Structure

Physi-Chem Properties

Molecular Weight:  884.48
Volume:  856.665
LogP:  2.319
LogD:  2.342
LogS:  -3.559
# Rotatable Bonds:  8
TPSA:  255.91
# H-Bond Aceptor:  17
# H-Bond Donor:  9
# Rings:  9
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.148
Synthetic Accessibility Score:  6.688
Fsp3:  0.956
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.171
MDCK Permeability:  0.00014477383228950202
Pgp-inhibitor:  0.448
Pgp-substrate:  0.936
Human Intestinal Absorption (HIA):  0.992
20% Bioavailability (F20%):  0.046
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.027
Plasma Protein Binding (PPB):  71.44393157958984%
Volume Distribution (VD):  0.101
Pgp-substrate:  9.814457893371582%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.669
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.126
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.004
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.073
CYP3A4-inhibitor:  0.024
CYP3A4-substrate:  0.024

ADMET: Excretion

Clearance (CL):  0.775
Half-life (T1/2):  0.737

ADMET: Toxicity

hERG Blockers:  0.866
Human Hepatotoxicity (H-HT):  0.178
Drug-inuced Liver Injury (DILI):  0.03
AMES Toxicity:  0.114
Rat Oral Acute Toxicity:  0.201
Maximum Recommended Daily Dose:  0.037
Skin Sensitization:  0.929
Carcinogencity:  0.376
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.984

Download Data

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

  Natural Product: NPC150372

Natural Product ID:  NPC150372
Common Name*:   Deltonin
IUPAC Name:   n.a.
Synonyms:   Deltonin
Standard InCHIKey:  OLAMGHNQGZIWHZ-YIKYYZBWSA-N
Standard InCHI:  InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-35(52)33(50)31(48)21(3)56-40)37(54)38(29(17-47)59-42)60-41-36(53)34(51)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2207416
PubChem CID:   441884
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*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
NPO14775 Eupenicillium javanicum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[17711347]
NPO14775 Eupenicillium javanicum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[18771240]
NPO40499 Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting Strain Dioscoreaceae Eukaryota Rhizomes n.a. n.a. PMID[28606759]
NPO28977 Tetradesmus obliquus Species Scenedesmaceae Eukaryota n.a. n.a. n.a. PMID[34175768]
NPO3457 Streptomyces diastaticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8904845]
NPO4174 Dioscorea deltoidea Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6471 Trillium camtschaticum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16807 Cyclamen purpurascens Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6471 Trillium camtschaticum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4174 Dioscorea deltoidea Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6471 Trillium camtschaticum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2485 Puccinia striiformis Species Pucciniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1158 Isochrysis galbana Species Isochrysidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6471 Trillium camtschaticum Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3457 Streptomyces diastaticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28977 Tetradesmus obliquus Species Scenedesmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4174 Dioscorea deltoidea Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16807 Cyclamen purpurascens Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4974 Stevia breviaristata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10065 Streptomyces psammoticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9913 Raputia alba n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO14775 Eupenicillium javanicum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17450 Calanthe sylvatica Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5811 Pityrodia lepidota Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11469 Aspergillus parvathecius Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20448 Trifolium caucasicum Species Fabaceae 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
NPT65 Cell Line HepG2 Homo sapiens IC50 = 7660.0 nM PMID[524746]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 1580.0 nM PMID[524746]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 5810.0 nM PMID[524747]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1220.0 nM PMID[524746]

