Structure

Physi-Chem Properties

Molecular Weight:  346.14
Volume:  342.513
LogP:  1.242
LogD:  0.799
LogS:  -2.35
# Rotatable Bonds:  1
TPSA:  100.9
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.678
Synthetic Accessibility Score:  5.308
Fsp3:  0.632
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:  -4.841
MDCK Permeability:  8.044666174100712e-05
Pgp-inhibitor:  0.511
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.018
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.512
Plasma Protein Binding (PPB):  61.74604797363281%
Volume Distribution (VD):  0.596
Pgp-substrate:  47.05200958251953%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.344
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.78
CYP2C9-inhibitor:  0.017
CYP2C9-substrate:  0.096
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.148
CYP3A4-inhibitor:  0.043
CYP3A4-substrate:  0.621

ADMET: Excretion

Clearance (CL):  4.786
Half-life (T1/2):  0.313

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.286
Drug-inuced Liver Injury (DILI):  0.39
AMES Toxicity:  0.009
Rat Oral Acute Toxicity:  0.66
Maximum Recommended Daily Dose:  0.69
Skin Sensitization:  0.356
Carcinogencity:  0.619
Eye Corrosion:  0.012
Eye Irritation:  0.027
Respiratory Toxicity:  0.134

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

  Natural Product: NPC54739

Natural Product ID:  NPC54739
Common Name*:   QBQFOTTUSWJHIN-WYLDYBKPSA-N
IUPAC Name:   n.a.
Synonyms:   12-Hydroxy-Scabrolide A
Standard InCHIKey:  QBQFOTTUSWJHIN-WYLDYBKPSA-N
Standard InCHI:  InChI=1S/C19H22O6/c1-8(2)9-4-10(20)6-11-12(5-9)19(24)14-13(25-17(19)22)7-18(3,23)15(14)16(11)21/h9,13-15,23-24H,1,4-7H2,2-3H3/t9-,13-,14-,15+,18+,19-/m1/s1
SMILES:  O=C1C[C@H](CC2=C(C1)C(=O)[C@@H]1[C@@H]3[C@@]2(O)C(=O)O[C@@H]3C[C@]1(C)O)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2337938
PubChem CID:   71518546
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones

*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
NPO27826 Sinularia maxima Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[23200246]
NPO27826 Sinularia maxima Species Alcyoniidae 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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[561989]

