Structure

Physi-Chem Properties

Molecular Weight:  1013.77
Volume:  722.381
LogP:  6.744
LogD:  2.925
LogS:  -4.018
# Rotatable Bonds:  0
TPSA:  182.3
# H-Bond Aceptor:  12
# H-Bond Donor:  6
# Rings:  7
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.075
Synthetic Accessibility Score:  5.984
Fsp3:  0.176
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:  -6.043
MDCK Permeability:  1.348930618405575e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.954
20% Bioavailability (F20%):  0.08
30% Bioavailability (F30%):  0.09

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  105.56787109375%
Volume Distribution (VD):  0.366
Pgp-substrate:  0.6760635375976562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.317
CYP1A2-substrate:  0.032
CYP2C19-inhibitor:  0.951
CYP2C19-substrate:  0.048
CYP2C9-inhibitor:  0.981
CYP2C9-substrate:  0.838
CYP2D6-inhibitor:  0.776
CYP2D6-substrate:  0.241
CYP3A4-inhibitor:  0.567
CYP3A4-substrate:  0.347

ADMET: Excretion

Clearance (CL):  -0.35
Half-life (T1/2):  0.134

ADMET: Toxicity

hERG Blockers:  0.067
Human Hepatotoxicity (H-HT):  0.282
Drug-inuced Liver Injury (DILI):  0.627
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.935
Maximum Recommended Daily Dose:  0.963
Skin Sensitization:  0.896
Carcinogencity:  0.102
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.023

Download Data

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

  Natural Product: NPC110454

Natural Product ID:  NPC110454
Common Name*:   Bastadin 19
IUPAC Name:   n.a.
Synonyms:   (E,E)-Bastadin-19; Bastadin 19
Standard InCHIKey:  AHBBQQLIUBAPCY-DCRHPOARSA-N
Standard InCHI:  InChI=1S/C34H27Br5N4O8/c35-20-7-16-1-2-27(20)50-28-14-17(8-21(36)30(28)44)4-6-41-34(47)26(43-49)13-19-9-22(37)31(45)29(15-19)51-32-23(38)10-18(11-24(32)39)12-25(42-48)33(46)40-5-3-16/h1-2,7-11,14-15,44-45,48-49H,3-6,12-13H2,(H,40,46)(H,41,47)/b42-25+,43-26+
SMILES:  c1cc2c(cc1CCN=C(/C(=N/O)/Cc1cc(c(c(c1)Br)Oc1cc(cc(c1O)Br)C/C(=NO)/C(=NCCc1cc(c(c(c1)O2)O)Br)O)Br)O)Br
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL506286
PubChem CID:   6413514
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds

*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
NPO33031 ianthella cf. reticulata Species Ianthellidae Eukaryota n.a. n.a. n.a. PMID[20102170]
NPO16920 Ianthella basta Species Ianthellidae Eukaryota n.a. Papua New Guinea n.a. PMID[2089117]
NPO29858 Ianthella Genus Ianthellidae Eukaryota n.a. n.a. n.a. PMID[21214221]
NPO16920 Ianthella basta Species Ianthellidae Eukaryota n.a. n.a. n.a. PMID[23249297]
NPO16920 Ianthella basta Species Ianthellidae Eukaryota n.a. Bismarck archipelago n.a. PMID[7623047]
NPO16920 Ianthella basta Species Ianthellidae Eukaryota n.a. Papua New Guinea n.a. PMID[8904842]
NPO16920 Ianthella basta Species Ianthellidae Eukaryota n.a. n.a. n.a. PMID[8988595]
NPO16920 Ianthella basta Species Ianthellidae 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
NPT4277 Individual Protein Ryanodine receptor 1 Homo sapiens EC50 > 100000.0 nM PMID[515081]
NPT2699 Individual Protein Ryanodine receptor 1 Oryctolagus cuniculus EC50 > 100000.0 nM PMID[515082]
NPT737 Cell Line HUVEC Homo sapiens IC50 = 120.0 nM PMID[515084]
NPT471 Organism Trypanosoma brucei brucei Trypanosoma brucei brucei IC50 = 1310.0 nM PMID[515083]
NPT2 Others Unspecified Ratio IC50 = 19.0 n.a. PMID[515084]

