Structure

Physi-Chem Properties

Molecular Weight:  687.23
Volume:  668.382
LogP:  1.355
LogD:  0.506
LogS:  -2.648
# Rotatable Bonds:  13
TPSA:  210.67
# H-Bond Aceptor:  13
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.08
Synthetic Accessibility Score:  6.181
Fsp3:  0.559
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.915
MDCK Permeability:  1.325810171692865e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.634
20% Bioavailability (F20%):  0.167
30% Bioavailability (F30%):  0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.053
Plasma Protein Binding (PPB):  33.79829406738281%
Volume Distribution (VD):  0.252
Pgp-substrate:  20.087974548339844%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.043
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.043
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.99
CYP2D6-inhibitor:  0.045
CYP2D6-substrate:  0.139
CYP3A4-inhibitor:  0.088
CYP3A4-substrate:  0.073

ADMET: Excretion

Clearance (CL):  1.969
Half-life (T1/2):  0.842

ADMET: Toxicity

hERG Blockers:  0.003
Human Hepatotoxicity (H-HT):  0.288
Drug-inuced Liver Injury (DILI):  0.972
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.061
Maximum Recommended Daily Dose:  0.048
Skin Sensitization:  0.209
Carcinogencity:  0.481
Eye Corrosion:  0.008
Eye Irritation:  0.021
Respiratory Toxicity:  0.371

Download Data

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

  Natural Product: NPC193753

Natural Product ID:  NPC193753
Common Name*:   Lucensimycin D
IUPAC Name:   (2E,4E,6E)-7-[(2S,3R,4aS,4bS,5'R,6R,7R,8S,8aR,10aR)-5'-[[(2S)-2-acetamido-2-carboxyethyl]sulfanylmethyl]-6-acetyloxy-8-hydroxy-4a,7-dimethyl-2',4,4'-trioxospiro[2,4b,5,6,7,8,8a,10a-octahydro-1H-phenanthrene-3,3'-oxolane]-2-yl]hepta-2,4,6-trienoic acid
Synonyms:   Lucensimycin D
Standard InCHIKey:  PTLQDKFYOYMVQN-WAIMEGHCSA-N
Standard InCHI:  InChI=1S/C34H41NO12S/c1-17-25(46-19(3)37)14-23-22(28(17)40)12-11-20-13-21(9-7-5-6-8-10-27(38)39)34(31(44)33(20,23)4)29(41)26(47-32(34)45)16-48-15-24(30(42)43)35-18(2)36/h5-12,17,20-26,28,40H,13-16H2,1-4H3,(H,35,36)(H,38,39)(H,42,43)/b6-5+,9-7+,10-8+/t17-,20-,21+,22+,23-,24+,25+,26-,28+,33-,34-/m0/s1
SMILES:  C[C@H]1[C@@H](C[C@H]2[C@@H](C=C[C@H]3C[C@@H](/C=C/C=C/C=C/C(=O)O)[C@]4(C(=O)[C@H](CSC[C@H](C(=O)O)N=C(C)O)OC4=O)C(=O)[C@]23C)[C@@H]1O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL552710
PubChem CID:   45272230
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000025] Phenanthrenes 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
NPO33025 streptomyces lucensis ma7349 Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19115838]

☑ 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
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 12.0 mm PMID[524245]
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC = 250.0 ug.mL-1 PMID[524245]

