Structure

Physi-Chem Properties

Molecular Weight:  616.42
Volume:  650.76
LogP:  3.047
LogD:  3.758
LogS:  -4.618
# Rotatable Bonds:  18
TPSA:  177.14
# H-Bond Aceptor:  10
# H-Bond Donor:  7
# Rings:  1
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.113
Synthetic Accessibility Score:  5.432
Fsp3:  0.848
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.42
MDCK Permeability:  9.249816503142938e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.985
Human Intestinal Absorption (HIA):  0.99
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.131

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.06
Plasma Protein Binding (PPB):  95.11748504638672%
Volume Distribution (VD):  0.76
Pgp-substrate:  3.7512238025665283%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.074
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.854
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.626
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.087
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.129

ADMET: Excretion

Clearance (CL):  4.548
Half-life (T1/2):  0.722

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.454
Drug-inuced Liver Injury (DILI):  0.894
AMES Toxicity:  0.018
Rat Oral Acute Toxicity:  0.494
Maximum Recommended Daily Dose:  0.314
Skin Sensitization:  0.031
Carcinogencity:  0.005
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.043

Download Data

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

  Natural Product: NPC472195

Natural Product ID:  NPC472195
Common Name*:   PQKVMUDGLBZIJJ-ORSUSIFPSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PQKVMUDGLBZIJJ-ORSUSIFPSA-N
Standard InCHI:  InChI=1S/C40H72O14/c1-11-20(2)12-21(3)13-26(8)38(54-40-37(50)36(49)35(48)31(18-42)53-40)27(9)15-24(6)32(45)22(4)14-23(5)33(46)25(7)16-28(10)39(51)52-19-30(44)34(47)29(43)17-41/h14-16,20-22,25-27,29-38,40-50H,11-13,17-19H2,1-10H3/b23-14+,24-15+,28-16+/t20-,21-,22-,25-,26-,27-,29+,30+,31+,32-,33+,34-,35+,36-,37-,38+,40-/m0/s1
SMILES:  CC[C@@H](C[C@@H](C[C@@H]([C@H]([C@H](/C=C(/[C@H]([C@H](/C=C(/[C@H]([C@H](/C=C(/C(=O)OC[C@H]([C@H]([C@@H](CO)O)O)O)C)C)O)C)C)O)C)C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@@H]1O)O)O)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3344124
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001552] Sesterterpenoids

*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
NPO33169 bionectria ochroleuca Species Bionectriaceae Eukaryota n.a. n.a. n.a. PMID[25302529]

☑ 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
NPT20 Organism Candida albicans Candida albicans IC50 > 100000.0 nM PMID[525774]
NPT20 Organism Candida albicans Candida albicans IC50 = 1500.0 nM PMID[525774]
NPT20 Organism Candida albicans Candida albicans Ratio = 0.25 n.a. PMID[525774]
NPT20 Organism Candida albicans Candida albicans MIC=>80 > 100.0 uM PMID[525774]
NPT20 Organism Candida albicans Candida albicans MIC=>80 = 1.25 uM PMID[525774]
NPT20 Organism Candida albicans Candida albicans Ratio < 0.01 n.a. PMID[525774]
NPT20 Organism Candida albicans Candida albicans FICI < 0.26 n.a. PMID[525774]

