Structure

Physi-Chem Properties

Molecular Weight:  310.23
Volume:  364.927
LogP:  7.354
LogD:  4.697
LogS:  -5.859
# Rotatable Bonds:  11
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.483
Synthetic Accessibility Score:  1.723
Fsp3:  0.455
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.896
MDCK Permeability:  9.433633749722503e-06
Pgp-inhibitor:  0.858
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.989
30% Bioavailability (F30%):  0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.115
Plasma Protein Binding (PPB):  98.92688751220703%
Volume Distribution (VD):  1.491
Pgp-substrate:  0.31539642810821533%

ADMET: Metabolism

CYP1A2-inhibitor:  0.756
CYP1A2-substrate:  0.195
CYP2C19-inhibitor:  0.839
CYP2C19-substrate:  0.053
CYP2C9-inhibitor:  0.357
CYP2C9-substrate:  0.821
CYP2D6-inhibitor:  0.655
CYP2D6-substrate:  0.109
CYP3A4-inhibitor:  0.599
CYP3A4-substrate:  0.161

ADMET: Excretion

Clearance (CL):  7.444
Half-life (T1/2):  0.325

ADMET: Toxicity

hERG Blockers:  0.329
Human Hepatotoxicity (H-HT):  0.041
Drug-inuced Liver Injury (DILI):  0.027
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.032
Maximum Recommended Daily Dose:  0.333
Skin Sensitization:  0.964
Carcinogencity:  0.064
Eye Corrosion:  0.939
Eye Irritation:  0.988
Respiratory Toxicity:  0.319

Download Data

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

  Natural Product: NPC76938

Natural Product ID:  NPC76938
Common Name*:   3-(10-Phenyldecyl)Phenol
IUPAC Name:   3-(10-phenyldecyl)phenol
Synonyms:  
Standard InCHIKey:  RZNASAROZKRKEJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H30O/c23-22-18-12-17-21(19-22)16-9-6-4-2-1-3-5-8-13-20-14-10-7-11-15-20/h7,10-12,14-15,17-19,23H,1-6,8-9,13,16H2
SMILES:  Oc1cccc(c1)CCCCCCCCCCc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL477541
PubChem CID:   44575633
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0004647] 1-hydroxy-4-unsubstituted benzenoids

*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
NPO11253 Knema glomerata Species Myristicaceae Eukaryota n.a. n.a. n.a. PMID[8201311]
NPO11253 Knema glomerata Species Myristicaceae 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 ED50 = 35.01 ug ml-1 PMID[559766]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 7.76 ug ml-1 PMID[559766]
NPT139 Cell Line HT-29 Homo sapiens ED50 = 28.59 ug ml-1 PMID[559766]
NPT140 Organism Artemia Artemia LC50 = 0.45 ug.mL-1 PMID[559766]
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens T/C = 54.0 % PMID[559766]

