Structure

Physi-Chem Properties

Molecular Weight:  268.17
Volume:  274.851
LogP:  1.244
LogD:  1.483
LogS:  -2.57
# Rotatable Bonds:  0
TPSA:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.574
Synthetic Accessibility Score:  5.155
Fsp3:  0.867
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:  -5.109
MDCK Permeability:  4.782958058058284e-06
Pgp-inhibitor:  0.01
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.04

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.213
Plasma Protein Binding (PPB):  66.80352783203125%
Volume Distribution (VD):  1.513
Pgp-substrate:  45.338623046875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.023
CYP1A2-substrate:  0.428
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.81
CYP2C9-inhibitor:  0.012
CYP2C9-substrate:  0.056
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.101
CYP3A4-inhibitor:  0.05
CYP3A4-substrate:  0.274

ADMET: Excretion

Clearance (CL):  2.797
Half-life (T1/2):  0.26

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.4
Drug-inuced Liver Injury (DILI):  0.411
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.964
Maximum Recommended Daily Dose:  0.99
Skin Sensitization:  0.23
Carcinogencity:  0.206
Eye Corrosion:  0.093
Eye Irritation:  0.413
Respiratory Toxicity:  0.971

Download Data

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

  Natural Product: NPC475991

Natural Product ID:  NPC475991
Common Name*:   NGEOWCSCCIYZLE-BDTCJLSISA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NGEOWCSCCIYZLE-BDTCJLSISA-N
Standard InCHI:  InChI=1S/C15H24O4/c1-7-5-8(16)10-11-9(7)12(17)19-6-15(11,4)13(18)14(10,2)3/h7-8,10,12-13,16-18H,5-6H2,1-4H3/t7-,8+,10-,12+,13-,15-/m1/s1
SMILES:  CC1CC(C2C3=C1C(OCC3(C(C2(C)C)O)C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL520604
PubChem CID:   11425649
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000086] Pyrans

*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
NPO32658 geniculosporium sp. Species Xylariaceae Eukaryota n.a. isolated from the marine red alga Polysiphonia n.a. PMID[15787444]
NPO32658 geniculosporium sp. Species Xylariaceae Eukaryota n.a. n.a. n.a. PMID[9917307]

☑ 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
NPT1234 Organism Chlorella fusca Chlorella fusca IZ = 0.0 mm PMID[482804]
NPT1234 Organism Chlorella fusca Chlorella fusca IZ = 7.0 mm PMID[482804]

