Structure

Physi-Chem Properties

Molecular Weight:  322.18
Volume:  336.177
LogP:  4.088
LogD:  3.496
LogS:  -3.428
# Rotatable Bonds:  0
TPSA:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.638
Synthetic Accessibility Score:  3.616
Fsp3:  0.611
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.83
MDCK Permeability:  4.4564174459083006e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.839
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.792
30% Bioavailability (F30%):  0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.269
Plasma Protein Binding (PPB):  94.47684478759766%
Volume Distribution (VD):  0.816
Pgp-substrate:  6.891088008880615%

ADMET: Metabolism

CYP1A2-inhibitor:  0.916
CYP1A2-substrate:  0.22
CYP2C19-inhibitor:  0.501
CYP2C19-substrate:  0.067
CYP2C9-inhibitor:  0.503
CYP2C9-substrate:  0.948
CYP2D6-inhibitor:  0.915
CYP2D6-substrate:  0.271
CYP3A4-inhibitor:  0.518
CYP3A4-substrate:  0.088

ADMET: Excretion

Clearance (CL):  12.548
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.026
Human Hepatotoxicity (H-HT):  0.153
Drug-inuced Liver Injury (DILI):  0.147
AMES Toxicity:  0.035
Rat Oral Acute Toxicity:  0.011
Maximum Recommended Daily Dose:  0.945
Skin Sensitization:  0.886
Carcinogencity:  0.087
Eye Corrosion:  0.1
Eye Irritation:  0.822
Respiratory Toxicity:  0.615

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

  Natural Product: NPC212693

Natural Product ID:  NPC212693
Common Name*:   Taleranol
IUPAC Name:   (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
Synonyms:   P-1560; Taleranol
Standard InCHIKey:  DWTTZBARDOXEAM-JSGCOSHPSA-N
Standard InCHI:  InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14-/m0/s1
SMILES:  O[C@H]1CCCCCc2cc(O)cc(c2C(=O)O[C@H](CCC1)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL491510
PubChem CID:   65434
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
NPO27821.1 Pochonia chlamydosporia Under-species n.a. n.a. n.a. n.a. n.a. PMID[12828470]
NPO22748 Neophaeosphaeria quadriseptata Species Leptosphaeriaceae Eukaryota n.a. n.a. n.a. PMID[16499313]
NPO40515 Chaetomium chiversii Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16499313]
NPO22748 Neophaeosphaeria quadriseptata Species Leptosphaeriaceae 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
NPT299 Individual Protein Androgen Receptor Rattus norvegicus IC50 = 38018.94 nM PMID[514403]
NPT299 Individual Protein Androgen Receptor Rattus norvegicus IC50 = 15848.93 nM PMID[514404]
NPT248 Individual Protein Estrogen receptor beta Homo sapiens EC50 = 220.0 nM PMID[514405]
NPT248 Individual Protein Estrogen receptor beta Homo sapiens EC50 = 72.0 nM PMID[514406]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 25000.0 nM PMID[514409]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 15400.0 nM PMID[514409]
NPT395 Cell Line SF-268 Homo sapiens IC50 > 50000.0 nM PMID[514409]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 25000.0 nM PMID[514410]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 9500.0 nM PMID[514410]
NPT395 Cell Line SF-268 Homo sapiens IC50 > 25000.0 nM PMID[514410]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = -1.34 % PMID[514411]
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 22610.0 nM PMID[514412]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 1500.0 nM PMID[514405]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 15000.0 nM PMID[514406]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Selectivity Index > 40.0 n.a. PMID[514405]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Selectivity Index > 8.0 n.a. PMID[514406]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = -4.26 % PMID[514411]

