Structure

Physi-Chem Properties

Molecular Weight:  698.27
Volume:  708.839
LogP:  5.666
LogD:  3.834
LogS:  -4.425
# Rotatable Bonds:  14
TPSA:  140.73
# H-Bond Aceptor:  11
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.199
Synthetic Accessibility Score:  5.796
Fsp3:  0.425
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.257
MDCK Permeability:  2.423597288725432e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.023
20% Bioavailability (F20%):  0.992
30% Bioavailability (F30%):  0.966

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.007
Plasma Protein Binding (PPB):  98.9301528930664%
Volume Distribution (VD):  2.146
Pgp-substrate:  5.987325668334961%

ADMET: Metabolism

CYP1A2-inhibitor:  0.062
CYP1A2-substrate:  0.021
CYP2C19-inhibitor:  0.411
CYP2C19-substrate:  0.055
CYP2C9-inhibitor:  0.515
CYP2C9-substrate:  0.069
CYP2D6-inhibitor:  0.372
CYP2D6-substrate:  0.033
CYP3A4-inhibitor:  0.606
CYP3A4-substrate:  0.333

ADMET: Excretion

Clearance (CL):  6.085
Half-life (T1/2):  0.687

ADMET: Toxicity

hERG Blockers:  0.573
Human Hepatotoxicity (H-HT):  0.952
Drug-inuced Liver Injury (DILI):  0.992
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.023
Maximum Recommended Daily Dose:  0.051
Skin Sensitization:  0.499
Carcinogencity:  0.199
Eye Corrosion:  0.003
Eye Irritation:  0.627
Respiratory Toxicity:  0.199

Download Data

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

  Natural Product: NPC191082

Natural Product ID:  NPC191082
Common Name*:   YOWBCRNBOMRTPW-NPIRVHPYSA-N
IUPAC Name:   n.a.
Synonyms:   15-Acetoxyorbiculin G
Standard InCHIKey:  YOWBCRNBOMRTPW-NPIRVHPYSA-N
Standard InCHI:  InChI=1S/C40H42O11/c1-24-21-31(48-35(43)27-15-9-6-10-16-27)34(47-26(3)42)39(23-46-25(2)41)32(49-36(44)28-17-11-7-12-18-28)22-30-33(40(24,39)51-38(30,4)5)50-37(45)29-19-13-8-14-20-29/h6-20,24,30-34H,21-23H2,1-5H3/t24-,30-,31+,32+,33-,34+,39-,40-/m1/s1
SMILES:  C[C@@H]1C[C@@H]([C@@H]([C@@]2(COC(=O)C)[C@H](C[C@@H]3[C@H]([C@]12OC3(C)C)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)C)OC(=O)c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL450650
PubChem CID:   24898039
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002995] Pentacarboxylic acids and derivatives

*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
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. stem n.a. PMID[15467233]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. stem n.a. PMID[18471021]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota stem n.a. n.a. PMID[18471021]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota Stems n.a. n.a. PMID[19534471]
NPO10464 Epipedobates anthonyi Species Dendrobatidae Eukaryota n.a. n.a. n.a. PMID[20337496]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. stem n.a. PMID[8778243]
NPO21610 Laurencia rigida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[9358636]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5933 Drimia fugax Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19561 Garcinia conrauana Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22421 Microtropis japonica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22670 Phebalium bilobum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23441 Schisandra sphaerandra Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22915 Stereocaulon azoreum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22272 Raphanus raphanistrum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21341 Morus macroura Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21610 Laurencia rigida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17102 Ocypus olens Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14938 Cybister lateralimarginalis Species Dytiscidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3277 Salix alba Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22734 Neopringlea integrifolia Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22212 Rhizophora mangle Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5933 Drimia fugax Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20787 Achyranthes aspera Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21776 Sesbania grandiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6425 Betula davurica Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22788 Barnettia kerrii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO10464 Epipedobates anthonyi Species Dendrobatidae 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
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 39600.0 nM PMID[558955]

