Structure

Physi-Chem Properties

Molecular Weight:  732.48
Volume:  775.482
LogP:  5.231
LogD:  3.487
LogS:  -3.983
# Rotatable Bonds:  16
TPSA:  148.82
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.105
Synthetic Accessibility Score:  6.103
Fsp3:  0.833
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:  -4.83
MDCK Permeability:  2.508998295525089e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.733
Human Intestinal Absorption (HIA):  0.022
20% Bioavailability (F20%):  0.465
30% Bioavailability (F30%):  0.313

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.024
Plasma Protein Binding (PPB):  96.52552032470703%
Volume Distribution (VD):  2.037
Pgp-substrate:  5.542056083679199%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.139
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.755
CYP2C9-inhibitor:  0.124
CYP2C9-substrate:  0.021
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.033
CYP3A4-inhibitor:  0.846
CYP3A4-substrate:  0.623

ADMET: Excretion

Clearance (CL):  7.294
Half-life (T1/2):  0.292

ADMET: Toxicity

hERG Blockers:  0.518
Human Hepatotoxicity (H-HT):  0.85
Drug-inuced Liver Injury (DILI):  0.72
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.212
Maximum Recommended Daily Dose:  0.838
Skin Sensitization:  0.816
Carcinogencity:  0.074
Eye Corrosion:  0.003
Eye Irritation:  0.014
Respiratory Toxicity:  0.973

Download Data

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

  Natural Product: NPC475134

Natural Product ID:  NPC475134
Common Name*:   Argentinic Acid F Methyl Ester
IUPAC Name:   [(3S,3aS,5R,5aR,6R,7S,9R,9aR)-9-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-7-(2-hydroxypropan-2-yl)-6-(3-methoxy-3-oxopropyl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-5-yl] (2R,3R)-2-hydroxy-3-methylpentanoate
Synonyms:   Argentinic Acid F Methyl Ester
Standard InCHIKey:  QLMYBZIYENWLSH-HJVQIDLXSA-N
Standard InCHI:  InChI=1S/C42H68O10/c1-13-25(6)35(45)38(47)51-29-21-41(10)28(26-19-27(50-22-26)18-23(2)3)14-15-30(41)42(11)32(52-37(46)34(44)24(4)5)20-31(39(7,8)48)40(9,36(29)42)17-16-33(43)49-12/h15,18,24-29,31-32,34-36,44-45,48H,13-14,16-17,19-22H2,1-12H3/t25-,26-,27-,28+,29-,31-,32-,34-,35-,36-,40+,41+,42-/m1/s1
SMILES:  COC(=O)CC[C@@]1(C)[C@H](C[C@H]([C@@]2([C@@H]1[C@H](OC(=O)[C@@H]([C@@H](CC)C)O)C[C@@]1(C2=CC[C@H]1[C@H]1CO[C@@H](C1)C=C(C)C)C)C)OC(=O)[C@@H](C(C)C)O)C(O)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499104
PubChem CID:   44566308
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO32953 aaglaia argentea Species n.a. n.a. bark n.a. n.a. PMID[10395505]

☑ 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
NPT91 Cell Line KB Homo sapiens IC50 = 2.0 ug.mL-1 PMID[573935]

