Structure

Physi-Chem Properties

Molecular Weight:  974.55
Volume:  951.986
LogP:  1.625
LogD:  1.996
LogS:  -3.698
# Rotatable Bonds:  11
TPSA:  307.37
# H-Bond Aceptor:  19
# H-Bond Donor:  12
# Rings:  8
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.089
Synthetic Accessibility Score:  6.652
Fsp3:  0.959
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.382
MDCK Permeability:  9.178392792819068e-05
Pgp-inhibitor:  0.778
Pgp-substrate:  0.952
Human Intestinal Absorption (HIA):  0.995
20% Bioavailability (F20%):  0.677
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.159
Plasma Protein Binding (PPB):  43.017940521240234%
Volume Distribution (VD):  0.202
Pgp-substrate:  18.445484161376953%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.749
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.244
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.174
CYP3A4-substrate:  0.036

ADMET: Excretion

Clearance (CL):  0.593
Half-life (T1/2):  0.824

ADMET: Toxicity

hERG Blockers:  0.156
Human Hepatotoxicity (H-HT):  0.215
Drug-inuced Liver Injury (DILI):  0.008
AMES Toxicity:  0.072
Rat Oral Acute Toxicity:  0.088
Maximum Recommended Daily Dose:  0.045
Skin Sensitization:  0.051
Carcinogencity:  0.032
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.987

Download Data

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

  Natural Product: NPC281939

Natural Product ID:  NPC281939
Common Name*:   16Beta,23,28-Trihydroxy-11Alpha-Methoxyolean-12-En-3Beta-Yl-{Beta-D-Glucopyranosyl(1->2)}-{Beta-D-Glucopyranosyl(1->3)}-Beta-D-Fucopyranoside
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,12aS,14R,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-14-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  OZPOGANASPSVJC-OEBYJMTGSA-N
Standard InCHI:  InChI=1S/C49H82O19/c1-22-31(55)38(67-41-36(60)34(58)32(56)26(18-50)64-41)39(68-42-37(61)35(59)33(57)27(19-51)65-42)43(63-22)66-30-10-11-45(4)28(46(30,5)20-52)9-12-47(6)40(45)25(62-8)15-23-24-16-44(2,3)13-14-49(24,21-53)29(54)17-48(23,47)7/h15,22,24-43,50-61H,9-14,16-21H2,1-8H3/t22-,24+,25-,26-,27-,28-,29+,30+,31+,32-,33-,34+,35+,36-,37-,38+,39-,40-,41+,42+,43+,45+,46+,47-,48-,49-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3[C@H](OC)C=C3[C@@]2(C)C[C@@H]([C@@]2([C@H]3CC(C)(C)CC2)CO)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL455793
PubChem CID:   44575690
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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
NPO33074 heteromorpha trifoliata Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[7760072]

☑ 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
NPT32 Organism Mus musculus Mus musculus Inhibition = 87.0 % PMID[469178]
NPT32 Organism Mus musculus Mus musculus Inhibition = 18.0 % PMID[469178]

