Structure

Physi-Chem Properties

Molecular Weight:  565.35
Volume:  612.788
LogP:  4.003
LogD:  3.878
LogS:  -4.87
# Rotatable Bonds:  6
TPSA:  105.14
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.396
Synthetic Accessibility Score:  5.075
Fsp3:  0.545
Lipinski Rule-of-5:  Accepted
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:  -4.917
MDCK Permeability:  2.5802348318393342e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.007
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.035

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.129
Plasma Protein Binding (PPB):  94.85396575927734%
Volume Distribution (VD):  0.617
Pgp-substrate:  4.816000938415527%

ADMET: Metabolism

CYP1A2-inhibitor:  0.018
CYP1A2-substrate:  0.088
CYP2C19-inhibitor:  0.649
CYP2C19-substrate:  0.883
CYP2C9-inhibitor:  0.792
CYP2C9-substrate:  0.813
CYP2D6-inhibitor:  0.135
CYP2D6-substrate:  0.756
CYP3A4-inhibitor:  0.955
CYP3A4-substrate:  0.882

ADMET: Excretion

Clearance (CL):  3.815
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.07
Human Hepatotoxicity (H-HT):  0.794
Drug-inuced Liver Injury (DILI):  0.465
AMES Toxicity:  0.014
Rat Oral Acute Toxicity:  0.651
Maximum Recommended Daily Dose:  0.128
Skin Sensitization:  0.058
Carcinogencity:  0.027
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.033

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

  Natural Product: NPC246079

Natural Product ID:  NPC246079
Common Name*:   Antillatoxin B
IUPAC Name:   (6S,9S,14R,15R)-7,9,14-trimethyl-13-methylidene-6-(2-phenylethyl)-15-[(2E,4E)-4,6,6-trimethylhepta-2,4-dien-2-yl]-1-oxa-4,7,10-triazacyclopentadecane-2,5,8,11-tetrone
Synonyms:  
Standard InCHIKey:  WBQWYSKGOKXFTF-OHAAWPAWSA-N
Standard InCHI:  InChI=1S/C33H47N3O5/c1-21(19-33(6,7)8)17-23(3)30-24(4)22(2)18-28(37)35-25(5)32(40)36(9)27(31(39)34-20-29(38)41-30)16-15-26-13-11-10-12-14-26/h10-14,17,19,24-25,27,30H,2,15-16,18,20H2,1,3-9H3,(H,34,39)(H,35,37)/b21-19+,23-17+/t24-,25+,27+,30+/m1/s1
SMILES:  C/C(=CC(C)(C)C)/C=C(C)/[C@H]1[C@H](C)C(=C)CC(=N[C@@H](C)C(=O)N(C)[C@@H](CCc2ccccc2)C(=NCC(=O)O1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL454716
PubChem CID:   9985399
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] Depsipeptides
          • [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10514329]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10654420]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10691708]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. palauan n.a. PMID[10691729]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10843570]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10924172]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[10978206]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11076571]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11076573]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11076574]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11277744]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11389621]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11430000]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11473443]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[11922791]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[12762816]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Papua New Guinea n.a. PMID[12828459]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[14575437]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[1517734]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Papua New Guinea n.a. PMID[16643028]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[17125217]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[17441769]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[18444683]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Singapore n.a. PMID[19093843]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[19489598]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. eastern Caribbean n.a. PMID[19739598]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[19839606]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[20030365]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. panamanian n.a. PMID[20158242]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Floridian n.a. PMID[20166701]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[20936843]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21138309]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[2128518]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21341718]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21539315]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21806011]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21999614]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[22035372]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[29792428]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[3924698]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Caribbean n.a. PMID[7623050]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. Caribbean n.a. PMID[8699186]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[9584405]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[9599278]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[9599279]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[9784156]
NPO26389 Lyngbya majuscula Species Oscillatoriaceae Bacteria 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
NPT2 Others Unspecified EC50 = 1770.0 nM PMID[571441]
NPT1042 Organism Carassius auratus Carassius auratus LC50 = 1000.0 nM PMID[571441]