☑ 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 NPC472195 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 NPC472196
1.0 High Similarity NPC238090
0.9885 High Similarity NPC159698
0.9 High Similarity NPC472197
0.9 High Similarity NPC472199
0.8947 High Similarity NPC201191
0.8851 High Similarity NPC266718
0.8804 High Similarity NPC472198
0.8791 High Similarity NPC477749
0.875 High Similarity NPC471494
0.8696 High Similarity NPC320089
0.8681 High Similarity NPC202886
0.8652 High Similarity NPC208473
0.8652 High Similarity NPC311163
0.8646 High Similarity NPC154132
0.8646 High Similarity NPC471637
0.8646 High Similarity NPC57586
0.8646 High Similarity NPC475157
0.8646 High Similarity NPC475655
0.8646 High Similarity NPC2313
0.8636 High Similarity NPC475035
0.8632 High Similarity NPC203627
0.8602 High Similarity NPC256368
0.8571 High Similarity NPC477748
0.8556 High Similarity NPC475037
0.8506 High Similarity NPC469469
0.8485 Intermediate Similarity NPC315070
0.8469 Intermediate Similarity NPC197736
0.8427 Intermediate Similarity NPC473308
0.8421 Intermediate Similarity NPC306041
0.8421 Intermediate Similarity NPC288350
0.8421 Intermediate Similarity NPC173329
0.8352 Intermediate Similarity NPC313658
0.8352 Intermediate Similarity NPC118077
0.8352 Intermediate Similarity NPC475186
0.8352 Intermediate Similarity NPC316138
0.8333 Intermediate Similarity NPC470124
0.8333 Intermediate Similarity NPC475034
0.8315 Intermediate Similarity NPC473315
0.8315 Intermediate Similarity NPC142111
0.828 Intermediate Similarity NPC118078
0.828 Intermediate Similarity NPC3952
0.828 Intermediate Similarity NPC177668
0.8265 Intermediate Similarity NPC198992
0.8261 Intermediate Similarity NPC470137
0.8247 Intermediate Similarity NPC472015
0.8247 Intermediate Similarity NPC475653
0.8235 Intermediate Similarity NPC133625
0.8229 Intermediate Similarity NPC54731
0.8229 Intermediate Similarity NPC255410
0.8229 Intermediate Similarity NPC472995
0.8202 Intermediate Similarity NPC251026
0.8182 Intermediate Similarity NPC163362
0.8182 Intermediate Similarity NPC133226
0.8182 Intermediate Similarity NPC470147
0.8182 Intermediate Similarity NPC127295
0.8172 Intermediate Similarity NPC133450
0.8144 Intermediate Similarity NPC120299
0.8144 Intermediate Similarity NPC475332
0.8144 Intermediate Similarity NPC476612
0.8144 Intermediate Similarity NPC476613
0.814 Intermediate Similarity NPC469880
0.8137 Intermediate Similarity NPC392
0.8137 Intermediate Similarity NPC177524
0.8137 Intermediate Similarity NPC219900
0.8125 Intermediate Similarity NPC300710
0.8119 Intermediate Similarity NPC239961
0.8105 Intermediate Similarity NPC320552
0.8105 Intermediate Similarity NPC61201
0.8095 Intermediate Similarity NPC473159
0.8095 Intermediate Similarity NPC264153
0.809 Intermediate Similarity NPC8538
0.809 Intermediate Similarity NPC315731
0.809 Intermediate Similarity NPC184208
0.8085 Intermediate Similarity NPC327253
0.8085 Intermediate Similarity NPC6414
0.8085 Intermediate Similarity NPC473311
0.8085 Intermediate Similarity NPC303451
0.8068 Intermediate Similarity NPC470149
0.8068 Intermediate Similarity NPC470148
0.8068 Intermediate Similarity NPC180725
0.8068 Intermediate Similarity NPC139712
0.8065 Intermediate Similarity NPC137368
0.8041 Intermediate Similarity NPC143446
0.8 Intermediate Similarity NPC9447
0.8 Intermediate Similarity NPC470025
0.8 Intermediate Similarity NPC328074
0.8 Intermediate Similarity NPC321272
0.8 Intermediate Similarity NPC121423
0.8 Intermediate Similarity NPC317460
0.8 Intermediate Similarity NPC473596
0.798 Intermediate Similarity NPC306344
0.798 Intermediate Similarity NPC255677
0.798 Intermediate Similarity NPC130792
0.798 Intermediate Similarity NPC22149
0.7979 Intermediate Similarity NPC285588
0.7959 Intermediate Similarity NPC40812
0.7957 Intermediate Similarity NPC199382
0.7955 Intermediate Similarity NPC248775
0.7941 Intermediate Similarity NPC476740
0.7941 Intermediate Similarity NPC476738
0.7941 Intermediate Similarity NPC82251