☑ 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 NPC110454 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 NPC126128
1.0 High Similarity NPC207819
1.0 High Similarity NPC298981
1.0 High Similarity NPC473462
0.9937 High Similarity NPC226001
0.9937 High Similarity NPC469979
0.9874 High Similarity NPC225130
0.9815 High Similarity NPC214188
0.9815 High Similarity NPC74618
0.9815 High Similarity NPC301941
0.9691 High Similarity NPC290534
0.9578 High Similarity NPC144823
0.9521 High Similarity NPC82741
0.9521 High Similarity NPC141405
0.9521 High Similarity NPC473409
0.9461 High Similarity NPC471591
0.9401 High Similarity NPC49172
0.9394 High Similarity NPC475396
0.9244 High Similarity NPC469721
0.9231 High Similarity NPC473892
0.9231 High Similarity NPC475658
0.9176 High Similarity NPC470951
0.9138 High Similarity NPC469731
0.9107 High Similarity NPC475283
0.9107 High Similarity NPC152205
0.9042 High Similarity NPC475615
0.8827 High Similarity NPC156055
0.8075 Intermediate Similarity NPC474128
0.8012 Intermediate Similarity NPC258222
0.7964 Intermediate Similarity NPC475432
0.7824 Intermediate Similarity NPC156311
0.7805 Intermediate Similarity NPC222039
0.7805 Intermediate Similarity NPC100478
0.7778 Intermediate Similarity NPC473738
0.7736 Intermediate Similarity NPC475735
0.7673 Intermediate Similarity NPC474091
0.7588 Intermediate Similarity NPC109968
0.756 Intermediate Similarity NPC5462
0.7557 Intermediate Similarity NPC50380
0.7557 Intermediate Similarity NPC179250
0.7516 Intermediate Similarity NPC114102
0.7471 Intermediate Similarity NPC107602
0.7469 Intermediate Similarity NPC214869
0.7455 Intermediate Similarity NPC213471
0.7442 Intermediate Similarity NPC47672
0.744 Intermediate Similarity NPC135349
0.744 Intermediate Similarity NPC78530
0.743 Intermediate Similarity NPC90984
0.7427 Intermediate Similarity NPC471032
0.7427 Intermediate Similarity NPC470935
0.7394 Intermediate Similarity NPC309667
0.7386 Intermediate Similarity NPC123848
0.7368 Intermediate Similarity NPC115144
0.7368 Intermediate Similarity NPC277857
0.7346 Intermediate Similarity NPC52029
0.7346 Intermediate Similarity NPC35961
0.7346 Intermediate Similarity NPC195749
0.7314 Intermediate Similarity NPC233926
0.7301 Intermediate Similarity NPC473724
0.7299 Intermediate Similarity NPC127402
0.7284 Intermediate Similarity NPC155838
0.7273 Intermediate Similarity NPC120114
0.7273 Intermediate Similarity NPC71888
0.7273 Intermediate Similarity NPC303993
0.7225 Intermediate Similarity NPC76412
0.7222 Intermediate Similarity NPC251571
0.7222 Intermediate Similarity NPC153990
0.7222 Intermediate Similarity NPC186898
0.716 Intermediate Similarity NPC156854
0.716 Intermediate Similarity NPC17837
0.716 Intermediate Similarity NPC304630
0.716 Intermediate Similarity NPC301713
0.716 Intermediate Similarity NPC134431
0.7152 Intermediate Similarity NPC93882
0.7152 Intermediate Similarity NPC130595
0.7151 Intermediate Similarity NPC32064
0.7143 Intermediate Similarity NPC14600
0.7143 Intermediate Similarity NPC204848
0.7143 Intermediate Similarity NPC312770
0.7143 Intermediate Similarity NPC160607
0.7143 Intermediate Similarity NPC41473
0.7108 Intermediate Similarity NPC285078
0.7108 Intermediate Similarity NPC6854
0.7108 Intermediate Similarity NPC313737
0.7101 Intermediate Similarity NPC299583
0.7083 Intermediate Similarity NPC474587
0.7083 Intermediate Similarity NPC475132
0.7066 Intermediate Similarity NPC218530
0.7049 Intermediate Similarity NPC240841
0.7049 Intermediate Similarity NPC250846
0.7049 Intermediate Similarity NPC42549
0.7049 Intermediate Similarity NPC317272
0.7049 Intermediate Similarity NPC256012
0.7049 Intermediate Similarity NPC268503