☑ 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 NPC475134 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 NPC475563
0.9902 High Similarity NPC475668
0.9902 High Similarity NPC475480
0.9902 High Similarity NPC473921
0.9604 High Similarity NPC173172
0.9604 High Similarity NPC475414
0.951 High Similarity NPC475176
0.8889 High Similarity NPC470063
0.8785 High Similarity NPC472216
0.8785 High Similarity NPC5475
0.8785 High Similarity NPC284828
0.8785 High Similarity NPC173905
0.8774 High Similarity NPC255387
0.8774 High Similarity NPC131665
0.8667 High Similarity NPC36688
0.8611 High Similarity NPC218853
0.8611 High Similarity NPC42662
0.8584 High Similarity NPC477071
0.8571 High Similarity NPC473590
0.8519 High Similarity NPC472219
0.8519 High Similarity NPC472218
0.8519 High Similarity NPC472217
0.8519 High Similarity NPC258323
0.8505 High Similarity NPC472655
0.8491 Intermediate Similarity NPC474124
0.8462 Intermediate Similarity NPC15095
0.8426 Intermediate Similarity NPC187435
0.8426 Intermediate Similarity NPC67321
0.8426 Intermediate Similarity NPC473173
0.8426 Intermediate Similarity NPC469318
0.8421 Intermediate Similarity NPC469380
0.8411 Intermediate Similarity NPC475585
0.8411 Intermediate Similarity NPC258532
0.8411 Intermediate Similarity NPC474550
0.8411 Intermediate Similarity NPC473543
0.8411 Intermediate Similarity NPC473577
0.8396 Intermediate Similarity NPC476471
0.8396 Intermediate Similarity NPC475344
0.8393 Intermediate Similarity NPC178289
0.8378 Intermediate Similarity NPC473877
0.8364 Intermediate Similarity NPC472215
0.8364 Intermediate Similarity NPC101450
0.8364 Intermediate Similarity NPC472214
0.8364 Intermediate Similarity NPC250956
0.8349 Intermediate Similarity NPC88701
0.8333 Intermediate Similarity NPC279478
0.8333 Intermediate Similarity NPC241935
0.8333 Intermediate Similarity NPC475290
0.8319 Intermediate Similarity NPC470628
0.8319 Intermediate Similarity NPC259306
0.8319 Intermediate Similarity NPC474734
0.8319 Intermediate Similarity NPC474046
0.8318 Intermediate Similarity NPC473523
0.8318 Intermediate Similarity NPC474775
0.8304 Intermediate Similarity NPC477126
0.8302 Intermediate Similarity NPC475617
0.8291 Intermediate Similarity NPC41129
0.8273 Intermediate Similarity NPC141350
0.8264 Intermediate Similarity NPC34963
0.8261 Intermediate Similarity NPC9674
0.8261 Intermediate Similarity NPC475775
0.8261 Intermediate Similarity NPC19028
0.8261 Intermediate Similarity NPC476529
0.8257 Intermediate Similarity NPC59530
0.825 Intermediate Similarity NPC35109
0.8246 Intermediate Similarity NPC475323
0.8246 Intermediate Similarity NPC284068
0.8246 Intermediate Similarity NPC473656
0.8241 Intermediate Similarity NPC471293
0.8235 Intermediate Similarity NPC298841
0.823 Intermediate Similarity NPC469877
0.823 Intermediate Similarity NPC470919
0.8224 Intermediate Similarity NPC476081
0.8214 Intermediate Similarity NPC280782
0.8214 Intermediate Similarity NPC302146
0.8208 Intermediate Similarity NPC167974
0.8208 Intermediate Similarity NPC230546
0.8208 Intermediate Similarity NPC473510
0.8205 Intermediate Similarity NPC162009
0.8205 Intermediate Similarity NPC222688
0.8205 Intermediate Similarity NPC257017
0.8198 Intermediate Similarity NPC5284
0.8198 Intermediate Similarity NPC5103
0.8197 Intermediate Similarity NPC469673
0.8197 Intermediate Similarity NPC58029
0.819 Intermediate Similarity NPC470312
0.819 Intermediate Similarity NPC107338
0.819 Intermediate Similarity NPC109973
0.819 Intermediate Similarity NPC472004
0.819 Intermediate Similarity NPC109607
0.8182 Intermediate Similarity NPC196921
0.8182 Intermediate Similarity NPC94377
0.8182 Intermediate Similarity NPC306265
0.8182 Intermediate Similarity NPC220757
0.8173 Intermediate Similarity NPC279974
0.8165 Intermediate Similarity NPC60315
0.8165 Intermediate Similarity NPC470056
0.8165 Intermediate Similarity NPC127609
0.8165 Intermediate Similarity NPC470055
0.8158 Intermediate Similarity NPC266728
0.8158 Intermediate Similarity NPC49492
