Structure

Physi-Chem Properties

Molecular Weight:  798.41
Volume:  805.035
LogP:  1.32
LogD:  2.431
LogS:  -3.731
# Rotatable Bonds:  7
TPSA:  225.63
# H-Bond Aceptor:  16
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.184
Synthetic Accessibility Score:  5.467
Fsp3:  0.5
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.426
MDCK Permeability:  4.757404440169921e-06
Pgp-inhibitor:  0.344
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.885
20% Bioavailability (F20%):  0.973
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.066
Plasma Protein Binding (PPB):  64.09226989746094%
Volume Distribution (VD):  0.501
Pgp-substrate:  38.2628059387207%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.01
CYP2C19-inhibitor:  0.089
CYP2C19-substrate:  0.047
CYP2C9-inhibitor:  0.176
CYP2C9-substrate:  0.614
CYP2D6-inhibitor:  0.022
CYP2D6-substrate:  0.135
CYP3A4-inhibitor:  0.721
CYP3A4-substrate:  0.025

ADMET: Excretion

Clearance (CL):  2.117
Half-life (T1/2):  0.836

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.989
Drug-inuced Liver Injury (DILI):  0.833
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.956
Maximum Recommended Daily Dose:  0.944
Skin Sensitization:  0.143
Carcinogencity:  0.139
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.232

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

  Natural Product: NPC162860

Natural Product ID:  NPC162860
Common Name*:   Phakellistatin 13
IUPAC Name:   n.a.
Synonyms:   Phakellistatin 13
Standard InCHIKey:  GCYCNNNVEBIXIM-SKOSDCFOSA-N
Standard InCHI:  InChI=1S/C42H54N8O8/c1-24(2)19-30-38(54)47-32(21-27-22-43-29-14-8-7-13-28(27)29)42(58)50-18-10-16-34(50)39(55)45-31(20-26-11-5-4-6-12-26)37(53)44-23-35(52)49-17-9-15-33(49)40(56)48-36(25(3)51)41(57)46-30/h4-8,11-14,22,24-25,30-34,36,43,51H,9-10,15-21,23H2,1-3H3,(H,44,53)(H,45,55)(H,46,57)(H,47,54)(H,48,56)/t25-,30+,31+,32+,33+,34+,36+/m1/s1
SMILES:  CC(C)C[C@H]1C(=N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N2CCC[C@H]2C(=N[C@@H](Cc2ccccc2)C(=NCC(=O)N2CCC[C@H]2C(=N[C@@H]([C@@H](C)O)C(=N1)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL510827
PubChem CID:   11125657
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000348] Peptides
            • [CHEMONTID:0004831] Oligopeptides

*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
NPO41001 Phakellia fusca Thiele Strain Axinellidae Eukaryota n.a. n.a. n.a. PMID[12542366]
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. PMID[17190452]
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. PMID[24576291]
NPO14751 Anisodoris nobilis Species Discodorididae Eukaryota n.a. n.a. n.a. PMID[7241154]
NPO17477 Potentilla indica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17233 Picrodendron baccatum Species Picrodendraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13830 Alcaligenes faecalis Species Alcaligenaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO16589 Clitocybe conglobata Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17935 Pedicularis lasiophrys Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14319 Stylissa caribica Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12664 Haplanthus tentaculatus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO13365 Helminthosporium euchlaenae Species Massarinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16723 Gascardia madagascariensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17016 Cassinia aculeata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17160 Dimerostemma lippioides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14751 Anisodoris nobilis Species Discodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16836 Polyporus picipes Species Polyporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21698 Crinum augustum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9435 Acacia georginae Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15034 Intsia bijuga Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6751 Clusia grandiflora Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11799 Ursinia saxatilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17695 Calyptranthes tricona Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28868 Pardachirus pavoninus Species Soleidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17233 Picrodendron baccatum Species Picrodendraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO757 Dorycnium graecum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11480 Haematomma puniceum Species Haematommataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17477 Potentilla indica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT181 Cell Line Bel-7402 Homo sapiens ED50 < 0.01 ug ml-1 PMID[569859]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 < 1.0 10'-2 ug/ml PMID[569858]

