-36,38,40-47,49-51,53-57H,13-15H2/b10-3+/t23-,24-,25-,28-,29-,30-,32+,33+,34-,35-,36-,38+,40-,41-,42+/m1/s1
SMILES:  C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)CO)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2206201
PubChem CID:   71463099
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001111] Flavonoid glycosides
          • [CHEMONTID:0001583] Flavonoid O-glycosides
            • [CHEMONTID:0003533] Flavonoid-7-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 = 103.8 % PMID[558312]
NPT34 Cell Line BV-2 Mus musculus IC50 = 49480.0 nM PMID[558312]

☑ 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 NPC470716 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 NPC470714
1.0 High Similarity NPC470715
0.9938 High Similarity NPC470712
0.9938 High Similarity NPC164704
0.9876 High Similarity NPC474522
0.9816 High Similarity NPC231787
0.9691 High Similarity NPC280642
0.9691 High Similarity NPC218161
0.9691 High Similarity NPC96605
0.9688 High Similarity NPC129264
0.9688 High Similarity NPC19240
0.9688 High Similarity NPC292929
0.9688 High Similarity NPC85751
0.9688 High Similarity NPC205824
0.9688 High Similarity NPC289667
0.9688 High Similarity NPC76831
0.9632 High Similarity NPC11847
0.9632 High Similarity NPC217822
0.9632 High Similarity NPC101399
0.9632 High Similarity NPC221288
0.9627 High Similarity NPC142142
0.9627 High Similarity NPC476470
0.9627 High Similarity NPC12013
0.9627 High Similarity NPC189564
0.9627 High Similarity NPC256188
0.9627 High Similarity NPC64425
0.9627 High Similarity NPC186816
0.9627 High Similarity NPC477613
0.9627 High Similarity NPC203145
0.9627 High Similarity NPC11432
0.9627 High Similarity NPC32641
0.9627 High Similarity NPC221342
0.9625 High Similarity NPC80068
0.9571 High Similarity NPC209550
0.9571 High Similarity NPC175429
0.9571 High Similarity NPC92815
0.9571 High Similarity NPC138990
0.9571 High Similarity NPC277532
0.9571 High Similarity NPC188815
0.9571 High Similarity NPC469344
0.9565 High Similarity NPC139060
0.9565 High Similarity NPC135358
0.9565 High Similarity NPC287889
0.9524 High Similarity NPC249560
0.9524 High Similarity NPC223860
0.9524 High Similarity NPC275977
0.9506 High Similarity NPC473278
0.9506 High Similarity NPC68592
0.9506 High Similarity NPC260504
0.9506 High Similarity NPC262222
0.9506 High Similarity NPC298666
0.9506 High Similarity NPC89809
0.95 High Similarity NPC210961
0.95 High Similarity NPC170052
0.95 High Similarity NPC470125
0.95 High Similarity NPC64305
0.95 High Similarity NPC477628
0.95 High Similarity NPC472994
0.95 High Similarity NPC297987
0.95 High Similarity NPC270675
0.95 High Similarity NPC135846
0.95 High Similarity NPC477629
0.95 High Similarity NPC195685
0.9467 High Similarity NPC33083
0.9467 High Similarity NPC470719
0.9467 High Similarity NPC473554
0.9467 High Similarity NPC295625
0.9464 High Similarity NPC156785
0.9464 High Similarity NPC241781
0.9464 High Similarity NPC470718
0.9464 High Similarity NPC162394
0.9441 High Similarity NPC475382
0.9441 High Similarity NPC298171
0.9441 High Similarity NPC472876
0.9441 High Similarity NPC244875
0.9441 High Similarity NPC240306
0.9437 High Similarity NPC136761
0.9437 High Similarity NPC470405
0.9437 High Similarity NPC304741
0.9437 High Similarity NPC471079
0.9412 High Similarity NPC30011
0.9412 High Similarity NPC72554
0.9412 High Similarity NPC97817
0.9408 High Similarity NPC25946
0.9408 High Similarity NPC460984
0.9408 High Similarity NPC470717
0.9408 High Similarity NPC21359
0.9408 High Similarity NPC470720
0.9408 High Similarity NPC470713
0.9383 High Similarity NPC311850
0.9383 High Similarity NPC473644
0.9379 High Similarity NPC101636
0.9379 High Similarity NPC85707
0.9379 High Similarity NPC48093
0.9379 High Similarity NPC259957
0.9379 High Similarity NPC129217
0.9379 High Similarity NPC249281
0.9379 High Similarity NPC473438
0.9379 High Similarity NPC476215
0.9379 High Similarity NPC159579
0.9379 High Similarity NPC246943
0.9379 High Similarity NPC265885
