Structure

Physi-Chem Properties

Molecular Weight:  352.22
Volume:  367.485
LogP:  1.689
LogD:  1.417
LogS:  -2.816
# 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:  4.902
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:  -5.213
MDCK Permeability:  4.081464430782944e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.325
Human Intestinal Absorption (HIA):  0.065
20% Bioavailability (F20%):  0.961
30% Bioavailability (F30%):  0.183

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.073
Plasma Protein Binding (PPB):  87.8088150024414%
Volume Distribution (VD):  0.445
Pgp-substrate:  7.1460394859313965%

ADMET: Metabolism

CYP1A2-inhibitor:  0.023
CYP1A2-substrate:  0.431
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.549
CYP2C9-inhibitor:  0.043
CYP2C9-substrate:  0.453
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.127
CYP3A4-inhibitor:  0.122
CYP3A4-substrate:  0.08

ADMET: Excretion

Clearance (CL):  1.535
Half-life (T1/2):  0.664

ADMET: Toxicity

hERG Blockers:  0.018
Human Hepatotoxicity (H-HT):  0.092
Drug-inuced Liver Injury (DILI):  0.829
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.581
Maximum Recommended Daily Dose:  0.679
Skin Sensitization:  0.203
Carcinogencity:  0.039
Eye Corrosion:  0.072
Eye Irritation:  0.864
Respiratory Toxicity:  0.771

Download Data

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

  Natural Product: NPC53565

Natural Product ID:  NPC53565
Common Name*:   Aquilarabietic Acid D
IUPAC Name:   (1R,4aR,4bR,7R,8R,10S,10aR)-7,8,10-trihydroxy-1,4a-dimethyl-7-propan-2-yl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
Synonyms:   Aquilarabietic acid D
Standard InCHIKey:  SECUAKPOJHKDJF-DCGFJQNMSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-11(2)20(25)9-6-13-12(16(20)22)10-14(21)15-18(13,3)7-5-8-19(15,4)17(23)24/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)[C@@]1(CC[C@H]2C(=C[C@@H]([C@@H]3[C@]2(C)CCC[C@@]3(C)C(=O)O)O)[C@H]1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2333392
PubChem CID:   71578569
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 Inhibition = 31.6 % PMID[480687]
NPT2 Others Unspecified Inhibition = 37.2 % PMID[480687]

