Structure

Physi-Chem Properties

Molecular Weight:  342.26
Volume:  399.569
LogP:  6.68
LogD:  4.501
LogS:  -3.354
# Rotatable Bonds:  14
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.221
Synthetic Accessibility Score:  2.718
Fsp3:  0.478
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.933
MDCK Permeability:  2.0106153897359036e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.999
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.064
Plasma Protein Binding (PPB):  100.14179229736328%
Volume Distribution (VD):  1.724
Pgp-substrate:  0.49728891253471375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.909
CYP1A2-substrate:  0.189
CYP2C19-inhibitor:  0.92
CYP2C19-substrate:  0.105
CYP2C9-inhibitor:  0.502
CYP2C9-substrate:  0.981
CYP2D6-inhibitor:  0.987
CYP2D6-substrate:  0.901
CYP3A4-inhibitor:  0.95
CYP3A4-substrate:  0.148

ADMET: Excretion

Clearance (CL):  7.42
Half-life (T1/2):  0.716

ADMET: Toxicity

hERG Blockers:  0.535
Human Hepatotoxicity (H-HT):  0.099
Drug-inuced Liver Injury (DILI):  0.021
AMES Toxicity:  0.071
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.944
Skin Sensitization:  0.975
Carcinogencity:  0.069
Eye Corrosion:  0.83
Eye Irritation:  0.982
Respiratory Toxicity:  0.909

Download Data

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

  Natural Product: NPC284011

Natural Product ID:  NPC284011
Common Name*:   5-Heptadeca-9'e,11'z,16-Trienylresorcinol
IUPAC Name:   5-[(9E,11Z)-heptadeca-9,11,16-trienyl]benzene-1,3-diol
Synonyms:  
Standard InCHIKey:  CRWZHBSCOWOZJQ-NMMTYZSQSA-N
Standard InCHI:  InChI=1S/C23H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h2,6-9,18-20,24-25H,1,3-5,10-17H2/b7-6-,9-8+
SMILES:  C=CCCC/C=CC=CCCCCCCCCc1cc(O)cc(c1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL443135
PubChem CID:   11695842
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0001286] Benzenediols
          • [CHEMONTID:0000137] Resorcinols

*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
NPO25294 Merulius incarnatus Species Meruliaceae Eukaryota n.a. n.a. n.a. PMID[16643059]
NPO25294 Merulius incarnatus Species Meruliaceae 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
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 = 15.0 ug.mL-1 PMID[495394]

