Structure

Physi-Chem Properties

Molecular Weight:  748.27
Volume:  720.086
LogP:  2.823
LogD:  2.649
LogS:  -4.509
# Rotatable Bonds:  2
TPSA:  206.1
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  9
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.169
Synthetic Accessibility Score:  5.128
Fsp3:  0.675
Lipinski Rule-of-5:  Rejected
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:  -5.211
MDCK Permeability:  0.0001234072115039453
Pgp-inhibitor:  1.0
Pgp-substrate:  0.687
Human Intestinal Absorption (HIA):  0.247
20% Bioavailability (F20%):  0.993
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.092
Plasma Protein Binding (PPB):  63.52051544189453%
Volume Distribution (VD):  0.401
Pgp-substrate:  17.757343292236328%

ADMET: Metabolism

CYP1A2-inhibitor:  0.015
CYP1A2-substrate:  0.764
CYP2C19-inhibitor:  0.419
CYP2C19-substrate:  0.221
CYP2C9-inhibitor:  0.753
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.015
CYP2D6-substrate:  0.021
CYP3A4-inhibitor:  0.866
CYP3A4-substrate:  0.576

ADMET: Excretion

Clearance (CL):  8.004
Half-life (T1/2):  0.274

ADMET: Toxicity

hERG Blockers:  0.377
Human Hepatotoxicity (H-HT):  0.192
Drug-inuced Liver Injury (DILI):  0.437
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.074
Maximum Recommended Daily Dose:  0.963
Skin Sensitization:  0.351
Carcinogencity:  0.048
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.698

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

  Natural Product: NPC469673

Natural Product ID:  NPC469673
Common Name*:   Chloramultiol A
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JTARRSXSYCCLKA-ZSNYSFAYSA-N
Standard InCHI:  InChI=1S/C40H44O14/c1-15-8-9-51-24(41)6-7-25(42)52-13-18-20-12-23-37(3,21-11-22(21)39(23,49)14-53-34(15)46)32-30(43)27-17-10-19(17)38(4)28(27)29(40(20,32)54-36(18)48)26(31(44)33(38)45)16(2)35(47)50-5/h8,17,19,21-23,29-30,32-33,43,45,49H,6-7,9-14H2,1-5H3/b15-8+,26-16-/t17-,19+,21+,22-,23+,29-,30-,32-,33-,37-,38-,39-,40+/m0/s1
SMILES:  COC(=O)/C(=C/1C(=O)[C@H](O)[C@@]2(C3=C([C@@H]([C@@H]4[C@@]5([C@@H]13)OC(=O)C1=C5C[C@@H]3[C@]4(C)[C@@H]4C[C@@H]4[C@@]3(O)COC(=O)/C(=C/COC(=O)CCC(=O)OC1)/C)O)[C@@H]1[C@H]2C1)C)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1097986
PubChem CID:   46834846
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO8670 Chloranthus multistachys Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[20392109]
NPO8670 Chloranthus multistachys Species Chloranthaceae 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
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[564997]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[564997]
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000.0 nM PMID[564997]
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000.0 nM PMID[564997]
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000.0 nM PMID[564997]