☑ 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 NPC212693 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 NPC94248
0.9924 High Similarity NPC70380
0.9848 High Similarity NPC191835
0.9774 High Similarity NPC105456
0.9774 High Similarity NPC139634
0.9701 High Similarity NPC158472
0.9699 High Similarity NPC472602
0.9699 High Similarity NPC33144
0.9699 High Similarity NPC478200
0.9632 High Similarity NPC51106
0.963 High Similarity NPC478217
0.963 High Similarity NPC158634
0.963 High Similarity NPC313123
0.963 High Similarity NPC53649
0.963 High Similarity NPC472604
0.963 High Similarity NPC472605
0.963 High Similarity NPC67650
0.963 High Similarity NPC1704
0.9627 High Similarity NPC32360
0.9624 High Similarity NPC71256
0.9618 High Similarity NPC153783
0.9559 High Similarity NPC474385
0.9556 High Similarity NPC472600
0.9556 High Similarity NPC472601
0.9552 High Similarity NPC475974
0.9549 High Similarity NPC235115
0.9493 High Similarity NPC83272
0.9489 High Similarity NPC469542
0.9489 High Similarity NPC472006
0.9489 High Similarity NPC471731
0.9489 High Similarity NPC478202
0.9489 High Similarity NPC159721
0.9485 High Similarity NPC244923
0.9485 High Similarity NPC478201
0.9485 High Similarity NPC472603
0.9485 High Similarity NPC472035
0.9481 High Similarity NPC268052
0.9478 High Similarity NPC474849
0.9478 High Similarity NPC194579
0.9478 High Similarity NPC178467
0.9478 High Similarity NPC474771
0.9478 High Similarity NPC149372
0.9478 High Similarity NPC65837
0.9466 High Similarity NPC219892
0.9466 High Similarity NPC189823
0.9424 High Similarity NPC473023
0.942 High Similarity NPC86373
0.942 High Similarity NPC151607
0.942 High Similarity NPC210425
0.942 High Similarity NPC42540
0.942 High Similarity NPC277426
0.942 High Similarity NPC280404
0.9416 High Similarity NPC469579
0.9416 High Similarity NPC471733
0.9353 High Similarity NPC257558
0.9348 High Similarity NPC472610
0.9343 High Similarity NPC475730
0.9338 High Similarity NPC474655
0.9338 High Similarity NPC88269
0.9333 High Similarity NPC135837
0.9328 High Similarity NPC142027
0.9291 High Similarity NPC221352
0.9286 High Similarity NPC107625
0.9281 High Similarity NPC210966
0.9281 High Similarity NPC126882
0.9281 High Similarity NPC478203
0.927 High Similarity NPC155205
0.9265 High Similarity NPC177307
0.9265 High Similarity NPC9121
0.9265 High Similarity NPC472403
0.9259 High Similarity NPC158481
0.9254 High Similarity NPC175943
0.9248 High Similarity NPC476389
0.922 High Similarity NPC472036
0.922 High Similarity NPC471734
0.922 High Similarity NPC210320
0.9214 High Similarity NPC472034
0.9203 High Similarity NPC37530
0.9197 High Similarity NPC275356
0.9197 High Similarity NPC247409
0.9197 High Similarity NPC52358
0.9185 High Similarity NPC27407
0.9185 High Similarity NPC182496
0.9185 High Similarity NPC180905
0.9161 High Similarity NPC469670
0.9161 High Similarity NPC56204
0.9161 High Similarity NPC469619
0.9155 High Similarity NPC215711
0.9155 High Similarity NPC471642
0.9155 High Similarity NPC73411
0.9155 High Similarity NPC471641
0.9155 High Similarity NPC240622
0.9155 High Similarity NPC240253
0.9149 High Similarity NPC472033
0.9149 High Similarity NPC471735
0.9137 High Similarity NPC250755
0.9137 High Similarity NPC82913
0.913 High Similarity NPC99441
0.9118 High Similarity NPC291454
