Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  353.422
LogP:  2.067
LogD:  2.172
LogS:  -4.405
# Rotatable Bonds:  1
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.724
Synthetic Accessibility Score:  4.977
Fsp3:  0.7
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:  -5.11
MDCK Permeability:  2.4033020963543095e-05
Pgp-inhibitor:  0.976
Pgp-substrate:  0.72
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.084
30% Bioavailability (F30%):  0.102

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.993
Plasma Protein Binding (PPB):  69.64672088623047%
Volume Distribution (VD):  0.748
Pgp-substrate:  28.101715087890625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.758
CYP2C19-inhibitor:  0.036
CYP2C19-substrate:  0.841
CYP2C9-inhibitor:  0.038
CYP2C9-substrate:  0.079
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.067
CYP3A4-inhibitor:  0.811
CYP3A4-substrate:  0.9

ADMET: Excretion

Clearance (CL):  4.296
Half-life (T1/2):  0.761

ADMET: Toxicity

hERG Blockers:  0.008
Human Hepatotoxicity (H-HT):  0.155
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.896
Maximum Recommended Daily Dose:  0.953
Skin Sensitization:  0.223
Carcinogencity:  0.896
Eye Corrosion:  0.127
Eye Irritation:  0.207
Respiratory Toxicity:  0.974

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

  Natural Product: NPC272617

Natural Product ID:  NPC272617
Common Name*:   Salvipimarone
IUPAC Name:   (4aS,4bR,7R,9S,10aR)-7-ethenyl-4b,9-dihydroxy-1,1,4a,7-tetramethyl-3,4,6,9,10,10a-hexahydrophenanthrene-2,5-dione
Synonyms:   salvipimarone
Standard InCHIKey:  ZBZPCFDHBJLKTD-SIDKUJJXSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-6-18(4)10-12-13(21)9-14-17(2,3)15(22)7-8-19(14,5)20(12,24)16(23)11-18/h6,10,13-14,21,24H,1,7-9,11H2,2-5H3/t13-,14-,18+,19-,20+/m0/s1
SMILES:  C=C[C@]1(C)C=C2[C@H](C[C@H]3C(C)(C)C(=O)CC[C@]3(C)[C@@]2(C(=O)C1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL458126
PubChem CID:   21582617
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000025] Phenanthrenes and derivatives
        • [CHEMONTID:0000223] Hydrophenanthrenes

*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
NPO29303 Salvia multicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9428161]
NPO29303 Salvia multicaulis Species Lamiaceae Eukaryota n.a. root n.a. PMID[9428161]
NPO29303 Salvia multicaulis Species Lamiaceae 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
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 7.3 ug.mL-1 PMID[573540]
NPT172 Organism Proteus mirabilis Proteus mirabilis MIC = 3.6 ug.mL-1 PMID[573540]
NPT172 Organism Proteus mirabilis Proteus mirabilis IZ > 7.0 mm PMID[573540]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 3.6 ug.mL-1 PMID[573540]

