Structure

Physi-Chem Properties

Molecular Weight:  394.24
Volume:  402.311
LogP:  0.992
LogD:  1.309
LogS:  -2.911
# Rotatable Bonds:  5
TPSA:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.634
Synthetic Accessibility Score:  5.818
Fsp3:  0.909
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:  -5.813
MDCK Permeability:  2.0814321032958105e-05
Pgp-inhibitor:  0.405
Pgp-substrate:  0.249
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.384
30% Bioavailability (F30%):  0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.442
Plasma Protein Binding (PPB):  50.473873138427734%
Volume Distribution (VD):  0.45
Pgp-substrate:  30.894994735717773%

ADMET: Metabolism

CYP1A2-inhibitor:  0.005
CYP1A2-substrate:  0.65
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.252
CYP2C9-inhibitor:  0.01
CYP2C9-substrate:  0.069
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.096
CYP3A4-inhibitor:  0.757
CYP3A4-substrate:  0.074

ADMET: Excretion

Clearance (CL):  1.748
Half-life (T1/2):  0.559

ADMET: Toxicity

hERG Blockers:  0.023
Human Hepatotoxicity (H-HT):  0.583
Drug-inuced Liver Injury (DILI):  0.031
AMES Toxicity:  0.153
Rat Oral Acute Toxicity:  0.006
Maximum Recommended Daily Dose:  0.603
Skin Sensitization:  0.17
Carcinogencity:  0.694
Eye Corrosion:  0.009
Eye Irritation:  0.052
Respiratory Toxicity:  0.956

Download Data

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

  Natural Product: NPC477935

Natural Product ID:  NPC477935
Common Name*:   (1S,4S,5R,9S,10R,13S,14S)-5-(acetyloxymethyl)-14-hydroxy-14-(hydroxymethyl)-9-methyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
IUPAC Name:   (1S,4S,5R,9S,10R,13S,14S)-5-(acetyloxymethyl)-14-hydroxy-14-(hydroxymethyl)-9-methyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
Synonyms:  
Standard InCHIKey:  XAWLPRCYLCCVFP-SMNGXRRUSA-N
Standard InCHI:  InChI=1S/C22H34O6/c1-14(24)28-13-21(18(25)26)8-3-7-19(2)16-5-4-15-10-20(16,9-6-17(19)21)11-22(15,27)12-23/h15-17,23,27H,3-13H2,1-2H3,(H,25,26)/t15-,16-,17-,19-,20-,21-,22+/m0/s1
SMILES:  CC(=O)OC[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@@H](C3)[C@@](C4)(CO)O)C)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   118708067
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO30031 Siegesbeckia pubescens Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[19928884]
NPO30031 Siegesbeckia pubescens Species Asteraceae Eukaryota aerial part n.a. n.a. PMID[24997688]
NPO30031 Siegesbeckia pubescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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
NPT2 Others Unspecified Inhibition = 32.1 % PMID[24997688]
NPT2 Others Unspecified IC50 > 10 ug/ml PMID[24997688]
NPT2 Others Unspecified Inhibition = 37.01 % PMID[24997688]