☑ 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 NPC53565 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
0.9239 High Similarity NPC259733
0.9239 High Similarity NPC158371
0.9239 High Similarity NPC207922
0.9205 High Similarity NPC477926
0.914 High Similarity NPC255589
0.914 High Similarity NPC9613
0.914 High Similarity NPC259788
0.914 High Similarity NPC247139
0.913 High Similarity NPC96916
0.9091 High Similarity NPC473226
0.9032 High Similarity NPC73004
0.9032 High Similarity NPC173744
0.9032 High Similarity NPC116457
0.9032 High Similarity NPC204961
0.9022 High Similarity NPC87095
0.9022 High Similarity NPC470957
0.9022 High Similarity NPC470958
0.8947 High Similarity NPC35239
0.8936 High Similarity NPC43686
0.8925 High Similarity NPC290481
0.8925 High Similarity NPC32118
0.8913 High Similarity NPC275809
0.8913 High Similarity NPC158059
0.8913 High Similarity NPC133579
0.8913 High Similarity NPC118519
0.8913 High Similarity NPC202728
0.8913 High Similarity NPC474806
0.8876 High Similarity NPC73038
0.8876 High Similarity NPC82979
0.8854 High Similarity NPC256247
0.8854 High Similarity NPC233012
0.8854 High Similarity NPC54909
0.8842 High Similarity NPC174663
0.8842 High Similarity NPC111214
0.8842 High Similarity NPC271614
0.8842 High Similarity NPC29765
0.883 High Similarity NPC235053
0.8817 High Similarity NPC231063
0.8817 High Similarity NPC114159
0.8817 High Similarity NPC282395
0.8817 High Similarity NPC299996
0.8817 High Similarity NPC6818
0.8817 High Similarity NPC145667
0.8817 High Similarity NPC20235
0.8817 High Similarity NPC263548
0.8817 High Similarity NPC32407
0.8817 High Similarity NPC191412
0.8817 High Similarity NPC88116
0.8804 High Similarity NPC52021
0.8804 High Similarity NPC300351
0.8804 High Similarity NPC235884
0.8804 High Similarity NPC71074
0.8804 High Similarity NPC187722
0.8804 High Similarity NPC25299
0.8804 High Similarity NPC189520
0.8804 High Similarity NPC84319
0.8804 High Similarity NPC306541
0.8804 High Similarity NPC472149
0.8788 High Similarity NPC301666
0.8737 High Similarity NPC203343
0.8737 High Similarity NPC261935
0.8737 High Similarity NPC312075
0.8737 High Similarity NPC106112
0.8723 High Similarity NPC266899
0.871 High Similarity NPC229281
0.871 High Similarity NPC307335
0.871 High Similarity NPC74855
0.871 High Similarity NPC136313
0.8696 High Similarity NPC7260
0.8696 High Similarity NPC120968
0.8696 High Similarity NPC227467
0.8696 High Similarity NPC49320
0.8696 High Similarity NPC18872
0.8696 High Similarity NPC210037
0.8696 High Similarity NPC290614
0.8696 High Similarity NPC273621
0.8696 High Similarity NPC477872
0.8667 High Similarity NPC322159
0.8667 High Similarity NPC175145
0.8667 High Similarity NPC475069
0.8646 High Similarity NPC478056
0.8632 High Similarity NPC157113
0.8632 High Similarity NPC201657
0.8632 High Similarity NPC327179
0.8632 High Similarity NPC25848
0.8632 High Similarity NPC305464
0.8632 High Similarity NPC62516
0.8632 High Similarity NPC132824
0.8632 High Similarity NPC19376
0.8632 High Similarity NPC307282
0.8632 High Similarity NPC88847
0.8617 High Similarity NPC472976
0.8617 High Similarity NPC472977
0.8602 High Similarity NPC105189
0.8602 High Similarity NPC38754
0.86 High Similarity NPC230541
0.8587 High Similarity NPC198664
0.8587 High Similarity NPC64872
0.8587 High Similarity NPC274330
0.8587 High Similarity NPC143232
0.8587 High Similarity NPC290972
0.8587 High Similarity NPC25906
0.8586 High Similarity NPC284865
0.8571 High Similarity NPC136289
0.8542 High Similarity NPC187933
0.8542 High Similarity NPC189880
0.8526 High Similarity NPC198245
0.8526 High Similarity NPC134067
