Structure

Physi-Chem Properties

Molecular Weight:  338.26
Volume:  399.519
LogP:  8.171
LogD:  4.848
LogS:  -6.135
# Rotatable Bonds:  13
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.387
Synthetic Accessibility Score:  1.762
Fsp3:  0.5
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:  -5.004
MDCK Permeability:  8.78845457918942e-06
Pgp-inhibitor:  0.797
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.973
30% Bioavailability (F30%):  0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.059
Plasma Protein Binding (PPB):  99.14295196533203%
Volume Distribution (VD):  1.848
Pgp-substrate:  0.25228142738342285%

ADMET: Metabolism

CYP1A2-inhibitor:  0.434
CYP1A2-substrate:  0.183
CYP2C19-inhibitor:  0.756
CYP2C19-substrate:  0.05
CYP2C9-inhibitor:  0.2
CYP2C9-substrate:  0.881
CYP2D6-inhibitor:  0.522
CYP2D6-substrate:  0.085
CYP3A4-inhibitor:  0.541
CYP3A4-substrate:  0.142

ADMET: Excretion

Clearance (CL):  6.873
Half-life (T1/2):  0.226

ADMET: Toxicity

hERG Blockers:  0.389
Human Hepatotoxicity (H-HT):  0.036
Drug-inuced Liver Injury (DILI):  0.031
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.025
Maximum Recommended Daily Dose:  0.337
Skin Sensitization:  0.969
Carcinogencity:  0.044
Eye Corrosion:  0.944
Eye Irritation:  0.986
Respiratory Toxicity:  0.324

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

  Natural Product: NPC32714

Natural Product ID:  NPC32714
Common Name*:   3-(12-Phenyldodecyl)Phenol
IUPAC Name:   3-(12-phenyldodecyl)phenol
Synonyms:  
Standard InCHIKey:  OBJCWODHUKKNOI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C24H34O/c25-24-20-14-19-23(21-24)18-11-8-6-4-2-1-3-5-7-10-15-22-16-12-9-13-17-22/h9,12-14,16-17,19-21,25H,1-8,10-11,15,18H2
SMILES:  Oc1cccc(c1)CCCCCCCCCCCCc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL477540
PubChem CID:   14655085
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 = 1.85 ug ml-1 PMID[497137]
NPT83 Cell Line MCF7 Homo sapiens ED50 = 2.09 ug ml-1 PMID[497137]
NPT139 Cell Line HT-29 Homo sapiens ED50 = 2.62 ug ml-1 PMID[497137]
NPT140 Organism Artemia Artemia LC50 = 1.37 ug.mL-1 PMID[497137]
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens T/C = 39.0 % PMID[497137]

