Structure

Physi-Chem Properties

Molecular Weight:  786.2
Volume:  729.91
LogP:  1.143
LogD:  0.451
LogS:  -4.232
# Rotatable Bonds:  12
TPSA:  304.96
# H-Bond Aceptor:  19
# H-Bond Donor:  10
# Rings:  6
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.066
Synthetic Accessibility Score:  5.051
Fsp3:  0.351
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.573
MDCK Permeability:  2.8405816919985227e-05
Pgp-inhibitor:  0.026
Pgp-substrate:  0.989
Human Intestinal Absorption (HIA):  0.821
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.074
Plasma Protein Binding (PPB):  90.43013763427734%
Volume Distribution (VD):  0.592
Pgp-substrate:  14.665190696716309%

ADMET: Metabolism

CYP1A2-inhibitor:  0.111
CYP1A2-substrate:  0.019
CYP2C19-inhibitor:  0.022
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.071
CYP2C9-substrate:  0.161
CYP2D6-inhibitor:  0.186
CYP2D6-substrate:  0.164
CYP3A4-inhibitor:  0.098
CYP3A4-substrate:  0.016

ADMET: Excretion

Clearance (CL):  1.656
Half-life (T1/2):  0.818

ADMET: Toxicity

hERG Blockers:  0.254
Human Hepatotoxicity (H-HT):  0.185
Drug-inuced Liver Injury (DILI):  0.981
AMES Toxicity:  0.754
Rat Oral Acute Toxicity:  0.021
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.718
Carcinogencity:  0.06
Eye Corrosion:  0.003
Eye Irritation:  0.019
Respiratory Toxicity:  0.006

Download Data

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

  Natural Product: NPC470720

Natural Product ID:  NPC470720
Common Name*:   3-O-Beta-D-Glucosyl-7-O-Beta-D-(2-O-Feruloyl)Glucosyl Kaempferol
IUPAC Name:   [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Synonyms:  
Standard InCHIKey:  CRCKGUVNMGEOPI-ZAGNFOMMSA-N
Standard InCHI:  InChI=1S/C37H38O19/c1-50-21-10-15(2-8-19(21)41)3-9-25(43)55-35-31(48)28(45)24(14-39)54-37(35)51-18-11-20(42)26-22(12-18)52-33(16-4-6-17(40)7-5-16)34(29(26)46)56-36-32(49)30(47)27(44)23(13-38)53-36/h2-12,23-24,27-28,30-32,35-42,44-45,47-49H,13-14H2,1H3/b9-3+/t23-,24-,27-,28-,30+,31+,32-,35-,36+,37-/m1/s1
SMILES:  COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)CO)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2206205
PubChem CID:   21769758
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 = 105.9 % PMID[575255]
NPT34 Cell Line BV-2 Mus musculus IC50 = 21480.0 nM PMID[575255]

