Structure

Physi-Chem Properties

Molecular Weight:  1206.6
Volume:  1143.512
LogP:  1.097
LogD:  1.095
LogS:  -3.348
# Rotatable Bonds:  13
TPSA:  401.82
# H-Bond Aceptor:  26
# H-Bond Donor:  14
# Rings:  11
# Heavy Atoms:  26

MedChem Properties

QED Drug-Likeness Score:  0.082
Synthetic Accessibility Score:  7.32
Fsp3:  0.983
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:  -6.324
MDCK Permeability:  0.00010745441250037402
Pgp-inhibitor:  0.02
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.999
20% Bioavailability (F20%):  0.027
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.188
Plasma Protein Binding (PPB):  50.95349884033203%
Volume Distribution (VD):  -0.129
Pgp-substrate:  18.040529251098633%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.982
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.201
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.001
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.024
CYP3A4-inhibitor:  0.054
CYP3A4-substrate:  0.002

ADMET: Excretion

Clearance (CL):  -0.205
Half-life (T1/2):  0.826

ADMET: Toxicity

hERG Blockers:  0.321
Human Hepatotoxicity (H-HT):  0.176
Drug-inuced Liver Injury (DILI):  0.006
AMES Toxicity:  0.077
Rat Oral Acute Toxicity:  0.105
Maximum Recommended Daily Dose:  0.135
Skin Sensitization:  0.8
Carcinogencity:  0.012
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.701

Download Data

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

  Natural Product: NPC471430

Natural Product ID:  NPC471430
Common Name*:   VFNGPIVRIOCNAP-YSGSYMSISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  VFNGPIVRIOCNAP-YSGSYMSISA-N
Standard InCHI:  InChI=1S/C58H94O26/c1-24-34(64)39(69)42(72)48(77-24)82-44-37(67)27(19-60)79-51(46(44)84-47-41(71)35(65)25(62)20-74-47)80-28-21-75-50(45(38(28)68)83-49-43(73)40(70)36(66)26(18-59)78-49)81-33-10-11-54(5)29(52(33,2)3)8-12-55(6)30(54)9-13-58-31-16-53(4,22-61)14-15-57(31,23-76-58)32(63)17-56(55,58)7/h24-31,33-51,59-62,64-73H,8-23H2,1-7H3/t24-,25+,26+,27+,28-,29-,30+,31+,33-,34-,35-,36+,37+,38-,39+,40-,41+,42+,43+,44-,45+,46+,47-,48-,49-,50-,51-,53-,54-,55+,56-,57+,58-/m0/s1
SMILES:  CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)OC4COC(C(C4O)OC5C(C(C(C(O5)CO)O)O)O)OC6CCC7(C(C6(C)C)CCC8(C7CCC91C8(CC(=O)C2(C9CC(CC2)(C)CO)CO1)C)C)C)CO)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2442984
PubChem CID:   73357194
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO32586 ardisia gigantifolia stapf. Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[24095094]

☑ 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
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 3410.0 nM PMID[451897]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 3600.0 nM PMID[451897]
NPT81 Cell Line A549 Homo sapiens IC50 = 3770.0 nM PMID[451897]

