Structure

Physi-Chem Properties

Molecular Weight:  514.29
Volume:  538.923
LogP:  2.447
LogD:  1.582
LogS:  -3.936
# Rotatable Bonds:  5
TPSA:  125.81
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.527
Synthetic Accessibility Score:  5.235
Fsp3:  0.767
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.471
MDCK Permeability:  2.478309215803165e-05
Pgp-inhibitor:  0.737
Pgp-substrate:  0.216
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.553

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.96
Plasma Protein Binding (PPB):  67.8238296508789%
Volume Distribution (VD):  0.32
Pgp-substrate:  19.35856056213379%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.24
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.837
CYP2C9-inhibitor:  0.021
CYP2C9-substrate:  0.154
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.105
CYP3A4-inhibitor:  0.048
CYP3A4-substrate:  0.347

ADMET: Excretion

Clearance (CL):  16.428
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.003
Human Hepatotoxicity (H-HT):  0.19
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.756
Maximum Recommended Daily Dose:  0.95
Skin Sensitization:  0.144
Carcinogencity:  0.559
Eye Corrosion:  0.017
Eye Irritation:  0.022
Respiratory Toxicity:  0.919

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

  Natural Product: NPC234892

Natural Product ID:  NPC234892
Common Name*:   Ganoderenic Acid B
IUPAC Name:   (E)-6-[(3S,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxohept-5-enoic acid
Synonyms:   Ganoderenic Acid B
Standard InCHIKey:  QECQJYAIIIIKJB-QQPHKSTLSA-N
Standard InCHI:  InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21-22,32,34H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10+/t16?,18-,19+,21+,22+,28+,29-,30+/m1/s1
SMILES:  C/C(=CC(=O)CC(C)C(=O)O)/[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@@H](C(C)(C)[C@@H]1C[C@@H]3O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2205010
PubChem CID:   71457627
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytochem.2005.10.025]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[11520245]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[12045343]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[14695801]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[1791484]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. spore n.a. PMID[18827358]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies Nagano, Japan 2008-MAY PMID[20039640]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[20384295]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[20702092]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[21924611]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[22014750]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[22044278]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body n.a. n.a. PMID[22047696]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[26222905]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[9635497]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16609 Ganoderma sinense Species Ganodermataceae 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
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250.0 nM PMID[541879]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250.0 nM PMID[541879]
NPT168 Cell Line P388 Mus musculus IC50 = 7250.0 nM PMID[541879]
NPT165 Cell Line HeLa Homo sapiens IC50 = 202000.0 nM PMID[541879]