☑ 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 NPC54739 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
0.9151 High Similarity NPC190867
0.8468 Intermediate Similarity NPC117604
0.8235 Intermediate Similarity NPC472000
0.8235 Intermediate Similarity NPC471999
0.8151 Intermediate Similarity NPC109973
0.8083 Intermediate Similarity NPC470921
0.8083 Intermediate Similarity NPC472001
0.8053 Intermediate Similarity NPC204884
0.8036 Intermediate Similarity NPC100487
0.8017 Intermediate Similarity NPC222688
0.8 Intermediate Similarity NPC99760
0.7982 Intermediate Similarity NPC469508
0.7946 Intermediate Similarity NPC475873
0.7928 Intermediate Similarity NPC304624
0.7928 Intermediate Similarity NPC474053
0.7913 Intermediate Similarity NPC101018
0.7903 Intermediate Similarity NPC470882
0.7903 Intermediate Similarity NPC473265
0.7903 Intermediate Similarity NPC473253
0.7881 Intermediate Similarity NPC326542
0.7876 Intermediate Similarity NPC469629
0.7869 Intermediate Similarity NPC107493
0.7863 Intermediate Similarity NPC126691
0.7851 Intermediate Similarity NPC474585
0.7845 Intermediate Similarity NPC473036
0.7845 Intermediate Similarity NPC272898
0.7845 Intermediate Similarity NPC5103
0.7845 Intermediate Similarity NPC206595
0.7826 Intermediate Similarity NPC71220
0.7826 Intermediate Similarity NPC29827
0.7826 Intermediate Similarity NPC137286
0.7815 Intermediate Similarity NPC49492
0.7815 Intermediate Similarity NPC207217
0.7815 Intermediate Similarity NPC266728
0.7797 Intermediate Similarity NPC194100
0.7788 Intermediate Similarity NPC475945
0.7788 Intermediate Similarity NPC475871
0.7787 Intermediate Similarity NPC46570
0.7787 Intermediate Similarity NPC472401
0.7778 Intermediate Similarity NPC304180
0.7778 Intermediate Similarity NPC179798
0.7778 Intermediate Similarity NPC470880
0.7778 Intermediate Similarity NPC475788
0.7769 Intermediate Similarity NPC472933
0.7768 Intermediate Similarity NPC474742
0.7768 Intermediate Similarity NPC150923
0.775 Intermediate Similarity NPC471145
0.775 Intermediate Similarity NPC156252
0.775 Intermediate Similarity NPC472934
0.7739 Intermediate Similarity NPC26617
0.7731 Intermediate Similarity NPC117712
0.7727 Intermediate Similarity NPC213078
0.7724 Intermediate Similarity NPC269642
0.7724 Intermediate Similarity NPC19464
0.7719 Intermediate Similarity NPC474741
0.7719 Intermediate Similarity NPC258532
0.7719 Intermediate Similarity NPC146731
0.7712 Intermediate Similarity NPC207251
0.7706 Intermediate Similarity NPC127019
0.7705 Intermediate Similarity NPC472004
0.7699 Intermediate Similarity NPC474747
0.7698 Intermediate Similarity NPC172823
0.7686 Intermediate Similarity NPC106644
0.7686 Intermediate Similarity NPC475372
0.7686 Intermediate Similarity NPC153440
0.7661 Intermediate Similarity NPC471392
0.7661 Intermediate Similarity NPC472399
0.7658 Intermediate Similarity NPC474313
0.7658 Intermediate Similarity NPC161493
0.7652 Intermediate Similarity NPC243998
0.7652 Intermediate Similarity NPC223450
0.7652 Intermediate Similarity NPC54737
0.7652 Intermediate Similarity NPC291643
0.7647 Intermediate Similarity NPC962
0.7647 Intermediate Similarity NPC56448
0.7647 Intermediate Similarity NPC469463
0.7647 Intermediate Similarity NPC250109
0.7647 Intermediate Similarity NPC312017
0.7647 Intermediate Similarity NPC469496
0.7647 Intermediate Similarity NPC9848
0.7647 Intermediate Similarity NPC52634
0.7647 Intermediate Similarity NPC469454
0.7638 Intermediate Similarity NPC472770
0.7636 Intermediate Similarity NPC170120
0.7636 Intermediate Similarity NPC213698
0.7636 Intermediate Similarity NPC163228
0.7636 Intermediate Similarity NPC67584
0.7632 Intermediate Similarity NPC475321
0.7632 Intermediate Similarity NPC124881
0.7632 Intermediate Similarity NPC474775
0.7627 Intermediate Similarity NPC472003
0.7623 Intermediate Similarity NPC305260
0.7623 Intermediate Similarity NPC270850
0.7623 Intermediate Similarity NPC475041
0.7623 Intermediate Similarity NPC5292
0.7623 Intermediate Similarity NPC477092
0.7623 Intermediate Similarity NPC312536
0.7623 Intermediate Similarity NPC268958