☑ 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 NPC150372 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 NPC244086
1.0 High Similarity NPC232054
1.0 High Similarity NPC22779
1.0 High Similarity NPC248746
1.0 High Similarity NPC171073
1.0 High Similarity NPC95051
1.0 High Similarity NPC218571
1.0 High Similarity NPC300557
1.0 High Similarity NPC102016
1.0 High Similarity NPC194207
1.0 High Similarity NPC475550
1.0 High Similarity NPC249265
1.0 High Similarity NPC84956
1.0 High Similarity NPC477809
1.0 High Similarity NPC470433
1.0 High Similarity NPC475333
1.0 High Similarity NPC208383
1.0 High Similarity NPC46190
1.0 High Similarity NPC309278
1.0 High Similarity NPC224098
1.0 High Similarity NPC73243
1.0 High Similarity NPC6806
0.9901 High Similarity NPC87998
0.9901 High Similarity NPC224314
0.9901 High Similarity NPC269297
0.9901 High Similarity NPC23808
0.9901 High Similarity NPC477811
0.9901 High Similarity NPC222202
0.99 High Similarity NPC98696
0.9804 High Similarity NPC477032
0.9804 High Similarity NPC475247
0.9804 High Similarity NPC476547
0.9804 High Similarity NPC294129
0.9804 High Similarity NPC124677
0.9804 High Similarity NPC477028
0.9804 High Similarity NPC13193
0.98 High Similarity NPC230507
0.98 High Similarity NPC161676
0.98 High Similarity NPC470432
0.98 High Similarity NPC305423
0.98 High Similarity NPC283829
0.98 High Similarity NPC113044
0.98 High Similarity NPC94272
0.98 High Similarity NPC14704
0.9709 High Similarity NPC31896
0.9709 High Similarity NPC263359
0.9709 High Similarity NPC244431
0.9709 High Similarity NPC32361
0.9709 High Similarity NPC42171
0.9709 High Similarity NPC210569
0.9706 High Similarity NPC247037
0.97 High Similarity NPC181845
0.9615 High Similarity NPC79900
0.9608 High Similarity NPC477026
0.9608 High Similarity NPC477027
0.9608 High Similarity NPC40440
0.9608 High Similarity NPC475670
0.9608 High Similarity NPC70204
0.9608 High Similarity NPC42482
0.9608 High Similarity NPC306131
0.9524 High Similarity NPC11548
0.9524 High Similarity NPC477810
0.9524 High Similarity NPC167183
0.9524 High Similarity NPC32707
0.9524 High Similarity NPC477808
0.9519 High Similarity NPC254255
0.9519 High Similarity NPC308140
0.9515 High Similarity NPC141433
0.951 High Similarity NPC476541
0.951 High Similarity NPC476540
0.951 High Similarity NPC476539
0.951 High Similarity NPC476538
0.9434 High Similarity NPC477030
0.9434 High Similarity NPC63609
0.9434 High Similarity NPC477029
0.9434 High Similarity NPC477031
0.9429 High Similarity NPC476546
0.9423 High Similarity NPC197231
0.9346 High Similarity NPC477807
0.934 High Similarity NPC208832
0.9333 High Similarity NPC19888
0.9333 High Similarity NPC112274
0.9314 High Similarity NPC474569
0.9314 High Similarity NPC309448
0.9314 High Similarity NPC473923
0.9314 High Similarity NPC473476
0.9314 High Similarity NPC242748
0.9245 High Similarity NPC476693
0.9245 High Similarity NPC51154
0.9245 High Similarity NPC307642
0.9245 High Similarity NPC469347
0.9245 High Similarity NPC469348
0.9238 High Similarity NPC13190
0.9238 High Similarity NPC470748
0.9231 High Similarity NPC302057
0.9223 High Similarity NPC226642
0.9223 High Similarity NPC190395
0.9208 High Similarity NPC272015
0.9174 High Similarity NPC195560
