Structure

Physi-Chem Properties

Molecular Weight:  330.22
Volume:  356.008
LogP:  3.349
LogD:  2.855
LogS:  -4.596
# Rotatable Bonds:  3
TPSA:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.56
Synthetic Accessibility Score:  5.754
Fsp3:  0.81
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.823
MDCK Permeability:  2.5088358597713523e-05
Pgp-inhibitor:  0.988
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.932
30% Bioavailability (F30%):  0.881

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.238
Plasma Protein Binding (PPB):  87.29623413085938%
Volume Distribution (VD):  0.746
Pgp-substrate:  3.8167848587036133%

ADMET: Metabolism

CYP1A2-inhibitor:  0.105
CYP1A2-substrate:  0.631
CYP2C19-inhibitor:  0.167
CYP2C19-substrate:  0.735
CYP2C9-inhibitor:  0.235
CYP2C9-substrate:  0.065
CYP2D6-inhibitor:  0.091
CYP2D6-substrate:  0.222
CYP3A4-inhibitor:  0.923
CYP3A4-substrate:  0.38

ADMET: Excretion

Clearance (CL):  3.711
Half-life (T1/2):  0.28

ADMET: Toxicity

hERG Blockers:  0.173
Human Hepatotoxicity (H-HT):  0.561
Drug-inuced Liver Injury (DILI):  0.26
AMES Toxicity:  0.284
Rat Oral Acute Toxicity:  0.336
Maximum Recommended Daily Dose:  0.908
Skin Sensitization:  0.951
Carcinogencity:  0.839
Eye Corrosion:  0.919
Eye Irritation:  0.684
Respiratory Toxicity:  0.97

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

  Natural Product: NPC142683

Natural Product ID:  NPC142683
Common Name*:   PFGTZJTYYBLGMJ-CQAWWZBVSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PFGTZJTYYBLGMJ-CQAWWZBVSA-N
Standard InCHI:  InChI=1S/C21H30O3/c1-19-8-4-9-20(2,18(23)24-3)16(19)7-10-21-11-14(5-6-17(19)21)15(12-21)13-22/h12-14,16-17H,4-11H2,1-3H3/t14-,16+,17+,19-,20-,21+/m1/s1
SMILES:  C[C@@]12CCC[C@](C)([C@H]1CC[C@]13C[C@@H](CC[C@@H]23)C(=C1)C=O)C(=O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL598784
PubChem CID:   46233457
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane 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
NPO29744 Acanthopanax gracilistylus n.a. n.a. n.a. Root Bark n.a. n.a. PMID[25338180]
NPO29744 Acanthopanax gracilistylus n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO29744 Acanthopanax gracilistylus n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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 = 25000.0 nM PMID[522873]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 76.0 % PMID[522874]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 5000.0 nM PMID[522874]
NPT927 Cell Line PBMC Homo sapiens IC50 = 5.0 nM PMID[522875]
NPT927 Cell Line PBMC Homo sapiens IC50 = 6.0 nM PMID[522875]
NPT927 Cell Line PBMC Homo sapiens IC50 = 400.0 nM PMID[522875]