0.8523 High Similarity NPC473420
0.8515 High Similarity NPC472219
0.8515 High Similarity NPC472218
0.8515 High Similarity NPC472217
0.8511 High Similarity NPC470375
0.8511 High Similarity NPC118490
0.8511 High Similarity NPC470376
0.85 High Similarity NPC323834
0.85 High Similarity NPC166607
0.85 High Similarity NPC80566
0.8495 Intermediate Similarity NPC111110
0.8495 Intermediate Similarity NPC126369
0.8495 Intermediate Similarity NPC193750
0.8495 Intermediate Similarity NPC130278
0.8495 Intermediate Similarity NPC469400
0.8495 Intermediate Similarity NPC470589
0.8495 Intermediate Similarity NPC291028
0.8485 Intermediate Similarity NPC90177
0.8478 Intermediate Similarity NPC48107
0.8478 Intermediate Similarity NPC181225
0.8478 Intermediate Similarity NPC104560
0.8478 Intermediate Similarity NPC17733
0.8478 Intermediate Similarity NPC52169
0.8478 Intermediate Similarity NPC473242
0.8478 Intermediate Similarity NPC470629
0.8478 Intermediate Similarity NPC290690
0.8478 Intermediate Similarity NPC182797
0.8478 Intermediate Similarity NPC474512
0.8469 Intermediate Similarity NPC81530
0.8462 Intermediate Similarity NPC470955
0.8462 Intermediate Similarity NPC325594
0.8462 Intermediate Similarity NPC324063
0.8454 Intermediate Similarity NPC186810
0.8454 Intermediate Similarity NPC188833
0.8454 Intermediate Similarity NPC48647
0.8444 Intermediate Similarity NPC130966
0.8438 Intermediate Similarity NPC230151
0.8431 Intermediate Similarity NPC141350
0.8427 Intermediate Similarity NPC212083
0.8421 Intermediate Similarity NPC292793
0.8421 Intermediate Similarity NPC91010
0.8421 Intermediate Similarity NPC188102
0.8421 Intermediate Similarity NPC148964
0.8421 Intermediate Similarity NPC469406
0.8421 Intermediate Similarity NPC60692
0.8421 Intermediate Similarity NPC196227
0.8416 Intermediate Similarity NPC475060
0.8416 Intermediate Similarity NPC187435
0.8416 Intermediate Similarity NPC67321
0.8416 Intermediate Similarity NPC220229
0.8404 Intermediate Similarity NPC235704
0.8404 Intermediate Similarity NPC86266
0.8404 Intermediate Similarity NPC110657
0.8404 Intermediate Similarity NPC116726
0.8404 Intermediate Similarity NPC212301
0.84 Intermediate Similarity NPC475036
0.84 Intermediate Similarity NPC160843
0.8387 Intermediate Similarity NPC229871
0.8387 Intermediate Similarity NPC234346
0.8387 Intermediate Similarity NPC270768
0.8387 Intermediate Similarity NPC127689
0.8387 Intermediate Similarity NPC32830
0.8387 Intermediate Similarity NPC281524
0.8387 Intermediate Similarity NPC59263
0.8387 Intermediate Similarity NPC475921
0.8387 Intermediate Similarity NPC121798
0.8387 Intermediate Similarity NPC263393
0.8387 Intermediate Similarity NPC130520
0.8387 Intermediate Similarity NPC470588
0.8387 Intermediate Similarity NPC61543
0.8387 Intermediate Similarity NPC474704
0.8387 Intermediate Similarity NPC225585
0.8387 Intermediate Similarity NPC469319
0.8387 Intermediate Similarity NPC293048
0.8384 Intermediate Similarity NPC477915
0.837 Intermediate Similarity NPC171203
0.837 Intermediate Similarity NPC18064
0.837 Intermediate Similarity NPC307426
0.837 Intermediate Similarity NPC102683
0.837 Intermediate Similarity NPC98442
0.837 Intermediate Similarity NPC474684
0.837 Intermediate Similarity NPC293564
0.837 Intermediate Similarity NPC242468
0.837 Intermediate Similarity NPC130577
0.837 Intermediate Similarity NPC71507
0.837 Intermediate Similarity NPC142361
0.837 Intermediate Similarity NPC51700
0.837 Intermediate Similarity NPC88716
0.837 Intermediate Similarity NPC68160
0.837 Intermediate Similarity NPC142415
0.8367 Intermediate Similarity NPC316964
0.8351 Intermediate Similarity NPC107243

