Structure

Physi-Chem Properties

Molecular Weight:  332.16
Volume:  348.2
LogP:  3.321
LogD:  2.892
LogS:  -3.485
# Rotatable Bonds:  1
TPSA:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.628
Synthetic Accessibility Score:  3.712
Fsp3:  0.474
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.662
MDCK Permeability:  2.485085860826075e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.012
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.258

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.371
Plasma Protein Binding (PPB):  87.47010040283203%
Volume Distribution (VD):  0.741
Pgp-substrate:  6.1661458015441895%

ADMET: Metabolism

CYP1A2-inhibitor:  0.894
CYP1A2-substrate:  0.356
CYP2C19-inhibitor:  0.848
CYP2C19-substrate:  0.124
CYP2C9-inhibitor:  0.681
CYP2C9-substrate:  0.969
CYP2D6-inhibitor:  0.77
CYP2D6-substrate:  0.666
CYP3A4-inhibitor:  0.814
CYP3A4-substrate:  0.14

ADMET: Excretion

Clearance (CL):  14.056
Half-life (T1/2):  0.877

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.152
Drug-inuced Liver Injury (DILI):  0.613
AMES Toxicity:  0.044
Rat Oral Acute Toxicity:  0.079
Maximum Recommended Daily Dose:  0.546
Skin Sensitization:  0.759
Carcinogencity:  0.148
Eye Corrosion:  0.047
Eye Irritation:  0.297
Respiratory Toxicity:  0.684

Download Data

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

  Natural Product: NPC472034

Natural Product ID:  NPC472034
Common Name*:   KJSCBKPBVNGONE-XOVSCCBYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KJSCBKPBVNGONE-XOVSCCBYSA-N
Standard InCHI:  InChI=1S/C19H24O5/c1-13-8-6-4-3-5-7-9-15(20)10-14-11-16(21)12-17(23-2)18(14)19(22)24-13/h7,9,11-13,21H,3-6,8,10H2,1-2H3/b9-7+/t13-/m0/s1
SMILES:  COc1cc(O)cc2c1C(=O)O[C@@H](C)CCCCC/C=C/C(=O)C2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3334712
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000147] Macrolides and analogues

*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
NPO32994 halenospora sp. Species Leotiaceae Eukaryota n.a. n.a. n.a. PMID[25093280]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens IC50 = 7500.0 nM PMID[496273]
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 2900.0 nM PMID[496273]
NPT3442 Individual Protein Mitogen-activated protein kinase kinase kinase 7 Homo sapiens IC50 > 30000.0 nM PMID[496274]

