Structure

Physi-Chem Properties

Molecular Weight:  346.18
Volume:  347.736
LogP:  2.349
LogD:  1.365
LogS:  -3.299
# Rotatable Bonds:  1
TPSA:  94.06
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.626
Synthetic Accessibility Score:  6.452
Fsp3:  0.7
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.204
MDCK Permeability:  9.589727596903685e-06
Pgp-inhibitor:  0.001
Pgp-substrate:  0.985
Human Intestinal Absorption (HIA):  0.446
20% Bioavailability (F20%):  0.546
30% Bioavailability (F30%):  0.669

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.622
Plasma Protein Binding (PPB):  93.90349578857422%
Volume Distribution (VD):  1.244
Pgp-substrate:  5.8373541831970215%

ADMET: Metabolism

CYP1A2-inhibitor:  0.034
CYP1A2-substrate:  0.174
CYP2C19-inhibitor:  0.012
CYP2C19-substrate:  0.161
CYP2C9-inhibitor:  0.026
CYP2C9-substrate:  0.129
CYP2D6-inhibitor:  0.03
CYP2D6-substrate:  0.213
CYP3A4-inhibitor:  0.865
CYP3A4-substrate:  0.192

ADMET: Excretion

Clearance (CL):  6.232
Half-life (T1/2):  0.792

ADMET: Toxicity

hERG Blockers:  0.242
Human Hepatotoxicity (H-HT):  0.856
Drug-inuced Liver Injury (DILI):  0.124
AMES Toxicity:  0.533
Rat Oral Acute Toxicity:  0.991
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.774
Carcinogencity:  0.836
Eye Corrosion:  0.013
Eye Irritation:  0.043
Respiratory Toxicity:  0.966

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

  Natural Product: NPC472822

Natural Product ID:  NPC472822
Common Name*:   LRJJWHNBXAUSGE-HTCGWAMISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  LRJJWHNBXAUSGE-HTCGWAMISA-N
Standard InCHI:  InChI=1S/C20H26O5/c1-18-6-5-14-12(8-16(22)25-14)13(18)4-7-19-9-11(2-3-15(18)19)20(24,10-21)17(19)23/h5,8,11,13,15,17,21,23-24H,2-4,6-7,9-10H2,1H3/t11-,13-,15+,17-,18-,19-,20+/m1/s1
SMILES:  OC[C@]1(O)[C@@H]2CC[C@@H]3[C@]([C@H]1O)(C2)CC[C@H]1[C@@]3(C)CC=C2C1=CC(=O)O2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3586289
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*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
NPO32576 tricalysia fruticosa Species Rubiaceae Eukaryota Twigs n.a. n.a. PMID[26052978]

☑ 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 > 100000.0 nM PMID[569851]
NPT113 Cell Line RAW264.7 Mus musculus Survival > 90.0 % PMID[569851]

