Structure

Physi-Chem Properties

Molecular Weight:  482.34
Volume:  532.485
LogP:  5.187
LogD:  4.049
LogS:  -5.084
# Rotatable Bonds:  6
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.411
Synthetic Accessibility Score:  5.087
Fsp3:  0.742
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:  -5.263
MDCK Permeability:  2.287806819367688e-05
Pgp-inhibitor:  0.791
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.027
30% Bioavailability (F30%):  0.432

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.105
Plasma Protein Binding (PPB):  91.09740447998047%
Volume Distribution (VD):  0.734
Pgp-substrate:  4.600200176239014%

ADMET: Metabolism

CYP1A2-inhibitor:  0.007
CYP1A2-substrate:  0.514
CYP2C19-inhibitor:  0.02
CYP2C19-substrate:  0.949
CYP2C9-inhibitor:  0.133
CYP2C9-substrate:  0.967
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.386
CYP3A4-inhibitor:  0.177
CYP3A4-substrate:  0.587

ADMET: Excretion

Clearance (CL):  2.684
Half-life (T1/2):  0.664

ADMET: Toxicity

hERG Blockers:  0.048
Human Hepatotoxicity (H-HT):  0.64
Drug-inuced Liver Injury (DILI):  0.021
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.248
Maximum Recommended Daily Dose:  0.883
Skin Sensitization:  0.238
Carcinogencity:  0.682
Eye Corrosion:  0.004
Eye Irritation:  0.013
Respiratory Toxicity:  0.978

Download Data

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

  Natural Product: NPC152897

Natural Product ID:  NPC152897
Common Name*:   Polyporenic Acid B
IUPAC Name:   (2R)-2-[(5R,10S,13R,14R,16R,17R)-16-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
Synonyms:  
Standard InCHIKey:  KPKYWYZPIVAHKU-WMNQUVFJSA-N
Standard InCHI:  InChI=1S/C31H46O4/c1-18(2)19(3)9-10-20(27(34)35)26-23(32)17-31(8)22-11-12-24-28(4,5)25(33)14-15-29(24,6)21(22)13-16-30(26,31)7/h11,13,18,20,23-24,26,32H,3,9-10,12,14-17H2,1-2,4-8H3,(H,34,35)/t20-,23-,24+,26+,29-,30-,31+/m1/s1
SMILES:  CC(C)C(=C)CC[C@H]([C@H]1[C@@H](C[C@@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C)O)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL461276
PubChem CID:   9805290
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001445] Bile acids, alcohols and derivatives
          • [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives
            • [CHEMONTID:0000260] Monohydroxy bile acids, alcohols and derivatives

*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
NPO21659 Daedalea quercina Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[11014261]
NPO8228 Piptoporus betulinus Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[11099232]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[11975480]
NPO8228 Piptoporus betulinus Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[12932134]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota epidermis of the sclerotia n.a. n.a. PMID[19746919]
NPO40022 Antrodia heteromorpha Species Fomitopsidaceae Eukaryota n.a. n.a. n.a. PMID[27266877]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[27808511]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[8984162]
NPO21268 Heliotropium ramosissimum Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21268 Heliotropium ramosissimum Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22868 Pulsatilla dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6117 Poria Species Coccinellidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21268 Heliotropium ramosissimum Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25850 Urochloa ruziziensis Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21659 Daedalea quercina Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22868 Pulsatilla dahurica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13371 Paepalanthus ramosus Species Eriocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20036 Mallotus pallidus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18205 Brevibacterium iodinum Species Brevibacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20918 Pseudotsuga menziesii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23577 Wolfiporia cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20795 Melicope melanophloia Species Rutaceae 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
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[500847]
NPT81 Cell Line A549 Homo sapiens IC50 = 19800.0 nM PMID[500848]
NPT111 Cell Line K562 Homo sapiens IC50 = 26300.0 nM PMID[500850]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 31800.0 nM PMID[500850]
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 = 25500.0 nM PMID[500850]
NPT112 Cell Line MOLT-4 Homo sapiens IC50 = 27600.0 nM PMID[500850]
NPT32 Organism Mus musculus Mus musculus Inhibition = 49.0 % PMID[500846]
NPT2 Others Unspecified Activity = 0.0 % PMID[500847]
NPT2 Others Unspecified Activity = 26.3 % PMID[500847]
NPT2 Others Unspecified Activity = 68.7 % PMID[500847]
NPT2 Others Unspecified Activity = 92.6 % PMID[500847]
NPT32 Organism Mus musculus Mus musculus Inhibition = 83.0 % PMID[500848]
NPT2 Others Unspecified IC50 = 4900.0 nM PMID[500849]

