Structure

Physi-Chem Properties

Molecular Weight:  1015.79
Volume:  730.938
LogP:  6.523
LogD:  3.118
LogS:  -3.524
# Rotatable Bonds:  16
TPSA:  193.3
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.038
Synthetic Accessibility Score:  3.554
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:  -6.08
MDCK Permeability:  1.4029040357854683e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.937
20% Bioavailability (F20%):  0.393
30% Bioavailability (F30%):  0.212

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  105.15431213378906%
Volume Distribution (VD):  0.364
Pgp-substrate:  0.6867877244949341%

ADMET: Metabolism

CYP1A2-inhibitor:  0.591
CYP1A2-substrate:  0.024
CYP2C19-inhibitor:  0.953
CYP2C19-substrate:  0.042
CYP2C9-inhibitor:  0.98
CYP2C9-substrate:  0.874
CYP2D6-inhibitor:  0.91
CYP2D6-substrate:  0.328
CYP3A4-inhibitor:  0.619
CYP3A4-substrate:  0.272

ADMET: Excretion

Clearance (CL):  -0.281
Half-life (T1/2):  0.251

ADMET: Toxicity

hERG Blockers:  0.123
Human Hepatotoxicity (H-HT):  0.252
Drug-inuced Liver Injury (DILI):  0.837
AMES Toxicity:  0.025
Rat Oral Acute Toxicity:  0.808
Maximum Recommended Daily Dose:  0.946
Skin Sensitization:  0.909
Carcinogencity:  0.104
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.017

Download Data

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

  Natural Product: NPC469979

Natural Product ID:  NPC469979
Common Name*:   Bastadin 2
IUPAC Name:   (2Z)-3-[3-bromo-5-[2,6-dibromo-4-[(2E)-3-[2-(3-bromo-4-hydroxyphenyl)ethylamino]-2-hydroxyimino-3-oxopropyl]phenoxy]-4-hydroxyphenyl]-N-[2-(3-bromo-4-hydroxyphenyl)ethyl]-2-hydroxyiminopropanamide
Synonyms:   Bastadin 2
Standard InCHIKey:  QLFAUNSOSUFDDN-JRZBPYPZSA-N
Standard InCHI:  InChI=1S/C34H29Br5N4O8/c35-21-9-17(1-3-28(21)44)5-7-40-33(47)26(42-49)14-19-12-24(38)32(25(39)13-19)51-30-16-20(11-23(37)31(30)46)15-27(43-50)34(48)41-8-6-18-2-4-29(45)22(36)10-18/h1-4,9-13,16,44-46,49-50H,5-8,14-15H2,(H,40,47)(H,41,48)/b42-26+,43-27-
SMILES:  C1=CC(=C(C=C1CCNC(=O)C(=NO)CC2=CC(=C(C(=C2)Br)O)OC3=C(C=C(C=C3Br)CC(=NO)C(=O)NCCC4=CC(=C(C=C4)O)Br)Br)Br)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1628273
PubChem CID:   53320792
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]

☑ 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
NPT1522 Organism Neisseria gonorrhoeae Neisseria gonorrhoeae MIC = 50.0 ug PMID[494304]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 50.0 ug PMID[494304]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 6.25 ug PMID[494304]