☑ 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 NPC246079 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
0.8382 Intermediate Similarity NPC127741
0.8298 Intermediate Similarity NPC135121
0.8286 Intermediate Similarity NPC477217
0.8286 Intermediate Similarity NPC201244
0.8248 Intermediate Similarity NPC471265
0.8248 Intermediate Similarity NPC471264
0.8156 Intermediate Similarity NPC266741
0.8143 Intermediate Similarity NPC161069
0.8129 Intermediate Similarity NPC163392
0.8129 Intermediate Similarity NPC239762
0.8116 Intermediate Similarity NPC68865
0.8099 Intermediate Similarity NPC81026
0.8082 Intermediate Similarity NPC470902
0.8071 Intermediate Similarity NPC263493
0.8071 Intermediate Similarity NPC469427
0.8071 Intermediate Similarity NPC269398
0.8071 Intermediate Similarity NPC168113
0.8071 Intermediate Similarity NPC469426
0.8042 Intermediate Similarity NPC145113
0.803 Intermediate Similarity NPC46427
0.8028 Intermediate Similarity NPC5620
0.8016 Intermediate Similarity NPC273814
0.8014 Intermediate Similarity NPC197682
0.8014 Intermediate Similarity NPC176226
0.8014 Intermediate Similarity NPC139326
0.8 Intermediate Similarity NPC7817
0.8 Intermediate Similarity NPC475168
0.7958 Intermediate Similarity NPC476978
0.7955 Intermediate Similarity NPC160493
0.7955 Intermediate Similarity NPC252878
0.7929 Intermediate Similarity NPC92784
0.7929 Intermediate Similarity NPC98424
0.7929 Intermediate Similarity NPC470884
0.7929 Intermediate Similarity NPC178662
0.7929 Intermediate Similarity NPC476133
0.7926 Intermediate Similarity NPC319766
0.7923 Intermediate Similarity NPC470546
0.7917 Intermediate Similarity NPC329761
0.7917 Intermediate Similarity NPC138775
0.7917 Intermediate Similarity NPC225648
0.7907 Intermediate Similarity NPC470544
0.7902 Intermediate Similarity NPC209509
0.7902 Intermediate Similarity NPC313867
0.7902 Intermediate Similarity NPC316008
0.7891 Intermediate Similarity NPC473341
0.7879 Intermediate Similarity NPC202521
0.7872 Intermediate Similarity NPC476259
0.7872 Intermediate Similarity NPC46098
0.7872 Intermediate Similarity NPC268841
0.7872 Intermediate Similarity NPC307357
0.7847 Intermediate Similarity NPC314358
0.7846 Intermediate Similarity NPC470545
0.7846 Intermediate Similarity NPC169328
0.7832 Intermediate Similarity NPC314388
0.7832 Intermediate Similarity NPC315283
0.7808 Intermediate Similarity NPC129666
0.7805 Intermediate Similarity NPC205176
0.7803 Intermediate Similarity NPC190663
0.7803 Intermediate Similarity NPC476990
0.7803 Intermediate Similarity NPC476183
0.7786 Intermediate Similarity NPC237420
0.7786 Intermediate Similarity NPC310467
0.7761 Intermediate Similarity NPC6975
0.7744 Intermediate Similarity NPC476281
0.7744 Intermediate Similarity NPC476184
0.774 Intermediate Similarity NPC105717
0.7718 Intermediate Similarity NPC39431
0.7708 Intermediate Similarity NPC52748
0.7704 Intermediate Similarity NPC476241
0.7704 Intermediate Similarity NPC476260
0.7703 Intermediate Similarity NPC162104
0.7687 Intermediate Similarity NPC2501
0.7669 Intermediate Similarity NPC45777
0.7669 Intermediate Similarity NPC477061
0.7662 Intermediate Similarity NPC472923
0.7647 Intermediate Similarity NPC476125
0.7647 Intermediate Similarity NPC476179
0.7643 Intermediate Similarity NPC287401
0.7634 Intermediate Similarity NPC239357
0.763 Intermediate Similarity NPC476278
0.7619 Intermediate Similarity NPC471821
0.7619 Intermediate Similarity NPC471820
0.7609 Intermediate Similarity NPC469666
0.7603 Intermediate Similarity NPC262077
0.7564 Intermediate Similarity NPC473502
0.7552 Intermediate Similarity NPC77992
0.7537 Intermediate Similarity NPC200964
0.7534 Intermediate Similarity NPC315266
0.7533 Intermediate Similarity NPC286551
0.7533 Intermediate Similarity NPC122590
0.7518 Intermediate Similarity NPC101719
0.7516 Intermediate Similarity NPC186617
0.75 Intermediate Similarity NPC240848
0.75 Intermediate Similarity NPC130309
0.7481 Intermediate Similarity NPC71684
0.7468 Intermediate Similarity NPC196091
0.7468 Intermediate Similarity NPC471568
0.7468 Intermediate Similarity NPC473693