☑ 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 NPC472822 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
0.9592 High Similarity NPC200861
0.9479 High Similarity NPC181147
0.8922 High Similarity NPC472818
0.8835 High Similarity NPC472820
0.8824 High Similarity NPC472819
0.8788 High Similarity NPC231751
0.8738 High Similarity NPC186668
0.8725 High Similarity NPC472821
0.8544 High Similarity NPC187302
0.8544 High Similarity NPC10232
0.8544 High Similarity NPC97487
0.8544 High Similarity NPC196471
0.8544 High Similarity NPC189588
0.8529 High Similarity NPC222875
0.8529 High Similarity NPC295110
0.8529 High Similarity NPC247701
0.8529 High Similarity NPC25177
0.8529 High Similarity NPC268829
0.8431 Intermediate Similarity NPC472826
0.8396 Intermediate Similarity NPC472825
0.8396 Intermediate Similarity NPC137462
0.8396 Intermediate Similarity NPC304276
0.8381 Intermediate Similarity NPC119855
0.8381 Intermediate Similarity NPC220217
0.8365 Intermediate Similarity NPC160583
0.8333 Intermediate Similarity NPC278673
0.8304 Intermediate Similarity NPC278681
0.8288 Intermediate Similarity NPC185287
0.8257 Intermediate Similarity NPC44537
0.8241 Intermediate Similarity NPC12795
0.8241 Intermediate Similarity NPC103491
0.823 Intermediate Similarity NPC112936
0.8214 Intermediate Similarity NPC16701
0.8208 Intermediate Similarity NPC471206
0.819 Intermediate Similarity NPC171014
0.8182 Intermediate Similarity NPC171126
0.8148 Intermediate Similarity NPC475030
0.8148 Intermediate Similarity NPC75389
0.8142 Intermediate Similarity NPC213761
0.8142 Intermediate Similarity NPC35171
0.8131 Intermediate Similarity NPC79298
0.8131 Intermediate Similarity NPC43063
0.8125 Intermediate Similarity NPC157380
0.8125 Intermediate Similarity NPC203862
0.8108 Intermediate Similarity NPC69576
0.8108 Intermediate Similarity NPC471633
0.8108 Intermediate Similarity NPC106446
0.8108 Intermediate Similarity NPC84949
0.8108 Intermediate Similarity NPC31354
0.81 Intermediate Similarity NPC234335
0.8058 Intermediate Similarity NPC210337
0.8056 Intermediate Similarity NPC275060
0.8056 Intermediate Similarity NPC50124
0.8037 Intermediate Similarity NPC295843
0.8036 Intermediate Similarity NPC310341
0.8036 Intermediate Similarity NPC99620
0.8036 Intermediate Similarity NPC193382
0.8036 Intermediate Similarity NPC199428
0.8036 Intermediate Similarity NPC5311
0.8018 Intermediate Similarity NPC154815
0.8 Intermediate Similarity NPC183603
0.8 Intermediate Similarity NPC475617
0.8 Intermediate Similarity NPC11974
0.7965 Intermediate Similarity NPC471353
0.7965 Intermediate Similarity NPC471355
0.7965 Intermediate Similarity NPC158344
0.7965 Intermediate Similarity NPC34390
0.7965 Intermediate Similarity NPC196429
0.7965 Intermediate Similarity NPC474418
0.7965 Intermediate Similarity NPC471351
0.7965 Intermediate Similarity NPC27507
0.7965 Intermediate Similarity NPC142066
0.7965 Intermediate Similarity NPC77319
0.7965 Intermediate Similarity NPC473852
0.7965 Intermediate Similarity NPC471354
0.7965 Intermediate Similarity NPC243196
0.7965 Intermediate Similarity NPC309034
0.7965 Intermediate Similarity NPC84987
0.7965 Intermediate Similarity NPC93883
0.7965 Intermediate Similarity NPC244402
0.7965 Intermediate Similarity NPC157376
0.7965 Intermediate Similarity NPC99728
0.7965 Intermediate Similarity NPC87250
0.7965 Intermediate Similarity NPC152615
0.7965 Intermediate Similarity NPC50305
0.7965 Intermediate Similarity NPC290693
0.7963 Intermediate Similarity NPC475074
0.7961 Intermediate Similarity NPC88009
0.7928 Intermediate Similarity NPC247760
0.7925 Intermediate Similarity NPC11956
0.7925 Intermediate Similarity NPC472815
0.7913 Intermediate Similarity NPC257610
0.7909 Intermediate Similarity NPC181298
0.7905 Intermediate Similarity NPC230546
0.7905 Intermediate Similarity NPC473510
0.7905 Intermediate Similarity NPC38855
0.7905 Intermediate Similarity NPC79631
0.7895 Intermediate Similarity NPC83287
0.7895 Intermediate Similarity NPC218093
0.7881 Intermediate Similarity NPC179261
