Structure

Physi-Chem Properties

Molecular Weight:  474.37
Volume:  517.178
LogP:  5.864
LogD:  5.004
LogS:  -4.93
# Rotatable Bonds:  2
TPSA:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.454
Synthetic Accessibility Score:  4.88
Fsp3:  0.967
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.01
MDCK Permeability:  3.398562694201246e-05
Pgp-inhibitor:  0.724
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.282
30% Bioavailability (F30%):  0.865

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.021
Plasma Protein Binding (PPB):  94.7038803100586%
Volume Distribution (VD):  1.187
Pgp-substrate:  3.1685612201690674%

ADMET: Metabolism

CYP1A2-inhibitor:  0.02
CYP1A2-substrate:  0.384
CYP2C19-inhibitor:  0.076
CYP2C19-substrate:  0.948
CYP2C9-inhibitor:  0.155
CYP2C9-substrate:  0.2
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.464
CYP3A4-inhibitor:  0.29
CYP3A4-substrate:  0.369

ADMET: Excretion

Clearance (CL):  3.586
Half-life (T1/2):  0.196

ADMET: Toxicity

hERG Blockers:  0.088
Human Hepatotoxicity (H-HT):  0.3
Drug-inuced Liver Injury (DILI):  0.051
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.026
Maximum Recommended Daily Dose:  0.166
Skin Sensitization:  0.944
Carcinogencity:  0.018
Eye Corrosion:  0.907
Eye Irritation:  0.381
Respiratory Toxicity:  0.963

Download Data

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

  Natural Product: NPC102156

Natural Product ID:  NPC102156
Common Name*:   ZHWDSUNHEWADAB-UJTCPHDRSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ZHWDSUNHEWADAB-UJTCPHDRSA-N
Standard InCHI:  InChI=1S/C30H50O4/c1-25(2,32)23-13-18-30(8,33-23)20-11-16-28(6)19(20)9-10-22-27(5)15-14-24(31)34-26(3,4)21(27)12-17-29(22,28)7/h19-23,32H,9-18H2,1-8H3/t19-,20+,21+,22-,23+,27+,28-,29-,30-/m1/s1
SMILES:  O=C1CC[C@]2([C@H](C(O1)(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@@]1(C)CC[C@H](O1)C(O)(C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1651033
PubChem CID:   53323547
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
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[20939540]
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. stem n.a. PMID[20939540]
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. twig n.a. PMID[20939540]
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. fruit n.a. PMID[20939540]
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. leaf n.a. PMID[20939540]
NPO8087 Aglaia foveolata Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22817615]
NPO8087 Aglaia foveolata 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
NPT139 Cell Line HT-29 Homo sapiens ED50 > 10.0 uM PMID[529652]
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC50 > 20000.0 nM PMID[529652]