☑ 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 NPC475991 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
0.8132 Intermediate Similarity NPC299527
0.809 Intermediate Similarity NPC119001
0.8043 Intermediate Similarity NPC470817
0.7935 Intermediate Similarity NPC470819
0.79 Intermediate Similarity NPC476592
0.78 Intermediate Similarity NPC476595
0.78 Intermediate Similarity NPC476593
0.7778 Intermediate Similarity NPC471482
0.7778 Intermediate Similarity NPC300399
0.7708 Intermediate Similarity NPC135224
0.7708 Intermediate Similarity NPC477969
0.77 Intermediate Similarity NPC471885
0.77 Intermediate Similarity NPC471887
0.77 Intermediate Similarity NPC471888
0.77 Intermediate Similarity NPC471886
0.7677 Intermediate Similarity NPC470434
0.7677 Intermediate Similarity NPC176406
0.7647 Intermediate Similarity NPC476594
0.764 Intermediate Similarity NPC16090
0.7634 Intermediate Similarity NPC471952
0.7629 Intermediate Similarity NPC165632
0.7624 Intermediate Similarity NPC93352
0.7624 Intermediate Similarity NPC75608
0.7619 Intermediate Similarity NPC216595
0.7619 Intermediate Similarity NPC473567
0.7609 Intermediate Similarity NPC477668
0.7604 Intermediate Similarity NPC189513
0.76 Intermediate Similarity NPC37207
0.76 Intermediate Similarity NPC471889
0.7582 Intermediate Similarity NPC116613
0.7579 Intermediate Similarity NPC94127
0.7576 Intermediate Similarity NPC469942
0.7576 Intermediate Similarity NPC471242
0.7528 Intermediate Similarity NPC206062
0.7527 Intermediate Similarity NPC471779
0.7526 Intermediate Similarity NPC477970
0.7526 Intermediate Similarity NPC100892
0.7525 Intermediate Similarity NPC471450
0.75 Intermediate Similarity NPC285231
0.75 Intermediate Similarity NPC16350
0.75 Intermediate Similarity NPC308041
0.75 Intermediate Similarity NPC21568
0.75 Intermediate Similarity NPC470944
0.75 Intermediate Similarity NPC472640
0.75 Intermediate Similarity NPC472641
0.7476 Intermediate Similarity NPC33053
0.7475 Intermediate Similarity NPC275865
0.7474 Intermediate Similarity NPC295668
0.7474 Intermediate Similarity NPC472642
0.7474 Intermediate Similarity NPC220216
0.7451 Intermediate Similarity NPC152966
0.7449 Intermediate Similarity NPC319861
0.7449 Intermediate Similarity NPC72204
0.7444 Intermediate Similarity NPC15978
0.7429 Intermediate Similarity NPC141433
0.7426 Intermediate Similarity NPC238397
0.7426 Intermediate Similarity NPC471363
0.7419 Intermediate Similarity NPC152808
0.7419 Intermediate Similarity NPC293287
0.7416 Intermediate Similarity NPC17550
0.74 Intermediate Similarity NPC477968
0.74 Intermediate Similarity NPC219285
0.74 Intermediate Similarity NPC20113
0.74 Intermediate Similarity NPC228251
0.74 Intermediate Similarity NPC91497
0.74 Intermediate Similarity NPC161527
0.74 Intermediate Similarity NPC477971
0.74 Intermediate Similarity NPC477972
0.7396 Intermediate Similarity NPC78594
0.7396 Intermediate Similarity NPC124374
0.7396 Intermediate Similarity NPC234335
0.7383 Intermediate Similarity NPC307642
0.7383 Intermediate Similarity NPC51154
0.7379 Intermediate Similarity NPC242748
0.7379 Intermediate Similarity NPC472899
0.7379 Intermediate Similarity NPC472900
0.7379 Intermediate Similarity NPC472898
0.7379 Intermediate Similarity NPC85670
0.7374 Intermediate Similarity NPC476893
0.7374 Intermediate Similarity NPC98112
0.7374 Intermediate Similarity NPC473890
0.7374 Intermediate Similarity NPC243728
0.7374 Intermediate Similarity NPC177818
0.7368 Intermediate Similarity NPC261320
0.7363 Intermediate Similarity NPC122945
0.7363 Intermediate Similarity NPC109938
0.7358 Intermediate Similarity NPC13190
0.7353 Intermediate Similarity NPC127933
0.7353 Intermediate Similarity NPC473198
0.7353 Intermediate Similarity NPC7644
0.7353 Intermediate Similarity NPC475889
0.7353 Intermediate Similarity NPC134270
0.7353 Intermediate Similarity NPC7613
0.7347 Intermediate Similarity NPC471915
0.7347 Intermediate Similarity NPC476894
0.7339 Intermediate Similarity NPC203862
0.7333 Intermediate Similarity NPC14630
0.7333 Intermediate Similarity NPC257853
0.7333 Intermediate Similarity NPC472901