0.9118 High Similarity NPC50455
0.9098 High Similarity NPC17840
0.9098 High Similarity NPC247477
0.9097 High Similarity NPC200773
0.9097 High Similarity NPC240768
0.9097 High Similarity NPC70016
0.9097 High Similarity NPC215921
0.9091 High Similarity NPC270160
0.9091 High Similarity NPC476684
0.9091 High Similarity NPC237440
0.9085 High Similarity NPC53362
0.9085 High Similarity NPC166583
0.9078 High Similarity NPC134621
0.9071 High Similarity NPC354984
0.9065 High Similarity NPC90411
0.9058 High Similarity NPC92655
0.9051 High Similarity NPC261292
0.9051 High Similarity NPC301915
0.903 High Similarity NPC470831
0.903 High Similarity NPC214702
0.9014 High Similarity NPC237208
0.9008 High Similarity NPC201728
0.9008 High Similarity NPC262671
0.9007 High Similarity NPC66404
0.9007 High Similarity NPC95123
0.8993 High Similarity NPC165172
0.8986 High Similarity NPC221104
0.8978 High Similarity NPC472599
0.8973 High Similarity NPC470102
0.8971 High Similarity NPC474394
0.8971 High Similarity NPC474097
0.8958 High Similarity NPC4423
0.8958 High Similarity NPC77325
0.8951 High Similarity NPC14098
0.8951 High Similarity NPC8817
0.8944 High Similarity NPC312789
0.8944 High Similarity NPC29577
0.8929 High Similarity NPC470842
0.8921 High Similarity NPC471819
0.8912 High Similarity NPC82592
0.8912 High Similarity NPC16082
0.8912 High Similarity NPC99381
0.8904 High Similarity NPC167903
0.8904 High Similarity NPC273483
0.8904 High Similarity NPC478224
0.8897 High Similarity NPC37299
0.8897 High Similarity NPC475460
0.8897 High Similarity NPC179178
0.8897 High Similarity NPC180261
0.8897 High Similarity NPC472891
0.8897 High Similarity NPC43627
0.8889 High Similarity NPC153417
0.8881 High Similarity NPC470357
0.8881 High Similarity NPC225173
0.8881 High Similarity NPC163846
0.8865 High Similarity NPC96692
0.8865 High Similarity NPC105648
0.8864 High Similarity NPC477454
0.8857 High Similarity NPC64664
0.8857 High Similarity NPC168471
0.8849 High Similarity NPC126739
0.8849 High Similarity NPC197666
0.8844 High Similarity NPC281477
0.8841 High Similarity NPC156967
0.8836 High Similarity NPC91809
0.8828 High Similarity NPC233267
0.8828 High Similarity NPC84142
0.8828 High Similarity NPC291049
0.8819 High Similarity NPC125801
0.8819 High Similarity NPC81835
0.8819 High Similarity NPC476463
0.8815 High Similarity NPC296158
0.8811 High Similarity NPC473692
0.8811 High Similarity NPC75694
0.8806 High Similarity NPC41263
0.8803 High Similarity NPC471639
0.8803 High Similarity NPC471643
0.8797 High Similarity NPC95309
0.8797 High Similarity NPC473691
0.8794 High Similarity NPC130485
0.8794 High Similarity NPC220106
0.8792 High Similarity NPC77679
0.8792 High Similarity NPC190020
0.8792 High Similarity NPC84935
0.8784 High Similarity NPC478230
0.8784 High Similarity NPC79998
0.8784 High Similarity NPC208173
0.8784 High Similarity NPC170189
0.8784 High Similarity NPC69043
0.8777 High Similarity NPC470397
0.8777 High Similarity NPC245058
0.8776 High Similarity NPC115249
0.8776 High Similarity NPC184284
0.8776 High Similarity NPC76041
0.8768 High Similarity NPC290803
0.8768 High Similarity NPC278375
0.8767 High Similarity NPC164762
0.8767 High Similarity NPC60413
0.8759 High Similarity NPC37139
0.8759 High Similarity NPC105415
0.8759 High Similarity NPC172329