0.7938 Intermediate Similarity NPC36954
0.7938 Intermediate Similarity NPC469543
0.7935 Intermediate Similarity NPC477746
0.7935 Intermediate Similarity NPC477747
0.7931 Intermediate Similarity NPC326661
0.7925 Intermediate Similarity NPC470027
0.7921 Intermediate Similarity NPC234304
0.7921 Intermediate Similarity NPC284929
0.7921 Intermediate Similarity NPC197541
0.7921 Intermediate Similarity NPC118761
0.7921 Intermediate Similarity NPC309398
0.7921 Intermediate Similarity NPC267869
0.7917 Intermediate Similarity NPC471483
0.7917 Intermediate Similarity NPC159092
0.7917 Intermediate Similarity NPC109406
0.7912 Intermediate Similarity NPC44261
0.7905 Intermediate Similarity NPC17791
0.79 Intermediate Similarity NPC219038
0.79 Intermediate Similarity NPC28304
0.79 Intermediate Similarity NPC20673
0.79 Intermediate Similarity NPC298255
0.79 Intermediate Similarity NPC476611
0.7895 Intermediate Similarity NPC473904
0.7879 Intermediate Similarity NPC187268
0.7872 Intermediate Similarity NPC248312
0.7865 Intermediate Similarity NPC321728
0.7865 Intermediate Similarity NPC86971
0.7864 Intermediate Similarity NPC472390
0.7857 Intermediate Similarity NPC472996
0.7857 Intermediate Similarity NPC472997
0.7849 Intermediate Similarity NPC47220
0.7849 Intermediate Similarity NPC47937
0.7849 Intermediate Similarity NPC186332
0.7843 Intermediate Similarity NPC470768
0.7843 Intermediate Similarity NPC86095
0.7841 Intermediate Similarity NPC477203
0.7841 Intermediate Similarity NPC475711
0.7841 Intermediate Similarity NPC474026
0.7835 Intermediate Similarity NPC477348
0.7835 Intermediate Similarity NPC238264
0.7835 Intermediate Similarity NPC71589
0.7835 Intermediate Similarity NPC294293
0.7835 Intermediate Similarity NPC477345
0.7826 Intermediate Similarity NPC78673
0.7826 Intermediate Similarity NPC186155
0.7826 Intermediate Similarity NPC160517
0.7826 Intermediate Similarity NPC288471
0.7822 Intermediate Similarity NPC222062
0.7822 Intermediate Similarity NPC195510
0.7822 Intermediate Similarity NPC471599
0.7822 Intermediate Similarity NPC13171
0.7818 Intermediate Similarity NPC48692
0.7812 Intermediate Similarity NPC206679
0.7812 Intermediate Similarity NPC114172
0.7812 Intermediate Similarity NPC158061
0.7812 Intermediate Similarity NPC110072
0.7812 Intermediate Similarity NPC476075
0.7812 Intermediate Similarity NPC476084
0.7812 Intermediate Similarity NPC471324
0.781 Intermediate Similarity NPC83005
0.781 Intermediate Similarity NPC316708
0.78 Intermediate Similarity NPC244878
0.7798 Intermediate Similarity NPC475309
0.7791 Intermediate Similarity NPC477085
0.7789 Intermediate Similarity NPC139418
0.7788 Intermediate Similarity NPC470024
0.7788 Intermediate Similarity NPC193765
0.7778 Intermediate Similarity NPC125551
0.7778 Intermediate Similarity NPC155319
0.7778 Intermediate Similarity NPC239547
0.7778 Intermediate Similarity NPC309503
0.7778 Intermediate Similarity NPC474182
0.7778 Intermediate Similarity NPC91197
0.7778 Intermediate Similarity NPC472290
0.7778 Intermediate Similarity NPC96597
0.7778 Intermediate Similarity NPC207637
0.7767 Intermediate Similarity NPC472751
0.7767 Intermediate Similarity NPC472749
0.7767 Intermediate Similarity NPC85670
0.7755 Intermediate Similarity NPC469583
0.7755 Intermediate Similarity NPC471141
0.7755 Intermediate Similarity NPC170204
0.7745 Intermediate Similarity NPC474581
0.7745 Intermediate Similarity NPC475367
0.7745 Intermediate Similarity NPC473816
0.7742 Intermediate Similarity NPC182383
0.7742 Intermediate Similarity NPC242233
0.7736 Intermediate Similarity NPC470026
0.7732 Intermediate Similarity NPC473663
0.7732 Intermediate Similarity NPC475173
0.7732 Intermediate Similarity NPC473723
0.7732 Intermediate Similarity NPC473561
0.7732 Intermediate Similarity NPC476300
0.7732 Intermediate Similarity NPC156553
0.7732 Intermediate Similarity NPC475912
0.7727 Intermediate Similarity NPC229655
0.7727 Intermediate Similarity NPC470914
0.7727 Intermediate Similarity NPC477202