☑ 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 NPC472034 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
0.9928 High Similarity NPC472033
0.9857 High Similarity NPC472036
0.971 High Similarity NPC472035
0.971 High Similarity NPC478201
0.964 High Similarity NPC474385
0.9571 High Similarity NPC472006
0.9568 High Similarity NPC478217
0.9568 High Similarity NPC1704
0.9568 High Similarity NPC475730
0.9568 High Similarity NPC313123
0.9568 High Similarity NPC67650
0.951 High Similarity NPC471642
0.951 High Similarity NPC240253
0.951 High Similarity NPC240622
0.951 High Similarity NPC471641
0.951 High Similarity NPC215711
0.951 High Similarity NPC73411
0.9504 High Similarity NPC86373
0.9504 High Similarity NPC126882
0.9504 High Similarity NPC280404
0.9504 High Similarity NPC478203
0.9504 High Similarity NPC277426
0.9504 High Similarity NPC210966
0.9504 High Similarity NPC210425
0.9493 High Similarity NPC177307
0.9493 High Similarity NPC9121
0.9493 High Similarity NPC478200
0.9493 High Similarity NPC33144
0.9441 High Similarity NPC210320
0.9437 High Similarity NPC257558
0.9437 High Similarity NPC312789
0.9433 High Similarity NPC478202
0.9433 High Similarity NPC51106
0.942 High Similarity NPC135837
0.9371 High Similarity NPC107625
0.9353 High Similarity NPC191835
0.9353 High Similarity NPC472403
0.9296 High Similarity NPC469542
0.9291 High Similarity NPC158634
0.9286 High Similarity NPC92655
0.9281 High Similarity NPC70380
0.9281 High Similarity NPC65837
0.9281 High Similarity NPC149372
0.9281 High Similarity NPC178467
0.9281 High Similarity NPC474849
0.9281 High Similarity NPC474771
0.9275 High Similarity NPC180905
0.9275 High Similarity NPC182496
0.9241 High Similarity NPC153417
0.9225 High Similarity NPC471640
0.9225 High Similarity NPC471644
0.9225 High Similarity NPC469579
0.9225 High Similarity NPC250755
0.922 High Similarity NPC158472
0.9214 High Similarity NPC212693
0.9214 High Similarity NPC475974
0.9214 High Similarity NPC94248
0.9178 High Similarity NPC476684
0.9172 High Similarity NPC14098
0.9167 High Similarity NPC473692
0.9161 High Similarity NPC471643
0.9161 High Similarity NPC471639
0.9155 High Similarity NPC90411
0.9149 High Similarity NPC52358
0.9149 High Similarity NPC32360
0.9149 High Similarity NPC268052
0.9143 High Similarity NPC71256
0.913 High Similarity NPC153783
0.913 High Similarity NPC43627
0.9128 High Similarity NPC99381
0.9116 High Similarity NPC469619
0.9116 High Similarity NPC469670
0.9116 High Similarity NPC60413
0.9097 High Similarity NPC66404
0.9097 High Similarity NPC95123
0.9091 High Similarity NPC96692
0.9091 High Similarity NPC49108
0.9078 High Similarity NPC472602
0.9071 High Similarity NPC235115
0.9065 High Similarity NPC474097
0.9054 High Similarity NPC215921
0.9054 High Similarity NPC200773
0.9054 High Similarity NPC70016
0.9054 High Similarity NPC240768
0.9048 High Similarity NPC6923
0.9034 High Similarity NPC134621
0.9021 High Similarity NPC16455
0.9021 High Similarity NPC244923
0.9021 High Similarity NPC472603
0.9021 High Similarity NPC307990
0.9021 High Similarity NPC53649
0.9014 High Similarity NPC57380
0.9014 High Similarity NPC474655
0.9014 High Similarity NPC139634
0.9014 High Similarity NPC105456
0.9007 High Similarity NPC476333
0.9007 High Similarity NPC473391
0.9007 High Similarity NPC472367