0.7611 Intermediate Similarity NPC46998
0.7611 Intermediate Similarity NPC185141
0.7611 Intermediate Similarity NPC128733
0.7611 Intermediate Similarity NPC110443
0.7611 Intermediate Similarity NPC133907
0.7607 Intermediate Similarity NPC141350
0.7607 Intermediate Similarity NPC470615
0.7607 Intermediate Similarity NPC471400
0.7603 Intermediate Similarity NPC471146
0.7603 Intermediate Similarity NPC472927
0.76 Intermediate Similarity NPC473709
0.76 Intermediate Similarity NPC8369
0.76 Intermediate Similarity NPC473919
0.76 Intermediate Similarity NPC473255
0.7597 Intermediate Similarity NPC469673
0.7589 Intermediate Similarity NPC470541
0.7589 Intermediate Similarity NPC221615
0.7586 Intermediate Similarity NPC473037
0.7583 Intermediate Similarity NPC178289
0.7583 Intermediate Similarity NPC300051
0.7583 Intermediate Similarity NPC473898
0.7578 Intermediate Similarity NPC279478
0.7578 Intermediate Similarity NPC473838
0.7578 Intermediate Similarity NPC469351
0.7578 Intermediate Similarity NPC475389
0.7578 Intermediate Similarity NPC241935
0.757 Intermediate Similarity NPC53158
0.757 Intermediate Similarity NPC190718
0.7568 Intermediate Similarity NPC8803
0.7565 Intermediate Similarity NPC296950
0.7565 Intermediate Similarity NPC470104
0.7565 Intermediate Similarity NPC13385
0.7563 Intermediate Similarity NPC269530
0.7563 Intermediate Similarity NPC471933
0.7563 Intermediate Similarity NPC472002
0.7561 Intermediate Similarity NPC79579
0.7561 Intermediate Similarity NPC143755
0.7544 Intermediate Similarity NPC70369
0.7544 Intermediate Similarity NPC39996
0.7544 Intermediate Similarity NPC149371
0.7542 Intermediate Similarity NPC153036
0.7541 Intermediate Similarity NPC471125
0.7541 Intermediate Similarity NPC17772
0.7541 Intermediate Similarity NPC472758
0.7541 Intermediate Similarity NPC470776
0.7541 Intermediate Similarity NPC475401
0.7541 Intermediate Similarity NPC251310
0.7541 Intermediate Similarity NPC171905
0.7541 Intermediate Similarity NPC472397
0.754 Intermediate Similarity NPC47113
0.754 Intermediate Similarity NPC174367
0.7538 Intermediate Similarity NPC476823
0.7538 Intermediate Similarity NPC471234
0.7523 Intermediate Similarity NPC144629
0.7522 Intermediate Similarity NPC186861
0.7521 Intermediate Similarity NPC154608
0.7521 Intermediate Similarity NPC192813
0.7521 Intermediate Similarity NPC277017
0.7521 Intermediate Similarity NPC19412
0.7521 Intermediate Similarity NPC190286
0.7521 Intermediate Similarity NPC270478
0.752 Intermediate Similarity NPC129992
0.752 Intermediate Similarity NPC67251
0.752 Intermediate Similarity NPC473802
0.752 Intermediate Similarity NPC469789
0.752 Intermediate Similarity NPC42747
0.7519 Intermediate Similarity NPC472769
0.7519 Intermediate Similarity NPC34963
0.75 Intermediate Similarity NPC314244
0.75 Intermediate Similarity NPC474101
0.75 Intermediate Similarity NPC13071
0.75 Intermediate Similarity NPC181357
0.75 Intermediate Similarity NPC471150
0.75 Intermediate Similarity NPC317210
0.75 Intermediate Similarity NPC310511
0.75 Intermediate Similarity NPC231529
0.748 Intermediate Similarity NPC61520
0.748 Intermediate Similarity NPC5991
0.748 Intermediate Similarity NPC275696
0.748 Intermediate Similarity NPC11732
0.748 Intermediate Similarity NPC255081
0.748 Intermediate Similarity NPC5989
0.748 Intermediate Similarity NPC471940
0.748 Intermediate Similarity NPC22628
0.748 Intermediate Similarity NPC287423
0.748 Intermediate Similarity NPC9674
0.748 Intermediate Similarity NPC230513
0.748 Intermediate Similarity NPC471108
0.748 Intermediate Similarity NPC19028
0.7479 Intermediate Similarity NPC475937
0.7479 Intermediate Similarity NPC472928
0.7479 Intermediate Similarity NPC158523
0.7479 Intermediate Similarity NPC115303
0.7479 Intermediate Similarity NPC474750
0.7479 Intermediate Similarity NPC188738
0.7478 Intermediate Similarity NPC236390
0.7477 Intermediate Similarity NPC52044
0.7477 Intermediate Similarity NPC475900
0.7462 Intermediate Similarity NPC224623
0.7462 Intermediate Similarity NPC58029
0.746 Intermediate Similarity NPC476729
0.746 Intermediate Similarity NPC24651

