Structure

Physi-Chem Properties

Molecular Weight:  330.18
Volume:  344.865
LogP:  2.752
LogD:  2.588
LogS:  -4.496
# Rotatable Bonds:  1
TPSA:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.751
Synthetic Accessibility Score:  5.456
Fsp3:  0.7
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.923
MDCK Permeability:  2.3615755708306096e-05
Pgp-inhibitor:  0.993
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.726
30% Bioavailability (F30%):  0.024

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.944
Plasma Protein Binding (PPB):  91.35810089111328%
Volume Distribution (VD):  1.19
Pgp-substrate:  8.508545875549316%

ADMET: Metabolism

CYP1A2-inhibitor:  0.195
CYP1A2-substrate:  0.968
CYP2C19-inhibitor:  0.499
CYP2C19-substrate:  0.811
CYP2C9-inhibitor:  0.28
CYP2C9-substrate:  0.053
CYP2D6-inhibitor:  0.138
CYP2D6-substrate:  0.04
CYP3A4-inhibitor:  0.777
CYP3A4-substrate:  0.919

ADMET: Excretion

Clearance (CL):  5.227
Half-life (T1/2):  0.508

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.584
Drug-inuced Liver Injury (DILI):  0.043
AMES Toxicity:  0.864
Rat Oral Acute Toxicity:  0.503
Maximum Recommended Daily Dose:  0.851
Skin Sensitization:  0.218
Carcinogencity:  0.873
Eye Corrosion:  0.004
Eye Irritation:  0.065
Respiratory Toxicity:  0.959

Download Data

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

  Natural Product: NPC170131

Natural Product ID:  NPC170131
Common Name*:   JSFRLZQSBVCOOF-YGWPLHOASA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  JSFRLZQSBVCOOF-YGWPLHOASA-N
Standard InCHI:  InChI=1S/C20H26O4/c1-12(2)13-10-19(23)8-5-15-18(3)6-4-7-20(15,17(22)24-11-18)16(19)9-14(13)21/h9-10,12,15,23H,4-8,11H2,1-3H3/t15-,18+,19+,20+/m0/s1
SMILES:  CC(C1=C[C@]2(O)CC[C@@H]3[C@@]4(C2=CC1=O)CCC[C@]3(C)COC4=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1651059
PubChem CID:   50900413
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*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
NPO30984 Fraxinus sieboldiana Species Oleaceae Eukaryota stem bark n.a. n.a. PMID[17461599]
NPO30984 Fraxinus sieboldiana Species Oleaceae Eukaryota n.a. stem n.a. PMID[20961093]
NPO30984 Fraxinus sieboldiana Species Oleaceae Eukaryota Stem bark Lu Mountain, Jiangxi Province, China 2004-AUG PMID[20961093]
NPO30984 Fraxinus sieboldiana Species Oleaceae Eukaryota n.a. n.a. n.a. PMID[26697686]

☑ 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
NPT179 Cell Line A2780 Homo sapiens IC50 > 10000.0 nM PMID[491627]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000.0 nM PMID[491627]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000.0 nM PMID[491627]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10000.0 nM PMID[491627]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[491627]

