Structure

Physi-Chem Properties

Molecular Weight:  724.33
Volume:  716.304
LogP:  3.205
LogD:  1.931
LogS:  -4.33
# Rotatable Bonds:  15
TPSA:  196.63
# H-Bond Aceptor:  15
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.146
Synthetic Accessibility Score:  6.112
Fsp3:  0.75
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.284
MDCK Permeability:  0.0001483721425756812
Pgp-inhibitor:  1.0
Pgp-substrate:  0.05
Human Intestinal Absorption (HIA):  0.894
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.933

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.046
Plasma Protein Binding (PPB):  51.76792907714844%
Volume Distribution (VD):  1.659
Pgp-substrate:  32.50368881225586%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.013
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.025
CYP2C9-substrate:  0.004
CYP2D6-inhibitor:  0.791
CYP2D6-substrate:  0.028
CYP3A4-inhibitor:  0.443
CYP3A4-substrate:  0.313

ADMET: Excretion

Clearance (CL):  3.185
Half-life (T1/2):  0.785

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.972
Drug-inuced Liver Injury (DILI):  0.962
AMES Toxicity:  0.045
Rat Oral Acute Toxicity:  0.854
Maximum Recommended Daily Dose:  0.012
Skin Sensitization:  0.085
Carcinogencity:  0.077
Eye Corrosion:  0.878
Eye Irritation:  0.097
Respiratory Toxicity:  0.686

Download Data

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

  Natural Product: NPC471767

Natural Product ID:  NPC471767
Common Name*:   Esulatin A
IUPAC Name:   n.a.
Synonyms:   Esulatin A
Standard InCHIKey:  BKVBYHVSLQCIAC-QYGFYXRZSA-N
Standard InCHI:  InChI=1S/C36H52O15/c1-16(2)14-44-27-17(3)26(45-19(5)37)25-31(47-21(7)39)35(13,50-23(9)41)15-36(25,51-24(10)42)30(43)18(4)28-32(49-28)34(11,12)33(48-22(8)40)29(27)46-20(6)38/h16,18,25-29,31-33H,3,14-15H2,1-2,4-13H3/t18-,25+,26+,27+,28+,29-,31-,32-,33-,35-,36-/m1/s1
SMILES:  CC1C2C(O2)C(C(C(C(C(=C)C(C3C(C(CC3(C1=O)OC(=O)C)(C)OC(=O)C)OC(=O)C)OC(=O)C)OCC(C)C)OC(=O)C)OC(=O)C)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL312414
PubChem CID:   10580751
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002967] Hexacarboxylic acids and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13023 Euphorbia sp. Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[12036352]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[21612217]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. whole plant n.a. PMID[21612217]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[27447736]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[32233482]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13023 Euphorbia sp. Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3099 Euphorbia esula Species Euphorbiaceae 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
NPT165 Cell Line HeLa Homo sapiens GI = 16.3 % PMID[522296]
NPT2738 Cell Line Ishikawa Homo sapiens GI = 20.1 % PMID[522296]
NPT83 Cell Line MCF7 Homo sapiens GI = 21.4 % PMID[522296]
NPT165 Cell Line HeLa Homo sapiens GI = 62.6 % PMID[522296]
NPT2738 Cell Line Ishikawa Homo sapiens GI = 53.8 % PMID[522296]
NPT83 Cell Line MCF7 Homo sapiens GI = 47.9 % PMID[522296]
NPT22801 CELL-LINE Lymphoma cell line n.a. FSC = 642.14 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. FSC = 637.57 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. SSC = 309.72 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. SSC = 311.17 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. FL-1 = 24.83 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. FL-1 = 23.61 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. Fluorescence activity ratio = 2.03 n.a. PMID[522295]
NPT22801 CELL-LINE Lymphoma cell line n.a. Fluorescence activity ratio = 1.93 n.a. PMID[522295]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 2.0 n.a. PMID[522296]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 1.9 n.a. PMID[522296]