0.9174 High Similarity NPC229962
0.9135 High Similarity NPC220427
0.9135 High Similarity NPC295980
0.9126 High Similarity NPC26798
0.9091 High Similarity NPC50689
0.9091 High Similarity NPC198325
0.9091 High Similarity NPC207243
0.9091 High Similarity NPC233391
0.9083 High Similarity NPC475357
0.9074 High Similarity NPC148965
0.9065 High Similarity NPC476671
0.9048 High Similarity NPC476835
0.9038 High Similarity NPC63368
0.9038 High Similarity NPC14946
0.9038 High Similarity NPC208650
0.9038 High Similarity NPC473469
0.9029 High Similarity NPC221562
0.9029 High Similarity NPC470885
0.9029 High Similarity NPC187400
0.901 High Similarity NPC282669
0.9009 High Similarity NPC476543
0.9009 High Similarity NPC249553
0.9009 High Similarity NPC476545
0.9009 High Similarity NPC476544
0.9009 High Similarity NPC182900
0.9 High Similarity NPC476085
0.9 High Similarity NPC243728
0.9 High Similarity NPC473633
0.9 High Similarity NPC473890
0.8991 High Similarity NPC20979
0.8952 High Similarity NPC128123
0.8952 High Similarity NPC51172
0.8952 High Similarity NPC159005
0.8952 High Similarity NPC7213
0.8952 High Similarity NPC49032
0.8952 High Similarity NPC125324
0.8952 High Similarity NPC6931
0.8952 High Similarity NPC180183
0.8952 High Similarity NPC246124
0.8942 High Similarity NPC269627
0.8942 High Similarity NPC208477
0.8942 High Similarity NPC208594
0.8942 High Similarity NPC194842
0.8942 High Similarity NPC152584
0.8942 High Similarity NPC160816
0.8942 High Similarity NPC127801
0.8942 High Similarity NPC69737
0.8929 High Similarity NPC43842
0.8929 High Similarity NPC305771
0.8929 High Similarity NPC15918
0.8929 High Similarity NPC94072
0.8929 High Similarity NPC169816
0.8911 High Similarity NPC158088
0.8909 High Similarity NPC476692
0.8909 High Similarity NPC476691
0.8909 High Similarity NPC475403
0.8909 High Similarity NPC160888
0.8909 High Similarity NPC10366
0.8889 High Similarity NPC144068
0.8879 High Similarity NPC114188
0.8879 High Similarity NPC92710
0.8868 High Similarity NPC151134
0.8868 High Similarity NPC250089
0.8868 High Similarity NPC14630
0.8868 High Similarity NPC157530
0.8857 High Similarity NPC181467
0.885 High Similarity NPC202261
0.885 High Similarity NPC295133
0.885 High Similarity NPC256983
0.885 High Similarity NPC257207
0.885 High Similarity NPC106589
0.8846 High Similarity NPC475365
0.8835 High Similarity NPC312553
0.8835 High Similarity NPC288694
0.8835 High Similarity NPC159036
0.8829 High Similarity NPC161738
0.8818 High Similarity NPC476690
0.8818 High Similarity NPC100048
0.8785 High Similarity NPC470867
0.875 High Similarity NPC131479
0.875 High Similarity NPC120123
0.875 High Similarity NPC475701
0.875 High Similarity NPC472252
0.875 High Similarity NPC114874
0.875 High Similarity NPC475358
0.875 High Similarity NPC245280
0.875 High Similarity NPC16520
0.875 High Similarity NPC473566
0.875 High Similarity NPC189852
0.875 High Similarity NPC155010
0.875 High Similarity NPC123796
0.875 High Similarity NPC157659
0.875 High Similarity NPC211879
0.875 High Similarity NPC473020
0.875 High Similarity NPC213190
0.875 High Similarity NPC31907
0.875 High Similarity NPC286969
0.875 High Similarity NPC8039
0.875 High Similarity NPC16573
0.8738 High Similarity NPC267510
0.8738 High Similarity NPC470434