☑ 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 NPC32714 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 NPC76938
0.9556 High Similarity NPC3358
0.9556 High Similarity NPC306884
0.9556 High Similarity NPC162314
0.9556 High Similarity NPC210497
0.9556 High Similarity NPC147284
0.9556 High Similarity NPC94139
0.9551 High Similarity NPC192
0.9362 High Similarity NPC294741
0.9348 High Similarity NPC274678
0.9239 High Similarity NPC151715
0.9175 High Similarity NPC134829
0.914 High Similarity NPC26244
0.9111 High Similarity NPC27974
0.9082 High Similarity NPC39664
0.9082 High Similarity NPC118286
0.9082 High Similarity NPC470700
0.9082 High Similarity NPC302681
0.9082 High Similarity NPC39097
0.9082 High Similarity NPC109691
0.9072 High Similarity NPC241891
0.9072 High Similarity NPC323810
0.9043 High Similarity NPC473388
0.9043 High Similarity NPC292730
0.9043 High Similarity NPC216520
0.9043 High Similarity NPC82664
0.9043 High Similarity NPC132271
0.9022 High Similarity NPC45040
0.899 High Similarity NPC54844
0.898 High Similarity NPC246056
0.8958 High Similarity NPC129373
0.8958 High Similarity NPC48730
0.8958 High Similarity NPC248396
0.8947 High Similarity NPC156313
0.8947 High Similarity NPC225464
0.8947 High Similarity NPC32674
0.8925 High Similarity NPC55903
0.8925 High Similarity NPC271440
0.8913 High Similarity NPC55561
0.8866 High Similarity NPC72947
0.8866 High Similarity NPC252105
0.8866 High Similarity NPC284011
0.8866 High Similarity NPC143659
0.8866 High Similarity NPC12221
0.8866 High Similarity NPC100340
0.8854 High Similarity NPC78119
0.8854 High Similarity NPC132078
0.8854 High Similarity NPC51333
0.8854 High Similarity NPC260775
0.8854 High Similarity NPC216468
0.8854 High Similarity NPC92730
0.883 High Similarity NPC128062
0.8804 High Similarity NPC242240
0.8804 High Similarity NPC123273
0.8804 High Similarity NPC280347
0.8804 High Similarity NPC318325
0.8804 High Similarity NPC177420
0.8778 High Similarity NPC150837
0.8776 High Similarity NPC94351
0.8776 High Similarity NPC53051
0.8776 High Similarity NPC71002
0.8776 High Similarity NPC222522
0.8776 High Similarity NPC146798
0.8776 High Similarity NPC24404
0.8776 High Similarity NPC168829
0.8776 High Similarity NPC313030
0.8776 High Similarity NPC249828
0.8776 High Similarity NPC242342
0.8776 High Similarity NPC168303
0.8776 High Similarity NPC85479
0.8776 High Similarity NPC302219
0.8776 High Similarity NPC106396
0.8763 High Similarity NPC130756
0.8763 High Similarity NPC12931
0.8763 High Similarity NPC213730
0.8763 High Similarity NPC70677
0.8763 High Similarity NPC10588
0.875 High Similarity NPC152097
0.875 High Similarity NPC474073
0.875 High Similarity NPC79241
0.875 High Similarity NPC6597
0.8737 High Similarity NPC222146
0.8713 High Similarity NPC11554
0.87 High Similarity NPC155072
0.8696 High Similarity NPC113460
0.8696 High Similarity NPC19680
0.8696 High Similarity NPC25493
0.8687 High Similarity NPC288411
0.8687 High Similarity NPC254965
0.8687 High Similarity NPC30506
0.8687 High Similarity NPC327811
0.8687 High Similarity NPC471511
0.8687 High Similarity NPC102216
0.8681 High Similarity NPC155393
0.8673 High Similarity NPC40258
0.8673 High Similarity NPC166313
0.8673 High Similarity NPC11280
0.8673 High Similarity NPC137415
0.8673 High Similarity NPC192032
0.8673 High Similarity NPC294186
0.8673 High Similarity NPC477685
0.8673 High Similarity NPC91461
0.8673 High Similarity NPC7686
0.8673 High Similarity NPC147310