☑ 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 NPC234892 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
0.9789 High Similarity NPC293753
0.9681 High Similarity NPC16021
0.9579 High Similarity NPC299971
0.9579 High Similarity NPC144660
0.9574 High Similarity NPC122294
0.9381 High Similarity NPC281702
0.9375 High Similarity NPC307954
0.9375 High Similarity NPC51370
0.9368 High Similarity NPC320306
0.9362 High Similarity NPC297199
0.9263 High Similarity NPC472941
0.9263 High Similarity NPC456
0.9175 High Similarity NPC287833
0.9175 High Similarity NPC327431
0.9109 High Similarity NPC295244
0.91 High Similarity NPC51452
0.9091 High Similarity NPC251017
0.9062 High Similarity NPC40765
0.9062 High Similarity NPC7124
0.9062 High Similarity NPC243525
0.9043 High Similarity NPC233116
0.9029 High Similarity NPC472928
0.901 High Similarity NPC473037
0.8969 High Similarity NPC106557
0.8958 High Similarity NPC271195
0.8958 High Similarity NPC255809
0.8958 High Similarity NPC37646
0.89 High Similarity NPC55872
0.8889 High Similarity NPC472924
0.8866 High Similarity NPC3772
0.8854 High Similarity NPC469406
0.8842 High Similarity NPC297265
0.883 High Similarity NPC214387
0.8824 High Similarity NPC472925
0.8812 High Similarity NPC28656
0.88 High Similarity NPC195290
0.88 High Similarity NPC204450
0.8788 High Similarity NPC154072
0.8776 High Similarity NPC108078
0.8776 High Similarity NPC121339
0.8763 High Similarity NPC318282
0.8763 High Similarity NPC173875
0.8763 High Similarity NPC469995
0.8763 High Similarity NPC174948
0.875 High Similarity NPC69454
0.8737 High Similarity NPC477149
0.8737 High Similarity NPC469400
0.8737 High Similarity NPC477147
0.8725 High Similarity NPC323834
0.8713 High Similarity NPC236390
0.8687 High Similarity NPC48647
0.8687 High Similarity NPC103051
0.8673 High Similarity NPC249954
0.8673 High Similarity NPC328371
0.8667 High Similarity NPC115303
0.866 High Similarity NPC166906
0.8654 High Similarity NPC286174
0.8654 High Similarity NPC77947
0.8646 High Similarity NPC107690
0.8646 High Similarity NPC86266
0.8646 High Similarity NPC63748
0.8646 High Similarity NPC212301
0.8646 High Similarity NPC110657
0.8646 High Similarity NPC473998
0.8632 High Similarity NPC473999
0.8632 High Similarity NPC309603
0.8617 High Similarity NPC187376
0.8617 High Similarity NPC159046
0.8617 High Similarity NPC233836
0.8611 High Similarity NPC472927
0.86 High Similarity NPC157787
0.86 High Similarity NPC88198
0.86 High Similarity NPC476274
0.8586 High Similarity NPC43747
0.8586 High Similarity NPC253826
0.8571 High Similarity NPC317586
0.8571 High Similarity NPC259286
0.8571 High Similarity NPC129689
0.8571 High Similarity NPC272898
0.8571 High Similarity NPC470016
0.8571 High Similarity NPC473036
0.8557 High Similarity NPC472930
0.8557 High Similarity NPC214697
0.8557 High Similarity NPC107674
0.8557 High Similarity NPC470254
0.8557 High Similarity NPC170220
0.8557 High Similarity NPC141497
0.8542 High Similarity NPC48010
0.8529 High Similarity NPC249187
0.8529 High Similarity NPC247957
0.8526 High Similarity NPC242864
0.8526 High Similarity NPC471722
0.8515 High Similarity NPC476240
0.8515 High Similarity NPC224720
0.8515 High Similarity NPC302537
0.8515 High Similarity NPC476223
0.8515 High Similarity NPC163372
0.8511 High Similarity NPC55309
0.8511 High Similarity NPC72133
0.8511 High Similarity NPC28252
0.8505 High Similarity NPC472929
0.85 High Similarity NPC197386
0.85 High Similarity NPC235464
0.85 High Similarity NPC166745
0.85 High Similarity NPC114274
0.85 High Similarity NPC471717
0.85 High Similarity NPC478056
0.85 High Similarity NPC10364
0.85 High Similarity NPC186810
0.8485 Intermediate Similarity NPC117133