☑ 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 NPC284011 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
1.0 High Similarity NPC72947
0.9895 High Similarity NPC106396
0.9895 High Similarity NPC222522
0.9895 High Similarity NPC71002
0.9895 High Similarity NPC168303
0.9895 High Similarity NPC242342
0.9895 High Similarity NPC313030
0.9895 High Similarity NPC302219
0.9895 High Similarity NPC24404
0.9895 High Similarity NPC94351
0.9895 High Similarity NPC249828
0.9895 High Similarity NPC146798
0.9895 High Similarity NPC53051
0.9895 High Similarity NPC85479
0.9894 High Similarity NPC10588
0.9789 High Similarity NPC192032
0.9789 High Similarity NPC137415
0.9789 High Similarity NPC147310
0.9789 High Similarity NPC24407
0.9789 High Similarity NPC166313
0.9789 High Similarity NPC11280
0.9789 High Similarity NPC294186
0.9691 High Similarity NPC134829
0.9684 High Similarity NPC166761
0.9592 High Similarity NPC118286
0.9592 High Similarity NPC109691
0.9592 High Similarity NPC470700
0.9592 High Similarity NPC302681
0.9592 High Similarity NPC39097
0.9592 High Similarity NPC39664
0.9588 High Similarity NPC241891
0.9495 High Similarity NPC232523
0.9495 High Similarity NPC54844
0.9495 High Similarity NPC61033
0.9495 High Similarity NPC204901
0.9495 High Similarity NPC158253
0.9495 High Similarity NPC305603
0.949 High Similarity NPC246056
0.9394 High Similarity NPC99836
0.9394 High Similarity NPC12640
0.9394 High Similarity NPC201662
0.9381 High Similarity NPC143659
0.9381 High Similarity NPC100340
0.9293 High Similarity NPC37802
0.9192 High Similarity NPC102216
0.9192 High Similarity NPC227458
0.9192 High Similarity NPC218879
0.9192 High Similarity NPC30506
0.9192 High Similarity NPC244513
0.9118 High Similarity NPC19808
0.9118 High Similarity NPC33728
0.9072 High Similarity NPC291789
0.9053 High Similarity NPC3358
0.9053 High Similarity NPC162314
0.9053 High Similarity NPC147284
0.9053 High Similarity NPC94139
0.9053 High Similarity NPC210497
0.9053 High Similarity NPC306884
0.9053 High Similarity NPC295295
0.9043 High Similarity NPC192
0.9038 High Similarity NPC166995
0.902 High Similarity NPC174981
0.8942 High Similarity NPC225679
0.8942 High Similarity NPC4493
0.8942 High Similarity NPC165770
0.8942 High Similarity NPC224527
0.8942 High Similarity NPC476632
0.8932 High Similarity NPC186385
0.8932 High Similarity NPC299568
0.8911 High Similarity NPC474839
0.8889 High Similarity NPC248573
0.8889 High Similarity NPC161571
0.8889 High Similarity NPC275053
0.8866 High Similarity NPC32714
0.8857 High Similarity NPC43525
0.8812 High Similarity NPC119860
0.8788 High Similarity NPC80027
0.8774 High Similarity NPC162113
0.8774 High Similarity NPC263753
0.8774 High Similarity NPC62546
0.8774 High Similarity NPC117846
0.8774 High Similarity NPC23804
0.8774 High Similarity NPC261343
0.8763 High Similarity NPC76938
0.8725 High Similarity NPC292452
0.8713 High Similarity NPC315022
0.8704 High Similarity NPC123559
0.87 High Similarity NPC248396
0.87 High Similarity NPC48730
0.87 High Similarity NPC129373
0.8692 High Similarity NPC107240
0.8667 High Similarity NPC168657
0.8654 High Similarity NPC61885
0.8654 High Similarity NPC63698
0.8641 High Similarity NPC248904
0.8632 High Similarity NPC27974
0.8627 High Similarity NPC315936
0.8624 High Similarity NPC470760
0.8624 High Similarity NPC15860
0.8624 High Similarity NPC127894
0.8624 High Similarity NPC219070
0.8624 High Similarity NPC470759
0.8611 High Similarity NPC246760
0.8611 High Similarity NPC53906
0.8611 High Similarity NPC84999
0.86 High Similarity NPC260775
0.8598 High Similarity NPC319803
0.8585 High Similarity NPC268032