☑ 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 NPC193753 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC160222
0.8106 Intermediate Similarity NPC21326
0.7643 Intermediate Similarity NPC204556
0.7574 Intermediate Similarity NPC9714
0.7279 Intermediate Similarity NPC472926
0.7266 Intermediate Similarity NPC472933
0.7246 Intermediate Similarity NPC472927
0.7153 Intermediate Similarity NPC474271
0.7063 Intermediate Similarity NPC67251
0.7029 Intermediate Similarity NPC25909
0.7029 Intermediate Similarity NPC326264
0.7021 Intermediate Similarity NPC268958
0.7014 Intermediate Similarity NPC476729
0.7014 Intermediate Similarity NPC24651
0.7014 Intermediate Similarity NPC470922
0.7 Intermediate Similarity NPC239273
0.7 Intermediate Similarity NPC472934
0.6978 Remote Similarity NPC473798
0.6972 Remote Similarity NPC476962
0.6966 Remote Similarity NPC225049
0.695 Remote Similarity NPC251310
0.695 Remote Similarity NPC17772
0.695 Remote Similarity NPC470776
0.6944 Remote Similarity NPC265557
0.6944 Remote Similarity NPC105926
0.6944 Remote Similarity NPC91693
0.6944 Remote Similarity NPC18945
0.6929 Remote Similarity NPC148458
0.6929 Remote Similarity NPC474734
0.6929 Remote Similarity NPC251236
0.6929 Remote Similarity NPC96312
0.6929 Remote Similarity NPC270958
0.6929 Remote Similarity NPC328374
0.6929 Remote Similarity NPC40632
0.6918 Remote Similarity NPC473265
0.6918 Remote Similarity NPC470882
0.6906 Remote Similarity NPC472929
0.6906 Remote Similarity NPC198539
0.6906 Remote Similarity NPC321496
0.6906 Remote Similarity NPC469454
0.6906 Remote Similarity NPC469463
0.6906 Remote Similarity NPC469496
0.6901 Remote Similarity NPC469488
0.6901 Remote Similarity NPC470777
0.6887 Remote Similarity NPC243902
0.6887 Remote Similarity NPC243014
0.6884 Remote Similarity NPC472928
0.6884 Remote Similarity NPC34315
0.6879 Remote Similarity NPC471854
0.6879 Remote Similarity NPC474654
0.6879 Remote Similarity NPC122033
0.6879 Remote Similarity NPC201968
0.6879 Remote Similarity NPC287343
0.6879 Remote Similarity NPC470854
0.6879 Remote Similarity NPC176513
0.6879 Remote Similarity NPC470775
0.6879 Remote Similarity NPC27999
0.6879 Remote Similarity NPC477116
0.6879 Remote Similarity NPC97908
0.6875 Remote Similarity NPC312833
0.6875 Remote Similarity NPC222688
0.6866 Remote Similarity NPC95899
0.6861 Remote Similarity NPC474243
0.6857 Remote Similarity NPC50694
0.6853 Remote Similarity NPC107338
0.6853 Remote Similarity NPC109607
0.6853 Remote Similarity NPC112038
0.6853 Remote Similarity NPC478051
0.6849 Remote Similarity NPC198209
0.6846 Remote Similarity NPC102316
0.6838 Remote Similarity NPC472925
0.6835 Remote Similarity NPC264634
0.6835 Remote Similarity NPC269530
0.6832 Remote Similarity NPC187497
0.6832 Remote Similarity NPC475599
0.6832 Remote Similarity NPC100612
0.6832 Remote Similarity NPC174336
0.6832 Remote Similarity NPC113620
0.6831 Remote Similarity NPC297179
0.6831 Remote Similarity NPC284707
0.6831 Remote Similarity NPC118638
0.6824 Remote Similarity NPC470880
0.6824 Remote Similarity NPC221414
0.6812 Remote Similarity NPC129689
0.6812 Remote Similarity NPC478209
0.6812 Remote Similarity NPC476290
0.6809 Remote Similarity NPC207217
0.6809 Remote Similarity NPC179626
0.6806 Remote Similarity NPC470779
0.6803 Remote Similarity NPC476008
0.6803 Remote Similarity NPC473253
0.68 Remote Similarity NPC469674
0.6797 Remote Similarity NPC250312
0.6788 Remote Similarity NPC476802
0.6788 Remote Similarity NPC89171
0.6788 Remote Similarity NPC275539
0.6788 Remote Similarity NPC189075