☑ 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 NPC170131 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
0.913 High Similarity NPC476416
0.9053 High Similarity NPC478056
0.8901 High Similarity NPC48107
0.8866 High Similarity NPC81530
0.883 High Similarity NPC476415
0.8776 High Similarity NPC136289
0.875 High Similarity NPC473456
0.8687 High Similarity NPC478057
0.8602 High Similarity NPC118011
0.8602 High Similarity NPC36668
0.8571 High Similarity NPC476274
0.8557 High Similarity NPC474343
0.8526 High Similarity NPC151722
0.8511 High Similarity NPC214844
0.85 High Similarity NPC179208
0.85 High Similarity NPC90177
0.85 High Similarity NPC95899
0.8485 Intermediate Similarity NPC115862
0.8485 Intermediate Similarity NPC476240
0.8485 Intermediate Similarity NPC476223
0.8485 Intermediate Similarity NPC224720
0.8469 Intermediate Similarity NPC316598
0.8416 Intermediate Similarity NPC118911
0.8404 Intermediate Similarity NPC477973
0.8387 Intermediate Similarity NPC476409
0.8387 Intermediate Similarity NPC30421
0.8367 Intermediate Similarity NPC38530
0.8367 Intermediate Similarity NPC84335
0.8351 Intermediate Similarity NPC134067
0.8351 Intermediate Similarity NPC53565
0.835 Intermediate Similarity NPC275539
0.835 Intermediate Similarity NPC189075
0.8317 Intermediate Similarity NPC275583
0.8316 Intermediate Similarity NPC476369
0.8316 Intermediate Similarity NPC476437
0.8302 Intermediate Similarity NPC25909
0.83 Intermediate Similarity NPC472637
0.828 Intermediate Similarity NPC473226
0.8265 Intermediate Similarity NPC116457
0.8265 Intermediate Similarity NPC327179
0.8265 Intermediate Similarity NPC235053
0.8261 Intermediate Similarity NPC476412
0.8252 Intermediate Similarity NPC110496
0.8247 Intermediate Similarity NPC74751
0.8247 Intermediate Similarity NPC472976
0.8247 Intermediate Similarity NPC472977
0.8235 Intermediate Similarity NPC472868
0.8229 Intermediate Similarity NPC252433
0.8229 Intermediate Similarity NPC472978
0.8211 Intermediate Similarity NPC5509
0.8211 Intermediate Similarity NPC472973
0.82 Intermediate Similarity NPC472972
0.8191 Intermediate Similarity NPC231599
0.8191 Intermediate Similarity NPC181327
0.8182 Intermediate Similarity NPC226986
0.8182 Intermediate Similarity NPC132753
0.8182 Intermediate Similarity NPC253826
0.8182 Intermediate Similarity NPC224356
0.8182 Intermediate Similarity NPC121402
0.8182 Intermediate Similarity NPC175351
0.8182 Intermediate Similarity NPC151681
0.8182 Intermediate Similarity NPC254496
0.8172 Intermediate Similarity NPC476426
0.8172 Intermediate Similarity NPC474680
0.8165 Intermediate Similarity NPC251310
0.8163 Intermediate Similarity NPC147232
0.8163 Intermediate Similarity NPC290481
0.8163 Intermediate Similarity NPC139570
0.8163 Intermediate Similarity NPC274417
0.8163 Intermediate Similarity NPC183012
0.8155 Intermediate Similarity NPC1679
0.8152 Intermediate Similarity NPC476927
0.8152 Intermediate Similarity NPC49019
0.8152 Intermediate Similarity NPC297398
0.8148 Intermediate Similarity NPC270929
0.8144 Intermediate Similarity NPC214756
0.8144 Intermediate Similarity NPC472303
0.8144 Intermediate Similarity NPC272075
0.8144 Intermediate Similarity NPC295643
0.8144 Intermediate Similarity NPC202728
0.8144 Intermediate Similarity NPC118519
0.8144 Intermediate Similarity NPC158059
0.8137 Intermediate Similarity NPC254202
0.8137 Intermediate Similarity NPC131366
0.8137 Intermediate Similarity NPC95585
0.8137 Intermediate Similarity NPC282233
0.8132 Intermediate Similarity NPC278459
0.8131 Intermediate Similarity NPC122056
0.8125 Intermediate Similarity NPC232202
0.8125 Intermediate Similarity NPC134321
0.8125 Intermediate Similarity NPC474728
0.8119 Intermediate Similarity NPC63249
0.8119 Intermediate Similarity NPC97435
0.8119 Intermediate Similarity NPC472643
0.8113 Intermediate Similarity NPC474315
0.8111 Intermediate Similarity NPC170394
0.8105 Intermediate Similarity NPC472870
0.8105 Intermediate Similarity NPC72397
0.8105 Intermediate Similarity NPC104560
0.8105 Intermediate Similarity NPC471791