0.7465 Intermediate Similarity NPC248283
0.7452 Intermediate Similarity NPC107938
0.7452 Intermediate Similarity NPC294516
0.745 Intermediate Similarity NPC283783
0.7445 Intermediate Similarity NPC22746
0.7445 Intermediate Similarity NPC222466
0.741 Intermediate Similarity NPC105114
0.741 Intermediate Similarity NPC152850
0.741 Intermediate Similarity NPC71933
0.741 Intermediate Similarity NPC239990
0.741 Intermediate Similarity NPC89923
0.7407 Intermediate Similarity NPC80150
0.7405 Intermediate Similarity NPC276949
0.7405 Intermediate Similarity NPC35850
0.7397 Intermediate Similarity NPC469360
0.7372 Intermediate Similarity NPC471053
0.7372 Intermediate Similarity NPC471052
0.7372 Intermediate Similarity NPC471051
0.7358 Intermediate Similarity NPC46009
0.7357 Intermediate Similarity NPC473322
0.7355 Intermediate Similarity NPC471527
0.7348 Intermediate Similarity NPC33742
0.7338 Intermediate Similarity NPC197743
0.7338 Intermediate Similarity NPC297145
0.7338 Intermediate Similarity NPC136453
0.7329 Intermediate Similarity NPC471165
0.7329 Intermediate Similarity NPC473402
0.7329 Intermediate Similarity NPC477462
0.7329 Intermediate Similarity NPC476227
0.7312 Intermediate Similarity NPC230611
0.731 Intermediate Similarity NPC132636
0.7305 Intermediate Similarity NPC300315
0.7301 Intermediate Similarity NPC475421
0.7297 Intermediate Similarity NPC322878
0.7297 Intermediate Similarity NPC473922
0.729 Intermediate Similarity NPC1390
0.729 Intermediate Similarity NPC62104
0.7278 Intermediate Similarity NPC254700
0.7267 Intermediate Similarity NPC273755
0.7267 Intermediate Similarity NPC306804
0.7259 Intermediate Similarity NPC314992
0.7254 Intermediate Similarity NPC157311
0.7254 Intermediate Similarity NPC255447
0.725 Intermediate Similarity NPC475123
0.725 Intermediate Similarity NPC40234
0.725 Intermediate Similarity NPC475204
0.7239 Intermediate Similarity NPC2265
0.7237 Intermediate Similarity NPC300443
0.7234 Intermediate Similarity NPC165726
0.7234 Intermediate Similarity NPC213969
0.7234 Intermediate Similarity NPC111428
0.7222 Intermediate Similarity NPC473354
0.7222 Intermediate Similarity NPC159767
0.7222 Intermediate Similarity NPC155506
0.7222 Intermediate Similarity NPC141050
0.7211 Intermediate Similarity NPC476989
0.7211 Intermediate Similarity NPC197921
0.7203 Intermediate Similarity NPC8761
0.7203 Intermediate Similarity NPC44805
0.7176 Intermediate Similarity NPC477526
0.7171 Intermediate Similarity NPC473491
0.7171 Intermediate Similarity NPC324081
0.7169 Intermediate Similarity NPC167763
0.7169 Intermediate Similarity NPC470112
0.7169 Intermediate Similarity NPC470903
0.7162 Intermediate Similarity NPC91953
0.716 Intermediate Similarity NPC137627
0.716 Intermediate Similarity NPC248670
0.7153 Intermediate Similarity NPC478015
0.7153 Intermediate Similarity NPC478014
0.7153 Intermediate Similarity NPC478016
0.7143 Intermediate Similarity NPC4974
0.7143 Intermediate Similarity NPC474847
0.7143 Intermediate Similarity NPC47667
0.7143 Intermediate Similarity NPC275839
0.7134 Intermediate Similarity NPC114806
0.7134 Intermediate Similarity NPC235460
0.7123 Intermediate Similarity NPC43755
0.7123 Intermediate Similarity NPC6570
0.7122 Intermediate Similarity NPC474082
0.7122 Intermediate Similarity NPC175726
0.7121 Intermediate Similarity NPC269340
0.7117 Intermediate Similarity NPC26108
0.7117 Intermediate Similarity NPC279871
0.7117 Intermediate Similarity NPC158277
0.7109 Intermediate Similarity NPC194390
0.7109 Intermediate Similarity NPC113326
0.7109 Intermediate Similarity NPC224610
0.7109 Intermediate Similarity NPC88267
0.7107 Intermediate Similarity NPC217804
0.7107 Intermediate Similarity NPC210377
0.7107 Intermediate Similarity NPC22883
0.7107 Intermediate Similarity NPC63931
0.7107 Intermediate Similarity NPC5719
0.7097 Intermediate Similarity NPC244509
0.7097 Intermediate Similarity NPC473580
0.7091 Intermediate Similarity NPC194671
0.7091 Intermediate Similarity NPC269750
0.7091 Intermediate Similarity NPC45037
0.7086 Intermediate Similarity NPC311658
0.7086 Intermediate Similarity NPC16188
0.7083 Intermediate Similarity NPC325479