☑ 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 NPC471767 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
0.9894 High Similarity NPC250594
0.9082 High Similarity NPC49393
0.9082 High Similarity NPC471757
0.9082 High Similarity NPC78127
0.9082 High Similarity NPC105725
0.9029 High Similarity NPC473522
0.9029 High Similarity NPC477093
0.9029 High Similarity NPC475277
0.8932 High Similarity NPC475495
0.8776 High Similarity NPC470188
0.8692 High Similarity NPC475305
0.8611 High Similarity NPC475401
0.8544 High Similarity NPC470192
0.8532 High Similarity NPC477092
0.8148 Intermediate Similarity NPC471933
0.81 Intermediate Similarity NPC470191
0.798 Intermediate Similarity NPC286341
0.798 Intermediate Similarity NPC191339
0.7961 Intermediate Similarity NPC186861
0.7944 Intermediate Similarity NPC117604
0.7925 Intermediate Similarity NPC44004
0.7925 Intermediate Similarity NPC474101
0.7843 Intermediate Similarity NPC477354
0.7835 Intermediate Similarity NPC475491
0.7835 Intermediate Similarity NPC469626
0.7788 Intermediate Similarity NPC471381
0.7778 Intermediate Similarity NPC472872
0.7778 Intermediate Similarity NPC283409
0.7757 Intermediate Similarity NPC291643
0.7745 Intermediate Similarity NPC163228
0.7745 Intermediate Similarity NPC475900
0.7736 Intermediate Similarity NPC19239
0.7736 Intermediate Similarity NPC474166
0.7727 Intermediate Similarity NPC287311
0.7723 Intermediate Similarity NPC202824
0.7723 Intermediate Similarity NPC477361
0.7706 Intermediate Similarity NPC471934
0.77 Intermediate Similarity NPC65359
0.77 Intermediate Similarity NPC246173
0.7677 Intermediate Similarity NPC471149
0.767 Intermediate Similarity NPC476009
0.767 Intermediate Similarity NPC91771
0.767 Intermediate Similarity NPC76862
0.767 Intermediate Similarity NPC142529
0.767 Intermediate Similarity NPC158416
0.767 Intermediate Similarity NPC470883
0.767 Intermediate Similarity NPC39859
0.7664 Intermediate Similarity NPC169843
0.7653 Intermediate Similarity NPC469676
0.7624 Intermediate Similarity NPC20713
0.7624 Intermediate Similarity NPC221282
0.7615 Intermediate Similarity NPC55972
0.7615 Intermediate Similarity NPC327286
0.7615 Intermediate Similarity NPC473595
0.7615 Intermediate Similarity NPC169888
0.7615 Intermediate Similarity NPC473939
0.7596 Intermediate Similarity NPC311904
0.7596 Intermediate Similarity NPC471150
0.7593 Intermediate Similarity NPC470975
0.7593 Intermediate Similarity NPC103088
0.7593 Intermediate Similarity NPC475802
0.7593 Intermediate Similarity NPC16313
0.7593 Intermediate Similarity NPC9303
0.7593 Intermediate Similarity NPC470979
0.7593 Intermediate Similarity NPC54737
0.7576 Intermediate Similarity NPC24728
0.7576 Intermediate Similarity NPC270270