0.7333 Intermediate Similarity NPC250089
0.7333 Intermediate Similarity NPC128133
0.7333 Intermediate Similarity NPC186072
0.7333 Intermediate Similarity NPC157530
0.7327 Intermediate Similarity NPC474022
0.7327 Intermediate Similarity NPC475617
0.732 Intermediate Similarity NPC472812
0.732 Intermediate Similarity NPC99653
0.732 Intermediate Similarity NPC242419
0.732 Intermediate Similarity NPC235126
0.732 Intermediate Similarity NPC137461
0.7312 Intermediate Similarity NPC266511
0.7308 Intermediate Similarity NPC475781
0.73 Intermediate Similarity NPC158088
0.73 Intermediate Similarity NPC476895
0.73 Intermediate Similarity NPC216260
0.73 Intermediate Similarity NPC5358
0.7292 Intermediate Similarity NPC197107
0.729 Intermediate Similarity NPC42171
0.729 Intermediate Similarity NPC112274
0.7283 Intermediate Similarity NPC477667
0.7282 Intermediate Similarity NPC473543
0.7282 Intermediate Similarity NPC470321
0.7282 Intermediate Similarity NPC264867
0.7282 Intermediate Similarity NPC201880
0.7282 Intermediate Similarity NPC473207
0.7282 Intermediate Similarity NPC81567
0.7273 Intermediate Similarity NPC288970
0.7273 Intermediate Similarity NPC207617
0.7273 Intermediate Similarity NPC152017
0.7264 Intermediate Similarity NPC191439
0.7264 Intermediate Similarity NPC103627
0.7264 Intermediate Similarity NPC65155
0.7264 Intermediate Similarity NPC170974
0.7255 Intermediate Similarity NPC201191
0.7255 Intermediate Similarity NPC475344
0.7255 Intermediate Similarity NPC476471
0.7245 Intermediate Similarity NPC104925
0.7245 Intermediate Similarity NPC474922
0.7245 Intermediate Similarity NPC298973
0.7245 Intermediate Similarity NPC144202
0.7238 Intermediate Similarity NPC470024
0.7238 Intermediate Similarity NPC325054
0.7234 Intermediate Similarity NPC255143
0.7234 Intermediate Similarity NPC6391
0.7232 Intermediate Similarity NPC233500
0.7228 Intermediate Similarity NPC471247
0.7228 Intermediate Similarity NPC64348
0.7228 Intermediate Similarity NPC324598
0.7228 Intermediate Similarity NPC282669
0.7228 Intermediate Similarity NPC324841
0.7222 Intermediate Similarity NPC204270
0.7216 Intermediate Similarity NPC469738
0.7216 Intermediate Similarity NPC114389
0.7216 Intermediate Similarity NPC249034
0.7216 Intermediate Similarity NPC472811
0.7216 Intermediate Similarity NPC302584
0.7212 Intermediate Similarity NPC220217
0.7212 Intermediate Similarity NPC252296
0.7212 Intermediate Similarity NPC472818
0.7212 Intermediate Similarity NPC474569
0.7212 Intermediate Similarity NPC119855
0.7212 Intermediate Similarity NPC181845
0.7212 Intermediate Similarity NPC473476
0.7212 Intermediate Similarity NPC26798
0.7212 Intermediate Similarity NPC473923
0.7209 Intermediate Similarity NPC469343
0.7207 Intermediate Similarity NPC219656
0.7204 Intermediate Similarity NPC166279
0.7204 Intermediate Similarity NPC124172
0.7204 Intermediate Similarity NPC83702
0.7204 Intermediate Similarity NPC46320
0.72 Intermediate Similarity NPC254121
0.72 Intermediate Similarity NPC240372
0.72 Intermediate Similarity NPC76486
0.7196 Intermediate Similarity NPC473021
0.7196 Intermediate Similarity NPC208189
0.7196 Intermediate Similarity NPC65034
0.7196 Intermediate Similarity NPC472987
0.7188 Intermediate Similarity NPC470734
0.7188 Intermediate Similarity NPC477917
0.7188 Intermediate Similarity NPC49783
0.7184 Intermediate Similarity NPC473523
0.7184 Intermediate Similarity NPC474124
0.7184 Intermediate Similarity NPC475701
0.7174 Intermediate Similarity NPC1272
0.7174 Intermediate Similarity NPC470614
0.7172 Intermediate Similarity NPC30477
0.7172 Intermediate Similarity NPC329435
0.7172 Intermediate Similarity NPC473348
0.7172 Intermediate Similarity NPC472189
0.7172 Intermediate Similarity NPC471362
0.7172 Intermediate Similarity NPC8774
0.7172 Intermediate Similarity NPC471372
0.717 Intermediate Similarity NPC473328
0.717 Intermediate Similarity NPC473318
0.717 Intermediate Similarity NPC28844
0.717 Intermediate Similarity NPC31522
0.7168 Intermediate Similarity NPC196130
0.7159 Intermediate Similarity NPC215215
0.7159 Intermediate Similarity NPC85831

