Structure

Physi-Chem Properties

Molecular Weight:  558.27
Volume:  550.736
LogP:  3.0
LogD:  1.824
LogS:  -4.189
# Rotatable Bonds:  16
TPSA:  175.12
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.232
Synthetic Accessibility Score:  5.024
Fsp3:  0.778
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.894
MDCK Permeability:  7.224916771519929e-05
Pgp-inhibitor:  0.99
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.049
30% Bioavailability (F30%):  0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.451
Plasma Protein Binding (PPB):  59.41852951049805%
Volume Distribution (VD):  0.728
Pgp-substrate:  30.396800994873047%

ADMET: Metabolism

CYP1A2-inhibitor:  0.01
CYP1A2-substrate:  0.035
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.203
CYP2C9-inhibitor:  0.059
CYP2C9-substrate:  0.067
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.034
CYP3A4-inhibitor:  0.311
CYP3A4-substrate:  0.322

ADMET: Excretion

Clearance (CL):  3.111
Half-life (T1/2):  0.225

ADMET: Toxicity

hERG Blockers:  0.04
Human Hepatotoxicity (H-HT):  0.516
Drug-inuced Liver Injury (DILI):  0.883
AMES Toxicity:  0.969
Rat Oral Acute Toxicity:  0.134
Maximum Recommended Daily Dose:  0.903
Skin Sensitization:  0.324
Carcinogencity:  0.946
Eye Corrosion:  0.004
Eye Irritation:  0.039
Respiratory Toxicity:  0.137

Download Data

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

  Natural Product: NPC216911

Natural Product ID:  NPC216911
Common Name*:   Valeriotriate B
IUPAC Name:   [(1S,4aR,6S,7R,7aS)-7-(acetyloxymethyl)-4a,6,7-trihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
Synonyms:   Valeriotriate B
Standard InCHIKey:  LUDMVJVLHCEECS-KZYULCMASA-N
Standard InCHI:  InChI=1S/C27H42O12/c1-14(2)8-20(30)38-22(16(5)6)24(32)35-11-18-12-36-25(39-21(31)9-15(3)4)23-26(18,33)10-19(29)27(23,34)13-37-17(7)28/h12,14-16,19,22-23,25,29,33-34H,8-11,13H2,1-7H3/t19-,22?,23-,25-,26-,27+/m0/s1
SMILES:  CC(C)CC(=O)OC(C(C)C)C(=O)OCC1=CO[C@H]([C@H]2[C@@]1(C[C@@H]([C@@]2(COC(=O)C)O)O)O)OC(=O)CC(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL560445
PubChem CID:   45267116
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002966] Tetracarboxylic acids and derivatives

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

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[19245261]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20151678]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[449601]
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000.0 nM PMID[449601]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000.0 nM PMID[449601]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 3900.0 nM PMID[449601]