☑ 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 NPC152897 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 NPC66429
0.9773 High Similarity NPC263347
0.9663 High Similarity NPC155676
0.9651 High Similarity NPC54689
0.9551 High Similarity NPC45324
0.9551 High Similarity NPC162001
0.9551 High Similarity NPC222845
0.954 High Similarity NPC46281
0.9535 High Similarity NPC48866
0.9535 High Similarity NPC247406
0.9432 High Similarity NPC154101
0.9419 High Similarity NPC312215
0.9326 High Similarity NPC243866
0.9318 High Similarity NPC123854
0.931 High Similarity NPC294480
0.9302 High Similarity NPC212843
0.9239 High Similarity NPC186810
0.9239 High Similarity NPC477813
0.9239 High Similarity NPC48647
0.9213 High Similarity NPC23434
0.9213 High Similarity NPC45269
0.9111 High Similarity NPC470375
0.9111 High Similarity NPC470376
0.9091 High Similarity NPC183546
0.9032 High Similarity NPC166745
0.9032 High Similarity NPC235464
0.9011 High Similarity NPC7165
0.8989 High Similarity NPC102414
0.8989 High Similarity NPC77168
0.8989 High Similarity NPC84271
0.8989 High Similarity NPC155479
0.8966 High Similarity NPC474218
0.8953 High Similarity NPC83569
0.8953 High Similarity NPC69279
0.8925 High Similarity NPC107243
0.8925 High Similarity NPC57416
0.8913 High Similarity NPC469599
0.8913 High Similarity NPC20546
0.8913 High Similarity NPC69548
0.8913 High Similarity NPC184848
0.8901 High Similarity NPC472942
0.8901 High Similarity NPC206810
0.8889 High Similarity NPC69622
0.8851 High Similarity NPC82902
0.8804 High Similarity NPC469406
0.8804 High Similarity NPC49670
0.8791 High Similarity NPC297265
0.8791 High Similarity NPC150383
0.8778 High Similarity NPC477943
0.8764 High Similarity NPC159046
0.8764 High Similarity NPC233836
0.8764 High Similarity NPC136548
0.8764 High Similarity NPC96496
0.8764 High Similarity NPC187376
0.8764 High Similarity NPC317590
0.8763 High Similarity NPC477812
0.875 High Similarity NPC195290
0.875 High Similarity NPC204450
0.8737 High Similarity NPC218383
0.8723 High Similarity NPC475894
0.8723 High Similarity NPC469432
0.8721 High Similarity NPC38350
0.8721 High Similarity NPC201912
0.8696 High Similarity NPC250575
0.8696 High Similarity NPC25750
0.8681 High Similarity NPC171441
0.8667 High Similarity NPC44181
0.8667 High Similarity NPC242864
0.866 High Similarity NPC236390
0.8652 High Similarity NPC28252
0.8652 High Similarity NPC55309
0.8652 High Similarity NPC155011
0.8652 High Similarity NPC469994
0.8652 High Similarity NPC89077
0.8646 High Similarity NPC99411
0.8646 High Similarity NPC474327
0.8636 High Similarity NPC165064
0.8636 High Similarity NPC473246
0.8632 High Similarity NPC197386
0.8621 High Similarity NPC260956
0.8621 High Similarity NPC133391
0.8617 High Similarity NPC173272
0.8587 High Similarity NPC212301
0.8587 High Similarity NPC110657
0.8587 High Similarity NPC19114
0.8587 High Similarity NPC86266
0.8571 High Similarity NPC476733
0.8571 High Similarity NPC474704
0.8571 High Similarity NPC215029
0.8571 High Similarity NPC475921
0.8556 High Similarity NPC474684
0.8556 High Similarity NPC167877
0.8556 High Similarity NPC142361
0.8539 High Similarity NPC474083
0.8511 High Similarity NPC48330
0.8511 High Similarity NPC127063
0.8511 High Similarity NPC241156
0.8506 High Similarity NPC147066
0.8495 Intermediate Similarity NPC170220
0.8495 Intermediate Similarity NPC107674
0.8495 Intermediate Similarity NPC141497
0.8488 Intermediate Similarity NPC196827
0.8488 Intermediate Similarity NPC274996
0.8488 Intermediate Similarity NPC477371
0.8478 Intermediate Similarity NPC175628
0.8478 Intermediate Similarity NPC111585
0.8478 Intermediate Similarity NPC320026
0.8478 Intermediate Similarity NPC469400
