Structure

Physi-Chem Properties

Molecular Weight:  264.14
Volume:  269.578
LogP:  0.577
LogD:  -0.301
LogS:  -3.005
# Rotatable Bonds:  2
TPSA:  73.22
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.503
Synthetic Accessibility Score:  5.47
Fsp3:  0.6
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.086
MDCK Permeability:  1.640021218918264e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.149
Human Intestinal Absorption (HIA):  0.019
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.023

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.847
Plasma Protein Binding (PPB):  36.20178985595703%
Volume Distribution (VD):  1.109
Pgp-substrate:  64.46279907226562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.453
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.699
CYP2C9-inhibitor:  0.007
CYP2C9-substrate:  0.06
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.117
CYP3A4-inhibitor:  0.023
CYP3A4-substrate:  0.304

ADMET: Excretion

Clearance (CL):  1.831
Half-life (T1/2):  0.831

ADMET: Toxicity

hERG Blockers:  0.155
Human Hepatotoxicity (H-HT):  0.914
Drug-inuced Liver Injury (DILI):  0.034
AMES Toxicity:  0.381
Rat Oral Acute Toxicity:  0.964
Maximum Recommended Daily Dose:  0.933
Skin Sensitization:  0.956
Carcinogencity:  0.082
Eye Corrosion:  0.028
Eye Irritation:  0.184
Respiratory Toxicity:  0.968

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

  Natural Product: NPC49783

Natural Product ID:  NPC49783
Common Name*:   Phomadecalin D
IUPAC Name:   (1aS,2R,6R,7R,7aR,7bR)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2,6,7,7b-tetrahydronaphtho[1,2-b]oxirene-2,6-diol
Synonyms:   Phomadecalin D
Standard InCHIKey:  LLKUBNIUIWQJBY-ARYYTZDLSA-N
Standard InCHI:  InChI=1S/C15H20O4/c1-8(7-16)15-12(18)6-10-4-5-11(17)9(2)14(10,3)13(15)19-15/h4-6,9,11-13,16-18H,1,7H2,2-3H3/t9-,11+,12+,13+,14+,15-/m0/s1
SMILES:  OCC(=C)[C@]12O[C@@H]2[C@]2(C(=C[C@H]1O)C=C[C@H]([C@@H]2C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL460861
PubChem CID:   10445511
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO33418 Phoma sp. NRRL 25697 Species Didymellaceae Eukaryota Hypoxylon stromata n.a. n.a. PMID[11908990]

☑ 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
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 9.0 mm PMID[521531]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 8.0 mm PMID[521531]