0.8673 High Similarity NPC24407
0.866 High Similarity NPC299762
0.866 High Similarity NPC33675
0.8646 High Similarity NPC312132
0.8646 High Similarity NPC259512
0.8632 High Similarity NPC245187
0.8632 High Similarity NPC316301
0.8632 High Similarity NPC27323
0.8632 High Similarity NPC152415
0.8627 High Similarity NPC55617
0.8627 High Similarity NPC62258
0.8627 High Similarity NPC33728
0.8627 High Similarity NPC228343
0.8627 High Similarity NPC19808
0.8627 High Similarity NPC254833
0.8617 High Similarity NPC304541
0.8617 High Similarity NPC231150
0.8614 High Similarity NPC320439
0.8602 High Similarity NPC258219
0.86 High Similarity NPC239291
0.86 High Similarity NPC117115
0.86 High Similarity NPC138942
0.8587 High Similarity NPC23167
0.8587 High Similarity NPC307235
0.8587 High Similarity NPC407
0.8586 High Similarity NPC108497
0.8586 High Similarity NPC233827
0.8586 High Similarity NPC196479
0.8586 High Similarity NPC168393
0.8571 High Similarity NPC166761
0.8571 High Similarity NPC175313
0.8571 High Similarity NPC72729
0.8558 High Similarity NPC166995
0.8557 High Similarity NPC291789
0.8557 High Similarity NPC475078
0.8544 High Similarity NPC147634
0.8544 High Similarity NPC120982
0.8544 High Similarity NPC79793
0.8544 High Similarity NPC174096
0.8544 High Similarity NPC226401
0.8529 High Similarity NPC75440
0.8529 High Similarity NPC174981
0.8515 High Similarity NPC271274
0.8515 High Similarity NPC54765
0.8511 High Similarity NPC312304
0.85 High Similarity NPC238696
0.85 High Similarity NPC261573
0.85 High Similarity NPC120693
0.85 High Similarity NPC8931
0.8485 Intermediate Similarity NPC51015
0.8485 Intermediate Similarity NPC80800
0.8478 Intermediate Similarity NPC197783
0.8462 Intermediate Similarity NPC165770
0.8462 Intermediate Similarity NPC4493
0.8462 Intermediate Similarity NPC225679
0.8462 Intermediate Similarity NPC187583
0.8462 Intermediate Similarity NPC95716
0.8462 Intermediate Similarity NPC257430
0.8462 Intermediate Similarity NPC179002
0.8462 Intermediate Similarity NPC224527
0.8462 Intermediate Similarity NPC265146
0.8462 Intermediate Similarity NPC476632
0.8454 Intermediate Similarity NPC202986
0.8447 Intermediate Similarity NPC58865
0.8431 Intermediate Similarity NPC151477
0.8431 Intermediate Similarity NPC204901
0.8431 Intermediate Similarity NPC232523
0.8431 Intermediate Similarity NPC305603
0.8431 Intermediate Similarity NPC61033
0.8431 Intermediate Similarity NPC158253
0.8421 Intermediate Similarity NPC155908
0.8421 Intermediate Similarity NPC306074
0.8416 Intermediate Similarity NPC47284
0.8416 Intermediate Similarity NPC474839
0.8416 Intermediate Similarity NPC154899
0.8416 Intermediate Similarity NPC233396
0.8404 Intermediate Similarity NPC98772
0.84 Intermediate Similarity NPC235762
0.84 Intermediate Similarity NPC135784
0.84 Intermediate Similarity NPC471228
0.8387 Intermediate Similarity NPC184169
0.8384 Intermediate Similarity NPC225506
0.8384 Intermediate Similarity NPC275053
0.8384 Intermediate Similarity NPC174911
0.8384 Intermediate Similarity NPC248573
0.8384 Intermediate Similarity NPC223393
0.8384 Intermediate Similarity NPC161571
0.8384 Intermediate Similarity NPC211885
0.8381 Intermediate Similarity NPC46940
0.8381 Intermediate Similarity NPC177962
0.8381 Intermediate Similarity NPC62867
0.8381 Intermediate Similarity NPC43525
0.837 Intermediate Similarity NPC286904
0.837 Intermediate Similarity NPC248817
0.8367 Intermediate Similarity NPC77492
0.8367 Intermediate Similarity NPC201967