☑ 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 NPC191082 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 NPC473673
1.0 High Similarity NPC270498
1.0 High Similarity NPC475429
1.0 High Similarity NPC246480
1.0 High Similarity NPC177340
1.0 High Similarity NPC139067
1.0 High Similarity NPC147217
0.9926 High Similarity NPC51314
0.9926 High Similarity NPC67777
0.9776 High Similarity NPC473060
0.9776 High Similarity NPC473109
0.9776 High Similarity NPC473081
0.9776 High Similarity NPC48017
0.9776 High Similarity NPC473613
0.9776 High Similarity NPC211137
0.9776 High Similarity NPC473112
0.9776 High Similarity NPC476094
0.9776 High Similarity NPC4341
0.9776 High Similarity NPC200592
0.9776 High Similarity NPC473085
0.9776 High Similarity NPC43241
0.9776 High Similarity NPC473758
0.9776 High Similarity NPC184747
0.9776 High Similarity NPC147880
0.971 High Similarity NPC281717
0.9701 High Similarity NPC210591
0.9701 High Similarity NPC214550
0.9701 High Similarity NPC475652
0.964 High Similarity NPC471101
0.964 High Similarity NPC270590
0.964 High Similarity NPC266265
0.964 High Similarity NPC301556
0.964 High Similarity NPC92293
0.9627 High Similarity NPC183122
0.9627 High Similarity NPC283375
0.9493 High Similarity NPC57628
0.9493 High Similarity NPC11685
0.9493 High Similarity NPC476974
0.9493 High Similarity NPC95265
0.9493 High Similarity NPC472570
0.9493 High Similarity NPC470231
0.9493 High Similarity NPC188865
0.9493 High Similarity NPC95810
0.9493 High Similarity NPC70716
0.9493 High Similarity NPC25768
0.9493 High Similarity NPC125106
0.9493 High Similarity NPC163719
0.9493 High Similarity NPC472569
0.9493 High Similarity NPC472573
0.9478 High Similarity NPC195647
0.9478 High Similarity NPC291638
0.9478 High Similarity NPC66761
0.9478 High Similarity NPC472577
0.9478 High Similarity NPC17877
0.9424 High Similarity NPC470157
0.9424 High Similarity NPC177940
0.9424 High Similarity NPC70403
0.9424 High Similarity NPC473088
0.9424 High Similarity NPC469349
0.9424 High Similarity NPC96903
0.9424 High Similarity NPC158663
0.9424 High Similarity NPC171525
0.9424 High Similarity NPC174982
0.9424 High Similarity NPC472572
0.9424 High Similarity NPC471104
0.9424 High Similarity NPC29704
0.9424 High Similarity NPC472575
0.9424 High Similarity NPC200471
0.9424 High Similarity NPC470159
0.9424 High Similarity NPC476973
0.9424 High Similarity NPC472571
0.9424 High Similarity NPC472568
0.9424 High Similarity NPC184817
0.942 High Similarity NPC163087
0.9403 High Similarity NPC474608
0.9353 High Similarity NPC470152
0.9353 High Similarity NPC475122
0.9353 High Similarity NPC475759
0.9353 High Similarity NPC241951
0.9275 High Similarity NPC16912
0.9225 High Similarity NPC476975
0.922 High Similarity NPC474935
0.9203 High Similarity NPC97667
0.9203 High Similarity NPC90614
0.9203 High Similarity NPC171207
0.9161 High Similarity NPC254558
0.9161 High Similarity NPC473214
0.9161 High Similarity NPC470245
0.9149 High Similarity NPC472556
0.9137 High Similarity NPC87448
0.9137 High Similarity NPC291599
0.9137 High Similarity NPC118080
0.9137 High Similarity NPC472576
0.9137 High Similarity NPC97947
0.9137 High Similarity NPC27377
0.9137 High Similarity NPC41481
0.9116 High Similarity NPC471102
0.9104 High Similarity NPC147561
0.9097 High Similarity NPC470153
0.9091 High Similarity NPC473215
0.9065 High Similarity NPC275592