☑ 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 NPC102156 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 NPC148740
0.9487 High Similarity NPC164289
0.9487 High Similarity NPC242771
0.9487 High Similarity NPC311642
0.9487 High Similarity NPC100366
0.8861 High Similarity NPC245029
0.8861 High Similarity NPC31302
0.881 High Similarity NPC48824
0.881 High Similarity NPC229407
0.881 High Similarity NPC250687
0.881 High Similarity NPC254572
0.8706 High Similarity NPC269267
0.8659 High Similarity NPC217559
0.8659 High Similarity NPC292458
0.8659 High Similarity NPC268578
0.8571 High Similarity NPC92139
0.8519 High Similarity NPC472853
0.8506 High Similarity NPC471747
0.8471 Intermediate Similarity NPC239938
0.8415 Intermediate Similarity NPC190940
0.8353 Intermediate Similarity NPC474448
0.8353 Intermediate Similarity NPC472745
0.8353 Intermediate Similarity NPC80700
0.8315 Intermediate Similarity NPC470424
0.8313 Intermediate Similarity NPC286719
0.8313 Intermediate Similarity NPC477936
0.8313 Intermediate Similarity NPC477286
0.8272 Intermediate Similarity NPC476732
0.8272 Intermediate Similarity NPC199965
0.8256 Intermediate Similarity NPC474174
0.8256 Intermediate Similarity NPC251808
0.8228 Intermediate Similarity NPC472945
0.8228 Intermediate Similarity NPC472944
0.8214 Intermediate Similarity NPC111582
0.8214 Intermediate Similarity NPC477285
0.8214 Intermediate Similarity NPC259173
0.8205 Intermediate Similarity NPC469940
0.8193 Intermediate Similarity NPC77311
0.8193 Intermediate Similarity NPC58631
0.8171 Intermediate Similarity NPC80891
0.8171 Intermediate Similarity NPC201276
0.8161 Intermediate Similarity NPC476435
0.8148 Intermediate Similarity NPC180199
0.8148 Intermediate Similarity NPC477919
0.814 Intermediate Similarity NPC103782
0.814 Intermediate Similarity NPC114378
0.8132 Intermediate Similarity NPC116683
0.8095 Intermediate Similarity NPC477935
0.8095 Intermediate Similarity NPC121121
0.8049 Intermediate Similarity NPC324700
0.8049 Intermediate Similarity NPC80089
0.8049 Intermediate Similarity NPC224802
0.8049 Intermediate Similarity NPC171426
0.8049 Intermediate Similarity NPC34046
0.7976 Intermediate Similarity NPC12933
0.7955 Intermediate Similarity NPC56777
0.7955 Intermediate Similarity NPC471221
0.7955 Intermediate Similarity NPC201607
0.7955 Intermediate Similarity NPC255176
0.7955 Intermediate Similarity NPC33398
0.7931 Intermediate Similarity NPC477283
0.7931 Intermediate Similarity NPC472272
0.7931 Intermediate Similarity NPC155531
0.7931 Intermediate Similarity NPC215968
0.7927 Intermediate Similarity NPC477918
0.7927 Intermediate Similarity NPC474404
0.7912 Intermediate Similarity NPC206878
0.7912 Intermediate Similarity NPC470423
0.7907 Intermediate Similarity NPC291310
0.7907 Intermediate Similarity NPC471044
0.7907 Intermediate Similarity NPC473336
0.7901 Intermediate Similarity NPC477934
0.7857 Intermediate Similarity NPC261616
0.7848 Intermediate Similarity NPC477929
0.7826 Intermediate Similarity NPC215570
0.7816 Intermediate Similarity NPC476715
0.7805 Intermediate Similarity NPC477932
0.7805 Intermediate Similarity NPC4209
0.7805 Intermediate Similarity NPC477933
0.7791 Intermediate Similarity NPC472744
0.7791 Intermediate Similarity NPC470070
0.7778 Intermediate Similarity NPC472146
0.7778 Intermediate Similarity NPC185529
0.7778 Intermediate Similarity NPC167702
0.7778 Intermediate Similarity NPC55508
0.7778 Intermediate Similarity NPC280026
0.7765 Intermediate Similarity NPC232625
0.775 Intermediate Similarity NPC197701
0.775 Intermediate Similarity NPC478227
0.7738 Intermediate Similarity NPC477287
0.7722 Intermediate Similarity NPC476734
0.7722 Intermediate Similarity NPC469941
0.7722 Intermediate Similarity NPC252032
0.7722 Intermediate Similarity NPC319671
0.7711 Intermediate Similarity NPC207010
0.7711 Intermediate Similarity NPC11907
0.7711 Intermediate Similarity NPC212453
0.7711 Intermediate Similarity NPC133596
0.7711 Intermediate Similarity NPC264602
0.7711 Intermediate Similarity NPC64081