☑ 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 NPC477935 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
0.974 High Similarity NPC477936
0.9474 High Similarity NPC476732
0.9474 High Similarity NPC199965
0.9342 High Similarity NPC180199
0.9342 High Similarity NPC477919
0.9231 High Similarity NPC472853
0.9211 High Similarity NPC477933
0.9211 High Similarity NPC477932
0.9125 High Similarity NPC259173
0.9091 High Similarity NPC477918
0.9079 High Similarity NPC477934
0.8947 High Similarity NPC477930
0.8736 High Similarity NPC206878
0.8701 High Similarity NPC472854
0.8684 High Similarity NPC469940
0.8608 High Similarity NPC171658
0.8608 High Similarity NPC474404
0.859 High Similarity NPC24014
0.859 High Similarity NPC27349
0.8571 High Similarity NPC92139
0.8553 High Similarity NPC477929
0.8539 High Similarity NPC116683
0.8471 Intermediate Similarity NPC134197
0.8434 Intermediate Similarity NPC292458
0.8434 Intermediate Similarity NPC217559
0.8434 Intermediate Similarity NPC268578
0.8421 Intermediate Similarity NPC476734
0.8421 Intermediate Similarity NPC469941
0.8421 Intermediate Similarity NPC319671
0.8421 Intermediate Similarity NPC252032
0.8415 Intermediate Similarity NPC12933
0.8375 Intermediate Similarity NPC264602
0.8353 Intermediate Similarity NPC474448
0.8353 Intermediate Similarity NPC472272
0.8333 Intermediate Similarity NPC473336
0.8333 Intermediate Similarity NPC319909
0.8333 Intermediate Similarity NPC471044
0.8313 Intermediate Similarity NPC164289
0.8313 Intermediate Similarity NPC100366
0.8313 Intermediate Similarity NPC242771
0.8313 Intermediate Similarity NPC317066
0.8313 Intermediate Similarity NPC311642
0.8276 Intermediate Similarity NPC24705
0.8276 Intermediate Similarity NPC56962
0.825 Intermediate Similarity NPC4209
0.8228 Intermediate Similarity NPC167702
0.8228 Intermediate Similarity NPC280026
0.8228 Intermediate Similarity NPC472945
0.8228 Intermediate Similarity NPC472944
0.8222 Intermediate Similarity NPC215570
0.8214 Intermediate Similarity NPC472744
0.8202 Intermediate Similarity NPC476189
0.8193 Intermediate Similarity NPC58631
0.8193 Intermediate Similarity NPC77311
0.8171 Intermediate Similarity NPC80891
0.8171 Intermediate Similarity NPC201276
0.8161 Intermediate Similarity NPC211162
0.8161 Intermediate Similarity NPC183374
0.8161 Intermediate Similarity NPC33398
0.8148 Intermediate Similarity NPC207010
0.8148 Intermediate Similarity NPC317913
0.8125 Intermediate Similarity NPC472311
0.8125 Intermediate Similarity NPC212733
0.8111 Intermediate Similarity NPC470423
0.8101 Intermediate Similarity NPC310766
0.8095 Intermediate Similarity NPC61107
0.8095 Intermediate Similarity NPC148740
0.8095 Intermediate Similarity NPC289486
0.8095 Intermediate Similarity NPC102156
0.8095 Intermediate Similarity NPC13494
0.8095 Intermediate Similarity NPC121121
0.8077 Intermediate Similarity NPC477850
0.8072 Intermediate Similarity NPC470609
0.8072 Intermediate Similarity NPC261616
0.8068 Intermediate Similarity NPC476733
0.8068 Intermediate Similarity NPC215029
0.8049 Intermediate Similarity NPC185465
0.8049 Intermediate Similarity NPC324700
0.8049 Intermediate Similarity NPC80089
0.8049 Intermediate Similarity NPC224802
0.8049 Intermediate Similarity NPC171426
0.8049 Intermediate Similarity NPC471045
0.8049 Intermediate Similarity NPC34046
0.8046 Intermediate Similarity NPC252714
0.8026 Intermediate Similarity NPC42060
0.8026 Intermediate Similarity NPC477931
0.8026 Intermediate Similarity NPC268736
0.8023 Intermediate Similarity NPC266651
0.8022 Intermediate Similarity NPC205173
0.8022 Intermediate Similarity NPC470031
0.8 Intermediate Similarity NPC472847
0.8 Intermediate Similarity NPC15821
0.7975 Intermediate Similarity NPC473267
0.7955 Intermediate Similarity NPC255176
0.7952 Intermediate Similarity NPC31302
0.7952 Intermediate Similarity NPC52951
0.7952 Intermediate Similarity NPC245029
0.7952 Intermediate Similarity NPC472310
0.7952 Intermediate Similarity NPC320144
0.7949 Intermediate Similarity NPC324607
0.7949 Intermediate Similarity NPC321732