☑ 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 NPC162860 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
0.9892 High Similarity NPC54420
0.9271 High Similarity NPC223791
0.9271 High Similarity NPC107077
0.9271 High Similarity NPC478158
0.9251 High Similarity NPC171317
0.9206 High Similarity NPC475506
0.9158 High Similarity NPC155143
0.9128 High Similarity NPC75634
0.9048 High Similarity NPC473640
0.9036 High Similarity NPC478157
0.9 High Similarity NPC100321
0.8995 High Similarity NPC281049
0.898 High Similarity NPC320968
0.8925 High Similarity NPC213629
0.8817 High Similarity NPC94752
0.8794 High Similarity NPC54744
0.877 High Similarity NPC17059
0.8713 High Similarity NPC477714
0.8673 High Similarity NPC473376
0.8667 High Similarity NPC476874
0.8626 High Similarity NPC478028
0.861 High Similarity NPC228835
0.8571 High Similarity NPC477715
0.8557 High Similarity NPC31385
0.8557 High Similarity NPC75726
0.8557 High Similarity NPC110602
0.8545 High Similarity NPC478029
0.8513 High Similarity NPC293917
0.8438 Intermediate Similarity NPC473763
0.8438 Intermediate Similarity NPC117244
0.8436 Intermediate Similarity NPC475969
0.8436 Intermediate Similarity NPC475859
0.8436 Intermediate Similarity NPC474877
0.8429 Intermediate Similarity NPC321708
0.8413 Intermediate Similarity NPC64216
0.8404 Intermediate Similarity NPC325976
0.8396 Intermediate Similarity NPC11126
0.8396 Intermediate Similarity NPC89987
0.8389 Intermediate Similarity NPC477175
0.8389 Intermediate Similarity NPC470729
0.8389 Intermediate Similarity NPC477176
0.8389 Intermediate Similarity NPC470730
0.8357 Intermediate Similarity NPC63279
0.8351 Intermediate Similarity NPC91179
0.8349 Intermediate Similarity NPC477177
0.8318 Intermediate Similarity NPC297642
0.831 Intermediate Similarity NPC165743
0.8302 Intermediate Similarity NPC326363
0.8255 Intermediate Similarity NPC191382
0.8255 Intermediate Similarity NPC56109
0.8246 Intermediate Similarity NPC319232
0.8246 Intermediate Similarity NPC24370
0.8241 Intermediate Similarity NPC300183
0.8216 Intermediate Similarity NPC69843
0.8214 Intermediate Similarity NPC294693
0.82 Intermediate Similarity NPC193761
0.819 Intermediate Similarity NPC155444
0.8164 Intermediate Similarity NPC470732
0.8164 Intermediate Similarity NPC470731
0.8154 Intermediate Similarity NPC243716
0.8135 Intermediate Similarity NPC235684
0.8128 Intermediate Similarity NPC323927
0.8125 Intermediate Similarity NPC238945
0.8105 Intermediate Similarity NPC126709
0.8105 Intermediate Similarity NPC248041
0.8105 Intermediate Similarity NPC283219
0.8095 Intermediate Similarity NPC267885
0.8085 Intermediate Similarity NPC314603
0.8073 Intermediate Similarity NPC28945
0.8065 Intermediate Similarity NPC160105
0.8053 Intermediate Similarity NPC145885
0.8053 Intermediate Similarity NPC84827
0.8053 Intermediate Similarity NPC14113
0.8042 Intermediate Similarity NPC203468
0.8042 Intermediate Similarity NPC149155
0.8042 Intermediate Similarity NPC110500
0.8031 Intermediate Similarity NPC165495
0.8018 Intermediate Similarity NPC323752
0.8018 Intermediate Similarity NPC220852
0.801 Intermediate Similarity NPC470497
0.799 Intermediate Similarity NPC99939
0.799 Intermediate Similarity NPC308931
0.799 Intermediate Similarity NPC471192
0.7981 Intermediate Similarity NPC229348
0.7972 Intermediate Similarity NPC63031
0.7958 Intermediate Similarity NPC59269
0.795 Intermediate Similarity NPC227582
0.7947 Intermediate Similarity NPC469938
0.7943 Intermediate Similarity NPC313640
0.7933 Intermediate Similarity NPC6865
0.7933 Intermediate Similarity NPC153980
0.793 Intermediate Similarity NPC314882
0.7921 Intermediate Similarity NPC252338
0.7913 Intermediate Similarity NPC314957
0.791 Intermediate Similarity NPC131887
0.7909 Intermediate Similarity NPC285343
0.7897 Intermediate Similarity NPC15102
0.7887 Intermediate Similarity NPC473317
0.7885 Intermediate Similarity NPC72956
0.7872 Intermediate Similarity NPC49954
0.7872 Intermediate Similarity NPC474561