0.8158 Intermediate Similarity NPC474333
0.8148 Intermediate Similarity NPC61442
0.8148 Intermediate Similarity NPC473694
0.8148 Intermediate Similarity NPC69171
0.8148 Intermediate Similarity NPC475623
0.8148 Intermediate Similarity NPC324001
0.8148 Intermediate Similarity NPC475334
0.8148 Intermediate Similarity NPC222153
0.8148 Intermediate Similarity NPC476237
0.8148 Intermediate Similarity NPC474165
0.8142 Intermediate Similarity NPC469496
0.8142 Intermediate Similarity NPC469463
0.8142 Intermediate Similarity NPC469454
0.8136 Intermediate Similarity NPC469382
0.8136 Intermediate Similarity NPC67251
0.8131 Intermediate Similarity NPC471412
0.813 Intermediate Similarity NPC476823
0.812 Intermediate Similarity NPC52839
0.8113 Intermediate Similarity NPC470067
0.8113 Intermediate Similarity NPC470066
0.8113 Intermediate Similarity NPC470068
0.8113 Intermediate Similarity NPC119036
0.8108 Intermediate Similarity NPC475922
0.8108 Intermediate Similarity NPC40728
0.8108 Intermediate Similarity NPC475065
0.8103 Intermediate Similarity NPC475041
0.8099 Intermediate Similarity NPC471407
0.8091 Intermediate Similarity NPC3316
0.8091 Intermediate Similarity NPC144854
0.8091 Intermediate Similarity NPC230541
0.8087 Intermediate Similarity NPC476713
0.8087 Intermediate Similarity NPC296822
0.8087 Intermediate Similarity NPC176513
0.8087 Intermediate Similarity NPC476712
0.8087 Intermediate Similarity NPC470775
0.8087 Intermediate Similarity NPC473968
0.8083 Intermediate Similarity NPC42399
0.8073 Intermediate Similarity NPC475331
0.8073 Intermediate Similarity NPC475335
0.8073 Intermediate Similarity NPC181104
0.8073 Intermediate Similarity NPC470060
0.8073 Intermediate Similarity NPC121518
0.8073 Intermediate Similarity NPC201144
0.8073 Intermediate Similarity NPC470057
0.8073 Intermediate Similarity NPC470064
0.8073 Intermediate Similarity NPC80809
0.8073 Intermediate Similarity NPC288502
0.8073 Intermediate Similarity NPC470043
0.8073 Intermediate Similarity NPC470062
0.8073 Intermediate Similarity NPC470061
0.8073 Intermediate Similarity NPC103298
0.8073 Intermediate Similarity NPC470058
0.8073 Intermediate Similarity NPC470059
0.807 Intermediate Similarity NPC472274
0.807 Intermediate Similarity NPC90472
0.8067 Intermediate Similarity NPC469379
0.8067 Intermediate Similarity NPC86346
0.8067 Intermediate Similarity NPC470922
0.8067 Intermediate Similarity NPC75856
0.8058 Intermediate Similarity NPC471747
0.8056 Intermediate Similarity NPC472552
0.8056 Intermediate Similarity NPC474709
0.8056 Intermediate Similarity NPC183571
0.8056 Intermediate Similarity NPC470053
0.8056 Intermediate Similarity NPC162973
0.8053 Intermediate Similarity NPC130427
0.8053 Intermediate Similarity NPC474516
0.8053 Intermediate Similarity NPC234042
0.8053 Intermediate Similarity NPC269530
0.8053 Intermediate Similarity NPC152117
0.8053 Intermediate Similarity NPC317687
0.8051 Intermediate Similarity NPC23786
0.8051 Intermediate Similarity NPC473231
0.8051 Intermediate Similarity NPC470265
0.8051 Intermediate Similarity NPC269642
0.8039 Intermediate Similarity NPC269267
0.8037 Intermediate Similarity NPC471413
0.8037 Intermediate Similarity NPC47024
0.8037 Intermediate Similarity NPC476303
0.8037 Intermediate Similarity NPC38855
0.8037 Intermediate Similarity NPC272223
0.8037 Intermediate Similarity NPC470074
0.8036 Intermediate Similarity NPC6206
0.8036 Intermediate Similarity NPC119550
0.8036 Intermediate Similarity NPC161816
0.8036 Intermediate Similarity NPC470065
0.8036 Intermediate Similarity NPC115257
0.8034 Intermediate Similarity NPC471406
0.8034 Intermediate Similarity NPC471128
0.8034 Intermediate Similarity NPC157252
0.8034 Intermediate Similarity NPC471126
0.8034 Intermediate Similarity NPC145182
0.8019 Intermediate Similarity NPC285513
0.8019 Intermediate Similarity NPC210337
0.8018 Intermediate Similarity NPC473595
0.8018 Intermediate Similarity NPC277017
0.8018 Intermediate Similarity NPC255082
0.8018 Intermediate Similarity NPC128795
0.8018 Intermediate Similarity NPC475418