0.7949 Intermediate Similarity NPC64466
0.7949 Intermediate Similarity NPC196197
0.7931 Intermediate Similarity NPC80590
0.7931 Intermediate Similarity NPC302111
0.7931 Intermediate Similarity NPC114378
0.7931 Intermediate Similarity NPC103782
0.7931 Intermediate Similarity NPC472745
0.7927 Intermediate Similarity NPC298168
0.7927 Intermediate Similarity NPC471151
0.7927 Intermediate Similarity NPC143133
0.7901 Intermediate Similarity NPC179858
0.7895 Intermediate Similarity NPC190827
0.7895 Intermediate Similarity NPC475943
0.7895 Intermediate Similarity NPC243469
0.7882 Intermediate Similarity NPC328007
0.7882 Intermediate Similarity NPC202688
0.7882 Intermediate Similarity NPC154043
0.7882 Intermediate Similarity NPC60018
0.7872 Intermediate Similarity NPC108371
0.7865 Intermediate Similarity NPC24772
0.7865 Intermediate Similarity NPC116146
0.7848 Intermediate Similarity NPC476731
0.7848 Intermediate Similarity NPC108131
0.7841 Intermediate Similarity NPC263802
0.7831 Intermediate Similarity NPC329117
0.7816 Intermediate Similarity NPC131350
0.7816 Intermediate Similarity NPC201655
0.7802 Intermediate Similarity NPC472237
0.7802 Intermediate Similarity NPC472232
0.7802 Intermediate Similarity NPC471902
0.7802 Intermediate Similarity NPC472231
0.7802 Intermediate Similarity NPC473690
0.7802 Intermediate Similarity NPC472238
0.7802 Intermediate Similarity NPC287118
0.7802 Intermediate Similarity NPC228700
0.7791 Intermediate Similarity NPC327451
0.7791 Intermediate Similarity NPC245866
0.7778 Intermediate Similarity NPC77756
0.7753 Intermediate Similarity NPC56777
0.7753 Intermediate Similarity NPC201607
0.775 Intermediate Similarity NPC320549
0.775 Intermediate Similarity NPC197701
0.775 Intermediate Similarity NPC478227
0.775 Intermediate Similarity NPC151018
0.775 Intermediate Similarity NPC58057
0.775 Intermediate Similarity NPC156277
0.7738 Intermediate Similarity NPC476176
0.7727 Intermediate Similarity NPC472505
0.7727 Intermediate Similarity NPC476726
0.7727 Intermediate Similarity NPC80700
0.7727 Intermediate Similarity NPC476727
0.7722 Intermediate Similarity NPC474962
0.7717 Intermediate Similarity NPC470424
0.7708 Intermediate Similarity NPC470172
0.7701 Intermediate Similarity NPC50438
0.7701 Intermediate Similarity NPC477434
0.7701 Intermediate Similarity NPC263974
0.7692 Intermediate Similarity NPC474221
0.7692 Intermediate Similarity NPC52756
0.7692 Intermediate Similarity NPC130459
0.7692 Intermediate Similarity NPC478180
0.7692 Intermediate Similarity NPC471901
0.7692 Intermediate Similarity NPC475416
0.7692 Intermediate Similarity NPC63190
0.7674 Intermediate Similarity NPC30583
0.7667 Intermediate Similarity NPC57954
0.7667 Intermediate Similarity NPC61688
0.7667 Intermediate Similarity NPC213832
0.766 Intermediate Similarity NPC253586
0.766 Intermediate Similarity NPC471241
0.7654 Intermediate Similarity NPC232112
0.764 Intermediate Similarity NPC202937
0.764 Intermediate Similarity NPC239938
0.7634 Intermediate Similarity NPC210214
0.7634 Intermediate Similarity NPC287354
0.7634 Intermediate Similarity NPC62407
0.7629 Intermediate Similarity NPC471253
0.7629 Intermediate Similarity NPC473406
0.7614 Intermediate Similarity NPC473350
0.7604 Intermediate Similarity NPC178853
0.7595 Intermediate Similarity NPC473225
0.759 Intermediate Similarity NPC474020
0.759 Intermediate Similarity NPC471046
0.759 Intermediate Similarity NPC470145
0.7586 Intermediate Similarity NPC477285
0.7586 Intermediate Similarity NPC111582
0.7586 Intermediate Similarity NPC471037
0.7561 Intermediate Similarity NPC317212
0.7561 Intermediate Similarity NPC254340
0.7558 Intermediate Similarity NPC472230
0.7558 Intermediate Similarity NPC280781
0.7558 Intermediate Similarity NPC48756
0.7558 Intermediate Similarity NPC190940
0.7558 Intermediate Similarity NPC469745
0.7558 Intermediate Similarity NPC472229
0.7556 Intermediate Similarity NPC471900
0.7556 Intermediate Similarity NPC250687
0.7556 Intermediate Similarity NPC476379
0.7556 Intermediate Similarity NPC471221

