Structure

Physi-Chem Properties

Molecular Weight:  530.28
Volume:  552.906
LogP:  4.11
LogD:  4.147
LogS:  -4.676
# Rotatable Bonds:  2
TPSA:  108.63
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.26
Synthetic Accessibility Score:  5.955
Fsp3:  0.562
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.877
MDCK Permeability:  1.4877393368806224e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.049
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.041
30% Bioavailability (F30%):  0.879

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.872
Plasma Protein Binding (PPB):  96.8259506225586%
Volume Distribution (VD):  0.32
Pgp-substrate:  2.5941011905670166%

ADMET: Metabolism

CYP1A2-inhibitor:  0.064
CYP1A2-substrate:  0.475
CYP2C19-inhibitor:  0.793
CYP2C19-substrate:  0.699
CYP2C9-inhibitor:  0.681
CYP2C9-substrate:  0.342
CYP2D6-inhibitor:  0.248
CYP2D6-substrate:  0.464
CYP3A4-inhibitor:  0.954
CYP3A4-substrate:  0.337

ADMET: Excretion

Clearance (CL):  7.012
Half-life (T1/2):  0.502

ADMET: Toxicity

hERG Blockers:  0.291
Human Hepatotoxicity (H-HT):  0.374
Drug-inuced Liver Injury (DILI):  0.36
AMES Toxicity:  0.065
Rat Oral Acute Toxicity:  0.806
Maximum Recommended Daily Dose:  0.932
Skin Sensitization:  0.43
Carcinogencity:  0.167
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.886

Download Data

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

  Natural Product: NPC267926

Natural Product ID:  NPC267926
Common Name*:   Chaetoglobosin F
IUPAC Name:   n.a.
Synonyms:   Chaetoglobosin F; Cheatoglobosin F
Standard InCHIKey:  KTFGDHPTDQFFRL-USMZZGTESA-N
Standard InCHI:  InChI=1S/C32H38N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-11,14,16-17,19,22,24-25,27,29,33,35H,8,12-13,15H2,1-4H3,(H,34,38)/b10-7+,18-14+/t17-,19-,22-,24-,25-,27-,29-,31+,32+/m0/s1
SMILES:  C[C@H]1C/C=C/[C@H]2[C@H]3[C@@](C)([C@@H](C)[C@H]4[C@H](Cc5c[nH]c6ccccc56)N=C([C@@]24C(=O)CC[C@@H](C(=O)/C(=C/1)/C)O)O)O3
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL443188
PubChem CID:   23259927
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0001821] Cytochalasans
        • [CHEMONTID:0003767] Chaetoglobosins

*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
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[12357398]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[12483566]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[15497948]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[15921417]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16209910]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16499339]
NPO32736 chaetomium globosum ifb-e019 Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16499339]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16872138]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16904330]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[17125234]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[17827664]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[19246197]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota Ginkgo biloba n.a. n.a. PMID[19246197]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[19427327]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[20225834]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[20814854]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. mycelium n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota isolated from the leaves of Viguiera robusta n.a. n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21640594]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21854043]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[22112725]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[22593034]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[23072467]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. Xichang of Sichuan Province, China n.a. PMID[26125976]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[26343828]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[436014]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[5066072]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[7116505]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[CiteXplore Id]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[CiteXplore Id]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26889 Chaetomium subaffine Species Chaetomiaceae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 3.2 ug.mL-1 PMID[520641]
NPT91 Cell Line KB Homo sapiens IC50 = 52000.0 nM PMID[520642]