☑ 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 NPC76938 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
0.9888 High Similarity NPC32714
0.9659 High Similarity NPC192
0.9462 High Similarity NPC294741
0.9451 High Similarity NPC274678
0.9444 High Similarity NPC147284
0.9444 High Similarity NPC94139
0.9444 High Similarity NPC210497
0.9444 High Similarity NPC306884
0.9444 High Similarity NPC3358
0.9444 High Similarity NPC162314
0.9341 High Similarity NPC151715
0.9239 High Similarity NPC26244
0.9213 High Similarity NPC27974
0.9167 High Similarity NPC241891
0.9167 High Similarity NPC323810
0.914 High Similarity NPC292730
0.914 High Similarity NPC216520
0.914 High Similarity NPC82664
0.914 High Similarity NPC132271
0.914 High Similarity NPC473388
0.9121 High Similarity NPC45040
0.9072 High Similarity NPC134829
0.9043 High Similarity NPC156313
0.9043 High Similarity NPC32674
0.9043 High Similarity NPC225464
0.9022 High Similarity NPC55903
0.9022 High Similarity NPC271440
0.898 High Similarity NPC39097
0.898 High Similarity NPC302681
0.898 High Similarity NPC39664
0.898 High Similarity NPC470700
0.898 High Similarity NPC118286
0.898 High Similarity NPC109691
0.8958 High Similarity NPC100340
0.8958 High Similarity NPC12221
0.8958 High Similarity NPC143659
0.8947 High Similarity NPC51333
0.8947 High Similarity NPC78119
0.8947 High Similarity NPC92730
0.8947 High Similarity NPC216468
0.8947 High Similarity NPC132078
0.8925 High Similarity NPC128062
0.8901 High Similarity NPC177420
0.8901 High Similarity NPC318325
0.8901 High Similarity NPC280347
0.8901 High Similarity NPC242240
0.8901 High Similarity NPC123273
0.8889 High Similarity NPC54844
0.8878 High Similarity NPC246056
0.8876 High Similarity NPC150837
0.8866 High Similarity NPC168829
0.8854 High Similarity NPC248396
0.8854 High Similarity NPC48730
0.8854 High Similarity NPC10588
0.8854 High Similarity NPC213730
0.8854 High Similarity NPC129373
0.8842 High Similarity NPC79241
0.8842 High Similarity NPC6597
0.8842 High Similarity NPC474073
0.8842 High Similarity NPC152097
0.883 High Similarity NPC222146
0.8804 High Similarity NPC55561
0.88 High Similarity NPC11554
0.8791 High Similarity NPC19680
0.8791 High Similarity NPC113460
0.8791 High Similarity NPC25493
0.8778 High Similarity NPC155393
0.8776 High Similarity NPC288411
0.8776 High Similarity NPC327811
0.8776 High Similarity NPC471511
0.8776 High Similarity NPC30506
0.8776 High Similarity NPC254965
0.8776 High Similarity NPC102216
0.8763 High Similarity NPC91461
0.8763 High Similarity NPC252105
0.8763 High Similarity NPC284011
0.8763 High Similarity NPC40258
0.8763 High Similarity NPC7686
0.8763 High Similarity NPC72947
0.875 High Similarity NPC260775
0.875 High Similarity NPC299762
0.875 High Similarity NPC33675
0.8737 High Similarity NPC312132
0.8737 High Similarity NPC259512
0.8723 High Similarity NPC152415
0.8723 High Similarity NPC27323
0.8723 High Similarity NPC245187
0.8723 High Similarity NPC316301
0.8713 High Similarity NPC33728
0.8713 High Similarity NPC254833
0.8713 High Similarity NPC19808
0.8713 High Similarity NPC228343
0.8713 High Similarity NPC62258
0.8713 High Similarity NPC55617
0.871 High Similarity NPC304541
0.871 High Similarity NPC231150
0.87 High Similarity NPC320439
0.8696 High Similarity NPC258219
0.8687 High Similarity NPC138942
0.8687 High Similarity NPC239291
0.8687 High Similarity NPC117115
0.8681 High Similarity NPC407