  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 NPC32714 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
0.914 High Similarity NPD2860 Approved
0.914 High Similarity NPD2859 Approved
0.9053 High Similarity NPD3020 Approved
0.9032 High Similarity NPD2933 Approved
0.9032 High Similarity NPD2934 Approved
0.8936 High Similarity NPD844 Approved
0.8646 High Similarity NPD288 Approved
0.8632 High Similarity NPD1432 Clinical (unspecified phase)
0.8627 High Similarity NPD3022 Approved
0.8627 High Similarity NPD3021 Approved
0.8431 Intermediate Similarity NPD2342 Discontinued
0.8384 Intermediate Similarity NPD1242 Phase 1
0.8384 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.8381 Intermediate Similarity NPD7635 Approved
0.8333 Intermediate Similarity NPD845 Approved
0.8269 Intermediate Similarity NPD1792 Phase 2
0.8261 Intermediate Similarity NPD111 Approved
0.8155 Intermediate Similarity NPD1444 Approved
0.8155 Intermediate Similarity NPD1445 Approved
0.8095 Intermediate Similarity NPD4750 Phase 3
0.7982 Intermediate Similarity NPD6671 Approved
0.798 Intermediate Similarity NPD1809 Phase 2
0.7941 Intermediate Similarity NPD846 Approved
0.7941 Intermediate Similarity NPD940 Approved
0.7857 Intermediate Similarity NPD4093 Discontinued
0.7843 Intermediate Similarity NPD3028 Approved
0.7798 Intermediate Similarity NPD2229 Approved
0.7798 Intermediate Similarity NPD2228 Approved
0.7798 Intermediate Similarity NPD2234 Approved
0.7768 Intermediate Similarity NPD3091 Approved
0.7692 Intermediate Similarity NPD9500 Approved
0.7652 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD968 Approved
0.764 Intermediate Similarity NPD9087 Approved
0.7632 Intermediate Similarity NPD4059 Approved
0.7632 Intermediate Similarity NPD2932 Approved
0.7632 Intermediate Similarity NPD3019 Approved
0.7632 Intermediate Similarity NPD2286 Discontinued
0.7611 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD1793 Approved
0.7568 Intermediate Similarity NPD1791 Approved
0.7521 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3092 Approved
0.7478 Intermediate Similarity NPD4589 Approved
0.7478 Intermediate Similarity NPD1751 Approved
0.7477 Intermediate Similarity NPD5283 Phase 1
0.7458 Intermediate Similarity NPD5311 Approved
0.7458 Intermediate Similarity NPD5310 Approved
0.7456 Intermediate Similarity NPD5303 Approved
0.7456 Intermediate Similarity NPD5304 Approved
0.7455 Intermediate Similarity NPD228 Approved
0.7453 Intermediate Similarity NPD9610 Approved
0.7453 Intermediate Similarity NPD9608 Approved
0.7434 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD1980 Approved
0.7414 Intermediate Similarity NPD1981 Approved
0.7414 Intermediate Similarity NPD1983 Approved
0.7411 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD9294 Approved
0.7387 Intermediate Similarity NPD9377 Approved
0.7387 Intermediate Similarity NPD9379 Approved
0.7358 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD1201 Approved
0.7333 Intermediate Similarity NPD6584 Phase 3
0.7328 Intermediate Similarity NPD3095 Discontinued
0.7328 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD9088 Approved
0.7308 Intermediate Similarity NPD9273 Approved
0.7304 Intermediate Similarity NPD7330 Discontinued
0.7297 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD2232 Approved
0.7288 Intermediate Similarity NPD2233 Approved
0.7288 Intermediate Similarity NPD2230 Approved
0.7273 Intermediate Similarity NPD5451 Approved
0.7273 Intermediate Similarity NPD5736 Approved
0.7273 Intermediate Similarity NPD2861 Phase 2
0.7264 Intermediate Similarity NPD4818 Approved
0.7264 Intermediate Similarity NPD4817 Approved
0.7257 Intermediate Similarity NPD497 Approved
0.7257 Intermediate Similarity NPD9618 Approved
0.7257 Intermediate Similarity NPD9614 Approved
0.725 Intermediate Similarity NPD3055 Approved
0.725 Intermediate Similarity NPD3053 Approved
0.725 Intermediate Similarity NPD3094 Phase 2
0.7196 Intermediate Similarity NPD4658 Approved
0.7196 Intermediate Similarity NPD4656 Approved
0.7193 Intermediate Similarity NPD709 Approved
0.719 Intermediate Similarity NPD2195 Approved
0.719 Intermediate Similarity NPD2194 Approved
0.7182 Intermediate Similarity NPD2684 Approved
0.717 Intermediate Similarity NPD1616 Discontinued
0.7168 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD495 Approved
0.7168 Intermediate Similarity NPD496 Approved
0.7168 Intermediate Similarity NPD498 Approved
0.7154 Intermediate Similarity NPD4625 Phase 3
0.7154 Intermediate Similarity NPD5156 Approved