0.8478 Intermediate Similarity NPC148414
0.8469 Intermediate Similarity NPC140723
0.8462 Intermediate Similarity NPC470417
0.8462 Intermediate Similarity NPC328313
0.8462 Intermediate Similarity NPC28227
0.8444 Intermediate Similarity NPC473168
0.8438 Intermediate Similarity NPC471717
0.8438 Intermediate Similarity NPC10364
0.8427 Intermediate Similarity NPC161423
0.8427 Intermediate Similarity NPC85774
0.8427 Intermediate Similarity NPC321187
0.8427 Intermediate Similarity NPC227064
0.8427 Intermediate Similarity NPC59453
0.8427 Intermediate Similarity NPC221758
0.8427 Intermediate Similarity NPC58841
0.8427 Intermediate Similarity NPC214043
0.8427 Intermediate Similarity NPC329043
0.8421 Intermediate Similarity NPC125622
0.8421 Intermediate Similarity NPC95565
0.8421 Intermediate Similarity NPC456
0.8421 Intermediate Similarity NPC472941
0.8421 Intermediate Similarity NPC42042
0.8409 Intermediate Similarity NPC296367
0.8404 Intermediate Similarity NPC111015
0.8404 Intermediate Similarity NPC166906
0.8387 Intermediate Similarity NPC189520
0.8387 Intermediate Similarity NPC26888
0.8387 Intermediate Similarity NPC204341
0.8387 Intermediate Similarity NPC107690
0.837 Intermediate Similarity NPC474570
0.837 Intermediate Similarity NPC214387
0.837 Intermediate Similarity NPC2983
0.837 Intermediate Similarity NPC474889
0.837 Intermediate Similarity NPC76879
0.8367 Intermediate Similarity NPC473928
0.8352 Intermediate Similarity NPC90652
0.8351 Intermediate Similarity NPC51370
0.8351 Intermediate Similarity NPC205899
0.8351 Intermediate Similarity NPC287833
0.8333 Intermediate Similarity NPC471224
0.8333 Intermediate Similarity NPC18319
0.8316 Intermediate Similarity NPC174948
0.8316 Intermediate Similarity NPC317586
0.8316 Intermediate Similarity NPC318282
0.8316 Intermediate Similarity NPC173875
0.8316 Intermediate Similarity NPC470016
0.8316 Intermediate Similarity NPC472932
0.8316 Intermediate Similarity NPC469995
0.8315 Intermediate Similarity NPC477373
0.8315 Intermediate Similarity NPC310470
0.8315 Intermediate Similarity NPC168188
0.8315 Intermediate Similarity NPC470015
0.8315 Intermediate Similarity NPC245866
0.8298 Intermediate Similarity NPC470224
0.8298 Intermediate Similarity NPC470254
0.8295 Intermediate Similarity NPC477372
0.828 Intermediate Similarity NPC193750
0.828 Intermediate Similarity NPC289213
0.828 Intermediate Similarity NPC471896
0.828 Intermediate Similarity NPC477147
0.828 Intermediate Similarity NPC477149
0.828 Intermediate Similarity NPC129913
0.828 Intermediate Similarity NPC44240
0.8269 Intermediate Similarity NPC73455
0.8269 Intermediate Similarity NPC200944
0.8261 Intermediate Similarity NPC471722
0.8242 Intermediate Similarity NPC195640
0.8242 Intermediate Similarity NPC474732
0.8242 Intermediate Similarity NPC222613
0.8242 Intermediate Similarity NPC474778
0.8242 Intermediate Similarity NPC474733
0.8242 Intermediate Similarity NPC80590
0.8242 Intermediate Similarity NPC94755
0.8242 Intermediate Similarity NPC118648
0.8242 Intermediate Similarity NPC31564
0.8242 Intermediate Similarity NPC475022
0.8242 Intermediate Similarity NPC145879
0.8242 Intermediate Similarity NPC51014
0.8242 Intermediate Similarity NPC72133
0.8229 Intermediate Similarity NPC328162
0.8229 Intermediate Similarity NPC328371
0.8229 Intermediate Similarity NPC322063
0.8229 Intermediate Similarity NPC305483
0.8229 Intermediate Similarity NPC96859
0.8229 Intermediate Similarity NPC49371
0.8222 Intermediate Similarity NPC100391
0.8211 Intermediate Similarity NPC159410
0.8202 Intermediate Similarity NPC15910
0.8202 Intermediate Similarity NPC320514
0.8202 Intermediate Similarity NPC240302
0.8202 Intermediate Similarity NPC151519
0.82 Intermediate Similarity NPC472227

