Structure

Physi-Chem Properties

Molecular Weight:  352.22
Volume:  367.485
LogP:  1.44
LogD:  0.709
LogS:  -2.714
# Rotatable Bonds:  2
TPSA:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.572
Synthetic Accessibility Score:  4.843
Fsp3:  0.85
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:  -5.232
MDCK Permeability:  8.321685891132802e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.585
Human Intestinal Absorption (HIA):  0.017
20% Bioavailability (F20%):  0.86
30% Bioavailability (F30%):  0.036

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.04
Plasma Protein Binding (PPB):  81.54297637939453%
Volume Distribution (VD):  0.528
Pgp-substrate:  15.36825180053711%

ADMET: Metabolism

CYP1A2-inhibitor:  0.01
CYP1A2-substrate:  0.175
CYP2C19-inhibitor:  0.007
CYP2C19-substrate:  0.462
CYP2C9-inhibitor:  0.028
CYP2C9-substrate:  0.559
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.125
CYP3A4-inhibitor:  0.082
CYP3A4-substrate:  0.108

ADMET: Excretion

Clearance (CL):  1.389
Half-life (T1/2):  0.518

ADMET: Toxicity

hERG Blockers:  0.028
Human Hepatotoxicity (H-HT):  0.208
Drug-inuced Liver Injury (DILI):  0.067
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.543
Maximum Recommended Daily Dose:  0.906
Skin Sensitization:  0.216
Carcinogencity:  0.035
Eye Corrosion:  0.131
Eye Irritation:  0.875
Respiratory Toxicity:  0.846

Download Data

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

  Natural Product: NPC470957

Natural Product ID:  NPC470957
Common Name*:   Aquilarabietic Acid B
IUPAC Name:   (1R,4aR,4bR,6S,7R,9R,10aR)-6,7,9-trihydroxy-1,4a-dimethyl-7-propan-2-yl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
Synonyms:   Aquilarabietic acid B
Standard InCHIKey:  WGJYYARKNLFWSA-OHRRTRFSSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-11(2)20(25)10-12-13(8-16(20)22)18(3)6-5-7-19(4,17(23)24)15(18)9-14(12)21/h10-11,13-16,21-22,25H,5-9H2,1-4H3,(H,23,24)/t13-,14+,15+,16-,18+,19+,20-/m0/s1
SMILES:  CC(C)C1(C=C2C(CC1O)C3(CCCC(C3CC2O)(C)C(=O)O)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2333390
PubChem CID:   71578567
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] 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
NPO33033 chinese eaglewood Species n.a. n.a. n.a. n.a. n.a. PMID[23394318]

☑ 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
NPT1072 Individual Protein Serotonin transporter Rattus norvegicus IC50 = 3200.0 nM PMID[516275]
NPT1072 Individual Protein Serotonin transporter Rattus norvegicus Inhibition = 63.8 % PMID[516275]
NPT2 Others Unspecified Inhibition = 39.1 % PMID[516275]