☑ 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 NPC469979 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9937 High Similarity NPC207819
0.9937 High Similarity NPC473462
0.9937 High Similarity NPC298981
0.9937 High Similarity NPC126128
0.9937 High Similarity NPC110454
0.9874 High Similarity NPC226001
0.9811 High Similarity NPC225130
0.9753 High Similarity NPC74618
0.9753 High Similarity NPC214188
0.9753 High Similarity NPC301941
0.963 High Similarity NPC290534
0.9518 High Similarity NPC144823
0.9461 High Similarity NPC473409
0.9461 High Similarity NPC82741
0.9461 High Similarity NPC141405
0.9401 High Similarity NPC471591
0.9341 High Similarity NPC49172
0.9333 High Similarity NPC475396
0.9231 High Similarity NPC470951
0.9186 High Similarity NPC469721
0.9172 High Similarity NPC475658
0.9172 High Similarity NPC473892
0.9162 High Similarity NPC152205
0.9162 High Similarity NPC475283
0.908 High Similarity NPC469731
0.8982 High Similarity NPC475615
0.8771 High Similarity NPC156055
0.8125 Intermediate Similarity NPC474128
0.8061 Intermediate Similarity NPC258222
0.8012 Intermediate Similarity NPC475432
0.787 Intermediate Similarity NPC156311
0.7853 Intermediate Similarity NPC100478
0.7853 Intermediate Similarity NPC222039
0.7824 Intermediate Similarity NPC473738
0.7785 Intermediate Similarity NPC475735
0.7722 Intermediate Similarity NPC474091
0.7633 Intermediate Similarity NPC109968
0.7605 Intermediate Similarity NPC5462
0.76 Intermediate Similarity NPC50380
0.76 Intermediate Similarity NPC179250
0.7562 Intermediate Similarity NPC114102
0.7514 Intermediate Similarity NPC107602
0.75 Intermediate Similarity NPC213471
0.7485 Intermediate Similarity NPC135349
0.7485 Intermediate Similarity NPC78530
0.7485 Intermediate Similarity NPC47672
0.7472 Intermediate Similarity NPC90984
0.7471 Intermediate Similarity NPC470935
0.7471 Intermediate Similarity NPC471032
0.7439 Intermediate Similarity NPC309667
0.7429 Intermediate Similarity NPC123848
0.7407 Intermediate Similarity NPC214869
0.7391 Intermediate Similarity NPC52029
0.7391 Intermediate Similarity NPC195749
0.7391 Intermediate Similarity NPC35961
0.7356 Intermediate Similarity NPC233926
0.7346 Intermediate Similarity NPC473724
0.7341 Intermediate Similarity NPC127402
0.7329 Intermediate Similarity NPC155838
0.7317 Intermediate Similarity NPC120114
0.7317 Intermediate Similarity NPC71888
0.7317 Intermediate Similarity NPC303993
0.731 Intermediate Similarity NPC277857
0.731 Intermediate Similarity NPC115144
0.7267 Intermediate Similarity NPC251571
0.7267 Intermediate Similarity NPC186898
0.7267 Intermediate Similarity NPC76412
0.7205 Intermediate Similarity NPC304630
0.7205 Intermediate Similarity NPC134431
0.7205 Intermediate Similarity NPC17837
0.7205 Intermediate Similarity NPC156854
0.7186 Intermediate Similarity NPC14600
0.7186 Intermediate Similarity NPC41473
0.7186 Intermediate Similarity NPC204848
0.7186 Intermediate Similarity NPC160607
0.7186 Intermediate Similarity NPC312770
0.716 Intermediate Similarity NPC153990
0.7143 Intermediate Similarity NPC299583
0.7126 Intermediate Similarity NPC474587
0.7126 Intermediate Similarity NPC475132
0.7099 Intermediate Similarity NPC301713
0.7097 Intermediate Similarity NPC32064
0.7091 Intermediate Similarity NPC93882
0.7091 Intermediate Similarity NPC130595
0.7086 Intermediate Similarity NPC7398
0.7083 Intermediate Similarity NPC475293
0.7076 Intermediate Similarity NPC470472
0.7073 Intermediate Similarity NPC99280
0.7073 Intermediate Similarity NPC210655
0.7062 Intermediate Similarity NPC56635
0.7048 Intermediate Similarity NPC285078
0.7048 Intermediate Similarity NPC6854
0.7048 Intermediate Similarity NPC313737
0.7041 Intermediate Similarity NPC296898