☑ 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 NPC49783 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
0.9639 High Similarity NPC281316
0.9326 High Similarity NPC57664
0.9176 High Similarity NPC255143
0.8352 Intermediate Similarity NPC191323
0.8351 Intermediate Similarity NPC473624
0.8295 Intermediate Similarity NPC83702
0.8276 Intermediate Similarity NPC471408
0.8211 Intermediate Similarity NPC205143
0.8211 Intermediate Similarity NPC261807
0.8105 Intermediate Similarity NPC288970
0.8068 Intermediate Similarity NPC259858
0.8043 Intermediate Similarity NPC115607
0.8043 Intermediate Similarity NPC128066
0.8043 Intermediate Similarity NPC20946
0.8023 Intermediate Similarity NPC68119
0.8023 Intermediate Similarity NPC13823
0.8 Intermediate Similarity NPC170148
0.8 Intermediate Similarity NPC8774
0.7979 Intermediate Similarity NPC310013
0.7979 Intermediate Similarity NPC119379
0.7976 Intermediate Similarity NPC24590
0.7957 Intermediate Similarity NPC197107
0.7917 Intermediate Similarity NPC227583
0.7917 Intermediate Similarity NPC103165
0.7917 Intermediate Similarity NPC72204
0.7917 Intermediate Similarity NPC12103
0.7917 Intermediate Similarity NPC98457
0.7917 Intermediate Similarity NPC210717
0.7895 Intermediate Similarity NPC127718
0.7895 Intermediate Similarity NPC65402
0.7872 Intermediate Similarity NPC471453
0.7849 Intermediate Similarity NPC97103
0.7826 Intermediate Similarity NPC476948
0.7826 Intermediate Similarity NPC245004
0.7826 Intermediate Similarity NPC131329
0.7816 Intermediate Similarity NPC477089
0.7816 Intermediate Similarity NPC475980
0.7789 Intermediate Similarity NPC137461
0.7765 Intermediate Similarity NPC190859
0.7753 Intermediate Similarity NPC471270
0.7727 Intermediate Similarity NPC233295
0.7708 Intermediate Similarity NPC469491
0.7701 Intermediate Similarity NPC476703
0.77 Intermediate Similarity NPC11956
0.7684 Intermediate Similarity NPC41554
0.7684 Intermediate Similarity NPC97404
0.7677 Intermediate Similarity NPC38855
0.7667 Intermediate Similarity NPC477390
0.7667 Intermediate Similarity NPC477385
0.766 Intermediate Similarity NPC246028
0.766 Intermediate Similarity NPC299527
0.7653 Intermediate Similarity NPC473244
0.764 Intermediate Similarity NPC471266
0.764 Intermediate Similarity NPC236707
0.764 Intermediate Similarity NPC474592
0.764 Intermediate Similarity NPC95124
0.7624 Intermediate Similarity NPC23584
0.7609 Intermediate Similarity NPC290731
0.7609 Intermediate Similarity NPC298595
0.7604 Intermediate Similarity NPC474792
0.7604 Intermediate Similarity NPC91654
0.7604 Intermediate Similarity NPC67398
0.76 Intermediate Similarity NPC207885
0.76 Intermediate Similarity NPC476896
0.7582 Intermediate Similarity NPC185605
0.7579 Intermediate Similarity NPC329596
0.7579 Intermediate Similarity NPC204188
0.7579 Intermediate Similarity NPC11216
0.7579 Intermediate Similarity NPC295668
0.7579 Intermediate Similarity NPC3345
0.7579 Intermediate Similarity NPC80561
0.7579 Intermediate Similarity NPC220216
0.7579 Intermediate Similarity NPC291484
0.7576 Intermediate Similarity NPC312325
0.7573 Intermediate Similarity NPC472263
0.7573 Intermediate Similarity NPC469957
0.7573 Intermediate Similarity NPC108682
0.7573 Intermediate Similarity NPC469959
0.7556 Intermediate Similarity NPC474894
0.7556 Intermediate Similarity NPC476646
0.7553 Intermediate Similarity NPC280556
0.7553 Intermediate Similarity NPC474668
0.7551 Intermediate Similarity NPC211810
0.7551 Intermediate Similarity NPC221801
0.7551 Intermediate Similarity NPC284194
0.7551 Intermediate Similarity NPC471765
0.7528 Intermediate Similarity NPC476701
0.7527 Intermediate Similarity NPC61527
0.7527 Intermediate Similarity NPC476217
0.7526 Intermediate Similarity NPC472416
0.7526 Intermediate Similarity NPC472360
0.75 Intermediate Similarity NPC124374
0.75 Intermediate Similarity NPC238485
0.75 Intermediate Similarity NPC473893
0.75 Intermediate Similarity NPC302584
0.75 Intermediate Similarity NPC114389
0.75 Intermediate Similarity NPC79303
0.7476 Intermediate Similarity NPC93026
0.7476 Intermediate Similarity NPC29389