  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 NPC477935 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
0.859 High Similarity NPD3702 Approved
0.825 Intermediate Similarity NPD6117 Approved
0.8228 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD5777 Approved
0.8148 Intermediate Similarity NPD6116 Phase 1
0.8077 Intermediate Similarity NPD4244 Approved
0.8077 Intermediate Similarity NPD4245 Approved
0.8049 Intermediate Similarity NPD6697 Approved
0.8049 Intermediate Similarity NPD6115 Approved
0.8049 Intermediate Similarity NPD6114 Approved
0.8049 Intermediate Similarity NPD6118 Approved
0.7975 Intermediate Similarity NPD6081 Approved
0.7949 Intermediate Similarity NPD3698 Phase 2
0.7848 Intermediate Similarity NPD4789 Approved
0.7792 Intermediate Similarity NPD4224 Phase 2
0.775 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7662 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD5360 Phase 3
0.7595 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD6084 Phase 2
0.7474 Intermediate Similarity NPD6083 Phase 2
0.7386 Intermediate Similarity NPD4788 Approved
0.7222 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD8035 Phase 2
0.7128 Intermediate Similarity NPD8034 Phase 2
0.7108 Intermediate Similarity NPD4758 Discontinued
0.7083 Intermediate Similarity NPD5695 Phase 3
0.7059 Intermediate Similarity NPD3703 Phase 2
0.7041 Intermediate Similarity NPD5696 Approved
0.703 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD3198 Approved
0.7011 Intermediate Similarity NPD5364 Discontinued
0.6988 Remote Similarity NPD4787 Phase 1
0.6961 Remote Similarity NPD5739 Approved
0.6961 Remote Similarity NPD6402 Approved
0.6961 Remote Similarity NPD6675 Approved
0.6961 Remote Similarity NPD7128 Approved
0.6915 Remote Similarity NPD4753 Phase 2
0.6875 Remote Similarity NPD6399 Phase 3
0.6827 Remote Similarity NPD6899 Approved
0.6827 Remote Similarity NPD6881 Approved
0.6827 Remote Similarity NPD7320 Approved
0.6818 Remote Similarity NPD3671 Phase 1
0.6818 Remote Similarity NPD4238 Approved
0.6818 Remote Similarity NPD4802 Phase 2
0.6809 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7146 Approved
0.6774 Remote Similarity NPD7521 Approved
0.6774 Remote Similarity NPD6098 Approved
0.6774 Remote Similarity NPD6684 Approved
0.6774 Remote Similarity NPD5330 Approved
0.6774 Remote Similarity NPD7334 Approved
0.6774 Remote Similarity NPD6409 Approved
0.6762 Remote Similarity NPD6373 Approved
0.6762 Remote Similarity NPD6372 Approved
0.6737 Remote Similarity NPD6673 Approved
0.6737 Remote Similarity NPD6904 Approved
0.6737 Remote Similarity NPD6080 Approved
0.6733 Remote Similarity NPD1700 Approved
0.6731 Remote Similarity NPD5701 Approved
0.6731 Remote Similarity NPD5697 Approved
0.6729 Remote Similarity NPD8297 Approved
0.6698 Remote Similarity NPD6883 Approved
0.6698 Remote Similarity NPD7290 Approved
0.6698 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD6928 Phase 2
0.6667 Remote Similarity NPD8133 Approved
0.6636 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD8130 Phase 1
0.6636 Remote Similarity NPD6869 Approved
0.6636 Remote Similarity NPD7115 Discovery
0.6636 Remote Similarity NPD6649 Approved
0.6636 Remote Similarity NPD6650 Approved
0.6636 Remote Similarity NPD6847 Approved
0.6632 Remote Similarity NPD5737 Approved
0.6632 Remote Similarity NPD6672 Approved
0.6632 Remote Similarity NPD6903 Approved
0.6607 Remote Similarity NPD6319 Approved
0.6604 Remote Similarity NPD6014 Approved
0.6604 Remote Similarity NPD6013 Approved
0.6604 Remote Similarity NPD6012 Approved
0.6574 Remote Similarity NPD6882 Approved
0.6571 Remote Similarity NPD6412 Phase 2
0.6566 Remote Similarity NPD5210 Approved
0.6566 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4629 Approved
0.6559 Remote Similarity NPD4786 Approved
0.6559 Remote Similarity NPD3666 Approved
0.6559 Remote Similarity NPD3665 Phase 1
0.6559 Remote Similarity NPD3133 Approved
0.6535 Remote Similarity NPD7638 Approved
0.6531 Remote Similarity NPD8171 Discontinued
0.6522 Remote Similarity NPD4221 Approved
0.6522 Remote Similarity NPD4223 Phase 3
0.6509 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6011 Approved
0.6489 Remote Similarity NPD5329 Approved