☑ 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 NPC471430 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
0.9898 High Similarity NPC184805
0.9898 High Similarity NPC273189
0.9796 High Similarity NPC267637
0.9604 High Similarity NPC22709
0.9592 High Similarity NPC80640
0.951 High Similarity NPC470622
0.951 High Similarity NPC66513
0.9505 High Similarity NPC207693
0.9412 High Similarity NPC87393
0.9388 High Similarity NPC80417
0.9143 High Similarity NPC157571
0.9126 High Similarity NPC471626
0.9126 High Similarity NPC262567
0.9126 High Similarity NPC231566
0.9126 High Similarity NPC473688
0.9029 High Similarity NPC126753
0.9029 High Similarity NPC475234
0.9029 High Similarity NPC138219
0.9029 High Similarity NPC475630
0.9029 High Similarity NPC40716
0.8972 High Similarity NPC477465
0.8952 High Similarity NPC471431
0.8932 High Similarity NPC119628
0.8932 High Similarity NPC158367
0.8932 High Similarity NPC158051
0.8835 High Similarity NPC469827
0.8812 High Similarity NPC471427
0.8812 High Similarity NPC471426
0.8812 High Similarity NPC471428
0.8788 High Similarity NPC471424
0.8788 High Similarity NPC205129
0.8788 High Similarity NPC471425
0.8788 High Similarity NPC189575
0.8788 High Similarity NPC106701
0.8788 High Similarity NPC471429
0.8762 High Similarity NPC469826
0.8713 High Similarity NPC471375
0.8713 High Similarity NPC471374
0.8713 High Similarity NPC209798
0.8692 High Similarity NPC469824
0.8687 High Similarity NPC148593
0.8687 High Similarity NPC471373
0.8687 High Similarity NPC77717
0.8687 High Similarity NPC267238
0.8687 High Similarity NPC253611
0.8679 High Similarity NPC94086
0.8679 High Similarity NPC469825
0.8679 High Similarity NPC233433
0.8679 High Similarity NPC473817
0.8679 High Similarity NPC220836
0.8679 High Similarity NPC92297
0.8679 High Similarity NPC273002
0.8641 High Similarity NPC310031
0.8641 High Similarity NPC80191
0.8627 High Similarity NPC51579
0.8586 High Similarity NPC171741
0.8586 High Similarity NPC470623
0.8586 High Similarity NPC18724
0.8586 High Similarity NPC323231
0.8586 High Similarity NPC224003
0.8585 High Similarity NPC92890
0.8585 High Similarity NPC202898
0.8585 High Similarity NPC475319
0.8544 High Similarity NPC477172
0.8468 Intermediate Similarity NPC179429
0.8447 Intermediate Similarity NPC20028
0.8396 Intermediate Similarity NPC215408
0.8393 Intermediate Similarity NPC470513
0.8393 Intermediate Similarity NPC470514
0.8333 Intermediate Similarity NPC275225
0.8333 Intermediate Similarity NPC51099
0.8333 Intermediate Similarity NPC68767
0.8333 Intermediate Similarity NPC228190
0.8333 Intermediate Similarity NPC236753
0.8333 Intermediate Similarity NPC293031
0.8319 Intermediate Similarity NPC207738
0.8273 Intermediate Similarity NPC477492
0.8246 Intermediate Similarity NPC142151
0.8246 Intermediate Similarity NPC473645
0.8246 Intermediate Similarity NPC144644
0.8246 Intermediate Similarity NPC110385
0.8246 Intermediate Similarity NPC37860
0.8246 Intermediate Similarity NPC153673
0.8246 Intermediate Similarity NPC267694
0.823 Intermediate Similarity NPC105800
0.823 Intermediate Similarity NPC232237
0.8214 Intermediate Similarity NPC472718
0.8208 Intermediate Similarity NPC34562
0.8208 Intermediate Similarity NPC107385
0.8198 Intermediate Similarity NPC146563
0.8182 Intermediate Similarity NPC473062
0.8158 Intermediate Similarity NPC477464
0.8158 Intermediate Similarity NPC471577
0.8148 Intermediate Similarity NPC203974
0.8142 Intermediate Similarity NPC191827
0.8142 Intermediate Similarity NPC123522
0.8142 Intermediate Similarity NPC475514
0.8142 Intermediate Similarity NPC470876
0.8142 Intermediate Similarity NPC286457
0.8142 Intermediate Similarity NPC475209
0.8142 Intermediate Similarity NPC473824
0.8142 Intermediate Similarity NPC85154
0.8142 Intermediate Similarity NPC33012
0.8142 Intermediate Similarity NPC220160