0.9007 High Similarity NPC472364
0.8986 High Similarity NPC219892
0.8986 High Similarity NPC189823
0.8986 High Similarity NPC295036
0.898 High Similarity NPC2569
0.898 High Similarity NPC172329
0.8973 High Similarity NPC237208
0.8973 High Similarity NPC163846
0.8973 High Similarity NPC225173
0.8966 High Similarity NPC151607
0.8966 High Similarity NPC42540
0.8966 High Similarity NPC184702
0.8958 High Similarity NPC105648
0.8951 High Similarity NPC472600
0.8951 High Similarity NPC165172
0.8951 High Similarity NPC472601
0.894 High Similarity NPC472050
0.8929 High Similarity NPC175943
0.8919 High Similarity NPC270160
0.8919 High Similarity NPC237440
0.8919 High Similarity NPC4423
0.8919 High Similarity NPC84142
0.8919 High Similarity NPC77325
0.8913 High Similarity NPC307732
0.8913 High Similarity NPC42292
0.8912 High Similarity NPC125801
0.8912 High Similarity NPC137296
0.8904 High Similarity NPC29577
0.8904 High Similarity NPC83272
0.8897 High Similarity NPC159721
0.8897 High Similarity NPC354984
0.8889 High Similarity NPC472605
0.8889 High Similarity NPC220106
0.8889 High Similarity NPC472604
0.8882 High Similarity NPC263483
0.8881 High Similarity NPC472368
0.8874 High Similarity NPC79998
0.8874 High Similarity NPC38898
0.8873 High Similarity NPC194579
0.8865 High Similarity NPC27407
0.8859 High Similarity NPC158866
0.8859 High Similarity NPC470107
0.8859 High Similarity NPC56204
0.8859 High Similarity NPC164762
0.8859 High Similarity NPC472891
0.8857 High Similarity NPC203817
0.8851 High Similarity NPC37139
0.8836 High Similarity NPC475201
0.8836 High Similarity NPC470932
0.8828 High Similarity NPC297985
0.8819 High Similarity NPC155205
0.8819 High Similarity NPC472366
0.8811 High Similarity NPC188879
0.8811 High Similarity NPC221104
0.8803 High Similarity NPC242712
0.88 High Similarity NPC133856
0.88 High Similarity NPC91809
0.8794 High Similarity NPC139813
0.8794 High Similarity NPC312318
0.8794 High Similarity NPC263670
0.8794 High Similarity NPC188646
0.8794 High Similarity NPC242294
0.8794 High Similarity NPC56031
0.8794 High Similarity NPC472365
0.8794 High Similarity NPC337373
0.8794 High Similarity NPC192304
0.8794 High Similarity NPC175098
0.8792 High Similarity NPC291049
0.8792 High Similarity NPC233267
0.8792 High Similarity NPC198927
0.879 High Similarity NPC472032
0.8784 High Similarity NPC8817
0.8784 High Similarity NPC12305
0.8776 High Similarity NPC75694
0.8768 High Similarity NPC80694
0.8768 High Similarity NPC186098
0.8768 High Similarity NPC41263
0.8768 High Similarity NPC293453
0.8767 High Similarity NPC310340
0.8767 High Similarity NPC472610
0.8767 High Similarity NPC471731
0.8759 High Similarity NPC470842
0.8759 High Similarity NPC37530
0.8758 High Similarity NPC246466
0.875 High Similarity NPC247409
0.875 High Similarity NPC88269
0.875 High Similarity NPC472890
0.875 High Similarity NPC149618
0.875 High Similarity NPC16082
0.875 High Similarity NPC82592
0.875 High Similarity NPC124269
0.875 High Similarity NPC89625
0.8742 High Similarity NPC474843
0.8742 High Similarity NPC115249
0.8742 High Similarity NPC76041
0.8742 High Similarity NPC273483
0.8742 High Similarity NPC184284
0.8742 High Similarity NPC478224
0.8742 High Similarity NPC167903
0.8741 High Similarity NPC187826
0.8741 High Similarity NPC470397
0.8741 High Similarity NPC470398