☑ 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 NPC216911 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
0.9892 High Similarity NPC476320
0.9892 High Similarity NPC476211
0.9789 High Similarity NPC329834
0.9787 High Similarity NPC27474
0.9787 High Similarity NPC476230
0.9583 High Similarity NPC329704
0.9579 High Similarity NPC476228
0.9462 High Similarity NPC93869
0.9462 High Similarity NPC6765
0.9355 High Similarity NPC274588
0.9263 High Similarity NPC86843
0.9158 High Similarity NPC284063
0.9158 High Similarity NPC170527
0.9109 High Similarity NPC208307
0.8936 High Similarity NPC235051
0.8737 High Similarity NPC66504
0.8431 Intermediate Similarity NPC37240
0.8365 Intermediate Similarity NPC80338
0.8365 Intermediate Similarity NPC197813
0.8365 Intermediate Similarity NPC148270
0.8333 Intermediate Similarity NPC474730
0.8333 Intermediate Similarity NPC35185
0.8333 Intermediate Similarity NPC177013
0.8333 Intermediate Similarity NPC4899
0.8302 Intermediate Similarity NPC193741
0.8286 Intermediate Similarity NPC110701
0.8269 Intermediate Similarity NPC170432
0.8269 Intermediate Similarity NPC127235
0.8252 Intermediate Similarity NPC475928
0.8235 Intermediate Similarity NPC20673
0.8235 Intermediate Similarity NPC287539
0.8235 Intermediate Similarity NPC3488
0.8163 Intermediate Similarity NPC274274
0.8163 Intermediate Similarity NPC473150
0.8163 Intermediate Similarity NPC294643
0.8148 Intermediate Similarity NPC475924
0.8148 Intermediate Similarity NPC475851
0.8144 Intermediate Similarity NPC93190
0.8137 Intermediate Similarity NPC244878
0.8039 Intermediate Similarity NPC151093
0.7981 Intermediate Similarity NPC106668
0.7959 Intermediate Similarity NPC50464
0.7905 Intermediate Similarity NPC27687
0.7905 Intermediate Similarity NPC473148
0.79 Intermediate Similarity NPC470187
0.7885 Intermediate Similarity NPC98859
0.7885 Intermediate Similarity NPC219038
0.7885 Intermediate Similarity NPC4637
0.781 Intermediate Similarity NPC304163
0.781 Intermediate Similarity NPC471599
0.7767 Intermediate Similarity NPC58267
0.7767 Intermediate Similarity NPC304445
0.7767 Intermediate Similarity NPC261372
0.7767 Intermediate Similarity NPC263674
0.7767 Intermediate Similarity NPC236580
0.7714 Intermediate Similarity NPC67296
0.7692 Intermediate Similarity NPC117066
0.7692 Intermediate Similarity NPC96399
0.7692 Intermediate Similarity NPC223700
0.7692 Intermediate Similarity NPC469919
0.7692 Intermediate Similarity NPC469918
0.767 Intermediate Similarity NPC474297
0.767 Intermediate Similarity NPC161293
0.7653 Intermediate Similarity NPC149018
0.7653 Intermediate Similarity NPC171484
0.76 Intermediate Similarity NPC22918
0.7565 Intermediate Similarity NPC219656
0.7524 Intermediate Similarity NPC249171
0.7524 Intermediate Similarity NPC49833
0.75 Intermediate Similarity NPC148534
0.7477 Intermediate Similarity NPC214714
0.7477 Intermediate Similarity NPC200672
0.7477 Intermediate Similarity NPC80144
0.7476 Intermediate Similarity NPC63897
0.7451 Intermediate Similarity NPC276298
0.7449 Intermediate Similarity NPC98276
0.7449 Intermediate Similarity NPC259296
0.7436 Intermediate Similarity NPC233500
0.7429 Intermediate Similarity NPC472290
0.7429 Intermediate Similarity NPC470683
0.7429 Intermediate Similarity NPC470684
0.7404 Intermediate Similarity NPC291709
0.7404 Intermediate Similarity NPC472873
0.7404 Intermediate Similarity NPC241407
0.74 Intermediate Similarity NPC258501
0.7383 Intermediate Similarity NPC26557
0.7373 Intermediate Similarity NPC196130
0.7358 Intermediate Similarity NPC37866
0.7358 Intermediate Similarity NPC90819
0.7358 Intermediate Similarity NPC124181
0.7353 Intermediate Similarity NPC246173
0.7339 Intermediate Similarity NPC86095
0.7315 Intermediate Similarity NPC252242
0.7315 Intermediate Similarity NPC475956
0.7311 Intermediate Similarity NPC219804
0.73 Intermediate Similarity NPC322922
0.73 Intermediate Similarity NPC321812
0.729 Intermediate Similarity NPC255677
0.729 Intermediate Similarity NPC306344
0.729 Intermediate Similarity NPC22149