0.8571 High Similarity NPC202647
0.8532 High Similarity NPC115808
0.8532 High Similarity NPC114064
0.8519 High Similarity NPC276737
0.8519 High Similarity NPC22610
0.8515 High Similarity NPC130756
0.8515 High Similarity NPC70677
0.8515 High Similarity NPC12931
0.8515 High Similarity NPC294741
0.8505 High Similarity NPC473521
0.85 High Similarity NPC152097
0.85 High Similarity NPC474073
0.8491 Intermediate Similarity NPC475018
0.8491 Intermediate Similarity NPC224870
0.8485 Intermediate Similarity NPC274678
0.8469 Intermediate Similarity NPC55903
0.8462 Intermediate Similarity NPC469913
0.8455 Intermediate Similarity NPC33270
0.8455 Intermediate Similarity NPC69261
0.8455 Intermediate Similarity NPC474933
0.8454 Intermediate Similarity NPC55561
0.844 Intermediate Similarity NPC808
0.8431 Intermediate Similarity NPC252105
0.8431 Intermediate Similarity NPC477685
0.8384 Intermediate Similarity NPC151715
0.8381 Intermediate Similarity NPC176527
0.8378 Intermediate Similarity NPC190514
0.8378 Intermediate Similarity NPC206
0.8378 Intermediate Similarity NPC9592
0.8378 Intermediate Similarity NPC48781
0.8378 Intermediate Similarity NPC144343
0.8365 Intermediate Similarity NPC471350
0.8364 Intermediate Similarity NPC141090
0.8364 Intermediate Similarity NPC150624
0.8351 Intermediate Similarity NPC242240
0.8351 Intermediate Similarity NPC318325
0.8351 Intermediate Similarity NPC280347
0.8351 Intermediate Similarity NPC123273
0.8351 Intermediate Similarity NPC177420
0.835 Intermediate Similarity NPC196479
0.835 Intermediate Similarity NPC168393
0.835 Intermediate Similarity NPC108497
0.8333 Intermediate Similarity NPC72729
0.8333 Intermediate Similarity NPC130103
0.8319 Intermediate Similarity NPC24125
0.8318 Intermediate Similarity NPC242178
0.8317 Intermediate Similarity NPC79241
0.8317 Intermediate Similarity NPC6597
0.8317 Intermediate Similarity NPC475078
0.8316 Intermediate Similarity NPC150837
0.8304 Intermediate Similarity NPC184302
0.8304 Intermediate Similarity NPC217174
0.8302 Intermediate Similarity NPC105727
0.8302 Intermediate Similarity NPC34864
0.8302 Intermediate Similarity NPC114392
0.8302 Intermediate Similarity NPC58427
0.83 Intermediate Similarity NPC26244
0.83 Intermediate Similarity NPC222146
0.8288 Intermediate Similarity NPC277588
0.8286 Intermediate Similarity NPC155072
0.8286 Intermediate Similarity NPC164576
0.8273 Intermediate Similarity NPC167934
0.8269 Intermediate Similarity NPC323810
0.8265 Intermediate Similarity NPC312304
0.8252 Intermediate Similarity NPC80800
0.8247 Intermediate Similarity NPC19680
0.8247 Intermediate Similarity NPC113460
0.8247 Intermediate Similarity NPC25493
0.8246 Intermediate Similarity NPC237667
0.8235 Intermediate Similarity NPC299762
0.8235 Intermediate Similarity NPC33675
0.823 Intermediate Similarity NPC223451
0.823 Intermediate Similarity NPC69006
0.8229 Intermediate Similarity NPC155393
0.8218 Intermediate Similarity NPC312132
0.8218 Intermediate Similarity NPC132271
0.8218 Intermediate Similarity NPC292730
0.8218 Intermediate Similarity NPC82664
0.8218 Intermediate Similarity NPC216520
0.8218 Intermediate Similarity NPC259512
0.8218 Intermediate Similarity NPC473388
0.8208 Intermediate Similarity NPC66834
0.82 Intermediate Similarity NPC245187
0.82 Intermediate Similarity NPC316301
0.82 Intermediate Similarity NPC27323
0.82 Intermediate Similarity NPC152415
0.819 Intermediate Similarity NPC47284
0.8182 Intermediate Similarity NPC304541
0.8182 Intermediate Similarity NPC45040
0.8182 Intermediate Similarity NPC231150
0.8182 Intermediate Similarity NPC228287
0.8182 Intermediate Similarity NPC180508