  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 NPC246079 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
0.7883 Intermediate Similarity NPD6919 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD2584 Suspended
0.773 Intermediate Similarity NPD8173 Phase 2
0.773 Intermediate Similarity NPD8172 Phase 2
0.7708 Intermediate Similarity NPD6681 Discovery
0.7671 Intermediate Similarity NPD8323 Discontinued
0.7534 Intermediate Similarity NPD6860 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5292 Approved
0.75 Intermediate Similarity NPD5291 Approved
0.7482 Intermediate Similarity NPD4177 Approved
0.7482 Intermediate Similarity NPD4175 Approved
0.7465 Intermediate Similarity NPD8416 Discontinued
0.7464 Intermediate Similarity NPD2585 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD3608 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD3125 Approved
0.7361 Intermediate Similarity NPD6073 Approved
0.7361 Intermediate Similarity NPD5725 Approved
0.7299 Intermediate Similarity NPD5338 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2891 Approved
0.7259 Intermediate Similarity NPD2217 Approved
0.7259 Intermediate Similarity NPD2218 Phase 2
0.723 Intermediate Similarity NPD6119 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6623 Phase 3
0.7222 Intermediate Similarity NPD4153 Approved
0.7194 Intermediate Similarity NPD4677 Discontinued
0.719 Intermediate Similarity NPD7131 Phase 3
0.7185 Intermediate Similarity NPD7522 Discontinued
0.7183 Intermediate Similarity NPD4125 Approved
0.7172 Intermediate Similarity NPD8643 Discontinued
0.7162 Intermediate Similarity NPD8076 Discontinued
0.7153 Intermediate Similarity NPD7634 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3480 Approved
0.7133 Intermediate Similarity NPD2048 Approved
0.7133 Intermediate Similarity NPD4738 Phase 2
0.7133 Intermediate Similarity NPD2051 Approved
0.7133 Intermediate Similarity NPD21 Approved
0.7133 Intermediate Similarity NPD2044 Approved
0.7133 Intermediate Similarity NPD2050 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD2045 Approved
0.7133 Intermediate Similarity NPD2046 Approved
0.7133 Intermediate Similarity NPD2043 Approved
0.7133 Intermediate Similarity NPD2047 Approved
0.7133 Intermediate Similarity NPD2049 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD7613 Discontinued
0.7122 Intermediate Similarity NPD3072 Approved
0.7122 Intermediate Similarity NPD3073 Approved
0.7122 Intermediate Similarity NPD5108 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD3071 Approved
0.7113 Intermediate Similarity NPD3626 Phase 3
0.7111 Intermediate Similarity NPD3123 Discovery
0.7103 Intermediate Similarity NPD8265 Approved
0.7103 Intermediate Similarity NPD5296 Approved
0.7095 Intermediate Similarity NPD6897 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD7600 Phase 2
0.7083 Intermediate Similarity NPD1329 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1330 Phase 2
0.7081 Intermediate Similarity NPD7485 Phase 3
0.7081 Intermediate Similarity NPD7484 Phase 3
0.7075 Intermediate Similarity NPD6294 Approved
0.7075 Intermediate Similarity NPD6852 Discontinued
0.7075 Intermediate Similarity NPD6295 Approved