☑ 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 NPC470957 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 NPC470958
0.9231 High Similarity NPC266899
0.9022 High Similarity NPC53565
0.8913 High Similarity NPC472976
0.8913 High Similarity NPC472977
0.8876 High Similarity NPC477926
0.883 High Similarity NPC189880
0.8776 High Similarity NPC127609
0.871 High Similarity NPC87095
0.8632 High Similarity NPC472851
0.8617 High Similarity NPC134067
0.8617 High Similarity NPC473240
0.8587 High Similarity NPC232202
0.8586 High Similarity NPC323834
0.8556 High Similarity NPC73038
0.8556 High Similarity NPC82979
0.8556 High Similarity NPC473226
0.8526 High Similarity NPC476327
0.8526 High Similarity NPC476318
0.8511 High Similarity NPC196227
0.85 High Similarity NPC230541
0.8495 Intermediate Similarity NPC116726
0.8495 Intermediate Similarity NPC472978
0.8485 Intermediate Similarity NPC475036
0.8478 Intermediate Similarity NPC472973
0.8438 Intermediate Similarity NPC254496
0.8438 Intermediate Similarity NPC43686
0.8421 Intermediate Similarity NPC272617
0.8416 Intermediate Similarity NPC472219
0.8416 Intermediate Similarity NPC472217
0.8416 Intermediate Similarity NPC472218
0.8404 Intermediate Similarity NPC275809
0.8404 Intermediate Similarity NPC474806
0.8404 Intermediate Similarity NPC133579
0.84 Intermediate Similarity NPC149047
0.8384 Intermediate Similarity NPC90177
0.837 Intermediate Similarity NPC104560
0.8367 Intermediate Similarity NPC256247
0.8352 Intermediate Similarity NPC472985
0.8352 Intermediate Similarity NPC324063
0.8352 Intermediate Similarity NPC322159
0.8352 Intermediate Similarity NPC472986
0.8351 Intermediate Similarity NPC58942
0.8351 Intermediate Similarity NPC477854
0.8351 Intermediate Similarity NPC260149
0.8333 Intermediate Similarity NPC305464
0.8333 Intermediate Similarity NPC25848
0.8333 Intermediate Similarity NPC259733
0.8333 Intermediate Similarity NPC143706
0.8333 Intermediate Similarity NPC472534
0.8333 Intermediate Similarity NPC116457
0.8333 Intermediate Similarity NPC471463
0.8333 Intermediate Similarity NPC307282
0.8333 Intermediate Similarity NPC141350
0.8333 Intermediate Similarity NPC477853
0.8333 Intermediate Similarity NPC207922
0.8333 Intermediate Similarity NPC19376
0.8333 Intermediate Similarity NPC158371
0.8333 Intermediate Similarity NPC173272
0.8317 Intermediate Similarity NPC475060
0.8317 Intermediate Similarity NPC220229
0.8316 Intermediate Similarity NPC159365
0.8316 Intermediate Similarity NPC279410
0.8316 Intermediate Similarity NPC119562
0.8315 Intermediate Similarity NPC212083
0.83 Intermediate Similarity NPC209502
0.83 Intermediate Similarity NPC471293
0.83 Intermediate Similarity NPC204833
0.8298 Intermediate Similarity NPC52021
0.8298 Intermediate Similarity NPC84319
0.8298 Intermediate Similarity NPC71074
0.8298 Intermediate Similarity NPC189520
0.8298 Intermediate Similarity NPC235884
0.8298 Intermediate Similarity NPC472149
0.8298 Intermediate Similarity NPC300351
0.8298 Intermediate Similarity NPC475972
0.8298 Intermediate Similarity NPC306541
0.8298 Intermediate Similarity NPC25299
0.8283 Intermediate Similarity NPC136289
0.828 Intermediate Similarity NPC274330
0.828 Intermediate Similarity NPC281524
0.828 Intermediate Similarity NPC198664
0.828 Intermediate Similarity NPC143232
0.8276 Intermediate Similarity NPC239098
0.8269 Intermediate Similarity NPC174836
0.8261 Intermediate Similarity NPC298904
0.8247 Intermediate Similarity NPC255589
0.8247 Intermediate Similarity NPC259788
0.8247 Intermediate Similarity NPC247139
0.8247 Intermediate Similarity NPC9613
0.8247 Intermediate Similarity NPC320306
0.8247 Intermediate Similarity NPC285513
0.8235 Intermediate Similarity NPC217201
0.8229 Intermediate Similarity NPC290481
0.8229 Intermediate Similarity NPC473170
0.8229 Intermediate Similarity NPC48330
0.8229 Intermediate Similarity NPC96916
0.8229 Intermediate Similarity NPC32118
0.8222 Intermediate Similarity NPC105173
0.8218 Intermediate Similarity NPC48733
0.8218 Intermediate Similarity NPC150531