  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 NPC475991 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
0.7204 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6695 Phase 3
0.7021 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.6979 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6964 Remote Similarity NPD7328 Approved
0.6964 Remote Similarity NPD7327 Approved
0.693 Remote Similarity NPD8033 Approved
0.693 Remote Similarity NPD7503 Approved
0.6903 Remote Similarity NPD7516 Approved
0.6893 Remote Similarity NPD7639 Approved
0.6893 Remote Similarity NPD7640 Approved
0.6848 Remote Similarity NPD6929 Approved
0.6842 Remote Similarity NPD8294 Approved
0.6842 Remote Similarity NPD8377 Approved
0.6804 Remote Similarity NPD7750 Discontinued
0.6804 Remote Similarity NPD7524 Approved
0.6796 Remote Similarity NPD7638 Approved
0.6783 Remote Similarity NPD8335 Approved
0.6783 Remote Similarity NPD8380 Approved
0.6783 Remote Similarity NPD8378 Approved
0.6783 Remote Similarity NPD8379 Approved
0.6783 Remote Similarity NPD8296 Approved
0.6774 Remote Similarity NPD4748 Discontinued
0.6774 Remote Similarity NPD6930 Phase 2
0.6774 Remote Similarity NPD6931 Approved
0.6762 Remote Similarity NPD7632 Discontinued
0.6703 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6412 Phase 2
0.663 Remote Similarity NPD6925 Approved
0.663 Remote Similarity NPD5776 Phase 2
0.6596 Remote Similarity NPD7514 Phase 3
0.6559 Remote Similarity NPD7145 Approved
0.6555 Remote Similarity NPD7507 Approved
0.6535 Remote Similarity NPD7637 Suspended
0.6535 Remote Similarity NPD7087 Discontinued
0.6526 Remote Similarity NPD6902 Approved
0.6518 Remote Similarity NPD6053 Discontinued
0.6509 Remote Similarity NPD4159 Approved
0.6455 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD6893 Approved
0.6421 Remote Similarity NPD7332 Phase 2
0.6421 Remote Similarity NPD6928 Phase 2
0.6421 Remote Similarity NPD7525 Registered
0.6413 Remote Similarity NPD6942 Approved
0.6413 Remote Similarity NPD7339 Approved
0.6393 Remote Similarity NPD7319 Approved
0.6364 Remote Similarity NPD4249 Approved
0.6337 Remote Similarity NPD6051 Approved
0.6321 Remote Similarity NPD4225 Approved
0.6316 Remote Similarity NPD8133 Approved
0.6311 Remote Similarity NPD8171 Discontinued
0.6304 Remote Similarity NPD6926 Approved
0.6304 Remote Similarity NPD6924 Approved
0.6303 Remote Similarity NPD6370 Approved
0.63 Remote Similarity NPD4251 Approved
0.63 Remote Similarity NPD4250 Approved
0.6277 Remote Similarity NPD6932 Approved
0.6263 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6237 Remote Similarity NPD8264 Approved
0.6204 Remote Similarity NPD5344 Discontinued
0.6186 Remote Similarity NPD6898 Phase 1
0.617 Remote Similarity NPD6933 Approved
0.6154 Remote Similarity NPD6399 Phase 3
0.6154 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD5778 Approved
0.6154 Remote Similarity NPD5779 Approved
0.6147 Remote Similarity NPD5211 Phase 2
0.6146 Remote Similarity NPD6683 Phase 2
0.6134 Remote Similarity NPD6059 Approved
0.6134 Remote Similarity NPD6054 Approved
0.6126 Remote Similarity NPD5739 Approved
0.6126 Remote Similarity NPD7128 Approved
0.6126 Remote Similarity NPD6402 Approved
0.6126 Remote Similarity NPD6675 Approved
0.6106 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8293 Discontinued
0.6087 Remote Similarity NPD6882 Approved
0.6087 Remote Similarity NPD7151 Approved
0.6087 Remote Similarity NPD7152 Approved
0.6087 Remote Similarity NPD7150 Approved
0.6083 Remote Similarity NPD6016 Approved
0.6083 Remote Similarity NPD8513 Phase 3
0.6083 Remote Similarity NPD6015 Approved
0.6082 Remote Similarity NPD4820 Approved
0.6082 Remote Similarity NPD7509 Discontinued
0.6082 Remote Similarity NPD4822 Approved
0.6082 Remote Similarity NPD4821 Approved
0.6082 Remote Similarity NPD4819 Approved
0.6075 Remote Similarity NPD4755 Approved
0.6071 Remote Similarity NPD5697 Approved
0.6071 Remote Similarity NPD5701 Approved
0.6061 Remote Similarity NPD5362 Discontinued
0.6053 Remote Similarity NPD6371 Approved
0.6053 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6048 Remote Similarity NPD7736 Approved
0.6044 Remote Similarity NPD6923 Approved
0.6044 Remote Similarity NPD6922 Approved