0.7872 Intermediate Similarity NPC54988
0.787 Intermediate Similarity NPC476491
0.7867 Intermediate Similarity NPC472285
0.7861 Intermediate Similarity NPC311276
0.786 Intermediate Similarity NPC19170
0.7854 Intermediate Similarity NPC125181
0.7854 Intermediate Similarity NPC242872
0.7854 Intermediate Similarity NPC263117
0.7847 Intermediate Similarity NPC471193
0.7847 Intermediate Similarity NPC471194
0.7843 Intermediate Similarity NPC476073
0.7838 Intermediate Similarity NPC469762
0.7835 Intermediate Similarity NPC233936
0.7831 Intermediate Similarity NPC78020
0.7831 Intermediate Similarity NPC63751
0.7824 Intermediate Similarity NPC213468
0.7822 Intermediate Similarity NPC470499
0.7812 Intermediate Similarity NPC477109
0.7812 Intermediate Similarity NPC477107
0.7812 Intermediate Similarity NPC477108
0.7805 Intermediate Similarity NPC98715
0.7804 Intermediate Similarity NPC474896
0.7799 Intermediate Similarity NPC82370
0.7792 Intermediate Similarity NPC478006
0.7784 Intermediate Similarity NPC469785
0.7783 Intermediate Similarity NPC79386
0.7783 Intermediate Similarity NPC74413
0.7778 Intermediate Similarity NPC125597
0.7778 Intermediate Similarity NPC175474
0.7778 Intermediate Similarity NPC225821
0.7778 Intermediate Similarity NPC46225
0.7772 Intermediate Similarity NPC64436
0.7768 Intermediate Similarity NPC17487
0.7768 Intermediate Similarity NPC201831
0.7767 Intermediate Similarity NPC312942
0.7767 Intermediate Similarity NPC327095
0.7767 Intermediate Similarity NPC31097
0.7766 Intermediate Similarity NPC40779
0.7766 Intermediate Similarity NPC315555
0.7761 Intermediate Similarity NPC195239
0.7761 Intermediate Similarity NPC157828
0.7757 Intermediate Similarity NPC272174
0.7752 Intermediate Similarity NPC297862
0.7746 Intermediate Similarity NPC473310
0.774 Intermediate Similarity NPC127677
0.774 Intermediate Similarity NPC258062
0.7737 Intermediate Similarity NPC201700
0.7732 Intermediate Similarity NPC219336
0.7731 Intermediate Similarity NPC40455
0.773 Intermediate Similarity NPC70922
0.773 Intermediate Similarity NPC75540
0.773 Intermediate Similarity NPC211572
0.773 Intermediate Similarity NPC212376
0.773 Intermediate Similarity NPC80597
0.7729 Intermediate Similarity NPC153400
0.7723 Intermediate Similarity NPC11445
0.7713 Intermediate Similarity NPC282231
0.7708 Intermediate Similarity NPC161861
0.7703 Intermediate Similarity NPC271862
0.77 Intermediate Similarity NPC476460
0.7685 Intermediate Similarity NPC262898
0.768 Intermediate Similarity NPC217372
0.768 Intermediate Similarity NPC183662
0.768 Intermediate Similarity NPC15573
0.7678 Intermediate Similarity NPC87856
0.7678 Intermediate Similarity NPC151976
0.7677 Intermediate Similarity NPC62749
0.7677 Intermediate Similarity NPC474707
0.7676 Intermediate Similarity NPC469786
0.7676 Intermediate Similarity NPC25008
0.7676 Intermediate Similarity NPC469760
0.7676 Intermediate Similarity NPC469765
0.7676 Intermediate Similarity NPC259644
0.7676 Intermediate Similarity NPC73952
0.7676 Intermediate Similarity NPC469763
0.767 Intermediate Similarity NPC260900
0.7669 Intermediate Similarity NPC315467
0.7664 Intermediate Similarity NPC475736
0.7661 Intermediate Similarity NPC214142
0.766 Intermediate Similarity NPC279918
0.7659 Intermediate Similarity NPC79129
0.7659 Intermediate Similarity NPC249150
0.7659 Intermediate Similarity NPC81654
0.7659 Intermediate Similarity NPC313985
0.7659 Intermediate Similarity NPC49196
0.7659 Intermediate Similarity NPC195461
0.7653 Intermediate Similarity NPC204491
0.7653 Intermediate Similarity NPC203614
0.7653 Intermediate Similarity NPC36405
0.765 Intermediate Similarity NPC476817
0.765 Intermediate Similarity NPC95783
0.7647 Intermediate Similarity NPC50503
0.7642 Intermediate Similarity NPC267965
0.7641 Intermediate Similarity NPC55772
0.7641 Intermediate Similarity NPC248462
0.7636 Intermediate Similarity NPC322135
0.7635 Intermediate Similarity NPC179701
0.7633 Intermediate Similarity NPC317701
0.7627 Intermediate Similarity NPC314056

