Structure

Physi-Chem Properties

Molecular Weight:  356.01
Volume:  269.768
LogP:  0.644
LogD:  0.951
LogS:  -1.905
# Rotatable Bonds:  0
TPSA:  106.83
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.495
Synthetic Accessibility Score:  5.181
Fsp3:  0.5
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:  -5.544
MDCK Permeability:  1.063825129676843e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.575
Human Intestinal Absorption (HIA):  0.752
20% Bioavailability (F20%):  0.975
30% Bioavailability (F30%):  0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.832
Plasma Protein Binding (PPB):  64.73934173583984%
Volume Distribution (VD):  0.5
Pgp-substrate:  52.02649688720703%

ADMET: Metabolism

CYP1A2-inhibitor:  0.039
CYP1A2-substrate:  0.415
CYP2C19-inhibitor:  0.095
CYP2C19-substrate:  0.189
CYP2C9-inhibitor:  0.07
CYP2C9-substrate:  0.088
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.147
CYP3A4-inhibitor:  0.017
CYP3A4-substrate:  0.426

ADMET: Excretion

Clearance (CL):  4.542
Half-life (T1/2):  0.524

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.153
Drug-inuced Liver Injury (DILI):  0.973
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.034
Maximum Recommended Daily Dose:  0.889
Skin Sensitization:  0.191
Carcinogencity:  0.566
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.044

Download Data

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

  Natural Product: NPC46764

Natural Product ID:  NPC46764
Common Name*:   Malyngamide S
IUPAC Name:   (E,7S)-N-[(E)-3-chloro-2-[(1R,2R,3S)-2-hydroxy-2,3,5,5-tetramethyl-4,6-dioxocyclohexyl]prop-2-enyl]-7-methoxydodec-4-enamide
Synonyms:   Malyngamide S
Standard InCHIKey:  YISCQTHSBLSJHQ-JLKVJSSTSA-N
Standard InCHI:  InChI=1S/C26H42ClNO5/c1-7-8-10-13-20(33-6)14-11-9-12-15-21(29)28-17-19(16-27)22-24(31)25(3,4)23(30)18(2)26(22,5)32/h9,11,16,18,20,22,32H,7-8,10,12-15,17H2,1-6H3,(H,28,29)/b11-9+,19-16-/t18-,20+,22+,26-/m1/s1
SMILES:  CCCCC[C@@H](C/C=C/CCC(=NC/C(=C/Cl)/[C@H]1C(=O)C(C)(C)C(=O)[C@H]([C@@]1(C)O)C)O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL523553
PubChem CID:   643654
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001563] Monocyclic monoterpenoids

*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
NPO7961 Bursatella leachii Species Aplysiidae Eukaryota n.a. New Zealand n.a. PMID[11975522]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[12193038]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[1593280]
NPO7961 Bursatella leachii Species Aplysiidae Eukaryota n.a. Thai sea n.a. PMID[15974628]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[18816111]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota fruits n.a. n.a. PMID[20669933]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Seeds n.a. n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. seed n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2607354]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2614419]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[26339153]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Leaves n.a. n.a. PMID[28493718]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. bark n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. fruit n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. leaf n.a. PMID[9134742]
NPO15468 Cassine balae Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3655 Limnodynastes dumerilii Species Myobatrachidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7961 Bursatella leachii Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4406 Azadirachta indica Species Meliaceae 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 6000.0 nM PMID[464223]
NPT168 Cell Line P388 Mus musculus IC50 = 29000.0 nM PMID[464223]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 73.0 % PMID[464223]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 83.0 % PMID[464223]
NPT27 Others Unspecified Activity > 4.5 mm PMID[464223]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition = 0.0 % PMID[464223]