☑ 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 NPC272617 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
0.8925 High Similarity NPC476245
0.8925 High Similarity NPC266899
0.8866 High Similarity NPC247957
0.8866 High Similarity NPC249187
0.8804 High Similarity NPC472978
0.8687 High Similarity NPC257353
0.8667 High Similarity NPC472985
0.8667 High Similarity NPC472986
0.8587 High Similarity NPC472973
0.8586 High Similarity NPC72255
0.8571 High Similarity NPC298904
0.8542 High Similarity NPC472851
0.8539 High Similarity NPC105173
0.8495 Intermediate Similarity NPC134321
0.8469 Intermediate Similarity NPC470184
0.8454 Intermediate Similarity NPC191565
0.8438 Intermediate Similarity NPC49371
0.8427 Intermediate Similarity NPC48362
0.8421 Intermediate Similarity NPC470958
0.8421 Intermediate Similarity NPC103527
0.8421 Intermediate Similarity NPC472977
0.8421 Intermediate Similarity NPC472976
0.8421 Intermediate Similarity NPC196227
0.8421 Intermediate Similarity NPC470957
0.8416 Intermediate Similarity NPC477916
0.8404 Intermediate Similarity NPC116726
0.84 Intermediate Similarity NPC474281
0.8333 Intermediate Similarity NPC271195
0.8317 Intermediate Similarity NPC166607
0.8315 Intermediate Similarity NPC249423
0.8302 Intermediate Similarity NPC179626
0.83 Intermediate Similarity NPC311612
0.83 Intermediate Similarity NPC191892
0.8298 Intermediate Similarity NPC128672
0.8286 Intermediate Similarity NPC73300
0.8286 Intermediate Similarity NPC108721
0.8283 Intermediate Similarity NPC118964
0.8261 Intermediate Similarity NPC94666
0.8252 Intermediate Similarity NPC214644
0.8247 Intermediate Similarity NPC249954
0.8235 Intermediate Similarity NPC185
0.8235 Intermediate Similarity NPC83744
0.8218 Intermediate Similarity NPC204833
0.8218 Intermediate Similarity NPC160843
0.8218 Intermediate Similarity NPC209502
0.8211 Intermediate Similarity NPC185936
0.8211 Intermediate Similarity NPC168027
0.8211 Intermediate Similarity NPC472975
0.82 Intermediate Similarity NPC87351
0.8191 Intermediate Similarity NPC473100
0.8182 Intermediate Similarity NPC154072
0.8182 Intermediate Similarity NPC144956
0.8172 Intermediate Similarity NPC471792
0.8163 Intermediate Similarity NPC18509
0.8155 Intermediate Similarity NPC329417
0.8144 Intermediate Similarity NPC259286
0.8137 Intermediate Similarity NPC260268
0.8137 Intermediate Similarity NPC49958
0.8137 Intermediate Similarity NPC214264
0.8137 Intermediate Similarity NPC150531
0.8137 Intermediate Similarity NPC296945
0.8137 Intermediate Similarity NPC476027
0.8137 Intermediate Similarity NPC48733
0.8137 Intermediate Similarity NPC202167
0.8137 Intermediate Similarity NPC149047
0.8137 Intermediate Similarity NPC171137
0.8137 Intermediate Similarity NPC152695
0.8137 Intermediate Similarity NPC302607
0.8137 Intermediate Similarity NPC50692
0.8137 Intermediate Similarity NPC85829
0.8137 Intermediate Similarity NPC319077
0.8137 Intermediate Similarity NPC97202
0.8132 Intermediate Similarity NPC64600
0.8119 Intermediate Similarity NPC478057
0.8105 Intermediate Similarity NPC232202
0.8105 Intermediate Similarity NPC46758
0.8105 Intermediate Similarity NPC473099
0.81 Intermediate Similarity NPC477052
0.81 Intermediate Similarity NPC477051
0.81 Intermediate Similarity NPC477053
0.8085 Intermediate Similarity NPC158778
0.8081 Intermediate Similarity NPC103051
0.8077 Intermediate Similarity NPC141350
0.8077 Intermediate Similarity NPC87335
0.8065 Intermediate Similarity NPC82979
0.8065 Intermediate Similarity NPC472974
0.8061 Intermediate Similarity NPC469545
0.8061 Intermediate Similarity NPC5532
0.8061 Intermediate Similarity NPC192428
0.8061 Intermediate Similarity NPC61369
0.8058 Intermediate Similarity NPC475060
0.8058 Intermediate Similarity NPC165873
0.8058 Intermediate Similarity NPC220229
0.8043 Intermediate Similarity NPC476412
0.8043 Intermediate Similarity NPC227132
0.8041 Intermediate Similarity NPC209662
0.8041 Intermediate Similarity NPC471207
0.8041 Intermediate Similarity NPC292793
0.8041 Intermediate Similarity NPC196485
0.8041 Intermediate Similarity NPC8993
