Structure

Physi-Chem Properties

Molecular Weight:  522.26
Volume:  548.31
LogP:  5.073
LogD:  3.752
LogS:  -4.72
# Rotatable Bonds:  7
TPSA:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.303
Synthetic Accessibility Score:  5.292
Fsp3:  0.548
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:  -4.921
MDCK Permeability:  2.823485920089297e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.061
20% Bioavailability (F20%):  0.034
30% Bioavailability (F30%):  0.633

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.038
Plasma Protein Binding (PPB):  93.71782684326172%
Volume Distribution (VD):  2.271
Pgp-substrate:  6.438758373260498%

ADMET: Metabolism

CYP1A2-inhibitor:  0.065
CYP1A2-substrate:  0.081
CYP2C19-inhibitor:  0.332
CYP2C19-substrate:  0.188
CYP2C9-inhibitor:  0.904
CYP2C9-substrate:  0.178
CYP2D6-inhibitor:  0.044
CYP2D6-substrate:  0.101
CYP3A4-inhibitor:  0.916
CYP3A4-substrate:  0.554

ADMET: Excretion

Clearance (CL):  3.624
Half-life (T1/2):  0.313

ADMET: Toxicity

hERG Blockers:  0.011
Human Hepatotoxicity (H-HT):  0.972
Drug-inuced Liver Injury (DILI):  0.975
AMES Toxicity:  0.052
Rat Oral Acute Toxicity:  0.923
Maximum Recommended Daily Dose:  0.809
Skin Sensitization:  0.033
Carcinogencity:  0.223
Eye Corrosion:  0.004
Eye Irritation:  0.022
Respiratory Toxicity:  0.933

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

  Natural Product: NPC42234

Natural Product ID:  NPC42234
Common Name*:   JPYYWXPAHJBKJX-VWSFRBHVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JPYYWXPAHJBKJX-VWSFRBHVSA-N
Standard InCHI:  InChI=1S/C31H38O7/c1-17-13-14-23-24(30(23,6)7)15-18(2)28(34)31(38-21(5)33)16-19(3)27(25(31)26(17)36-20(4)32)37-29(35)22-11-9-8-10-12-22/h8-12,15,19,23-27H,1,13-14,16H2,2-7H3/b18-15+/t19-,23-,24+,25-,26-,27-,31+/m0/s1
SMILES:  C=C1CC[C@H]2[C@@H](/C=C(C)/C(=O)[C@]3(C[C@H](C)[C@@H]([C@@H]3[C@H]1OC(=O)C)OC(=O)c1ccccc1)OC(=O)C)C2(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL552128
PubChem CID:   10577938
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[12542364]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae Eukaryota Fruits n.a. n.a. PMID[15165157]
NPO2462 Machilus robusta Species Lauraceae Eukaryota bark n.a. n.a. PMID[21627109]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. bark n.a. PMID[21627109]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30817151]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9866 Symphytum tuberosum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10479 Ophiocoma echinata Species Ophiocomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3940 Erioderma chilense Species Pannariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4235 Thymus magnus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10959 Kalanchoe marmorata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1000 Thymus transcaucasicus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10833 Heteromma simplicifolium n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO520 Euphorbia lathyris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5571 Jacobaea arnautorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4494 Ecbolium linneanum Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8283 Pseudophegopteris subaurita Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10733 Plantago uniflora Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2462 Machilus robusta Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10036 Bruguiera cylindrica Species Rhizophoraceae 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[498375]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 8300.0 nM PMID[498375]
NPT2 Others Unspecified Activity = 25.0 % PMID[498374]
NPT2 Others Unspecified IC50 = 164.62 ug.mL-1 PMID[498374]
NPT2 Others Unspecified Ratio IC50 = 6.57 n.a. PMID[498374]
NPT35 Others n.a. LogP = 6.4 n.a. PMID[498374]