0.7876 Intermediate Similarity NPC196931
0.787 Intermediate Similarity NPC265502
0.787 Intermediate Similarity NPC29389
0.787 Intermediate Similarity NPC469960
0.787 Intermediate Similarity NPC34768
0.787 Intermediate Similarity NPC93026
0.7864 Intermediate Similarity NPC329435
0.7864 Intermediate Similarity NPC240838
0.7864 Intermediate Similarity NPC276110
0.785 Intermediate Similarity NPC45897
0.785 Intermediate Similarity NPC474124
0.785 Intermediate Similarity NPC23584
0.785 Intermediate Similarity NPC112009
0.785 Intermediate Similarity NPC473523
0.7843 Intermediate Similarity NPC98193
0.7843 Intermediate Similarity NPC472954
0.7838 Intermediate Similarity NPC71680
0.7835 Intermediate Similarity NPC311070
0.7826 Intermediate Similarity NPC268326
0.7826 Intermediate Similarity NPC30483
0.7826 Intermediate Similarity NPC291820
0.7826 Intermediate Similarity NPC153085
0.7826 Intermediate Similarity NPC219656
0.7826 Intermediate Similarity NPC55532
0.7826 Intermediate Similarity NPC81222
0.7826 Intermediate Similarity NPC236973
0.7826 Intermediate Similarity NPC470897
0.7826 Intermediate Similarity NPC29639
0.7826 Intermediate Similarity NPC304260
0.7826 Intermediate Similarity NPC32177
0.7826 Intermediate Similarity NPC329905
0.7826 Intermediate Similarity NPC44899
0.7826 Intermediate Similarity NPC469756
0.7826 Intermediate Similarity NPC5883
0.7826 Intermediate Similarity NPC292467
0.7822 Intermediate Similarity NPC280149
0.7822 Intermediate Similarity NPC221111
0.7818 Intermediate Similarity NPC10064
0.7818 Intermediate Similarity NPC475274
0.7818 Intermediate Similarity NPC170221
0.781 Intermediate Similarity NPC65700
0.7798 Intermediate Similarity NPC472263
0.7798 Intermediate Similarity NPC108682
0.7798 Intermediate Similarity NPC179380
0.7798 Intermediate Similarity NPC469959
0.7798 Intermediate Similarity NPC469957
0.7798 Intermediate Similarity NPC475781
0.7798 Intermediate Similarity NPC302788
0.7788 Intermediate Similarity NPC16967
0.7778 Intermediate Similarity NPC471219
0.7778 Intermediate Similarity NPC131813
0.7778 Intermediate Similarity NPC121099
0.7778 Intermediate Similarity NPC473543
0.7768 Intermediate Similarity NPC470063
0.7768 Intermediate Similarity NPC126691
0.7767 Intermediate Similarity NPC469491
0.7767 Intermediate Similarity NPC105490
0.7767 Intermediate Similarity NPC201725
0.7767 Intermediate Similarity NPC191521
0.7759 Intermediate Similarity NPC114939
0.7759 Intermediate Similarity NPC145074
0.7759 Intermediate Similarity NPC72260
0.7759 Intermediate Similarity NPC475556
0.7759 Intermediate Similarity NPC475136
0.7759 Intermediate Similarity NPC474466
0.7759 Intermediate Similarity NPC475629
0.7759 Intermediate Similarity NPC107607
0.7759 Intermediate Similarity NPC41123
0.7757 Intermediate Similarity NPC475344
0.7757 Intermediate Similarity NPC476471
0.7748 Intermediate Similarity NPC6206
0.7748 Intermediate Similarity NPC16270
0.7748 Intermediate Similarity NPC15551
0.7748 Intermediate Similarity NPC177047
0.7745 Intermediate Similarity NPC2882
0.7739 Intermediate Similarity NPC146786
0.7736 Intermediate Similarity NPC227865
0.7736 Intermediate Similarity NPC251680
0.7731 Intermediate Similarity NPC159499
0.7723 Intermediate Similarity NPC470734
0.7723 Intermediate Similarity NPC473647
0.7719 Intermediate Similarity NPC72772
0.7719 Intermediate Similarity NPC469794
0.7714 Intermediate Similarity NPC51499
0.7714 Intermediate Similarity NPC475032
0.7714 Intermediate Similarity NPC347923
0.7714 Intermediate Similarity NPC99726
0.7714 Intermediate Similarity NPC477718
0.7714 Intermediate Similarity NPC477719
0.7714 Intermediate Similarity NPC476057
0.7714 Intermediate Similarity NPC475033
0.7714 Intermediate Similarity NPC182811
0.7712 Intermediate Similarity NPC473979
0.7706 Intermediate Similarity NPC81630
0.7706 Intermediate Similarity NPC266570
0.7699 Intermediate Similarity NPC241977
0.7692 Intermediate Similarity NPC475419
0.7692 Intermediate Similarity NPC40749
0.7692 Intermediate Similarity NPC314535
0.7692 Intermediate Similarity NPC233500