0.6788 Remote Similarity NPC102843
0.6788 Remote Similarity NPC476479
0.6786 Remote Similarity NPC202889
0.6786 Remote Similarity NPC159333
0.6786 Remote Similarity NPC52634
0.6786 Remote Similarity NPC49451
0.6783 Remote Similarity NPC476529
0.6783 Remote Similarity NPC475775
0.6781 Remote Similarity NPC8369
0.6781 Remote Similarity NPC81736
0.6781 Remote Similarity NPC172154
0.677 Remote Similarity NPC475527
0.677 Remote Similarity NPC265699
0.6765 Remote Similarity NPC469607
0.6763 Remote Similarity NPC188738
0.6763 Remote Similarity NPC304180
0.6763 Remote Similarity NPC474315
0.6763 Remote Similarity NPC179798
0.6763 Remote Similarity NPC115303
0.6761 Remote Similarity NPC153651
0.6761 Remote Similarity NPC53396
0.6761 Remote Similarity NPC473590
0.6761 Remote Similarity NPC98249
0.6761 Remote Similarity NPC469684
0.6759 Remote Similarity NPC19464
0.6741 Remote Similarity NPC72151
0.6741 Remote Similarity NPC478057
0.6739 Remote Similarity NPC286174
0.6739 Remote Similarity NPC141350
0.6739 Remote Similarity NPC77947
0.6738 Remote Similarity NPC117712
0.6738 Remote Similarity NPC469877
0.6738 Remote Similarity NPC474906
0.6738 Remote Similarity NPC18547
0.6738 Remote Similarity NPC470919
0.6736 Remote Similarity NPC185876
0.6736 Remote Similarity NPC19336
0.6735 Remote Similarity NPC473635
0.6735 Remote Similarity NPC477745
0.6735 Remote Similarity NPC181999
0.6735 Remote Similarity NPC293112
0.6733 Remote Similarity NPC189393
0.6733 Remote Similarity NPC100390
0.6733 Remote Similarity NPC254614
0.6733 Remote Similarity NPC90814
0.6732 Remote Similarity NPC596
0.6732 Remote Similarity NPC295885
0.6732 Remote Similarity NPC140045
0.6716 Remote Similarity NPC115899
0.6715 Remote Similarity NPC3316
0.6715 Remote Similarity NPC176949
0.6715 Remote Similarity NPC201908
0.6715 Remote Similarity NPC473284
0.6715 Remote Similarity NPC144854
0.6715 Remote Similarity NPC110496
0.6714 Remote Similarity NPC90952
0.6714 Remote Similarity NPC472002
0.6714 Remote Similarity NPC147180
0.6714 Remote Similarity NPC474516
0.6714 Remote Similarity NPC170487
0.6714 Remote Similarity NPC277769
0.6714 Remote Similarity NPC476269
0.6714 Remote Similarity NPC475524
0.6714 Remote Similarity NPC90769
0.6714 Remote Similarity NPC100267
0.6714 Remote Similarity NPC71348
0.6713 Remote Similarity NPC188667
0.6713 Remote Similarity NPC311554
0.6713 Remote Similarity NPC315974
0.6713 Remote Similarity NPC471121
0.6713 Remote Similarity NPC471118
0.6713 Remote Similarity NPC204552
0.6713 Remote Similarity NPC257457
0.6712 Remote Similarity NPC120724
0.6712 Remote Similarity NPC11895
0.6712 Remote Similarity NPC469789
0.6691 Remote Similarity NPC5103
0.6691 Remote Similarity NPC286880
0.6691 Remote Similarity NPC210005
0.669 Remote Similarity NPC102822
0.669 Remote Similarity NPC477046
0.669 Remote Similarity NPC474046
0.669 Remote Similarity NPC477509
0.669 Remote Similarity NPC173686
0.669 Remote Similarity NPC472401
0.669 Remote Similarity NPC259306
0.669 Remote Similarity NPC270929
0.669 Remote Similarity NPC152199
0.669 Remote Similarity NPC470628
0.669 Remote Similarity NPC16081
0.669 Remote Similarity NPC235539
0.669 Remote Similarity NPC134869
0.669 Remote Similarity NPC270478
0.6689 Remote Similarity NPC471940
0.6689 Remote Similarity NPC168879
0.6687 Remote Similarity NPC473208
0.6667 Remote Similarity NPC51978
0.6667 Remote Similarity NPC471204
0.6667 Remote Similarity NPC208998
0.6667 Remote Similarity NPC251998
0.6667 Remote Similarity NPC320447
0.6667 Remote Similarity NPC322903
0.6667 Remote Similarity NPC476852