  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 NPC152897 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
0.9 High Similarity NPD5281 Approved
0.9 High Similarity NPD5284 Approved
0.8696 High Similarity NPD6399 Phase 3
0.8444 Intermediate Similarity NPD5279 Phase 3
0.8427 Intermediate Similarity NPD4786 Approved
0.8427 Intermediate Similarity NPD3133 Approved
0.8427 Intermediate Similarity NPD3665 Phase 1
0.8427 Intermediate Similarity NPD3666 Approved
0.8333 Intermediate Similarity NPD6084 Phase 2
0.8333 Intermediate Similarity NPD6083 Phase 2
0.8316 Intermediate Similarity NPD5695 Phase 3
0.8242 Intermediate Similarity NPD6684 Approved
0.8242 Intermediate Similarity NPD7334 Approved
0.8242 Intermediate Similarity NPD5280 Approved
0.8242 Intermediate Similarity NPD4694 Approved
0.8242 Intermediate Similarity NPD7521 Approved
0.8242 Intermediate Similarity NPD5330 Approved
0.8242 Intermediate Similarity NPD6409 Approved
0.8242 Intermediate Similarity NPD7146 Approved
0.8202 Intermediate Similarity NPD3667 Approved
0.8191 Intermediate Similarity NPD6050 Approved
0.8172 Intermediate Similarity NPD4753 Phase 2
0.8119 Intermediate Similarity NPD5739 Approved
0.8119 Intermediate Similarity NPD6675 Approved
0.8119 Intermediate Similarity NPD6402 Approved
0.8119 Intermediate Similarity NPD7128 Approved
0.8105 Intermediate Similarity NPD4202 Approved
0.8085 Intermediate Similarity NPD5692 Phase 3
0.8085 Intermediate Similarity NPD5207 Approved
0.8065 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD6903 Approved
0.8061 Intermediate Similarity NPD5696 Approved
0.8058 Intermediate Similarity NPD6372 Approved
0.8058 Intermediate Similarity NPD6373 Approved
0.8043 Intermediate Similarity NPD3618 Phase 1
0.8 Intermediate Similarity NPD4221 Approved
0.8 Intermediate Similarity NPD4223 Phase 3
0.8 Intermediate Similarity NPD5694 Approved
0.7979 Intermediate Similarity NPD5328 Approved
0.7961 Intermediate Similarity NPD7320 Approved
0.7961 Intermediate Similarity NPD6899 Approved
0.7961 Intermediate Similarity NPD6881 Approved
0.7959 Intermediate Similarity NPD4755 Approved
0.7938 Intermediate Similarity NPD5210 Approved
0.7938 Intermediate Similarity NPD4629 Approved
0.7935 Intermediate Similarity NPD5329 Approved
0.7905 Intermediate Similarity NPD6649 Approved
0.7905 Intermediate Similarity NPD6650 Approved
0.7872 Intermediate Similarity NPD6672 Approved
0.7872 Intermediate Similarity NPD5737 Approved
0.7864 Intermediate Similarity NPD5697 Approved
0.7864 Intermediate Similarity NPD5701 Approved
0.7849 Intermediate Similarity NPD6098 Approved
0.7849 Intermediate Similarity NPD5690 Phase 2
0.7826 Intermediate Similarity NPD4197 Approved
0.7812 Intermediate Similarity NPD7515 Phase 2
0.7812 Intermediate Similarity NPD6079 Approved
0.781 Intermediate Similarity NPD7102 Approved
0.781 Intermediate Similarity NPD6883 Approved
0.781 Intermediate Similarity NPD7290 Approved
0.78 Intermediate Similarity NPD5286 Approved
0.78 Intermediate Similarity NPD4700 Approved
0.78 Intermediate Similarity NPD5285 Approved
0.78 Intermediate Similarity NPD4696 Approved