0.8485 Intermediate Similarity NPC305483
0.8485 Intermediate Similarity NPC95565
0.8485 Intermediate Similarity NPC301534
0.8485 Intermediate Similarity NPC250757
0.8485 Intermediate Similarity NPC96859
0.8485 Intermediate Similarity NPC328162
0.8485 Intermediate Similarity NPC173272
0.8469 Intermediate Similarity NPC119562
0.8469 Intermediate Similarity NPC111015
0.8469 Intermediate Similarity NPC196485
0.8469 Intermediate Similarity NPC49670
0.8469 Intermediate Similarity NPC8993
0.8469 Intermediate Similarity NPC184870
0.8469 Intermediate Similarity NPC279410
0.8469 Intermediate Similarity NPC245972
0.8455 Intermediate Similarity NPC472933
0.8454 Intermediate Similarity NPC212948
0.8454 Intermediate Similarity NPC475806
0.8454 Intermediate Similarity NPC23434
0.8447 Intermediate Similarity NPC72255
0.8447 Intermediate Similarity NPC209502
0.8447 Intermediate Similarity NPC204833
0.844 Intermediate Similarity NPC472934
0.8438 Intermediate Similarity NPC102414
0.8438 Intermediate Similarity NPC86319
0.8438 Intermediate Similarity NPC475921
0.8438 Intermediate Similarity NPC77168
0.8438 Intermediate Similarity NPC84271
0.8438 Intermediate Similarity NPC474704
0.8438 Intermediate Similarity NPC262858
0.8438 Intermediate Similarity NPC472240
0.8438 Intermediate Similarity NPC275740
0.8431 Intermediate Similarity NPC119601
0.8431 Intermediate Similarity NPC308726
0.8431 Intermediate Similarity NPC136289
0.8421 Intermediate Similarity NPC474684
0.8421 Intermediate Similarity NPC142361
0.8416 Intermediate Similarity NPC205899
0.8416 Intermediate Similarity NPC470074
0.8416 Intermediate Similarity NPC316964
0.8404 Intermediate Similarity NPC474083
0.8404 Intermediate Similarity NPC11711
0.8396 Intermediate Similarity NPC286880
0.8384 Intermediate Similarity NPC241156
0.8384 Intermediate Similarity NPC476174
0.8384 Intermediate Similarity NPC162001
0.8384 Intermediate Similarity NPC45324
0.8384 Intermediate Similarity NPC222845
0.8384 Intermediate Similarity NPC48330
0.8367 Intermediate Similarity NPC243866
0.8367 Intermediate Similarity NPC470375
0.8367 Intermediate Similarity NPC470376
0.8365 Intermediate Similarity NPC152695
0.8365 Intermediate Similarity NPC476027
0.8365 Intermediate Similarity NPC85829
0.8365 Intermediate Similarity NPC202167
0.8365 Intermediate Similarity NPC149047
0.8365 Intermediate Similarity NPC97202
0.8365 Intermediate Similarity NPC171137
0.8365 Intermediate Similarity NPC214264
0.8365 Intermediate Similarity NPC48733
0.8365 Intermediate Similarity NPC302607
0.8365 Intermediate Similarity NPC319077
0.8365 Intermediate Similarity NPC150531
0.8365 Intermediate Similarity NPC260268
0.8365 Intermediate Similarity NPC50692
0.8365 Intermediate Similarity NPC296945
0.8365 Intermediate Similarity NPC257353
0.8365 Intermediate Similarity NPC49958
0.8351 Intermediate Similarity NPC111585
0.8351 Intermediate Similarity NPC175628
0.8351 Intermediate Similarity NPC191684
0.8351 Intermediate Similarity NPC148414
0.835 Intermediate Similarity NPC33973
0.835 Intermediate Similarity NPC478057
0.835 Intermediate Similarity NPC70967
0.8333 Intermediate Similarity NPC250109
0.8333 Intermediate Similarity NPC143767
0.8333 Intermediate Similarity NPC472926
0.8333 Intermediate Similarity NPC81530
0.8333 Intermediate Similarity NPC131470
0.8333 Intermediate Similarity NPC962
0.8316 Intermediate Similarity NPC472985
0.8316 Intermediate Similarity NPC472986
0.83 Intermediate Similarity NPC125622
0.83 Intermediate Similarity NPC155676
0.8298 Intermediate Similarity NPC165064
0.8298 Intermediate Similarity NPC209882
0.8298 Intermediate Similarity NPC473246
0.8286 Intermediate Similarity NPC475060