0.8105 Intermediate Similarity NPC471793
0.8105 Intermediate Similarity NPC473229
0.81 Intermediate Similarity NPC174663
0.81 Intermediate Similarity NPC471966
0.8095 Intermediate Similarity NPC41405
0.8091 Intermediate Similarity NPC61520
0.8085 Intermediate Similarity NPC82979
0.8085 Intermediate Similarity NPC322159
0.8085 Intermediate Similarity NPC73038
0.8085 Intermediate Similarity NPC472974
0.8081 Intermediate Similarity NPC472362
0.8081 Intermediate Similarity NPC154526
0.8081 Intermediate Similarity NPC157113
0.8081 Intermediate Similarity NPC62516
0.8081 Intermediate Similarity NPC472363
0.8077 Intermediate Similarity NPC475294
0.8077 Intermediate Similarity NPC230541
0.8061 Intermediate Similarity NPC470957
0.8061 Intermediate Similarity NPC114159
0.8061 Intermediate Similarity NPC148964
0.8061 Intermediate Similarity NPC470697
0.8061 Intermediate Similarity NPC269729
0.8061 Intermediate Similarity NPC6818
0.8061 Intermediate Similarity NPC470958
0.8061 Intermediate Similarity NPC191412
0.8061 Intermediate Similarity NPC196227
0.8056 Intermediate Similarity NPC67259
0.8056 Intermediate Similarity NPC147912
0.8041 Intermediate Similarity NPC230064
0.8041 Intermediate Similarity NPC187722
0.8041 Intermediate Similarity NPC289479
0.8041 Intermediate Similarity NPC470590
0.8041 Intermediate Similarity NPC105189
0.8041 Intermediate Similarity NPC233455
0.8041 Intermediate Similarity NPC38754
0.8041 Intermediate Similarity NPC472975
0.8041 Intermediate Similarity NPC285184
0.8041 Intermediate Similarity NPC158030
0.8041 Intermediate Similarity NPC233345
0.8041 Intermediate Similarity NPC145067
0.8041 Intermediate Similarity NPC77099
0.8041 Intermediate Similarity NPC186363
0.8041 Intermediate Similarity NPC116726
0.8041 Intermediate Similarity NPC4036
0.8041 Intermediate Similarity NPC60755
0.8041 Intermediate Similarity NPC65120
0.8039 Intermediate Similarity NPC308726
0.8039 Intermediate Similarity NPC119601
0.8039 Intermediate Similarity NPC31058
0.8039 Intermediate Similarity NPC469606
0.8039 Intermediate Similarity NPC134077
0.8039 Intermediate Similarity NPC162973
0.8039 Intermediate Similarity NPC40918
0.8039 Intermediate Similarity NPC273005
0.8039 Intermediate Similarity NPC137430
0.8039 Intermediate Similarity NPC476081
0.8037 Intermediate Similarity NPC277769
0.8037 Intermediate Similarity NPC472002
0.8037 Intermediate Similarity NPC90952
0.8037 Intermediate Similarity NPC194951
0.8037 Intermediate Similarity NPC269530
0.8037 Intermediate Similarity NPC12046
0.8022 Intermediate Similarity NPC476809
0.8021 Intermediate Similarity NPC262043
0.8021 Intermediate Similarity NPC474396
0.8021 Intermediate Similarity NPC281524
0.8021 Intermediate Similarity NPC474700
0.8021 Intermediate Similarity NPC50488
0.8021 Intermediate Similarity NPC168131
0.8021 Intermediate Similarity NPC284561
0.8021 Intermediate Similarity NPC472983
0.802 Intermediate Similarity NPC241221
0.802 Intermediate Similarity NPC471041
0.802 Intermediate Similarity NPC472644
0.802 Intermediate Similarity NPC476299
0.802 Intermediate Similarity NPC266955
0.802 Intermediate Similarity NPC476767
0.802 Intermediate Similarity NPC471413
0.802 Intermediate Similarity NPC117685
0.802 Intermediate Similarity NPC474012
0.8019 Intermediate Similarity NPC37116
0.8 Intermediate Similarity NPC259788
0.8 Intermediate Similarity NPC89225
0.8 Intermediate Similarity NPC329736
0.8 Intermediate Similarity NPC285513
0.8 Intermediate Similarity NPC50774
0.8 Intermediate Similarity NPC471792
0.8 Intermediate Similarity NPC136948
0.8 Intermediate Similarity NPC476932
0.8 Intermediate Similarity NPC477926
0.8 Intermediate Similarity NPC189880
0.8 Intermediate Similarity NPC293850
0.8 Intermediate Similarity NPC198240
0.8 Intermediate Similarity NPC255589
0.8 Intermediate Similarity NPC472851
0.8 Intermediate Similarity NPC107243
0.8 Intermediate Similarity NPC709
0.8 Intermediate Similarity NPC26413
0.7982 Intermediate Similarity NPC64318
0.7981 Intermediate Similarity NPC478052