☑ 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 NPC267926 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
0.9801 High Similarity NPC266192
0.9754 High Similarity NPC57690
0.9423 High Similarity NPC290529
0.9369 High Similarity NPC141428
0.9261 High Similarity NPC203614
0.9167 High Similarity NPC132211
0.9091 High Similarity NPC235885
0.9073 High Similarity NPC204491
0.902 High Similarity NPC87856
0.8976 High Similarity NPC267965
0.8952 High Similarity NPC147446
0.8857 High Similarity NPC2395
0.8835 High Similarity NPC151976
0.8824 High Similarity NPC258062
0.878 High Similarity NPC271862
0.8775 High Similarity NPC225821
0.871 High Similarity NPC70155
0.8641 High Similarity NPC127677
0.8627 High Similarity NPC98715
0.8592 High Similarity NPC46225
0.8557 High Similarity NPC11445
0.8507 High Similarity NPC195239
0.8507 High Similarity NPC157828
0.8086 Intermediate Similarity NPC300183
0.7837 Intermediate Similarity NPC267343
0.7822 Intermediate Similarity NPC300688
0.7804 Intermediate Similarity NPC477043
0.7793 Intermediate Similarity NPC476874
0.7788 Intermediate Similarity NPC47190
0.7783 Intermediate Similarity NPC252338
0.7727 Intermediate Similarity NPC474412
0.7727 Intermediate Similarity NPC471284
0.7723 Intermediate Similarity NPC151939
0.771 Intermediate Similarity NPC260900
0.7706 Intermediate Similarity NPC234999
0.7699 Intermediate Similarity NPC472762
0.7692 Intermediate Similarity NPC154339
0.7689 Intermediate Similarity NPC477044
0.7689 Intermediate Similarity NPC477041
0.7685 Intermediate Similarity NPC18661
0.7685 Intermediate Similarity NPC213468
0.7655 Intermediate Similarity NPC476818
0.7642 Intermediate Similarity NPC227582
0.7636 Intermediate Similarity NPC475778
0.7636 Intermediate Similarity NPC235900
0.7633 Intermediate Similarity NPC99428
0.761 Intermediate Similarity NPC71037
0.7602 Intermediate Similarity NPC229348
0.76 Intermediate Similarity NPC201700
0.7578 Intermediate Similarity NPC96131
0.757 Intermediate Similarity NPC74413
0.757 Intermediate Similarity NPC477045
0.7548 Intermediate Similarity NPC315555
0.7531 Intermediate Similarity NPC476516
0.7523 Intermediate Similarity NPC472291
0.7468 Intermediate Similarity NPC35208
0.7467 Intermediate Similarity NPC281049
0.7465 Intermediate Similarity NPC123019
0.7465 Intermediate Similarity NPC155143
0.7464 Intermediate Similarity NPC235684
0.7454 Intermediate Similarity NPC49196
0.7454 Intermediate Similarity NPC195461
0.7454 Intermediate Similarity NPC249150
0.7454 Intermediate Similarity NPC79129
0.7454 Intermediate Similarity NPC81654
0.7454 Intermediate Similarity NPC313985
0.745 Intermediate Similarity NPC311276
0.7442 Intermediate Similarity NPC149708
0.7441 Intermediate Similarity NPC95783
0.7421 Intermediate Similarity NPC478158
0.7419 Intermediate Similarity NPC475506
0.7415 Intermediate Similarity NPC253482
0.7411 Intermediate Similarity NPC313640
0.7404 Intermediate Similarity NPC469358
0.7401 Intermediate Similarity NPC61813
0.7393 Intermediate Similarity NPC475426
0.7385 Intermediate Similarity NPC193761
0.7385 Intermediate Similarity NPC476073
0.7361 Intermediate Similarity NPC50503
0.7361 Intermediate Similarity NPC131887
0.7349 Intermediate Similarity NPC231342
0.7343 Intermediate Similarity NPC55772
0.7342 Intermediate Similarity NPC162860
0.7333 Intermediate Similarity NPC163421
0.7333 Intermediate Similarity NPC188387
0.7333 Intermediate Similarity NPC478157
0.7322 Intermediate Similarity NPC475648
0.7321 Intermediate Similarity NPC219087
0.7317 Intermediate Similarity NPC314603
0.7308 Intermediate Similarity NPC469748
0.7301 Intermediate Similarity NPC251936
0.7291 Intermediate Similarity NPC160105
0.7281 Intermediate Similarity NPC473640
0.7277 Intermediate Similarity NPC40779
0.7277 Intermediate Similarity NPC206967
0.7273 Intermediate Similarity NPC477135
0.7273 Intermediate Similarity NPC302191
0.7269 Intermediate Similarity NPC249428
0.7265 Intermediate Similarity NPC223791
0.7265 Intermediate Similarity NPC96801
0.7265 Intermediate Similarity NPC107077