☑ 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 NPC470720 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 NPC470717
1.0 High Similarity NPC21359
1.0 High Similarity NPC470713
1.0 High Similarity NPC25946
1.0 High Similarity NPC460984
0.9941 High Similarity NPC470719
0.9941 High Similarity NPC295625
0.9941 High Similarity NPC473554
0.994 High Similarity NPC241781
0.994 High Similarity NPC470718
0.994 High Similarity NPC162394
0.994 High Similarity NPC156785
0.9882 High Similarity NPC223860
0.9882 High Similarity NPC249560
0.9882 High Similarity NPC275977
0.9824 High Similarity NPC474093
0.9824 High Similarity NPC33083
0.9824 High Similarity NPC104910
0.9766 High Similarity NPC475179
0.9766 High Similarity NPC72554
0.9766 High Similarity NPC97817
0.9766 High Similarity NPC30011
0.9762 High Similarity NPC477895
0.9762 High Similarity NPC139571
0.9762 High Similarity NPC173837
0.9762 High Similarity NPC217520
0.9702 High Similarity NPC89127
0.9702 High Similarity NPC473862
0.9702 High Similarity NPC471669
0.9649 High Similarity NPC470451
0.9649 High Similarity NPC470416
0.9649 High Similarity NPC470455
0.9645 High Similarity NPC37668
0.9645 High Similarity NPC267680
0.9645 High Similarity NPC251417
0.9645 High Similarity NPC35167
0.9645 High Similarity NPC217387
0.9645 High Similarity NPC89052
0.9645 High Similarity NPC258044
0.9645 High Similarity NPC293626
0.9645 High Similarity NPC113836
0.9645 High Similarity NPC196127
0.9645 High Similarity NPC253521
0.9643 High Similarity NPC16194
0.9643 High Similarity NPC19108
0.9643 High Similarity NPC476472
0.9643 High Similarity NPC473327
0.9643 High Similarity NPC220173
0.9643 High Similarity NPC294815
0.9643 High Similarity NPC34267
0.9643 High Similarity NPC214621
0.9643 High Similarity NPC223426
0.9643 High Similarity NPC81042
0.9591 High Similarity NPC35924
0.9591 High Similarity NPC297503
0.9591 High Similarity NPC470449
0.9591 High Similarity NPC97119
0.9591 High Similarity NPC135831
0.9591 High Similarity NPC470446
0.9591 High Similarity NPC470447
0.9591 High Similarity NPC470445
0.9591 High Similarity NPC36138
0.9591 High Similarity NPC199172
0.9588 High Similarity NPC471030
0.9588 High Similarity NPC192539
0.9586 High Similarity NPC219043
0.9586 High Similarity NPC14187
0.9586 High Similarity NPC292019
0.9586 High Similarity NPC61904
0.9586 High Similarity NPC202908
0.9586 High Similarity NPC122467
0.9586 High Similarity NPC48984
0.9586 High Similarity NPC144097
0.9583 High Similarity NPC472993
0.9529 High Similarity NPC120952
0.9527 High Similarity NPC253685
0.9524 High Similarity NPC203259
0.9524 High Similarity NPC33054
0.9524 High Similarity NPC176740
0.9524 High Similarity NPC26230
0.9524 High Similarity NPC153755
0.9524 High Similarity NPC474522
0.9524 High Similarity NPC155877
0.9524 High Similarity NPC471748
0.9524 High Similarity NPC471725
0.9524 High Similarity NPC60735
0.9524 High Similarity NPC134532
0.9474 High Similarity NPC470444
0.9474 High Similarity NPC110941
0.9474 High Similarity NPC241423
0.9474 High Similarity NPC473571
0.9474 High Similarity NPC473682
0.9474 High Similarity NPC126784
0.9474 High Similarity NPC470443
0.9467 High Similarity NPC88560
0.9467 High Similarity NPC172033
0.9467 High Similarity NPC4390
0.9467 High Similarity NPC175230
0.9464 High Similarity NPC206123