0.7154 Intermediate Similarity NPD3027 Phase 3
0.7154 Intermediate Similarity NPD5155 Approved
0.7143 Intermediate Similarity NPD2231 Phase 2
0.7143 Intermediate Similarity NPD2235 Phase 2
0.7131 Intermediate Similarity NPD3636 Approved
0.7131 Intermediate Similarity NPD3637 Approved
0.7131 Intermediate Similarity NPD3635 Approved
0.713 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6346 Approved
0.7117 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD1470 Approved
0.7097 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6583 Phase 3
0.7083 Intermediate Similarity NPD1755 Approved
0.7083 Intermediate Similarity NPD4749 Approved
0.7083 Intermediate Similarity NPD4659 Approved
0.7083 Intermediate Similarity NPD6582 Phase 2
0.708 Intermediate Similarity NPD7843 Approved
0.708 Intermediate Similarity NPD5535 Approved
0.7073 Intermediate Similarity NPD3595 Approved
0.7073 Intermediate Similarity NPD2606 Approved
0.7073 Intermediate Similarity NPD2605 Approved
0.7073 Intermediate Similarity NPD3594 Approved
0.7069 Intermediate Similarity NPD9615 Approved
0.7069 Intermediate Similarity NPD9613 Approved
0.7069 Intermediate Similarity NPD9616 Approved
0.7059 Intermediate Similarity NPD1610 Phase 2
0.7054 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7157 Approved
0.704 Intermediate Similarity NPD6663 Approved
0.7037 Intermediate Similarity NPD4231 Approved
0.7037 Intermediate Similarity NPD3682 Approved
0.7037 Intermediate Similarity NPD3680 Approved
0.7037 Intermediate Similarity NPD4229 Approved
0.7034 Intermediate Similarity NPD2668 Approved
0.7034 Intermediate Similarity NPD2667 Approved
0.7034 Intermediate Similarity NPD4626 Approved
0.7016 Intermediate Similarity NPD7095 Approved
0.701 Intermediate Similarity NPD9089 Approved
0.7009 Intermediate Similarity NPD1548 Phase 1
0.7009 Intermediate Similarity NPD316 Approved
0.7 Intermediate Similarity NPD1608 Approved
0.7 Intermediate Similarity NPD2561 Approved
0.7 Intermediate Similarity NPD2337 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2562 Approved
0.6984 Remote Similarity NPD4060 Phase 1
0.6975 Remote Similarity NPD3026 Approved
0.6975 Remote Similarity NPD3421 Phase 3
0.6975 Remote Similarity NPD3847 Discontinued
0.6975 Remote Similarity NPD3023 Approved
0.6967 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6967 Remote Similarity NPD4103 Phase 2
0.6949 Remote Similarity NPD1651 Approved
0.6949 Remote Similarity NPD3024 Approved
0.6949 Remote Similarity NPD3025 Approved
0.6942 Remote Similarity NPD1669 Approved
0.6937 Remote Similarity NPD4095 Clinical (unspecified phase)
0.6935 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6935 Remote Similarity NPD4908 Phase 1
0.6911 Remote Similarity NPD4624 Approved
0.6911 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7451 Discontinued
0.6907 Remote Similarity NPD9093 Approved
0.6905 Remote Similarity NPD6405 Approved
0.6905 Remote Similarity NPD6407 Approved
0.6897 Remote Similarity NPD6387 Discontinued
0.6897 Remote Similarity NPD2557 Approved
0.6897 Remote Similarity NPD256 Approved
0.6897 Remote Similarity NPD255 Approved
0.6891 Remote Similarity NPD9384 Approved
0.6891 Remote Similarity NPD6516 Phase 2
0.6891 Remote Similarity NPD2107 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5846 Approved
0.6891 Remote Similarity NPD9381 Approved
0.6885 Remote Similarity NPD6696 Suspended
0.6885 Remote Similarity NPD1283 Approved
0.6881 Remote Similarity NPD3683 Approved
0.6881 Remote Similarity NPD3681 Approved
0.688 Remote Similarity NPD1223 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5314 Approved
0.687 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6855 Remote Similarity NPD1530 Clinical (unspecified phase)
0.685 Remote Similarity NPD3061 Approved
0.685 Remote Similarity NPD3062 Approved
0.685 Remote Similarity NPD3059 Approved
0.6838 Remote Similarity NPD7636 Approved
0.6838 Remote Similarity NPD3596 Phase 2
0.6838 Remote Similarity NPD7340 Approved
0.6833 Remote Similarity NPD3496 Discontinued
0.6829 Remote Similarity NPD1164 Approved
0.6829 Remote Similarity NPD2797 Approved
0.6825 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6825 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7718 Clinical (unspecified phase)
0.6818 Remote Similarity NPD9244 Approved
0.6818 Remote Similarity NPD1237 Approved
0.681 Remote Similarity NPD475 Phase 2
0.6807 Remote Similarity NPD5585 Approved
0.6807 Remote Similarity NPD3443 Approved
0.6807 Remote Similarity NPD3445 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