  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 NPC234892 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
0.8316 Intermediate Similarity NPD3618 Phase 1
0.8247 Intermediate Similarity NPD5328 Approved
0.8235 Intermediate Similarity NPD7639 Approved
0.8235 Intermediate Similarity NPD7640 Approved
0.8182 Intermediate Similarity NPD6399 Phase 3
0.8137 Intermediate Similarity NPD7638 Approved
0.8119 Intermediate Similarity NPD4697 Phase 3
0.8081 Intermediate Similarity NPD7515 Phase 2
0.8081 Intermediate Similarity NPD6079 Approved
0.7963 Intermediate Similarity NPD6373 Approved
0.7963 Intermediate Similarity NPD6372 Approved
0.7917 Intermediate Similarity NPD4786 Approved
0.7864 Intermediate Similarity NPD7902 Approved
0.785 Intermediate Similarity NPD5739 Approved
0.785 Intermediate Similarity NPD6675 Approved
0.785 Intermediate Similarity NPD7128 Approved
0.785 Intermediate Similarity NPD6402 Approved
0.7822 Intermediate Similarity NPD4202 Approved
0.7818 Intermediate Similarity NPD6649 Approved
0.7818 Intermediate Similarity NPD6650 Approved
0.7788 Intermediate Similarity NPD7115 Discovery
0.7788 Intermediate Similarity NPD5696 Approved
0.7767 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD5222 Approved
0.7767 Intermediate Similarity NPD5221 Approved
0.7755 Intermediate Similarity NPD5279 Phase 3
0.7745 Intermediate Similarity NPD7748 Approved
0.7736 Intermediate Similarity NPD5211 Phase 2
0.7732 Intermediate Similarity NPD3666 Approved
0.7732 Intermediate Similarity NPD3665 Phase 1
0.7732 Intermediate Similarity NPD3133 Approved
0.7723 Intermediate Similarity NPD5281 Approved
0.7723 Intermediate Similarity NPD5284 Approved
0.7708 Intermediate Similarity NPD3667 Approved
0.7706 Intermediate Similarity NPD6881 Approved
0.7706 Intermediate Similarity NPD6899 Approved
0.7706 Intermediate Similarity NPD7320 Approved
0.7692 Intermediate Similarity NPD5173 Approved
0.7692 Intermediate Similarity NPD6083 Phase 2
0.7692 Intermediate Similarity NPD6084 Phase 2
0.7692 Intermediate Similarity NPD4755 Approved
0.767 Intermediate Similarity NPD5210 Approved
0.767 Intermediate Similarity NPD5695 Phase 3
0.767 Intermediate Similarity NPD4629 Approved
0.7653 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD5697 Approved
0.7615 Intermediate Similarity NPD5701 Approved
0.76 Intermediate Similarity NPD6672 Approved
0.76 Intermediate Similarity NPD5737 Approved
0.7593 Intermediate Similarity NPD5141 Approved
0.7576 Intermediate Similarity NPD7334 Approved
0.7576 Intermediate Similarity NPD5330 Approved
0.7576 Intermediate Similarity NPD7521 Approved
0.7576 Intermediate Similarity NPD6409 Approved
0.7576 Intermediate Similarity NPD7146 Approved
0.7576 Intermediate Similarity NPD6684 Approved
0.7573 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD7900 Approved
0.757 Intermediate Similarity NPD7632 Discontinued
0.7568 Intermediate Similarity NPD7102 Approved
0.7568 Intermediate Similarity NPD7290 Approved
0.7568 Intermediate Similarity NPD6883 Approved
0.7549 Intermediate Similarity NPD8035 Phase 2
0.7549 Intermediate Similarity NPD8034 Phase 2
0.7547 Intermediate Similarity NPD4696 Approved
0.7547 Intermediate Similarity NPD4700 Approved
0.7547 Intermediate Similarity NPD5285 Approved
0.7547 Intermediate Similarity NPD5286 Approved
0.7545 Intermediate Similarity NPD6011 Approved
0.7525 Intermediate Similarity NPD4753 Phase 2
0.7523 Intermediate Similarity NPD6008 Approved
0.7522 Intermediate Similarity NPD4632 Approved
0.75 Intermediate Similarity NPD8130 Phase 1
0.75 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD6869 Approved
0.75 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6617 Approved
0.75 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6012 Approved
0.7477 Intermediate Similarity NPD6014 Approved
0.7477 Intermediate Similarity NPD6013 Approved
0.7477 Intermediate Similarity NPD5223 Approved
0.7474 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD8297 Approved
0.7434 Intermediate Similarity NPD6882 Approved
0.7426 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD6903 Approved
0.7407 Intermediate Similarity NPD5225 Approved
0.7407 Intermediate Similarity NPD5226 Approved
0.7407 Intermediate Similarity NPD5224 Approved
0.7407 Intermediate Similarity NPD4633 Approved
0.74 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD4223 Phase 3
0.7347 Intermediate Similarity NPD4221 Approved
0.7339 Intermediate Similarity NPD5174 Approved
0.7339 Intermediate Similarity NPD5175 Approved
0.7339 Intermediate Similarity NPD4754 Approved