☑ 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 NPC142683 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
0.8837 High Similarity NPC474185
0.8736 High Similarity NPC471040
0.8734 High Similarity NPC59436
0.8675 High Similarity NPC2709
0.8608 High Similarity NPC472300
0.8554 High Similarity NPC248758
0.8539 High Similarity NPC471039
0.8488 Intermediate Similarity NPC469546
0.8452 Intermediate Similarity NPC323765
0.8434 Intermediate Similarity NPC215893
0.8415 Intermediate Similarity NPC90055
0.8391 Intermediate Similarity NPC328141
0.8391 Intermediate Similarity NPC101651
0.8391 Intermediate Similarity NPC159748
0.8353 Intermediate Similarity NPC195640
0.8313 Intermediate Similarity NPC200513
0.8313 Intermediate Similarity NPC100297
0.8295 Intermediate Similarity NPC476187
0.8293 Intermediate Similarity NPC474956
0.8228 Intermediate Similarity NPC166797
0.8214 Intermediate Similarity NPC307258
0.8202 Intermediate Similarity NPC151722
0.8171 Intermediate Similarity NPC471475
0.8161 Intermediate Similarity NPC472870
0.8152 Intermediate Similarity NPC194196
0.8125 Intermediate Similarity NPC201027
0.8118 Intermediate Similarity NPC19849
0.8118 Intermediate Similarity NPC472864
0.8111 Intermediate Similarity NPC269729
0.8101 Intermediate Similarity NPC279241
0.809 Intermediate Similarity NPC230064
0.809 Intermediate Similarity NPC218301
0.8072 Intermediate Similarity NPC267517
0.8072 Intermediate Similarity NPC104545
0.8049 Intermediate Similarity NPC4827
0.8025 Intermediate Similarity NPC899
0.8023 Intermediate Similarity NPC106416
0.8023 Intermediate Similarity NPC470223
0.8023 Intermediate Similarity NPC29447
0.8023 Intermediate Similarity NPC189311
0.8023 Intermediate Similarity NPC65661
0.8023 Intermediate Similarity NPC86316
0.8022 Intermediate Similarity NPC274417
0.8022 Intermediate Similarity NPC139459
0.8 Intermediate Similarity NPC211641
0.8 Intermediate Similarity NPC167103
0.8 Intermediate Similarity NPC79117
0.8 Intermediate Similarity NPC22611
0.7978 Intermediate Similarity NPC474842
0.7978 Intermediate Similarity NPC475965
0.7978 Intermediate Similarity NPC8062
0.7976 Intermediate Similarity NPC278459
0.7976 Intermediate Similarity NPC471898
0.7955 Intermediate Similarity NPC224145
0.7952 Intermediate Similarity NPC476177
0.7935 Intermediate Similarity NPC106425
0.7935 Intermediate Similarity NPC122324
0.7935 Intermediate Similarity NPC151725
0.7931 Intermediate Similarity NPC472869
0.7931 Intermediate Similarity NPC264127
0.7927 Intermediate Similarity NPC471897
0.7927 Intermediate Similarity NPC165711
0.7927 Intermediate Similarity NPC107039
0.7927 Intermediate Similarity NPC471899
0.7912 Intermediate Similarity NPC294266
0.7907 Intermediate Similarity NPC312660
0.7907 Intermediate Similarity NPC475100
0.7907 Intermediate Similarity NPC472865
0.7901 Intermediate Similarity NPC192540
0.7901 Intermediate Similarity NPC279666
0.7889 Intermediate Similarity NPC470113
0.7882 Intermediate Similarity NPC470813
0.7882 Intermediate Similarity NPC327969
0.7882 Intermediate Similarity NPC320514
0.7882 Intermediate Similarity NPC321289
0.7875 Intermediate Similarity NPC144947
0.7872 Intermediate Similarity NPC471041
0.7865 Intermediate Similarity NPC477973
0.7865 Intermediate Similarity NPC66344
0.7865 Intermediate Similarity NPC174342
0.7857 Intermediate Similarity NPC474509
0.7857 Intermediate Similarity NPC477057
0.7849 Intermediate Similarity NPC476768
0.7841 Intermediate Similarity NPC477228
0.7841 Intermediate Similarity NPC93778
0.7831 Intermediate Similarity NPC110094
0.7831 Intermediate Similarity NPC260385
0.7831 Intermediate Similarity NPC63020
0.7831 Intermediate Similarity NPC198240
0.7831 Intermediate Similarity NPC280654
0.7826 Intermediate Similarity NPC33473
0.7826 Intermediate Similarity NPC476174
0.7816 Intermediate Similarity NPC474537
0.7816 Intermediate Similarity NPC474680
0.7816 Intermediate Similarity NPC474971
0.7816 Intermediate Similarity NPC283733
0.7805 Intermediate Similarity NPC69143
0.7805 Intermediate Similarity NPC469796
0.7805 Intermediate Similarity NPC469793