☑ 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 NPC281939 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
0.9796 High Similarity NPC110656
0.9796 High Similarity NPC203354
0.9796 High Similarity NPC473127
0.9694 High Similarity NPC473123
0.9694 High Similarity NPC473124
0.9592 High Similarity NPC30289
0.9592 High Similarity NPC213674
0.9592 High Similarity NPC256133
0.9592 High Similarity NPC76497
0.9495 High Similarity NPC162354
0.9495 High Similarity NPC123796
0.949 High Similarity NPC263756
0.949 High Similarity NPC117714
0.9417 High Similarity NPC157474
0.9417 High Similarity NPC110494
0.94 High Similarity NPC471435
0.94 High Similarity NPC230948
0.94 High Similarity NPC473734
0.94 High Similarity NPC471434
0.94 High Similarity NPC148603
0.9327 High Similarity NPC476305
0.9307 High Similarity NPC138057
0.9307 High Similarity NPC470512
0.9307 High Similarity NPC173859
0.9223 High Similarity NPC221110
0.9223 High Similarity NPC180459
0.9223 High Similarity NPC285253
0.9223 High Similarity NPC195116
0.9216 High Similarity NPC78034
0.9126 High Similarity NPC80210
0.9126 High Similarity NPC38376
0.9074 High Similarity NPC470515
0.9074 High Similarity NPC471548
0.9038 High Similarity NPC14630
0.9038 High Similarity NPC157530
0.9038 High Similarity NPC250089
0.9029 High Similarity NPC257964
0.902 High Similarity NPC173583
0.9 High Similarity NPC64348
0.8991 High Similarity NPC470915
0.8991 High Similarity NPC470911
0.8991 High Similarity NPC470517
0.8981 High Similarity NPC473405
0.8942 High Similarity NPC126147
0.8932 High Similarity NPC69737
0.8932 High Similarity NPC152584
0.8932 High Similarity NPC127801
0.8932 High Similarity NPC208594
0.8932 High Similarity NPC194842
0.8932 High Similarity NPC269627
0.8932 High Similarity NPC160816
0.8932 High Similarity NPC208477
0.8879 High Similarity NPC40133
0.8879 High Similarity NPC49413
0.8879 High Similarity NPC44298
0.8879 High Similarity NPC290608
0.8879 High Similarity NPC473128
0.8868 High Similarity NPC473021
0.8868 High Similarity NPC472987
0.8846 High Similarity NPC231340
0.8846 High Similarity NPC14946
0.8846 High Similarity NPC181467
0.8846 High Similarity NPC190395
0.8846 High Similarity NPC63368
0.8846 High Similarity NPC208650
0.8835 High Similarity NPC54521
0.8835 High Similarity NPC109792
0.8835 High Similarity NPC57065
0.8835 High Similarity NPC93352
0.8824 High Similarity NPC159036
0.8824 High Similarity NPC312553
0.8824 High Similarity NPC288694
0.8818 High Similarity NPC470914
0.8807 High Similarity NPC476690
0.8807 High Similarity NPC100048
0.8807 High Similarity NPC20979
0.8807 High Similarity NPC471547
0.88 High Similarity NPC240372
0.8785 High Similarity NPC324875
0.8785 High Similarity NPC276093
0.8785 High Similarity NPC257468
0.8785 High Similarity NPC101744
0.8785 High Similarity NPC471383
0.8785 High Similarity NPC473373
0.8785 High Similarity NPC102439
0.8785 High Similarity NPC79718
0.8785 High Similarity NPC475504
0.8785 High Similarity NPC139044
0.8785 High Similarity NPC475516
0.8785 High Similarity NPC104071
0.8785 High Similarity NPC10320
0.8785 High Similarity NPC292677
0.8785 High Similarity NPC109079
0.8785 High Similarity NPC104400
0.8785 High Similarity NPC469946
0.8785 High Similarity NPC473125
0.8762 High Similarity NPC246124
0.8762 High Similarity NPC220427