  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 NPC284011 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
0.899 High Similarity NPD940 Approved
0.899 High Similarity NPD846 Approved
0.8932 High Similarity NPD4750 Phase 3
0.8889 High Similarity NPD1242 Phase 1
0.8485 Intermediate Similarity NPD844 Approved
0.83 Intermediate Similarity NPD2859 Approved
0.83 Intermediate Similarity NPD2860 Approved
0.8235 Intermediate Similarity NPD3020 Approved
0.8218 Intermediate Similarity NPD288 Approved
0.82 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD2934 Approved
0.82 Intermediate Similarity NPD2933 Approved
0.8155 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.8085 Intermediate Similarity NPD9089 Approved
0.7979 Intermediate Similarity NPD9093 Approved
0.7921 Intermediate Similarity NPD845 Approved
0.789 Intermediate Similarity NPD3021 Approved
0.789 Intermediate Similarity NPD3022 Approved
0.7835 Intermediate Similarity NPD111 Approved
0.7797 Intermediate Similarity NPD4749 Approved
0.7778 Intermediate Similarity NPD1444 Approved
0.7778 Intermediate Similarity NPD1445 Approved
0.7679 Intermediate Similarity NPD7635 Approved
0.7632 Intermediate Similarity NPD6671 Approved
0.7603 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD9094 Approved
0.7596 Intermediate Similarity NPD1809 Phase 2
0.7568 Intermediate Similarity NPD1792 Phase 2
0.7561 Intermediate Similarity NPD4625 Phase 3
0.7561 Intermediate Similarity NPD3027 Phase 3
0.7545 Intermediate Similarity NPD2342 Discontinued
0.75 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7479 Intermediate Similarity NPD1610 Phase 2
0.7453 Intermediate Similarity NPD9273 Approved
0.7436 Intermediate Similarity NPD1548 Phase 1
0.7339 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD4908 Phase 1
0.7339 Intermediate Similarity NPD9500 Approved
0.7317 Intermediate Similarity NPD602 Approved
0.7317 Intermediate Similarity NPD858 Approved
0.7317 Intermediate Similarity NPD599 Approved
0.7317 Intermediate Similarity NPD859 Approved
0.7304 Intermediate Similarity NPD2228 Approved
0.7304 Intermediate Similarity NPD2234 Approved
0.7304 Intermediate Similarity NPD2229 Approved
0.7288 Intermediate Similarity NPD3091 Approved
0.7281 Intermediate Similarity NPD228 Approved
0.7258 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1793 Approved
0.7241 Intermediate Similarity NPD1791 Approved
0.7234 Intermediate Similarity NPD9087 Approved
0.7222 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD9379 Approved
0.7217 Intermediate Similarity NPD9377 Approved
0.7193 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD422 Phase 1
0.719 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD3092 Approved
0.7167 Intermediate Similarity NPD3019 Approved
0.7167 Intermediate Similarity NPD2932 Approved
0.7167 Intermediate Similarity NPD4059 Approved
0.7156 Intermediate Similarity NPD3028 Approved
0.7132 Intermediate Similarity NPD2568 Approved
0.713 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD9610 Approved
0.7117 Intermediate Similarity NPD9608 Approved
0.7113 Intermediate Similarity NPD9088 Approved
0.7109 Intermediate Similarity NPD1613 Approved
0.7109 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD943 Approved
0.7099 Intermediate Similarity NPD6100 Approved
0.7099 Intermediate Similarity NPD6099 Approved
0.7097 Intermediate Similarity NPD3094 Phase 2
0.7097 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD9618 Approved
0.7094 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD9614 Approved
0.7083 Intermediate Similarity NPD4093 Discontinued
0.7049 Intermediate Similarity NPD1201 Approved
0.7025 Intermediate Similarity NPD9384 Approved
0.7025 Intermediate Similarity NPD9381 Approved
0.7025 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD2286 Discontinued
0.7018 Intermediate Similarity NPD2684 Approved
0.7016 Intermediate Similarity NPD6696 Suspended
0.701 Intermediate Similarity NPD9294 Approved
0.7009 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.6992 Remote Similarity NPD9269 Phase 2
0.6991 Remote Similarity NPD968 Approved
0.6984 Remote Similarity NPD2861 Phase 2
0.6942 Remote Similarity NPD9268 Approved
0.6935 Remote Similarity NPD2983 Phase 2
0.6935 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6935 Remote Similarity NPD2982 Phase 2
0.693 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7843 Approved
