Structure

Physi-Chem Properties

Molecular Weight:  482.38
Volume:  537.707
LogP:  7.071
LogD:  5.33
LogS:  -6.653
# Rotatable Bonds:  3
TPSA:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.228
Synthetic Accessibility Score:  4.824
Fsp3:  0.875
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.05
MDCK Permeability:  1.4320279660751112e-05
Pgp-inhibitor:  0.144
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.931
30% Bioavailability (F30%):  0.955

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.752
Plasma Protein Binding (PPB):  81.33678436279297%
Volume Distribution (VD):  1.447
Pgp-substrate:  9.010711669921875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.139
CYP2C19-inhibitor:  0.061
CYP2C19-substrate:  0.82
CYP2C9-inhibitor:  0.208
CYP2C9-substrate:  0.113
CYP2D6-inhibitor:  0.796
CYP2D6-substrate:  0.074
CYP3A4-inhibitor:  0.871
CYP3A4-substrate:  0.726

ADMET: Excretion

Clearance (CL):  3.471
Half-life (T1/2):  0.026

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.339
Drug-inuced Liver Injury (DILI):  0.04
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.09
Maximum Recommended Daily Dose:  0.919
Skin Sensitization:  0.945
Carcinogencity:  0.081
Eye Corrosion:  0.821
Eye Irritation:  0.262
Respiratory Toxicity:  0.981

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

  Natural Product: NPC224145

Natural Product ID:  NPC224145
Common Name*:   [(3S,4Ar,6Ar,6Bs,8As,12As,14Ar,14Br)-8A-Formyl-4,4,6A,6B,11,11,14B-Heptamethyl-1,2,3,4A,5,6,7,8,9,10,12,12A,14,14A-Tetradecahydropicen-3-Yl] Acetate
IUPAC Name:   [(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-formyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
Synonyms:  
Standard InCHIKey:  UPACPHKOSSOYIY-NEIIXNPVSA-N
Standard InCHI:  InChI=1S/C32H50O3/c1-21(34)35-26-12-13-29(6)24(28(26,4)5)11-14-31(8)25(29)10-9-22-23-19-27(2,3)15-17-32(23,20-33)18-16-30(22,31)7/h9,20,23-26H,10-19H2,1-8H3/t23-,24-,25+,26-,29-,30+,31+,32+/m0/s1
SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4CC(C)(C)CC[C@@]4(CC[C@@]32C)C=O)C1(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL487609
PubChem CID:   14829106
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO2270 Euptelea polyandra Species Eupteleaceae Eukaryota n.a. bark n.a. DOI[10.1021/np50040a042]
NPO2270 Euptelea polyandra Species Eupteleaceae Eukaryota n.a. n.a. n.a. PMID[2832544]
NPO1786 Pyrus pyrifolia Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1786 Pyrus pyrifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7527 Isodon leucophyllus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17106 Phyllanthus discoides Species Leiothrichidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17464 Uncaria sessilifructus Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18920 Hexalobus crispiflorus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1786 Pyrus pyrifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7527 Isodon leucophyllus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17106 Phyllanthus discoides Species Leiothrichidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO935 Dysoxylum macranthum Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2270 Euptelea polyandra Species Eupteleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17464 Uncaria sessilifructus Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18920 Hexalobus crispiflorus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17106 Phyllanthus discoides Species Leiothrichidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17205 Laurencia thyrsifera Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22170 Actinoplanes awajinensis Species Micromonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17106 Phyllanthus discoides Species Leiothrichidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2270 Euptelea polyandra Species Eupteleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16763 Marrubium globosum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO935 Dysoxylum macranthum Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3726 Salvia tchihatcheffii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7566 Ptelea viscosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6509 Acer campestre Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18920 Hexalobus crispiflorus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO290 Gibberella lateritium n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO19430 Chondrococcus hornemanni n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO7527 Isodon leucophyllus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19509 Euodia lunu-ankenda Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2590 Cordia elaeagnoides Species Cordiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18835 Aloe nobilis Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17464 Uncaria sessilifructus Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19005 Engleromyces goetzei n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO1786 Pyrus pyrifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13706 Barleria acanthoides Species Acanthaceae 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
NPT80 Cell Line Raji Homo sapiens Activity = 100.0 % PMID[497148]
NPT80 Cell Line Raji Homo sapiens Activity = 40.0 % PMID[497148]
NPT2 Others Unspecified Activity = 0.0 % PMID[497148]
NPT2 Others Unspecified Activity = 100.0 % PMID[497148]