  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 NPC472822 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
0.8158 Intermediate Similarity NPD7503 Approved
0.7895 Intermediate Similarity NPD7327 Approved
0.7895 Intermediate Similarity NPD7328 Approved
0.7826 Intermediate Similarity NPD7516 Approved
0.781 Intermediate Similarity NPD7638 Approved
0.7759 Intermediate Similarity NPD8294 Approved
0.7759 Intermediate Similarity NPD8377 Approved
0.7736 Intermediate Similarity NPD7639 Approved
0.7736 Intermediate Similarity NPD7640 Approved
0.7723 Intermediate Similarity NPD6051 Approved
0.7692 Intermediate Similarity NPD8033 Approved
0.7692 Intermediate Similarity NPD8379 Approved
0.7692 Intermediate Similarity NPD8378 Approved
0.7692 Intermediate Similarity NPD8335 Approved
0.7692 Intermediate Similarity NPD8296 Approved
0.7692 Intermediate Similarity NPD8380 Approved
0.7611 Intermediate Similarity NPD6053 Discontinued
0.7547 Intermediate Similarity NPD6083 Phase 2
0.7547 Intermediate Similarity NPD6084 Phase 2
0.7438 Intermediate Similarity NPD7507 Approved
0.7358 Intermediate Similarity NPD5695 Phase 3
0.7353 Intermediate Similarity NPD7524 Approved
0.7315 Intermediate Similarity NPD5696 Approved
0.73 Intermediate Similarity NPD6695 Phase 3
0.7258 Intermediate Similarity NPD7319 Approved
0.7257 Intermediate Similarity NPD7320 Approved
0.7257 Intermediate Similarity NPD6686 Approved
0.7238 Intermediate Similarity NPD5693 Phase 1
0.7238 Intermediate Similarity NPD7637 Suspended
0.7232 Intermediate Similarity NPD5739 Approved
0.7232 Intermediate Similarity NPD7128 Approved
0.7232 Intermediate Similarity NPD6675 Approved
0.7232 Intermediate Similarity NPD6402 Approved
0.7228 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD4753 Phase 2
0.7203 Intermediate Similarity NPD7115 Discovery
0.7193 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD5701 Approved
0.7168 Intermediate Similarity NPD5697 Approved
0.7168 Intermediate Similarity NPD6412 Phase 2
0.7167 Intermediate Similarity NPD6319 Approved
0.7156 Intermediate Similarity NPD4225 Approved
0.7117 Intermediate Similarity NPD7632 Discontinued
0.7115 Intermediate Similarity NPD6903 Approved
0.7105 Intermediate Similarity NPD6881 Approved
0.7105 Intermediate Similarity NPD6899 Approved
0.7094 Intermediate Similarity NPD4632 Approved
0.7087 Intermediate Similarity NPD7146 Approved
0.7087 Intermediate Similarity NPD5330 Approved
0.7087 Intermediate Similarity NPD6409 Approved
0.7087 Intermediate Similarity NPD7334 Approved
0.7087 Intermediate Similarity NPD6684 Approved
0.7087 Intermediate Similarity NPD7521 Approved
0.7075 Intermediate Similarity NPD5281 Approved
0.7075 Intermediate Similarity NPD5284 Approved
0.7071 Intermediate Similarity NPD4195 Approved
0.7059 Intermediate Similarity NPD3666 Approved
0.7059 Intermediate Similarity NPD3133 Approved
0.7059 Intermediate Similarity NPD3665 Phase 1
0.7043 Intermediate Similarity NPD6372 Approved
0.7043 Intermediate Similarity NPD6014 Approved
0.7043 Intermediate Similarity NPD6013 Approved
0.7043 Intermediate Similarity NPD6012 Approved
0.7043 Intermediate Similarity NPD6373 Approved
0.7019 Intermediate Similarity NPD7750 Discontinued
0.7009 Intermediate Similarity NPD8297 Approved
0.7 Intermediate Similarity NPD6931 Approved
0.7 Intermediate Similarity NPD6930 Phase 2
0.6983 Remote Similarity NPD4634 Approved
0.6983 Remote Similarity NPD7290 Approved
0.6983 Remote Similarity NPD6883 Approved
0.6983 Remote Similarity NPD7102 Approved
0.6981 Remote Similarity NPD5692 Phase 3
0.6981 Remote Similarity NPD5207 Approved
0.6957 Remote Similarity NPD6011 Approved
0.6952 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6939 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6939 Remote Similarity NPD6933 Approved
0.6935 Remote Similarity NPD7492 Approved
0.693 Remote Similarity NPD6008 Approved
0.6923 Remote Similarity NPD6869 Approved
0.6923 Remote Similarity NPD6649 Approved
0.6923 Remote Similarity NPD6847 Approved
0.6923 Remote Similarity NPD8130 Phase 1
0.6923 Remote Similarity NPD6617 Approved
0.6923 Remote Similarity NPD6650 Approved
0.6916 Remote Similarity NPD5694 Approved
0.6916 Remote Similarity NPD6050 Approved
0.6909 Remote Similarity NPD4755 Approved
0.69 Remote Similarity NPD6929 Approved