  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 NPC54739 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
0.7739 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD6053 Discontinued
0.7561 Intermediate Similarity NPD6319 Approved
0.746 Intermediate Similarity NPD7492 Approved
0.7419 Intermediate Similarity NPD6054 Approved
0.7419 Intermediate Similarity NPD6059 Approved
0.7402 Intermediate Similarity NPD6616 Approved
0.7395 Intermediate Similarity NPD6371 Approved
0.736 Intermediate Similarity NPD6016 Approved
0.736 Intermediate Similarity NPD6015 Approved
0.7355 Intermediate Similarity NPD4632 Approved
0.735 Intermediate Similarity NPD6008 Approved
0.7344 Intermediate Similarity NPD8293 Discontinued
0.7344 Intermediate Similarity NPD7078 Approved
0.7311 Intermediate Similarity NPD6373 Approved
0.7311 Intermediate Similarity NPD6372 Approved
0.7302 Intermediate Similarity NPD6370 Approved
0.7302 Intermediate Similarity NPD5988 Approved
0.7287 Intermediate Similarity NPD7736 Approved
0.7281 Intermediate Similarity NPD5696 Approved
0.7227 Intermediate Similarity NPD7320 Approved
0.7203 Intermediate Similarity NPD6675 Approved
0.7203 Intermediate Similarity NPD7128 Approved
0.7203 Intermediate Similarity NPD5739 Approved
0.7203 Intermediate Similarity NPD6402 Approved
0.719 Intermediate Similarity NPD6649 Approved
0.719 Intermediate Similarity NPD6650 Approved
0.7143 Intermediate Similarity NPD5701 Approved
0.7143 Intermediate Similarity NPD5697 Approved
0.7131 Intermediate Similarity NPD8297 Approved
0.7107 Intermediate Similarity NPD4634 Approved
0.7083 Intermediate Similarity NPD6899 Approved
0.7083 Intermediate Similarity NPD6881 Approved
0.704 Intermediate Similarity NPD7115 Discovery
0.704 Intermediate Similarity NPD6009 Approved
0.7025 Intermediate Similarity NPD6012 Approved
0.7025 Intermediate Similarity NPD6013 Approved
0.7025 Intermediate Similarity NPD6014 Approved
0.7018 Intermediate Similarity NPD5695 Phase 3
0.697 Remote Similarity NPD7319 Approved
0.6967 Remote Similarity NPD7102 Approved
0.6967 Remote Similarity NPD6883 Approved
0.6967 Remote Similarity NPD7290 Approved
0.6953 Remote Similarity NPD5983 Phase 2
0.6949 Remote Similarity NPD5211 Phase 2
0.6942 Remote Similarity NPD6011 Approved
0.693 Remote Similarity NPD5282 Discontinued
0.6911 Remote Similarity NPD6847 Approved
0.6911 Remote Similarity NPD6869 Approved
0.6911 Remote Similarity NPD6617 Approved
0.6911 Remote Similarity NPD8130 Phase 1
0.6909 Remote Similarity NPD5786 Approved
0.6897 Remote Similarity NPD4755 Approved
0.6897 Remote Similarity NPD6084 Phase 2
0.6897 Remote Similarity NPD6083 Phase 2
0.6894 Remote Similarity NPD6033 Approved
0.687 Remote Similarity NPD7507 Approved
0.6855 Remote Similarity NPD6882 Approved
0.6846 Remote Similarity NPD7604 Phase 2
0.6833 Remote Similarity NPD5141 Approved
0.6815 Remote Similarity NPD6845 Suspended
0.678 Remote Similarity NPD5286 Approved
0.678 Remote Similarity NPD4696 Approved
0.678 Remote Similarity NPD4700 Approved
0.678 Remote Similarity NPD5285 Approved
0.6774 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6757 Remote Similarity NPD4249 Approved
0.6754 Remote Similarity NPD7983 Approved
0.6742 Remote Similarity NPD6336 Discontinued
0.6741 Remote Similarity NPD7260 Phase 2
0.6724 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5210 Approved
0.6724 Remote Similarity NPD4629 Approved
0.6723 Remote Similarity NPD1700 Approved
0.6721 Remote Similarity NPD6412 Phase 2
0.6696 Remote Similarity NPD5779 Approved
0.6696 Remote Similarity NPD5778 Approved
0.6696 Remote Similarity NPD4251 Approved
0.6696 Remote Similarity NPD6399 Phase 3
0.6696 Remote Similarity NPD4250 Approved
0.6695 Remote Similarity NPD4225 Approved
0.6693 Remote Similarity NPD6274 Approved
0.6692 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6612 Remote Similarity NPD5174 Approved
0.6612 Remote Similarity NPD5175 Approved
0.6591 Remote Similarity NPD8328 Phase 3
0.6583 Remote Similarity NPD5223 Approved
0.6581 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1695 Approved
0.6579 Remote Similarity NPD4753 Phase 2
0.6565 Remote Similarity NPD8517 Approved
0.6565 Remote Similarity NPD8515 Approved
0.6565 Remote Similarity NPD8513 Phase 3
0.6565 Remote Similarity NPD8516 Approved