  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 NPC472034 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
0.9149 High Similarity NPD970 Clinical (unspecified phase)
0.8808 High Similarity NPD7819 Suspended
0.8776 High Similarity NPD2534 Approved
0.8776 High Similarity NPD2533 Approved
0.8776 High Similarity NPD2532 Approved
0.8553 High Similarity NPD7411 Suspended
0.8542 High Similarity NPD1510 Phase 2
0.8521 High Similarity NPD1240 Approved
0.8493 Intermediate Similarity NPD1549 Phase 2
0.8456 Intermediate Similarity NPD6799 Approved
0.8425 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8425 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8403 Intermediate Similarity NPD1607 Approved
0.8397 Intermediate Similarity NPD7075 Discontinued
0.8387 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD3750 Approved
0.8356 Intermediate Similarity NPD2796 Approved
0.8323 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8278 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD1934 Approved
0.8247 Intermediate Similarity NPD4380 Phase 2
0.8247 Intermediate Similarity NPD6599 Discontinued
0.8231 Intermediate Similarity NPD2935 Discontinued
0.8231 Intermediate Similarity NPD1551 Phase 2
0.8217 Intermediate Similarity NPD3882 Suspended
0.8188 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD6232 Discontinued
0.8165 Intermediate Similarity NPD3749 Approved
0.8153 Intermediate Similarity NPD3817 Phase 2
0.8148 Intermediate Similarity NPD7473 Discontinued
0.8141 Intermediate Similarity NPD6801 Discontinued
0.8125 Intermediate Similarity NPD6959 Discontinued
0.8125 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD7768 Phase 2
0.8092 Intermediate Similarity NPD1511 Approved
0.8089 Intermediate Similarity NPD2801 Approved
0.8082 Intermediate Similarity NPD230 Phase 1
0.8065 Intermediate Similarity NPD3226 Approved
0.805 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8041 Intermediate Similarity NPD3748 Approved
0.8039 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1512 Approved
0.7971 Intermediate Similarity NPD9545 Approved
0.7963 Intermediate Similarity NPD5710 Approved
0.7963 Intermediate Similarity NPD5711 Approved
0.7943 Intermediate Similarity NPD9717 Approved
0.7939 Intermediate Similarity NPD5844 Phase 1
0.7935 Intermediate Similarity NPD5403 Approved
0.7925 Intermediate Similarity NPD5402 Approved
0.7895 Intermediate Similarity NPD4628 Phase 3
0.7879 Intermediate Similarity NPD3818 Discontinued
0.7866 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6166 Phase 2
0.7831 Intermediate Similarity NPD7054 Approved
0.7829 Intermediate Similarity NPD2800 Approved
0.7829 Intermediate Similarity NPD1243 Approved
0.7826 Intermediate Similarity NPD9493 Approved
0.7821 Intermediate Similarity NPD920 Approved
0.7806 Intermediate Similarity NPD5401 Approved
0.78 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD2799 Discontinued
0.7792 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD6651 Approved
0.7784 Intermediate Similarity NPD7074 Phase 3
0.7784 Intermediate Similarity NPD7472 Approved
0.7778 Intermediate Similarity NPD1203 Approved
0.7778 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD411 Approved
0.7751 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD6832 Phase 2
0.7738 Intermediate Similarity NPD6797 Phase 2
0.7738 Intermediate Similarity NPD5953 Discontinued
0.773 Intermediate Similarity NPD5494 Approved
0.7718 Intermediate Similarity NPD447 Suspended
0.7697 Intermediate Similarity NPD2346 Discontinued
0.7692 Intermediate Similarity NPD6559 Discontinued
0.7692 Intermediate Similarity NPD7251 Discontinued
0.7692 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD919 Approved
0.7651 Intermediate Similarity NPD943 Approved
0.7647 Intermediate Similarity NPD7808 Phase 3
0.764 Intermediate Similarity NPD1465 Phase 2
0.7635 Intermediate Similarity NPD3268 Approved
0.7632 Intermediate Similarity NPD6099 Approved
0.7632 Intermediate Similarity NPD6100 Approved
0.7622 Intermediate Similarity NPD422 Phase 1
0.7619 Intermediate Similarity NPD7286 Phase 2
0.7619 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD2654 Approved
0.7595 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD2344 Approved
0.7529 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD3764 Approved
0.7516 Intermediate Similarity NPD7390 Discontinued