0.9379 High Similarity NPC139320
0.9379 High Similarity NPC282169
0.9379 High Similarity NPC163242
0.9379 High Similarity NPC215710
0.9379 High Similarity NPC224530
0.9379 High Similarity NPC216496
0.9379 High Similarity NPC253788
0.9379 High Similarity NPC173582
0.9379 High Similarity NPC116458
0.9379 High Similarity NPC276377
0.9379 High Similarity NPC181465
0.9333 High Similarity NPC76047
0.9321 High Similarity NPC27942
0.9317 High Similarity NPC187379
0.9313 High Similarity NPC77672
0.9313 High Similarity NPC197304
0.9313 High Similarity NPC54802
0.9313 High Similarity NPC78263
0.9313 High Similarity NPC133671
0.9313 High Similarity NPC135391
0.9294 High Similarity NPC75574
0.9286 High Similarity NPC113836
0.9286 High Similarity NPC37668
0.9286 High Similarity NPC253521
0.9286 High Similarity NPC477895
0.9281 High Similarity NPC223426
0.9281 High Similarity NPC81042
0.9281 High Similarity NPC34267
0.9281 High Similarity NPC214621
0.9273 High Similarity NPC5319
0.9264 High Similarity NPC121703
0.9259 High Similarity NPC473516
0.9255 High Similarity NPC320283
0.9255 High Similarity NPC41121
0.9255 High Similarity NPC111929
0.9255 High Similarity NPC138811
0.9255 High Similarity NPC473634
0.9255 High Similarity NPC104677
0.9255 High Similarity NPC22062
0.9255 High Similarity NPC472459
0.925 High Similarity NPC203500
0.925 High Similarity NPC307938
0.925 High Similarity NPC323593
0.924 High Similarity NPC104910
0.924 High Similarity NPC474093
0.9235 High Similarity NPC297503
0.9235 High Similarity NPC97119
0.9235 High Similarity NPC135831
0.9226 High Similarity NPC122467
0.9226 High Similarity NPC144097
0.9226 High Similarity NPC292019
0.9226 High Similarity NPC48984
0.9226 High Similarity NPC219043
0.9226 High Similarity NPC471669
0.9226 High Similarity NPC61904
0.9226 High Similarity NPC14187
0.9226 High Similarity NPC202908
0.9226 High Similarity NPC473862
0.9226 High Similarity NPC89127
0.9207 High Similarity NPC72016
0.9198 High Similarity NPC246469
0.9198 High Similarity NPC97285
0.9198 High Similarity NPC142860
0.9198 High Similarity NPC321478
0.9198 High Similarity NPC271270
0.9198 High Similarity NPC473623
0.9198 High Similarity NPC153342
0.9193 High Similarity NPC44931
0.9193 High Similarity NPC108831
0.9193 High Similarity NPC129827
0.9193 High Similarity NPC65003
0.9193 High Similarity NPC182634
0.9193 High Similarity NPC473512
0.9186 High Similarity NPC475179
0.9172 High Similarity NPC251417
0.9172 High Similarity NPC293626
0.9172 High Similarity NPC217387
0.9172 High Similarity NPC217520
0.9172 High Similarity NPC173837
0.9172 High Similarity NPC258044
0.9172 High Similarity NPC89052
0.9172 High Similarity NPC196127
0.9172 High Similarity NPC35167
0.9172 High Similarity NPC267680
0.9172 High Similarity NPC139571
0.9167 High Similarity NPC253685
0.9162 High Similarity NPC257011
0.9162 High Similarity NPC9002
0.9162 High Similarity NPC137871
0.9162 High Similarity NPC288152
0.9141 High Similarity NPC303913
0.913 High Similarity NPC295613
0.913 High Similarity NPC473657
0.913 High Similarity NPC170475
0.9125 High Similarity NPC39360
0.9125 High Similarity NPC210003
0.9125 High Similarity NPC83283
0.9125 High Similarity NPC143851

  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 NPC470716 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
0.9273 High Similarity NPD7804 Clinical (unspecified phase)
0.9167 High Similarity NPD7808 Phase 3
0.9107 High Similarity NPD7251 Discontinued
0.9074 High Similarity NPD4381 Clinical (unspecified phase)
0.9048 High Similarity NPD6797 Phase 2
0.8876 High Similarity NPD7472 Approved
0.883 High Similarity NPD4338 Clinical (unspecified phase)
0.8817 High Similarity NPD7054 Approved
0.8765 High Similarity NPD7074 Phase 3
0.8727 High Similarity NPD7075 Discontinued
0.8634 High Similarity NPD5403 Approved
0.8598 High Similarity NPD6801 Discontinued
0.8545 High Similarity NPD7096 Clinical (unspecified phase)
0.8529 High Similarity NPD6166 Phase 2
0.8529 High Similarity NPD6168 Clinical (unspecified phase)