  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 NPC193753 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
0.6923 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6908 Remote Similarity NPD6334 Approved
0.6908 Remote Similarity NPD6333 Approved
0.6761 Remote Similarity NPD6317 Approved
0.669 Remote Similarity NPD6909 Approved
0.669 Remote Similarity NPD6908 Approved
0.6689 Remote Similarity NPD8074 Phase 3
0.6643 Remote Similarity NPD6649 Approved
0.6643 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6643 Remote Similarity NPD6650 Approved
0.6623 Remote Similarity NPD7260 Phase 2
0.6621 Remote Similarity NPD6319 Approved
0.6596 Remote Similarity NPD8297 Approved
0.6575 Remote Similarity NPD6921 Approved
0.6573 Remote Similarity NPD8407 Phase 2
0.6554 Remote Similarity NPD7492 Approved
0.6547 Remote Similarity NPD6899 Approved
0.6547 Remote Similarity NPD6881 Approved
0.6533 Remote Similarity NPD7736 Approved
0.6528 Remote Similarity NPD8462 Phase 1
0.6525 Remote Similarity NPD8130 Phase 1
0.651 Remote Similarity NPD6616 Approved
0.6507 Remote Similarity NPD6054 Approved
0.65 Remote Similarity NPD6373 Approved
0.65 Remote Similarity NPD6372 Approved
0.6497 Remote Similarity NPD8368 Discontinued
0.6486 Remote Similarity NPD7604 Phase 2
0.6486 Remote Similarity NPD8328 Phase 3
0.6479 Remote Similarity NPD6882 Approved
0.6475 Remote Similarity NPD5697 Approved
0.6467 Remote Similarity NPD7078 Approved
0.6454 Remote Similarity NPD7290 Approved
0.6454 Remote Similarity NPD6883 Approved
0.6454 Remote Similarity NPD7102 Approved
0.6447 Remote Similarity NPD6914 Discontinued
0.6438 Remote Similarity NPD7518 Approved
0.6438 Remote Similarity NPD7519 Approved
0.6438 Remote Similarity NPD7517 Approved
0.6419 Remote Similarity NPD6370 Approved
0.6414 Remote Similarity NPD7115 Discovery
0.6408 Remote Similarity NPD6617 Approved
0.6408 Remote Similarity NPD6847 Approved
0.6408 Remote Similarity NPD6869 Approved
0.6403 Remote Similarity NPD6402 Approved
0.6403 Remote Similarity NPD7128 Approved
0.6403 Remote Similarity NPD5739 Approved
0.6403 Remote Similarity NPD6675 Approved
0.6383 Remote Similarity NPD6012 Approved
0.6383 Remote Similarity NPD6013 Approved
0.6383 Remote Similarity NPD6014 Approved
0.6364 Remote Similarity NPD6845 Suspended
0.6358 Remote Similarity NPD8293 Discontinued
0.6351 Remote Similarity NPD6016 Approved
0.6351 Remote Similarity NPD6015 Approved
0.6338 Remote Similarity NPD5135 Approved
0.6338 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5778 Approved
0.6316 Remote Similarity NPD5779 Approved
0.6312 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6312 Remote Similarity NPD7320 Approved
0.6312 Remote Similarity NPD6011 Approved
0.6309 Remote Similarity NPD5988 Approved
0.6284 Remote Similarity NPD7148 Clinical (unspecified phase)
0.6284 Remote Similarity NPD7147 Phase 3
0.6284 Remote Similarity NPD6059 Approved
0.6268 Remote Similarity NPD6413 Approved
0.625 Remote Similarity NPD8435 Approved
0.625 Remote Similarity NPD8361 Approved
0.625 Remote Similarity NPD8360 Approved
0.6241 Remote Similarity NPD5701 Approved
0.6223 Remote Similarity NPD8485 Approved
0.6207 Remote Similarity NPD4632 Approved
0.6204 Remote Similarity NPD4225 Approved
0.619 Remote Similarity NPD6009 Approved
0.619 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6187 Remote Similarity NPD5211 Phase 2
0.6159 Remote Similarity NPD7640 Approved
0.6159 Remote Similarity NPD6404 Discontinued
0.6159 Remote Similarity NPD7639 Approved
0.6159 Remote Similarity NPD7625 Phase 1
0.6143 Remote Similarity NPD4754 Approved
0.6139 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6133 Remote Similarity NPD5983 Phase 2
0.6133 Remote Similarity NPD8517 Approved
0.6133 Remote Similarity NPD8515 Approved
0.6133 Remote Similarity NPD8516 Approved
0.6133 Remote Similarity NPD8513 Phase 3
0.6129 Remote Similarity NPD7751 Phase 1
0.6126 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6122 Remote Similarity NPD6868 Approved
0.6119 Remote Similarity NPD6411 Approved
0.6118 Remote Similarity NPD8342 Approved
0.6118 Remote Similarity NPD8340 Approved
0.6118 Remote Similarity NPD8299 Approved
0.6118 Remote Similarity NPD8341 Approved
0.6111 Remote Similarity NPD4634 Approved
0.6107 Remote Similarity NPD7100 Approved
0.6107 Remote Similarity NPD7101 Approved
0.6099 Remote Similarity NPD5141 Approved