0.8142 Intermediate Similarity NPC309223
0.8142 Intermediate Similarity NPC102505
0.8142 Intermediate Similarity NPC104137
0.8142 Intermediate Similarity NPC475119
0.8142 Intermediate Similarity NPC473452
0.8142 Intermediate Similarity NPC471580
0.8142 Intermediate Similarity NPC69811
0.8142 Intermediate Similarity NPC8524
0.8137 Intermediate Similarity NPC305418
0.8131 Intermediate Similarity NPC470167
0.8095 Intermediate Similarity NPC41843
0.8087 Intermediate Similarity NPC473130
0.8087 Intermediate Similarity NPC476991
0.8077 Intermediate Similarity NPC476112
0.8077 Intermediate Similarity NPC307534
0.807 Intermediate Similarity NPC237191
0.807 Intermediate Similarity NPC36831
0.807 Intermediate Similarity NPC475899
0.8053 Intermediate Similarity NPC37134
0.8053 Intermediate Similarity NPC288205
0.8053 Intermediate Similarity NPC51465
0.8053 Intermediate Similarity NPC137414
0.8053 Intermediate Similarity NPC476992
0.8053 Intermediate Similarity NPC469820
0.8053 Intermediate Similarity NPC305267
0.8053 Intermediate Similarity NPC26626
0.8053 Intermediate Similarity NPC75287
0.8053 Intermediate Similarity NPC291903
0.8053 Intermediate Similarity NPC469823
0.8051 Intermediate Similarity NPC470218
0.802 Intermediate Similarity NPC50443
0.802 Intermediate Similarity NPC18536
0.8018 Intermediate Similarity NPC204392
0.8018 Intermediate Similarity NPC1876
0.8018 Intermediate Similarity NPC91838
0.8018 Intermediate Similarity NPC275668
0.8018 Intermediate Similarity NPC240734
0.8018 Intermediate Similarity NPC11035
0.8018 Intermediate Similarity NPC274833
0.8017 Intermediate Similarity NPC477463
0.8017 Intermediate Similarity NPC470478
0.8 Intermediate Similarity NPC51564
0.8 Intermediate Similarity NPC135849
0.8 Intermediate Similarity NPC473518
0.8 Intermediate Similarity NPC25663
0.8 Intermediate Similarity NPC473386
0.7982 Intermediate Similarity NPC300419
0.7982 Intermediate Similarity NPC68175
0.7982 Intermediate Similarity NPC136768
0.7982 Intermediate Similarity NPC110633
0.7982 Intermediate Similarity NPC148417
0.7981 Intermediate Similarity NPC116756
0.7981 Intermediate Similarity NPC237071
0.7981 Intermediate Similarity NPC103616
0.7981 Intermediate Similarity NPC470864
0.7981 Intermediate Similarity NPC284104
0.7981 Intermediate Similarity NPC139271
0.7981 Intermediate Similarity NPC203434
0.7981 Intermediate Similarity NPC470866
0.7981 Intermediate Similarity NPC160426
0.7981 Intermediate Similarity NPC98018
0.7981 Intermediate Similarity NPC184617
0.7981 Intermediate Similarity NPC470863
0.7981 Intermediate Similarity NPC304011
0.7981 Intermediate Similarity NPC470865
0.7981 Intermediate Similarity NPC97700
0.7981 Intermediate Similarity NPC132080
0.7981 Intermediate Similarity NPC287483
0.7981 Intermediate Similarity NPC238796
0.7981 Intermediate Similarity NPC475643
0.7981 Intermediate Similarity NPC128572
0.7981 Intermediate Similarity NPC30856
0.7981 Intermediate Similarity NPC232037
0.7981 Intermediate Similarity NPC84111
0.7981 Intermediate Similarity NPC475625
0.7966 Intermediate Similarity NPC476674
0.7965 Intermediate Similarity NPC298034
0.7965 Intermediate Similarity NPC473714
0.7965 Intermediate Similarity NPC119592
0.7965 Intermediate Similarity NPC202828
0.7965 Intermediate Similarity NPC41061
0.7965 Intermediate Similarity NPC43550
0.7965 Intermediate Similarity NPC76972
0.7965 Intermediate Similarity NPC471550
0.7965 Intermediate Similarity NPC469821
0.7965 Intermediate Similarity NPC123199
0.7965 Intermediate Similarity NPC70809
0.7965 Intermediate Similarity NPC100639
0.7965 Intermediate Similarity NPC57484
0.7965 Intermediate Similarity NPC54636
0.7965 Intermediate Similarity NPC471385
0.7965 Intermediate Similarity NPC204414
0.7965 Intermediate Similarity NPC161717
0.7965 Intermediate Similarity NPC294453
0.7965 Intermediate Similarity NPC79643
0.7965 Intermediate Similarity NPC476068