0.7711 Intermediate Similarity NPC474574
0.7711 Intermediate Similarity NPC171658
0.7711 Intermediate Similarity NPC317913
0.7701 Intermediate Similarity NPC477434
0.7701 Intermediate Similarity NPC65133
0.7692 Intermediate Similarity NPC52756
0.7683 Intermediate Similarity NPC270306
0.7683 Intermediate Similarity NPC186851
0.7683 Intermediate Similarity NPC91387
0.7683 Intermediate Similarity NPC231680
0.7683 Intermediate Similarity NPC212733
0.7674 Intermediate Similarity NPC202688
0.7674 Intermediate Similarity NPC60018
0.7674 Intermediate Similarity NPC154043
0.7674 Intermediate Similarity NPC289486
0.7674 Intermediate Similarity NPC13494
0.7674 Intermediate Similarity NPC61107
0.7667 Intermediate Similarity NPC24705
0.7667 Intermediate Similarity NPC56962
0.7667 Intermediate Similarity NPC200580
0.7647 Intermediate Similarity NPC470609
0.7647 Intermediate Similarity NPC170038
0.7647 Intermediate Similarity NPC472951
0.7647 Intermediate Similarity NPC472943
0.764 Intermediate Similarity NPC202937
0.7619 Intermediate Similarity NPC471045
0.7619 Intermediate Similarity NPC185465
0.7619 Intermediate Similarity NPC329117
0.7614 Intermediate Similarity NPC477445
0.7586 Intermediate Similarity NPC2572
0.7586 Intermediate Similarity NPC29342
0.7582 Intermediate Similarity NPC470114
0.7582 Intermediate Similarity NPC50443
0.7582 Intermediate Similarity NPC18536
0.7564 Intermediate Similarity NPC42060
0.7564 Intermediate Similarity NPC477931
0.7564 Intermediate Similarity NPC268736
0.7561 Intermediate Similarity NPC472854
0.7561 Intermediate Similarity NPC477930
0.7558 Intermediate Similarity NPC470154
0.7556 Intermediate Similarity NPC476379
0.7553 Intermediate Similarity NPC476728
0.7551 Intermediate Similarity NPC471293
0.7551 Intermediate Similarity NPC100078
0.7529 Intermediate Similarity NPC476176
0.7529 Intermediate Similarity NPC81074
0.7529 Intermediate Similarity NPC118987
0.7529 Intermediate Similarity NPC220379
0.7529 Intermediate Similarity NPC477282
0.7529 Intermediate Similarity NPC320144
0.7528 Intermediate Similarity NPC64862
0.7528 Intermediate Similarity NPC476717
0.7528 Intermediate Similarity NPC131365
0.7528 Intermediate Similarity NPC475007
0.7526 Intermediate Similarity NPC244969
0.7526 Intermediate Similarity NPC213528
0.75 Intermediate Similarity NPC18953
0.75 Intermediate Similarity NPC64466
0.75 Intermediate Similarity NPC476719
0.75 Intermediate Similarity NPC298168
0.75 Intermediate Similarity NPC473066
0.75 Intermediate Similarity NPC196197
0.75 Intermediate Similarity NPC473299
0.75 Intermediate Similarity NPC178541
0.75 Intermediate Similarity NPC167974
0.75 Intermediate Similarity NPC307865
0.75 Intermediate Similarity NPC471151
0.75 Intermediate Similarity NPC319909
0.75 Intermediate Similarity NPC143133
0.75 Intermediate Similarity NPC169389
0.7475 Intermediate Similarity NPC166079
0.7474 Intermediate Similarity NPC253586
0.7474 Intermediate Similarity NPC472273
0.7473 Intermediate Similarity NPC61688
0.7471 Intermediate Similarity NPC477447
0.7471 Intermediate Similarity NPC477284
0.7471 Intermediate Similarity NPC477446
0.7471 Intermediate Similarity NPC470155
0.747 Intermediate Similarity NPC27349
0.747 Intermediate Similarity NPC472311
0.747 Intermediate Similarity NPC24014
0.7468 Intermediate Similarity NPC41542
0.7444 Intermediate Similarity NPC5943
0.7444 Intermediate Similarity NPC167877
0.7442 Intermediate Similarity NPC477851
0.7442 Intermediate Similarity NPC474714
0.7442 Intermediate Similarity NPC1882
0.7442 Intermediate Similarity NPC134227
0.7439 Intermediate Similarity NPC109510
0.7423 Intermediate Similarity NPC178853
0.7419 Intermediate Similarity NPC472237
0.7419 Intermediate Similarity NPC256104
0.7419 Intermediate Similarity NPC472231
0.7419 Intermediate Similarity NPC472232
0.7419 Intermediate Similarity NPC182740
0.7419 Intermediate Similarity NPC211845
0.7419 Intermediate Similarity NPC472238
0.7419 Intermediate Similarity NPC122083
0.7416 Intermediate Similarity NPC266651
0.7416 Intermediate Similarity NPC473350