0.7025 Intermediate Similarity NPC268572
0.7006 Intermediate Similarity NPC218530
0.6995 Remote Similarity NPC317272
0.6995 Remote Similarity NPC268503
0.6995 Remote Similarity NPC42549
0.6995 Remote Similarity NPC240841
0.6995 Remote Similarity NPC250846
0.6995 Remote Similarity NPC256012
0.6985 Remote Similarity NPC254581
0.6949 Remote Similarity NPC52475
0.6947 Remote Similarity NPC138083
0.6946 Remote Similarity NPC474134
0.6946 Remote Similarity NPC73656
0.6946 Remote Similarity NPC131128
0.6928 Remote Similarity NPC308885
0.6928 Remote Similarity NPC255550
0.6918 Remote Similarity NPC38483
0.6911 Remote Similarity NPC276120
0.691 Remote Similarity NPC18614
0.691 Remote Similarity NPC275027
0.6907 Remote Similarity NPC41122
0.6907 Remote Similarity NPC318805
0.6901 Remote Similarity NPC477837
0.6901 Remote Similarity NPC477838
0.6899 Remote Similarity NPC86947
0.6882 Remote Similarity NPC164608
0.6868 Remote Similarity NPC38980
0.6864 Remote Similarity NPC256307
0.6864 Remote Similarity NPC141023
0.6864 Remote Similarity NPC66840
0.6855 Remote Similarity NPC122009
0.6845 Remote Similarity NPC475215
0.6845 Remote Similarity NPC163810
0.6845 Remote Similarity NPC108434
0.6839 Remote Similarity NPC234069
0.6837 Remote Similarity NPC85381
0.6821 Remote Similarity NPC470372
0.6821 Remote Similarity NPC8577
0.6818 Remote Similarity NPC88896
0.6813 Remote Similarity NPC86007
0.6813 Remote Similarity NPC44270
0.6804 Remote Similarity NPC29531
0.6804 Remote Similarity NPC64140
0.6804 Remote Similarity NPC174122
0.6798 Remote Similarity NPC152947
0.6792 Remote Similarity NPC283468
0.6786 Remote Similarity NPC227953
0.6786 Remote Similarity NPC474753
0.6784 Remote Similarity NPC470470
0.6784 Remote Similarity NPC474673
0.6768 Remote Similarity NPC234318
0.6765 Remote Similarity NPC245386
0.6765 Remote Similarity NPC470471
0.6763 Remote Similarity NPC262189
0.6761 Remote Similarity NPC245974
0.6751 Remote Similarity NPC202866
0.675 Remote Similarity NPC471337
0.675 Remote Similarity NPC104124
0.6747 Remote Similarity NPC202776
0.6746 Remote Similarity NPC189482
0.6744 Remote Similarity NPC271942
0.6744 Remote Similarity NPC474390
0.6743 Remote Similarity NPC247298
0.6742 Remote Similarity NPC182119
0.6736 Remote Similarity NPC121571
0.6736 Remote Similarity NPC8093
0.6736 Remote Similarity NPC259071
0.6736 Remote Similarity NPC77435
0.6728 Remote Similarity NPC153580
0.6728 Remote Similarity NPC170824
0.6728 Remote Similarity NPC47769
0.6728 Remote Similarity NPC226737
0.6728 Remote Similarity NPC299939
0.6728 Remote Similarity NPC196371
0.6727 Remote Similarity NPC110131
0.6727 Remote Similarity NPC220311
0.6705 Remote Similarity NPC55947
0.6705 Remote Similarity NPC260842
0.6701 Remote Similarity NPC474678
0.6701 Remote Similarity NPC471338
0.6701 Remote Similarity NPC249113
0.6687 Remote Similarity NPC127389
0.6687 Remote Similarity NPC290451
0.6686 Remote Similarity NPC254610
0.6686 Remote Similarity NPC166624
0.6686 Remote Similarity NPC193528
0.6686 Remote Similarity NPC197045
0.6685 Remote Similarity NPC153644
0.6684 Remote Similarity NPC30779
0.6667 Remote Similarity NPC475843
0.6667 Remote Similarity NPC106055
0.6667 Remote Similarity NPC124626
0.6667 Remote Similarity NPC143120
0.6667 Remote Similarity NPC274960
0.6667 Remote Similarity NPC473909
0.6667 Remote Similarity NPC470706
0.6667 Remote Similarity NPC110699
0.6667 Remote Similarity NPC272463
0.6667 Remote Similarity NPC22317
0.6667 Remote Similarity NPC71629
0.6667 Remote Similarity NPC263835
0.6667 Remote Similarity NPC296085
0.6667 Remote Similarity NPC41232
0.6667 Remote Similarity NPC63317
0.6649 Remote Similarity NPC66573
0.6647 Remote Similarity NPC156356