0.7805 Intermediate Similarity NPC89294
0.7805 Intermediate Similarity NPC41017
0.7805 Intermediate Similarity NPC19907
0.7802 Intermediate Similarity NPC472871
0.7791 Intermediate Similarity NPC200752
0.7791 Intermediate Similarity NPC470165
0.7791 Intermediate Similarity NPC97913
0.7789 Intermediate Similarity NPC310981
0.7778 Intermediate Similarity NPC103958
0.7778 Intermediate Similarity NPC126993
0.7778 Intermediate Similarity NPC85173
0.7778 Intermediate Similarity NPC183503
0.7778 Intermediate Similarity NPC128346
0.7778 Intermediate Similarity NPC219232
0.7778 Intermediate Similarity NPC161923
0.7778 Intermediate Similarity NPC251970
0.7778 Intermediate Similarity NPC472866
0.7778 Intermediate Similarity NPC283908
0.7778 Intermediate Similarity NPC306928
0.7778 Intermediate Similarity NPC476046
0.7778 Intermediate Similarity NPC241854
0.7765 Intermediate Similarity NPC147066
0.7765 Intermediate Similarity NPC474955
0.7765 Intermediate Similarity NPC477372
0.7765 Intermediate Similarity NPC40228
0.7765 Intermediate Similarity NPC475665
0.7765 Intermediate Similarity NPC149237
0.7753 Intermediate Similarity NPC474845
0.7753 Intermediate Similarity NPC472302
0.7753 Intermediate Similarity NPC28227
0.7753 Intermediate Similarity NPC474677
0.7753 Intermediate Similarity NPC473229
0.7753 Intermediate Similarity NPC80335
0.7753 Intermediate Similarity NPC226863
0.7753 Intermediate Similarity NPC206060
0.7753 Intermediate Similarity NPC97884
0.7753 Intermediate Similarity NPC472220
0.7753 Intermediate Similarity NPC474474
0.775 Intermediate Similarity NPC72343
0.7742 Intermediate Similarity NPC29152
0.7742 Intermediate Similarity NPC58052
0.7742 Intermediate Similarity NPC325960
0.7742 Intermediate Similarity NPC319692
0.7742 Intermediate Similarity NPC111684
0.7738 Intermediate Similarity NPC327674
0.7738 Intermediate Similarity NPC283789
0.7738 Intermediate Similarity NPC231431
0.7738 Intermediate Similarity NPC158846
0.7738 Intermediate Similarity NPC199595
0.7738 Intermediate Similarity NPC16394
0.7732 Intermediate Similarity NPC472868
0.7727 Intermediate Similarity NPC9892
0.7727 Intermediate Similarity NPC155011
0.7727 Intermediate Similarity NPC10005
0.7727 Intermediate Similarity NPC186975
0.7727 Intermediate Similarity NPC324063
0.7727 Intermediate Similarity NPC91525
0.7727 Intermediate Similarity NPC329943
0.7717 Intermediate Similarity NPC84893
0.7711 Intermediate Similarity NPC471035
0.7711 Intermediate Similarity NPC316500
0.7711 Intermediate Similarity NPC212661
0.7711 Intermediate Similarity NPC61952
0.7701 Intermediate Similarity NPC329043
0.7701 Intermediate Similarity NPC320801
0.7701 Intermediate Similarity NPC100391
0.7701 Intermediate Similarity NPC96095
0.7701 Intermediate Similarity NPC214043
0.7701 Intermediate Similarity NPC85774
0.7701 Intermediate Similarity NPC58841
0.7701 Intermediate Similarity NPC164577
0.7701 Intermediate Similarity NPC161423
0.7701 Intermediate Similarity NPC227064
0.7701 Intermediate Similarity NPC321187
0.7701 Intermediate Similarity NPC476038
0.7701 Intermediate Similarity NPC194937
0.7701 Intermediate Similarity NPC237712
0.7692 Intermediate Similarity NPC474018
0.7692 Intermediate Similarity NPC473986
0.7692 Intermediate Similarity NPC4370
0.7692 Intermediate Similarity NPC290350
0.7684 Intermediate Similarity NPC475202
0.7684 Intermediate Similarity NPC35751
0.7684 Intermediate Similarity NPC475385
0.7684 Intermediate Similarity NPC470906
0.7684 Intermediate Similarity NPC201406
0.7684 Intermediate Similarity NPC475392
0.7683 Intermediate Similarity NPC476795
0.7674 Intermediate Similarity NPC240302
0.7674 Intermediate Similarity NPC186276
0.7674 Intermediate Similarity NPC302661
0.7674 Intermediate Similarity NPC238991
0.7667 Intermediate Similarity NPC305039
0.7667 Intermediate Similarity NPC119416
0.7667 Intermediate Similarity NPC251528
0.7667 Intermediate Similarity NPC184663
0.7667 Intermediate Similarity NPC262043
0.7667 Intermediate Similarity NPC474570
0.7667 Intermediate Similarity NPC5509
0.7667 Intermediate Similarity NPC285982
0.766 Intermediate Similarity NPC204054