0.6087 Remote Similarity NPD7638 Approved
0.6078 Remote Similarity NPD6336 Discontinued
0.6076 Remote Similarity NPD8415 Approved
0.6058 Remote Similarity NPD7839 Suspended
0.6058 Remote Similarity NPD5222 Approved
0.6058 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5221 Approved
0.6056 Remote Similarity NPD6008 Approved
0.6054 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6053 Remote Similarity NPD6067 Discontinued
0.6053 Remote Similarity NPD7830 Approved
0.6053 Remote Similarity NPD7829 Approved
0.6043 Remote Similarity NPD5285 Approved
0.6043 Remote Similarity NPD5286 Approved
0.6043 Remote Similarity NPD4696 Approved
0.604 Remote Similarity NPD6335 Approved
0.6029 Remote Similarity NPD7748 Approved
0.6014 Remote Similarity NPD7902 Approved
0.6014 Remote Similarity NPD6083 Phase 2
0.6014 Remote Similarity NPD6274 Approved
0.6014 Remote Similarity NPD6084 Phase 2
0.6014 Remote Similarity NPD5173 Approved
0.6 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6 Remote Similarity NPD6079 Approved
0.6 Remote Similarity NPD6421 Discontinued
0.6 Remote Similarity NPD7637 Suspended
0.5974 Remote Similarity NPD8451 Approved
0.597 Remote Similarity NPD5764 Clinical (unspecified phase)
0.597 Remote Similarity NPD6101 Approved
0.5967 Remote Similarity NPD8470 Clinical (unspecified phase)
0.5962 Remote Similarity NPD7319 Approved
0.5957 Remote Similarity NPD5224 Approved
0.5957 Remote Similarity NPD5226 Approved
0.5957 Remote Similarity NPD5225 Approved
0.5957 Remote Similarity NPD4633 Approved
0.5949 Remote Similarity NPD8338 Approved
0.5942 Remote Similarity NPD4697 Phase 3
0.5935 Remote Similarity NPD8448 Approved
0.5933 Remote Similarity NPD6313 Approved
0.5933 Remote Similarity NPD7641 Discontinued
0.5933 Remote Similarity NPD6314 Approved
0.5924 Remote Similarity NPD8391 Approved
0.5924 Remote Similarity NPD8390 Approved
0.5924 Remote Similarity NPD8392 Approved
0.5921 Remote Similarity NPD8444 Approved
0.5915 Remote Similarity NPD6052 Approved
0.5915 Remote Similarity NPD5174 Approved
0.5915 Remote Similarity NPD5175 Approved
0.5899 Remote Similarity NPD4755 Approved
0.5897 Remote Similarity NPD6033 Approved
0.589 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5887 Remote Similarity NPD5223 Approved
0.5882 Remote Similarity NPD8080 Discontinued
0.5882 Remote Similarity NPD7515 Phase 2
0.5882 Remote Similarity NPD7983 Approved
0.5862 Remote Similarity NPD4730 Approved
0.5862 Remote Similarity NPD4729 Approved
0.5862 Remote Similarity NPD6686 Approved
0.5857 Remote Similarity NPD5696 Approved
0.5857 Remote Similarity NPD5290 Discontinued
0.5852 Remote Similarity NPD5370 Suspended
0.5852 Remote Similarity NPD5328 Approved
0.5844 Remote Similarity NPD7642 Approved
0.5839 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD4211 Phase 1
0.5827 Remote Similarity NPD4228 Discovery
0.5822 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4700 Approved
0.5797 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5797 Remote Similarity NPD7900 Approved
0.5796 Remote Similarity NPD8336 Approved
0.5796 Remote Similarity NPD8337 Approved
0.5782 Remote Similarity NPD5247 Approved
0.5782 Remote Similarity NPD6420 Discontinued
0.5782 Remote Similarity NPD5248 Approved
0.5782 Remote Similarity NPD5249 Phase 3
0.5782 Remote Similarity NPD5250 Approved
0.5782 Remote Similarity NPD5251 Approved
0.5778 Remote Similarity NPD5737 Approved
0.5778 Remote Similarity NPD6672 Approved
0.5769 Remote Similarity NPD7507 Approved
0.5762 Remote Similarity NPD7500 Approved
0.5762 Remote Similarity NPD7505 Discontinued
0.5758 Remote Similarity NPD7305 Phase 1
0.5756 Remote Similarity NPD8404 Phase 2
0.5755 Remote Similarity NPD5695 Phase 3
0.5755 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5746 Remote Similarity NPD3618 Phase 1
0.574 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5738 Remote Similarity NPD7799 Discontinued
0.5734 Remote Similarity NPD7632 Discontinued
0.5724 Remote Similarity NPD4768 Approved
0.5724 Remote Similarity NPD4767 Approved
0.5714 Remote Similarity NPD7749 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5704 Remote Similarity NPD3573 Approved
0.5704 Remote Similarity NPD8418 Phase 2
0.5693 Remote Similarity NPD5785 Approved
0.5685 Remote Similarity NPD5954 Clinical (unspecified phase)

  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