0.7328 Intermediate Similarity NPD6009 Approved
0.73 Intermediate Similarity NPD5329 Approved
0.7292 Intermediate Similarity NPD6114 Approved
0.7292 Intermediate Similarity NPD6118 Approved
0.7292 Intermediate Similarity NPD6115 Approved
0.7292 Intermediate Similarity NPD6697 Approved
0.7257 Intermediate Similarity NPD4634 Approved
0.7241 Intermediate Similarity NPD6868 Approved
0.7228 Intermediate Similarity NPD5690 Phase 2
0.7228 Intermediate Similarity NPD4694 Approved
0.7228 Intermediate Similarity NPD5280 Approved
0.7222 Intermediate Similarity NPD6404 Discontinued
0.7212 Intermediate Similarity NPD6050 Approved
0.7207 Intermediate Similarity NPD4767 Approved
0.7207 Intermediate Similarity NPD4768 Approved
0.72 Intermediate Similarity NPD4197 Approved
0.72 Intermediate Similarity NPD3668 Phase 3
0.7184 Intermediate Similarity NPD6080 Approved
0.7184 Intermediate Similarity NPD6673 Approved
0.7184 Intermediate Similarity NPD6904 Approved
0.7143 Intermediate Similarity NPD7525 Registered
0.7143 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD5779 Approved
0.7143 Intermediate Similarity NPD5778 Approved
0.7143 Intermediate Similarity NPD6319 Approved
0.713 Intermediate Similarity NPD4225 Approved
0.7129 Intermediate Similarity NPD5363 Approved
0.7129 Intermediate Similarity NPD1694 Approved
0.7119 Intermediate Similarity NPD6335 Approved
0.7115 Intermediate Similarity NPD5785 Approved
0.7115 Intermediate Similarity NPD5207 Approved
0.7115 Intermediate Similarity NPD5692 Phase 3
0.7107 Intermediate Similarity NPD7604 Phase 2
0.7105 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD6274 Approved
0.7083 Intermediate Similarity NPD5983 Phase 2
0.7083 Intermediate Similarity NPD6117 Approved
0.708 Intermediate Similarity NPD5128 Approved
0.708 Intermediate Similarity NPD4730 Approved
0.708 Intermediate Similarity NPD4729 Approved
0.708 Intermediate Similarity NPD5168 Approved
0.7075 Intermediate Similarity NPD6001 Approved
0.7059 Intermediate Similarity NPD4689 Approved
0.7059 Intermediate Similarity NPD7100 Approved
0.7059 Intermediate Similarity NPD4690 Approved
0.7059 Intermediate Similarity NPD4138 Approved
0.7059 Intermediate Similarity NPD5205 Approved
0.7059 Intermediate Similarity NPD4623 Approved
0.7059 Intermediate Similarity NPD4519 Discontinued
0.7059 Intermediate Similarity NPD4688 Approved
0.7059 Intermediate Similarity NPD7101 Approved
0.7059 Intermediate Similarity NPD4693 Phase 3
0.7049 Intermediate Similarity NPD7492 Approved
0.7048 Intermediate Similarity NPD5693 Phase 1
0.7048 Intermediate Similarity NPD5694 Approved
0.7048 Intermediate Similarity NPD7637 Suspended
0.7034 Intermediate Similarity NPD6317 Approved
0.7019 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD6116 Phase 1
0.7 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD6054 Approved
0.7 Intermediate Similarity NPD4269 Approved
0.7 Intermediate Similarity NPD4270 Approved
0.6992 Remote Similarity NPD6616 Approved
0.6992 Remote Similarity NPD7507 Approved
0.6992 Remote Similarity NPD6336 Discontinued
0.699 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6053 Discontinued
0.6979 Remote Similarity NPD7339 Approved
0.6979 Remote Similarity NPD6942 Approved
0.6975 Remote Similarity NPD6314 Approved
0.6975 Remote Similarity NPD6313 Approved
0.6957 Remote Similarity NPD5251 Approved
0.6957 Remote Similarity NPD5250 Approved
0.6957 Remote Similarity NPD5248 Approved
0.6957 Remote Similarity NPD5249 Phase 3
0.6957 Remote Similarity NPD5169 Approved
0.6957 Remote Similarity NPD5247 Approved
0.6957 Remote Similarity NPD5135 Approved
0.6957 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7614 Phase 1
0.6942 Remote Similarity NPD6908 Approved
0.6942 Remote Similarity NPD6909 Approved
0.6942 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6939 Remote Similarity NPD3617 Approved
0.6935 Remote Similarity NPD8293 Discontinued
0.6935 Remote Similarity NPD7078 Approved
0.6931 Remote Similarity NPD5362 Discontinued
0.6931 Remote Similarity NPD4788 Approved
0.693 Remote Similarity NPD6686 Approved
0.6923 Remote Similarity NPD5208 Approved
0.6897 Remote Similarity NPD5127 Approved
0.6897 Remote Similarity NPD5216 Approved
0.6897 Remote Similarity NPD5215 Approved
0.6897 Remote Similarity NPD5217 Approved
0.6893 Remote Similarity NPD5786 Approved
0.6893 Remote Similarity NPD6098 Approved
0.6887 Remote Similarity NPD6411 Approved
0.6885 Remote Similarity NPD6370 Approved
0.688 Remote Similarity NPD7736 Approved
0.6875 Remote Similarity NPD5733 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