  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 NPC170131 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
0.8387 Intermediate Similarity NPD3573 Approved
0.8367 Intermediate Similarity NPD7902 Approved
0.8247 Intermediate Similarity NPD7748 Approved
0.8144 Intermediate Similarity NPD6399 Phase 3
0.8061 Intermediate Similarity NPD7900 Approved
0.8061 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8041 Intermediate Similarity NPD7515 Phase 2
0.7909 Intermediate Similarity NPD7115 Discovery
0.7905 Intermediate Similarity NPD5697 Approved
0.783 Intermediate Similarity NPD6881 Approved
0.783 Intermediate Similarity NPD6899 Approved
0.783 Intermediate Similarity NPD6011 Approved
0.781 Intermediate Similarity NPD5739 Approved
0.781 Intermediate Similarity NPD6675 Approved
0.781 Intermediate Similarity NPD7128 Approved
0.781 Intermediate Similarity NPD6402 Approved
0.7778 Intermediate Similarity NPD6650 Approved
0.7778 Intermediate Similarity NPD6649 Approved
0.7757 Intermediate Similarity NPD6372 Approved
0.7757 Intermediate Similarity NPD6014 Approved
0.7757 Intermediate Similarity NPD6012 Approved
0.7757 Intermediate Similarity NPD6013 Approved
0.7757 Intermediate Similarity NPD6373 Approved
0.7745 Intermediate Similarity NPD5696 Approved
0.7736 Intermediate Similarity NPD5701 Approved
0.7708 Intermediate Similarity NPD3618 Phase 1
0.7692 Intermediate Similarity NPD5211 Phase 2
0.7685 Intermediate Similarity NPD6883 Approved
0.7685 Intermediate Similarity NPD7102 Approved
0.7685 Intermediate Similarity NPD7290 Approved
0.7664 Intermediate Similarity NPD7320 Approved
0.766 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD6083 Phase 2
0.7647 Intermediate Similarity NPD6084 Phase 2
0.7642 Intermediate Similarity NPD6008 Approved
0.7634 Intermediate Similarity NPD4695 Discontinued
0.7624 Intermediate Similarity NPD5695 Phase 3
0.7615 Intermediate Similarity NPD6869 Approved
0.7615 Intermediate Similarity NPD6847 Approved
0.7615 Intermediate Similarity NPD8130 Phase 1
0.7615 Intermediate Similarity NPD6617 Approved
0.7573 Intermediate Similarity NPD4225 Approved
0.7551 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD6672 Approved
0.7551 Intermediate Similarity NPD5737 Approved
0.7547 Intermediate Similarity NPD5141 Approved
0.7545 Intermediate Similarity NPD8297 Approved
0.7545 Intermediate Similarity NPD6882 Approved
0.7526 Intermediate Similarity NPD6684 Approved
0.7526 Intermediate Similarity NPD4623 Approved
0.7526 Intermediate Similarity NPD4519 Discontinued
0.7526 Intermediate Similarity NPD7334 Approved
0.7526 Intermediate Similarity NPD5330 Approved
0.7526 Intermediate Similarity NPD7521 Approved
0.7526 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD6409 Approved
0.7526 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD5286 Approved
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD4696 Approved
0.75 Intermediate Similarity NPD5285 Approved
0.75 Intermediate Similarity NPD6079 Approved
0.75 Intermediate Similarity NPD5284 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7476 Intermediate Similarity NPD4755 Approved
0.7475 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD5328 Approved
0.7474 Intermediate Similarity NPD3667 Approved
0.7455 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD5223 Approved
0.7426 Intermediate Similarity NPD4202 Approved
0.7423 Intermediate Similarity NPD1694 Approved
0.7404 Intermediate Similarity NPD7638 Approved
0.7379 Intermediate Similarity NPD5221 Approved
0.7379 Intermediate Similarity NPD5222 Approved
0.7379 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD4697 Phase 3
0.7374 Intermediate Similarity NPD6903 Approved
0.7358 Intermediate Similarity NPD5224 Approved
0.7358 Intermediate Similarity NPD5225 Approved
0.7358 Intermediate Similarity NPD5226 Approved
0.7358 Intermediate Similarity NPD4633 Approved
0.7345 Intermediate Similarity NPD6274 Approved
0.7333 Intermediate Similarity NPD4700 Approved
0.7327 Intermediate Similarity NPD6411 Approved
0.7327 Intermediate Similarity NPD8034 Phase 2
0.7327 Intermediate Similarity NPD8035 Phase 2
0.7327 Intermediate Similarity NPD5693 Phase 1
0.7321 Intermediate Similarity NPD4632 Approved
0.732 Intermediate Similarity NPD3665 Phase 1
0.732 Intermediate Similarity NPD3666 Approved
0.732 Intermediate Similarity NPD4786 Approved
0.732 Intermediate Similarity NPD3133 Approved
0.7308 Intermediate Similarity NPD5173 Approved
0.73 Intermediate Similarity NPD4753 Phase 2
0.73 Intermediate Similarity NPD6904 Approved