0.7045 Intermediate Similarity NPC7398
0.7041 Intermediate Similarity NPC475293
0.7035 Intermediate Similarity NPC254581
0.7035 Intermediate Similarity NPC470472
0.703 Intermediate Similarity NPC210655
0.703 Intermediate Similarity NPC99280
0.7022 Intermediate Similarity NPC56635
0.7 Intermediate Similarity NPC296898
0.7 Intermediate Similarity NPC138083
0.6988 Remote Similarity NPC255550
0.6988 Remote Similarity NPC308885
0.6981 Remote Similarity NPC268572
0.6966 Remote Similarity NPC275027
0.6963 Remote Similarity NPC276120
0.6959 Remote Similarity NPC41122
0.6959 Remote Similarity NPC318805
0.6935 Remote Similarity NPC164608
0.691 Remote Similarity NPC52475
0.6905 Remote Similarity NPC474134
0.6905 Remote Similarity NPC73656
0.6905 Remote Similarity NPC131128
0.6898 Remote Similarity NPC108434
0.6898 Remote Similarity NPC475215
0.6891 Remote Similarity NPC234069
0.6888 Remote Similarity NPC85381
0.6875 Remote Similarity NPC38483
0.6872 Remote Similarity NPC18614
0.686 Remote Similarity NPC477838
0.686 Remote Similarity NPC477837
0.6856 Remote Similarity NPC174122
0.6856 Remote Similarity NPC64140
0.6856 Remote Similarity NPC29531
0.6855 Remote Similarity NPC86947
0.6837 Remote Similarity NPC227953
0.6831 Remote Similarity NPC38980
0.6824 Remote Similarity NPC66840
0.6824 Remote Similarity NPC256307
0.6824 Remote Similarity NPC141023
0.6818 Remote Similarity NPC234318
0.6813 Remote Similarity NPC122009
0.6805 Remote Similarity NPC163810
0.6802 Remote Similarity NPC202866
0.6798 Remote Similarity NPC182119
0.6788 Remote Similarity NPC77435
0.6788 Remote Similarity NPC259071
0.6782 Remote Similarity NPC470372
0.6782 Remote Similarity NPC8577
0.678 Remote Similarity NPC88896
0.677 Remote Similarity NPC44270
0.677 Remote Similarity NPC86007
0.676 Remote Similarity NPC152947
0.6753 Remote Similarity NPC249113
0.675 Remote Similarity NPC283468
0.6746 Remote Similarity NPC474753
0.6744 Remote Similarity NPC474673
0.6744 Remote Similarity NPC470470
0.6736 Remote Similarity NPC30779
0.6725 Remote Similarity NPC470471
0.6725 Remote Similarity NPC245386
0.6724 Remote Similarity NPC262189
0.6723 Remote Similarity NPC245974
0.6716 Remote Similarity NPC471337
0.6708 Remote Similarity NPC104124
0.6707 Remote Similarity NPC202776
0.6706 Remote Similarity NPC189482
0.6705 Remote Similarity NPC271942
0.6705 Remote Similarity NPC247298
0.6705 Remote Similarity NPC474390
0.6702 Remote Similarity NPC66573
0.6701 Remote Similarity NPC8093
0.6701 Remote Similarity NPC121571
0.6687 Remote Similarity NPC47769
0.6687 Remote Similarity NPC153580
0.6687 Remote Similarity NPC299939
0.6687 Remote Similarity NPC226737
0.6687 Remote Similarity NPC220311
0.6687 Remote Similarity NPC110131
0.6687 Remote Similarity NPC170824
0.6687 Remote Similarity NPC196371
0.6684 Remote Similarity NPC286119
0.6667 Remote Similarity NPC174607
0.6667 Remote Similarity NPC478189
0.6667 Remote Similarity NPC25084
0.6667 Remote Similarity NPC55947
0.6667 Remote Similarity NPC13020
0.6667 Remote Similarity NPC140359
0.6667 Remote Similarity NPC474678
0.6667 Remote Similarity NPC260842
0.6667 Remote Similarity NPC247639
0.6667 Remote Similarity NPC471338
0.6649 Remote Similarity NPC49075
0.6649 Remote Similarity NPC104196
0.6649 Remote Similarity NPC42663
0.6649 Remote Similarity NPC7715
0.6649 Remote Similarity NPC279228
0.6649 Remote Similarity NPC258657
0.6649 Remote Similarity NPC185639
0.6649 Remote Similarity NPC222661
0.6649 Remote Similarity NPC182052
0.6649 Remote Similarity NPC90998
0.6649 Remote Similarity NPC251735
0.6649 Remote Similarity NPC311973
0.6649 Remote Similarity NPC290005
0.6649 Remote Similarity NPC54654
0.6649 Remote Similarity NPC239824
0.6649 Remote Similarity NPC290582