0.7573 Intermediate Similarity NPC476053
0.757 Intermediate Similarity NPC329704
0.7549 Intermediate Similarity NPC153590
0.7549 Intermediate Similarity NPC473234
0.7549 Intermediate Similarity NPC473263
0.7549 Intermediate Similarity NPC472874
0.7549 Intermediate Similarity NPC473273
0.7549 Intermediate Similarity NPC470187
0.7549 Intermediate Similarity NPC308656
0.7549 Intermediate Similarity NPC60386
0.7547 Intermediate Similarity NPC264477
0.7547 Intermediate Similarity NPC477356
0.7547 Intermediate Similarity NPC201718
0.7547 Intermediate Similarity NPC477511
0.7547 Intermediate Similarity NPC476228
0.7545 Intermediate Similarity NPC15218
0.7545 Intermediate Similarity NPC139838
0.7545 Intermediate Similarity NPC59489
0.7525 Intermediate Similarity NPC475748
0.7524 Intermediate Similarity NPC109556
0.7524 Intermediate Similarity NPC45125
0.7524 Intermediate Similarity NPC477355
0.7523 Intermediate Similarity NPC475510
0.7523 Intermediate Similarity NPC72813
0.7523 Intermediate Similarity NPC194620
0.7523 Intermediate Similarity NPC324327
0.7523 Intermediate Similarity NPC326994
0.7523 Intermediate Similarity NPC475587
0.7523 Intermediate Similarity NPC474421
0.75 Intermediate Similarity NPC31645
0.75 Intermediate Similarity NPC17585
0.7478 Intermediate Similarity NPC475130
0.7478 Intermediate Similarity NPC474286
0.7477 Intermediate Similarity NPC193741
0.7477 Intermediate Similarity NPC50223
0.7477 Intermediate Similarity NPC472754
0.7477 Intermediate Similarity NPC477103
0.7477 Intermediate Similarity NPC118405
0.7476 Intermediate Similarity NPC190294
0.7476 Intermediate Similarity NPC473331
0.7475 Intermediate Similarity NPC238593
0.7475 Intermediate Similarity NPC304558
0.7455 Intermediate Similarity NPC474664
0.7455 Intermediate Similarity NPC14862
0.7455 Intermediate Similarity NPC233379
0.7455 Intermediate Similarity NPC308191
0.7451 Intermediate Similarity NPC469627
0.7451 Intermediate Similarity NPC155215
0.7451 Intermediate Similarity NPC66504
0.7429 Intermediate Similarity NPC474313
0.7429 Intermediate Similarity NPC471140
0.7429 Intermediate Similarity NPC87090
0.7429 Intermediate Similarity NPC323421
0.7429 Intermediate Similarity NPC328562
0.7411 Intermediate Similarity NPC470281
0.7407 Intermediate Similarity NPC472755
0.7407 Intermediate Similarity NPC329834
0.7404 Intermediate Similarity NPC472873
0.74 Intermediate Similarity NPC5130
0.7387 Intermediate Similarity NPC477102
0.7387 Intermediate Similarity NPC475922
0.7383 Intermediate Similarity NPC171759
0.7383 Intermediate Similarity NPC476230
0.7383 Intermediate Similarity NPC472753
0.7383 Intermediate Similarity NPC27474
0.7383 Intermediate Similarity NPC474053