☑ 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 NPC42234 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
0.9839 High Similarity NPC477360
0.9683 High Similarity NPC477368
0.9606 High Similarity NPC477367
0.9606 High Similarity NPC270364
0.9606 High Similarity NPC232888
0.9603 High Similarity NPC477364
0.9531 High Similarity NPC477358
0.9528 High Similarity NPC477359
0.9385 High Similarity NPC276652
0.9365 High Similarity NPC272946
0.935 High Similarity NPC8990
0.9302 High Similarity NPC265459
0.9302 High Similarity NPC475262
0.9302 High Similarity NPC290833
0.9274 High Similarity NPC477369
0.9242 High Similarity NPC473654
0.9231 High Similarity NPC194769
0.9231 High Similarity NPC285221
0.9225 High Similarity NPC472250
0.916 High Similarity NPC86772
0.9104 High Similarity NPC477094
0.9104 High Similarity NPC477096
0.9091 High Similarity NPC272523
0.9091 High Similarity NPC325805
0.9055 High Similarity NPC477370
0.9048 High Similarity NPC477363
0.9048 High Similarity NPC477366
0.904 High Similarity NPC477362
0.9023 High Similarity NPC475660
0.9023 High Similarity NPC251294
0.9008 High Similarity NPC472247
0.8984 High Similarity NPC37968
0.8976 High Similarity NPC477357
0.8976 High Similarity NPC477365
0.8963 High Similarity NPC82467
0.8955 High Similarity NPC473497
0.8915 High Similarity NPC475671
0.8915 High Similarity NPC475452
0.8905 High Similarity NPC477095
0.8864 High Similarity NPC79699
0.8824 High Similarity NPC153214
0.8824 High Similarity NPC45307
0.8815 High Similarity NPC475413
0.8815 High Similarity NPC474303
0.8714 High Similarity NPC477097
0.8714 High Similarity NPC125033
0.8714 High Similarity NPC477101
0.8714 High Similarity NPC477099
0.8633 High Similarity NPC170668
0.8626 High Similarity NPC3450
0.8626 High Similarity NPC475508
0.8626 High Similarity NPC122504
0.8582 High Similarity NPC232583
0.8582 High Similarity NPC25484
0.8571 High Similarity NPC205389
0.854 High Similarity NPC187566
0.8531 High Similarity NPC477098
0.8531 High Similarity NPC477100
0.8507 High Similarity NPC153617
0.8496 Intermediate Similarity NPC233692
0.8496 Intermediate Similarity NPC233860
0.8496 Intermediate Similarity NPC239358
0.8462 Intermediate Similarity NPC476599
0.8433 Intermediate Similarity NPC472248
0.8425 Intermediate Similarity NPC473243
0.837 Intermediate Similarity NPC298547
0.837 Intermediate Similarity NPC324898
0.837 Intermediate Similarity NPC28836
0.837 Intermediate Similarity NPC311492
0.837 Intermediate Similarity NPC134937
0.8309 Intermediate Similarity NPC279637
0.8309 Intermediate Similarity NPC200154
0.8309 Intermediate Similarity NPC149401
0.8273 Intermediate Similarity NPC242355
0.8258 Intermediate Similarity NPC472706
0.8248 Intermediate Similarity NPC52523
0.8248 Intermediate Similarity NPC217673
0.8248 Intermediate Similarity NPC202729
0.8214 Intermediate Similarity NPC183540
0.8197 Intermediate Similarity NPC469636
0.8195 Intermediate Similarity NPC472707
0.8188 Intermediate Similarity NPC327511
0.8188 Intermediate Similarity NPC205305
0.8188 Intermediate Similarity NPC27721
0.8168 Intermediate Similarity NPC472704
0.816 Intermediate Similarity NPC307651
0.8156 Intermediate Similarity NPC131966
0.8156 Intermediate Similarity NPC191387
0.8148 Intermediate Similarity NPC470278
0.8129 Intermediate Similarity NPC473301
0.8129 Intermediate Similarity NPC53361
0.8129 Intermediate Similarity NPC121268
0.8102 Intermediate Similarity NPC329913
0.8092 Intermediate Similarity NPC472703
0.8085 Intermediate Similarity NPC475135
0.8077 Intermediate Similarity NPC50872
0.8062 Intermediate Similarity NPC472708
0.8041 Intermediate Similarity NPC70344
0.8 Intermediate Similarity NPC270699
0.8 Intermediate Similarity NPC82899
0.7971 Intermediate Similarity NPC126516
0.7937 Intermediate Similarity NPC161611
0.792 Intermediate Similarity NPC1082
0.792 Intermediate Similarity NPC305912