☑ 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 NPC46764 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
0.7949 Intermediate Similarity NPC323532
0.7328 Intermediate Similarity NPC474725
0.7304 Intermediate Similarity NPC475800
0.7241 Intermediate Similarity NPC307903
0.7241 Intermediate Similarity NPC140251
0.7193 Intermediate Similarity NPC474563
0.7143 Intermediate Similarity NPC7797
0.712 Intermediate Similarity NPC280498
0.7119 Intermediate Similarity NPC476290
0.7 Intermediate Similarity NPC476269
0.6949 Remote Similarity NPC168733
0.693 Remote Similarity NPC46761
0.6911 Remote Similarity NPC476190
0.6911 Remote Similarity NPC216335
0.6838 Remote Similarity NPC259476
0.6796 Remote Similarity NPC469492
0.6757 Remote Similarity NPC314500
0.6731 Remote Similarity NPC469517
0.6696 Remote Similarity NPC153776
0.6696 Remote Similarity NPC177680
0.6696 Remote Similarity NPC472729
0.6696 Remote Similarity NPC472730
0.6667 Remote Similarity NPC128501
0.6639 Remote Similarity NPC32006
0.6639 Remote Similarity NPC12270
0.6639 Remote Similarity NPC85529
0.6638 Remote Similarity NPC473224
0.6638 Remote Similarity NPC472727
0.6638 Remote Similarity NPC233932
0.6638 Remote Similarity NPC472728
0.6613 Remote Similarity NPC145501
0.6604 Remote Similarity NPC189237
0.6583 Remote Similarity NPC42590
0.6571 Remote Similarity NPC28319
0.6557 Remote Similarity NPC92829
0.6552 Remote Similarity NPC234542
0.6545 Remote Similarity NPC298904
0.6532 Remote Similarity NPC122404
0.6532 Remote Similarity NPC106479
0.6522 Remote Similarity NPC472734
0.6522 Remote Similarity NPC472675
0.6522 Remote Similarity NPC21681
0.6522 Remote Similarity NPC472733
0.65 Remote Similarity NPC473252
0.6496 Remote Similarity NPC110149
0.6496 Remote Similarity NPC474802
0.6486 Remote Similarity NPC53911
0.648 Remote Similarity NPC476813
0.648 Remote Similarity NPC476814
0.6466 Remote Similarity NPC472732
0.6466 Remote Similarity NPC472731
0.6462 Remote Similarity NPC16709
0.6457 Remote Similarity NPC470276
0.6449 Remote Similarity NPC14151
0.6441 Remote Similarity NPC472702
0.6441 Remote Similarity NPC472685
0.6429 Remote Similarity NPC69627
0.6417 Remote Similarity NPC14537
0.6417 Remote Similarity NPC119329
0.6387 Remote Similarity NPC469598
0.6387 Remote Similarity NPC163249
0.6379 Remote Similarity NPC269492
0.6372 Remote Similarity NPC472325
0.6364 Remote Similarity NPC79573
0.6364 Remote Similarity NPC271269
0.6349 Remote Similarity NPC24462
0.6348 Remote Similarity NPC293086
0.6348 Remote Similarity NPC474529
0.6341 Remote Similarity NPC473578
0.6341 Remote Similarity NPC218602
0.6333 Remote Similarity NPC90177
0.633 Remote Similarity NPC64600
0.633 Remote Similarity NPC476082
0.633 Remote Similarity NPC278648
0.6328 Remote Similarity NPC9714
0.6325 Remote Similarity NPC27105
0.6325 Remote Similarity NPC273269
0.6325 Remote Similarity NPC240650
0.6316 Remote Similarity NPC204556
0.6311 Remote Similarity NPC251330
0.6306 Remote Similarity NPC73038
0.6306 Remote Similarity NPC470955
0.6296 Remote Similarity NPC44963
0.6296 Remote Similarity NPC472684
0.6293 Remote Similarity NPC473170
0.6293 Remote Similarity NPC134067
0.629 Remote Similarity NPC328052
0.6283 Remote Similarity NPC472688
0.6283 Remote Similarity NPC32830
0.6283 Remote Similarity NPC474245
0.6283 Remote Similarity NPC472676
0.6271 Remote Similarity NPC471330
0.6271 Remote Similarity NPC203388
0.6271 Remote Similarity NPC471331
0.6271 Remote Similarity NPC472687
0.6271 Remote Similarity NPC99657
0.6269 Remote Similarity NPC471586