0.729 Intermediate Similarity NPC130792
0.729 Intermediate Similarity NPC473146
0.7273 Intermediate Similarity NPC470980
0.7273 Intermediate Similarity NPC44004
0.7264 Intermediate Similarity NPC471150
0.7264 Intermediate Similarity NPC153559
0.7264 Intermediate Similarity NPC474182
0.7264 Intermediate Similarity NPC474313
0.7248 Intermediate Similarity NPC118761
0.7248 Intermediate Similarity NPC232515
0.7248 Intermediate Similarity NPC474783
0.7248 Intermediate Similarity NPC234304
0.7248 Intermediate Similarity NPC284929
0.7248 Intermediate Similarity NPC267869
0.7248 Intermediate Similarity NPC260809
0.7248 Intermediate Similarity NPC197541
0.7238 Intermediate Similarity NPC167893
0.7236 Intermediate Similarity NPC213634
0.7228 Intermediate Similarity NPC31349
0.7222 Intermediate Similarity NPC28304
0.7222 Intermediate Similarity NPC298255
0.7222 Intermediate Similarity NPC471767
0.7217 Intermediate Similarity NPC106446
0.7212 Intermediate Similarity NPC472196
0.7212 Intermediate Similarity NPC474835
0.7212 Intermediate Similarity NPC320089
0.7212 Intermediate Similarity NPC472195
0.7212 Intermediate Similarity NPC238090
0.7212 Intermediate Similarity NPC475788
0.7207 Intermediate Similarity NPC470170
0.7207 Intermediate Similarity NPC470169
0.7196 Intermediate Similarity NPC274458
0.7196 Intermediate Similarity NPC474957
0.7196 Intermediate Similarity NPC473307
0.7196 Intermediate Similarity NPC79449
0.7196 Intermediate Similarity NPC472015
0.7193 Intermediate Similarity NPC313921
0.7193 Intermediate Similarity NPC98038
0.7184 Intermediate Similarity NPC270908
0.7184 Intermediate Similarity NPC470573
0.7184 Intermediate Similarity NPC65665
0.7184 Intermediate Similarity NPC117596
0.7184 Intermediate Similarity NPC231710
0.7184 Intermediate Similarity NPC216826
0.7184 Intermediate Similarity NPC120021
0.717 Intermediate Similarity NPC98165
0.717 Intermediate Similarity NPC54731
0.7168 Intermediate Similarity NPC106760
0.7156 Intermediate Similarity NPC195510
0.7156 Intermediate Similarity NPC475986
0.7156 Intermediate Similarity NPC222062
0.7156 Intermediate Similarity NPC13171
0.7156 Intermediate Similarity NPC94919
0.7156 Intermediate Similarity NPC78127
0.7156 Intermediate Similarity NPC49393
0.7156 Intermediate Similarity NPC471757
0.7156 Intermediate Similarity NPC250594
0.7155 Intermediate Similarity NPC277583
0.7143 Intermediate Similarity NPC472198
0.7143 Intermediate Similarity NPC159698
0.713 Intermediate Similarity NPC101400
0.713 Intermediate Similarity NPC101965
0.713 Intermediate Similarity NPC186861
0.713 Intermediate Similarity NPC287075
0.713 Intermediate Similarity NPC471381
0.7129 Intermediate Similarity NPC470657
0.7119 Intermediate Similarity NPC477092
0.7117 Intermediate Similarity NPC475290
0.7117 Intermediate Similarity NPC85670
0.7117 Intermediate Similarity NPC41681
0.7115 Intermediate Similarity NPC472197
0.7115 Intermediate Similarity NPC472126
0.7115 Intermediate Similarity NPC472199
0.7115 Intermediate Similarity NPC472124
0.7115 Intermediate Similarity NPC122057
0.7115 Intermediate Similarity NPC472125
0.7103 Intermediate Similarity NPC476057
0.7103 Intermediate Similarity NPC181151
0.7103 Intermediate Similarity NPC347923
0.7103 Intermediate Similarity NPC182811
0.7087 Intermediate Similarity NPC299527
0.708 Intermediate Similarity NPC471400
0.708 Intermediate Similarity NPC473570
0.7075 Intermediate Similarity NPC101051
0.7075 Intermediate Similarity NPC240838
0.7048 Intermediate Similarity NPC61201
0.7048 Intermediate Similarity NPC280390
0.7037 Intermediate Similarity NPC45125
0.7034 Intermediate Similarity NPC472080
0.7034 Intermediate Similarity NPC474286
0.7034 Intermediate Similarity NPC475130
0.7034 Intermediate Similarity NPC475401
0.7034 Intermediate Similarity NPC13710
0.703 Intermediate Similarity NPC477746
0.703 Intermediate Similarity NPC477747
0.7027 Intermediate Similarity NPC473577
0.7027 Intermediate Similarity NPC201144
0.7027 Intermediate Similarity NPC103298
0.7027 Intermediate Similarity NPC80809
0.7027 Intermediate Similarity NPC475585