  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 NPC212693 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
0.9058 High Similarity NPD970 Clinical (unspecified phase)
0.8811 High Similarity NPD2533 Approved
0.8811 High Similarity NPD2534 Approved
0.8811 High Similarity NPD2532 Approved
0.8467 Intermediate Similarity NPD7819 Suspended
0.8357 Intermediate Similarity NPD230 Phase 1
0.8194 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD1510 Phase 2
0.8156 Intermediate Similarity NPD1240 Approved
0.8138 Intermediate Similarity NPD1549 Phase 2
0.812 Intermediate Similarity NPD9545 Approved
0.8105 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD6232 Discontinued
0.8065 Intermediate Similarity NPD7075 Discontinued
0.8056 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8042 Intermediate Similarity NPD1607 Approved
0.8039 Intermediate Similarity NPD1934 Approved
0.8027 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8027 Intermediate Similarity NPD3750 Approved
0.8026 Intermediate Similarity NPD4380 Phase 2
0.8025 Intermediate Similarity NPD6959 Discontinued
0.8 Intermediate Similarity NPD2935 Discontinued
0.8 Intermediate Similarity NPD2796 Approved
0.7987 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD6799 Approved
0.7975 Intermediate Similarity NPD5710 Approved
0.7975 Intermediate Similarity NPD5711 Approved
0.7974 Intermediate Similarity NPD7411 Suspended
0.797 Intermediate Similarity NPD9493 Approved
0.7937 Intermediate Similarity NPD7473 Discontinued
0.7935 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD6801 Discontinued
0.7908 Intermediate Similarity NPD6599 Discontinued
0.7887 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD7768 Phase 2
0.7877 Intermediate Similarity NPD1551 Phase 2
0.7867 Intermediate Similarity NPD7390 Discontinued
0.784 Intermediate Similarity NPD5844 Phase 1
0.7834 Intermediate Similarity NPD3749 Approved
0.7834 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD3817 Phase 2
0.7808 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD4628 Phase 3
0.7778 Intermediate Similarity NPD943 Approved
0.7771 Intermediate Similarity NPD3882 Suspended
0.7764 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD6166 Phase 2
0.7762 Intermediate Similarity NPD3764 Approved
0.7756 Intermediate Similarity NPD2801 Approved
0.7755 Intermediate Similarity NPD5408 Approved
0.7755 Intermediate Similarity NPD5406 Approved
0.7755 Intermediate Similarity NPD5404 Approved
0.7755 Intermediate Similarity NPD5405 Approved
0.7748 Intermediate Similarity NPD1511 Approved
0.7718 Intermediate Similarity NPD2800 Approved
0.7697 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD3748 Approved
0.7683 Intermediate Similarity NPD7074 Phase 3
0.7671 Intermediate Similarity NPD6651 Approved
0.7669 Intermediate Similarity NPD3818 Discontinued
0.7667 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1512 Approved
0.7622 Intermediate Similarity NPD7054 Approved
0.76 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD1243 Approved
0.7597 Intermediate Similarity NPD5403 Approved
0.7595 Intermediate Similarity NPD5402 Approved
0.7576 Intermediate Similarity NPD7472 Approved
0.7571 Intermediate Similarity NPD9717 Approved
0.7571 Intermediate Similarity NPD9269 Phase 2
0.7545 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD9268 Approved
0.7532 Intermediate Similarity NPD1465 Phase 2
0.753 Intermediate Similarity NPD6797 Phase 2
0.7517 Intermediate Similarity NPD6100 Approved
0.7517 Intermediate Similarity NPD6099 Approved
0.7515 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1201 Approved
0.75 Intermediate Similarity NPD3226 Approved
0.7485 Intermediate Similarity NPD6559 Discontinued
0.7485 Intermediate Similarity NPD7251 Discontinued
0.7484 Intermediate Similarity NPD920 Approved
0.7468 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD5401 Approved
0.7468 Intermediate Similarity NPD37 Approved
0.7451 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD7033 Discontinued
0.745 Intermediate Similarity NPD2799 Discontinued
0.744 Intermediate Similarity NPD7808 Phase 3
0.7438 Intermediate Similarity NPD4966 Approved
0.7438 Intermediate Similarity NPD4967 Phase 2
0.7438 Intermediate Similarity NPD4965 Approved
0.7425 Intermediate Similarity NPD5953 Discontinued
0.7425 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD1470 Approved