0.7917 Intermediate Similarity NPC134131
0.7917 Intermediate Similarity NPC25043
0.7917 Intermediate Similarity NPC471100
0.7917 Intermediate Similarity NPC471107
0.7917 Intermediate Similarity NPC471162
0.7899 Intermediate Similarity NPC472656
0.7895 Intermediate Similarity NPC55744
0.7872 Intermediate Similarity NPC170718
0.7862 Intermediate Similarity NPC475552
0.7852 Intermediate Similarity NPC469456
0.7842 Intermediate Similarity NPC203486
0.784 Intermediate Similarity NPC93084
0.784 Intermediate Similarity NPC196246
0.784 Intermediate Similarity NPC251854
0.784 Intermediate Similarity NPC214067
0.7838 Intermediate Similarity NPC22571
0.7838 Intermediate Similarity NPC283875
0.7838 Intermediate Similarity NPC469647
0.7838 Intermediate Similarity NPC138641
0.7838 Intermediate Similarity NPC469648
0.7832 Intermediate Similarity NPC51181
0.7826 Intermediate Similarity NPC238370
0.781 Intermediate Similarity NPC147561
0.781 Intermediate Similarity NPC82712
0.7795 Intermediate Similarity NPC128368
0.7787 Intermediate Similarity NPC474365
0.7787 Intermediate Similarity NPC301943
0.7778 Intermediate Similarity NPC95449
0.777 Intermediate Similarity NPC472398
0.776 Intermediate Similarity NPC83628
0.776 Intermediate Similarity NPC10251
0.776 Intermediate Similarity NPC265407
0.776 Intermediate Similarity NPC17417
0.7755 Intermediate Similarity NPC473403
0.7754 Intermediate Similarity NPC72915
0.7752 Intermediate Similarity NPC149691
0.7721 Intermediate Similarity NPC169913
0.7718 Intermediate Similarity NPC145649
0.7718 Intermediate Similarity NPC233581
0.7708 Intermediate Similarity NPC182869
0.7704 Intermediate Similarity NPC246166
0.7703 Intermediate Similarity NPC254558
0.7682 Intermediate Similarity NPC11410
0.7681 Intermediate Similarity NPC473247
0.7681 Intermediate Similarity NPC471832
0.768 Intermediate Similarity NPC56493
0.7671 Intermediate Similarity NPC478264
0.7671 Intermediate Similarity NPC127857
0.7664 Intermediate Similarity NPC115797
0.7664 Intermediate Similarity NPC51448
0.7651 Intermediate Similarity NPC161955
0.7651 Intermediate Similarity NPC51602
0.7651 Intermediate Similarity NPC471103
0.7647 Intermediate Similarity NPC275576
0.7647 Intermediate Similarity NPC121272
0.7634 Intermediate Similarity NPC94425
0.7626 Intermediate Similarity NPC469519
0.7622 Intermediate Similarity NPC9905
0.7619 Intermediate Similarity NPC478263
0.7615 Intermediate Similarity NPC226093
0.7603 Intermediate Similarity NPC470231
0.76 Intermediate Similarity NPC119271
0.7597 Intermediate Similarity NPC153053
0.7591 Intermediate Similarity NPC51292
0.7589 Intermediate Similarity NPC471911
0.7589 Intermediate Similarity NPC474608
0.7589 Intermediate Similarity NPC4242
0.7589 Intermediate Similarity NPC48929
0.7582 Intermediate Similarity NPC159692
0.758 Intermediate Similarity NPC161151
0.7574 Intermediate Similarity NPC295664
0.7571 Intermediate Similarity NPC125153
0.7571 Intermediate Similarity NPC472394
0.7571 Intermediate Similarity NPC475569
0.7571 Intermediate Similarity NPC469499
0.7569 Intermediate Similarity NPC87934
0.7569 Intermediate Similarity NPC162613
0.7568 Intermediate Similarity NPC132652
0.7559 Intermediate Similarity NPC174099
0.7552 Intermediate Similarity NPC475373
0.7541 Intermediate Similarity NPC325497
0.7541 Intermediate Similarity NPC146351
0.7535 Intermediate Similarity NPC291638
0.7535 Intermediate Similarity NPC477896
0.7535 Intermediate Similarity NPC477893
0.7535 Intermediate Similarity NPC195647
0.7535 Intermediate Similarity NPC17877
0.7535 Intermediate Similarity NPC66761
0.7535 Intermediate Similarity NPC472577
0.7534 Intermediate Similarity NPC477894
0.7533 Intermediate Similarity NPC306799
0.7533 Intermediate Similarity NPC101043
0.7519 Intermediate Similarity NPC204784
0.7519 Intermediate Similarity NPC474176
0.7517 Intermediate Similarity NPC266374
0.7517 Intermediate Similarity NPC60509