0.656 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6435 Approved
0.6545 Remote Similarity NPD4270 Approved
0.6545 Remote Similarity NPD4269 Approved
0.6544 Remote Similarity NPD5956 Approved
0.6538 Remote Similarity NPD7101 Approved
0.6538 Remote Similarity NPD7100 Approved
0.6532 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6525 Remote Similarity NPD4697 Phase 3
0.6522 Remote Similarity NPD46 Approved
0.6522 Remote Similarity NPD5785 Approved
0.6522 Remote Similarity NPD6698 Approved
0.6512 Remote Similarity NPD6317 Approved
0.6504 Remote Similarity NPD4767 Approved
0.6504 Remote Similarity NPD4768 Approved
0.65 Remote Similarity NPD7640 Approved
0.65 Remote Similarity NPD7639 Approved
0.6486 Remote Similarity NPD5362 Discontinued
0.648 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6475 Remote Similarity NPD4754 Approved
0.6466 Remote Similarity NPD5284 Approved
0.6466 Remote Similarity NPD5281 Approved
0.6466 Remote Similarity NPD5693 Phase 1
0.6462 Remote Similarity NPD6314 Approved
0.6462 Remote Similarity NPD6335 Approved
0.6462 Remote Similarity NPD6313 Approved
0.6455 Remote Similarity NPD5369 Approved
0.6439 Remote Similarity NPD6909 Approved
0.6439 Remote Similarity NPD6908 Approved
0.6439 Remote Similarity NPD8033 Approved
0.6435 Remote Similarity NPD6904 Approved
0.6435 Remote Similarity NPD6080 Approved
0.6435 Remote Similarity NPD6673 Approved
0.6417 Remote Similarity NPD7638 Approved
0.64 Remote Similarity NPD4730 Approved
0.64 Remote Similarity NPD4729 Approved
0.64 Remote Similarity NPD5128 Approved
0.6396 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6385 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5692 Phase 3
0.6379 Remote Similarity NPD5207 Approved
0.6378 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4821 Approved
0.6364 Remote Similarity NPD4819 Approved
0.6364 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4822 Approved
0.6364 Remote Similarity NPD4252 Approved
0.6364 Remote Similarity NPD4820 Approved
0.6364 Remote Similarity NPD5368 Approved
0.6356 Remote Similarity NPD6001 Approved
0.6348 Remote Similarity NPD5737 Approved
0.6348 Remote Similarity NPD6672 Approved
0.6348 Remote Similarity NPD6903 Approved
0.6336 Remote Similarity NPD7328 Approved
0.6336 Remote Similarity NPD7327 Approved
0.6325 Remote Similarity NPD6050 Approved
0.6325 Remote Similarity NPD5694 Approved
0.6324 Remote Similarity NPD8074 Phase 3
0.632 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7521 Approved
0.6316 Remote Similarity NPD7334 Approved
0.6316 Remote Similarity NPD5330 Approved
0.6316 Remote Similarity NPD7146 Approved
0.6316 Remote Similarity NPD6409 Approved
0.6316 Remote Similarity NPD6684 Approved
0.6299 Remote Similarity NPD5248 Approved
0.6299 Remote Similarity NPD5247 Approved
0.6299 Remote Similarity NPD5250 Approved
0.6299 Remote Similarity NPD5251 Approved
0.6299 Remote Similarity NPD5249 Phase 3
0.629 Remote Similarity NPD4056 Clinical (unspecified phase)
0.629 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6288 Remote Similarity NPD4522 Approved
0.6288 Remote Similarity NPD7516 Approved
0.6283 Remote Similarity NPD4197 Approved
0.6277 Remote Similarity NPD8336 Approved
0.6277 Remote Similarity NPD8337 Approved
0.6271 Remote Similarity NPD4202 Approved
0.627 Remote Similarity NPD6686 Approved
0.625 Remote Similarity NPD5221 Approved
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD5217 Approved
0.625 Remote Similarity NPD5222 Approved
0.625 Remote Similarity NPD5215 Approved
0.625 Remote Similarity NPD5216 Approved
0.6241 Remote Similarity NPD8294 Approved
0.6241 Remote Similarity NPD8377 Approved
0.6228 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6228 Remote Similarity NPD5329 Approved
0.6224 Remote Similarity NPD6333 Approved
0.6224 Remote Similarity NPD6334 Approved
0.6207 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6198 Remote Similarity NPD5173 Approved
0.6198 Remote Similarity NPD7902 Approved
0.6195 Remote Similarity NPD7154 Phase 3
0.6195 Remote Similarity NPD6110 Phase 1
0.6194 Remote Similarity NPD8378 Approved
0.6194 Remote Similarity NPD8296 Approved
0.6194 Remote Similarity NPD8335 Approved
0.6194 Remote Similarity NPD8380 Approved
0.6194 Remote Similarity NPD7503 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