0.8762 High Similarity NPC6931
0.8762 High Similarity NPC159005
0.8762 High Similarity NPC180183
0.875 High Similarity NPC309448
0.8738 High Similarity NPC99627
0.8738 High Similarity NPC114874
0.8738 High Similarity NPC155010
0.8738 High Similarity NPC211879
0.8738 High Similarity NPC31907
0.8738 High Similarity NPC472252
0.8738 High Similarity NPC16520
0.8738 High Similarity NPC16573
0.8738 High Similarity NPC473020
0.8738 High Similarity NPC131479
0.8738 High Similarity NPC473129
0.8738 High Similarity NPC157659
0.8738 High Similarity NPC8039
0.8738 High Similarity NPC189852
0.8738 High Similarity NPC245280
0.8738 High Similarity NPC286969
0.8738 High Similarity NPC120123
0.8727 High Similarity NPC10366
0.8704 High Similarity NPC166422
0.8704 High Similarity NPC219180
0.8704 High Similarity NPC258885
0.8704 High Similarity NPC133818
0.8704 High Similarity NPC192600
0.8704 High Similarity NPC475287
0.8704 High Similarity NPC475467
0.8704 High Similarity NPC150400
0.8704 High Similarity NPC155410
0.8704 High Similarity NPC124296
0.8704 High Similarity NPC295823
0.8704 High Similarity NPC114304
0.8704 High Similarity NPC163183
0.8704 High Similarity NPC46665
0.8704 High Similarity NPC174720
0.8704 High Similarity NPC473826
0.8704 High Similarity NPC241909
0.8704 High Similarity NPC251263
0.8704 High Similarity NPC114287
0.8704 High Similarity NPC96641
0.8704 High Similarity NPC151543
0.8704 High Similarity NPC73318
0.8704 High Similarity NPC309714
0.8704 High Similarity NPC323341
0.8704 High Similarity NPC473343
0.8704 High Similarity NPC134835
0.87 High Similarity NPC90583
0.8692 High Similarity NPC164419
0.8692 High Similarity NPC472715
0.8687 High Similarity NPC477927
0.8687 High Similarity NPC305160
0.8687 High Similarity NPC72817
0.8679 High Similarity NPC472901
0.8679 High Similarity NPC302057
0.8667 High Similarity NPC33053
0.8654 High Similarity NPC165033
0.8654 High Similarity NPC187400
0.8654 High Similarity NPC470768
0.8654 High Similarity NPC470885
0.8654 High Similarity NPC75608
0.8654 High Similarity NPC221562
0.8654 High Similarity NPC273879
0.8627 High Similarity NPC473790
0.8627 High Similarity NPC7341
0.8627 High Similarity NPC473200
0.8624 High Similarity NPC202828
0.8624 High Similarity NPC224381
0.8624 High Similarity NPC305981
0.8624 High Similarity NPC65105
0.8624 High Similarity NPC227551
0.8624 High Similarity NPC41061
0.8624 High Similarity NPC469782
0.8624 High Similarity NPC4328
0.8624 High Similarity NPC476068
0.8624 High Similarity NPC54636
0.8624 High Similarity NPC475486
0.8624 High Similarity NPC60557
0.8624 High Similarity NPC309907
0.8624 High Similarity NPC161717
0.8624 High Similarity NPC100639
0.8624 High Similarity NPC250247
0.8624 High Similarity NPC471550
0.8624 High Similarity NPC43550
0.8624 High Similarity NPC119592
0.8624 High Similarity NPC204414
0.8624 High Similarity NPC71065
0.8624 High Similarity NPC475160
0.8624 High Similarity NPC294453
0.8624 High Similarity NPC473714
0.8624 High Similarity NPC236638
0.8624 High Similarity NPC475140
0.8624 High Similarity NPC57484
0.8624 High Similarity NPC76972
0.8624 High Similarity NPC123199
0.8624 High Similarity NPC11548
0.8624 High Similarity NPC293330
0.8624 High Similarity NPC70809
0.8624 High Similarity NPC471385
0.8624 High Similarity NPC67857
0.8624 High Similarity NPC164389