0.7063 Intermediate Similarity NPD2613 Approved
0.705 Intermediate Similarity NPD4761 Approved
0.705 Intermediate Similarity NPD4706 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD4762 Approved
0.7034 Intermediate Similarity NPD4746 Phase 3
0.7034 Intermediate Similarity NPD2571 Approved
0.7034 Intermediate Similarity NPD2572 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD3089 Approved
0.7034 Intermediate Similarity NPD5745 Approved
0.7034 Intermediate Similarity NPD2570 Approved
0.7034 Intermediate Similarity NPD3087 Approved
0.7034 Intermediate Similarity NPD2573 Approved
0.7034 Intermediate Similarity NPD2566 Approved
0.7034 Intermediate Similarity NPD2574 Discontinued
0.7034 Intermediate Similarity NPD3090 Approved
0.7034 Intermediate Similarity NPD3615 Approved
0.7034 Intermediate Similarity NPD3614 Approved
0.7034 Intermediate Similarity NPD5747 Discontinued
0.7034 Intermediate Similarity NPD3616 Approved
0.7034 Intermediate Similarity NPD4745 Approved
0.7034 Intermediate Similarity NPD3561 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD3088 Approved
0.7032 Intermediate Similarity NPD4646 Approved
0.7032 Intermediate Similarity NPD4648 Approved
0.7032 Intermediate Similarity NPD8315 Phase 1
0.7032 Intermediate Similarity NPD4647 Approved
0.7029 Intermediate Similarity NPD7342 Discontinued
0.7025 Intermediate Similarity NPD4557 Approved
0.7021 Intermediate Similarity NPD5367 Discontinued
0.702 Intermediate Similarity NPD5298 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6676 Phase 2
0.7013 Intermediate Similarity NPD5229 Approved
0.7013 Intermediate Similarity NPD5230 Approved
0.6993 Remote Similarity NPD6088 Approved
0.6981 Remote Similarity NPD7080 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6901 Phase 3
0.6957 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6948 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5263 Approved
0.6944 Remote Similarity NPD4676 Approved
0.6943 Remote Similarity NPD8417 Discontinued
0.6939 Remote Similarity NPD4685 Phase 3
0.6939 Remote Similarity NPD4684 Phase 3
0.6939 Remote Similarity NPD4686 Approved
0.6933 Remote Similarity NPD2088 Approved
0.6933 Remote Similarity NPD2087 Approved
0.6933 Remote Similarity NPD4152 Approved
0.6933 Remote Similarity NPD2022 Approved
0.6929 Remote Similarity NPD4480 Approved
0.6923 Remote Similarity NPD1040 Phase 2
0.6923 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3604 Clinical (unspecified phase)
0.6917 Remote Similarity NPD3642 Approved
0.6917 Remote Similarity NPD3643 Approved
0.6917 Remote Similarity NPD3644 Approved
0.6913 Remote Similarity NPD7728 Clinical (unspecified phase)
0.6912 Remote Similarity NPD1348 Approved
0.6908 Remote Similarity NPD1967 Approved
0.6908 Remote Similarity NPD1968 Approved
0.6906 Remote Similarity NPD5723 Approved
0.6897 Remote Similarity NPD5746 Approved
0.6883 Remote Similarity NPD2013 Approved
0.6883 Remote Similarity NPD2014 Approved
0.6883 Remote Similarity NPD2016 Approved
0.6879 Remote Similarity NPD7814 Approved
0.6875 Remote Similarity NPD3040 Approved
0.6871 Remote Similarity NPD6346 Approved
0.687 Remote Similarity NPD812 Approved