0.6261 Remote Similarity NPC477520
0.626 Remote Similarity NPC475150
0.625 Remote Similarity NPC472324
0.625 Remote Similarity NPC471120
0.625 Remote Similarity NPC201968
0.625 Remote Similarity NPC471117
0.6239 Remote Similarity NPC223169
0.6239 Remote Similarity NPC471153
0.6239 Remote Similarity NPC249954
0.6239 Remote Similarity NPC473164
0.623 Remote Similarity NPC472615
0.6226 Remote Similarity NPC325946
0.622 Remote Similarity NPC50694
0.622 Remote Similarity NPC470540
0.6218 Remote Similarity NPC112167
0.6218 Remote Similarity NPC477521
0.6218 Remote Similarity NPC83709
0.6216 Remote Similarity NPC202868
0.621 Remote Similarity NPC21324
0.6207 Remote Similarity NPC114162
0.6207 Remote Similarity NPC472976
0.6207 Remote Similarity NPC103527
0.6207 Remote Similarity NPC469819
0.6207 Remote Similarity NPC280710
0.6207 Remote Similarity NPC473314
0.6207 Remote Similarity NPC243985
0.6207 Remote Similarity NPC477290
0.6207 Remote Similarity NPC472977
0.6204 Remote Similarity NPC306095
0.6202 Remote Similarity NPC471118
0.6202 Remote Similarity NPC471121
0.6198 Remote Similarity NPC320294
0.6198 Remote Similarity NPC98765
0.6195 Remote Similarity NPC328313
0.6195 Remote Similarity NPC474854
0.6195 Remote Similarity NPC34754
0.619 Remote Similarity NPC469865
0.6186 Remote Similarity NPC472689
0.6186 Remote Similarity NPC477267
0.6186 Remote Similarity NPC4834
0.6186 Remote Similarity NPC473161
0.6186 Remote Similarity NPC472073
0.6186 Remote Similarity NPC472690
0.6186 Remote Similarity NPC477268
0.6186 Remote Similarity NPC254496
0.6186 Remote Similarity NPC285513
0.6186 Remote Similarity NPC473456
0.6186 Remote Similarity NPC474977
0.6186 Remote Similarity NPC472074
0.6179 Remote Similarity NPC185
0.6174 Remote Similarity NPC472975
0.6174 Remote Similarity NPC472978
0.6174 Remote Similarity NPC473167
0.6168 Remote Similarity NPC321514
0.6167 Remote Similarity NPC77703
0.6167 Remote Similarity NPC115862
0.6161 Remote Similarity NPC222613
0.6161 Remote Similarity NPC476104
0.6161 Remote Similarity NPC475022
0.6161 Remote Similarity NPC262085
0.6161 Remote Similarity NPC118648
0.6161 Remote Similarity NPC158393
0.6154 Remote Similarity NPC195715
0.6154 Remote Similarity NPC470016
0.6154 Remote Similarity NPC317586
0.6154 Remote Similarity NPC259286
0.6154 Remote Similarity NPC88310
0.6148 Remote Similarity NPC213366
0.6148 Remote Similarity NPC284865
0.6148 Remote Similarity NPC475036
0.6148 Remote Similarity NPC472616
0.6147 Remote Similarity NPC473420
0.6147 Remote Similarity NPC327002
0.6147 Remote Similarity NPC116797
0.614 Remote Similarity NPC275740
0.614 Remote Similarity NPC472971
0.614 Remote Similarity NPC469866
0.614 Remote Similarity NPC472973
0.614 Remote Similarity NPC86319
0.614 Remote Similarity NPC31985
0.614 Remote Similarity NPC471342
0.614 Remote Similarity NPC474700
0.614 Remote Similarity NPC472970
0.614 Remote Similarity NPC1015
0.6134 Remote Similarity NPC316598
0.6134 Remote Similarity NPC477854
0.6134 Remote Similarity NPC147954
0.6132 Remote Similarity NPC167873
0.6132 Remote Similarity NPC1973
0.6131 Remote Similarity NPC96425
0.6129 Remote Similarity NPC476276
0.6129 Remote Similarity NPC70235
0.6126 Remote Similarity NPC59453
0.6126 Remote Similarity NPC221758
0.6126 Remote Similarity NPC227132
0.6126 Remote Similarity NPC251170
0.6126 Remote Similarity NPC180834
0.6124 Remote Similarity NPC470275
0.6121 Remote Similarity NPC477435
0.6121 Remote Similarity NPC474807
0.6121 Remote Similarity NPC477436
0.6116 Remote Similarity NPC475558
0.6116 Remote Similarity NPC473788