0.8681 High Similarity NPC23167
0.8681 High Similarity NPC307235
0.8673 High Similarity NPC108497
0.8673 High Similarity NPC249828
0.8673 High Similarity NPC94351
0.8673 High Similarity NPC146798
0.8673 High Similarity NPC222522
0.8673 High Similarity NPC53051
0.8673 High Similarity NPC168393
0.8673 High Similarity NPC71002
0.8673 High Similarity NPC242342
0.8673 High Similarity NPC24404
0.8673 High Similarity NPC168303
0.8673 High Similarity NPC106396
0.8673 High Similarity NPC233827
0.8673 High Similarity NPC313030
0.8673 High Similarity NPC85479
0.8673 High Similarity NPC302219
0.8667 High Similarity NPC175313
0.866 High Similarity NPC166761
0.866 High Similarity NPC130756
0.866 High Similarity NPC12931
0.866 High Similarity NPC72729
0.866 High Similarity NPC70677
0.8646 High Similarity NPC475078
0.8646 High Similarity NPC291789
0.8627 High Similarity NPC147634
0.8627 High Similarity NPC120982
0.8627 High Similarity NPC174096
0.8627 High Similarity NPC79793
0.8627 High Similarity NPC226401
0.8614 High Similarity NPC75440
0.8614 High Similarity NPC174981
0.8602 High Similarity NPC312304
0.86 High Similarity NPC54765
0.86 High Similarity NPC271274
0.86 High Similarity NPC155072
0.8586 High Similarity NPC120693
0.8586 High Similarity NPC238696
0.8586 High Similarity NPC8931
0.8586 High Similarity NPC261573
0.8571 High Similarity NPC192032
0.8571 High Similarity NPC24407
0.8571 High Similarity NPC51015
0.8571 High Similarity NPC137415
0.8571 High Similarity NPC477685
0.8571 High Similarity NPC166313
0.8571 High Similarity NPC294186
0.8571 High Similarity NPC197783
0.8571 High Similarity NPC147310
0.8571 High Similarity NPC11280
0.8556 High Similarity NPC265146
0.8544 High Similarity NPC224527
0.8544 High Similarity NPC225679
0.8544 High Similarity NPC476632
0.8544 High Similarity NPC257430
0.8544 High Similarity NPC95716
0.8544 High Similarity NPC179002
0.8544 High Similarity NPC165770
0.8544 High Similarity NPC4493
0.8544 High Similarity NPC187583
0.8542 High Similarity NPC202986
0.8529 High Similarity NPC58865
0.8515 High Similarity NPC151477
0.8511 High Similarity NPC306074
0.8511 High Similarity NPC155908
0.85 High Similarity NPC154899
0.85 High Similarity NPC233396
0.85 High Similarity NPC474839
0.85 High Similarity NPC47284
0.8495 Intermediate Similarity NPC98772
0.8485 Intermediate Similarity NPC135784
0.8485 Intermediate Similarity NPC196479
0.8485 Intermediate Similarity NPC471228
0.8485 Intermediate Similarity NPC235762
0.8478 Intermediate Similarity NPC184169
0.8469 Intermediate Similarity NPC248573
0.8469 Intermediate Similarity NPC275053
0.8469 Intermediate Similarity NPC225506
0.8469 Intermediate Similarity NPC161571
0.8469 Intermediate Similarity NPC223393
0.8469 Intermediate Similarity NPC174911
0.8469 Intermediate Similarity NPC211885
0.8462 Intermediate Similarity NPC286904
0.8462 Intermediate Similarity NPC43525
0.8462 Intermediate Similarity NPC46940
0.8462 Intermediate Similarity NPC248817
0.8462 Intermediate Similarity NPC166995
0.8454 Intermediate Similarity NPC109955
0.8454 Intermediate Similarity NPC201967
0.8454 Intermediate Similarity NPC77492
0.8447 Intermediate Similarity NPC13482
0.8431 Intermediate Similarity NPC262365
0.8431 Intermediate Similarity NPC95344
0.8431 Intermediate Similarity NPC146096
0.8421 Intermediate Similarity NPC29373
0.8416 Intermediate Similarity NPC53740
0.8416 Intermediate Similarity NPC113457