0.7265 Intermediate Similarity NPC150698
0.7253 Intermediate Similarity NPC475362
0.7252 Intermediate Similarity NPC54420
0.7251 Intermediate Similarity NPC280290
0.725 Intermediate Similarity NPC469762
0.7248 Intermediate Similarity NPC100321
0.7246 Intermediate Similarity NPC267885
0.723 Intermediate Similarity NPC321708
0.7227 Intermediate Similarity NPC474116
0.7222 Intermediate Similarity NPC181502
0.7222 Intermediate Similarity NPC85066
0.722 Intermediate Similarity NPC476517
0.7215 Intermediate Similarity NPC214428
0.7215 Intermediate Similarity NPC470497
0.7212 Intermediate Similarity NPC111275
0.721 Intermediate Similarity NPC475601
0.721 Intermediate Similarity NPC476491
0.721 Intermediate Similarity NPC146824
0.7209 Intermediate Similarity NPC67551
0.7206 Intermediate Similarity NPC474561
0.7206 Intermediate Similarity NPC49954
0.7203 Intermediate Similarity NPC237702
0.7202 Intermediate Similarity NPC67288
0.72 Intermediate Similarity NPC320968
0.72 Intermediate Similarity NPC469785
0.7198 Intermediate Similarity NPC110500
0.7198 Intermediate Similarity NPC203468
0.7198 Intermediate Similarity NPC149155
0.7198 Intermediate Similarity NPC475137
0.7198 Intermediate Similarity NPC475498
0.7191 Intermediate Similarity NPC473689
0.7191 Intermediate Similarity NPC292416
0.7188 Intermediate Similarity NPC469743
0.7183 Intermediate Similarity NPC119700
0.7179 Intermediate Similarity NPC470486
0.7179 Intermediate Similarity NPC475644
0.7179 Intermediate Similarity NPC471190
0.7179 Intermediate Similarity NPC471977
0.7177 Intermediate Similarity NPC248041
0.7177 Intermediate Similarity NPC283219
0.7177 Intermediate Similarity NPC126709
0.7171 Intermediate Similarity NPC78020
0.7171 Intermediate Similarity NPC154293
0.7168 Intermediate Similarity NPC75634
0.7167 Intermediate Similarity NPC319232
0.7167 Intermediate Similarity NPC79107
0.7167 Intermediate Similarity NPC475424
0.7167 Intermediate Similarity NPC24370
0.7162 Intermediate Similarity NPC473310
0.7162 Intermediate Similarity NPC82070
0.7162 Intermediate Similarity NPC477714
0.7161 Intermediate Similarity NPC319880
0.7161 Intermediate Similarity NPC244839
0.7161 Intermediate Similarity NPC320324
0.7156 Intermediate Similarity NPC475165
0.7156 Intermediate Similarity NPC19679
0.7155 Intermediate Similarity NPC64216
0.7155 Intermediate Similarity NPC76565
0.715 Intermediate Similarity NPC70922
0.715 Intermediate Similarity NPC213629
0.715 Intermediate Similarity NPC209917
0.715 Intermediate Similarity NPC80597
0.715 Intermediate Similarity NPC75540
0.715 Intermediate Similarity NPC97525
0.715 Intermediate Similarity NPC212376
0.715 Intermediate Similarity NPC211572
0.7149 Intermediate Similarity NPC476114
0.7149 Intermediate Similarity NPC30570
0.7149 Intermediate Similarity NPC162730
0.7143 Intermediate Similarity NPC198339
0.7143 Intermediate Similarity NPC314957
0.7143 Intermediate Similarity NPC471997
0.7137 Intermediate Similarity NPC211920
0.7137 Intermediate Similarity NPC124029
0.7137 Intermediate Similarity NPC87152
0.7137 Intermediate Similarity NPC475602
0.7137 Intermediate Similarity NPC475631
0.7137 Intermediate Similarity NPC285411
0.7137 Intermediate Similarity NPC475600
0.7137 Intermediate Similarity NPC54744
0.7137 Intermediate Similarity NPC14116
0.7137 Intermediate Similarity NPC476110
0.7136 Intermediate Similarity NPC94752
0.7131 Intermediate Similarity NPC323752
0.7129 Intermediate Similarity NPC230869
0.7124 Intermediate Similarity NPC473850
0.7124 Intermediate Similarity NPC250129
0.7123 Intermediate Similarity NPC165201
0.7123 Intermediate Similarity NPC470499
0.7122 Intermediate Similarity NPC54988
0.7119 Intermediate Similarity NPC282033
0.7115 Intermediate Similarity NPC472586
0.711 Intermediate Similarity NPC205403
0.7106 Intermediate Similarity NPC311196
0.7106 Intermediate Similarity NPC134384
0.7103 Intermediate Similarity NPC317030
0.7101 Intermediate Similarity NPC475406
0.71 Intermediate Similarity NPC276657
0.71 Intermediate Similarity NPC73952