  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 NPC150372 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
0.8261 Intermediate Similarity NPD8377 Approved
0.8261 Intermediate Similarity NPD8294 Approved
0.8235 Intermediate Similarity NPD8171 Discontinued
0.8197 Intermediate Similarity NPD8450 Suspended
0.819 Intermediate Similarity NPD8378 Approved
0.819 Intermediate Similarity NPD8380 Approved
0.819 Intermediate Similarity NPD8296 Approved
0.819 Intermediate Similarity NPD8379 Approved
0.819 Intermediate Similarity NPD8033 Approved
0.819 Intermediate Similarity NPD8335 Approved
0.8115 Intermediate Similarity NPD8449 Approved
0.8 Intermediate Similarity NPD6412 Phase 2
0.7778 Intermediate Similarity NPD7328 Approved
0.7778 Intermediate Similarity NPD7327 Approved
0.7739 Intermediate Similarity NPD8133 Approved
0.7712 Intermediate Similarity NPD7516 Approved
0.7583 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7507 Approved
0.7241 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD6370 Approved
0.7222 Intermediate Similarity NPD7736 Approved
0.7177 Intermediate Similarity NPD8328 Phase 3
0.7165 Intermediate Similarity NPD7319 Approved
0.7143 Intermediate Similarity NPD8293 Discontinued
0.7107 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6054 Approved
0.7073 Intermediate Similarity NPD6059 Approved
0.7059 Intermediate Similarity NPD6928 Phase 2
0.7009 Intermediate Similarity NPD6686 Approved
0.7 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6916 Remote Similarity NPD7524 Approved
0.6905 Remote Similarity NPD6067 Discontinued
0.69 Remote Similarity NPD6942 Approved
0.69 Remote Similarity NPD7339 Approved
0.688 Remote Similarity NPD6016 Approved
0.688 Remote Similarity NPD8515 Approved
0.688 Remote Similarity NPD8517 Approved
0.688 Remote Similarity NPD6015 Approved
0.688 Remote Similarity NPD8516 Approved
0.685 Remote Similarity NPD7492 Approved
0.6825 Remote Similarity NPD5988 Approved
0.6797 Remote Similarity NPD6616 Approved
0.6792 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6759 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8513 Phase 3
0.6744 Remote Similarity NPD7078 Approved
0.6731 Remote Similarity NPD7525 Registered
0.6698 Remote Similarity NPD6695 Phase 3
0.6694 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6882 Approved
0.6639 Remote Similarity NPD8297 Approved
0.6635 Remote Similarity NPD7645 Phase 2
0.6607 Remote Similarity NPD6399 Phase 3
0.6606 Remote Similarity NPD7750 Discontinued
0.6565 Remote Similarity NPD6033 Approved
0.656 Remote Similarity NPD6009 Approved
0.6535 Remote Similarity NPD6319 Approved
0.6505 Remote Similarity NPD6933 Approved
0.6481 Remote Similarity NPD4786 Approved
0.6479 Remote Similarity NPD7625 Phase 1
0.6476 Remote Similarity NPD6929 Approved
0.6471 Remote Similarity NPD4785 Approved
0.6471 Remote Similarity NPD4784 Approved
0.6466 Remote Similarity NPD7638 Approved
0.6452 Remote Similarity NPD4632 Approved
0.6446 Remote Similarity NPD7320 Approved
0.6436 Remote Similarity NPD4243 Approved
0.6417 Remote Similarity NPD5739 Approved
0.6417 Remote Similarity NPD7128 Approved
0.6417 Remote Similarity NPD6675 Approved
0.6417 Remote Similarity NPD6008 Approved
0.6417 Remote Similarity NPD6402 Approved
0.6415 Remote Similarity NPD6931 Approved
0.6415 Remote Similarity NPD6930 Phase 2
0.641 Remote Similarity NPD7640 Approved
0.641 Remote Similarity NPD7639 Approved
0.6393 Remote Similarity NPD6373 Approved
0.6393 Remote Similarity NPD6372 Approved
0.6379 Remote Similarity NPD6083 Phase 2
0.6379 Remote Similarity NPD6084 Phase 2
0.6348 Remote Similarity NPD7991 Discontinued
0.6343 Remote Similarity NPD5956 Approved
0.6311 Remote Similarity NPD6926 Approved
0.6311 Remote Similarity NPD6924 Approved
0.6311 Remote Similarity NPD6881 Approved
0.6311 Remote Similarity NPD6899 Approved
0.6296 Remote Similarity NPD3667 Approved
0.629 Remote Similarity NPD6649 Approved
0.629 Remote Similarity NPD8130 Phase 1
0.629 Remote Similarity NPD6650 Approved
0.6286 Remote Similarity NPD6932 Approved
0.6286 Remote Similarity NPD5776 Phase 2
0.6286 Remote Similarity NPD6925 Approved
0.6262 Remote Similarity NPD4748 Discontinued
0.6239 Remote Similarity NPD4755 Approved
0.623 Remote Similarity NPD5701 Approved
0.623 Remote Similarity NPD5697 Approved
0.6228 Remote Similarity NPD7087 Discontinued