  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 NPC53565 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
0.8211 Intermediate Similarity NPD7515 Phase 2
0.8125 Intermediate Similarity NPD6399 Phase 3
0.798 Intermediate Similarity NPD7902 Approved
0.789 Intermediate Similarity NPD7115 Discovery
0.7872 Intermediate Similarity NPD3618 Phase 1
0.7857 Intermediate Similarity NPD7748 Approved
0.7849 Intermediate Similarity NPD4786 Approved
0.7826 Intermediate Similarity NPD3667 Approved
0.7723 Intermediate Similarity NPD4225 Approved
0.7677 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD7900 Approved
0.7647 Intermediate Similarity NPD7640 Approved
0.7647 Intermediate Similarity NPD7639 Approved
0.7629 Intermediate Similarity NPD5328 Approved
0.7619 Intermediate Similarity NPD6675 Approved
0.7619 Intermediate Similarity NPD6402 Approved
0.7619 Intermediate Similarity NPD7128 Approved
0.7619 Intermediate Similarity NPD5739 Approved
0.7579 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD4202 Approved
0.757 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.757 Intermediate Similarity NPD6372 Approved
0.757 Intermediate Similarity NPD6373 Approved
0.7549 Intermediate Similarity NPD7638 Approved
0.75 Intermediate Similarity NPD5211 Phase 2
0.7477 Intermediate Similarity NPD6881 Approved
0.7477 Intermediate Similarity NPD6899 Approved
0.7477 Intermediate Similarity NPD7320 Approved
0.7475 Intermediate Similarity NPD6079 Approved
0.7475 Intermediate Similarity NPD8035 Phase 2
0.7475 Intermediate Similarity NPD8034 Phase 2
0.7451 Intermediate Similarity NPD4755 Approved
0.7431 Intermediate Similarity NPD6649 Approved
0.7431 Intermediate Similarity NPD6650 Approved
0.7419 Intermediate Similarity NPD7525 Registered
0.7407 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD5701 Approved
0.7383 Intermediate Similarity NPD5697 Approved
0.7364 Intermediate Similarity NPD8297 Approved
0.7358 Intermediate Similarity NPD5141 Approved
0.7353 Intermediate Similarity NPD4697 Phase 3
0.7339 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7102 Approved
0.7339 Intermediate Similarity NPD6883 Approved
0.7339 Intermediate Similarity NPD7290 Approved
0.7315 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6011 Approved
0.7308 Intermediate Similarity NPD4700 Approved
0.7308 Intermediate Similarity NPD4696 Approved
0.7308 Intermediate Similarity NPD5285 Approved
0.7308 Intermediate Similarity NPD5286 Approved
0.73 Intermediate Similarity NPD6411 Approved
0.7297 Intermediate Similarity NPD4632 Approved
0.7292 Intermediate Similarity NPD3666 Approved
0.7292 Intermediate Similarity NPD3668 Phase 3
0.7292 Intermediate Similarity NPD3665 Phase 1
0.7292 Intermediate Similarity NPD3133 Approved
0.7282 Intermediate Similarity NPD6083 Phase 2
0.7282 Intermediate Similarity NPD6084 Phase 2
0.7273 Intermediate Similarity NPD6617 Approved
0.7273 Intermediate Similarity NPD6869 Approved
0.7273 Intermediate Similarity NPD6847 Approved
0.7273 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8130 Phase 1
0.7248 Intermediate Similarity NPD6014 Approved
0.7248 Intermediate Similarity NPD6012 Approved
0.7248 Intermediate Similarity NPD6013 Approved
0.7238 Intermediate Similarity NPD5223 Approved
0.7228 Intermediate Similarity NPD5778 Approved
0.7228 Intermediate Similarity NPD5779 Approved
0.7207 Intermediate Similarity NPD6882 Approved
0.7184 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5221 Approved
0.7184 Intermediate Similarity NPD5222 Approved
0.717 Intermediate Similarity NPD5225 Approved
0.717 Intermediate Similarity NPD5226 Approved
0.717 Intermediate Similarity NPD4633 Approved
0.717 Intermediate Similarity NPD5224 Approved
0.7156 Intermediate Similarity NPD6686 Approved
0.7143 Intermediate Similarity NPD4519 Discontinued
0.7143 Intermediate Similarity NPD7521 Approved
0.7143 Intermediate Similarity NPD7334 Approved
0.7143 Intermediate Similarity NPD6684 Approved
0.7143 Intermediate Similarity NPD7146 Approved
0.7143 Intermediate Similarity NPD6409 Approved
0.7143 Intermediate Similarity NPD5330 Approved
0.7143 Intermediate Similarity NPD4623 Approved
0.7143 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6008 Approved
0.7129 Intermediate Similarity NPD5284 Approved
0.7129 Intermediate Similarity NPD5281 Approved
0.7128 Intermediate Similarity NPD7645 Phase 2
0.7115 Intermediate Similarity NPD5173 Approved