  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 NPC42234 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
0.8429 Intermediate Similarity NPD7236 Approved
0.8138 Intermediate Similarity NPD7239 Suspended
0.792 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.776 Intermediate Similarity NPD2182 Approved
0.7647 Intermediate Similarity NPD7057 Phase 3
0.7647 Intermediate Similarity NPD7058 Phase 2
0.7559 Intermediate Similarity NPD2067 Discontinued
0.7537 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD164 Approved
0.7405 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD7799 Discontinued
0.7324 Intermediate Similarity NPD7961 Discontinued
0.7252 Intermediate Similarity NPD7094 Approved
0.7252 Intermediate Similarity NPD6858 Approved
0.7226 Intermediate Similarity NPD6287 Discontinued
0.7214 Intermediate Similarity NPD5740 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD6085 Phase 2
0.7188 Intermediate Similarity NPD6685 Approved
0.7176 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD1238 Approved
0.7087 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD2629 Approved
0.6963 Remote Similarity NPD4198 Discontinued
0.6953 Remote Similarity NPD6647 Phase 2
0.6953 Remote Similarity NPD5765 Approved
0.6947 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6846 Remote Similarity NPD7305 Phase 1
0.6839 Remote Similarity NPD6273 Approved
0.6831 Remote Similarity NPD1876 Approved
0.6828 Remote Similarity NPD7008 Discontinued
0.6809 Remote Similarity NPD3972 Approved
0.6797 Remote Similarity NPD3887 Approved
0.6791 Remote Similarity NPD6912 Phase 3
0.6783 Remote Similarity NPD6362 Approved
0.6769 Remote Similarity NPD1237 Approved
0.6757 Remote Similarity NPD6355 Discontinued
0.6755 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6755 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6755 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6755 Remote Similarity NPD6004 Phase 3
0.6755 Remote Similarity NPD6002 Phase 3
0.6755 Remote Similarity NPD6005 Phase 3
0.6746 Remote Similarity NPD6765 Approved
0.6746 Remote Similarity NPD6764 Approved
0.6732 Remote Similarity NPD4628 Phase 3
0.6713 Remote Similarity NPD5667 Approved
0.6711 Remote Similarity NPD6653 Approved
0.6692 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6692 Remote Similarity NPD1930 Approved
0.6692 Remote Similarity NPD1929 Approved
0.6691 Remote Similarity NPD7741 Discontinued
0.6691 Remote Similarity NPD9545 Approved
0.6667 Remote Similarity NPD6599 Discontinued
0.6667 Remote Similarity NPD2569 Approved
0.6667 Remote Similarity NPD2567 Approved
0.6647 Remote Similarity NPD7685 Pre-registration
0.6647 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6647 Remote Similarity NPD8368 Discontinued
0.6646 Remote Similarity NPD5761 Phase 2
0.6646 Remote Similarity NPD5760 Phase 2
0.6645 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6644 Remote Similarity NPD7055 Discontinued
0.6644 Remote Similarity NPD6832 Phase 2
0.6643 Remote Similarity NPD5585 Approved
0.6642 Remote Similarity NPD5951 Approved
0.6642 Remote Similarity NPD4766 Approved
0.6628 Remote Similarity NPD8407 Phase 2
0.6622 Remote Similarity NPD6663 Approved
0.6622 Remote Similarity NPD7713 Phase 3
0.6621 Remote Similarity NPD5647 Approved
0.659 Remote Similarity NPD6785 Approved
0.659 Remote Similarity NPD6784 Approved
0.6589 Remote Similarity NPD2066 Phase 3
0.6587 Remote Similarity NPD1202 Approved
0.6585 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7137 Phase 2
0.6575 Remote Similarity NPD5736 Approved
0.6573 Remote Similarity NPD6637 Approved
0.6571 Remote Similarity NPD7009 Phase 2
0.6557 Remote Similarity NPD9259 Approved
0.6557 Remote Similarity NPD9257 Approved
0.6554 Remote Similarity NPD3764 Approved
0.6543 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6536 Remote Similarity NPD2353 Approved
0.6536 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6535 Remote Similarity NPD1693 Approved
0.6515 Remote Similarity NPD5909 Discontinued
0.6513 Remote Similarity NPD2799 Discontinued
0.6512 Remote Similarity NPD9495 Approved
0.651 Remote Similarity NPD8032 Phase 2
0.6503 Remote Similarity NPD4806 Approved
0.6503 Remote Similarity NPD4807 Approved
0.65 Remote Similarity NPD7458 Discontinued
0.65 Remote Similarity NPD7610 Discontinued
0.6497 Remote Similarity NPD6799 Approved
0.6486 Remote Similarity NPD6039 Approved
0.6484 Remote Similarity NPD1989 Approved