0.6887 Remote Similarity NPD6904 Approved
0.6887 Remote Similarity NPD6080 Approved
0.6887 Remote Similarity NPD6673 Approved
0.6885 Remote Similarity NPD6054 Approved
0.6885 Remote Similarity NPD6059 Approved
0.6881 Remote Similarity NPD4629 Approved
0.6881 Remote Similarity NPD5210 Approved
0.6881 Remote Similarity NPD6356 Clinical (unspecified phase)
0.688 Remote Similarity NPD6616 Approved
0.6864 Remote Similarity NPD6882 Approved
0.6863 Remote Similarity NPD4221 Approved
0.6863 Remote Similarity NPD4223 Phase 3
0.6863 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6852 Remote Similarity NPD6399 Phase 3
0.6852 Remote Similarity NPD4202 Approved
0.6838 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7514 Phase 3
0.6829 Remote Similarity NPD6016 Approved
0.6829 Remote Similarity NPD6015 Approved
0.6825 Remote Similarity NPD8293 Discontinued
0.6825 Remote Similarity NPD7078 Approved
0.6814 Remote Similarity NPD5211 Phase 2
0.6792 Remote Similarity NPD5208 Approved
0.6792 Remote Similarity NPD6672 Approved
0.6792 Remote Similarity NPD5737 Approved
0.6786 Remote Similarity NPD4700 Approved
0.6786 Remote Similarity NPD4696 Approved
0.6786 Remote Similarity NPD5285 Approved
0.6786 Remote Similarity NPD5286 Approved
0.678 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6009 Approved
0.6774 Remote Similarity NPD5988 Approved
0.6774 Remote Similarity NPD6370 Approved
0.6772 Remote Similarity NPD7736 Approved
0.6762 Remote Similarity NPD5280 Approved
0.6762 Remote Similarity NPD5279 Phase 3
0.6762 Remote Similarity NPD4694 Approved
0.6759 Remote Similarity NPD7087 Discontinued
0.6735 Remote Similarity NPD6926 Approved
0.6735 Remote Similarity NPD6924 Approved
0.6731 Remote Similarity NPD4197 Approved
0.6731 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6726 Remote Similarity NPD4159 Approved
0.6701 Remote Similarity NPD4243 Approved
0.67 Remote Similarity NPD6925 Approved
0.67 Remote Similarity NPD6932 Approved
0.67 Remote Similarity NPD5776 Phase 2
0.6696 Remote Similarity NPD5141 Approved
0.6694 Remote Similarity NPD5983 Phase 2
0.6694 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD6893 Approved
0.6667 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD5329 Approved
0.6636 Remote Similarity NPD6001 Approved
0.6634 Remote Similarity NPD7145 Approved
0.6609 Remote Similarity NPD5175 Approved
0.6609 Remote Similarity NPD5174 Approved
0.6604 Remote Similarity NPD4693 Phase 3
0.6604 Remote Similarity NPD4138 Approved
0.6604 Remote Similarity NPD4249 Approved
0.6604 Remote Similarity NPD4688 Approved
0.6604 Remote Similarity NPD4689 Approved
0.6604 Remote Similarity NPD3618 Phase 1
0.6604 Remote Similarity NPD6098 Approved
0.6604 Remote Similarity NPD5205 Approved
0.6604 Remote Similarity NPD4690 Approved
0.6602 Remote Similarity NPD6902 Approved
0.6587 Remote Similarity NPD7604 Phase 2
0.6581 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6579 Remote Similarity NPD5223 Approved
0.6579 Remote Similarity NPD5344 Discontinued
0.6577 Remote Similarity NPD5654 Approved
0.6574 Remote Similarity NPD5328 Approved
0.6571 Remote Similarity NPD4786 Approved
0.6569 Remote Similarity NPD6683 Phase 2
0.6566 Remote Similarity NPD4785 Approved
0.6566 Remote Similarity NPD4784 Approved
0.6555 Remote Similarity NPD6371 Approved
0.6542 Remote Similarity NPD4251 Approved
0.6542 Remote Similarity NPD4250 Approved
0.6538 Remote Similarity NPD3667 Approved
0.6532 Remote Similarity NPD7100 Approved
0.6532 Remote Similarity NPD4522 Approved
0.6532 Remote Similarity NPD7101 Approved
0.6529 Remote Similarity NPD8133 Approved
0.6504 Remote Similarity NPD6317 Approved
0.65 Remote Similarity NPD4190 Phase 3
0.65 Remote Similarity NPD5275 Approved
0.6496 Remote Similarity NPD4768 Approved
0.6496 Remote Similarity NPD4767 Approved
0.6491 Remote Similarity NPD6648 Approved
0.6486 Remote Similarity NPD7748 Approved
0.6484 Remote Similarity NPD6336 Discontinued
0.6476 Remote Similarity NPD4788 Approved
0.6466 Remote Similarity NPD4754 Approved
0.646 Remote Similarity NPD5959 Approved
0.6455 Remote Similarity NPD7515 Phase 2
0.6455 Remote Similarity NPD6079 Approved
0.6452 Remote Similarity NPD6335 Approved
0.6452 Remote Similarity NPD6314 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