0.7103 Intermediate Similarity NPD5174 Approved
0.7103 Intermediate Similarity NPD5175 Approved
0.7103 Intermediate Similarity NPD4754 Approved
0.71 Intermediate Similarity NPD6101 Approved
0.71 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD4753 Phase 2
0.7097 Intermediate Similarity NPD6116 Phase 1
0.7087 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3573 Approved
0.7065 Intermediate Similarity NPD6942 Approved
0.7065 Intermediate Similarity NPD7339 Approved
0.7064 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4695 Discontinued
0.7048 Intermediate Similarity NPD5696 Approved
0.7027 Intermediate Similarity NPD4634 Approved
0.7021 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7632 Discontinued
0.7 Intermediate Similarity NPD6903 Approved
0.7 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD6672 Approved
0.7 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.6989 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6117 Approved
0.6972 Remote Similarity NPD4768 Approved
0.6972 Remote Similarity NPD4767 Approved
0.6957 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6009 Approved
0.6923 Remote Similarity NPD5695 Phase 3
0.6923 Remote Similarity NPD5210 Approved
0.6923 Remote Similarity NPD6319 Approved
0.6923 Remote Similarity NPD4629 Approved
0.6917 Remote Similarity NPD7507 Approved
0.6916 Remote Similarity NPD5344 Discontinued
0.6909 Remote Similarity NPD6412 Phase 2
0.6907 Remote Similarity NPD4221 Approved
0.6907 Remote Similarity NPD4269 Approved
0.6907 Remote Similarity NPD4270 Approved
0.6907 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4223 Phase 3
0.69 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6335 Approved
0.6891 Remote Similarity NPD8328 Phase 3
0.6882 Remote Similarity NPD8264 Approved
0.6875 Remote Similarity NPD4819 Approved
0.6875 Remote Similarity NPD4821 Approved
0.6875 Remote Similarity NPD4822 Approved
0.6875 Remote Similarity NPD4820 Approved
0.687 Remote Similarity NPD6274 Approved
0.6869 Remote Similarity NPD1694 Approved
0.6869 Remote Similarity NPD5329 Approved
0.6847 Remote Similarity NPD4730 Approved
0.6847 Remote Similarity NPD5128 Approved
0.6847 Remote Similarity NPD4729 Approved
0.6842 Remote Similarity NPD6697 Approved
0.6842 Remote Similarity NPD6118 Approved
0.6842 Remote Similarity NPD6114 Approved
0.6842 Remote Similarity NPD6115 Approved
0.6838 Remote Similarity NPD7101 Approved
0.6838 Remote Similarity NPD7100 Approved
0.6837 Remote Similarity NPD5362 Discontinued
0.681 Remote Similarity NPD6317 Approved
0.6809 Remote Similarity NPD6933 Approved
0.68 Remote Similarity NPD5279 Phase 3
0.68 Remote Similarity NPD6098 Approved
0.6796 Remote Similarity NPD7637 Suspended
0.6774 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4197 Approved
0.6765 Remote Similarity NPD6673 Approved
0.6765 Remote Similarity NPD6080 Approved
0.6765 Remote Similarity NPD6904 Approved
0.6765 Remote Similarity NPD6051 Approved
0.6752 Remote Similarity NPD6314 Approved
0.6752 Remote Similarity NPD6313 Approved
0.675 Remote Similarity NPD7604 Phase 2
0.6748 Remote Similarity NPD7319 Approved
0.6733 Remote Similarity NPD7524 Approved
0.6726 Remote Similarity NPD5249 Phase 3
0.6726 Remote Similarity NPD5251 Approved
0.6726 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5247 Approved
0.6726 Remote Similarity NPD5135 Approved
0.6726 Remote Similarity NPD5250 Approved
0.6726 Remote Similarity NPD5169 Approved
0.6726 Remote Similarity NPD5248 Approved
0.6724 Remote Similarity NPD6868 Approved
0.6723 Remote Similarity NPD8517 Approved
0.6723 Remote Similarity NPD8515 Approved
0.6723 Remote Similarity NPD8516 Approved
0.6723 Remote Similarity NPD6909 Approved
0.6723 Remote Similarity NPD5983 Phase 2
0.6723 Remote Similarity NPD6908 Approved
0.6723 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6723 Remote Similarity NPD8513 Phase 3
0.6701 Remote Similarity NPD4252 Approved
0.67 Remote Similarity NPD5363 Approved
0.6699 Remote Similarity NPD46 Approved
0.6699 Remote Similarity NPD6698 Approved
0.6699 Remote Similarity NPD5785 Approved
0.6696 Remote Similarity NPD8133 Approved
0.6695 Remote Similarity NPD7516 Approved
0.6694 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD5215 Approved
0.6667 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD5216 Approved
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD6001 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