0.9464 High Similarity NPC164704
0.9464 High Similarity NPC67326
0.9464 High Similarity NPC255157
0.9464 High Similarity NPC67105
0.9464 High Similarity NPC156869
0.9464 High Similarity NPC244776
0.9464 High Similarity NPC254855
0.9464 High Similarity NPC470712
0.9464 High Similarity NPC29958
0.9464 High Similarity NPC116864
0.9464 High Similarity NPC136042
0.9464 High Similarity NPC95866
0.9464 High Similarity NPC259896
0.9464 High Similarity NPC285197
0.9425 High Similarity NPC64755
0.9419 High Similarity NPC469371
0.9412 High Similarity NPC198199
0.9408 High Similarity NPC67134
0.9408 High Similarity NPC470714
0.9408 High Similarity NPC470715
0.9408 High Similarity NPC470716
0.9408 High Similarity NPC175107
0.9408 High Similarity NPC47140
0.9408 High Similarity NPC180918
0.9408 High Similarity NPC190003
0.9405 High Similarity NPC225434
0.9405 High Similarity NPC209296
0.9405 High Similarity NPC203050
0.9405 High Similarity NPC219904
0.9405 High Similarity NPC223747
0.9405 High Similarity NPC227508
0.9405 High Similarity NPC86008
0.9405 High Similarity NPC120099
0.9405 High Similarity NPC195257
0.9364 High Similarity NPC473072
0.9357 High Similarity NPC198324
0.9357 High Similarity NPC470949
0.9357 High Similarity NPC231787
0.9357 High Similarity NPC472992
0.9357 High Similarity NPC65563
0.9357 High Similarity NPC296018
0.9357 High Similarity NPC154741
0.9357 High Similarity NPC8573
0.9357 High Similarity NPC169733
0.9357 High Similarity NPC472991
0.9357 High Similarity NPC472385
0.9349 High Similarity NPC20505
0.9349 High Similarity NPC51326
0.9349 High Similarity NPC231194
0.9349 High Similarity NPC204937
0.9349 High Similarity NPC155763
0.9349 High Similarity NPC149011
0.9349 High Similarity NPC235260
0.9345 High Similarity NPC84362
0.9345 High Similarity NPC226304
0.9345 High Similarity NPC325555
0.9345 High Similarity NPC223424
0.9345 High Similarity NPC173637
0.9345 High Similarity NPC127546
0.9345 High Similarity NPC275454
0.9345 High Similarity NPC317489
0.9345 High Similarity NPC52550
0.9345 High Similarity NPC265530
0.931 High Similarity NPC148710
0.9306 High Similarity NPC473071
0.9306 High Similarity NPC473073
0.9302 High Similarity NPC476622
0.9302 High Similarity NPC476618
0.9302 High Similarity NPC476620
0.9302 High Similarity NPC476623
0.9302 High Similarity NPC476773
0.9302 High Similarity NPC472387
0.9302 High Similarity NPC476619
0.9302 High Similarity NPC476621
0.9298 High Similarity NPC101191
0.9298 High Similarity NPC115760
0.9298 High Similarity NPC237435
0.9298 High Similarity NPC43211
0.9298 High Similarity NPC264735
0.9298 High Similarity NPC49344
0.9298 High Similarity NPC135277
0.9298 High Similarity NPC477848
0.9298 High Similarity NPC294629
0.9298 High Similarity NPC210094
0.9294 High Similarity NPC217822
0.9294 High Similarity NPC221288
0.9294 High Similarity NPC11847
0.9294 High Similarity NPC101399
0.929 High Similarity NPC52382
0.929 High Similarity NPC476180
0.929 High Similarity NPC138927
0.929 High Similarity NPC658
0.929 High Similarity NPC197708
0.929 High Similarity NPC270578
0.9286 High Similarity NPC73855
0.9286 High Similarity NPC328940
0.9286 High Similarity NPC56077
0.9286 High Similarity NPC8856
0.9286 High Similarity NPC281131
0.9286 High Similarity NPC276222
0.9286 High Similarity NPC197285