0.8218 Intermediate Similarity NPC319077
0.8218 Intermediate Similarity NPC296945
0.8218 Intermediate Similarity NPC49958
0.8218 Intermediate Similarity NPC80566
0.8218 Intermediate Similarity NPC214264
0.8218 Intermediate Similarity NPC202167
0.8218 Intermediate Similarity NPC302607
0.8218 Intermediate Similarity NPC97202
0.8218 Intermediate Similarity NPC50692
0.8218 Intermediate Similarity NPC260268
0.8218 Intermediate Similarity NPC476027
0.8218 Intermediate Similarity NPC152695
0.8218 Intermediate Similarity NPC171137
0.8218 Intermediate Similarity NPC85829
0.8211 Intermediate Similarity NPC136313
0.8211 Intermediate Similarity NPC74855
0.8211 Intermediate Similarity NPC158059
0.8211 Intermediate Similarity NPC202728
0.8211 Intermediate Similarity NPC118519
0.8211 Intermediate Similarity NPC307335
0.8211 Intermediate Similarity NPC477855
0.8208 Intermediate Similarity NPC474734
0.8208 Intermediate Similarity NPC474046
0.8208 Intermediate Similarity NPC470628
0.8208 Intermediate Similarity NPC259306
0.8202 Intermediate Similarity NPC473420
0.82 Intermediate Similarity NPC478057
0.82 Intermediate Similarity NPC95899
0.8191 Intermediate Similarity NPC126369
0.8191 Intermediate Similarity NPC49320
0.8191 Intermediate Similarity NPC111110
0.8191 Intermediate Similarity NPC289213
0.8191 Intermediate Similarity NPC470589
0.8191 Intermediate Similarity NPC214844
0.8191 Intermediate Similarity NPC469400
0.819 Intermediate Similarity NPC962
0.819 Intermediate Similarity NPC250109
0.8182 Intermediate Similarity NPC97435
0.8182 Intermediate Similarity NPC471412
0.8182 Intermediate Similarity NPC81530
0.8172 Intermediate Similarity NPC470629
0.8172 Intermediate Similarity NPC476427
0.8172 Intermediate Similarity NPC290690
0.8172 Intermediate Similarity NPC473242
0.8172 Intermediate Similarity NPC182797
0.8172 Intermediate Similarity NPC17733
0.8172 Intermediate Similarity NPC124927
0.8172 Intermediate Similarity NPC475101
0.8172 Intermediate Similarity NPC52169
0.8172 Intermediate Similarity NPC474512
0.8172 Intermediate Similarity NPC181225
0.8163 Intermediate Similarity NPC114274
0.8163 Intermediate Similarity NPC475876
0.8163 Intermediate Similarity NPC478056
0.8163 Intermediate Similarity NPC174663
0.8155 Intermediate Similarity NPC11710
0.8155 Intermediate Similarity NPC284828
0.8155 Intermediate Similarity NPC472216
0.8155 Intermediate Similarity NPC173905
0.8155 Intermediate Similarity NPC5475
0.8152 Intermediate Similarity NPC475069
0.8152 Intermediate Similarity NPC175145
0.8152 Intermediate Similarity NPC155011
0.8152 Intermediate Similarity NPC470415
0.8152 Intermediate Similarity NPC325594
0.8152 Intermediate Similarity NPC239685
0.8144 Intermediate Similarity NPC204961
0.8144 Intermediate Similarity NPC235053
0.8144 Intermediate Similarity NPC73004
0.8144 Intermediate Similarity NPC173744
0.8137 Intermediate Similarity NPC67321
0.8137 Intermediate Similarity NPC83744
0.8137 Intermediate Similarity NPC301666
0.8137 Intermediate Similarity NPC59530
0.8137 Intermediate Similarity NPC477916
0.8137 Intermediate Similarity NPC187435
0.8137 Intermediate Similarity NPC472925
0.8132 Intermediate Similarity NPC476412
0.8132 Intermediate Similarity NPC102048
0.8125 Intermediate Similarity NPC469406
0.8125 Intermediate Similarity NPC88116
0.8125 Intermediate Similarity NPC250075
0.8125 Intermediate Similarity NPC231063
0.8125 Intermediate Similarity NPC474529
0.8125 Intermediate Similarity NPC145667
0.8125 Intermediate Similarity NPC20235
0.8125 Intermediate Similarity NPC114159
0.8125 Intermediate Similarity NPC282395
0.8125 Intermediate Similarity NPC6818
0.8125 Intermediate Similarity NPC299996
0.8125 Intermediate Similarity NPC240617
0.8125 Intermediate Similarity NPC32407
0.8125 Intermediate Similarity NPC91010
0.8125 Intermediate Similarity NPC263548
0.8125 Intermediate Similarity NPC191412
0.8119 Intermediate Similarity NPC477812
0.8119 Intermediate Similarity NPC201763
0.8119 Intermediate Similarity NPC284865
0.8113 Intermediate Similarity NPC469877