  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 NPC475134 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
0.7944 Intermediate Similarity NPD7638 Approved
0.787 Intermediate Similarity NPD7639 Approved
0.787 Intermediate Similarity NPD7640 Approved
0.7851 Intermediate Similarity NPD7507 Approved
0.7768 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7739 Intermediate Similarity NPD8297 Approved
0.7699 Intermediate Similarity NPD6686 Approved
0.7672 Intermediate Similarity NPD4632 Approved
0.7667 Intermediate Similarity NPD8033 Approved
0.7661 Intermediate Similarity NPD7319 Approved
0.7632 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7627 Intermediate Similarity NPD7115 Discovery
0.7615 Intermediate Similarity NPD4225 Approved
0.7583 Intermediate Similarity NPD8377 Approved
0.7583 Intermediate Similarity NPD8294 Approved
0.7583 Intermediate Similarity NPD6319 Approved
0.7563 Intermediate Similarity NPD7328 Approved
0.7563 Intermediate Similarity NPD7327 Approved
0.7544 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7320 Approved
0.7522 Intermediate Similarity NPD7128 Approved
0.7522 Intermediate Similarity NPD6402 Approved
0.7522 Intermediate Similarity NPD5739 Approved
0.7522 Intermediate Similarity NPD6675 Approved
0.7521 Intermediate Similarity NPD8379 Approved
0.7521 Intermediate Similarity NPD8378 Approved
0.7521 Intermediate Similarity NPD8296 Approved
0.7521 Intermediate Similarity NPD8133 Approved
0.7521 Intermediate Similarity NPD8380 Approved
0.7521 Intermediate Similarity NPD8335 Approved
0.75 Intermediate Similarity NPD7516 Approved
0.75 Intermediate Similarity NPD8293 Discontinued
0.748 Intermediate Similarity NPD7492 Approved
0.7478 Intermediate Similarity NPD6373 Approved
0.7478 Intermediate Similarity NPD6372 Approved
0.7477 Intermediate Similarity NPD6399 Phase 3
0.744 Intermediate Similarity NPD7736 Approved
0.7438 Intermediate Similarity NPD6054 Approved
0.7438 Intermediate Similarity NPD6059 Approved
0.7419 Intermediate Similarity NPD6616 Approved
0.7414 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6899 Approved
0.7391 Intermediate Similarity NPD6881 Approved
0.7368 Intermediate Similarity NPD6008 Approved
0.736 Intermediate Similarity NPD7078 Approved
0.735 Intermediate Similarity NPD8130 Phase 1
0.735 Intermediate Similarity NPD6650 Approved
0.735 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD6649 Approved
0.7333 Intermediate Similarity NPD6009 Approved
0.7317 Intermediate Similarity NPD6370 Approved
0.7304 Intermediate Similarity NPD5701 Approved
0.7304 Intermediate Similarity NPD5697 Approved
0.729 Intermediate Similarity NPD46 Approved
0.729 Intermediate Similarity NPD6698 Approved
0.7288 Intermediate Similarity NPD6882 Approved
0.7265 Intermediate Similarity NPD6883 Approved
0.7265 Intermediate Similarity NPD7102 Approved
0.7265 Intermediate Similarity NPD7290 Approved
0.7258 Intermediate Similarity NPD7604 Phase 2
0.7257 Intermediate Similarity NPD7632 Discontinued
0.7241 Intermediate Similarity NPD6011 Approved
0.7236 Intermediate Similarity NPD5983 Phase 2
0.7236 Intermediate Similarity NPD6016 Approved
0.7236 Intermediate Similarity NPD6015 Approved
0.7222 Intermediate Similarity NPD8034 Phase 2
0.7222 Intermediate Similarity NPD8035 Phase 2
0.7207 Intermediate Similarity NPD6084 Phase 2
0.7207 Intermediate Similarity NPD6083 Phase 2
0.7203 Intermediate Similarity NPD6617 Approved
0.7203 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6869 Approved
0.7203 Intermediate Similarity NPD6847 Approved
0.719 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6014 Approved
0.7179 Intermediate Similarity NPD6012 Approved
0.7179 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6013 Approved
0.7177 Intermediate Similarity NPD5988 Approved
0.7155 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6336 Discontinued
0.7143 Intermediate Similarity NPD6053 Discontinued
0.712 Intermediate Similarity NPD8328 Phase 3
0.7119 Intermediate Similarity NPD6371 Approved
0.7097 Intermediate Similarity NPD8515 Approved
0.7097 Intermediate Similarity NPD8513 Phase 3
0.7097 Intermediate Similarity NPD8516 Approved
0.7097 Intermediate Similarity NPD8517 Approved
0.7097 Intermediate Similarity NPD7503 Approved
0.7091 Intermediate Similarity NPD7748 Approved
0.7054 Intermediate Similarity NPD7902 Approved
0.7054 Intermediate Similarity NPD4755 Approved
0.7048 Intermediate Similarity NPD4786 Approved