0.7789 Intermediate Similarity NPD6904 Approved
0.7789 Intermediate Similarity NPD6080 Approved
0.7789 Intermediate Similarity NPD6673 Approved
0.7788 Intermediate Similarity NPD6011 Approved
0.7755 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6847 Approved
0.7736 Intermediate Similarity NPD8130 Phase 1
0.7736 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6617 Approved
0.7736 Intermediate Similarity NPD6869 Approved
0.7723 Intermediate Similarity NPD5223 Approved
0.7717 Intermediate Similarity NPD4788 Approved
0.7714 Intermediate Similarity NPD6012 Approved
0.7714 Intermediate Similarity NPD6014 Approved
0.7714 Intermediate Similarity NPD6013 Approved
0.7708 Intermediate Similarity NPD4096 Approved
0.7692 Intermediate Similarity NPD4692 Approved
0.7692 Intermediate Similarity NPD4139 Approved
0.7677 Intermediate Similarity NPD4697 Phase 3
0.7664 Intermediate Similarity NPD8297 Approved
0.7664 Intermediate Similarity NPD6882 Approved
0.766 Intermediate Similarity NPD4689 Approved
0.766 Intermediate Similarity NPD4690 Approved
0.766 Intermediate Similarity NPD4693 Phase 3
0.766 Intermediate Similarity NPD5205 Approved
0.766 Intermediate Similarity NPD4688 Approved
0.766 Intermediate Similarity NPD4138 Approved
0.7647 Intermediate Similarity NPD4633 Approved
0.7647 Intermediate Similarity NPD5226 Approved
0.7647 Intermediate Similarity NPD5224 Approved
0.7647 Intermediate Similarity NPD5225 Approved
0.7647 Intermediate Similarity NPD5211 Phase 2
0.7634 Intermediate Similarity NPD3668 Phase 3
0.7629 Intermediate Similarity NPD8034 Phase 2
0.7629 Intermediate Similarity NPD6411 Approved
0.7629 Intermediate Similarity NPD8035 Phase 2
0.7604 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD7902 Approved
0.7582 Intermediate Similarity NPD5368 Approved
0.7576 Intermediate Similarity NPD5654 Approved
0.7573 Intermediate Similarity NPD5174 Approved
0.7573 Intermediate Similarity NPD5175 Approved
0.7573 Intermediate Similarity NPD4754 Approved
0.7556 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5133 Approved
0.7528 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD6412 Phase 2
0.75 Intermediate Similarity NPD4518 Approved
0.75 Intermediate Similarity NPD5208 Approved
0.75 Intermediate Similarity NPD5141 Approved
0.75 Intermediate Similarity NPD5222 Approved
0.75 Intermediate Similarity NPD5369 Approved
0.75 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5221 Approved
0.75 Intermediate Similarity NPD5733 Approved
0.7475 Intermediate Similarity NPD7748 Approved
0.7474 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD5693 Phase 1
0.7431 Intermediate Similarity NPD4632 Approved
0.7429 Intermediate Similarity NPD4768 Approved
0.7429 Intermediate Similarity NPD4767 Approved
0.7429 Intermediate Similarity NPD6008 Approved
0.7426 Intermediate Similarity NPD5959 Approved
0.7426 Intermediate Similarity NPD5173 Approved
0.7423 Intermediate Similarity NPD6101 Approved
0.7423 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4270 Approved
0.7419 Intermediate Similarity NPD4269 Approved
0.7419 Intermediate Similarity NPD6435 Approved