0.9065 High Similarity NPC477904
0.9065 High Similarity NPC183270
0.9065 High Similarity NPC100913
0.9034 High Similarity NPC477905
0.9028 High Similarity NPC31829
0.9 High Similarity NPC224491
0.8993 High Similarity NPC472395
0.8993 High Similarity NPC472371
0.8921 High Similarity NPC475373
0.8912 High Similarity NPC282239
0.8912 High Similarity NPC228204
0.8912 High Similarity NPC26033
0.8904 High Similarity NPC472548
0.8881 High Similarity NPC471100
0.8881 High Similarity NPC471107
0.8867 High Similarity NPC476077
0.8851 High Similarity NPC106895
0.8844 High Similarity NPC158333
0.8844 High Similarity NPC257213
0.8844 High Similarity NPC265395
0.8844 High Similarity NPC256142
0.8844 High Similarity NPC472005
0.8844 High Similarity NPC242262
0.8844 High Similarity NPC237549
0.8844 High Similarity NPC77719
0.8844 High Similarity NPC249471
0.8844 High Similarity NPC304876
0.8844 High Similarity NPC472030
0.8844 High Similarity NPC1173
0.8844 High Similarity NPC472022
0.8844 High Similarity NPC473414
0.8819 High Similarity NPC48599
0.8819 High Similarity NPC209592
0.8819 High Similarity NPC473602
0.8806 High Similarity NPC473111
0.8806 High Similarity NPC473110
0.8806 High Similarity NPC473082
0.8803 High Similarity NPC34012
0.8794 High Similarity NPC472547
0.8792 High Similarity NPC472393
0.8784 High Similarity NPC472549
0.8784 High Similarity NPC112523
0.8784 High Similarity NPC114410
0.8759 High Similarity NPC473760
0.8741 High Similarity NPC91703
0.8732 High Similarity NPC266374
0.8731 High Similarity NPC473083
0.8731 High Similarity NPC114927
0.8725 High Similarity NPC217091
0.8714 High Similarity NPC472551
0.8714 High Similarity NPC472545
0.8707 High Similarity NPC51602
0.8671 High Similarity NPC472546
0.8667 High Similarity NPC469771
0.8662 High Similarity NPC475400
0.8658 High Similarity NPC34066
0.8652 High Similarity NPC39549
0.8643 High Similarity NPC473399
0.8643 High Similarity NPC473216
0.8639 High Similarity NPC469448
0.8639 High Similarity NPC7095
0.8639 High Similarity NPC112216
0.8611 High Similarity NPC477468
0.8611 High Similarity NPC477894
0.8581 High Similarity NPC471103
0.8571 High Similarity NPC76103
0.8571 High Similarity NPC48929
0.8571 High Similarity NPC60509
0.8571 High Similarity NPC81698
0.8571 High Similarity NPC250046
0.8562 High Similarity NPC472574
0.8562 High Similarity NPC240115
0.8561 High Similarity NPC238370
0.8561 High Similarity NPC472394
0.8553 High Similarity NPC477623
0.8552 High Similarity NPC34943
0.8552 High Similarity NPC38696
0.8533 High Similarity NPC473611
0.8533 High Similarity NPC469422
0.8516 High Similarity NPC30171
0.8514 High Similarity NPC198455
0.8514 High Similarity NPC161239
0.8514 High Similarity NPC165260
0.8507 High Similarity NPC70973
0.85 High Similarity NPC472437
0.8493 Intermediate Similarity NPC125882
0.8493 Intermediate Similarity NPC127857
0.8489 Intermediate Similarity NPC472361
0.8487 Intermediate Similarity NPC469399
0.8483 Intermediate Similarity NPC131966
0.8483 Intermediate Similarity NPC191387
0.8477 Intermediate Similarity NPC326235
0.8477 Intermediate Similarity NPC323001
0.8467 Intermediate Similarity NPC470753
0.8467 Intermediate Similarity NPC473220
0.8467 Intermediate Similarity NPC472658
0.8467 Intermediate Similarity NPC472657
0.8456 Intermediate Similarity NPC96308
0.8451 Intermediate Similarity NPC472372