  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 NPC162860 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
0.8872 High Similarity NPD8493 Clinical (unspecified phase)
0.8832 High Similarity NPD7809 Clinical (unspecified phase)
0.8691 High Similarity NPD7944 Discontinued
0.86 High Similarity NPD7470 Discontinued
0.8579 High Similarity NPD8272 Phase 2
0.8513 High Similarity NPD7621 Clinical (unspecified phase)
0.8507 High Similarity NPD8013 Clinical (unspecified phase)
0.8492 Intermediate Similarity NPD8322 Phase 2
0.835 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD7970 Approved
0.8293 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.8271 Intermediate Similarity NPD7790 Approved
0.8271 Intermediate Similarity NPD7950 Approved
0.8271 Intermediate Similarity NPD7789 Approved
0.8271 Intermediate Similarity NPD7791 Approved
0.8271 Intermediate Similarity NPD7952 Approved
0.8271 Intermediate Similarity NPD7953 Approved
0.8271 Intermediate Similarity NPD7951 Approved
0.8255 Intermediate Similarity NPD7780 Approved
0.8255 Intermediate Similarity NPD7781 Approved
0.8214 Intermediate Similarity NPD7619 Phase 3
0.8214 Intermediate Similarity NPD7618 Phase 3
0.8208 Intermediate Similarity NPD7731 Approved
0.8208 Intermediate Similarity NPD7730 Approved
0.8186 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.8168 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD6595 Phase 3
0.8131 Intermediate Similarity NPD7824 Approved
0.8125 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.8113 Intermediate Similarity NPD7271 Approved
0.8107 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.8073 Intermediate Similarity NPD2094 Phase 2
0.8073 Intermediate Similarity NPD2095 Phase 2
0.8073 Intermediate Similarity NPD2092 Phase 2
0.806 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.8042 Intermediate Similarity NPD482 Approved
0.8031 Intermediate Similarity NPD2091 Phase 2
0.8031 Intermediate Similarity NPD2096 Phase 2
0.8 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.799 Intermediate Similarity NPD7957 Phase 1
0.799 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD8000 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD5426 Phase 3
0.7941 Intermediate Similarity NPD7712 Clinical (unspecified phase)
0.7923 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD7711 Discontinued
0.7895 Intermediate Similarity NPD750 Phase 2
0.7892 Intermediate Similarity NPD8072 Approved
0.7884 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7876 Intermediate Similarity NPD8464 Clinical (unspecified phase)
0.7864 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7847 Intermediate Similarity NPD8093 Discontinued
0.7817 Intermediate Similarity NPD8431 Approved
0.7816 Intermediate Similarity NPD7001 Phase 3
0.7806 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7772 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD8073 Approved
0.7742 Intermediate Similarity NPD7603 Discontinued
0.774 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD7817 Phase 1
0.7685 Intermediate Similarity NPD6664 Approved
0.7681 Intermediate Similarity NPD8114 Approved
0.7681 Intermediate Similarity NPD8115 Approved
0.7678 Intermediate Similarity NPD8458 Clinical (unspecified phase)
0.7659 Intermediate Similarity NPD4601 Approved
0.7659 Intermediate Similarity NPD4600 Approved
0.7644 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD8094 Discontinued
0.7642 Intermediate Similarity NPD8488 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD3961 Discontinued
0.761 Intermediate Similarity NPD6999 Discontinued
0.761 Intermediate Similarity NPD7000 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD7666 Phase 3
0.7571 Intermediate Similarity NPD7665 Phase 2
0.7552 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD4076 Approved
0.7551 Intermediate Similarity NPD4079 Approved
0.7549 Intermediate Similarity NPD7818 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD7727 Phase 2
0.7535 Intermediate Similarity NPD8256 Approved
0.7535 Intermediate Similarity NPD8258 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD8257 Approved
0.7525 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD8410 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3505 Approved
0.75 Intermediate Similarity NPD8289 Discontinued
0.75 Intermediate Similarity NPD3506 Approved
0.75 Intermediate Similarity NPD2144 Approved
0.7489 Intermediate Similarity NPD7717 Approved
0.7489 Intermediate Similarity NPD7716 Approved
0.7475 Intermediate Similarity NPD3038 Discontinued
0.7463 Intermediate Similarity NPD6141 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7454 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD5017 Discontinued
0.7449 Intermediate Similarity NPD4075 Phase 2
0.7427 Intermediate Similarity NPD7948 Phase 1