  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 NPC281939 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
0.8407 Intermediate Similarity NPD8377 Approved
0.8407 Intermediate Similarity NPD8294 Approved
0.8333 Intermediate Similarity NPD8378 Approved
0.8333 Intermediate Similarity NPD8296 Approved
0.8333 Intermediate Similarity NPD8335 Approved
0.8333 Intermediate Similarity NPD8380 Approved
0.8333 Intermediate Similarity NPD8379 Approved
0.8174 Intermediate Similarity NPD8033 Approved
0.8036 Intermediate Similarity NPD8133 Approved
0.7913 Intermediate Similarity NPD7328 Approved
0.7913 Intermediate Similarity NPD7327 Approved
0.7881 Intermediate Similarity NPD8328 Phase 3
0.7845 Intermediate Similarity NPD7516 Approved
0.7712 Intermediate Similarity NPD7503 Approved
0.7679 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7672 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD6686 Approved
0.7459 Intermediate Similarity NPD7507 Approved
0.7449 Intermediate Similarity NPD7645 Phase 2
0.7358 Intermediate Similarity NPD8171 Discontinued
0.7345 Intermediate Similarity NPD6412 Phase 2
0.728 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD8515 Approved
0.7273 Intermediate Similarity NPD8513 Phase 3
0.7273 Intermediate Similarity NPD8516 Approved
0.7273 Intermediate Similarity NPD8517 Approved
0.7027 Intermediate Similarity NPD7638 Approved
0.6964 Remote Similarity NPD7640 Approved
0.6964 Remote Similarity NPD7639 Approved
0.6923 Remote Similarity NPD8450 Suspended
0.6846 Remote Similarity NPD8449 Approved
0.6818 Remote Similarity NPD7748 Approved
0.6807 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7902 Approved
0.6724 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD7736 Approved
0.6639 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6636 Remote Similarity NPD7515 Phase 2
0.6579 Remote Similarity NPD4225 Approved
0.6571 Remote Similarity NPD7625 Phase 1
0.6535 Remote Similarity NPD6370 Approved
0.6518 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7900 Approved
0.6466 Remote Similarity NPD5344 Discontinued
0.6462 Remote Similarity NPD8293 Discontinued
0.6446 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6435 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7524 Approved
0.6417 Remote Similarity NPD5345 Clinical (unspecified phase)
0.641 Remote Similarity NPD7632 Discontinued
0.64 Remote Similarity NPD7115 Discovery
0.6378 Remote Similarity NPD6059 Approved
0.6378 Remote Similarity NPD6054 Approved
0.6357 Remote Similarity NPD6067 Discontinued
0.6336 Remote Similarity NPD8074 Phase 3
0.6296 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6275 Remote Similarity NPD1810 Approved
0.6275 Remote Similarity NPD1811 Approved
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD7838 Discovery
0.625 Remote Similarity NPD6698 Approved
0.6226 Remote Similarity NPD6928 Phase 2
0.6214 Remote Similarity NPD7339 Approved
0.6214 Remote Similarity NPD6942 Approved
0.621 Remote Similarity NPD6430 Approved
0.621 Remote Similarity NPD6882 Approved
0.621 Remote Similarity NPD6429 Approved
0.621 Remote Similarity NPD8297 Approved
0.6204 Remote Similarity NPD6695 Phase 3
0.6202 Remote Similarity NPD6016 Approved
0.6202 Remote Similarity NPD6015 Approved
0.6198 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6195 Remote Similarity NPD8035 Phase 2
0.6195 Remote Similarity NPD8034 Phase 2
0.6186 Remote Similarity NPD4159 Approved
0.6183 Remote Similarity NPD7492 Approved
0.6154 Remote Similarity NPD5988 Approved
0.6154 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6142 Remote Similarity NPD6009 Approved
0.6136 Remote Similarity NPD6616 Approved
0.6126 Remote Similarity NPD7750 Discontinued
0.6126 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6124 Remote Similarity NPD6319 Approved
0.6106 Remote Similarity NPD3168 Discontinued
0.6102 Remote Similarity NPD6648 Approved
0.609 Remote Similarity NPD7078 Approved
0.6058 Remote Similarity NPD8264 Approved
0.6042 Remote Similarity NPD6674 Discontinued
0.6032 Remote Similarity NPD4632 Approved
0.6031 Remote Similarity NPD5126 Approved
0.6031 Remote Similarity NPD5125 Phase 3
0.6018 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.5984 Remote Similarity NPD6675 Approved
0.5984 Remote Similarity NPD5739 Approved
0.5984 Remote Similarity NPD7128 Approved