  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 NPC470720 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
0.9643 High Similarity NPD7808 Phase 3
0.9583 High Similarity NPD7251 Discontinued
0.9524 High Similarity NPD6797 Phase 2
0.9464 High Similarity NPD7472 Approved
0.9405 High Similarity NPD7054 Approved
0.9298 High Similarity NPD4338 Clinical (unspecified phase)
0.9235 High Similarity NPD7074 Phase 3
0.9112 High Similarity NPD6168 Clinical (unspecified phase)
0.9112 High Similarity NPD6167 Clinical (unspecified phase)
0.9112 High Similarity NPD6166 Phase 2
0.9064 High Similarity NPD7804 Clinical (unspecified phase)
0.8895 High Similarity NPD3818 Discontinued
0.8851 High Similarity NPD7993 Clinical (unspecified phase)
0.8757 High Similarity NPD4381 Clinical (unspecified phase)
0.875 High Similarity NPD3817 Phase 2
0.8588 High Similarity NPD4868 Clinical (unspecified phase)
0.8538 High Similarity NPD7075 Discontinued
0.8521 High Similarity NPD1934 Approved
0.848 Intermediate Similarity NPD3882 Suspended
0.837 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8363 Intermediate Similarity NPD2801 Approved
0.8363 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8363 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8314 Intermediate Similarity NPD5402 Approved
0.8304 Intermediate Similarity NPD6801 Discontinued
0.8287 Intermediate Similarity NPD8313 Approved
0.8287 Intermediate Similarity NPD8312 Approved
0.8278 Intermediate Similarity NPD6559 Discontinued
0.8274 Intermediate Similarity NPD1512 Approved
0.8225 Intermediate Similarity NPD5403 Approved
0.8187 Intermediate Similarity NPD4380 Phase 2
0.8155 Intermediate Similarity NPD1511 Approved
0.8155 Intermediate Similarity NPD6799 Approved
0.8111 Intermediate Similarity NPD5844 Phase 1
0.8107 Intermediate Similarity NPD5401 Approved
0.8077 Intermediate Similarity NPD7685 Pre-registration
0.807 Intermediate Similarity NPD1653 Approved
0.8065 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD7228 Approved
0.8046 Intermediate Similarity NPD7819 Suspended
0.8035 Intermediate Similarity NPD7411 Suspended
0.8012 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.801 Intermediate Similarity NPD8151 Discontinued
0.8 Intermediate Similarity NPD7473 Discontinued
0.8 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD3751 Discontinued
0.7944 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD8455 Phase 2
0.7943 Intermediate Similarity NPD1465 Phase 2
0.7933 Intermediate Similarity NPD6232 Discontinued
0.7921 Intermediate Similarity NPD5494 Approved
0.7895 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD6959 Discontinued
0.7877 Intermediate Similarity NPD7199 Phase 2
0.7874 Intermediate Similarity NPD6599 Discontinued
0.7846 Intermediate Similarity NPD7435 Discontinued
0.7833 Intermediate Similarity NPD3787 Discontinued
0.7812 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD7266 Discontinued
0.7791 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD919 Approved
0.7753 Intermediate Similarity NPD7768 Phase 2
0.7751 Intermediate Similarity NPD1549 Phase 2
0.7719 Intermediate Similarity NPD6190 Approved
0.77 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD7874 Approved
0.7692 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7240 Approved
0.7667 Intermediate Similarity NPD6234 Discontinued
0.7665 Intermediate Similarity NPD7696 Phase 3
0.7665 Intermediate Similarity NPD7697 Approved
0.7665 Intermediate Similarity NPD7698 Approved
0.7662 Intermediate Similarity NPD7783 Phase 2
0.7662 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7633 Intermediate Similarity NPD2796 Approved
0.763 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7626 Intermediate Similarity NPD7871 Phase 2
0.7626 Intermediate Similarity NPD8320 Phase 1
0.7626 Intermediate Similarity NPD7870 Phase 2
0.7626 Intermediate Similarity NPD8319 Approved
0.7602 Intermediate Similarity NPD6777 Approved
0.7602 Intermediate Similarity NPD6778 Approved
0.7602 Intermediate Similarity NPD6779 Approved
0.7602 Intermediate Similarity NPD6780 Approved
0.7602 Intermediate Similarity NPD6776 Approved
0.7602 Intermediate Similarity NPD6782 Approved
0.7602 Intermediate Similarity NPD6781 Approved
0.76 Intermediate Similarity NPD7701 Phase 2
0.7584 Intermediate Similarity NPD37 Approved
0.7574 Intermediate Similarity NPD1510 Phase 2
0.7558 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD4967 Phase 2
0.7556 Intermediate Similarity NPD4966 Approved