0.6917 Remote Similarity NPD9613 Approved
0.6917 Remote Similarity NPD16 Approved
0.6917 Remote Similarity NPD856 Approved
0.6917 Remote Similarity NPD9616 Approved
0.6917 Remote Similarity NPD9615 Approved
0.6899 Remote Similarity NPD6407 Approved
0.6899 Remote Similarity NPD6405 Approved
0.6891 Remote Similarity NPD7157 Approved
0.6889 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6885 Remote Similarity NPD1751 Approved
0.6885 Remote Similarity NPD3095 Discontinued
0.6885 Remote Similarity NPD4626 Approved
0.688 Remote Similarity NPD5310 Approved
0.688 Remote Similarity NPD5311 Approved
0.687 Remote Similarity NPD74 Approved
0.687 Remote Similarity NPD9266 Approved
0.6864 Remote Similarity NPD5283 Phase 1
0.686 Remote Similarity NPD316 Approved
0.686 Remote Similarity NPD1759 Phase 1
0.6855 Remote Similarity NPD2233 Approved
0.6855 Remote Similarity NPD2981 Phase 2
0.6855 Remote Similarity NPD2232 Approved
0.6855 Remote Similarity NPD2230 Approved
0.685 Remote Similarity NPD5736 Approved
0.685 Remote Similarity NPD3018 Phase 2
0.6846 Remote Similarity NPD2238 Phase 2
0.6833 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6833 Remote Similarity NPD405 Clinical (unspecified phase)
0.6825 Remote Similarity NPD1470 Approved
0.6825 Remote Similarity NPD1129 Approved
0.6825 Remote Similarity NPD1133 Approved
0.6825 Remote Similarity NPD1131 Approved
0.6825 Remote Similarity NPD1135 Approved
0.6825 Remote Similarity NPD1134 Approved
0.6822 Remote Similarity NPD6859 Clinical (unspecified phase)
0.68 Remote Similarity NPD9622 Approved
0.68 Remote Similarity NPD4659 Approved
0.68 Remote Similarity NPD1755 Approved
0.6783 Remote Similarity NPD9267 Approved
0.6783 Remote Similarity NPD290 Approved
0.6783 Remote Similarity NPD9263 Approved
0.6783 Remote Similarity NPD9264 Approved
0.6777 Remote Similarity NPD1758 Phase 1
0.6777 Remote Similarity NPD317 Approved
0.6777 Remote Similarity NPD318 Approved
0.6772 Remote Similarity NPD6584 Phase 3
0.6767 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6767 Remote Similarity NPD651 Clinical (unspecified phase)
0.675 Remote Similarity NPD255 Approved
0.675 Remote Similarity NPD256 Approved
0.6748 Remote Similarity NPD4589 Approved
0.6721 Remote Similarity NPD7330 Discontinued
0.6721 Remote Similarity NPD5304 Approved
0.6721 Remote Similarity NPD5303 Approved
0.672 Remote Similarity NPD1608 Approved
0.672 Remote Similarity NPD2235 Phase 2
0.672 Remote Similarity NPD2231 Phase 2
0.672 Remote Similarity NPD2562 Approved
0.672 Remote Similarity NPD2561 Approved
0.6718 Remote Similarity NPD1240 Approved
0.6694 Remote Similarity NPD1981 Approved
0.6694 Remote Similarity NPD9493 Approved
0.6694 Remote Similarity NPD1983 Approved
0.6694 Remote Similarity NPD3496 Discontinued
0.6694 Remote Similarity NPD1980 Approved
0.6693 Remote Similarity NPD4104 Clinical (unspecified phase)
0.6693 Remote Similarity NPD4103 Phase 2
0.6693 Remote Similarity NPD3055 Approved
0.6693 Remote Similarity NPD3053 Approved
0.6667 Remote Similarity NPD475 Phase 2
0.6667 Remote Similarity NPD230 Phase 1
0.6667 Remote Similarity NPD497 Approved
0.6667 Remote Similarity NPD5451 Approved
0.6642 Remote Similarity NPD1510 Phase 2
0.6642 Remote Similarity NPD3892 Phase 2
0.6641 Remote Similarity NPD2195 Approved
0.6641 Remote Similarity NPD2194 Approved
0.6641 Remote Similarity NPD9619 Approved
0.6641 Remote Similarity NPD9621 Approved
0.6641 Remote Similarity NPD6663 Approved
0.6641 Remote Similarity NPD9620 Approved
0.664 Remote Similarity NPD1091 Approved
0.6639 Remote Similarity NPD821 Approved
0.6637 Remote Similarity NPD4818 Approved
0.6637 Remote Similarity NPD4817 Approved
0.6619 Remote Similarity NPD7390 Discontinued
0.6617 Remote Similarity NPD5314 Approved
0.6617 Remote Similarity NPD1607 Approved
0.6613 Remote Similarity NPD1778 Approved
0.6613 Remote Similarity NPD2667 Approved
0.6613 Remote Similarity NPD2668 Approved
0.6612 Remote Similarity NPD709 Approved
0.6593 Remote Similarity NPD5405 Approved
0.6593 Remote Similarity NPD5406 Approved
0.6593 Remote Similarity NPD5408 Approved
0.6593 Remote Similarity NPD5404 Approved
0.6591 Remote Similarity NPD3062 Approved
0.6591 Remote Similarity NPD3059 Approved
0.6591 Remote Similarity NPD3061 Approved
0.6591 Remote Similarity NPD6346 Approved
0.6591 Remote Similarity NPD1555 Discontinued

  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