  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 NPC470957 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
0.8021 Intermediate Similarity NPD5779 Approved
0.8021 Intermediate Similarity NPD5778 Approved
0.7917 Intermediate Similarity NPD7515 Phase 2
0.7742 Intermediate Similarity NPD4786 Approved
0.7732 Intermediate Similarity NPD6411 Approved
0.7723 Intermediate Similarity NPD7640 Approved
0.7723 Intermediate Similarity NPD7639 Approved
0.7717 Intermediate Similarity NPD3667 Approved
0.7708 Intermediate Similarity NPD5328 Approved
0.7653 Intermediate Similarity NPD6399 Phase 3
0.7624 Intermediate Similarity NPD7638 Approved
0.7576 Intermediate Similarity NPD7748 Approved
0.7551 Intermediate Similarity NPD6079 Approved
0.7526 Intermediate Similarity NPD6101 Approved
0.7526 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD7128 Approved
0.7524 Intermediate Similarity NPD6402 Approved
0.7524 Intermediate Similarity NPD5739 Approved
0.7524 Intermediate Similarity NPD6675 Approved
0.7523 Intermediate Similarity NPD4632 Approved
0.7477 Intermediate Similarity NPD7115 Discovery
0.7451 Intermediate Similarity NPD4225 Approved
0.7404 Intermediate Similarity NPD5211 Phase 2
0.7396 Intermediate Similarity NPD3618 Phase 1
0.7383 Intermediate Similarity NPD6881 Approved
0.7383 Intermediate Similarity NPD6686 Approved
0.7383 Intermediate Similarity NPD6899 Approved
0.7383 Intermediate Similarity NPD7320 Approved
0.7353 Intermediate Similarity NPD4755 Approved
0.7353 Intermediate Similarity NPD7902 Approved
0.7315 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6372 Approved
0.7315 Intermediate Similarity NPD6373 Approved
0.7292 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5697 Approved
0.729 Intermediate Similarity NPD5701 Approved
0.7273 Intermediate Similarity NPD8297 Approved
0.7264 Intermediate Similarity NPD5141 Approved
0.7255 Intermediate Similarity NPD4697 Phase 3
0.7255 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD5221 Approved
0.7255 Intermediate Similarity NPD5222 Approved
0.7248 Intermediate Similarity NPD7102 Approved
0.7248 Intermediate Similarity NPD7290 Approved
0.7248 Intermediate Similarity NPD4634 Approved
0.7248 Intermediate Similarity NPD6883 Approved
0.7222 Intermediate Similarity NPD6011 Approved
0.7222 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD5286 Approved
0.7212 Intermediate Similarity NPD5285 Approved
0.7212 Intermediate Similarity NPD4700 Approved
0.7212 Intermediate Similarity NPD4696 Approved
0.72 Intermediate Similarity NPD7983 Approved
0.72 Intermediate Similarity NPD7637 Suspended
0.7196 Intermediate Similarity NPD6008 Approved
0.7188 Intermediate Similarity NPD3133 Approved
0.7188 Intermediate Similarity NPD3668 Phase 3
0.7188 Intermediate Similarity NPD3665 Phase 1
0.7188 Intermediate Similarity NPD3666 Approved
0.7184 Intermediate Similarity NPD6083 Phase 2
0.7184 Intermediate Similarity NPD6084 Phase 2
0.7184 Intermediate Similarity NPD5173 Approved
0.7182 Intermediate Similarity NPD6649 Approved
0.7182 Intermediate Similarity NPD6617 Approved
0.7182 Intermediate Similarity NPD6847 Approved
0.7182 Intermediate Similarity NPD6650 Approved
0.7182 Intermediate Similarity NPD8130 Phase 1
0.7182 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6869 Approved
0.7168 Intermediate Similarity NPD6009 Approved
0.7156 Intermediate Similarity NPD6012 Approved
0.7156 Intermediate Similarity NPD6013 Approved
0.7156 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD5223 Approved
0.7143 Intermediate Similarity NPD3573 Approved
0.7143 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6319 Approved
0.7129 Intermediate Similarity NPD4202 Approved
0.7128 Intermediate Similarity NPD4695 Discontinued
0.7119 Intermediate Similarity NPD7507 Approved
0.7117 Intermediate Similarity NPD6882 Approved
0.7097 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD4633 Approved
0.7075 Intermediate Similarity NPD7632 Discontinued
0.7075 Intermediate Similarity NPD5225 Approved
0.7075 Intermediate Similarity NPD5226 Approved
0.7075 Intermediate Similarity NPD5224 Approved
0.7059 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7900 Approved