0.8041 Intermediate Similarity NPC245972
0.8039 Intermediate Similarity NPC201763
0.8021 Intermediate Similarity NPC475806
0.802 Intermediate Similarity NPC477054
0.802 Intermediate Similarity NPC477915
0.8 Intermediate Similarity NPC472972
0.8 Intermediate Similarity NPC15390
0.8 Intermediate Similarity NPC474245
0.8 Intermediate Similarity NPC157895
0.8 Intermediate Similarity NPC104120
0.8 Intermediate Similarity NPC148685
0.8 Intermediate Similarity NPC474918
0.7982 Intermediate Similarity NPC251310
0.7981 Intermediate Similarity NPC65941
0.7981 Intermediate Similarity NPC217201
0.798 Intermediate Similarity NPC189880
0.7963 Intermediate Similarity NPC474734
0.7959 Intermediate Similarity NPC53565
0.7959 Intermediate Similarity NPC290481
0.7959 Intermediate Similarity NPC134067
0.7959 Intermediate Similarity NPC473170
0.7959 Intermediate Similarity NPC180950
0.7957 Intermediate Similarity NPC476426
0.7955 Intermediate Similarity NPC253190
0.7944 Intermediate Similarity NPC474271
0.7941 Intermediate Similarity NPC275583
0.7941 Intermediate Similarity NPC131366
0.7941 Intermediate Similarity NPC117185
0.7941 Intermediate Similarity NPC111323
0.7938 Intermediate Similarity NPC472930
0.7938 Intermediate Similarity NPC69454
0.7921 Intermediate Similarity NPC81530
0.7917 Intermediate Similarity NPC100313
0.7917 Intermediate Similarity NPC230332
0.7912 Intermediate Similarity NPC14151
0.7905 Intermediate Similarity NPC20192
0.7905 Intermediate Similarity NPC11710
0.79 Intermediate Similarity NPC114274
0.7895 Intermediate Similarity NPC193360
0.7895 Intermediate Similarity NPC471793
0.7895 Intermediate Similarity NPC48107
0.7895 Intermediate Similarity NPC328539
0.7895 Intermediate Similarity NPC471791
0.7895 Intermediate Similarity NPC104560
0.789 Intermediate Similarity NPC27999
0.789 Intermediate Similarity NPC470775
0.789 Intermediate Similarity NPC176513
0.789 Intermediate Similarity NPC477116
0.7889 Intermediate Similarity NPC308038
0.7885 Intermediate Similarity NPC472925
0.7885 Intermediate Similarity NPC230541
0.7879 Intermediate Similarity NPC476318
0.7879 Intermediate Similarity NPC476327
0.7879 Intermediate Similarity NPC202833
0.7879 Intermediate Similarity NPC477853
0.7879 Intermediate Similarity NPC116457
0.7879 Intermediate Similarity NPC62516
0.7879 Intermediate Similarity NPC157113
0.7872 Intermediate Similarity NPC470955
0.7872 Intermediate Similarity NPC473226
0.7872 Intermediate Similarity NPC74363
0.7872 Intermediate Similarity NPC213412
0.7872 Intermediate Similarity NPC262026
0.7872 Intermediate Similarity NPC73038
0.7872 Intermediate Similarity NPC475862
0.7872 Intermediate Similarity NPC322159
0.7872 Intermediate Similarity NPC20688
0.787 Intermediate Similarity NPC117712
0.7865 Intermediate Similarity NPC74995
0.7857 Intermediate Similarity NPC293086
0.7857 Intermediate Similarity NPC159365
0.7857 Intermediate Similarity NPC474690
0.7857 Intermediate Similarity NPC299100
0.7857 Intermediate Similarity NPC280804
0.785 Intermediate Similarity NPC472002
0.785 Intermediate Similarity NPC207251
0.7849 Intermediate Similarity NPC40687
0.7843 Intermediate Similarity NPC136289
0.7835 Intermediate Similarity NPC131872
0.7835 Intermediate Similarity NPC99380
0.7835 Intermediate Similarity NPC233116
0.7835 Intermediate Similarity NPC198054
0.7835 Intermediate Similarity NPC474525
0.7835 Intermediate Similarity NPC63748
0.7835 Intermediate Similarity NPC473998
0.7835 Intermediate Similarity NPC73457
0.7835 Intermediate Similarity NPC475708
0.783 Intermediate Similarity NPC76084
0.783 Intermediate Similarity NPC235077
0.7826 Intermediate Similarity NPC212083
0.7826 Intermediate Similarity NPC93590
0.7822 Intermediate Similarity NPC327431
0.7822 Intermediate Similarity NPC83709
0.7822 Intermediate Similarity NPC474720
0.7818 Intermediate Similarity NPC21326
0.7818 Intermediate Similarity NPC470776
0.7812 Intermediate Similarity NPC472983
0.7812 Intermediate Similarity NPC2983
0.7812 Intermediate Similarity NPC69627
0.7812 Intermediate Similarity NPC309603