0.7413 Intermediate Similarity NPD1164 Approved
0.7413 Intermediate Similarity NPD1203 Approved
0.7407 Intermediate Similarity NPD5494 Approved
0.7399 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD411 Approved
0.7389 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD6190 Approved
0.7379 Intermediate Similarity NPD6832 Phase 2
0.7376 Intermediate Similarity NPD422 Phase 1
0.7368 Intermediate Similarity NPD2654 Approved
0.7368 Intermediate Similarity NPD8150 Discontinued
0.7368 Intermediate Similarity NPD9266 Approved
0.7368 Intermediate Similarity NPD74 Approved
0.7365 Intermediate Similarity NPD447 Suspended
0.7362 Intermediate Similarity NPD7199 Phase 2
0.7357 Intermediate Similarity NPD4626 Approved
0.7355 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD2346 Discontinued
0.7346 Intermediate Similarity NPD6234 Discontinued
0.7346 Intermediate Similarity NPD919 Approved
0.7324 Intermediate Similarity NPD1608 Approved
0.7319 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD7286 Phase 2
0.7293 Intermediate Similarity NPD9267 Approved
0.7293 Intermediate Similarity NPD9263 Approved
0.7293 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD9264 Approved
0.7286 Intermediate Similarity NPD5691 Approved
0.7279 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5124 Phase 1
0.7237 Intermediate Similarity NPD2344 Approved
0.7235 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7229 Phase 3
0.7197 Intermediate Similarity NPD6273 Approved
0.7179 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD2797 Approved
0.7169 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD3268 Approved
0.716 Intermediate Similarity NPD4288 Approved
0.7143 Intermediate Similarity NPD4908 Phase 1
0.7143 Intermediate Similarity NPD7228 Approved
0.7134 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD6005 Phase 3
0.7124 Intermediate Similarity NPD6004 Phase 3
0.7124 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD6002 Phase 3
0.7124 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD2798 Approved
0.7123 Intermediate Similarity NPD1019 Discontinued
0.7123 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6663 Approved
0.7113 Intermediate Similarity NPD1778 Approved
0.7113 Intermediate Similarity NPD17 Approved
0.7103 Intermediate Similarity NPD1283 Approved
0.7097 Intermediate Similarity NPD7003 Approved
0.7095 Intermediate Similarity NPD3027 Phase 3
0.7093 Intermediate Similarity NPD8312 Approved
0.7093 Intermediate Similarity NPD8313 Approved
0.7086 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD8151 Discontinued
0.7075 Intermediate Similarity NPD5736 Approved
0.7067 Intermediate Similarity NPD4060 Phase 1
0.7066 Intermediate Similarity NPD3926 Phase 2
0.7059 Intermediate Similarity NPD4750 Phase 3
0.7055 Intermediate Similarity NPD5353 Approved
0.7051 Intermediate Similarity NPD2309 Approved
0.705 Intermediate Similarity NPD9281 Approved
0.7047 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD2313 Discontinued
0.7047 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD1296 Phase 2
0.7045 Intermediate Similarity NPD940 Approved
0.7045 Intermediate Similarity NPD846 Approved
0.7041 Intermediate Similarity NPD3751 Discontinued
0.7034 Intermediate Similarity NPD4749 Approved
0.7022 Intermediate Similarity NPD6534 Approved
0.7022 Intermediate Similarity NPD6535 Approved
0.702 Intermediate Similarity NPD6355 Discontinued
0.7014 Intermediate Similarity NPD1610 Phase 2
0.7006 Intermediate Similarity NPD3787 Discontinued
0.7 Intermediate Similarity NPD520 Approved
0.6995 Remote Similarity NPD7435 Discontinued
0.6993 Remote Similarity NPD4308 Phase 3
0.6992 Remote Similarity NPD9261 Approved
0.6987 Remote Similarity NPD8166 Discontinued
0.6985 Remote Similarity NPD2182 Approved
0.698 Remote Similarity NPD4625 Phase 3
0.6977 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5242 Approved
0.6959 Remote Similarity NPD9494 Approved
0.6957 Remote Similarity NPD7458 Discontinued
0.6957 Remote Similarity NPD8320 Phase 1
0.6957 Remote Similarity NPD8319 Approved
0.6954 Remote Similarity NPD2979 Phase 3

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
A: chemistry similarity;
B: biological targets similarity;
C: networks similarity;
D: cell-based bioactivity similarity;
E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data