0.6481 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD8418 Phase 2
0.6471 Remote Similarity NPD7639 Approved
0.6471 Remote Similarity NPD7640 Approved
0.6458 Remote Similarity NPD5208 Approved
0.6441 Remote Similarity NPD7319 Approved
0.6436 Remote Similarity NPD4755 Approved
0.6429 Remote Similarity NPD5284 Approved
0.6429 Remote Similarity NPD5693 Phase 1
0.6429 Remote Similarity NPD6050 Approved
0.6429 Remote Similarity NPD5281 Approved
0.6421 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6413 Remote Similarity NPD5369 Approved
0.6413 Remote Similarity NPD4692 Approved
0.6413 Remote Similarity NPD4139 Approved
0.6396 Remote Similarity NPD6940 Discontinued
0.6389 Remote Similarity NPD4634 Approved
0.6383 Remote Similarity NPD4197 Approved
0.6379 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD4632 Approved
0.6364 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4202 Approved
0.6356 Remote Similarity NPD7736 Approved
0.6346 Remote Similarity NPD7632 Discontinued
0.6344 Remote Similarity NPD3667 Approved
0.6327 Remote Similarity NPD5692 Phase 3
0.6325 Remote Similarity NPD7507 Approved
0.6325 Remote Similarity NPD6616 Approved
0.6316 Remote Similarity NPD6054 Approved
0.6316 Remote Similarity NPD6059 Approved
0.6311 Remote Similarity NPD4700 Approved
0.6311 Remote Similarity NPD4696 Approved
0.6311 Remote Similarity NPD5285 Approved
0.6311 Remote Similarity NPD5286 Approved
0.63 Remote Similarity NPD7748 Approved
0.6271 Remote Similarity NPD8293 Discontinued
0.6271 Remote Similarity NPD7078 Approved
0.6265 Remote Similarity NPD7909 Approved
0.6263 Remote Similarity NPD5694 Approved
0.6263 Remote Similarity NPD6411 Approved
0.6263 Remote Similarity NPD7515 Phase 2
0.6263 Remote Similarity NPD7637 Suspended
0.625 Remote Similarity NPD4688 Approved
0.625 Remote Similarity NPD4138 Approved
0.625 Remote Similarity NPD4689 Approved
0.625 Remote Similarity NPD4690 Approved
0.625 Remote Similarity NPD6274 Approved
0.625 Remote Similarity NPD4693 Phase 3
0.625 Remote Similarity NPD5205 Approved
0.6228 Remote Similarity NPD7101 Approved
0.6228 Remote Similarity NPD7100 Approved
0.6226 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6226 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6051 Approved
0.6224 Remote Similarity NPD5328 Approved
0.6207 Remote Similarity NPD6370 Approved
0.619 Remote Similarity NPD5211 Phase 2
0.619 Remote Similarity NPD5224 Approved
0.619 Remote Similarity NPD5225 Approved
0.619 Remote Similarity NPD4633 Approved
0.619 Remote Similarity NPD5226 Approved
0.617 Remote Similarity NPD6435 Approved
0.6168 Remote Similarity NPD6920 Discontinued
0.6162 Remote Similarity NPD5207 Approved
0.6154 Remote Similarity NPD3730 Approved
0.6154 Remote Similarity NPD3728 Approved
0.6147 Remote Similarity NPD4061 Clinical (unspecified phase)
0.614 Remote Similarity NPD6335 Approved
0.6139 Remote Similarity NPD6001 Approved
0.6132 Remote Similarity NPD5174 Approved
0.6132 Remote Similarity NPD5175 Approved
0.6129 Remote Similarity NPD7525 Registered
0.6121 Remote Similarity NPD6909 Approved
0.6121 Remote Similarity NPD6015 Approved
0.6121 Remote Similarity NPD6908 Approved
0.6121 Remote Similarity NPD6016 Approved
0.6117 Remote Similarity NPD7902 Approved
0.61 Remote Similarity NPD6079 Approved
0.6095 Remote Similarity NPD5223 Approved
0.6087 Remote Similarity NPD3617 Approved
0.6082 Remote Similarity NPD5280 Approved
0.6082 Remote Similarity NPD5690 Phase 2
0.6082 Remote Similarity NPD4694 Approved
0.6082 Remote Similarity NPD3618 Phase 1
0.6078 Remote Similarity NPD5654 Approved
0.6075 Remote Similarity NPD5141 Approved
0.6068 Remote Similarity NPD5988 Approved
0.6061 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6101 Approved
0.6058 Remote Similarity NPD4225 Approved
0.6055 Remote Similarity NPD6686 Approved
0.6053 Remote Similarity NPD6317 Approved
0.6053 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6053 Remote Similarity NPD6009 Approved
0.6019 Remote Similarity NPD6008 Approved
0.6019 Remote Similarity NPD4767 Approved
0.6019 Remote Similarity NPD4768 Approved
0.6017 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD4269 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