  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 NPC272617 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
0.8384 Intermediate Similarity NPD5211 Phase 2
0.8218 Intermediate Similarity NPD5141 Approved
0.8182 Intermediate Similarity NPD5286 Approved
0.8182 Intermediate Similarity NPD5285 Approved
0.8182 Intermediate Similarity NPD4696 Approved
0.8163 Intermediate Similarity NPD4755 Approved
0.8061 Intermediate Similarity NPD5222 Approved
0.8061 Intermediate Similarity NPD5221 Approved
0.8061 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD4697 Phase 3
0.802 Intermediate Similarity NPD4633 Approved
0.802 Intermediate Similarity NPD5225 Approved
0.802 Intermediate Similarity NPD5226 Approved
0.802 Intermediate Similarity NPD5224 Approved
0.8 Intermediate Similarity NPD4700 Approved
0.798 Intermediate Similarity NPD5173 Approved
0.7941 Intermediate Similarity NPD5175 Approved
0.7941 Intermediate Similarity NPD5174 Approved
0.7921 Intermediate Similarity NPD5223 Approved
0.7872 Intermediate Similarity NPD3618 Phase 1
0.7835 Intermediate Similarity NPD6079 Approved
0.783 Intermediate Similarity NPD4634 Approved
0.7812 Intermediate Similarity NPD5328 Approved
0.7714 Intermediate Similarity NPD5697 Approved
0.7642 Intermediate Similarity NPD6899 Approved
0.7642 Intermediate Similarity NPD6881 Approved
0.7642 Intermediate Similarity NPD4730 Approved
0.7642 Intermediate Similarity NPD4729 Approved
0.7634 Intermediate Similarity NPD3667 Approved
0.7629 Intermediate Similarity NPD4753 Phase 2
0.7619 Intermediate Similarity NPD6675 Approved
0.7619 Intermediate Similarity NPD6402 Approved
0.7619 Intermediate Similarity NPD7128 Approved
0.7619 Intermediate Similarity NPD5739 Approved
0.7619 Intermediate Similarity NPD4768 Approved
0.7619 Intermediate Similarity NPD4767 Approved
0.76 Intermediate Similarity NPD4629 Approved
0.76 Intermediate Similarity NPD5210 Approved
0.7596 Intermediate Similarity NPD4754 Approved
0.7593 Intermediate Similarity NPD6649 Approved
0.7593 Intermediate Similarity NPD6650 Approved
0.757 Intermediate Similarity NPD6372 Approved
0.757 Intermediate Similarity NPD6013 Approved
0.757 Intermediate Similarity NPD6373 Approved
0.757 Intermediate Similarity NPD6014 Approved
0.757 Intermediate Similarity NPD6012 Approved
0.7547 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD5248 Approved
0.75 Intermediate Similarity NPD5247 Approved
0.75 Intermediate Similarity NPD7290 Approved
0.75 Intermediate Similarity NPD5250 Approved
0.75 Intermediate Similarity NPD5249 Phase 3
0.75 Intermediate Similarity NPD5251 Approved
0.75 Intermediate Similarity NPD6883 Approved
0.75 Intermediate Similarity NPD7102 Approved
0.7477 Intermediate Similarity NPD6011 Approved
0.7477 Intermediate Similarity NPD5128 Approved
0.7477 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7320 Approved
0.7475 Intermediate Similarity NPD7515 Phase 2
0.7474 Intermediate Similarity NPD4786 Approved
0.7455 Intermediate Similarity NPD4632 Approved
0.7431 Intermediate Similarity NPD6617 Approved
0.7431 Intermediate Similarity NPD6869 Approved
0.7431 Intermediate Similarity NPD6847 Approved
0.7431 Intermediate Similarity NPD5216 Approved
0.7431 Intermediate Similarity NPD8130 Phase 1
0.7431 Intermediate Similarity NPD5215 Approved
0.7431 Intermediate Similarity NPD5217 Approved
0.7419 Intermediate Similarity NPD4695 Discontinued
0.74 Intermediate Similarity NPD5779 Approved
0.74 Intermediate Similarity NPD5778 Approved
0.74 Intermediate Similarity NPD4202 Approved
0.7364 Intermediate Similarity NPD6882 Approved
0.7364 Intermediate Similarity NPD8297 Approved
0.7339 Intermediate Similarity NPD5135 Approved
0.7339 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5169 Approved
0.732 Intermediate Similarity NPD4519 Discontinued
0.732 Intermediate Similarity NPD5279 Phase 3
0.732 Intermediate Similarity NPD4623 Approved
0.7315 Intermediate Similarity NPD5168 Approved
0.7292 Intermediate Similarity NPD3133 Approved
0.7292 Intermediate Similarity NPD3666 Approved
0.7292 Intermediate Similarity NPD3665 Phase 1
0.7273 Intermediate Similarity NPD5127 Approved
0.7257 Intermediate Similarity NPD6009 Approved
0.7217 Intermediate Similarity NPD6054 Approved
0.7217 Intermediate Similarity NPD6319 Approved
0.7157 Intermediate Similarity NPD7748 Approved
0.7155 Intermediate Similarity NPD6015 Approved
0.7155 Intermediate Similarity NPD6016 Approved
0.7143 Intermediate Similarity NPD7640 Approved