0.6226 Remote Similarity NPD7145 Approved
0.621 Remote Similarity NPD7290 Approved
0.621 Remote Similarity NPD6883 Approved
0.621 Remote Similarity NPD7102 Approved
0.621 Remote Similarity NPD4634 Approved
0.6195 Remote Similarity NPD4753 Phase 2
0.6195 Remote Similarity NPD6051 Approved
0.6182 Remote Similarity NPD3133 Approved
0.6182 Remote Similarity NPD3666 Approved
0.6182 Remote Similarity NPD3665 Phase 1
0.6174 Remote Similarity NPD4202 Approved
0.6172 Remote Similarity NPD7115 Discovery
0.6168 Remote Similarity NPD6683 Phase 2
0.616 Remote Similarity NPD6617 Approved
0.616 Remote Similarity NPD6847 Approved
0.616 Remote Similarity NPD6869 Approved
0.6136 Remote Similarity NPD7604 Phase 2
0.6134 Remote Similarity NPD5285 Approved
0.6134 Remote Similarity NPD4700 Approved
0.6134 Remote Similarity NPD5286 Approved
0.6134 Remote Similarity NPD4696 Approved
0.6129 Remote Similarity NPD6014 Approved
0.6129 Remote Similarity NPD6012 Approved
0.6129 Remote Similarity NPD6013 Approved
0.6126 Remote Similarity NPD6893 Approved
0.6121 Remote Similarity NPD7748 Approved
0.6117 Remote Similarity NPD7151 Approved
0.6117 Remote Similarity NPD7152 Approved
0.6117 Remote Similarity NPD7150 Approved
0.6111 Remote Similarity NPD7514 Phase 3
0.6111 Remote Similarity NPD6053 Discontinued
0.6107 Remote Similarity NPD5983 Phase 2
0.6106 Remote Similarity NPD6903 Approved
0.6106 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6102 Remote Similarity NPD7902 Approved
0.6095 Remote Similarity NPD5275 Approved
0.6095 Remote Similarity NPD4190 Phase 3
0.6087 Remote Similarity NPD7637 Suspended
0.6087 Remote Similarity NPD8034 Phase 2
0.6087 Remote Similarity NPD8035 Phase 2
0.6083 Remote Similarity NPD4159 Approved
0.6078 Remote Similarity NPD6923 Approved
0.6078 Remote Similarity NPD6922 Approved
0.6074 Remote Similarity NPD8336 Approved
0.6074 Remote Similarity NPD8337 Approved
0.6071 Remote Similarity NPD7521 Approved
0.6071 Remote Similarity NPD6684 Approved
0.6071 Remote Similarity NPD5330 Approved
0.6071 Remote Similarity NPD6409 Approved
0.6071 Remote Similarity NPD7146 Approved
0.6071 Remote Similarity NPD7334 Approved
0.6068 Remote Similarity NPD5695 Phase 3
0.6055 Remote Similarity NPD6902 Approved
0.6053 Remote Similarity NPD5328 Approved
0.605 Remote Similarity NPD5696 Approved
0.605 Remote Similarity NPD4225 Approved
0.6048 Remote Similarity NPD6011 Approved
0.6045 Remote Similarity NPD6336 Discontinued
0.6033 Remote Similarity NPD5226 Approved
0.6033 Remote Similarity NPD5211 Phase 2
0.6033 Remote Similarity NPD4633 Approved
0.6033 Remote Similarity NPD5224 Approved
0.6033 Remote Similarity NPD5225 Approved
0.6032 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4195 Approved
0.6019 Remote Similarity NPD7143 Approved
0.6019 Remote Similarity NPD7144 Approved
0.6016 Remote Similarity NPD4767 Approved
0.6016 Remote Similarity NPD4768 Approved
0.5984 Remote Similarity NPD5174 Approved
0.5984 Remote Similarity NPD5175 Approved
0.5963 Remote Similarity NPD7509 Discontinued
0.5963 Remote Similarity NPD7332 Phase 2
0.595 Remote Similarity NPD5223 Approved
0.5948 Remote Similarity NPD7515 Phase 2
0.5948 Remote Similarity NPD6079 Approved
0.5935 Remote Similarity NPD5141 Approved
0.5932 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5932 Remote Similarity NPD4629 Approved
0.5932 Remote Similarity NPD5210 Approved
0.5929 Remote Similarity NPD3618 Phase 1
0.592 Remote Similarity NPD4729 Approved
0.592 Remote Similarity NPD4730 Approved
0.5917 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6898 Phase 1
0.5902 Remote Similarity NPD7632 Discontinued
0.5893 Remote Similarity NPD3668 Phase 3
0.5882 Remote Similarity NPD8074 Phase 3
0.5877 Remote Similarity NPD4251 Approved
0.5877 Remote Similarity NPD4250 Approved
0.5873 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5862 Remote Similarity NPD3168 Discontinued
0.5856 Remote Similarity NPD4223 Phase 3
0.5856 Remote Similarity NPD4221 Approved
0.5854 Remote Similarity NPD4754 Approved
0.5849 Remote Similarity NPD1811 Approved
0.5849 Remote Similarity NPD1810 Approved
0.5847 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7900 Approved
0.5846 Remote Similarity NPD6274 Approved
0.5841 Remote Similarity NPD7520 Clinical (unspecified phase)

  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