0.8529 High Similarity NPD6167 Clinical (unspecified phase)
0.8509 High Similarity NPD5401 Approved
0.8497 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8476 Intermediate Similarity NPD4380 Phase 2
0.8447 Intermediate Similarity NPD6799 Approved
0.843 Intermediate Similarity NPD3818 Discontinued
0.8383 Intermediate Similarity NPD5402 Approved
0.8352 Intermediate Similarity NPD8313 Approved
0.8352 Intermediate Similarity NPD8312 Approved
0.8333 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD7411 Suspended
0.8274 Intermediate Similarity NPD3817 Phase 2
0.8239 Intermediate Similarity NPD6559 Discontinued
0.8225 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD8455 Phase 2
0.8166 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD6599 Discontinued
0.8137 Intermediate Similarity NPD1549 Phase 2
0.8103 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7819 Suspended
0.7941 Intermediate Similarity NPD1934 Approved
0.791 Intermediate Similarity NPD3751 Discontinued
0.7907 Intermediate Similarity NPD3882 Suspended
0.7907 Intermediate Similarity NPD7768 Phase 2
0.7904 Intermediate Similarity NPD1512 Approved
0.7895 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7876 Intermediate Similarity NPD8151 Discontinued
0.784 Intermediate Similarity NPD1510 Phase 2
0.7829 Intermediate Similarity NPD6959 Discontinued
0.7801 Intermediate Similarity NPD7435 Discontinued
0.7791 Intermediate Similarity NPD2801 Approved
0.7791 Intermediate Similarity NPD2796 Approved
0.7784 Intermediate Similarity NPD3787 Discontinued
0.7784 Intermediate Similarity NPD1511 Approved
0.7759 Intermediate Similarity NPD3749 Approved
0.7711 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD3750 Approved
0.7704 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD7783 Phase 2
0.7668 Intermediate Similarity NPD8320 Phase 1
0.7668 Intermediate Similarity NPD8319 Approved
0.7667 Intermediate Similarity NPD5844 Phase 1
0.7653 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD7874 Approved
0.7651 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD7698 Approved
0.7617 Intermediate Similarity NPD7697 Approved
0.7617 Intermediate Similarity NPD7696 Phase 3
0.7602 Intermediate Similarity NPD1653 Approved
0.7598 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1240 Approved
0.759 Intermediate Similarity NPD7584 Approved
0.7578 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD7871 Phase 2
0.7577 Intermediate Similarity NPD7870 Phase 2
0.7576 Intermediate Similarity NPD1551 Phase 2
0.7556 Intermediate Similarity NPD7473 Discontinued
0.7552 Intermediate Similarity NPD6776 Approved
0.7552 Intermediate Similarity NPD6777 Approved
0.7552 Intermediate Similarity NPD6780 Approved
0.7552 Intermediate Similarity NPD6778 Approved
0.7552 Intermediate Similarity NPD6779 Approved
0.7552 Intermediate Similarity NPD6781 Approved
0.7552 Intermediate Similarity NPD6782 Approved
0.7551 Intermediate Similarity NPD7701 Phase 2
0.7544 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD7685 Pre-registration
0.754 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7228 Approved
0.75 Intermediate Similarity NPD4628 Phase 3
0.75 Intermediate Similarity NPD1607 Approved
0.7486 Intermediate Similarity NPD6232 Discontinued
0.7486 Intermediate Similarity NPD1465 Phase 2
0.7473 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD5494 Approved
0.7469 Intermediate Similarity NPD6798 Discontinued
0.7457 Intermediate Similarity NPD7458 Discontinued
0.7448 Intermediate Similarity NPD7699 Phase 2
0.7448 Intermediate Similarity NPD7700 Phase 2
0.743 Intermediate Similarity NPD7199 Phase 2
0.7423 Intermediate Similarity NPD6233 Phase 2
0.741 Intermediate Similarity NPD3748 Approved
0.7381 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7585 Approved
0.7366 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6190 Approved
0.735 Intermediate Similarity NPD7801 Approved
0.7346 Intermediate Similarity NPD6832 Phase 2
0.734 Intermediate Similarity NPD8434 Phase 2