0.5984 Remote Similarity NPD6402 Approved
0.5981 Remote Similarity NPD6929 Approved
0.598 Remote Similarity NPD2254 Approved
0.598 Remote Similarity NPD2686 Approved
0.598 Remote Similarity NPD2687 Approved
0.5968 Remote Similarity NPD6373 Approved
0.5968 Remote Similarity NPD6372 Approved
0.5954 Remote Similarity NPD6921 Approved
0.5946 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6930 Phase 2
0.5926 Remote Similarity NPD6931 Approved
0.5926 Remote Similarity NPD6033 Approved
0.5909 Remote Similarity NPD3669 Approved
0.5909 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5893 Remote Similarity NPD3618 Phase 1
0.5887 Remote Similarity NPD6881 Approved
0.5887 Remote Similarity NPD7320 Approved
0.5887 Remote Similarity NPD6899 Approved
0.5877 Remote Similarity NPD5328 Approved
0.5873 Remote Similarity NPD6650 Approved
0.5873 Remote Similarity NPD6649 Approved
0.5873 Remote Similarity NPD8130 Phase 1
0.5856 Remote Similarity NPD4786 Approved
0.5854 Remote Similarity NPD6640 Phase 3
0.5852 Remote Similarity NPD8448 Approved
0.5849 Remote Similarity NPD6933 Approved
0.5839 Remote Similarity NPD8390 Approved
0.5839 Remote Similarity NPD8391 Approved
0.5839 Remote Similarity NPD8392 Approved
0.5826 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5825 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5818 Remote Similarity NPD3667 Approved
0.5806 Remote Similarity NPD5701 Approved
0.5806 Remote Similarity NPD5697 Approved
0.5798 Remote Similarity NPD4755 Approved
0.5794 Remote Similarity NPD6883 Approved
0.5794 Remote Similarity NPD7290 Approved
0.5794 Remote Similarity NPD5776 Phase 2
0.5794 Remote Similarity NPD6925 Approved
0.5794 Remote Similarity NPD7102 Approved
0.5794 Remote Similarity NPD4634 Approved
0.578 Remote Similarity NPD7514 Phase 3
0.578 Remote Similarity NPD7332 Phase 2
0.5778 Remote Similarity NPD8451 Approved
0.5776 Remote Similarity NPD7087 Discontinued
0.5776 Remote Similarity NPD6079 Approved
0.5776 Remote Similarity NPD7983 Approved
0.5776 Remote Similarity NPD6411 Approved
0.5776 Remote Similarity NPD7637 Suspended
0.5748 Remote Similarity NPD6617 Approved
0.5748 Remote Similarity NPD6869 Approved
0.5748 Remote Similarity NPD6847 Approved
0.5746 Remote Similarity NPD7829 Approved
0.5746 Remote Similarity NPD7604 Phase 2
0.5746 Remote Similarity NPD7830 Approved
0.5742 Remote Similarity NPD8455 Phase 2
0.5741 Remote Similarity NPD7145 Approved
0.5738 Remote Similarity NPD5211 Phase 2
0.5728 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6902 Approved
0.5726 Remote Similarity NPD5778 Approved
0.5726 Remote Similarity NPD5779 Approved
0.5726 Remote Similarity NPD4202 Approved
0.5726 Remote Similarity NPD5357 Phase 1
0.5714 Remote Similarity NPD8444 Approved
0.5714 Remote Similarity NPD6014 Approved
0.5714 Remote Similarity NPD5983 Phase 2
0.5714 Remote Similarity NPD6013 Approved
0.5714 Remote Similarity NPD6012 Approved
0.5703 Remote Similarity NPD6053 Discontinued
0.5702 Remote Similarity NPD5285 Approved
0.5702 Remote Similarity NPD5286 Approved
0.5702 Remote Similarity NPD4700 Approved
0.5702 Remote Similarity NPD4696 Approved
0.5667 Remote Similarity NPD6084 Phase 2
0.5667 Remote Similarity NPD6083 Phase 2
0.5664 Remote Similarity NPD6893 Approved
0.5662 Remote Similarity NPD6336 Discontinued
0.566 Remote Similarity NPD6924 Approved
0.566 Remote Similarity NPD6926 Approved
0.5652 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5648 Remote Similarity NPD6932 Approved
0.5645 Remote Similarity NPD5141 Approved
0.5639 Remote Similarity NPD7741 Discontinued
0.5636 Remote Similarity NPD7509 Discontinued
0.5635 Remote Similarity NPD6011 Approved
0.5634 Remote Similarity NPD8387 Clinical (unspecified phase)
0.563 Remote Similarity NPD7991 Discontinued
0.5625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5619 Remote Similarity NPD4243 Approved
0.561 Remote Similarity NPD5225 Approved
0.561 Remote Similarity NPD5224 Approved
0.561 Remote Similarity NPD5226 Approved
0.561 Remote Similarity NPD8470 Clinical (unspecified phase)
0.561 Remote Similarity NPD4633 Approved
0.5603 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5603 Remote Similarity NPD6101 Approved
0.56 Remote Similarity NPD4768 Approved
0.56 Remote Similarity NPD4767 Approved
0.56 Remote Similarity NPD6008 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