☑ 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 NPC469673 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
0.9918 High Similarity NPC476823
0.9917 High Similarity NPC34963
0.9836 High Similarity NPC58029
0.9835 High Similarity NPC196921
0.9835 High Similarity NPC220757
0.9835 High Similarity NPC279478
0.9835 High Similarity NPC241935
0.9752 High Similarity NPC35109
0.9504 High Similarity NPC15095
0.9091 High Similarity NPC17938
0.9055 High Similarity NPC469674
0.8864 High Similarity NPC25887
0.8797 High Similarity NPC470426
0.8788 High Similarity NPC476825
0.876 High Similarity NPC327664
0.876 High Similarity NPC470427
0.876 High Similarity NPC476097
0.8692 High Similarity NPC60150
0.8692 High Similarity NPC192334
0.8682 High Similarity NPC476824
0.8651 High Similarity NPC8374
0.864 High Similarity NPC23786
0.864 High Similarity NPC470265
0.8615 High Similarity NPC24599
0.856 High Similarity NPC67569
0.8527 High Similarity NPC134902
0.8527 High Similarity NPC231529
0.8527 High Similarity NPC470880
0.8516 High Similarity NPC473265
0.8516 High Similarity NPC470882
0.8516 High Similarity NPC473253
0.8492 Intermediate Similarity NPC269642
0.8492 Intermediate Similarity NPC153700
0.8492 Intermediate Similarity NPC88326
0.848 Intermediate Similarity NPC474370
0.8462 Intermediate Similarity NPC254823
0.8438 Intermediate Similarity NPC63186
0.8425 Intermediate Similarity NPC469789
0.84 Intermediate Similarity NPC264954
0.8387 Intermediate Similarity NPC239273
0.8385 Intermediate Similarity NPC471407
0.8372 Intermediate Similarity NPC287423
0.8361 Intermediate Similarity NPC470063
0.8359 Intermediate Similarity NPC8369
0.8346 Intermediate Similarity NPC222688
0.832 Intermediate Similarity NPC257457
0.832 Intermediate Similarity NPC709
0.832 Intermediate Similarity NPC50774
0.832 Intermediate Similarity NPC311554
0.8308 Intermediate Similarity NPC236999
0.8308 Intermediate Similarity NPC311534
0.8306 Intermediate Similarity NPC148458
0.8295 Intermediate Similarity NPC473635
0.8295 Intermediate Similarity NPC293112
0.8281 Intermediate Similarity NPC472399
0.8281 Intermediate Similarity NPC120724
0.8281 Intermediate Similarity NPC129992
0.8279 Intermediate Similarity NPC473921
0.8279 Intermediate Similarity NPC475668
0.8279 Intermediate Similarity NPC475480
0.8271 Intermediate Similarity NPC471234
0.8268 Intermediate Similarity NPC46570
0.8268 Intermediate Similarity NPC52839
0.8258 Intermediate Similarity NPC231240
0.8258 Intermediate Similarity NPC471855
0.8254 Intermediate Similarity NPC475041
0.8244 Intermediate Similarity NPC473593
0.824 Intermediate Similarity NPC183580
0.824 Intermediate Similarity NPC20302
0.824 Intermediate Similarity NPC286528
0.824 Intermediate Similarity NPC312824
0.824 Intermediate Similarity NPC470492
0.824 Intermediate Similarity NPC167606
0.824 Intermediate Similarity NPC470493
0.824 Intermediate Similarity NPC140055
0.824 Intermediate Similarity NPC471854
0.8231 Intermediate Similarity NPC42399
0.8217 Intermediate Similarity NPC81736
0.8217 Intermediate Similarity NPC473255
0.8217 Intermediate Similarity NPC172154
0.8217 Intermediate Similarity NPC226049
0.8211 Intermediate Similarity NPC317687
0.8203 Intermediate Similarity NPC162009
0.8203 Intermediate Similarity NPC107493
0.8203 Intermediate Similarity NPC19464
0.8203 Intermediate Similarity NPC257017
0.8197 Intermediate Similarity NPC475563
0.8197 Intermediate Similarity NPC179642
0.8197 Intermediate Similarity NPC475134
0.8195 Intermediate Similarity NPC316915
0.8195 Intermediate Similarity NPC88668
0.8189 Intermediate Similarity NPC109973
0.8189 Intermediate Similarity NPC472004
0.8189 Intermediate Similarity NPC145182
0.8189 Intermediate Similarity NPC471126
0.8189 Intermediate Similarity NPC471128
0.8189 Intermediate Similarity NPC157252
0.8175 Intermediate Similarity NPC118638
0.8175 Intermediate Similarity NPC475372
0.8175 Intermediate Similarity NPC186525
0.816 Intermediate Similarity NPC266728