0.7516 Intermediate Similarity NPD5406 Approved
0.7516 Intermediate Similarity NPD5408 Approved
0.7516 Intermediate Similarity NPD5404 Approved
0.7516 Intermediate Similarity NPD5405 Approved
0.75 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4626 Approved
0.7483 Intermediate Similarity NPD1019 Discontinued
0.7483 Intermediate Similarity NPD2798 Approved
0.747 Intermediate Similarity NPD1247 Approved
0.7468 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD7033 Discontinued
0.7448 Intermediate Similarity NPD1608 Approved
0.7413 Intermediate Similarity NPD5691 Approved
0.74 Intermediate Similarity NPD2313 Discontinued
0.7389 Intermediate Similarity NPD2309 Approved
0.7386 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD3926 Phase 2
0.7378 Intermediate Similarity NPD4288 Approved
0.7365 Intermediate Similarity NPD7199 Phase 2
0.7362 Intermediate Similarity NPD37 Approved
0.7361 Intermediate Similarity NPD1778 Approved
0.7353 Intermediate Similarity NPD3751 Discontinued
0.7349 Intermediate Similarity NPD6234 Discontinued
0.7341 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4967 Phase 2
0.7333 Intermediate Similarity NPD4965 Approved
0.7333 Intermediate Similarity NPD4966 Approved
0.7329 Intermediate Similarity NPD9269 Phase 2
0.7325 Intermediate Similarity NPD7003 Approved
0.7324 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7229 Phase 3
0.7315 Intermediate Similarity NPD9494 Approved
0.7312 Intermediate Similarity NPD6273 Approved
0.7308 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD8312 Approved
0.7299 Intermediate Similarity NPD8313 Approved
0.7297 Intermediate Similarity NPD2797 Approved
0.7297 Intermediate Similarity NPD1470 Approved
0.7297 Intermediate Similarity NPD3267 Approved
0.7297 Intermediate Similarity NPD3266 Approved
0.7296 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD9268 Approved
0.7285 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD7458 Discontinued
0.7278 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5353 Approved
0.7267 Intermediate Similarity NPD4908 Phase 1
0.726 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1201 Approved
0.7255 Intermediate Similarity NPD5124 Phase 1
0.7255 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD9266 Approved
0.7246 Intermediate Similarity NPD74 Approved
0.7244 Intermediate Similarity NPD1471 Phase 3
0.7241 Intermediate Similarity NPD17 Approved
0.723 Intermediate Similarity NPD1283 Approved
0.723 Intermediate Similarity NPD3225 Approved
0.7226 Intermediate Similarity NPD4308 Phase 3
0.7219 Intermediate Similarity NPD6808 Phase 2
0.7219 Intermediate Similarity NPD3787 Discontinued
0.7211 Intermediate Similarity NPD3972 Approved
0.7192 Intermediate Similarity NPD3496 Discontinued
0.7191 Intermediate Similarity NPD4287 Approved
0.719 Intermediate Similarity NPD4060 Phase 1
0.7189 Intermediate Similarity NPD7435 Discontinued
0.7184 Intermediate Similarity NPD3658 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD8151 Discontinued
0.7181 Intermediate Similarity NPD1164 Approved
0.7176 Intermediate Similarity NPD5242 Approved
0.7175 Intermediate Similarity NPD8434 Phase 2
0.7175 Intermediate Similarity NPD8150 Discontinued
0.7174 Intermediate Similarity NPD9264 Approved
0.7174 Intermediate Similarity NPD9267 Approved
0.7174 Intermediate Similarity NPD9263 Approved
0.7174 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD1296 Phase 2
0.717 Intermediate Similarity NPD6190 Approved
0.7151 Intermediate Similarity NPD7177 Discontinued
0.7143 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7143 Intermediate Similarity NPD1933 Approved
0.7143 Intermediate Similarity NPD1610 Phase 2
0.7134 Intermediate Similarity NPD6002 Phase 3
0.7134 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD6004 Phase 3
0.7134 Intermediate Similarity NPD6005 Phase 3
0.7134 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6780 Approved
0.712 Intermediate Similarity NPD6782 Approved
0.712 Intermediate Similarity NPD6778 Approved
0.712 Intermediate Similarity NPD6777 Approved
0.712 Intermediate Similarity NPD6781 Approved
0.712 Intermediate Similarity NPD6776 Approved
0.712 Intermediate Similarity NPD6779 Approved
0.7119 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD1653 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