0.734 Intermediate Similarity NPD8150 Discontinued
0.7333 Intermediate Similarity NPD1933 Approved
0.7323 Intermediate Similarity NPD7583 Approved
0.7321 Intermediate Similarity NPD7266 Discontinued
0.7318 Intermediate Similarity NPD919 Approved
0.7292 Intermediate Similarity NPD6535 Approved
0.7292 Intermediate Similarity NPD6534 Approved
0.7283 Intermediate Similarity NPD7286 Phase 2
0.7267 Intermediate Similarity NPD1203 Approved
0.7258 Intermediate Similarity NPD7240 Approved
0.7241 Intermediate Similarity NPD920 Approved
0.7225 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD6823 Phase 2
0.7204 Intermediate Similarity NPD5953 Discontinued
0.7202 Intermediate Similarity NPD7033 Discontinued
0.7168 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2935 Discontinued
0.7152 Intermediate Similarity NPD2313 Discontinued
0.7135 Intermediate Similarity NPD1243 Approved
0.7135 Intermediate Similarity NPD1652 Phase 2
0.7135 Intermediate Similarity NPD37 Approved
0.7127 Intermediate Similarity NPD6234 Discontinued
0.7126 Intermediate Similarity NPD6355 Discontinued
0.7125 Intermediate Similarity NPD1091 Approved
0.7111 Intermediate Similarity NPD4965 Approved
0.7111 Intermediate Similarity NPD4967 Phase 2
0.7111 Intermediate Similarity NPD4966 Approved
0.7065 Intermediate Similarity NPD3926 Phase 2
0.7062 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD3226 Approved
0.7049 Intermediate Similarity NPD1247 Approved
0.7041 Intermediate Similarity NPD7097 Phase 1
0.703 Intermediate Similarity NPD4908 Phase 1
0.7029 Intermediate Similarity NPD2532 Approved
0.7029 Intermediate Similarity NPD2533 Approved
0.7029 Intermediate Similarity NPD2534 Approved
0.7024 Intermediate Similarity NPD5124 Phase 1
0.7024 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2799 Discontinued
0.6994 Remote Similarity NPD3225 Approved
0.6983 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6982 Remote Similarity NPD6651 Approved
0.6975 Remote Similarity NPD9717 Approved
0.6964 Remote Similarity NPD1613 Approved
0.6964 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6954 Remote Similarity NPD3887 Approved
0.6954 Remote Similarity NPD2354 Approved
0.6947 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6946 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6946 Remote Similarity NPD3268 Approved
0.6939 Remote Similarity NPD4363 Phase 3
0.6939 Remote Similarity NPD4360 Phase 2
0.6936 Remote Similarity NPD2800 Approved
0.6923 Remote Similarity NPD230 Phase 1
0.6923 Remote Similarity NPD4340 Discontinued
0.6919 Remote Similarity NPD2344 Approved
0.6915 Remote Similarity NPD7680 Approved
0.6914 Remote Similarity NPD7440 Discontinued
0.6914 Remote Similarity NPD422 Phase 1
0.6909 Remote Similarity NPD2798 Approved
0.6907 Remote Similarity NPD4287 Approved
0.6905 Remote Similarity NPD4062 Phase 3
0.6897 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6888 Remote Similarity NPD6213 Phase 3
0.6888 Remote Similarity NPD6212 Phase 3
0.6888 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1548 Phase 1
0.6875 Remote Similarity NPD7390 Discontinued
0.6868 Remote Similarity NPD4288 Approved
0.6864 Remote Similarity NPD943 Approved
0.6862 Remote Similarity NPD7799 Discontinued
0.6851 Remote Similarity NPD6844 Discontinued
0.6848 Remote Similarity NPD2797 Approved
0.6827 Remote Similarity NPD7930 Approved
0.6824 Remote Similarity NPD447 Suspended
0.6824 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6821 Remote Similarity NPD2346 Discontinued
0.6802 Remote Similarity NPD4308 Phase 3
0.68 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6798 Remote Similarity NPD5049 Phase 3
0.6778 Remote Similarity NPD8158 Clinical (unspecified phase)
0.677 Remote Similarity NPD9545 Approved
0.6765 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6763 Remote Similarity NPD6100 Approved
0.6763 Remote Similarity NPD6099 Approved
0.6761 Remote Similarity NPD2309 Approved
0.6746 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