0.816 Intermediate Similarity NPC49492
0.816 Intermediate Similarity NPC470075
0.816 Intermediate Similarity NPC270958
0.8145 Intermediate Similarity NPC52634
0.8145 Intermediate Similarity NPC202889
0.8145 Intermediate Similarity NPC962
0.8145 Intermediate Similarity NPC250109
0.814 Intermediate Similarity NPC473979
0.814 Intermediate Similarity NPC84865
0.814 Intermediate Similarity NPC11895
0.813 Intermediate Similarity NPC317107
0.8125 Intermediate Similarity NPC472000
0.8125 Intermediate Similarity NPC471999
0.8125 Intermediate Similarity NPC472001
0.8125 Intermediate Similarity NPC472401
0.812 Intermediate Similarity NPC476193
0.811 Intermediate Similarity NPC61520
0.811 Intermediate Similarity NPC477092
0.811 Intermediate Similarity NPC275696
0.811 Intermediate Similarity NPC312536
0.811 Intermediate Similarity NPC22628
0.811 Intermediate Similarity NPC255081
0.811 Intermediate Similarity NPC5989
0.811 Intermediate Similarity NPC5991
0.811 Intermediate Similarity NPC472933
0.811 Intermediate Similarity NPC471108
0.8106 Intermediate Similarity NPC476966
0.8095 Intermediate Similarity NPC472934
0.8095 Intermediate Similarity NPC473656
0.8095 Intermediate Similarity NPC284068
0.8095 Intermediate Similarity NPC243065
0.8095 Intermediate Similarity NPC475323
0.8092 Intermediate Similarity NPC298841
0.808 Intermediate Similarity NPC147912
0.808 Intermediate Similarity NPC178289
0.808 Intermediate Similarity NPC474872
0.808 Intermediate Similarity NPC67259
0.8077 Intermediate Similarity NPC469790
0.8077 Intermediate Similarity NPC3381
0.8077 Intermediate Similarity NPC145238
0.8077 Intermediate Similarity NPC473709
0.8077 Intermediate Similarity NPC470922
0.8077 Intermediate Similarity NPC473919
0.8065 Intermediate Similarity NPC269530
0.8065 Intermediate Similarity NPC100267
0.8065 Intermediate Similarity NPC280782
0.8065 Intermediate Similarity NPC475524
0.8065 Intermediate Similarity NPC71348
0.8062 Intermediate Similarity NPC170538
0.8047 Intermediate Similarity NPC19336
0.8047 Intermediate Similarity NPC185876
0.8045 Intermediate Similarity NPC173347
0.8031 Intermediate Similarity NPC171905
0.8031 Intermediate Similarity NPC471125
0.8031 Intermediate Similarity NPC472397
0.8031 Intermediate Similarity NPC329736
0.8031 Intermediate Similarity NPC475401
0.8031 Intermediate Similarity NPC472758
0.803 Intermediate Similarity NPC473620
0.8016 Intermediate Similarity NPC64318
0.8015 Intermediate Similarity NPC222307
0.8015 Intermediate Similarity NPC174367
0.8015 Intermediate Similarity NPC47113
0.8 Intermediate Similarity NPC472926
0.8 Intermediate Similarity NPC473802
0.8 Intermediate Similarity NPC71889
0.8 Intermediate Similarity NPC159333
0.8 Intermediate Similarity NPC122056
0.8 Intermediate Similarity NPC471172
0.8 Intermediate Similarity NPC474937
0.8 Intermediate Similarity NPC67251
0.8 Intermediate Similarity NPC477126
0.8 Intermediate Similarity NPC317210
0.7984 Intermediate Similarity NPC159456
0.7984 Intermediate Similarity NPC470921
0.7984 Intermediate Similarity NPC470878
0.7984 Intermediate Similarity NPC473256
0.7984 Intermediate Similarity NPC4021
0.797 Intermediate Similarity NPC104382
0.797 Intermediate Similarity NPC221414
0.7969 Intermediate Similarity NPC5292
0.7969 Intermediate Similarity NPC475520
0.7969 Intermediate Similarity NPC469380
0.7969 Intermediate Similarity NPC180640
0.7969 Intermediate Similarity NPC19028
0.7969 Intermediate Similarity NPC473203
0.7969 Intermediate Similarity NPC9674
0.7967 Intermediate Similarity NPC472216
0.7967 Intermediate Similarity NPC5475
0.7967 Intermediate Similarity NPC284828
0.7967 Intermediate Similarity NPC173905
0.7967 Intermediate Similarity NPC87335
0.7955 Intermediate Similarity NPC471357
0.7955 Intermediate Similarity NPC117702
0.7955 Intermediate Similarity NPC471940
0.7955 Intermediate Similarity NPC146456
0.7955 Intermediate Similarity NPC469757
0.7953 Intermediate Similarity NPC472927
0.7953 Intermediate Similarity NPC156252