  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 NPC471430 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
0.8302 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD8133 Approved
0.7692 Intermediate Similarity NPD8171 Discontinued
0.7672 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD8328 Phase 3
0.7522 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.6855 Remote Similarity NPD8515 Approved
0.6855 Remote Similarity NPD8516 Approved
0.6855 Remote Similarity NPD8517 Approved
0.6827 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6827 Remote Similarity NPD3669 Approved
0.6752 Remote Similarity NPD6412 Phase 2
0.672 Remote Similarity NPD8513 Phase 3
0.6695 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7736 Approved
0.664 Remote Similarity NPD8294 Approved
0.664 Remote Similarity NPD8377 Approved
0.6635 Remote Similarity NPD1779 Approved
0.6635 Remote Similarity NPD1780 Approved
0.6615 Remote Similarity NPD7319 Approved
0.6587 Remote Similarity NPD8335 Approved
0.6587 Remote Similarity NPD8296 Approved
0.6587 Remote Similarity NPD8380 Approved
0.6587 Remote Similarity NPD8379 Approved
0.6587 Remote Similarity NPD8378 Approved
0.6585 Remote Similarity NPD6940 Discontinued
0.6538 Remote Similarity NPD6928 Phase 2
0.6535 Remote Similarity NPD6370 Approved
0.6512 Remote Similarity NPD7507 Approved
0.6505 Remote Similarity NPD6697 Approved
0.6505 Remote Similarity NPD6118 Approved
0.6505 Remote Similarity NPD6115 Approved
0.6505 Remote Similarity NPD6114 Approved
0.6462 Remote Similarity NPD8293 Discontinued
0.6457 Remote Similarity NPD8033 Approved
0.6436 Remote Similarity NPD1811 Approved
0.6436 Remote Similarity NPD1810 Approved
0.6417 Remote Similarity NPD6686 Approved
0.641 Remote Similarity NPD8085 Approved
0.641 Remote Similarity NPD8138 Approved
0.641 Remote Similarity NPD8139 Approved
0.641 Remote Similarity NPD8083 Approved
0.641 Remote Similarity NPD8086 Approved
0.641 Remote Similarity NPD8084 Approved
0.641 Remote Similarity NPD8082 Approved
0.6408 Remote Similarity NPD6116 Phase 1
0.6393 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6387 Remote Similarity NPD8393 Approved
0.6378 Remote Similarity NPD6059 Approved
0.6378 Remote Similarity NPD6054 Approved
0.6373 Remote Similarity NPD3703 Phase 2
0.6356 Remote Similarity NPD8276 Approved
0.6356 Remote Similarity NPD8275 Approved
0.6339 Remote Similarity NPD8035 Phase 2
0.6339 Remote Similarity NPD8034 Phase 2
0.6311 Remote Similarity NPD6117 Approved
0.6303 Remote Similarity NPD8081 Approved
0.6286 Remote Similarity NPD7329 Approved
0.6238 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4809 Clinical (unspecified phase)
0.622 Remote Similarity NPD7327 Approved
0.622 Remote Similarity NPD7328 Approved
0.6207 Remote Similarity NPD7902 Approved
0.6202 Remote Similarity NPD6016 Approved
0.6202 Remote Similarity NPD6921 Approved
0.6202 Remote Similarity NPD6015 Approved
0.62 Remote Similarity NPD3699 Clinical (unspecified phase)
0.62 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6183 Remote Similarity NPD7492 Approved
0.6172 Remote Similarity NPD7516 Approved