0.73 Intermediate Similarity NPD6080 Approved
0.73 Intermediate Similarity NPD6673 Approved
0.7292 Intermediate Similarity NPD4221 Approved
0.7292 Intermediate Similarity NPD4223 Phase 3
0.729 Intermediate Similarity NPD5174 Approved
0.729 Intermediate Similarity NPD5175 Approved
0.7282 Intermediate Similarity NPD5210 Approved
0.7282 Intermediate Similarity NPD4629 Approved
0.7281 Intermediate Similarity NPD6317 Approved
0.7217 Intermediate Similarity NPD6314 Approved
0.7217 Intermediate Similarity NPD6335 Approved
0.7217 Intermediate Similarity NPD6313 Approved
0.7212 Intermediate Similarity NPD7614 Phase 1
0.7207 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5208 Approved
0.7184 Intermediate Similarity NPD6001 Approved
0.7182 Intermediate Similarity NPD6686 Approved
0.7179 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD7101 Approved
0.7155 Intermediate Similarity NPD7100 Approved
0.7143 Intermediate Similarity NPD4197 Approved
0.7143 Intermediate Similarity NPD3668 Phase 3
0.713 Intermediate Similarity NPD4754 Approved
0.713 Intermediate Similarity NPD6009 Approved
0.7129 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6101 Approved
0.7117 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD6319 Approved
0.7091 Intermediate Similarity NPD6412 Phase 2
0.7087 Intermediate Similarity NPD5779 Approved
0.7087 Intermediate Similarity NPD5778 Approved
0.7071 Intermediate Similarity NPD1696 Phase 3
0.7071 Intermediate Similarity NPD5329 Approved
0.7059 Intermediate Similarity NPD8328 Phase 3
0.7059 Intermediate Similarity NPD5207 Approved
0.7059 Intermediate Similarity NPD5692 Phase 3
0.7048 Intermediate Similarity NPD7732 Phase 3
0.7043 Intermediate Similarity NPD6868 Approved
0.7034 Intermediate Similarity NPD5983 Phase 2
0.7027 Intermediate Similarity NPD5128 Approved
0.7027 Intermediate Similarity NPD4729 Approved
0.7027 Intermediate Similarity NPD4730 Approved
0.7 Intermediate Similarity NPD4138 Approved
0.7 Intermediate Similarity NPD6098 Approved
0.7 Intermediate Similarity NPD4768 Approved
0.7 Intermediate Similarity NPD5205 Approved
0.7 Intermediate Similarity NPD4688 Approved
0.7 Intermediate Similarity NPD5690 Phase 2
0.7 Intermediate Similarity NPD4767 Approved
0.7 Intermediate Similarity NPD4689 Approved
0.7 Intermediate Similarity NPD4693 Phase 3
0.7 Intermediate Similarity NPD4690 Approved
0.699 Remote Similarity NPD5694 Approved
0.699 Remote Similarity NPD6050 Approved
0.6964 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6952 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7507 Approved
0.6937 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6917 Remote Similarity NPD7604 Phase 2
0.6903 Remote Similarity NPD5249 Phase 3
0.6903 Remote Similarity NPD5250 Approved
0.6903 Remote Similarity NPD5169 Approved
0.6903 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5251 Approved
0.6903 Remote Similarity NPD4634 Approved
0.6903 Remote Similarity NPD5248 Approved
0.6903 Remote Similarity NPD5247 Approved
0.6903 Remote Similarity NPD5135 Approved
0.69 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6893 Remote Similarity NPD5785 Approved
0.6891 Remote Similarity NPD6908 Approved
0.6891 Remote Similarity NPD6909 Approved
0.6881 Remote Similarity NPD7632 Discontinued
0.6875 Remote Similarity NPD3617 Approved
0.6875 Remote Similarity NPD5345 Clinical (unspecified phase)
0.686 Remote Similarity NPD7492 Approved
0.6842 Remote Similarity NPD5127 Approved
0.6842 Remote Similarity NPD5217 Approved
0.6842 Remote Similarity NPD5216 Approved
0.6842 Remote Similarity NPD5215 Approved
0.6832 Remote Similarity NPD5279 Phase 3
0.6832 Remote Similarity NPD4694 Approved
0.6832 Remote Similarity NPD5280 Approved
0.6829 Remote Similarity NPD7736 Approved
0.6807 Remote Similarity NPD6054 Approved
0.6804 Remote Similarity NPD4195 Approved
0.6803 Remote Similarity NPD6616 Approved
0.6803 Remote Similarity NPD6336 Discontinued
0.6783 Remote Similarity NPD6053 Discontinued
0.6774 Remote Similarity NPD7319 Approved
0.675 Remote Similarity NPD6015 Approved
0.675 Remote Similarity NPD6016 Approved
0.6748 Remote Similarity NPD7078 Approved
0.6733 Remote Similarity NPD5363 Approved
0.6726 Remote Similarity NPD5168 Approved
0.67 Remote Similarity NPD4788 Approved
0.6698 Remote Similarity NPD5282 Discontinued
0.6697 Remote Similarity NPD6404 Discontinued
0.6695 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6370 Approved
0.6694 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD5167 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