0.7383 Intermediate Similarity NPC304624
0.7379 Intermediate Similarity NPC475788
0.7379 Intermediate Similarity NPC258216
0.7379 Intermediate Similarity NPC200237
0.7379 Intermediate Similarity NPC475488
0.7364 Intermediate Similarity NPC86852
0.7364 Intermediate Similarity NPC469558
0.7364 Intermediate Similarity NPC473911
0.7364 Intermediate Similarity NPC474716
0.7364 Intermediate Similarity NPC251824
0.7364 Intermediate Similarity NPC26617
0.7353 Intermediate Similarity NPC329857
0.7353 Intermediate Similarity NPC469718
0.7347 Intermediate Similarity NPC128429
0.7347 Intermediate Similarity NPC474472
0.7347 Intermediate Similarity NPC257358
0.7345 Intermediate Similarity NPC475851
0.7345 Intermediate Similarity NPC475924
0.7339 Intermediate Similarity NPC310586
0.7339 Intermediate Similarity NPC477510
0.7339 Intermediate Similarity NPC474741
0.7339 Intermediate Similarity NPC472756
0.7339 Intermediate Similarity NPC471143
0.7333 Intermediate Similarity NPC476275
0.7333 Intermediate Similarity NPC113433
0.7327 Intermediate Similarity NPC315911
0.7321 Intermediate Similarity NPC473975
0.7321 Intermediate Similarity NPC281624
0.7321 Intermediate Similarity NPC474586
0.7321 Intermediate Similarity NPC41551
0.7321 Intermediate Similarity NPC161816
0.7321 Intermediate Similarity NPC473594
0.7321 Intermediate Similarity NPC115257
0.7321 Intermediate Similarity NPC473843
0.7304 Intermediate Similarity NPC476711
0.7304 Intermediate Similarity NPC476710
0.73 Intermediate Similarity NPC474045
0.73 Intermediate Similarity NPC261253
0.73 Intermediate Similarity NPC137253
0.7297 Intermediate Similarity NPC470269
0.7295 Intermediate Similarity NPC13071
0.729 Intermediate Similarity NPC476320
0.729 Intermediate Similarity NPC476211
0.729 Intermediate Similarity NPC477512
0.7282 Intermediate Similarity NPC35959
0.7282 Intermediate Similarity NPC63193
0.7282 Intermediate Similarity NPC293001
0.7282 Intermediate Similarity NPC171360
0.7282 Intermediate Similarity NPC133888
0.7282 Intermediate Similarity NPC29821
0.7282 Intermediate Similarity NPC57304
0.7281 Intermediate Similarity NPC101965
0.7281 Intermediate Similarity NPC101400
0.7273 Intermediate Similarity NPC295366
0.7273 Intermediate Similarity NPC314244
0.7273 Intermediate Similarity NPC179891
0.7273 Intermediate Similarity NPC28791
0.7264 Intermediate Similarity NPC86843
0.7264 Intermediate Similarity NPC170143
0.7264 Intermediate Similarity NPC213947
0.7264 Intermediate Similarity NPC108475
0.7257 Intermediate Similarity NPC194619
0.7257 Intermediate Similarity NPC94650
0.7255 Intermediate Similarity NPC474951
0.7255 Intermediate Similarity NPC151770
0.7255 Intermediate Similarity NPC475971
0.7248 Intermediate Similarity NPC232515