0.7476 Intermediate Similarity NPC265502
0.7476 Intermediate Similarity NPC469960
0.7475 Intermediate Similarity NPC120446
0.7475 Intermediate Similarity NPC182811
0.7474 Intermediate Similarity NPC261320
0.7474 Intermediate Similarity NPC309310
0.7474 Intermediate Similarity NPC16265
0.7474 Intermediate Similarity NPC470361
0.7473 Intermediate Similarity NPC155521
0.7471 Intermediate Similarity NPC171148
0.7471 Intermediate Similarity NPC69383
0.7471 Intermediate Similarity NPC313179
0.747 Intermediate Similarity NPC82337
0.7453 Intermediate Similarity NPC317107
0.7449 Intermediate Similarity NPC240838
0.7447 Intermediate Similarity NPC189777
0.7447 Intermediate Similarity NPC149224
0.7444 Intermediate Similarity NPC96362
0.7442 Intermediate Similarity NPC220939
0.7442 Intermediate Similarity NPC265485
0.7442 Intermediate Similarity NPC130665
0.7429 Intermediate Similarity NPC316974
0.7426 Intermediate Similarity NPC112613
0.7426 Intermediate Similarity NPC472554
0.7426 Intermediate Similarity NPC475617
0.7423 Intermediate Similarity NPC99653
0.7419 Intermediate Similarity NPC119001
0.7419 Intermediate Similarity NPC35933
0.7416 Intermediate Similarity NPC476314
0.7416 Intermediate Similarity NPC167891
0.7416 Intermediate Similarity NPC83351
0.74 Intermediate Similarity NPC476895
0.74 Intermediate Similarity NPC274458
0.74 Intermediate Similarity NPC65700
0.74 Intermediate Similarity NPC222303
0.7396 Intermediate Similarity NPC470817
0.7396 Intermediate Similarity NPC3952
0.7391 Intermediate Similarity NPC49208
0.7391 Intermediate Similarity NPC470384
0.7391 Intermediate Similarity NPC477978
0.7391 Intermediate Similarity NPC231601
0.7391 Intermediate Similarity NPC23748
0.7391 Intermediate Similarity NPC320548
0.7386 Intermediate Similarity NPC253190
0.7386 Intermediate Similarity NPC265588
0.7383 Intermediate Similarity NPC317460
0.7383 Intermediate Similarity NPC317687
0.7383 Intermediate Similarity NPC328074
0.7383 Intermediate Similarity NPC321272
0.7383 Intermediate Similarity NPC470025
0.7381 Intermediate Similarity NPC96484
0.7379 Intermediate Similarity NPC473543
0.7374 Intermediate Similarity NPC129569
0.7374 Intermediate Similarity NPC90583
0.7368 Intermediate Similarity NPC133588
0.7363 Intermediate Similarity NPC249423
0.7356 Intermediate Similarity NPC471525
0.7353 Intermediate Similarity NPC472552
0.7353 Intermediate Similarity NPC470571
0.7349 Intermediate Similarity NPC267027
0.7347 Intermediate Similarity NPC144202
0.734 Intermediate Similarity NPC125399
0.734 Intermediate Similarity NPC477389
0.734 Intermediate Similarity NPC6391
0.734 Intermediate Similarity NPC261266
0.734 Intermediate Similarity NPC477387
0.7333 Intermediate Similarity NPC471537
0.7333 Intermediate Similarity NPC128795
0.7333 Intermediate Similarity NPC311223
0.7333 Intermediate Similarity NPC50124
0.7333 Intermediate Similarity NPC135015
0.7333 Intermediate Similarity NPC217921
0.7333 Intermediate Similarity NPC48548
0.7327 Intermediate Similarity NPC64348
0.7327 Intermediate Similarity NPC271295
0.7327 Intermediate Similarity NPC79631
0.7327 Intermediate Similarity NPC473510
0.7327 Intermediate Similarity NPC269713
0.7326 Intermediate Similarity NPC23954
0.732 Intermediate Similarity NPC477574
0.732 Intermediate Similarity NPC210268
0.7315 Intermediate Similarity NPC470027
0.7312 Intermediate Similarity NPC231310
0.7312 Intermediate Similarity NPC160517
0.7312 Intermediate Similarity NPC474047
0.7312 Intermediate Similarity NPC46320
0.7312 Intermediate Similarity NPC78673
0.7312 Intermediate Similarity NPC186155
0.7308 Intermediate Similarity NPC82251
0.73 Intermediate Similarity NPC471916
0.73 Intermediate Similarity NPC26307
0.73 Intermediate Similarity NPC96597
0.73 Intermediate Similarity NPC98112
0.73 Intermediate Similarity NPC239547
0.73 Intermediate Similarity NPC347923
0.73 Intermediate Similarity NPC91197
0.73 Intermediate Similarity NPC476057
0.73 Intermediate Similarity NPC309503
0.73 Intermediate Similarity NPC155319
0.73 Intermediate Similarity NPC210337
0.73 Intermediate Similarity NPC476893