  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 NPC142683 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
0.8372 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8353 Intermediate Similarity NPD7146 Approved
0.8353 Intermediate Similarity NPD7334 Approved
0.8353 Intermediate Similarity NPD6684 Approved
0.8353 Intermediate Similarity NPD7521 Approved
0.8353 Intermediate Similarity NPD5330 Approved
0.8353 Intermediate Similarity NPD6409 Approved
0.8313 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD5737 Approved
0.8161 Intermediate Similarity NPD6672 Approved
0.8161 Intermediate Similarity NPD6903 Approved
0.7753 Intermediate Similarity NPD5208 Approved
0.7701 Intermediate Similarity NPD3665 Phase 1
0.7701 Intermediate Similarity NPD3133 Approved
0.7701 Intermediate Similarity NPD3666 Approved
0.7667 Intermediate Similarity NPD6673 Approved
0.7667 Intermediate Similarity NPD6080 Approved
0.7667 Intermediate Similarity NPD6904 Approved
0.764 Intermediate Similarity NPD3573 Approved
0.7625 Intermediate Similarity NPD4691 Approved
0.7528 Intermediate Similarity NPD3618 Phase 1
0.7528 Intermediate Similarity NPD6098 Approved
0.7527 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7900 Approved
0.7527 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD4137 Phase 3
0.75 Intermediate Similarity NPD5693 Phase 1
0.7474 Intermediate Similarity NPD6084 Phase 2
0.7474 Intermediate Similarity NPD6083 Phase 2
0.7471 Intermediate Similarity NPD4223 Phase 3
0.7471 Intermediate Similarity NPD4221 Approved
0.7471 Intermediate Similarity NPD3667 Approved
0.7447 Intermediate Similarity NPD5695 Phase 3
0.7447 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD6399 Phase 3
0.7407 Intermediate Similarity NPD4747 Approved
0.7396 Intermediate Similarity NPD5696 Approved
0.7391 Intermediate Similarity NPD5692 Phase 3
0.7391 Intermediate Similarity NPD5207 Approved
0.7349 Intermediate Similarity NPD4058 Approved
0.734 Intermediate Similarity NPD6001 Approved
0.7312 Intermediate Similarity NPD5694 Approved
0.7312 Intermediate Similarity NPD6079 Approved
0.7312 Intermediate Similarity NPD6050 Approved
0.7303 Intermediate Similarity NPD3668 Phase 3
0.7303 Intermediate Similarity NPD4786 Approved
0.7303 Intermediate Similarity NPD4197 Approved
0.7292 Intermediate Similarity NPD7902 Approved
0.7283 Intermediate Similarity NPD5328 Approved
0.7283 Intermediate Similarity NPD4753 Phase 2
0.7241 Intermediate Similarity NPD4695 Discontinued
0.7222 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5329 Approved
0.7222 Intermediate Similarity NPD1694 Approved
0.7216 Intermediate Similarity NPD7638 Approved
0.7209 Intermediate Similarity NPD3617 Approved
0.7191 Intermediate Similarity NPD4788 Approved
0.7188 Intermediate Similarity NPD7732 Phase 3
0.7188 Intermediate Similarity NPD4697 Phase 3
0.7143 Intermediate Similarity NPD4519 Discontinued
0.7143 Intermediate Similarity NPD7640 Approved
0.7143 Intermediate Similarity NPD4690 Approved
0.7143 Intermediate Similarity NPD7639 Approved
0.7143 Intermediate Similarity NPD4689 Approved
0.7143 Intermediate Similarity NPD5279 Phase 3
0.7143 Intermediate Similarity NPD4693 Phase 3
0.7143 Intermediate Similarity NPD5205 Approved
0.7143 Intermediate Similarity NPD4138 Approved
0.7143 Intermediate Similarity NPD4688 Approved
0.7143 Intermediate Similarity NPD4623 Approved
0.7143 Intermediate Similarity NPD5690 Phase 2
0.7143 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5284 Approved
0.7128 Intermediate Similarity NPD5281 Approved
0.7097 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5210 Approved
0.7083 Intermediate Similarity NPD4629 Approved
0.7059 Intermediate Similarity NPD5697 Approved
0.7053 Intermediate Similarity NPD4202 Approved
0.701 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD5221 Approved
0.701 Intermediate Similarity NPD5222 Approved
0.699 Remote Similarity NPD6881 Approved
0.699 Remote Similarity NPD6011 Approved
0.699 Remote Similarity NPD6899 Approved
0.6961 Remote Similarity NPD5739 Approved
0.6961 Remote Similarity NPD6008 Approved
0.6961 Remote Similarity NPD7128 Approved
0.6961 Remote Similarity NPD6675 Approved
0.6961 Remote Similarity NPD6402 Approved
0.6957 Remote Similarity NPD5280 Approved