0.6154 Remote Similarity NPD5988 Approved
0.6139 Remote Similarity NPD2687 Approved
0.6139 Remote Similarity NPD2686 Approved
0.6139 Remote Similarity NPD2254 Approved
0.6136 Remote Similarity NPD6616 Approved
0.6117 Remote Similarity NPD6113 Clinical (unspecified phase)
0.609 Remote Similarity NPD7078 Approved
0.6087 Remote Similarity NPD7748 Approved
0.605 Remote Similarity NPD1700 Approved
0.604 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6033 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6033 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6 Remote Similarity NPD6319 Approved
0.5985 Remote Similarity NPD6067 Discontinued
0.598 Remote Similarity NPD7532 Clinical (unspecified phase)
0.598 Remote Similarity NPD4244 Approved
0.598 Remote Similarity NPD4245 Approved
0.5968 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5954 Remote Similarity NPD7503 Approved
0.5948 Remote Similarity NPD7900 Approved
0.5948 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5360 Phase 3
0.5935 Remote Similarity NPD8307 Discontinued
0.5935 Remote Similarity NPD8140 Approved
0.5926 Remote Similarity NPD6033 Approved
0.592 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7515 Phase 2
0.5897 Remote Similarity NPD7991 Discontinued
0.5891 Remote Similarity NPD7115 Discovery
0.5882 Remote Similarity NPD3698 Phase 2
0.5865 Remote Similarity NPD3181 Approved
0.5852 Remote Similarity NPD8074 Phase 3
0.584 Remote Similarity NPD8305 Approved
0.584 Remote Similarity NPD8306 Approved
0.5827 Remote Similarity NPD6882 Approved
0.5827 Remote Similarity NPD8297 Approved
0.5825 Remote Similarity NPD4789 Approved
0.5794 Remote Similarity NPD8087 Discontinued
0.5769 Remote Similarity NPD5777 Approved
0.5769 Remote Similarity NPD6009 Approved
0.5755 Remote Similarity NPD3702 Approved
0.5741 Remote Similarity NPD3671 Phase 1
0.5741 Remote Similarity NPD4238 Approved
0.5741 Remote Similarity NPD4802 Phase 2
0.5714 Remote Similarity NPD6123 Approved
0.5714 Remote Similarity NPD6373 Approved
0.5714 Remote Similarity NPD8450 Suspended
0.5714 Remote Similarity NPD6372 Approved
0.57 Remote Similarity NPD371 Approved
0.568 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5669 Remote Similarity NPD4634 Approved
0.5659 Remote Similarity NPD4632 Approved
0.5649 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5644 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5643 Remote Similarity NPD8449 Approved
0.5639 Remote Similarity NPD8347 Approved
0.5639 Remote Similarity NPD8346 Approved
0.5639 Remote Similarity NPD8345 Approved
0.5635 Remote Similarity NPD8174 Phase 2
0.5625 Remote Similarity NPD6650 Approved
0.5625 Remote Similarity NPD6649 Approved
0.562 Remote Similarity NPD4225 Approved
0.562 Remote Similarity NPD7638 Approved
0.5619 Remote Similarity NPD6081 Approved
0.5619 Remote Similarity NPD4758 Discontinued
0.561 Remote Similarity NPD8300 Approved
0.561 Remote Similarity NPD8301 Approved
0.56 Remote Similarity NPD7128 Approved
0.56 Remote Similarity NPD5739 Approved
0.56 Remote Similarity NPD6402 Approved
0.56 Remote Similarity NPD6675 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