☑ 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 NPC224145 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
0.9756 High Similarity NPC9892
0.9756 High Similarity NPC329943
0.9756 High Similarity NPC91525
0.9756 High Similarity NPC10005
0.9639 High Similarity NPC162107
0.9639 High Similarity NPC46912
0.9412 High Similarity NPC475049
0.9302 High Similarity NPC113989
0.9302 High Similarity NPC120840
0.9195 High Similarity NPC60755
0.9195 High Similarity NPC77099
0.9195 High Similarity NPC285184
0.9195 High Similarity NPC470590
0.9186 High Similarity NPC30522
0.9146 High Similarity NPC290495
0.9146 High Similarity NPC195334
0.9091 High Similarity NPC86368
0.908 High Similarity NPC328141
0.908 High Similarity NPC474728
0.907 High Similarity NPC246708
0.907 High Similarity NPC40552
0.907 High Similarity NPC474845
0.9048 High Similarity NPC312660
0.9036 High Similarity NPC286786
0.9036 High Similarity NPC163236
0.9011 High Similarity NPC471966
0.8989 High Similarity NPC78580
0.8989 High Similarity NPC74751
0.8989 High Similarity NPC296164
0.8989 High Similarity NPC23621
0.8989 High Similarity NPC184006
0.8966 High Similarity NPC470588
0.8953 High Similarity NPC142415
0.8953 High Similarity NPC242468
0.8953 High Similarity NPC18064
0.8953 High Similarity NPC98442
0.8953 High Similarity NPC88716
0.8953 High Similarity NPC51700
0.8953 High Similarity NPC130577
0.8953 High Similarity NPC307426
0.8953 High Similarity NPC293564
0.8953 High Similarity NPC102683
0.8953 High Similarity NPC68160
0.8953 High Similarity NPC171203
0.8929 High Similarity NPC132386
0.8916 High Similarity NPC108476
0.8889 High Similarity NPC195715
0.8889 High Similarity NPC23241
0.8889 High Similarity NPC474727
0.8876 High Similarity NPC49776
0.8876 High Similarity NPC474436
0.8876 High Similarity NPC63118
0.8876 High Similarity NPC298554
0.8851 High Similarity NPC181225
0.8851 High Similarity NPC290690
0.8851 High Similarity NPC470629
0.8851 High Similarity NPC17733
0.8851 High Similarity NPC182797
0.8851 High Similarity NPC473242
0.8851 High Similarity NPC474512
0.8851 High Similarity NPC52169
0.8837 High Similarity NPC235341
0.8837 High Similarity NPC72638
0.8837 High Similarity NPC95594
0.8837 High Similarity NPC325594
0.8837 High Similarity NPC477579
0.8795 High Similarity NPC267517
0.8791 High Similarity NPC230151
0.8791 High Similarity NPC327179
0.8778 High Similarity NPC209868
0.8778 High Similarity NPC222047
0.8778 High Similarity NPC269729
0.875 High Similarity NPC64872
0.875 High Similarity NPC161751
0.875 High Similarity NPC130520
0.875 High Similarity NPC225585
0.875 High Similarity NPC25906
0.875 High Similarity NPC127689
0.875 High Similarity NPC143232
0.875 High Similarity NPC474972
0.875 High Similarity NPC59263
0.875 High Similarity NPC121798
0.875 High Similarity NPC263393
0.875 High Similarity NPC274330
0.875 High Similarity NPC95246
0.875 High Similarity NPC290972
0.875 High Similarity NPC270768
0.875 High Similarity NPC234346
0.875 High Similarity NPC61543
0.875 High Similarity NPC293048
0.875 High Similarity NPC198664
0.8721 High Similarity NPC191965
0.8696 High Similarity NPC476878
0.8696 High Similarity NPC476879
0.8696 High Similarity NPC158347
0.8696 High Similarity NPC26413
0.8681 High Similarity NPC274417
0.8667 High Similarity NPC136313
0.8667 High Similarity NPC214756
0.8667 High Similarity NPC307335
0.8667 High Similarity NPC295643
0.8667 High Similarity NPC272075
0.8667 High Similarity NPC74855
0.8652 High Similarity NPC7260
0.8652 High Similarity NPC470589
0.8652 High Similarity NPC120968
0.8652 High Similarity NPC172361
0.8652 High Similarity NPC227467
0.8652 High Similarity NPC126369
0.8652 High Similarity NPC111110
0.8652 High Similarity NPC130278
0.8652 High Similarity NPC18872
0.8652 High Similarity NPC273621
0.8652 High Similarity NPC210037
0.8652 High Similarity NPC291028
0.8652 High Similarity NPC290614
0.8652 High Similarity NPC86372
0.8652 High Similarity NPC477872
0.8621 High Similarity NPC137306
0.8621 High Similarity NPC84121
0.8605 High Similarity NPC475509
0.8602 High Similarity NPC260149
0.8602 High Similarity NPC188833
0.8602 High Similarity NPC58942
0.8571 High Similarity NPC91010
0.8556 High Similarity NPC84319
0.8556 High Similarity NPC155120
0.8556 High Similarity NPC472149
0.8556 High Similarity NPC4036
0.8556 High Similarity NPC306541
0.8556 High Similarity NPC145067
0.8556 High Similarity NPC233455
0.8556 High Similarity NPC187722
0.8556 High Similarity NPC474525
0.8556 High Similarity NPC288833
0.8556 High Similarity NPC324341
0.8556 High Similarity NPC105189
0.8556 High Similarity NPC228784
0.8556 High Similarity NPC158030
0.8556 High Similarity NPC52021
0.8556 High Similarity NPC966
0.8556 High Similarity NPC300351
0.8556 High Similarity NPC282616
0.8556 High Similarity NPC65120
0.8556 High Similarity NPC71074
0.8556 High Similarity NPC25299
0.8556 High Similarity NPC235884
0.8539 High Similarity NPC474686
0.8523 High Similarity NPC71507
0.8511 High Similarity NPC475202
0.8511 High Similarity NPC475385
0.8511 High Similarity NPC475392
0.8506 High Similarity NPC98270
0.8506 High Similarity NPC133954
0.8495 Intermediate Similarity NPC10057
0.8495 Intermediate Similarity NPC187933
0.8488 Intermediate Similarity NPC200752
0.8462 Intermediate Similarity NPC118519
0.8462 Intermediate Similarity NPC275809
0.8462 Intermediate Similarity NPC169343
0.8462 Intermediate Similarity NPC202728
0.8462 Intermediate Similarity NPC474185
0.8462 Intermediate Similarity NPC158059
0.8462 Intermediate Similarity NPC229281
0.8444 Intermediate Similarity NPC49320
0.8444 Intermediate Similarity NPC471896
0.8444 Intermediate Similarity NPC46441
0.8444 Intermediate Similarity NPC193750
0.8434 Intermediate Similarity NPC84868
0.8427 Intermediate Similarity NPC474474
0.8421 Intermediate Similarity NPC54909
0.8421 Intermediate Similarity NPC233012
0.8409 Intermediate Similarity NPC73038
0.8409 Intermediate Similarity NPC475862
0.8409 Intermediate Similarity NPC74363
0.8409 Intermediate Similarity NPC213412
0.8409 Intermediate Similarity NPC264127
0.8404 Intermediate Similarity NPC164349
0.8391 Intermediate Similarity NPC171789
0.8387 Intermediate Similarity NPC98874
0.837 Intermediate Similarity NPC145667
0.837 Intermediate Similarity NPC231063
0.837 Intermediate Similarity NPC32407
0.837 Intermediate Similarity NPC191412
0.837 Intermediate Similarity NPC114159
0.837 Intermediate Similarity NPC299996
0.837 Intermediate Similarity NPC263548
0.837 Intermediate Similarity NPC159365
0.837 Intermediate Similarity NPC474529
0.837 Intermediate Similarity NPC88116
0.837 Intermediate Similarity NPC6818
0.837 Intermediate Similarity NPC282395
0.837 Intermediate Similarity NPC474963
0.837 Intermediate Similarity NPC20235
0.8352 Intermediate Similarity NPC38754
0.8352 Intermediate Similarity NPC301244
0.8352 Intermediate Similarity NPC6255
0.8352 Intermediate Similarity NPC471588
0.8352 Intermediate Similarity NPC475708
0.8333 Intermediate Similarity NPC474700