  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 NPC191082 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
0.7778 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD7236 Approved
0.7636 Intermediate Similarity NPD7799 Discontinued
0.7628 Intermediate Similarity NPD7239 Suspended
0.759 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD7008 Discontinued
0.7442 Intermediate Similarity NPD8434 Phase 2
0.7427 Intermediate Similarity NPD8407 Phase 2
0.7403 Intermediate Similarity NPD8166 Discontinued
0.7401 Intermediate Similarity NPD8485 Approved
0.7356 Intermediate Similarity NPD8361 Approved
0.7356 Intermediate Similarity NPD8435 Approved
0.7356 Intermediate Similarity NPD8360 Approved
0.7353 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD8368 Discontinued
0.7333 Intermediate Similarity NPD8127 Discontinued
0.729 Intermediate Similarity NPD7003 Approved
0.7283 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD7458 Discontinued
0.7248 Intermediate Similarity NPD3764 Approved
0.7241 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7961 Discontinued
0.7195 Intermediate Similarity NPD7057 Phase 3
0.7195 Intermediate Similarity NPD7058 Phase 2
0.7176 Intermediate Similarity NPD5844 Phase 1
0.717 Intermediate Similarity NPD6273 Approved
0.7168 Intermediate Similarity NPD8313 Approved
0.7168 Intermediate Similarity NPD8312 Approved
0.7159 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8150 Discontinued
0.7125 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7702 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD2182 Approved
0.7079 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD4628 Phase 3
0.7066 Intermediate Similarity NPD5494 Approved
0.7063 Intermediate Similarity NPD7741 Discontinued
0.7021 Intermediate Similarity NPD5951 Approved
0.7012 Intermediate Similarity NPD37 Approved
0.7 Intermediate Similarity NPD6858 Approved
0.7 Intermediate Similarity NPD7094 Approved
0.6988 Remote Similarity NPD4965 Approved
0.6988 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6988 Remote Similarity NPD4967 Phase 2
0.6988 Remote Similarity NPD4966 Approved
0.6988 Remote Similarity NPD7768 Phase 2
0.6986 Remote Similarity NPD6287 Discontinued
0.6974 Remote Similarity NPD7713 Phase 3
0.6972 Remote Similarity NPD4198 Discontinued
0.697 Remote Similarity NPD8455 Phase 2
0.697 Remote Similarity NPD7819 Suspended
0.6966 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7473 Discontinued
0.6928 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6919 Remote Similarity NPD7228 Approved
0.6918 Remote Similarity NPD6190 Approved
0.6905 Remote Similarity NPD6234 Discontinued
0.6901 Remote Similarity NPD2629 Approved
0.6894 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6882 Remote Similarity NPD6232 Discontinued
0.6882 Remote Similarity NPD7497 Discontinued
0.6866 Remote Similarity NPD1238 Approved
0.6866 Remote Similarity NPD7798 Approved
0.6859 Remote Similarity NPD3748 Approved
0.6849 Remote Similarity NPD5125 Phase 3
0.6849 Remote Similarity NPD5126 Approved
0.6829 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6826 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6815 Remote Similarity NPD5408 Approved
0.6815 Remote Similarity NPD2438 Suspended
0.6815 Remote Similarity NPD5405 Approved
0.6815 Remote Similarity NPD5404 Approved
0.6815 Remote Similarity NPD5406 Approved
0.6802 Remote Similarity NPD7852 Clinical (unspecified phase)
0.68 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6599 Discontinued
0.6788 Remote Similarity NPD164 Approved
0.6766 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6761 Remote Similarity NPD7240 Approved
0.6759 Remote Similarity NPD7610 Discontinued
0.6753 Remote Similarity NPD8032 Phase 2
0.675 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6747 Remote Similarity NPD7411 Suspended
0.6746 Remote Similarity NPD7075 Discontinued
0.6728 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5402 Approved
0.6725 Remote Similarity NPD6959 Discontinued
0.6714 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6706 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7700 Phase 2
0.6703 Remote Similarity NPD7699 Phase 2
0.6688 Remote Similarity NPD7097 Phase 1
0.6687 Remote Similarity NPD4380 Phase 2