  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 NPC216911 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
0.7143 Intermediate Similarity NPD7503 Approved
0.713 Intermediate Similarity NPD8133 Approved
0.6957 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4251 Approved
0.6893 Remote Similarity NPD4250 Approved
0.6891 Remote Similarity NPD7327 Approved
0.6891 Remote Similarity NPD7328 Approved
0.686 Remote Similarity NPD8033 Approved
0.6842 Remote Similarity NPD6686 Approved
0.6833 Remote Similarity NPD7516 Approved
0.6796 Remote Similarity NPD4249 Approved
0.6777 Remote Similarity NPD8377 Approved
0.6777 Remote Similarity NPD8294 Approved
0.6774 Remote Similarity NPD7507 Approved
0.6754 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6752 Remote Similarity NPD6053 Discontinued
0.6726 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6726 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6721 Remote Similarity NPD8379 Approved
0.6721 Remote Similarity NPD8378 Approved
0.6721 Remote Similarity NPD8296 Approved
0.6721 Remote Similarity NPD8380 Approved
0.6721 Remote Similarity NPD8335 Approved
0.6614 Remote Similarity NPD7319 Approved
0.6609 Remote Similarity NPD6412 Phase 2
0.6587 Remote Similarity NPD8293 Discontinued
0.6577 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6542 Remote Similarity NPD46 Approved
0.6542 Remote Similarity NPD6698 Approved
0.6538 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4822 Approved
0.6535 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4821 Approved
0.6535 Remote Similarity NPD7736 Approved
0.6535 Remote Similarity NPD4819 Approved
0.6535 Remote Similarity NPD4820 Approved
0.6532 Remote Similarity NPD6370 Approved
0.6452 Remote Similarity NPD8513 Phase 3
0.6441 Remote Similarity NPD6371 Approved
0.6429 Remote Similarity NPD7492 Approved
0.6389 Remote Similarity NPD7838 Discovery
0.6378 Remote Similarity NPD6616 Approved
0.6371 Remote Similarity NPD6054 Approved
0.6371 Remote Similarity NPD6059 Approved
0.6371 Remote Similarity NPD6319 Approved
0.6346 Remote Similarity NPD7154 Phase 3
0.6337 Remote Similarity NPD4271 Approved
0.6337 Remote Similarity NPD4268 Approved
0.6333 Remote Similarity NPD6882 Approved
0.6328 Remote Similarity NPD7078 Approved
0.632 Remote Similarity NPD8515 Approved
0.632 Remote Similarity NPD8517 Approved
0.632 Remote Similarity NPD8516 Approved
0.626 Remote Similarity NPD6009 Approved
0.625 Remote Similarity NPD4792 Clinical (unspecified phase)
0.625 Remote Similarity NPD6435 Approved
0.6228 Remote Similarity NPD7639 Approved
0.6228 Remote Similarity NPD7640 Approved
0.6198 Remote Similarity NPD8297 Approved
0.6195 Remote Similarity NPD6083 Phase 2
0.6195 Remote Similarity NPD6084 Phase 2
0.619 Remote Similarity NPD6016 Approved
0.619 Remote Similarity NPD8274 Clinical (unspecified phase)
0.619 Remote Similarity NPD6015 Approved
0.619 Remote Similarity NPD5362 Discontinued
0.6182 Remote Similarity NPD7983 Approved
0.6174 Remote Similarity NPD5344 Discontinued
0.6142 Remote Similarity NPD5988 Approved
0.6142 Remote Similarity NPD8080 Discontinued
0.614 Remote Similarity NPD7638 Approved
0.6111 Remote Similarity NPD7524 Approved
0.6102 Remote Similarity NPD7128 Approved
0.6102 Remote Similarity NPD6675 Approved
0.6102 Remote Similarity NPD5739 Approved
0.6102 Remote Similarity NPD6402 Approved
0.6083 Remote Similarity NPD6373 Approved
0.6083 Remote Similarity NPD6372 Approved
0.6058 Remote Similarity NPD5368 Approved