0.7416 Intermediate Similarity NPD7339 Approved
0.7416 Intermediate Similarity NPD6942 Approved
0.7391 Intermediate Similarity NPD7525 Registered
0.7353 Intermediate Similarity NPD7638 Approved
0.734 Intermediate Similarity NPD5362 Discontinued
0.7321 Intermediate Similarity NPD6335 Approved
0.7303 Intermediate Similarity NPD6926 Approved
0.7303 Intermediate Similarity NPD6924 Approved
0.7303 Intermediate Similarity NPD4687 Approved
0.73 Intermediate Similarity NPD6001 Approved
0.73 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7900 Approved
0.7297 Intermediate Similarity NPD6274 Approved
0.729 Intermediate Similarity NPD4729 Approved
0.729 Intermediate Similarity NPD4730 Approved
0.729 Intermediate Similarity NPD5128 Approved
0.7283 Intermediate Similarity NPD4195 Approved
0.7282 Intermediate Similarity NPD7639 Approved
0.7282 Intermediate Similarity NPD6404 Discontinued
0.7282 Intermediate Similarity NPD7640 Approved
0.7273 Intermediate Similarity NPD5276 Approved
0.7273 Intermediate Similarity NPD4243 Approved
0.7257 Intermediate Similarity NPD7100 Approved
0.7257 Intermediate Similarity NPD7101 Approved
0.7253 Intermediate Similarity NPD6116 Phase 1
0.7245 Intermediate Similarity NPD6051 Approved
0.7232 Intermediate Similarity NPD6317 Approved
0.7232 Intermediate Similarity NPD6009 Approved
0.7204 Intermediate Similarity NPD4252 Approved
0.7188 Intermediate Similarity NPD5363 Approved
0.7174 Intermediate Similarity NPD3617 Approved
0.7172 Intermediate Similarity NPD5785 Approved
0.7168 Intermediate Similarity NPD6313 Approved
0.7168 Intermediate Similarity NPD6314 Approved
0.7159 Intermediate Similarity NPD4245 Approved
0.7159 Intermediate Similarity NPD4244 Approved
0.7156 Intermediate Similarity NPD5135 Approved
0.7156 Intermediate Similarity NPD4634 Approved
0.7156 Intermediate Similarity NPD5249 Phase 3
0.7156 Intermediate Similarity NPD5169 Approved
0.7156 Intermediate Similarity NPD5251 Approved
0.7156 Intermediate Similarity NPD5250 Approved
0.7156 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD5248 Approved
0.7156 Intermediate Similarity NPD5247 Approved
0.7143 Intermediate Similarity NPD6933 Approved
0.7143 Intermediate Similarity NPD6117 Approved
0.713 Intermediate Similarity NPD6909 Approved
0.713 Intermediate Similarity NPD6908 Approved
0.713 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD5786 Approved
0.7111 Intermediate Similarity NPD4784 Approved
0.7111 Intermediate Similarity NPD4785 Approved
0.7111 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7637 Suspended
0.7091 Intermediate Similarity NPD5215 Approved
0.7091 Intermediate Similarity NPD5217 Approved
0.7091 Intermediate Similarity NPD5127 Approved
0.7091 Intermediate Similarity NPD5216 Approved
0.708 Intermediate Similarity NPD7115 Discovery
0.7075 Intermediate Similarity NPD6052 Approved
0.7045 Intermediate Similarity NPD6923 Approved
0.7045 Intermediate Similarity NPD3698 Phase 2
0.7045 Intermediate Similarity NPD6922 Approved
0.7043 Intermediate Similarity NPD6319 Approved
0.703 Intermediate Similarity NPD5778 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