  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 NPC469979 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
0.7091 Intermediate Similarity NPD2674 Phase 3
0.6995 Remote Similarity NPD4010 Discontinued
0.6977 Remote Similarity NPD6331 Phase 2
0.6977 Remote Similarity NPD6658 Clinical (unspecified phase)
0.6928 Remote Similarity NPD3144 Approved
0.6928 Remote Similarity NPD3145 Approved
0.6869 Remote Similarity NPD8095 Phase 1
0.6818 Remote Similarity NPD4123 Phase 3
0.6763 Remote Similarity NPD7153 Discontinued
0.6746 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6744 Remote Similarity NPD2161 Phase 2
0.674 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6707 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6686 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6685 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6648 Remote Similarity NPD2122 Discontinued
0.6647 Remote Similarity NPD1558 Phase 1
0.663 Remote Similarity NPD4675 Approved
0.663 Remote Similarity NPD4678 Approved
0.6612 Remote Similarity NPD5773 Approved
0.6612 Remote Similarity NPD5772 Approved
0.6607 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6598 Remote Similarity NPD8054 Approved
0.6598 Remote Similarity NPD8053 Approved
0.6592 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6592 Remote Similarity NPD52 Approved
0.6592 Remote Similarity NPD7526 Approved
0.6588 Remote Similarity NPD7477 Discontinued
0.6587 Remote Similarity NPD6584 Phase 3
0.658 Remote Similarity NPD2802 Phase 3
0.6571 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6536 Remote Similarity NPD4739 Approved
0.6534 Remote Similarity NPD4162 Approved
0.6524 Remote Similarity NPD7201 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7833 Phase 2
0.6505 Remote Similarity NPD8070 Approved
0.6505 Remote Similarity NPD7831 Phase 2
0.6505 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6503 Remote Similarity NPD3778 Approved
0.6484 Remote Similarity NPD4005 Discontinued
0.6467 Remote Similarity NPD2922 Phase 1
0.6461 Remote Similarity NPD5241 Discontinued
0.6446 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6444 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6441 Remote Similarity NPD3060 Approved
0.6433 Remote Similarity NPD5110 Phase 2
0.6433 Remote Similarity NPD5109 Approved
0.6433 Remote Similarity NPD5111 Phase 2
0.6433 Remote Similarity NPD5718 Phase 2
0.6407 Remote Similarity NPD6582 Phase 2
0.6407 Remote Similarity NPD6583 Phase 3
0.6407 Remote Similarity NPD1669 Approved
0.64 Remote Similarity NPD6029 Clinical (unspecified phase)
0.64 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6391 Remote Similarity NPD7451 Discontinued
0.6384 Remote Similarity NPD7037 Approved
0.6364 Remote Similarity NPD7773 Phase 2
0.6354 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1375 Discontinued
0.6324 Remote Similarity NPD6072 Discontinued
0.6316 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6312 Remote Similarity NPD228 Approved
0.629 Remote Similarity NPD5722 Discontinued
0.6273 Remote Similarity NPD821 Approved
0.6272 Remote Similarity NPD5310 Approved
0.6272 Remote Similarity NPD5311 Approved
0.6264 Remote Similarity NPD3985 Discontinued
0.6257 Remote Similarity NPD4236 Phase 3
0.6257 Remote Similarity NPD2977 Approved
0.6257 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6257 Remote Similarity NPD4237 Approved
0.6257 Remote Similarity NPD2978 Approved
0.625 Remote Similarity NPD6896 Approved
0.625 Remote Similarity NPD6688 Approved
0.625 Remote Similarity NPD4083 Discontinued
0.625 Remote Similarity NPD6895 Approved
0.625 Remote Similarity NPD6687 Approved
0.6243 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6243 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6237 Remote Similarity NPD8099 Discontinued
0.6237 Remote Similarity NPD8252 Approved
0.6237 Remote Similarity NPD7438 Suspended
0.6237 Remote Similarity NPD8251 Approved
0.6236 Remote Similarity NPD3656 Approved
0.6235 Remote Similarity NPD3055 Approved
0.6235 Remote Similarity NPD3053 Approved
0.623 Remote Similarity NPD2184 Approved
0.623 Remote Similarity NPD2183 Approved
0.6218 Remote Similarity NPD27 Approved
0.6218 Remote Similarity NPD2489 Approved
0.6213 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6205 Remote Similarity NPD8156 Discontinued
0.6201 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6198 Remote Similarity NPD7608 Discontinued
0.6196 Remote Similarity NPD6030 Approved
0.6196 Remote Similarity NPD6031 Approved
0.6193 Remote Similarity NPD2653 Approved
0.6193 Remote Similarity NPD2157 Approved