  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 NPC267926 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
0.7604 Intermediate Similarity NPD7957 Phase 1
0.7604 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD2091 Phase 2
0.7536 Intermediate Similarity NPD2096 Phase 2
0.7488 Intermediate Similarity NPD2094 Phase 2
0.7488 Intermediate Similarity NPD2092 Phase 2
0.7488 Intermediate Similarity NPD2095 Phase 2
0.7455 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7454 Intermediate Similarity NPD4601 Approved
0.7454 Intermediate Similarity NPD4600 Approved
0.7411 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD5426 Phase 3
0.7333 Intermediate Similarity NPD7707 Approved
0.7273 Intermediate Similarity NPD8072 Approved
0.7269 Intermediate Similarity NPD8325 Phase 3
0.7269 Intermediate Similarity NPD8326 Phase 3
0.7269 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD8073 Approved
0.7227 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.722 Intermediate Similarity NPD2509 Approved
0.722 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.722 Intermediate Similarity NPD2510 Approved
0.7207 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7470 Discontinued
0.7198 Intermediate Similarity NPD482 Approved
0.7183 Intermediate Similarity NPD8431 Approved
0.7163 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7149 Intermediate Similarity NPD7824 Approved
0.7143 Intermediate Similarity NPD6595 Phase 3
0.7136 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7001 Phase 3
0.7129 Intermediate Similarity NPD2144 Approved
0.7123 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD3038 Discontinued
0.7095 Intermediate Similarity NPD4079 Approved
0.7095 Intermediate Similarity NPD4076 Approved
0.7091 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD6987 Phase 1
0.7085 Intermediate Similarity NPD5901 Discontinued
0.708 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD3394 Approved
0.7074 Intermediate Similarity NPD3389 Approved
0.7074 Intermediate Similarity NPD3393 Approved
0.707 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD7233 Approved
0.707 Intermediate Similarity NPD7234 Approved
0.7064 Intermediate Similarity NPD7731 Approved
0.7064 Intermediate Similarity NPD7730 Approved
0.7064 Intermediate Similarity NPD7944 Discontinued
0.7059 Intermediate Similarity NPD7790 Approved
0.7059 Intermediate Similarity NPD7791 Approved
0.7059 Intermediate Similarity NPD7952 Approved
0.7059 Intermediate Similarity NPD7950 Approved
0.7059 Intermediate Similarity NPD7789 Approved
0.7059 Intermediate Similarity NPD7953 Approved
0.7059 Intermediate Similarity NPD7951 Approved
0.7048 Intermediate Similarity NPD3505 Approved
0.7048 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD3506 Approved
0.7018 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD8272 Phase 2
0.7005 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5003 Discontinued
0.6987 Remote Similarity NPD8094 Discontinued
0.6986 Remote Similarity NPD750 Phase 2
0.6982 Remote Similarity NPD4501 Approved
0.6982 Remote Similarity NPD4500 Approved
0.698 Remote Similarity NPD8468 Phase 2
0.6979 Remote Similarity NPD7271 Approved
0.6968 Remote Similarity NPD7777 Approved
0.6968 Remote Similarity NPD53 Approved
0.6968 Remote Similarity NPD7778 Approved
0.6964 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6943 Remote Similarity NPD8093 Discontinued
0.694 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6999 Discontinued
0.6937 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6916 Remote Similarity NPD8399 Phase 1
0.6916 Remote Similarity NPD8423 Phase 2
0.6909 Remote Similarity NPD4427 Phase 2
0.6901 Remote Similarity NPD5897 Approved
0.6901 Remote Similarity NPD5898 Approved
0.6901 Remote Similarity NPD5899 Approved
0.69 Remote Similarity NPD7927 Clinical (unspecified phase)
0.6897 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6897 Remote Similarity NPD8406 Clinical (unspecified phase)
0.6891 Remote Similarity NPD7780 Approved
0.6891 Remote Similarity NPD7781 Approved
0.688 Remote Similarity NPD6242 Discontinued
0.6872 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7878 Phase 2
0.6858 Remote Similarity NPD56 Approved
0.6858 Remote Similarity NPD8283 Approved
0.6858 Remote Similarity NPD8282 Approved
0.6852 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6664 Approved