  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 NPC471767 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
0.7364 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6371 Approved
0.6923 Remote Similarity NPD1695 Approved
0.6917 Remote Similarity NPD6319 Approved
0.6863 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6008 Approved
0.6757 Remote Similarity NPD1700 Approved
0.6752 Remote Similarity NPD8297 Approved
0.6726 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6726 Remote Similarity NPD4057 Clinical (unspecified phase)
0.672 Remote Similarity NPD8293 Discontinued
0.6696 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6694 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD7736 Approved
0.664 Remote Similarity NPD6616 Approved
0.6639 Remote Similarity NPD6059 Approved
0.6639 Remote Similarity NPD6054 Approved
0.6638 Remote Similarity NPD6373 Approved
0.6638 Remote Similarity NPD6372 Approved
0.6636 Remote Similarity NPD7983 Approved
0.6587 Remote Similarity NPD7078 Approved
0.6569 Remote Similarity NPD6435 Approved
0.6542 Remote Similarity NPD46 Approved
0.6542 Remote Similarity NPD5785 Approved
0.6542 Remote Similarity NPD6698 Approved
0.6532 Remote Similarity NPD6370 Approved
0.6525 Remote Similarity NPD6649 Approved
0.6525 Remote Similarity NPD6650 Approved
0.6522 Remote Similarity NPD6402 Approved
0.6522 Remote Similarity NPD5739 Approved
0.6522 Remote Similarity NPD7128 Approved
0.6522 Remote Similarity NPD6675 Approved
0.6481 Remote Similarity NPD5693 Phase 1
0.6476 Remote Similarity NPD5786 Approved
0.6471 Remote Similarity NPD6053 Discontinued
0.6471 Remote Similarity NPD5369 Approved
0.6455 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6015 Approved
0.6452 Remote Similarity NPD6016 Approved
0.6417 Remote Similarity NPD8133 Approved
0.641 Remote Similarity NPD6881 Approved
0.641 Remote Similarity NPD7320 Approved
0.641 Remote Similarity NPD6899 Approved
0.64 Remote Similarity NPD5988 Approved
0.6393 Remote Similarity NPD7115 Discovery
0.6387 Remote Similarity NPD8130 Phase 1
0.6373 Remote Similarity NPD5368 Approved
0.6364 Remote Similarity NPD5282 Discontinued
0.6357 Remote Similarity NPD7319 Approved
0.6349 Remote Similarity NPD7604 Phase 2
0.6339 Remote Similarity NPD6083 Phase 2
0.6339 Remote Similarity NPD6084 Phase 2
0.6333 Remote Similarity NPD6882 Approved
0.6325 Remote Similarity NPD5697 Approved
0.6325 Remote Similarity NPD5701 Approved
0.6321 Remote Similarity NPD6098 Approved
0.6306 Remote Similarity NPD5695 Phase 3
0.6303 Remote Similarity NPD7102 Approved
0.6303 Remote Similarity NPD6883 Approved
0.6303 Remote Similarity NPD7290 Approved
0.6296 Remote Similarity NPD6673 Approved
0.6296 Remote Similarity NPD6080 Approved
0.6296 Remote Similarity NPD6904 Approved
0.6283 Remote Similarity NPD5696 Approved
0.6281 Remote Similarity NPD4632 Approved
0.626 Remote Similarity NPD6009 Approved
0.625 Remote Similarity NPD4269 Approved
0.625 Remote Similarity NPD7507 Approved
0.625 Remote Similarity NPD4270 Approved
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD8413 Clinical (unspecified phase)
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD6869 Approved
0.6239 Remote Similarity NPD7838 Discovery
0.6218 Remote Similarity NPD6014 Approved
0.6218 Remote Similarity NPD6012 Approved
0.6218 Remote Similarity NPD6013 Approved
0.6204 Remote Similarity NPD6672 Approved
0.6204 Remote Similarity NPD5737 Approved
0.619 Remote Similarity NPD5983 Phase 2
0.619 Remote Similarity NPD6921 Approved
0.6186 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6050 Approved
0.6167 Remote Similarity NPD4634 Approved
0.6154 Remote Similarity NPD6033 Approved
0.6134 Remote Similarity NPD6011 Approved
0.6129 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6399 Phase 3
0.6124 Remote Similarity NPD6336 Discontinued
0.6116 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4251 Approved
0.6111 Remote Similarity NPD4250 Approved
0.6094 Remote Similarity NPD8328 Phase 3
0.6091 Remote Similarity NPD5692 Phase 3
0.6075 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5363 Approved
0.6063 Remote Similarity NPD8515 Approved
0.6063 Remote Similarity NPD8513 Phase 3
0.6063 Remote Similarity NPD8517 Approved
0.6063 Remote Similarity NPD8516 Approved