0.7556 Intermediate Similarity NPD4965 Approved
0.7514 Intermediate Similarity NPD3749 Approved
0.75 Intermediate Similarity NPD3926 Phase 2
0.75 Intermediate Similarity NPD7699 Phase 2
0.75 Intermediate Similarity NPD1933 Approved
0.75 Intermediate Similarity NPD7700 Phase 2
0.7487 Intermediate Similarity NPD8150 Discontinued
0.7486 Intermediate Similarity NPD1247 Approved
0.7463 Intermediate Similarity NPD7584 Approved
0.7457 Intermediate Similarity NPD3750 Approved
0.7442 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD7801 Approved
0.74 Intermediate Similarity NPD7680 Approved
0.7399 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD230 Phase 1
0.7396 Intermediate Similarity NPD8434 Phase 2
0.7366 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD4628 Phase 3
0.7347 Intermediate Similarity NPD6534 Approved
0.7347 Intermediate Similarity NPD6535 Approved
0.7337 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD1240 Approved
0.7337 Intermediate Similarity NPD1613 Approved
0.7326 Intermediate Similarity NPD1551 Phase 2
0.7321 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD7458 Discontinued
0.7294 Intermediate Similarity NPD447 Suspended
0.7286 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD6823 Phase 2
0.7255 Intermediate Similarity NPD7585 Approved
0.7251 Intermediate Similarity NPD1607 Approved
0.7235 Intermediate Similarity NPD943 Approved
0.7225 Intermediate Similarity NPD2935 Discontinued
0.7219 Intermediate Similarity NPD6798 Discontinued
0.7206 Intermediate Similarity NPD7583 Approved
0.7191 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6233 Phase 2
0.7168 Intermediate Similarity NPD3748 Approved
0.716 Intermediate Similarity NPD3027 Phase 3
0.7127 Intermediate Similarity NPD3226 Approved
0.7112 Intermediate Similarity NPD8127 Discontinued
0.7111 Intermediate Similarity NPD920 Approved
0.7101 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6832 Phase 2
0.7095 Intermediate Similarity NPD2533 Approved
0.7095 Intermediate Similarity NPD2532 Approved
0.7095 Intermediate Similarity NPD2534 Approved
0.7083 Intermediate Similarity NPD5953 Discontinued
0.7079 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD7286 Phase 2
0.7041 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5353 Approved
0.701 Intermediate Similarity NPD7549 Discontinued
0.7006 Intermediate Similarity NPD1243 Approved
0.7006 Intermediate Similarity NPD6674 Discontinued
0.7 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.6994 Remote Similarity NPD6355 Discontinued
0.6983 Remote Similarity NPD643 Clinical (unspecified phase)
0.6971 Remote Similarity NPD7033 Discontinued
0.6966 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7039 Approved
0.6959 Remote Similarity NPD7038 Approved
0.695 Remote Similarity NPD6213 Phase 3
0.695 Remote Similarity NPD6214 Clinical (unspecified phase)
0.695 Remote Similarity NPD6212 Phase 3
0.6944 Remote Similarity NPD7390 Discontinued
0.6923 Remote Similarity NPD1203 Approved
0.6919 Remote Similarity NPD2313 Discontinued
0.6919 Remote Similarity NPD6844 Discontinued
0.691 Remote Similarity NPD1652 Phase 2
0.6901 Remote Similarity NPD4908 Phase 1
0.6897 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6893 Remote Similarity NPD2346 Discontinued
0.6887 Remote Similarity NPD7930 Approved
0.6875 Remote Similarity NPD2799 Discontinued
0.6872 Remote Similarity NPD8166 Discontinued
0.6865 Remote Similarity NPD6386 Approved
0.6865 Remote Similarity NPD6385 Approved
0.6859 Remote Similarity NPD5242 Approved
0.6853 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6842 Remote Similarity NPD9494 Approved
0.6839 Remote Similarity NPD7799 Discontinued
0.6837 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6836 Remote Similarity NPD6100 Approved
0.6836 Remote Similarity NPD6099 Approved
0.6832 Remote Similarity NPD4363 Phase 3
0.6832 Remote Similarity NPD4360 Phase 2
0.6827 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6821 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7097 Phase 1
0.6816 Remote Similarity NPD2800 Approved
0.6806 Remote Similarity NPD7229 Phase 3
0.6805 Remote Similarity NPD4379 Clinical (unspecified phase)
0.68 Remote Similarity NPD5124 Phase 1
0.68 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6798 Remote Similarity NPD2344 Approved
0.6786 Remote Similarity NPD1091 Approved
0.6784 Remote Similarity NPD2798 Approved
0.678 Remote Similarity NPD8285 Discontinued
0.6774 Remote Similarity NPD7907 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