0.7031 Intermediate Similarity NPD6033 Approved
0.7018 Intermediate Similarity NPD5344 Discontinued
0.7009 Intermediate Similarity NPD6412 Phase 2
0.6981 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6975 Remote Similarity NPD4634 Approved
0.696 Remote Similarity NPD6921 Approved
0.6957 Remote Similarity NPD5211 Phase 2
0.6944 Remote Similarity NPD6672 Approved
0.6944 Remote Similarity NPD5737 Approved
0.693 Remote Similarity NPD4700 Approved
0.693 Remote Similarity NPD5286 Approved
0.693 Remote Similarity NPD5285 Approved
0.693 Remote Similarity NPD4696 Approved
0.6909 Remote Similarity NPD5693 Phase 1
0.6909 Remote Similarity NPD7983 Approved
0.6909 Remote Similarity NPD7637 Suspended
0.6909 Remote Similarity NPD7515 Phase 2
0.6881 Remote Similarity NPD5328 Approved
0.6875 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5695 Phase 3
0.687 Remote Similarity NPD5223 Approved
0.6857 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6857 Remote Similarity NPD3667 Approved
0.6855 Remote Similarity NPD6335 Approved
0.6852 Remote Similarity NPD7524 Approved
0.6847 Remote Similarity NPD4202 Approved
0.6842 Remote Similarity NPD5696 Approved
0.6838 Remote Similarity NPD5141 Approved
0.6829 Remote Similarity NPD6274 Approved
0.6827 Remote Similarity NPD7525 Registered
0.6825 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6822 Remote Similarity NPD8074 Phase 3
0.6818 Remote Similarity NPD7838 Discovery
0.6814 Remote Similarity NPD4697 Phase 3
0.6814 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5221 Approved
0.6814 Remote Similarity NPD5222 Approved
0.681 Remote Similarity NPD5225 Approved
0.681 Remote Similarity NPD4633 Approved
0.681 Remote Similarity NPD5226 Approved
0.681 Remote Similarity NPD5224 Approved
0.68 Remote Similarity NPD7101 Approved
0.68 Remote Similarity NPD7100 Approved
0.6792 Remote Similarity NPD5362 Discontinued
0.6786 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7900 Approved
0.6786 Remote Similarity NPD5282 Discontinued
0.678 Remote Similarity NPD4768 Approved
0.678 Remote Similarity NPD4767 Approved
0.6774 Remote Similarity NPD6317 Approved
0.6759 Remote Similarity NPD6098 Approved
0.6759 Remote Similarity NPD3618 Phase 1
0.6757 Remote Similarity NPD6079 Approved
0.6754 Remote Similarity NPD5173 Approved
0.6752 Remote Similarity NPD4754 Approved
0.6752 Remote Similarity NPD5174 Approved
0.6752 Remote Similarity NPD5175 Approved
0.6742 Remote Similarity NPD7260 Phase 2
0.6729 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6673 Approved
0.6727 Remote Similarity NPD6080 Approved
0.6727 Remote Similarity NPD6904 Approved
0.6727 Remote Similarity NPD4753 Phase 2
0.6727 Remote Similarity NPD6051 Approved
0.6727 Remote Similarity NPD1695 Approved
0.672 Remote Similarity NPD6313 Approved
0.672 Remote Similarity NPD6314 Approved
0.6719 Remote Similarity NPD6067 Discontinued
0.6696 Remote Similarity NPD5779 Approved
0.6696 Remote Similarity NPD5778 Approved
0.6696 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6868 Approved
0.6693 Remote Similarity NPD6908 Approved
0.6693 Remote Similarity NPD6909 Approved
0.6692 Remote Similarity NPD6845 Suspended
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6638 Remote Similarity NPD6648 Approved
0.6636 Remote Similarity NPD6903 Approved
0.6636 Remote Similarity NPD6695 Phase 3
0.6635 Remote Similarity NPD6114 Approved
0.6635 Remote Similarity NPD6115 Approved
0.6635 Remote Similarity NPD6697 Approved
0.6635 Remote Similarity NPD6118 Approved
0.6606 Remote Similarity NPD7334 Approved
0.6606 Remote Similarity NPD6684 Approved
0.6606 Remote Similarity NPD6409 Approved
0.6606 Remote Similarity NPD5330 Approved
0.6606 Remote Similarity NPD7521 Approved
0.6606 Remote Similarity NPD7146 Approved
0.6579 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5249 Phase 3
0.6557 Remote Similarity NPD5250 Approved
0.6557 Remote Similarity NPD5248 Approved
0.6557 Remote Similarity NPD5251 Approved
0.6557 Remote Similarity NPD5247 Approved
0.6545 Remote Similarity NPD4251 Approved
0.6545 Remote Similarity NPD7750 Discontinued
0.6545 Remote Similarity NPD4250 Approved
0.6538 Remote Similarity NPD6116 Phase 1
0.6529 Remote Similarity NPD5128 Approved
0.6514 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6514 Remote Similarity NPD5329 Approved
0.6491 Remote Similarity NPD6001 Approved
0.6486 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7154 Phase 3

  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