  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 NPC469673 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
0.824 Intermediate Similarity NPD7115 Discovery
0.8047 Intermediate Similarity NPD6319 Approved
0.792 Intermediate Similarity NPD8297 Approved
0.784 Intermediate Similarity NPD6649 Approved
0.784 Intermediate Similarity NPD6650 Approved
0.7836 Intermediate Similarity NPD7319 Approved
0.7823 Intermediate Similarity NPD6372 Approved
0.7823 Intermediate Similarity NPD6373 Approved
0.782 Intermediate Similarity NPD7078 Approved
0.7803 Intermediate Similarity NPD7492 Approved
0.7769 Intermediate Similarity NPD6054 Approved
0.7761 Intermediate Similarity NPD7736 Approved
0.776 Intermediate Similarity NPD6371 Approved
0.7744 Intermediate Similarity NPD7507 Approved
0.7744 Intermediate Similarity NPD6616 Approved
0.7717 Intermediate Similarity NPD4632 Approved
0.7687 Intermediate Similarity NPD8293 Discontinued
0.7661 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD6370 Approved
0.7634 Intermediate Similarity NPD6059 Approved
0.7619 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD6881 Approved
0.76 Intermediate Similarity NPD7320 Approved
0.76 Intermediate Similarity NPD6899 Approved
0.7594 Intermediate Similarity NPD7604 Phase 2
0.7581 Intermediate Similarity NPD6402 Approved
0.7581 Intermediate Similarity NPD5739 Approved
0.7581 Intermediate Similarity NPD6675 Approved
0.7581 Intermediate Similarity NPD7128 Approved
0.7576 Intermediate Similarity NPD6015 Approved
0.7576 Intermediate Similarity NPD8033 Approved
0.7576 Intermediate Similarity NPD6016 Approved
0.7559 Intermediate Similarity NPD8130 Phase 1
0.754 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD5697 Approved
0.7519 Intermediate Similarity NPD5988 Approved
0.75 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.75 Intermediate Similarity NPD8377 Approved
0.7481 Intermediate Similarity NPD7327 Approved
0.7481 Intermediate Similarity NPD7328 Approved
0.748 Intermediate Similarity NPD7102 Approved
0.748 Intermediate Similarity NPD4634 Approved
0.748 Intermediate Similarity NPD7290 Approved
0.748 Intermediate Similarity NPD6883 Approved
0.7459 Intermediate Similarity NPD7639 Approved
0.7459 Intermediate Similarity NPD7640 Approved
0.7444 Intermediate Similarity NPD8380 Approved
0.7444 Intermediate Similarity NPD8335 Approved
0.7444 Intermediate Similarity NPD8296 Approved
0.7444 Intermediate Similarity NPD8379 Approved
0.7444 Intermediate Similarity NPD8378 Approved
0.744 Intermediate Similarity NPD6008 Approved
0.7424 Intermediate Similarity NPD7516 Approved
0.7422 Intermediate Similarity NPD6869 Approved
0.7422 Intermediate Similarity NPD6617 Approved
0.7422 Intermediate Similarity NPD6847 Approved
0.7405 Intermediate Similarity NPD6009 Approved
0.7402 Intermediate Similarity NPD6012 Approved
0.7402 Intermediate Similarity NPD6013 Approved
0.7402 Intermediate Similarity NPD6014 Approved
0.7381 Intermediate Similarity NPD5701 Approved