  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 NPC49783 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
0.7634 Intermediate Similarity NPD7524 Approved
0.75 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD8264 Approved
0.7426 Intermediate Similarity NPD5344 Discontinued
0.7391 Intermediate Similarity NPD6695 Phase 3
0.7327 Intermediate Similarity NPD6648 Approved
0.7216 Intermediate Similarity NPD7838 Discovery
0.7083 Intermediate Similarity NPD7750 Discontinued
0.7071 Intermediate Similarity NPD5778 Approved
0.7071 Intermediate Similarity NPD5779 Approved
0.7065 Intermediate Similarity NPD7332 Phase 2
0.7065 Intermediate Similarity NPD6931 Approved
0.7065 Intermediate Similarity NPD7514 Phase 3
0.7065 Intermediate Similarity NPD6930 Phase 2
0.6989 Remote Similarity NPD6902 Approved
0.6957 Remote Similarity NPD6929 Approved
0.6893 Remote Similarity NPD4225 Approved
0.6848 Remote Similarity NPD7145 Approved
0.6814 Remote Similarity NPD7115 Discovery
0.6813 Remote Similarity NPD6933 Approved
0.68 Remote Similarity NPD7087 Discontinued
0.6789 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6762 Remote Similarity NPD4159 Approved
0.6739 Remote Similarity NPD6925 Approved
0.6739 Remote Similarity NPD5776 Phase 2
0.6739 Remote Similarity NPD6932 Approved
0.6735 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6893 Approved
0.67 Remote Similarity NPD6698 Approved
0.67 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD368 Approved
0.6667 Remote Similarity NPD6640 Phase 3
0.6667 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7637 Suspended
0.6634 Remote Similarity NPD6411 Approved
0.6632 Remote Similarity NPD6898 Phase 1
0.6596 Remote Similarity NPD7645 Phase 2
0.6593 Remote Similarity NPD6926 Approved
0.6593 Remote Similarity NPD6924 Approved
0.6581 Remote Similarity NPD7503 Approved
0.6571 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6535 Remote Similarity NPD3168 Discontinued
0.6526 Remote Similarity NPD7525 Registered
0.6526 Remote Similarity NPD7509 Discontinued
0.6509 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD7640 Approved
0.6484 Remote Similarity NPD4732 Discontinued
0.6471 Remote Similarity NPD7983 Approved
0.6452 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6441 Remote Similarity NPD8515 Approved
0.6441 Remote Similarity NPD8517 Approved
0.6441 Remote Similarity NPD8516 Approved
0.6441 Remote Similarity NPD8513 Phase 3
0.6436 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6101 Approved
0.6429 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6421 Remote Similarity NPD6683 Phase 2
0.6415 Remote Similarity NPD7638 Approved
0.6374 Remote Similarity NPD7150 Approved
0.6374 Remote Similarity NPD7152 Approved
0.6374 Remote Similarity NPD7151 Approved
0.6364 Remote Similarity NPD1696 Phase 3
0.6344 Remote Similarity NPD7339 Approved
0.6344 Remote Similarity NPD6942 Approved
0.6325 Remote Similarity NPD7327 Approved
0.6325 Remote Similarity NPD7328 Approved
0.6303 Remote Similarity NPD8033 Approved
0.6283 Remote Similarity NPD6371 Approved
0.6271 Remote Similarity NPD7516 Approved
0.6264 Remote Similarity NPD7144 Approved
0.6264 Remote Similarity NPD7143 Approved
0.6263 Remote Similarity NPD6400 Clinical (unspecified phase)
0.625 Remote Similarity NPD6686 Approved
0.6218 Remote Similarity NPD8377 Approved
0.6218 Remote Similarity NPD8294 Approved
0.6214 Remote Similarity NPD7136 Phase 2
0.6186 Remote Similarity NPD4748 Discontinued
0.6186 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6179 Remote Similarity NPD8074 Phase 3
0.6167 Remote Similarity NPD8379 Approved
0.6167 Remote Similarity NPD8378 Approved
0.6167 Remote Similarity NPD8296 Approved
0.6167 Remote Similarity NPD8380 Approved
0.6167 Remote Similarity NPD8335 Approved
0.6161 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6923 Approved
0.6154 Remote Similarity NPD6922 Approved
0.6145 Remote Similarity NPD342 Phase 1
0.6136 Remote Similarity NPD371 Approved
0.6118 Remote Similarity NPD585 Clinical (unspecified phase)
0.6106 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5211 Phase 2
0.6087 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6071 Remote Similarity NPD4219 Approved
0.6061 Remote Similarity NPD3667 Approved
0.6018 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD4634 Approved
0.5983 Remote Similarity NPD4632 Approved