0.7143 Intermediate Similarity NPD7639 Approved
0.7143 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD6411 Approved
0.7117 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7902 Approved
0.7115 Intermediate Similarity NPD6083 Phase 2
0.7115 Intermediate Similarity NPD6084 Phase 2
0.7113 Intermediate Similarity NPD3668 Phase 3
0.7113 Intermediate Similarity NPD4197 Approved
0.7105 Intermediate Similarity NPD7115 Discovery
0.7094 Intermediate Similarity NPD5988 Approved
0.7094 Intermediate Similarity NPD6370 Approved
0.708 Intermediate Similarity NPD5167 Approved
0.7071 Intermediate Similarity NPD3573 Approved
0.7069 Intermediate Similarity NPD6059 Approved
0.7059 Intermediate Similarity NPD6399 Phase 3
0.7048 Intermediate Similarity NPD7638 Approved
0.7048 Intermediate Similarity NPD5696 Approved
0.7041 Intermediate Similarity NPD5329 Approved
0.7018 Intermediate Similarity NPD6274 Approved
0.7009 Intermediate Similarity NPD5983 Phase 2
0.6983 Remote Similarity NPD7100 Approved
0.6983 Remote Similarity NPD7101 Approved
0.6975 Remote Similarity NPD7492 Approved
0.6972 Remote Similarity NPD6008 Approved
0.697 Remote Similarity NPD5690 Phase 2
0.6957 Remote Similarity NPD6317 Approved
0.6947 Remote Similarity NPD7645 Phase 2
0.6937 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6931 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6931 Remote Similarity NPD6101 Approved
0.6923 Remote Similarity NPD5695 Phase 3
0.6917 Remote Similarity NPD6616 Approved
0.6907 Remote Similarity NPD4221 Approved
0.6907 Remote Similarity NPD4223 Phase 3
0.69 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6335 Approved
0.6897 Remote Similarity NPD6314 Approved
0.6897 Remote Similarity NPD6313 Approved
0.6891 Remote Similarity NPD7604 Phase 2
0.6891 Remote Similarity NPD8328 Phase 3
0.6887 Remote Similarity NPD4225 Approved
0.6882 Remote Similarity NPD3703 Phase 2
0.6875 Remote Similarity NPD6930 Phase 2
0.6875 Remote Similarity NPD7514 Phase 3
0.6875 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6875 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7332 Phase 2
0.6875 Remote Similarity NPD6931 Approved
0.6875 Remote Similarity NPD7525 Registered
0.687 Remote Similarity NPD6868 Approved
0.6869 Remote Similarity NPD1696 Phase 3
0.6864 Remote Similarity NPD6291 Clinical (unspecified phase)
0.686 Remote Similarity NPD7078 Approved
0.6842 Remote Similarity NPD3617 Approved
0.6837 Remote Similarity NPD6695 Phase 3
0.6827 Remote Similarity NPD5282 Discontinued
0.6827 Remote Similarity NPD7900 Approved
0.6827 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7736 Approved
0.68 Remote Similarity NPD5280 Approved
0.68 Remote Similarity NPD4694 Approved
0.6796 Remote Similarity NPD7637 Suspended
0.6777 Remote Similarity NPD6336 Discontinued
0.6771 Remote Similarity NPD6929 Approved
0.6768 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6723 Remote Similarity NPD6921 Approved
0.6723 Remote Similarity NPD6909 Approved
0.6723 Remote Similarity NPD6908 Approved
0.6721 Remote Similarity NPD8293 Discontinued
0.6702 Remote Similarity NPD8264 Approved
0.67 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6637 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6635 Remote Similarity NPD5284 Approved
0.6635 Remote Similarity NPD5281 Approved
0.6634 Remote Similarity NPD4689 Approved
0.6634 Remote Similarity NPD4138 Approved
0.6634 Remote Similarity NPD4693 Phase 3
0.6634 Remote Similarity NPD4690 Approved
0.6634 Remote Similarity NPD4688 Approved
0.6634 Remote Similarity NPD5205 Approved
0.6633 Remote Similarity NPD6902 Approved
0.6632 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6412 Phase 2
0.6607 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6602 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7524 Approved
0.6569 Remote Similarity NPD7750 Discontinued
0.6562 Remote Similarity NPD5776 Phase 2
0.6562 Remote Similarity NPD6925 Approved
0.6562 Remote Similarity NPD6932 Approved
0.6555 Remote Similarity NPD4522 Approved
0.6549 Remote Similarity NPD6686 Approved
0.6545 Remote Similarity NPD7632 Discontinued
0.6545 Remote Similarity NPD5091 Approved
0.6535 Remote Similarity NPD1694 Approved
0.6535 Remote Similarity NPD6893 Approved
0.6532 Remote Similarity NPD6033 Approved
0.6526 Remote Similarity NPD7339 Approved
0.6526 Remote Similarity NPD6942 Approved
0.6504 Remote Similarity NPD7507 Approved
0.65 Remote Similarity NPD6110 Phase 1

  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