  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 NPC76938 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
0.9239 High Similarity NPD2860 Approved
0.9239 High Similarity NPD2859 Approved
0.9149 High Similarity NPD3020 Approved
0.913 High Similarity NPD2933 Approved
0.913 High Similarity NPD2934 Approved
0.9032 High Similarity NPD844 Approved
0.8737 High Similarity NPD288 Approved
0.8723 High Similarity NPD1432 Clinical (unspecified phase)
0.8713 High Similarity NPD3021 Approved
0.8713 High Similarity NPD3022 Approved
0.8515 High Similarity NPD2342 Discontinued
0.8469 Intermediate Similarity NPD1242 Phase 1
0.8469 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD845 Approved
0.8352 Intermediate Similarity NPD111 Approved
0.835 Intermediate Similarity NPD1792 Phase 2
0.8286 Intermediate Similarity NPD7635 Approved
0.8235 Intermediate Similarity NPD1445 Approved
0.8235 Intermediate Similarity NPD1444 Approved
0.8173 Intermediate Similarity NPD4750 Phase 3
0.8061 Intermediate Similarity NPD1809 Phase 2
0.802 Intermediate Similarity NPD846 Approved
0.802 Intermediate Similarity NPD940 Approved
0.7928 Intermediate Similarity NPD4093 Discontinued
0.7921 Intermediate Similarity NPD3028 Approved
0.789 Intermediate Similarity NPD6671 Approved
0.787 Intermediate Similarity NPD2228 Approved
0.787 Intermediate Similarity NPD2229 Approved
0.787 Intermediate Similarity NPD2234 Approved
0.7838 Intermediate Similarity NPD3091 Approved
0.7767 Intermediate Similarity NPD9500 Approved
0.7727 Intermediate Similarity NPD9087 Approved
0.7714 Intermediate Similarity NPD968 Approved
0.7699 Intermediate Similarity NPD2286 Discontinued
0.7699 Intermediate Similarity NPD3019 Approved
0.7699 Intermediate Similarity NPD2932 Approved
0.7699 Intermediate Similarity NPD4059 Approved
0.7679 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD1793 Approved
0.7636 Intermediate Similarity NPD1791 Approved
0.7586 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD3092 Approved
0.7565 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD5283 Phase 1
0.7544 Intermediate Similarity NPD1751 Approved
0.7544 Intermediate Similarity NPD4589 Approved
0.7524 Intermediate Similarity NPD9610 Approved
0.7524 Intermediate Similarity NPD9608 Approved
0.7523 Intermediate Similarity NPD228 Approved
0.7522 Intermediate Similarity NPD5304 Approved
0.7522 Intermediate Similarity NPD5303 Approved
0.7478 Intermediate Similarity NPD1981 Approved
0.7478 Intermediate Similarity NPD1980 Approved
0.7478 Intermediate Similarity NPD1983 Approved
0.7477 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD9294 Approved
0.7458 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD9379 Approved
0.7455 Intermediate Similarity NPD9377 Approved
0.7429 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD1201 Approved
0.7395 Intermediate Similarity NPD6584 Phase 3
0.7391 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD9088 Approved
0.7391 Intermediate Similarity NPD3095 Discontinued
0.7379 Intermediate Similarity NPD9273 Approved
0.7373 Intermediate Similarity NPD5310 Approved
0.7373 Intermediate Similarity NPD5311 Approved
0.735 Intermediate Similarity NPD2233 Approved
0.735 Intermediate Similarity NPD2232 Approved
0.735 Intermediate Similarity NPD2230 Approved
0.7345 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5451 Approved
0.7333 Intermediate Similarity NPD2861 Phase 2
0.7321 Intermediate Similarity NPD497 Approved
0.7321 Intermediate Similarity NPD9618 Approved
0.7321 Intermediate Similarity NPD9614 Approved
0.7311 Intermediate Similarity NPD3053 Approved
0.7311 Intermediate Similarity NPD3055 Approved
0.7311 Intermediate Similarity NPD3094 Phase 2
0.7264 Intermediate Similarity NPD4658 Approved
0.7264 Intermediate Similarity NPD4656 Approved
0.7257 Intermediate Similarity NPD709 Approved
0.725 Intermediate Similarity NPD2194 Approved
0.725 Intermediate Similarity NPD2195 Approved
0.7248 Intermediate Similarity NPD2684 Approved
0.7238 Intermediate Similarity NPD1616 Discontinued
0.7232 Intermediate Similarity NPD496 Approved
0.7232 Intermediate Similarity NPD495 Approved
0.7232 Intermediate Similarity NPD498 Approved
0.7217 Intermediate Similarity NPD7330 Discontinued
0.7213 Intermediate Similarity NPD3027 Phase 3
0.7213 Intermediate Similarity NPD5156 Approved
0.7213 Intermediate Similarity NPD4625 Phase 3
0.7213 Intermediate Similarity NPD5155 Approved
0.7207 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD2235 Phase 2
0.7203 Intermediate Similarity NPD2231 Phase 2
0.7193 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD3635 Approved