0.5982 Remote Similarity NPD5141 Approved
0.5968 Remote Similarity NPD7507 Approved
0.5962 Remote Similarity NPD6051 Approved
0.595 Remote Similarity NPD6319 Approved
0.595 Remote Similarity NPD7741 Discontinued
0.5946 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7632 Discontinued
0.5943 Remote Similarity NPD6399 Phase 3
0.5941 Remote Similarity NPD4786 Approved
0.5929 Remote Similarity NPD5357 Phase 1
0.5913 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5285 Approved
0.5909 Remote Similarity NPD5286 Approved
0.5909 Remote Similarity NPD4696 Approved
0.5897 Remote Similarity NPD6053 Discontinued
0.5897 Remote Similarity NPD8297 Approved
0.5895 Remote Similarity NPD4784 Approved
0.5895 Remote Similarity NPD4785 Approved
0.5888 Remote Similarity NPD5282 Discontinued
0.5882 Remote Similarity NPD1694 Approved
0.5877 Remote Similarity NPD5697 Approved
0.5872 Remote Similarity NPD4755 Approved
0.5859 Remote Similarity NPD4821 Approved
0.5859 Remote Similarity NPD4820 Approved
0.5859 Remote Similarity NPD4819 Approved
0.5859 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5859 Remote Similarity NPD4822 Approved
0.5854 Remote Similarity NPD5125 Phase 3
0.5854 Remote Similarity NPD5126 Approved
0.5847 Remote Similarity NPD8133 Approved
0.584 Remote Similarity NPD8273 Phase 1
0.5833 Remote Similarity NPD8039 Approved
0.5833 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5827 Remote Similarity NPD7319 Approved
0.5826 Remote Similarity NPD6899 Approved
0.5826 Remote Similarity NPD6881 Approved
0.5825 Remote Similarity NPD3618 Phase 1
0.5825 Remote Similarity NPD4249 Approved
0.5825 Remote Similarity NPD5279 Phase 3
0.582 Remote Similarity NPD6054 Approved
0.5804 Remote Similarity NPD5225 Approved
0.5804 Remote Similarity NPD5224 Approved
0.5804 Remote Similarity NPD5226 Approved
0.5804 Remote Similarity NPD4633 Approved
0.5794 Remote Similarity NPD4202 Approved
0.5789 Remote Similarity NPD6402 Approved
0.5789 Remote Similarity NPD6008 Approved
0.5789 Remote Similarity NPD6675 Approved
0.5789 Remote Similarity NPD7128 Approved
0.5789 Remote Similarity NPD5739 Approved
0.578 Remote Similarity NPD7839 Suspended
0.578 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5778 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6012 Approved
0.5776 Remote Similarity NPD6014 Approved
0.5776 Remote Similarity NPD6013 Approved
0.5772 Remote Similarity NPD6016 Approved
0.5772 Remote Similarity NPD6015 Approved
0.5769 Remote Similarity NPD4251 Approved
0.5769 Remote Similarity NPD4250 Approved
0.5766 Remote Similarity NPD4700 Approved
0.5752 Remote Similarity NPD5175 Approved
0.5752 Remote Similarity NPD5174 Approved
0.5741 Remote Similarity NPD7748 Approved
0.5739 Remote Similarity NPD5701 Approved
0.5739 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7260 Phase 2
0.5728 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5727 Remote Similarity NPD7902 Approved
0.5726 Remote Similarity NPD7290 Approved
0.5726 Remote Similarity NPD7102 Approved
0.5726 Remote Similarity NPD6370 Approved
0.5726 Remote Similarity NPD5988 Approved
0.5726 Remote Similarity NPD6883 Approved
0.5714 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5223 Approved
0.5702 Remote Similarity NPD4198 Discontinued
0.5702 Remote Similarity NPD6009 Approved
0.5701 Remote Similarity NPD7515 Phase 2
0.5701 Remote Similarity NPD5281 Approved
0.5701 Remote Similarity NPD5284 Approved
0.5701 Remote Similarity NPD6079 Approved
0.5691 Remote Similarity NPD6059 Approved
0.569 Remote Similarity NPD6011 Approved
0.569 Remote Similarity NPD7320 Approved
0.5688 Remote Similarity NPD5695 Phase 3
0.5686 Remote Similarity NPD7154 Phase 3
0.5686 Remote Similarity NPD6110 Phase 1
0.5684 Remote Similarity NPD4243 Approved
0.568 Remote Similarity NPD7604 Phase 2
0.5678 Remote Similarity NPD6869 Approved
0.5678 Remote Similarity NPD6847 Approved
0.5678 Remote Similarity NPD6650 Approved
0.5678 Remote Similarity NPD6617 Approved
0.5678 Remote Similarity NPD6649 Approved
0.5678 Remote Similarity NPD8130 Phase 1
0.5673 Remote Similarity NPD4623 Approved
0.5673 Remote Similarity NPD4519 Discontinued
0.566 Remote Similarity NPD1695 Approved
0.566 Remote Similarity NPD5328 Approved
0.566 Remote Similarity NPD4753 Phase 2
0.5657 Remote Similarity NPD4268 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