0.6847 Remote Similarity NPD7948 Phase 1
0.6844 Remote Similarity NPD7187 Phase 2
0.6833 Remote Similarity NPD7619 Phase 3
0.6833 Remote Similarity NPD7618 Phase 3
0.683 Remote Similarity NPD484 Approved
0.6826 Remote Similarity NPD7070 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6176 Phase 1
0.6812 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6811 Remote Similarity NPD7708 Approved
0.6808 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4499 Approved
0.6804 Remote Similarity NPD2565 Phase 2
0.6804 Remote Similarity NPD2564 Approved
0.6802 Remote Similarity NPD7818 Clinical (unspecified phase)
0.68 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5065 Approved
0.679 Remote Similarity NPD3006 Discontinued
0.6789 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6773 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7665 Phase 2
0.6769 Remote Similarity NPD7666 Phase 3
0.6762 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6762 Remote Similarity NPD2844 Phase 3
0.6761 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6749 Remote Similarity NPD8329 Phase 3
0.6744 Remote Similarity NPD8464 Clinical (unspecified phase)
0.6743 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6736 Remote Similarity NPD8289 Discontinued
0.6722 Remote Similarity NPD8374 Phase 3
0.6711 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6711 Remote Similarity NPD8114 Approved
0.6711 Remote Similarity NPD3947 Discontinued
0.6711 Remote Similarity NPD8115 Approved
0.6706 Remote Similarity NPD7956 Approved
0.6706 Remote Similarity NPD7955 Approved
0.6705 Remote Similarity NPD7803 Approved
0.6698 Remote Similarity NPD8386 Phase 2
0.6682 Remote Similarity NPD4639 Approved
0.6682 Remote Similarity NPD4075 Phase 2
0.6682 Remote Similarity NPD4638 Approved
0.6682 Remote Similarity NPD4640 Approved
0.6681 Remote Similarity NPD6479 Discontinued
0.6681 Remote Similarity NPD6995 Phase 1
0.6667 Remote Similarity NPD2920 Discontinued
0.6667 Remote Similarity NPD5744 Clinical (unspecified phase)
0.6652 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6652 Remote Similarity NPD7727 Phase 2
0.6651 Remote Similarity NPD1325 Approved
0.6651 Remote Similarity NPD8122 Approved
0.6651 Remote Similarity NPD8123 Approved
0.6651 Remote Similarity NPD1326 Approved
0.6639 Remote Similarity NPD6165 Phase 2
0.6639 Remote Similarity NPD6164 Phase 2
0.6638 Remote Similarity NPD5612 Discontinued
0.6638 Remote Similarity NPD4051 Discontinued
0.6637 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6637 Remote Similarity NPD1038 Approved
0.6636 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6627 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3795 Approved
0.6624 Remote Similarity NPD3794 Approved
0.6623 Remote Similarity NPD7191 Phase 2
0.6615 Remote Similarity NPD6531 Approved
0.6615 Remote Similarity NPD6530 Approved
0.6613 Remote Similarity NPD7576 Discontinued
0.6609 Remote Similarity NPD4614 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5596 Phase 2
0.6598 Remote Similarity NPD7603 Discontinued
0.6596 Remote Similarity NPD7970 Approved
0.6596 Remote Similarity NPD7971 Clinical (unspecified phase)
0.659 Remote Similarity NPD5473 Discontinued
0.6586 Remote Similarity NPD8412 Phase 1
0.6585 Remote Similarity NPD2172 Phase 1
0.6581 Remote Similarity NPD4852 Phase 2
0.658 Remote Similarity NPD8322 Phase 2
0.6579 Remote Similarity NPD7817 Phase 1
0.6574 Remote Similarity NPD4181 Approved
0.6571 Remote Similarity NPD7558 Phase 2
0.6565 Remote Similarity NPD8098 Approved
0.6564 Remote Similarity NPD6249 Phase 2
0.6564 Remote Similarity NPD6248 Phase 2
0.6561 Remote Similarity NPD3961 Discontinued
0.6561 Remote Similarity NPD5482 Discontinued
0.655 Remote Similarity NPD786 Approved
0.6544 Remote Similarity NPD8036 Clinical (unspecified phase)
0.6544 Remote Similarity NPD8037 Clinical (unspecified phase)
0.654 Remote Similarity NPD6635 Approved
0.654 Remote Similarity NPD3323 Discontinued
0.6538 Remote Similarity NPD6026 Approved
0.6529 Remote Similarity NPD7711 Discontinued
0.6524 Remote Similarity NPD2511 Approved
0.6524 Remote Similarity NPD4506 Discontinued
0.6518 Remote Similarity NPD5891 Approved
0.6512 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6512 Remote Similarity NPD43 Approved
0.6512 Remote Similarity NPD6182 Approved
0.6511 Remote Similarity NPD7455 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