0.6058 Remote Similarity NPD4252 Approved
0.6058 Remote Similarity NPD4820 Approved
0.6058 Remote Similarity NPD4819 Approved
0.6058 Remote Similarity NPD4821 Approved
0.6058 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4822 Approved
0.6038 Remote Similarity NPD5362 Discontinued
0.6036 Remote Similarity NPD5694 Approved
0.6036 Remote Similarity NPD8034 Phase 2
0.6036 Remote Similarity NPD8035 Phase 2
0.6033 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4249 Approved
0.6019 Remote Similarity NPD7521 Approved
0.6019 Remote Similarity NPD6409 Approved
0.6019 Remote Similarity NPD7334 Approved
0.6019 Remote Similarity NPD6684 Approved
0.6019 Remote Similarity NPD7146 Approved
0.6019 Remote Similarity NPD5330 Approved
0.6018 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6015 Remote Similarity NPD7260 Phase 2
0.6 Remote Similarity NPD6686 Approved
0.5982 Remote Similarity NPD5779 Approved
0.5982 Remote Similarity NPD5778 Approved
0.5943 Remote Similarity NPD5209 Approved
0.5938 Remote Similarity NPD8033 Approved
0.592 Remote Similarity NPD6274 Approved
0.5917 Remote Similarity NPD6412 Phase 2
0.5913 Remote Similarity NPD4755 Approved
0.5909 Remote Similarity NPD6903 Approved
0.5909 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5906 Remote Similarity NPD7100 Approved
0.5906 Remote Similarity NPD7101 Approved
0.5893 Remote Similarity NPD6411 Approved
0.5893 Remote Similarity NPD7637 Suspended
0.5888 Remote Similarity NPD7154 Phase 3
0.5865 Remote Similarity NPD4268 Approved
0.5865 Remote Similarity NPD4271 Approved
0.5865 Remote Similarity NPD4238 Approved
0.5865 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5865 Remote Similarity NPD4802 Phase 2
0.5862 Remote Similarity NPD7638 Approved
0.5856 Remote Similarity NPD6051 Approved
0.5852 Remote Similarity NPD6845 Suspended
0.5847 Remote Similarity NPD8300 Approved
0.5847 Remote Similarity NPD5211 Phase 2
0.5847 Remote Similarity NPD8301 Approved
0.5833 Remote Similarity NPD8074 Phase 3
0.5827 Remote Similarity NPD6335 Approved
0.5826 Remote Similarity NPD7839 Suspended
0.5821 Remote Similarity NPD5956 Approved
0.582 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5814 Remote Similarity NPD8266 Approved
0.5814 Remote Similarity NPD8267 Approved
0.5814 Remote Similarity NPD6908 Approved
0.5814 Remote Similarity NPD8268 Approved
0.5814 Remote Similarity NPD6909 Approved
0.5814 Remote Similarity NPD8269 Approved
0.5814 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7640 Approved
0.5812 Remote Similarity NPD4700 Approved
0.5812 Remote Similarity NPD5285 Approved
0.5812 Remote Similarity NPD5286 Approved
0.5812 Remote Similarity NPD4696 Approved
0.5812 Remote Similarity NPD7639 Approved
0.5797 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5776 Remote Similarity NPD5959 Approved
0.5769 Remote Similarity NPD8080 Discontinued
0.575 Remote Similarity NPD5141 Approved
0.5748 Remote Similarity NPD6317 Approved
0.5739 Remote Similarity NPD5654 Approved
0.5736 Remote Similarity NPD8294 Approved
0.5736 Remote Similarity NPD8377 Approved
0.5726 Remote Similarity NPD4225 Approved
0.5726 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5725 Remote Similarity NPD7642 Approved
0.5714 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5225 Approved
0.5714 Remote Similarity NPD5224 Approved
0.5714 Remote Similarity NPD6101 Approved
0.5714 Remote Similarity NPD4753 Phase 2
0.5714 Remote Similarity NPD4633 Approved
0.5714 Remote Similarity NPD5226 Approved
0.5703 Remote Similarity NPD7328 Approved
0.5703 Remote Similarity NPD6314 Approved
0.5703 Remote Similarity NPD6313 Approved
0.5703 Remote Similarity NPD7327 Approved
0.5702 Remote Similarity NPD4767 Approved
0.5702 Remote Similarity NPD4768 Approved
0.5692 Remote Similarity NPD8380 Approved
0.5692 Remote Similarity NPD8378 Approved
0.5692 Remote Similarity NPD8335 Approved
0.5692 Remote Similarity NPD8379 Approved
0.5692 Remote Similarity NPD8296 Approved
0.5678 Remote Similarity NPD6648 Approved
0.5672 Remote Similarity NPD8337 Approved
0.5672 Remote Similarity NPD8336 Approved
0.5667 Remote Similarity NPD5174 Approved
0.5667 Remote Similarity NPD5175 Approved
0.5664 Remote Similarity NPD5207 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