  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 NPC472195 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
0.8632 High Similarity NPD8029 Clinical (unspecified phase)
0.8478 Intermediate Similarity NPD7838 Discovery
0.8478 Intermediate Similarity NPD46 Approved
0.8478 Intermediate Similarity NPD6698 Approved
0.8137 Intermediate Similarity NPD6686 Approved
0.7629 Intermediate Similarity NPD7983 Approved
0.757 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD5344 Discontinued
0.7447 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD7829 Approved
0.7304 Intermediate Similarity NPD7830 Approved
0.7281 Intermediate Similarity NPD8033 Approved
0.7281 Intermediate Similarity NPD8516 Approved
0.7281 Intermediate Similarity NPD8513 Phase 3
0.7281 Intermediate Similarity NPD8517 Approved
0.7281 Intermediate Similarity NPD8515 Approved
0.7196 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD8377 Approved
0.7193 Intermediate Similarity NPD8294 Approved
0.7168 Intermediate Similarity NPD7328 Approved
0.7168 Intermediate Similarity NPD7327 Approved
0.7157 Intermediate Similarity NPD7839 Suspended
0.713 Intermediate Similarity NPD8296 Approved
0.713 Intermediate Similarity NPD8380 Approved
0.713 Intermediate Similarity NPD8335 Approved
0.713 Intermediate Similarity NPD8379 Approved
0.713 Intermediate Similarity NPD8378 Approved
0.713 Intermediate Similarity NPD7503 Approved
0.7115 Intermediate Similarity NPD6648 Approved
0.7105 Intermediate Similarity NPD7516 Approved
0.7019 Intermediate Similarity NPD4225 Approved
0.7018 Intermediate Similarity NPD7641 Discontinued
0.7009 Intermediate Similarity NPD7642 Approved
0.7 Intermediate Similarity NPD6371 Approved
0.6983 Remote Similarity NPD8444 Approved
0.6891 Remote Similarity NPD7507 Approved
0.6881 Remote Similarity NPD6412 Phase 2
0.675 Remote Similarity NPD8451 Approved
0.6721 Remote Similarity NPD7319 Approved
0.67 Remote Similarity NPD4251 Approved
0.67 Remote Similarity NPD4250 Approved
0.6694 Remote Similarity NPD8074 Phase 3
0.6694 Remote Similarity NPD8448 Approved
0.6667 Remote Similarity NPD8342 Approved
0.6667 Remote Similarity NPD8340 Approved
0.6667 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8341 Approved
0.6667 Remote Similarity NPD8299 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8133 Approved
0.6636 Remote Similarity NPD7640 Approved
0.6636 Remote Similarity NPD7639 Approved
0.6633 Remote Similarity NPD7154 Phase 3
0.6607 Remote Similarity NPD8132 Clinical (unspecified phase)
0.66 Remote Similarity NPD4249 Approved
0.6583 Remote Similarity NPD8328 Phase 3
0.6542 Remote Similarity NPD7638 Approved
0.6538 Remote Similarity NPD5778 Approved
0.6538 Remote Similarity NPD5779 Approved
0.6532 Remote Similarity NPD8392 Approved
0.6532 Remote Similarity NPD8391 Approved
0.6532 Remote Similarity NPD8390 Approved
0.6505 Remote Similarity NPD5785 Approved
0.65 Remote Similarity NPD1733 Clinical (unspecified phase)
0.65 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4820 Approved
0.6495 Remote Similarity NPD4819 Approved
0.6495 Remote Similarity NPD4821 Approved
0.6495 Remote Similarity NPD4822 Approved
0.6465 Remote Similarity NPD6110 Phase 1
0.6458 Remote Similarity NPD4268 Approved
0.6458 Remote Similarity NPD4271 Approved
0.6442 Remote Similarity NPD7637 Suspended
0.6404 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8080 Discontinued
0.6357 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6356 Remote Similarity NPD7500 Approved
0.6356 Remote Similarity NPD7505 Discontinued
0.6356 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6356 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6341 Remote Similarity NPD8273 Phase 1
0.6337 Remote Similarity NPD5363 Approved
0.63 Remote Similarity NPD5362 Discontinued
0.6293 Remote Similarity NPD6053 Discontinued
0.6262 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6218 Remote Similarity NPD7115 Discovery
0.6214 Remote Similarity NPD7524 Approved
0.6204 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6174 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5331 Approved
0.6139 Remote Similarity NPD5332 Approved
0.6121 Remote Similarity NPD6421 Discontinued
0.6111 Remote Similarity NPD7736 Approved
0.61 Remote Similarity NPD4790 Discontinued