0.7381 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD4225 Approved
0.7377 Intermediate Similarity NPD7638 Approved
0.7339 Intermediate Similarity NPD5211 Phase 2
0.7323 Intermediate Similarity NPD6011 Approved
0.7323 Intermediate Similarity NPD6686 Approved
0.7313 Intermediate Similarity NPD5983 Phase 2
0.7295 Intermediate Similarity NPD6083 Phase 2
0.7295 Intermediate Similarity NPD6084 Phase 2
0.7226 Intermediate Similarity NPD6336 Discontinued
0.7222 Intermediate Similarity NPD5141 Approved
0.7206 Intermediate Similarity NPD8328 Phase 3
0.7188 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD7503 Approved
0.7177 Intermediate Similarity NPD5286 Approved
0.7177 Intermediate Similarity NPD4696 Approved
0.7177 Intermediate Similarity NPD5285 Approved
0.7154 Intermediate Similarity NPD4755 Approved
0.7154 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD6033 Approved
0.7109 Intermediate Similarity NPD6412 Phase 2
0.7107 Intermediate Similarity NPD6399 Phase 3
0.7099 Intermediate Similarity NPD6053 Discontinued
0.7097 Intermediate Similarity NPD5696 Approved
0.7068 Intermediate Similarity NPD6274 Approved
0.7063 Intermediate Similarity NPD5226 Approved
0.7063 Intermediate Similarity NPD5224 Approved
0.7063 Intermediate Similarity NPD5225 Approved
0.7063 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD6001 Approved
0.704 Intermediate Similarity NPD4700 Approved
0.7037 Intermediate Similarity NPD7100 Approved
0.7037 Intermediate Similarity NPD7101 Approved
0.7008 Intermediate Similarity NPD5174 Approved
0.7008 Intermediate Similarity NPD5175 Approved
0.6992 Remote Similarity NPD5695 Phase 3
0.6984 Remote Similarity NPD5223 Approved
0.6963 Remote Similarity NPD6335 Approved
0.6934 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6929 Remote Similarity NPD7632 Discontinued
0.6923 Remote Similarity NPD4729 Approved
0.6923 Remote Similarity NPD4730 Approved
0.6917 Remote Similarity NPD8133 Approved
0.6899 Remote Similarity NPD4767 Approved
0.6899 Remote Similarity NPD4768 Approved
0.6889 Remote Similarity NPD6317 Approved
0.6889 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6885 Remote Similarity NPD5693 Phase 1
0.688 Remote Similarity NPD7902 Approved
0.687 Remote Similarity NPD8132 Clinical (unspecified phase)
0.686 Remote Similarity NPD4753 Phase 2
0.6855 Remote Similarity NPD5210 Approved
0.6855 Remote Similarity NPD4629 Approved
0.685 Remote Similarity NPD5344 Discontinued
0.6838 Remote Similarity NPD6314 Approved
0.6838 Remote Similarity NPD6313 Approved
0.6829 Remote Similarity NPD4202 Approved
0.6818 Remote Similarity NPD5251 Approved
0.6818 Remote Similarity NPD5247 Approved
0.6818 Remote Similarity NPD5248 Approved
0.6818 Remote Similarity NPD5249 Phase 3
0.6818 Remote Similarity NPD5250 Approved
0.6812 Remote Similarity NPD8513 Phase 3
0.6812 Remote Similarity NPD8516 Approved
0.6812 Remote Similarity NPD8517 Approved
0.6812 Remote Similarity NPD6909 Approved
0.6812 Remote Similarity NPD6908 Approved