0.6483 Remote Similarity NPD2198 Approved
0.6483 Remote Similarity NPD2199 Approved
0.648 Remote Similarity NPD3672 Approved
0.648 Remote Similarity NPD3673 Approved
0.6479 Remote Similarity NPD5305 Approved
0.6479 Remote Similarity NPD5306 Approved
0.6471 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6463 Remote Similarity NPD3662 Phase 3
0.6463 Remote Similarity NPD3661 Approved
0.6463 Remote Similarity NPD3664 Approved
0.6463 Remote Similarity NPD3663 Approved
0.6457 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6457 Remote Similarity NPD8434 Phase 2
0.6449 Remote Similarity NPD2650 Approved
0.6449 Remote Similarity NPD2652 Approved
0.6443 Remote Similarity NPD2313 Discontinued
0.6438 Remote Similarity NPD3267 Approved
0.6438 Remote Similarity NPD3266 Approved
0.6429 Remote Similarity NPD5762 Approved
0.6429 Remote Similarity NPD5763 Approved
0.6429 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6429 Remote Similarity NPD9493 Approved
0.6429 Remote Similarity NPD1471 Phase 3
0.6424 Remote Similarity NPD7075 Discontinued
0.6424 Remote Similarity NPD230 Phase 1
0.6423 Remote Similarity NPD969 Suspended
0.6414 Remote Similarity NPD4359 Approved
0.6397 Remote Similarity NPD4233 Approved
0.6397 Remote Similarity NPD4234 Approved
0.6395 Remote Similarity NPD2788 Approved
0.6395 Remote Similarity NPD2798 Approved
0.6395 Remote Similarity NPD1019 Discontinued
0.6384 Remote Similarity NPD8435 Approved
0.6378 Remote Similarity NPD1088 Approved
0.6371 Remote Similarity NPD1087 Approved
0.6369 Remote Similarity NPD2354 Approved
0.6369 Remote Similarity NPD6190 Approved
0.6364 Remote Similarity NPD2796 Approved
0.6364 Remote Similarity NPD1932 Approved
0.6364 Remote Similarity NPD17 Approved
0.6364 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6358 Remote Similarity NPD4307 Phase 2
0.6352 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6349 Remote Similarity NPD9258 Approved
0.6349 Remote Similarity NPD9256 Approved
0.6346 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6336 Remote Similarity NPD7798 Approved
0.6333 Remote Similarity NPD3268 Approved
0.6331 Remote Similarity NPD6010 Discontinued
0.6331 Remote Similarity NPD1241 Discontinued
0.6324 Remote Similarity NPD2329 Discontinued
0.6323 Remote Similarity NPD2346 Discontinued
0.6319 Remote Similarity NPD4106 Approved
0.6319 Remote Similarity NPD4136 Approved
0.6319 Remote Similarity NPD4135 Approved
0.6316 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6307 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6306 Remote Similarity NPD8166 Discontinued
0.6296 Remote Similarity NPD3134 Approved
0.6294 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6292 Remote Similarity NPD8360 Approved
0.6292 Remote Similarity NPD8361 Approved
0.6291 Remote Similarity NPD6233 Phase 2
0.6291 Remote Similarity NPD4870 Approved
0.628 Remote Similarity NPD6801 Discontinued
0.6279 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6277 Remote Similarity NPD1317 Discontinued
0.6277 Remote Similarity NPD5235 Approved
0.6277 Remote Similarity NPD5240 Approved
0.6277 Remote Similarity NPD5236 Approved
0.6277 Remote Similarity NPD5239 Approved
0.6277 Remote Similarity NPD5237 Approved
0.6276 Remote Similarity NPD518 Clinical (unspecified phase)
0.6276 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6275 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6273 Remote Similarity NPD920 Approved
0.6273 Remote Similarity NPD7606 Phase 3
0.6267 Remote Similarity NPD7095 Approved
0.6258 Remote Similarity NPD2935 Discontinued
0.625 Remote Similarity NPD6881 Approved
0.625 Remote Similarity NPD2532 Approved
0.625 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD2979 Phase 3
0.625 Remote Similarity NPD4140 Approved
0.625 Remote Similarity NPD2533 Approved
0.625 Remote Similarity NPD2534 Approved
0.6242 Remote Similarity NPD7084 Phase 3
0.6242 Remote Similarity NPD5204 Approved
0.6242 Remote Similarity NPD7819 Suspended
0.6233 Remote Similarity NPD9717 Approved
0.6233 Remote Similarity NPD1608 Approved
0.6232 Remote Similarity NPD6650 Approved
0.6232 Remote Similarity NPD2201 Approved
0.6232 Remote Similarity NPD6649 Approved
0.6225 Remote Similarity NPD6798 Discontinued
0.6222 Remote Similarity NPD5048 Discontinued
0.622 Remote Similarity NPD1089 Approved
0.622 Remote Similarity NPD1090 Approved
0.622 Remote Similarity NPD1086 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