  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 NPC102156 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
0.8049 Intermediate Similarity NPD6697 Approved
0.8049 Intermediate Similarity NPD6115 Approved
0.8049 Intermediate Similarity NPD6114 Approved
0.8049 Intermediate Similarity NPD6118 Approved
0.7901 Intermediate Similarity NPD3702 Approved
0.7805 Intermediate Similarity NPD6117 Approved
0.7778 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD6116 Phase 1
0.7531 Intermediate Similarity NPD6081 Approved
0.7531 Intermediate Similarity NPD5777 Approved
0.7436 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4224 Phase 2
0.7317 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4244 Approved
0.7195 Intermediate Similarity NPD4245 Approved
0.7195 Intermediate Similarity NPD4789 Approved
0.716 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD5360 Phase 3
0.7073 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD3698 Phase 2
0.7073 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD3703 Phase 2
0.703 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8034 Phase 2
0.6947 Remote Similarity NPD8035 Phase 2
0.69 Remote Similarity NPD1700 Approved
0.6875 Remote Similarity NPD6399 Phase 3
0.6867 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6706 Remote Similarity NPD4758 Discontinued
0.6667 Remote Similarity NPD6928 Phase 2
0.663 Remote Similarity NPD3670 Clinical (unspecified phase)
0.663 Remote Similarity NPD3669 Approved
0.6629 Remote Similarity NPD4238 Approved
0.6629 Remote Similarity NPD5364 Discontinued
0.6629 Remote Similarity NPD4802 Phase 2
0.66 Remote Similarity NPD6083 Phase 2
0.66 Remote Similarity NPD6084 Phase 2
0.6593 Remote Similarity NPD1780 Approved
0.6593 Remote Similarity NPD1779 Approved
0.6582 Remote Similarity NPD3198 Approved
0.6531 Remote Similarity NPD8171 Discontinued
0.6514 Remote Similarity NPD8133 Approved
0.6471 Remote Similarity NPD8418 Phase 2
0.6463 Remote Similarity NPD7909 Approved
0.6458 Remote Similarity NPD6672 Approved
0.6458 Remote Similarity NPD6903 Approved
0.6458 Remote Similarity NPD5737 Approved
0.6452 Remote Similarity NPD4788 Approved
0.6444 Remote Similarity NPD3671 Phase 1
0.6421 Remote Similarity NPD7521 Approved
0.6421 Remote Similarity NPD7334 Approved
0.6421 Remote Similarity NPD6409 Approved
0.6421 Remote Similarity NPD7146 Approved
0.6421 Remote Similarity NPD6684 Approved
0.6421 Remote Similarity NPD5330 Approved
0.6415 Remote Similarity NPD6412 Phase 2
0.64 Remote Similarity NPD6356 Clinical (unspecified phase)
0.64 Remote Similarity NPD5695 Phase 3
0.6396 Remote Similarity NPD6940 Discontinued
0.6383 Remote Similarity NPD4786 Approved
0.6373 Remote Similarity NPD7638 Approved
0.6373 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD4632 Approved
0.6364 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7320 Approved
0.6355 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7128 Approved
0.6321 Remote Similarity NPD5739 Approved
0.6321 Remote Similarity NPD6402 Approved
0.6321 Remote Similarity NPD6008 Approved
0.6321 Remote Similarity NPD6675 Approved
0.6311 Remote Similarity NPD7640 Approved
0.6311 Remote Similarity NPD7639 Approved
0.6296 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6289 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6273 Remote Similarity NPD8297 Approved
0.625 Remote Similarity NPD6098 Approved
0.6239 Remote Similarity NPD7492 Approved
0.6226 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6226 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6904 Approved
0.6224 Remote Similarity NPD6673 Approved
0.6224 Remote Similarity NPD6080 Approved
0.6207 Remote Similarity NPD4787 Phase 1
0.6204 Remote Similarity NPD6899 Approved
0.6204 Remote Similarity NPD6881 Approved
0.6204 Remote Similarity NPD6686 Approved
0.6195 Remote Similarity NPD7115 Discovery
0.619 Remote Similarity NPD7632 Discontinued
0.6186 Remote Similarity NPD7524 Approved
0.6186 Remote Similarity NPD6616 Approved
0.6186 Remote Similarity NPD7507 Approved
0.6174 Remote Similarity NPD6059 Approved
0.6174 Remote Similarity NPD6054 Approved
0.6174 Remote Similarity NPD6319 Approved
0.617 Remote Similarity NPD3667 Approved