0.719 Intermediate Similarity NPD5736 Approved
0.719 Intermediate Similarity NPD3636 Approved
0.719 Intermediate Similarity NPD3637 Approved
0.7182 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4818 Approved
0.717 Intermediate Similarity NPD4817 Approved
0.7167 Intermediate Similarity NPD1470 Approved
0.7154 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4659 Approved
0.7143 Intermediate Similarity NPD6583 Phase 3
0.7143 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5535 Approved
0.7143 Intermediate Similarity NPD1755 Approved
0.7143 Intermediate Similarity NPD4749 Approved
0.7143 Intermediate Similarity NPD6582 Phase 2
0.7131 Intermediate Similarity NPD3594 Approved
0.7131 Intermediate Similarity NPD3595 Approved
0.7131 Intermediate Similarity NPD2605 Approved
0.7131 Intermediate Similarity NPD2606 Approved
0.713 Intermediate Similarity NPD9615 Approved
0.713 Intermediate Similarity NPD9616 Approved
0.713 Intermediate Similarity NPD9613 Approved
0.7119 Intermediate Similarity NPD1610 Phase 2
0.7117 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD3680 Approved
0.7103 Intermediate Similarity NPD3682 Approved
0.7103 Intermediate Similarity NPD4229 Approved
0.7103 Intermediate Similarity NPD4231 Approved
0.7094 Intermediate Similarity NPD2668 Approved
0.7094 Intermediate Similarity NPD4626 Approved
0.7094 Intermediate Similarity NPD2667 Approved
0.7083 Intermediate Similarity NPD9089 Approved
0.708 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD316 Approved
0.7069 Intermediate Similarity NPD1548 Phase 1
0.7059 Intermediate Similarity NPD2337 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1608 Approved
0.7059 Intermediate Similarity NPD2562 Approved
0.7059 Intermediate Similarity NPD2561 Approved
0.704 Intermediate Similarity NPD4060 Phase 1
0.704 Intermediate Similarity NPD6346 Approved
0.7034 Intermediate Similarity NPD3847 Discontinued
0.7034 Intermediate Similarity NPD3421 Phase 3
0.7034 Intermediate Similarity NPD3023 Approved
0.7034 Intermediate Similarity NPD3026 Approved
0.7025 Intermediate Similarity NPD4103 Phase 2
0.7025 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD3025 Approved
0.7009 Intermediate Similarity NPD1651 Approved
0.7009 Intermediate Similarity NPD3024 Approved
0.7 Intermediate Similarity NPD4095 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1669 Approved
0.6992 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6992 Remote Similarity NPD4908 Phase 1
0.6991 Remote Similarity NPD7843 Approved
0.6979 Remote Similarity NPD9093 Approved
0.6967 Remote Similarity NPD4624 Approved
0.696 Remote Similarity NPD6663 Approved
0.6957 Remote Similarity NPD255 Approved
0.6957 Remote Similarity NPD2557 Approved
0.6957 Remote Similarity NPD256 Approved
0.6957 Remote Similarity NPD7157 Approved
0.6949 Remote Similarity NPD9381 Approved
0.6949 Remote Similarity NPD5846 Approved
0.6949 Remote Similarity NPD6516 Phase 2
0.6949 Remote Similarity NPD9384 Approved
0.6949 Remote Similarity NPD2107 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3681 Approved
0.6944 Remote Similarity NPD3683 Approved
0.6942 Remote Similarity NPD1283 Approved
0.6935 Remote Similarity NPD7095 Approved
0.6935 Remote Similarity NPD1223 Clinical (unspecified phase)
0.693 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6911 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6905 Remote Similarity NPD3062 Approved
0.6905 Remote Similarity NPD3059 Approved
0.6905 Remote Similarity NPD3061 Approved
0.6897 Remote Similarity NPD3596 Phase 2
0.6891 Remote Similarity NPD3496 Discontinued
0.6885 Remote Similarity NPD1164 Approved
0.6885 Remote Similarity NPD2797 Approved
0.6881 Remote Similarity NPD9244 Approved
0.6881 Remote Similarity NPD1237 Approved
0.688 Remote Similarity NPD4907 Clinical (unspecified phase)
0.687 Remote Similarity NPD475 Phase 2
0.6869 Remote Similarity NPD9073 Approved
0.6864 Remote Similarity NPD3445 Approved
0.6864 Remote Similarity NPD3444 Approved
0.6864 Remote Similarity NPD5585 Approved
0.6864 Remote Similarity NPD3443 Approved
0.6847 Remote Similarity NPD290 Approved
0.6847 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6842 Remote Similarity NPD821 Approved
0.6838 Remote Similarity NPD16 Approved
0.6838 Remote Similarity NPD856 Approved
0.6838 Remote Similarity NPD5536 Phase 2
0.6833 Remote Similarity NPD1535 Discovery
0.6829 Remote Similarity NPD7451 Discontinued
0.6829 Remote Similarity NPD6917 Clinical (unspecified phase)

  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