0.6038 Remote Similarity NPD5331 Approved
0.6038 Remote Similarity NPD6110 Phase 1
0.6038 Remote Similarity NPD5332 Approved
0.6036 Remote Similarity NPD7637 Suspended
0.6018 Remote Similarity NPD5695 Phase 3
0.6016 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6 Remote Similarity NPD7320 Approved
0.6 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6650 Approved
0.5984 Remote Similarity NPD6649 Approved
0.5981 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5969 Remote Similarity NPD8328 Phase 3
0.595 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5917 Remote Similarity NPD5697 Approved
0.5917 Remote Similarity NPD5701 Approved
0.5909 Remote Similarity NPD6033 Approved
0.5902 Remote Similarity NPD6883 Approved
0.5902 Remote Similarity NPD7102 Approved
0.5902 Remote Similarity NPD7290 Approved
0.5888 Remote Similarity NPD6695 Phase 3
0.5882 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7115 Discovery
0.5862 Remote Similarity NPD5696 Approved
0.5862 Remote Similarity NPD4225 Approved
0.5856 Remote Similarity NPD1695 Approved
0.5854 Remote Similarity NPD6869 Approved
0.5854 Remote Similarity NPD8130 Phase 1
0.5854 Remote Similarity NPD6617 Approved
0.5854 Remote Similarity NPD6847 Approved
0.5849 Remote Similarity NPD5369 Approved
0.5847 Remote Similarity NPD7632 Discontinued
0.5846 Remote Similarity NPD7604 Phase 2
0.5841 Remote Similarity NPD8171 Discontinued
0.5833 Remote Similarity NPD8074 Phase 3
0.5821 Remote Similarity NPD5956 Approved
0.582 Remote Similarity NPD6012 Approved
0.582 Remote Similarity NPD6014 Approved
0.582 Remote Similarity NPD6013 Approved
0.5814 Remote Similarity NPD5983 Phase 2
0.5812 Remote Similarity NPD6648 Approved
0.5804 Remote Similarity NPD5785 Approved
0.58 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5797 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4269 Approved
0.5794 Remote Similarity NPD4270 Approved
0.5789 Remote Similarity NPD5282 Discontinued
0.5785 Remote Similarity NPD6685 Approved
0.5758 Remote Similarity NPD8451 Approved
0.5758 Remote Similarity NPD6336 Discontinued
0.5752 Remote Similarity NPD5693 Phase 1
0.5741 Remote Similarity NPD3669 Approved
0.5741 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6011 Approved
0.5727 Remote Similarity NPD5786 Approved
0.5726 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5725 Remote Similarity NPD6067 Discontinued
0.5714 Remote Similarity NPD4802 Phase 2
0.5714 Remote Similarity NPD6051 Approved
0.5714 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4238 Approved
0.5702 Remote Similarity NPD5778 Approved
0.5702 Remote Similarity NPD5779 Approved
0.5692 Remote Similarity NPD8444 Approved
0.5691 Remote Similarity NPD4061 Clinical (unspecified phase)
0.569 Remote Similarity NPD7839 Suspended
0.5682 Remote Similarity NPD8340 Approved
0.5682 Remote Similarity NPD8341 Approved
0.5682 Remote Similarity NPD8342 Approved
0.5682 Remote Similarity NPD8299 Approved
0.5676 Remote Similarity NPD7750 Discontinued
0.5645 Remote Similarity NPD4634 Approved
0.5636 Remote Similarity NPD5363 Approved
0.563 Remote Similarity NPD1700 Approved
0.5614 Remote Similarity NPD8034 Phase 2
0.5614 Remote Similarity NPD8035 Phase 2
0.5607 Remote Similarity NPD6931 Approved
0.5607 Remote Similarity NPD6930 Phase 2
0.5607 Remote Similarity NPD4252 Approved
0.5606 Remote Similarity NPD7829 Approved
0.5606 Remote Similarity NPD7642 Approved
0.5606 Remote Similarity NPD7830 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