0.6687 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8319 Approved
0.6667 Remote Similarity NPD6832 Phase 2
0.6667 Remote Similarity NPD5760 Phase 2
0.6667 Remote Similarity NPD2067 Discontinued
0.6667 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8320 Phase 1
0.6667 Remote Similarity NPD7871 Phase 2
0.6667 Remote Similarity NPD5761 Phase 2
0.6667 Remote Similarity NPD7685 Pre-registration
0.6667 Remote Similarity NPD7870 Phase 2
0.6667 Remote Similarity NPD6559 Discontinued
0.6646 Remote Similarity NPD3750 Approved
0.6645 Remote Similarity NPD7715 Approved
0.6645 Remote Similarity NPD7714 Approved
0.6645 Remote Similarity NPD6663 Approved
0.663 Remote Similarity NPD6535 Approved
0.663 Remote Similarity NPD6534 Approved
0.6628 Remote Similarity NPD7199 Phase 2
0.6627 Remote Similarity NPD3226 Approved
0.6627 Remote Similarity NPD3817 Phase 2
0.6626 Remote Similarity NPD7390 Discontinued
0.6614 Remote Similarity NPD7435 Discontinued
0.6609 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6166 Phase 2
0.6607 Remote Similarity NPD6801 Discontinued
0.6606 Remote Similarity NPD5403 Approved
0.6605 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6604 Remote Similarity NPD2796 Approved
0.6604 Remote Similarity NPD2935 Discontinued
0.6603 Remote Similarity NPD2979 Phase 3
0.6601 Remote Similarity NPD5736 Approved
0.6598 Remote Similarity NPD8462 Phase 1
0.6585 Remote Similarity NPD2533 Approved
0.6585 Remote Similarity NPD2534 Approved
0.6585 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5401 Approved
0.6585 Remote Similarity NPD2532 Approved
0.6573 Remote Similarity NPD6765 Approved
0.6573 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6573 Remote Similarity NPD6764 Approved
0.6562 Remote Similarity NPD7266 Discontinued
0.6562 Remote Similarity NPD2346 Discontinued
0.6561 Remote Similarity NPD6355 Discontinued
0.6552 Remote Similarity NPD690 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7184 Clinical (unspecified phase)
0.655 Remote Similarity NPD3749 Approved
0.6538 Remote Similarity NPD6233 Phase 2
0.6528 Remote Similarity NPD8151 Discontinued
0.6526 Remote Similarity NPD7696 Phase 3
0.6526 Remote Similarity NPD7697 Approved
0.6526 Remote Similarity NPD7698 Approved
0.6524 Remote Similarity NPD6799 Approved
0.6514 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6513 Remote Similarity NPD5667 Approved
0.6497 Remote Similarity NPD4307 Phase 2
0.6497 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7874 Approved
0.6494 Remote Similarity NPD7229 Phase 3
0.649 Remote Similarity NPD3972 Approved
0.6489 Remote Similarity NPD8285 Discontinued
0.6483 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6475 Remote Similarity NPD1930 Approved
0.6475 Remote Similarity NPD1929 Approved
0.6475 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6474 Remote Similarity NPD6823 Phase 2
0.6474 Remote Similarity NPD6798 Discontinued
0.6471 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6465 Remote Similarity NPD8404 Phase 2
0.6461 Remote Similarity NPD7074 Phase 3
0.6457 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6456 Remote Similarity NPD230 Phase 1
0.6455 Remote Similarity NPD6776 Approved
0.6455 Remote Similarity NPD6779 Approved
0.6455 Remote Similarity NPD6778 Approved
0.6455 Remote Similarity NPD6782 Approved
0.6455 Remote Similarity NPD6781 Approved
0.6455 Remote Similarity NPD6780 Approved
0.6455 Remote Similarity NPD6777 Approved
0.6453 Remote Similarity NPD4381 Clinical (unspecified phase)
0.645 Remote Similarity NPD6873 Phase 2
0.645 Remote Similarity NPD6385 Approved
0.645 Remote Similarity NPD6386 Approved
0.6442 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4110 Phase 3
0.6441 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7177 Discontinued
0.6441 Remote Similarity NPD3818 Discontinued
0.6438 Remote Similarity NPD2799 Discontinued
0.6433 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5909 Discontinued
0.6429 Remote Similarity NPD6784 Approved
0.6429 Remote Similarity NPD6785 Approved
0.6424 Remote Similarity NPD1281 Approved
0.6416 Remote Similarity NPD919 Approved
0.6412 Remote Similarity NPD1934 Approved
0.641 Remote Similarity NPD7095 Approved
0.6407 Remote Similarity NPD920 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