0.6957 Remote Similarity NPD4694 Approved
0.6951 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8034 Phase 2
0.6947 Remote Similarity NPD8035 Phase 2
0.6941 Remote Similarity NPD5733 Approved
0.6941 Remote Similarity NPD4687 Approved
0.6939 Remote Similarity NPD5173 Approved
0.6932 Remote Similarity NPD4195 Approved
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6907 Remote Similarity NPD5654 Approved
0.6905 Remote Similarity NPD5276 Approved
0.6905 Remote Similarity NPD5777 Approved
0.6893 Remote Similarity NPD5701 Approved
0.6857 Remote Similarity NPD6883 Approved
0.6857 Remote Similarity NPD7290 Approved
0.6857 Remote Similarity NPD7102 Approved
0.6837 Remote Similarity NPD7614 Phase 1
0.6827 Remote Similarity NPD7320 Approved
0.68 Remote Similarity NPD5285 Approved
0.68 Remote Similarity NPD4696 Approved
0.68 Remote Similarity NPD5286 Approved
0.68 Remote Similarity NPD6404 Discontinued
0.6792 Remote Similarity NPD6649 Approved
0.6792 Remote Similarity NPD6617 Approved
0.6792 Remote Similarity NPD6650 Approved
0.6792 Remote Similarity NPD6869 Approved
0.6792 Remote Similarity NPD8130 Phase 1
0.6792 Remote Similarity NPD6847 Approved
0.6768 Remote Similarity NPD5959 Approved
0.6768 Remote Similarity NPD4755 Approved
0.6765 Remote Similarity NPD6052 Approved
0.6762 Remote Similarity NPD6373 Approved
0.6762 Remote Similarity NPD6372 Approved
0.6737 Remote Similarity NPD6051 Approved
0.6733 Remote Similarity NPD5223 Approved
0.6731 Remote Similarity NPD6614 Approved
0.6729 Remote Similarity NPD8297 Approved
0.6729 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD7094 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD8039 Approved
0.6667 Remote Similarity NPD6858 Approved
0.6667 Remote Similarity NPD4632 Approved
0.6636 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6634 Remote Similarity NPD4700 Approved
0.6602 Remote Similarity NPD5175 Approved
0.6602 Remote Similarity NPD5174 Approved
0.6591 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6412 Phase 2
0.6552 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6274 Approved
0.6545 Remote Similarity NPD6868 Approved
0.6538 Remote Similarity NPD5141 Approved
0.6535 Remote Similarity NPD4225 Approved
0.6506 Remote Similarity NPD4224 Phase 2
0.6505 Remote Similarity NPD7632 Discontinued
0.65 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4096 Approved
0.6486 Remote Similarity NPD7115 Discovery
0.6486 Remote Similarity NPD6317 Approved
0.6486 Remote Similarity NPD6009 Approved
0.6484 Remote Similarity NPD7525 Registered
0.6477 Remote Similarity NPD3702 Approved
0.6477 Remote Similarity NPD7339 Approved
0.6477 Remote Similarity NPD6942 Approved
0.6452 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4754 Approved
0.6429 Remote Similarity NPD6335 Approved
0.6429 Remote Similarity NPD6313 Approved
0.6429 Remote Similarity NPD6314 Approved
0.6429 Remote Similarity NPD6411 Approved
0.6413 Remote Similarity NPD8028 Phase 2
0.6413 Remote Similarity NPD4692 Approved
0.6413 Remote Similarity NPD4139 Approved
0.6404 Remote Similarity NPD6117 Approved
0.6374 Remote Similarity NPD7645 Phase 2
0.6372 Remote Similarity NPD7100 Approved
0.6372 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD5133 Approved
0.6355 Remote Similarity NPD4730 Approved
0.6355 Remote Similarity NPD5128 Approved
0.6355 Remote Similarity NPD4729 Approved
0.6355 Remote Similarity NPD5168 Approved
0.6346 Remote Similarity NPD5091 Approved
0.6344 Remote Similarity NPD5209 Approved
0.6333 Remote Similarity NPD6116 Phase 1
0.6327 Remote Similarity NPD5785 Approved
0.6325 Remote Similarity NPD7507 Approved
0.6322 Remote Similarity NPD4243 Approved
0.6322 Remote Similarity NPD6081 Approved
0.6321 Remote Similarity NPD4767 Approved
0.6321 Remote Similarity NPD4768 Approved
0.6316 Remote Similarity NPD6319 Approved
0.6289 Remote Similarity NPD4518 Approved
0.6279 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6279 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6279 Remote Similarity NPD3698 Phase 2
0.6277 Remote Similarity NPD5362 Discontinued
0.6264 Remote Similarity NPD6115 Approved
0.6264 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6697 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