  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 NPC110454 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
0.7152 Intermediate Similarity NPD2674 Phase 3
0.7049 Intermediate Similarity NPD4010 Discontinued
0.7035 Intermediate Similarity NPD6331 Phase 2
0.7035 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.6988 Remote Similarity NPD3144 Approved
0.6988 Remote Similarity NPD3145 Approved
0.6919 Remote Similarity NPD8095 Phase 1
0.6875 Remote Similarity NPD4123 Phase 3
0.6821 Remote Similarity NPD7153 Discontinued
0.6802 Remote Similarity NPD2161 Phase 2
0.6706 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6685 Remote Similarity NPD4675 Approved
0.6685 Remote Similarity NPD4678 Approved
0.6667 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5772 Approved
0.6667 Remote Similarity NPD5773 Approved
0.6649 Remote Similarity NPD8053 Approved
0.6649 Remote Similarity NPD8054 Approved
0.6648 Remote Similarity NPD52 Approved
0.6648 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6648 Remote Similarity NPD7526 Approved
0.6648 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6647 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6611 Remote Similarity NPD2122 Discontinued
0.6608 Remote Similarity NPD1558 Phase 1
0.6592 Remote Similarity NPD4739 Approved
0.6591 Remote Similarity NPD4162 Approved
0.6578 Remote Similarity NPD7201 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7831 Phase 2
0.6559 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7833 Phase 2
0.655 Remote Similarity NPD7477 Discontinued
0.6548 Remote Similarity NPD6584 Phase 3
0.6546 Remote Similarity NPD2802 Phase 3
0.6538 Remote Similarity NPD4005 Discontinued
0.6534 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5241 Discontinued
0.6497 Remote Similarity NPD3060 Approved
0.6491 Remote Similarity NPD5718 Phase 2
0.6471 Remote Similarity NPD8070 Approved
0.6467 Remote Similarity NPD3778 Approved
0.6457 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6429 Remote Similarity NPD2922 Phase 1
0.6417 Remote Similarity NPD7773 Phase 2
0.6409 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6409 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6407 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6398 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5109 Approved
0.6395 Remote Similarity NPD5110 Phase 2
0.6395 Remote Similarity NPD5111 Phase 2
0.6384 Remote Similarity NPD1375 Discontinued
0.6369 Remote Similarity NPD1669 Approved
0.6369 Remote Similarity NPD6582 Phase 2
0.6369 Remote Similarity NPD6583 Phase 3
0.6353 Remote Similarity NPD7451 Discontinued
0.6348 Remote Similarity NPD7037 Approved
0.6331 Remote Similarity NPD5311 Approved
0.6331 Remote Similarity NPD5310 Approved
0.631 Remote Similarity NPD2977 Approved
0.631 Remote Similarity NPD2978 Approved
0.6307 Remote Similarity NPD6895 Approved
0.6307 Remote Similarity NPD6896 Approved
0.6302 Remote Similarity NPD6687 Approved
0.6302 Remote Similarity NPD4083 Discontinued
0.6302 Remote Similarity NPD6688 Approved
0.6298 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6294 Remote Similarity NPD3053 Approved
0.6294 Remote Similarity NPD3055 Approved
0.629 Remote Similarity NPD6072 Discontinued
0.6289 Remote Similarity NPD8252 Approved
0.6289 Remote Similarity NPD8251 Approved
0.6289 Remote Similarity NPD8099 Discontinued
0.6279 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6273 Remote Similarity NPD228 Approved
0.6269 Remote Similarity NPD27 Approved
0.6269 Remote Similarity NPD2489 Approved
0.6257 Remote Similarity NPD5722 Discontinued
0.6257 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6256 Remote Similarity NPD8156 Discontinued
0.625 Remote Similarity NPD2653 Approved
0.625 Remote Similarity NPD6030 Approved
0.625 Remote Similarity NPD6031 Approved
0.6237 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3296 Phase 1
0.6235 Remote Similarity NPD821 Approved
0.623 Remote Similarity NPD3985 Discontinued
0.623 Remote Similarity NPD7019 Approved
0.623 Remote Similarity NPD7020 Approved
0.623 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4236 Phase 3
0.6222 Remote Similarity NPD4237 Approved
0.6221 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6219 Remote Similarity NPD7906 Approved
0.6211 Remote Similarity NPD4055 Discovery
0.6207 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6205 Remote Similarity NPD7493 Clinical (unspecified phase)
0.6203 Remote Similarity NPD7438 Suspended