0.6095 Remote Similarity NPD6101 Approved
0.6095 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6095 Remote Similarity NPD1695 Approved
0.6078 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6074 Remote Similarity NPD7266 Discontinued
0.6071 Remote Similarity NPD7632 Discontinued
0.6064 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4211 Phase 1
0.604 Remote Similarity NPD6435 Approved
0.604 Remote Similarity NPD4270 Approved
0.604 Remote Similarity NPD4752 Clinical (unspecified phase)
0.604 Remote Similarity NPD4269 Approved
0.6032 Remote Similarity NPD8293 Discontinued
0.6031 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5282 Discontinued
0.6018 Remote Similarity NPD1407 Approved
0.5983 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5981 Remote Similarity NPD6411 Approved
0.598 Remote Similarity NPD6695 Phase 3
0.5979 Remote Similarity NPD8039 Approved
0.5968 Remote Similarity NPD6370 Approved
0.5962 Remote Similarity NPD5786 Approved
0.596 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5905 Remote Similarity NPD7750 Discontinued
0.5888 Remote Similarity NPD3168 Discontinued
0.5882 Remote Similarity NPD5209 Approved
0.5882 Remote Similarity NPD6882 Approved
0.5882 Remote Similarity NPD8297 Approved
0.5873 Remote Similarity NPD7492 Approved
0.5859 Remote Similarity NPD4756 Discovery
0.5859 Remote Similarity NPD8336 Approved
0.5859 Remote Similarity NPD8337 Approved
0.5846 Remote Similarity NPD7260 Phase 2
0.5842 Remote Similarity NPD4252 Approved
0.5842 Remote Similarity NPD5368 Approved
0.584 Remote Similarity NPD7623 Phase 3
0.584 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8415 Approved
0.5827 Remote Similarity NPD6616 Approved
0.582 Remote Similarity NPD6009 Approved
0.5812 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6319 Approved
0.5806 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6054 Approved
0.5784 Remote Similarity NPD5369 Approved
0.5781 Remote Similarity NPD7078 Approved
0.5781 Remote Similarity NPD7747 Phase 1
0.5781 Remote Similarity NPD7746 Phase 1
0.5776 Remote Similarity NPD6640 Phase 3
0.5775 Remote Similarity NPD8389 Clinical (unspecified phase)
0.576 Remote Similarity NPD8266 Approved
0.576 Remote Similarity NPD8268 Approved
0.576 Remote Similarity NPD8269 Approved
0.576 Remote Similarity NPD8267 Approved
0.575 Remote Similarity NPD6429 Approved
0.575 Remote Similarity NPD969 Suspended
0.575 Remote Similarity NPD6430 Approved
0.5745 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5743 Remote Similarity NPD6929 Approved
0.5739 Remote Similarity NPD6647 Phase 2
0.5727 Remote Similarity NPD7748 Approved
0.5726 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1694 Approved
0.5714 Remote Similarity NPD368 Approved
0.5714 Remote Similarity NPD7625 Phase 1
0.5714 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD4632 Approved
0.57 Remote Similarity NPD5776 Phase 2
0.57 Remote Similarity NPD6925 Approved
0.5688 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5686 Remote Similarity NPD6930 Phase 2
0.5686 Remote Similarity NPD7332 Phase 2
0.5686 Remote Similarity NPD6931 Approved
0.5686 Remote Similarity NPD7514 Phase 3
0.5682 Remote Similarity NPD8338 Approved
0.568 Remote Similarity NPD6059 Approved
0.5673 Remote Similarity NPD3669 Approved
0.5673 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5669 Remote Similarity NPD6067 Discontinued
0.566 Remote Similarity NPD6422 Discontinued
0.5657 Remote Similarity NPD8264 Approved
0.5652 Remote Similarity NPD8139 Approved
0.5652 Remote Similarity NPD8085 Approved
0.5652 Remote Similarity NPD8083 Approved
0.5652 Remote Similarity NPD8082 Approved
0.5652 Remote Similarity NPD8086 Approved
0.5652 Remote Similarity NPD8138 Approved
0.5652 Remote Similarity NPD8084 Approved
0.5648 Remote Similarity NPD5370 Suspended
0.5644 Remote Similarity NPD7145 Approved
0.5636 Remote Similarity NPD6399 Phase 3
0.5635 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5635 Remote Similarity NPD6015 Approved
0.5635 Remote Similarity NPD6016 Approved
0.5631 Remote Similarity NPD6902 Approved
0.5604 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5603 Remote Similarity NPD8275 Approved
0.5603 Remote Similarity NPD8276 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