0.6186 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6185 Remote Similarity NPD3027 Phase 3
0.6183 Remote Similarity NPD3296 Phase 1
0.6175 Remote Similarity NPD7020 Approved
0.6175 Remote Similarity NPD7019 Approved
0.6175 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6171 Remote Similarity NPD1613 Approved
0.6171 Remote Similarity NPD1612 Clinical (unspecified phase)
0.617 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6169 Remote Similarity NPD7906 Approved
0.6167 Remote Similarity NPD5177 Phase 3
0.6163 Remote Similarity NPD1712 Approved
0.6163 Remote Similarity NPD4993 Discontinued
0.6158 Remote Similarity NPD5604 Discontinued
0.6158 Remote Similarity NPD4055 Discovery
0.6154 Remote Similarity NPD2235 Phase 2
0.6154 Remote Similarity NPD7493 Clinical (unspecified phase)
0.6154 Remote Similarity NPD2231 Phase 2
0.6145 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6135 Remote Similarity NPD5283 Phase 1
0.6129 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6129 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6124 Remote Similarity NPD1169 Approved
0.6124 Remote Similarity NPD4108 Discontinued
0.6124 Remote Similarity NPD7425 Clinical (unspecified phase)
0.612 Remote Similarity NPD6087 Phase 1
0.6114 Remote Similarity NPD1423 Approved
0.6114 Remote Similarity NPD3051 Approved
0.6102 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6102 Remote Similarity NPD3052 Approved
0.6102 Remote Similarity NPD3054 Approved
0.6099 Remote Similarity NPD3692 Discontinued
0.6096 Remote Similarity NPD6502 Phase 2
0.6087 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6087 Remote Similarity NPD3536 Discontinued
0.6087 Remote Similarity NPD7447 Phase 1
0.6087 Remote Similarity NPD4584 Approved
0.6085 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6082 Remote Similarity NPD2969 Approved
0.6082 Remote Similarity NPD2970 Approved
0.608 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6077 Remote Similarity NPD2459 Approved
0.6077 Remote Similarity NPD2458 Approved
0.6077 Remote Similarity NPD2460 Phase 3
0.6075 Remote Similarity NPD3686 Approved
0.6075 Remote Similarity NPD3687 Approved
0.6075 Remote Similarity NPD4003 Phase 3
0.6074 Remote Similarity NPD9377 Approved
0.6074 Remote Similarity NPD9379 Approved
0.6071 Remote Similarity NPD2667 Approved
0.6071 Remote Similarity NPD2668 Approved
0.6069 Remote Similarity NPD2407 Clinical (unspecified phase)
0.6054 Remote Similarity NPD3647 Clinical (unspecified phase)
0.6053 Remote Similarity NPD2296 Approved
0.6053 Remote Similarity NPD6063 Approved
0.6052 Remote Similarity NPD8398 Clinical (unspecified phase)
0.605 Remote Similarity NPD4577 Approved
0.605 Remote Similarity NPD4578 Approved
0.6048 Remote Similarity NPD6581 Approved
0.6048 Remote Similarity NPD6580 Approved
0.6043 Remote Similarity NPD3111 Phase 1
0.6043 Remote Similarity NPD5811 Approved
0.6041 Remote Similarity NPD4873 Discontinued
0.604 Remote Similarity NPD4663 Approved
0.6033 Remote Similarity NPD4357 Discontinued
0.6033 Remote Similarity NPD7212 Phase 2
0.6033 Remote Similarity NPD7213 Phase 3
0.6032 Remote Similarity NPD4433 Discontinued
0.6031 Remote Similarity NPD4606 Clinical (unspecified phase)
0.603 Remote Similarity NPD7038 Approved
0.603 Remote Similarity NPD7039 Approved
0.6029 Remote Similarity NPD5641 Discontinued
0.6023 Remote Similarity NPD4474 Approved
0.6023 Remote Similarity NPD3530 Approved
0.6023 Remote Similarity NPD839 Approved
0.6023 Remote Similarity NPD840 Approved
0.6023 Remote Similarity NPD4475 Approved
0.6023 Remote Similarity NPD3531 Approved
0.6023 Remote Similarity NPD3532 Approved
0.6022 Remote Similarity NPD7131 Phase 3
0.6022 Remote Similarity NPD1044 Clinical (unspecified phase)
0.6022 Remote Similarity NPD2808 Discontinued
0.6021 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6012 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6011 Remote Similarity NPD2219 Phase 1
0.6011 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6011 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6011 Remote Similarity NPD5314 Approved
0.601 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6 Remote Similarity NPD7095 Approved
0.6 Remote Similarity NPD5929 Approved
0.6 Remote Similarity NPD1024 Discontinued
0.6 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6 Remote Similarity NPD1223 Clinical (unspecified phase)
0.6 Remote Similarity NPD9718 Approved
0.6 Remote Similarity NPD2874 Phase 2
0.6 Remote Similarity NPD7450 Phase 2
0.599 Remote Similarity NPD2804 Phase 1
0.5989 Remote Similarity NPD2883 Discontinued
0.5989 Remote Similarity NPD3059 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