0.687 Remote Similarity NPD5705 Approved
0.687 Remote Similarity NPD5706 Approved
0.687 Remote Similarity NPD810 Approved
0.687 Remote Similarity NPD5704 Approved
0.687 Remote Similarity NPD811 Approved
0.687 Remote Similarity NPD7130 Phase 3
0.6852 Remote Similarity NPD8303 Discontinued
0.6842 Remote Similarity NPD5264 Approved
0.6842 Remote Similarity NPD5265 Approved
0.6835 Remote Similarity NPD4504 Clinical (unspecified phase)
0.6828 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6828 Remote Similarity NPD7979 Clinical (unspecified phase)
0.6822 Remote Similarity NPD855 Approved
0.6822 Remote Similarity NPD854 Approved
0.6821 Remote Similarity NPD2174 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6670 Clinical (unspecified phase)
0.6813 Remote Similarity NPD7599 Phase 2
0.6803 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6795 Remote Similarity NPD6078 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6791 Remote Similarity NPD2201 Approved
0.6788 Remote Similarity NPD7508 Discontinued
0.6781 Remote Similarity NPD3136 Phase 2
0.6776 Remote Similarity NPD2437 Approved
0.6776 Remote Similarity NPD2436 Approved
0.6774 Remote Similarity NPD7892 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5323 Approved
0.6755 Remote Similarity NPD7511 Approved
0.6755 Remote Similarity NPD7512 Approved
0.6753 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6747 Remote Similarity NPD8124 Phase 3
0.6747 Remote Similarity NPD8126 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6739 Remote Similarity NPD4576 Approved
0.6739 Remote Similarity NPD4574 Approved
0.6738 Remote Similarity NPD7813 Approved
0.6738 Remote Similarity NPD7815 Approved
0.6735 Remote Similarity NPD5299 Approved
0.6735 Remote Similarity NPD5581 Approved
0.6728 Remote Similarity NPD8351 Phase 2
0.6727 Remote Similarity NPD7608 Discontinued
0.6716 Remote Similarity NPD5240 Approved
0.6716 Remote Similarity NPD5235 Approved
0.6716 Remote Similarity NPD5239 Approved
0.6716 Remote Similarity NPD5237 Approved
0.6716 Remote Similarity NPD5236 Approved
0.6714 Remote Similarity NPD5981 Approved
0.6712 Remote Similarity NPD5202 Clinical (unspecified phase)
0.671 Remote Similarity NPD6609 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6038 Clinical (unspecified phase)
0.669 Remote Similarity NPD2610 Approved
0.669 Remote Similarity NPD4151 Approved
0.669 Remote Similarity NPD4218 Approved
0.669 Remote Similarity NPD2609 Approved
0.669 Remote Similarity NPD4806 Approved
0.669 Remote Similarity NPD4807 Approved
0.669 Remote Similarity NPD3132 Approved
0.669 Remote Similarity NPD4215 Approved
0.669 Remote Similarity NPD2608 Approved
0.669 Remote Similarity NPD4216 Approved
0.669 Remote Similarity NPD3131 Approved
0.669 Remote Similarity NPD4217 Approved
0.669 Remote Similarity NPD2611 Approved
0.669 Remote Similarity NPD2612 Approved
0.6689 Remote Similarity NPD6864 Phase 2
0.6689 Remote Similarity NPD8118 Discontinued
0.6689 Remote Similarity NPD6865 Phase 2
0.6688 Remote Similarity NPD4731 Phase 3
0.6688 Remote Similarity NPD7488 Clinical (unspecified phase)
0.6688 Remote Similarity NPD6390 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