0.6201 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6201 Remote Similarity NPD3656 Approved
0.6196 Remote Similarity NPD2183 Approved
0.6196 Remote Similarity NPD2184 Approved
0.6183 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6183 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6166 Remote Similarity NPD7608 Discontinued
0.6166 Remote Similarity NPD3051 Approved
0.6158 Remote Similarity NPD2157 Approved
0.6154 Remote Similarity NPD3692 Discontinued
0.615 Remote Similarity NPD6502 Phase 2
0.6149 Remote Similarity NPD3027 Phase 3
0.6141 Remote Similarity NPD4584 Approved
0.6141 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6138 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6136 Remote Similarity NPD1613 Approved
0.6136 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6135 Remote Similarity NPD9379 Approved
0.6135 Remote Similarity NPD9377 Approved
0.6134 Remote Similarity NPD2969 Approved
0.6134 Remote Similarity NPD2970 Approved
0.6133 Remote Similarity NPD2460 Phase 3
0.6133 Remote Similarity NPD5177 Phase 3
0.6133 Remote Similarity NPD2458 Approved
0.6133 Remote Similarity NPD2459 Approved
0.6131 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6129 Remote Similarity NPD3686 Approved
0.6129 Remote Similarity NPD3687 Approved
0.6127 Remote Similarity NPD1712 Approved
0.6127 Remote Similarity NPD4993 Discontinued
0.6126 Remote Similarity NPD5604 Discontinued
0.6118 Remote Similarity NPD2231 Phase 2
0.6118 Remote Similarity NPD2235 Phase 2
0.6108 Remote Similarity NPD3647 Clinical (unspecified phase)
0.61 Remote Similarity NPD4577 Approved
0.61 Remote Similarity NPD4578 Approved
0.6098 Remote Similarity NPD5283 Phase 1
0.6094 Remote Similarity NPD8398 Clinical (unspecified phase)
0.6091 Remote Similarity NPD4873 Discontinued
0.6089 Remote Similarity NPD4663 Approved
0.6089 Remote Similarity NPD1169 Approved
0.6089 Remote Similarity NPD7425 Clinical (unspecified phase)
0.6089 Remote Similarity NPD4108 Discontinued
0.6087 Remote Similarity NPD6087 Phase 1
0.608 Remote Similarity NPD7038 Approved
0.608 Remote Similarity NPD1423 Approved
0.608 Remote Similarity NPD7039 Approved
0.608 Remote Similarity NPD839 Approved
0.608 Remote Similarity NPD840 Approved
0.6078 Remote Similarity NPD5641 Discontinued
0.6073 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6067 Remote Similarity NPD3052 Approved
0.6067 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5314 Approved
0.6067 Remote Similarity NPD3054 Approved
0.6066 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6057 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6054 Remote Similarity NPD2874 Phase 2
0.6054 Remote Similarity NPD3536 Discontinued
0.6054 Remote Similarity NPD7447 Phase 1
0.6053 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6045 Remote Similarity NPD3061 Approved
0.6045 Remote Similarity NPD3059 Approved
0.6045 Remote Similarity NPD3062 Approved
0.6043 Remote Similarity NPD4003 Phase 3
0.6039 Remote Similarity NPD2804 Phase 1
0.6036 Remote Similarity NPD2667 Approved
0.6036 Remote Similarity NPD2668 Approved
0.6034 Remote Similarity NPD2407 Clinical (unspecified phase)
0.6033 Remote Similarity NPD3845 Phase 1
0.6033 Remote Similarity NPD7124 Phase 2
0.6032 Remote Similarity NPD4773 Phase 2
0.6032 Remote Similarity NPD4772 Phase 2
0.6029 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6023 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6021 Remote Similarity NPD2296 Approved
0.6021 Remote Similarity NPD6063 Approved
0.602 Remote Similarity NPD7312 Approved
0.602 Remote Similarity NPD7313 Approved
0.602 Remote Similarity NPD3337 Discontinued
0.602 Remote Similarity NPD7311 Approved
0.602 Remote Similarity NPD7310 Approved
0.6012 Remote Similarity NPD6580 Approved
0.6012 Remote Similarity NPD6581 Approved
0.6011 Remote Similarity NPD3455 Phase 2
0.6011 Remote Similarity NPD3111 Phase 1
0.6011 Remote Similarity NPD5811 Approved
0.6 Remote Similarity NPD4357 Discontinued
0.6 Remote Similarity NPD5720 Discontinued
0.6 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6 Remote Similarity NPD4433 Discontinued
0.6 Remote Similarity NPD7212 Phase 2
0.6 Remote Similarity NPD7213 Phase 3
0.599 Remote Similarity NPD7309 Approved
0.599 Remote Similarity NPD6788 Approved
0.5989 Remote Similarity NPD1044 Clinical (unspecified phase)
0.5989 Remote Similarity NPD2808 Discontinued

  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