0.6154 Remote Similarity NPD3730 Approved
0.6154 Remote Similarity NPD3728 Approved
0.6147 Remote Similarity NPD6373 Approved
0.6147 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6372 Approved
0.6139 Remote Similarity NPD7748 Approved
0.6134 Remote Similarity NPD8293 Discontinued
0.6134 Remote Similarity NPD7078 Approved
0.6126 Remote Similarity NPD6053 Discontinued
0.6111 Remote Similarity NPD5697 Approved
0.6111 Remote Similarity NPD5701 Approved
0.61 Remote Similarity NPD7637 Suspended
0.6091 Remote Similarity NPD7102 Approved
0.6091 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7290 Approved
0.6091 Remote Similarity NPD6883 Approved
0.6083 Remote Similarity NPD7736 Approved
0.6068 Remote Similarity NPD6370 Approved
0.6061 Remote Similarity NPD5328 Approved
0.6061 Remote Similarity NPD4753 Phase 2
0.6055 Remote Similarity NPD6011 Approved
0.6053 Remote Similarity NPD6009 Approved
0.6042 Remote Similarity NPD3133 Approved
0.6042 Remote Similarity NPD3665 Phase 1
0.6042 Remote Similarity NPD3666 Approved
0.6036 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6847 Approved
0.6036 Remote Similarity NPD6617 Approved
0.6036 Remote Similarity NPD8130 Phase 1
0.6036 Remote Similarity NPD6650 Approved
0.6036 Remote Similarity NPD6869 Approved
0.6036 Remote Similarity NPD6649 Approved
0.6033 Remote Similarity NPD7319 Approved
0.6017 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD1811 Approved
0.6 Remote Similarity NPD5207 Approved
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD1810 Approved
0.6 Remote Similarity NPD6012 Approved
0.5983 Remote Similarity NPD6015 Approved
0.5983 Remote Similarity NPD6016 Approved
0.5983 Remote Similarity NPD5983 Phase 2
0.5982 Remote Similarity NPD6882 Approved
0.598 Remote Similarity NPD6001 Approved
0.5979 Remote Similarity NPD5329 Approved
0.5977 Remote Similarity NPD229 Approved
0.5962 Remote Similarity NPD7902 Approved
0.596 Remote Similarity NPD5208 Approved
0.5949 Remote Similarity NPD615 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6050 Approved
0.5941 Remote Similarity NPD5693 Phase 1
0.5941 Remote Similarity NPD7515 Phase 2
0.5941 Remote Similarity NPD6079 Approved
0.5941 Remote Similarity NPD5284 Approved
0.5941 Remote Similarity NPD5281 Approved
0.5938 Remote Similarity NPD6695 Phase 3
0.5932 Remote Similarity NPD5988 Approved
0.5918 Remote Similarity NPD3618 Phase 1
0.5917 Remote Similarity NPD6336 Discontinued
0.5914 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5914 Remote Similarity NPD3617 Approved
0.5909 Remote Similarity NPD3726 Approved
0.5909 Remote Similarity NPD3725 Approved
0.5905 Remote Similarity NPD4225 Approved
0.59 Remote Similarity NPD6051 Approved
0.5895 Remote Similarity NPD4139 Approved
0.5895 Remote Similarity NPD4692 Approved
0.5882 Remote Similarity NPD371 Approved
0.5882 Remote Similarity NPD4202 Approved
0.5876 Remote Similarity NPD4197 Approved
0.5876 Remote Similarity NPD3668 Phase 3
0.5876 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6920 Discontinued
0.587 Remote Similarity NPD6933 Approved
0.5862 Remote Similarity NPD7327 Approved
0.5862 Remote Similarity NPD7328 Approved
0.5843 Remote Similarity NPD2254 Approved
0.5843 Remote Similarity NPD2686 Approved
0.5843 Remote Similarity NPD2687 Approved
0.5842 Remote Similarity NPD5692 Phase 3
0.5833 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6052 Approved
0.582 Remote Similarity NPD6033 Approved
0.5818 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5818 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7516 Approved
0.581 Remote Similarity NPD4755 Approved
0.5804 Remote Similarity NPD4634 Approved
0.58 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5795 Remote Similarity NPD6705 Phase 1
0.5789 Remote Similarity NPD7525 Registered
0.5789 Remote Similarity NPD2266 Phase 2
0.5784 Remote Similarity NPD5694 Approved
0.5776 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5773 Remote Similarity NPD5362 Discontinued
0.5769 Remote Similarity NPD5210 Approved
0.5769 Remote Similarity NPD7991 Discontinued
0.5769 Remote Similarity NPD4629 Approved
0.5763 Remote Similarity NPD8377 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