0.6812 Remote Similarity NPD8515 Approved
0.6803 Remote Similarity NPD5785 Approved
0.68 Remote Similarity NPD4697 Phase 3
0.6794 Remote Similarity NPD5128 Approved
0.6783 Remote Similarity NPD5956 Approved
0.6744 Remote Similarity NPD4754 Approved
0.6736 Remote Similarity NPD7260 Phase 2
0.6721 Remote Similarity NPD6673 Approved
0.6721 Remote Similarity NPD6080 Approved
0.6721 Remote Similarity NPD6904 Approved
0.6691 Remote Similarity NPD6921 Approved
0.6689 Remote Similarity NPD6334 Approved
0.6689 Remote Similarity NPD6333 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5221 Approved
0.6667 Remote Similarity NPD4522 Approved
0.6667 Remote Similarity NPD5222 Approved
0.6642 Remote Similarity NPD5217 Approved
0.6642 Remote Similarity NPD5215 Approved
0.6642 Remote Similarity NPD5216 Approved
0.6642 Remote Similarity NPD8413 Clinical (unspecified phase)
0.664 Remote Similarity NPD7901 Clinical (unspecified phase)
0.664 Remote Similarity NPD7900 Approved
0.664 Remote Similarity NPD7748 Approved
0.6639 Remote Similarity NPD5737 Approved
0.6639 Remote Similarity NPD6903 Approved
0.6639 Remote Similarity NPD6672 Approved
0.6614 Remote Similarity NPD5173 Approved
0.6613 Remote Similarity NPD6079 Approved
0.6613 Remote Similarity NPD8035 Phase 2
0.6613 Remote Similarity NPD8034 Phase 2
0.6612 Remote Similarity NPD3618 Phase 1
0.6612 Remote Similarity NPD7334 Approved
0.6612 Remote Similarity NPD7146 Approved
0.6612 Remote Similarity NPD6409 Approved
0.6612 Remote Similarity NPD5330 Approved
0.6612 Remote Similarity NPD7521 Approved
0.6612 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6684 Approved
0.6596 Remote Similarity NPD6067 Discontinued
0.6585 Remote Similarity NPD5328 Approved
0.6575 Remote Similarity NPD6845 Suspended
0.6573 Remote Similarity NPD8074 Phase 3
0.6569 Remote Similarity NPD6868 Approved
0.6567 Remote Similarity NPD5135 Approved
0.6567 Remote Similarity NPD5169 Approved
0.6567 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6548 Remote Similarity NPD7799 Discontinued
0.6529 Remote Similarity NPD5329 Approved
0.6519 Remote Similarity NPD5127 Approved
0.6512 Remote Similarity NPD6648 Approved
0.6508 Remote Similarity NPD5282 Discontinued
0.6504 Remote Similarity NPD7513 Clinical (unspecified phase)
0.648 Remote Similarity NPD6050 Approved
0.648 Remote Similarity NPD7515 Phase 2
0.648 Remote Similarity NPD5281 Approved
0.648 Remote Similarity NPD7637 Suspended
0.648 Remote Similarity NPD5284 Approved
0.6475 Remote Similarity NPD6098 Approved
0.6457 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3666 Approved
0.6446 Remote Similarity NPD3133 Approved
0.6446 Remote Similarity NPD4786 Approved
0.6446 Remote Similarity NPD3665 Phase 1
0.6446 Remote Similarity NPD4197 Approved
0.6434 Remote Similarity NPD8029 Clinical (unspecified phase)
0.64 Remote Similarity NPD5692 Phase 3
0.64 Remote Similarity NPD7838 Discovery

  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