0.7041 Intermediate Similarity NPD6409 Approved
0.7041 Intermediate Similarity NPD7146 Approved
0.7041 Intermediate Similarity NPD6684 Approved
0.7041 Intermediate Similarity NPD7521 Approved
0.7041 Intermediate Similarity NPD4623 Approved
0.7041 Intermediate Similarity NPD5330 Approved
0.7041 Intermediate Similarity NPD4519 Discontinued
0.7041 Intermediate Similarity NPD7334 Approved
0.7018 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4754 Approved
0.7009 Intermediate Similarity NPD5174 Approved
0.7009 Intermediate Similarity NPD5175 Approved
0.7 Intermediate Similarity NPD4753 Phase 2
0.7 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6979 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6412 Phase 2
0.697 Remote Similarity NPD7524 Approved
0.6964 Remote Similarity NPD6053 Discontinued
0.6957 Remote Similarity NPD6942 Approved
0.6957 Remote Similarity NPD8264 Approved
0.6957 Remote Similarity NPD7339 Approved
0.6949 Remote Similarity NPD7604 Phase 2
0.6949 Remote Similarity NPD8328 Phase 3
0.6947 Remote Similarity NPD6931 Approved
0.6947 Remote Similarity NPD6930 Phase 2
0.6947 Remote Similarity NPD7525 Registered
0.6942 Remote Similarity NPD7319 Approved
0.6937 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6931 Remote Similarity NPD46 Approved
0.6931 Remote Similarity NPD6698 Approved
0.6923 Remote Similarity NPD5983 Phase 2
0.6915 Remote Similarity NPD6115 Approved
0.6915 Remote Similarity NPD6114 Approved
0.6915 Remote Similarity NPD6697 Approved
0.6915 Remote Similarity NPD6118 Approved
0.6907 Remote Similarity NPD6695 Phase 3
0.6907 Remote Similarity NPD5362 Discontinued
0.69 Remote Similarity NPD7513 Clinical (unspecified phase)
0.69 Remote Similarity NPD6903 Approved
0.69 Remote Similarity NPD5737 Approved
0.69 Remote Similarity NPD6672 Approved
0.6891 Remote Similarity NPD7492 Approved
0.6882 Remote Similarity NPD6933 Approved
0.6882 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6881 Remote Similarity NPD4768 Approved
0.6881 Remote Similarity NPD4767 Approved
0.6869 Remote Similarity NPD5279 Phase 3
0.6869 Remote Similarity NPD5786 Approved
0.6863 Remote Similarity NPD8034 Phase 2
0.6863 Remote Similarity NPD8035 Phase 2
0.6842 Remote Similarity NPD6929 Approved
0.6842 Remote Similarity NPD7645 Phase 2
0.6838 Remote Similarity NPD6059 Approved
0.6838 Remote Similarity NPD6054 Approved
0.6837 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6336 Discontinued
0.6833 Remote Similarity NPD6616 Approved
0.6827 Remote Similarity NPD5695 Phase 3
0.6822 Remote Similarity NPD5344 Discontinued
0.681 Remote Similarity NPD6335 Approved
0.6804 Remote Similarity NPD4223 Phase 3
0.6804 Remote Similarity NPD4221 Approved
0.6804 Remote Similarity NPD4269 Approved
0.6804 Remote Similarity NPD4270 Approved
0.6792 Remote Similarity NPD5696 Approved
0.6783 Remote Similarity NPD6274 Approved
0.6783 Remote Similarity NPD6868 Approved
0.678 Remote Similarity NPD8516 Approved
0.678 Remote Similarity NPD8513 Phase 3
0.678 Remote Similarity NPD8515 Approved
0.678 Remote Similarity NPD8517 Approved
0.6777 Remote Similarity NPD7078 Approved
0.6777 Remote Similarity NPD8293 Discontinued
0.6771 Remote Similarity NPD4820 Approved
0.6771 Remote Similarity NPD4819 Approved
0.6771 Remote Similarity NPD4821 Approved
0.6771 Remote Similarity NPD7514 Phase 3
0.6771 Remote Similarity NPD7332 Phase 2
0.6771 Remote Similarity NPD4822 Approved
0.6768 Remote Similarity NPD5329 Approved
0.6762 Remote Similarity NPD7839 Suspended
0.6757 Remote Similarity NPD4730 Approved
0.6757 Remote Similarity NPD4729 Approved
0.6757 Remote Similarity NPD5128 Approved
0.6754 Remote Similarity NPD8133 Approved
0.6752 Remote Similarity NPD7100 Approved
0.6752 Remote Similarity NPD7101 Approved
0.6735 Remote Similarity NPD7154 Phase 3
0.6724 Remote Similarity NPD6317 Approved
0.6723 Remote Similarity NPD6370 Approved
0.6721 Remote Similarity NPD7736 Approved
0.6702 Remote Similarity NPD6117 Approved
0.67 Remote Similarity NPD3574 Clinical (unspecified phase)
0.67 Remote Similarity NPD6098 Approved
0.6699 Remote Similarity NPD5281 Approved
0.6699 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD6673 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