  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 NPC46764 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
0.6639 Remote Similarity NPD1719 Phase 1
0.6404 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6914 Discontinued
0.629 Remote Similarity NPD6420 Discontinued
0.6174 Remote Similarity NPD6079 Approved
0.616 Remote Similarity NPD5169 Approved
0.614 Remote Similarity NPD5328 Approved
0.6126 Remote Similarity NPD4786 Approved
0.6111 Remote Similarity NPD5215 Approved
0.6111 Remote Similarity NPD5127 Approved
0.6091 Remote Similarity NPD3667 Approved
0.6077 Remote Similarity NPD6335 Approved
0.6034 Remote Similarity NPD6411 Approved
0.6031 Remote Similarity NPD7100 Approved
0.5986 Remote Similarity NPD6334 Approved
0.5986 Remote Similarity NPD6333 Approved
0.5983 Remote Similarity NPD6399 Phase 3
0.5969 Remote Similarity NPD5167 Approved
0.5966 Remote Similarity NPD5221 Approved
0.5966 Remote Similarity NPD5222 Approved
0.5966 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5954 Remote Similarity NPD6313 Approved
0.5954 Remote Similarity NPD6314 Approved
0.595 Remote Similarity NPD5285 Approved
0.595 Remote Similarity NPD5286 Approved
0.595 Remote Similarity NPD4696 Approved
0.594 Remote Similarity NPD6908 Approved
0.594 Remote Similarity NPD6909 Approved
0.5932 Remote Similarity NPD7748 Approved
0.5917 Remote Similarity NPD5173 Approved
0.5917 Remote Similarity NPD4755 Approved
0.5906 Remote Similarity NPD6421 Discontinued
0.5902 Remote Similarity NPD5223 Approved
0.5897 Remote Similarity NPD7515 Phase 2
0.5891 Remote Similarity NPD4632 Approved
0.5877 Remote Similarity NPD3618 Phase 1
0.5873 Remote Similarity NPD5168 Approved
0.5873 Remote Similarity NPD5128 Approved
0.5873 Remote Similarity NPD6899 Approved
0.5873 Remote Similarity NPD6881 Approved
0.5862 Remote Similarity NPD6101 Approved
0.5862 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5216 Approved
0.5859 Remote Similarity NPD5217 Approved
0.5856 Remote Similarity NPD5369 Approved
0.5854 Remote Similarity NPD5226 Approved
0.5854 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5211 Phase 2
0.5854 Remote Similarity NPD5091 Approved
0.5854 Remote Similarity NPD4633 Approved
0.5854 Remote Similarity NPD5224 Approved
0.5854 Remote Similarity NPD5225 Approved
0.5852 Remote Similarity NPD7122 Discontinued
0.5841 Remote Similarity NPD3668 Phase 3
0.584 Remote Similarity NPD7128 Approved
0.584 Remote Similarity NPD6402 Approved
0.584 Remote Similarity NPD5739 Approved
0.584 Remote Similarity NPD6675 Approved
0.5833 Remote Similarity NPD4697 Phase 3
0.5833 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5821 Remote Similarity NPD5983 Phase 2
0.582 Remote Similarity NPD4700 Approved
0.5806 Remote Similarity NPD5174 Approved
0.5806 Remote Similarity NPD5175 Approved
0.5802 Remote Similarity NPD6868 Approved
0.5798 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5797 Remote Similarity NPD6033 Approved
0.5794 Remote Similarity NPD5697 Approved
0.5789 Remote Similarity NPD7101 Approved
0.5786 Remote Similarity NPD7260 Phase 2
0.5785 Remote Similarity NPD7902 Approved
0.5781 Remote Similarity NPD6883 Approved
0.5781 Remote Similarity NPD7290 Approved
0.5781 Remote Similarity NPD4634 Approved
0.5781 Remote Similarity NPD7102 Approved
0.576 Remote Similarity NPD5141 Approved
0.5758 Remote Similarity NPD7500 Approved
0.5758 Remote Similarity NPD6009 Approved
0.575 Remote Similarity NPD4629 Approved
0.575 Remote Similarity NPD5210 Approved
0.5748 Remote Similarity NPD6011 Approved
0.5748 Remote Similarity NPD7320 Approved
0.5739 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5786 Approved
0.5736 Remote Similarity NPD6847 Approved
0.5736 Remote Similarity NPD6650 Approved
0.5736 Remote Similarity NPD6617 Approved
0.5736 Remote Similarity NPD6649 Approved
0.5736 Remote Similarity NPD8130 Phase 1
0.5736 Remote Similarity NPD6869 Approved
0.5714 Remote Similarity NPD5779 Approved
0.5714 Remote Similarity NPD5778 Approved
0.5714 Remote Similarity NPD4202 Approved
0.5704 Remote Similarity NPD6921 Approved
0.5704 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5703 Remote Similarity NPD6372 Approved
0.5703 Remote Similarity NPD6013 Approved
0.5703 Remote Similarity NPD6012 Approved
0.5703 Remote Similarity NPD6373 Approved
0.5703 Remote Similarity NPD6014 Approved
0.5702 Remote Similarity NPD7839 Suspended
0.5702 Remote Similarity NPD3133 Approved
0.5702 Remote Similarity NPD7614 Phase 1
0.5702 Remote Similarity NPD3666 Approved
0.5702 Remote Similarity NPD3665 Phase 1
0.5692 Remote Similarity NPD6882 Approved
0.5692 Remote Similarity NPD8297 Approved
0.5691 Remote Similarity NPD6404 Discontinued
0.569 Remote Similarity NPD3573 Approved
0.568 Remote Similarity NPD4754 Approved
0.5669 Remote Similarity NPD5701 Approved
0.5667 Remote Similarity NPD5282 Discontinued
0.5639 Remote Similarity NPD7115 Discovery
0.563 Remote Similarity NPD6054 Approved
0.5625 Remote Similarity NPD4729 Approved
0.5625 Remote Similarity NPD4730 Approved
0.5625 Remote Similarity NPD4695 Discontinued
0.562 Remote Similarity NPD7604 Phase 2
0.5615 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5615 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5612 Remote Similarity NPD8074 Phase 3
0.561 Remote Similarity NPD5696 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