0.7416 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD6217 Discontinued
0.7402 Intermediate Similarity NPD6665 Discontinued
0.7398 Intermediate Similarity NPD5065 Approved
0.7379 Intermediate Similarity NPD6449 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD5901 Discontinued
0.7346 Intermediate Similarity NPD8169 Discontinued
0.7324 Intermediate Similarity NPD2510 Approved
0.7324 Intermediate Similarity NPD2509 Approved
0.7321 Intermediate Similarity NPD484 Approved
0.7313 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.724 Intermediate Similarity NPD6615 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD6165 Phase 2
0.7232 Intermediate Similarity NPD6164 Phase 2
0.7222 Intermediate Similarity NPD5322 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD5818 Discontinued
0.7215 Intermediate Similarity NPD8271 Discontinued
0.7202 Intermediate Similarity NPD2511 Approved
0.72 Intermediate Similarity NPD8386 Phase 2
0.719 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD8284 Discontinued
0.7189 Intermediate Similarity NPD4852 Phase 2
0.7183 Intermediate Similarity NPD8098 Approved
0.7177 Intermediate Similarity NPD2880 Discontinued
0.7164 Intermediate Similarity NPD5897 Approved
0.7164 Intermediate Similarity NPD5899 Approved
0.7164 Intermediate Similarity NPD5898 Approved
0.7156 Intermediate Similarity NPD4500 Approved
0.7156 Intermediate Similarity NPD8430 Approved
0.7156 Intermediate Similarity NPD4501 Approved
0.715 Intermediate Similarity NPD8123 Approved
0.715 Intermediate Similarity NPD7865 Approved
0.715 Intermediate Similarity NPD4181 Approved
0.715 Intermediate Similarity NPD8122 Approved
0.7143 Intermediate Similarity NPD7564 Discontinued
0.7143 Intermediate Similarity NPD6178 Phase 3
0.7137 Intermediate Similarity NPD8316 Phase 2
0.7137 Intermediate Similarity NPD8317 Phase 2
0.7136 Intermediate Similarity NPD4128 Approved
0.713 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD8356 Approved
0.713 Intermediate Similarity NPD6995 Phase 1
0.7129 Intermediate Similarity NPD8408 Discontinued
0.7128 Intermediate Similarity NPD3583 Phase 2
0.7107 Intermediate Similarity NPD4638 Approved
0.7107 Intermediate Similarity NPD4640 Approved
0.7107 Intermediate Similarity NPD4639 Approved
0.7101 Intermediate Similarity NPD8240 Discontinued
0.7095 Intermediate Similarity NPD5003 Discontinued
0.7081 Intermediate Similarity NPD8641 Approved
0.7081 Intermediate Similarity NPD786 Approved
0.7079 Intermediate Similarity NPD6277 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD8026 Phase 1
0.7074 Intermediate Similarity NPD8047 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4922 Phase 2
0.7064 Intermediate Similarity NPD7070 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7777 Approved
0.7062 Intermediate Similarity NPD7778 Approved
0.7062 Intermediate Similarity NPD53 Approved
0.7061 Intermediate Similarity NPD7688 Phase 1
0.7056 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD6176 Phase 1
0.7056 Intermediate Similarity NPD4174 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4499 Approved
0.7053 Intermediate Similarity NPD4374 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD7704 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD4736 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD8020 Approved
0.7039 Intermediate Similarity NPD7576 Discontinued
0.7039 Intermediate Similarity NPD8021 Approved
0.7034 Intermediate Similarity NPD8250 Phase 2
0.7033 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD8119 Discontinued
0.703 Intermediate Similarity NPD6368 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6578 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7878 Phase 2
0.7023 Intermediate Similarity NPD6288 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD5021 Discontinued
0.7019 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD5592 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8374 Phase 3
0.7016 Intermediate Similarity NPD2172 Phase 1
0.7015 Intermediate Similarity NPD6375 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD7234 Approved
0.7005 Intermediate Similarity NPD2443 Approved
0.7005 Intermediate Similarity NPD7233 Approved
0.7005 Intermediate Similarity NPD1722 Approved
0.7005 Intermediate Similarity NPD5744 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD6965 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD2442 Approved
0.7 Intermediate Similarity NPD4602 Approved
0.7 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.6992 Remote Similarity NPD7393 Clinical (unspecified phase)
0.699 Remote Similarity NPD7026 Phase 2
0.6986 Remote Similarity NPD4614 Clinical (unspecified phase)
0.6976 Remote Similarity NPD7483 Phase 2
0.6976 Remote Similarity NPD7482 Phase 2

  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