0.6042 Remote Similarity NPD4271 Approved
0.6042 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6042 Remote Similarity NPD4268 Approved
0.6036 Remote Similarity NPD5141 Approved
0.6033 Remote Similarity NPD5988 Approved
0.6018 Remote Similarity NPD7320 Approved
0.6018 Remote Similarity NPD6899 Approved
0.6018 Remote Similarity NPD6881 Approved
0.6017 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD4786 Approved
0.5984 Remote Similarity NPD6067 Discontinued
0.5982 Remote Similarity NPD6640 Phase 3
0.5982 Remote Similarity NPD6008 Approved
0.5979 Remote Similarity NPD7645 Phase 2
0.5978 Remote Similarity NPD7143 Approved
0.5978 Remote Similarity NPD7144 Approved
0.5965 Remote Similarity NPD6373 Approved
0.5965 Remote Similarity NPD6012 Approved
0.5965 Remote Similarity NPD6013 Approved
0.5965 Remote Similarity NPD6372 Approved
0.5965 Remote Similarity NPD6014 Approved
0.5963 Remote Similarity NPD5286 Approved
0.5963 Remote Similarity NPD4696 Approved
0.5963 Remote Similarity NPD6648 Approved
0.5963 Remote Similarity NPD4700 Approved
0.5963 Remote Similarity NPD5285 Approved
0.5962 Remote Similarity NPD5785 Approved
0.5962 Remote Similarity NPD3168 Discontinued
0.596 Remote Similarity NPD3667 Approved
0.5957 Remote Similarity NPD4785 Approved
0.5957 Remote Similarity NPD4784 Approved
0.595 Remote Similarity NPD8517 Approved
0.595 Remote Similarity NPD8516 Approved
0.595 Remote Similarity NPD8515 Approved
0.5935 Remote Similarity NPD7492 Approved
0.5926 Remote Similarity NPD6084 Phase 2
0.5926 Remote Similarity NPD6083 Phase 2
0.5914 Remote Similarity NPD4243 Approved
0.5913 Remote Similarity NPD6883 Approved
0.5913 Remote Similarity NPD7102 Approved
0.5913 Remote Similarity NPD7290 Approved
0.59 Remote Similarity NPD5332 Approved
0.59 Remote Similarity NPD5331 Approved
0.5897 Remote Similarity NPD4632 Approved
0.5888 Remote Similarity NPD5695 Phase 3
0.5887 Remote Similarity NPD6616 Approved
0.5882 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6011 Approved
0.5872 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6319 Approved
0.5865 Remote Similarity NPD4753 Phase 2
0.5862 Remote Similarity NPD6847 Approved
0.5862 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6650 Approved
0.5862 Remote Similarity NPD8130 Phase 1
0.5862 Remote Similarity NPD6617 Approved
0.5862 Remote Similarity NPD6649 Approved
0.5862 Remote Similarity NPD6869 Approved
0.5859 Remote Similarity NPD8449 Approved
0.5859 Remote Similarity NPD4790 Discontinued
0.5856 Remote Similarity NPD5226 Approved
0.5856 Remote Similarity NPD4633 Approved
0.5856 Remote Similarity NPD5224 Approved
0.5856 Remote Similarity NPD5225 Approved
0.5842 Remote Similarity NPD3666 Approved
0.5842 Remote Similarity NPD3133 Approved
0.5842 Remote Similarity NPD3665 Phase 1
0.584 Remote Similarity NPD7078 Approved
0.5814 Remote Similarity NPD8450 Suspended
0.5812 Remote Similarity NPD8297 Approved
0.581 Remote Similarity NPD46 Approved
0.581 Remote Similarity NPD7838 Discovery
0.581 Remote Similarity NPD6698 Approved
0.581 Remote Similarity NPD7136 Phase 2
0.5804 Remote Similarity NPD5175 Approved
0.5804 Remote Similarity NPD5174 Approved
0.5795 Remote Similarity NPD368 Approved
0.5789 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5776 Remote Similarity NPD4634 Approved
0.5766 Remote Similarity NPD5223 Approved
0.5755 Remote Similarity NPD6411 Approved
0.5752 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5743 Remote Similarity NPD7154 Phase 3
0.5738 Remote Similarity NPD7741 Discontinued
0.5729 Remote Similarity NPD5275 Approved
0.5729 Remote Similarity NPD4190 Phase 3
0.5728 Remote Similarity NPD3618 Phase 1
0.5727 Remote Similarity NPD5696 Approved
0.5726 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1695 Approved
0.5714 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4768 Approved
0.5702 Remote Similarity NPD4767 Approved
0.5691 Remote Similarity NPD5983 Phase 2
0.5688 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5669 Remote Similarity NPD6033 Approved
0.5667 Remote Similarity NPD6274 Approved
0.5664 Remote Similarity NPD4754 Approved
0.5657 Remote Similarity NPD4195 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