  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 NPC224145 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
0.8989 High Similarity NPD7748 Approved
0.8989 High Similarity NPD7901 Clinical (unspecified phase)
0.8989 High Similarity NPD7900 Approved
0.8696 High Similarity NPD7902 Approved
0.8556 High Similarity NPD7515 Phase 2
0.8222 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5330 Approved
0.8 Intermediate Similarity NPD6409 Approved
0.8 Intermediate Similarity NPD7146 Approved
0.8 Intermediate Similarity NPD7334 Approved
0.8 Intermediate Similarity NPD6684 Approved
0.8 Intermediate Similarity NPD7521 Approved
0.7957 Intermediate Similarity NPD8034 Phase 2
0.7957 Intermediate Similarity NPD8035 Phase 2
0.7912 Intermediate Similarity NPD3573 Approved
0.7889 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6903 Approved
0.7816 Intermediate Similarity NPD7645 Phase 2
0.7684 Intermediate Similarity NPD6399 Phase 3
0.7634 Intermediate Similarity NPD5737 Approved
0.7634 Intermediate Similarity NPD6672 Approved
0.7419 Intermediate Similarity NPD6098 Approved
0.7419 Intermediate Similarity NPD3618 Phase 1
0.7391 Intermediate Similarity NPD4786 Approved
0.7368 Intermediate Similarity NPD5328 Approved
0.7363 Intermediate Similarity NPD3667 Approved
0.7347 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7638 Approved
0.7273 Intermediate Similarity NPD7732 Phase 3
0.7228 Intermediate Similarity NPD7640 Approved
0.7228 Intermediate Similarity NPD7639 Approved
0.7216 Intermediate Similarity NPD6079 Approved
0.7212 Intermediate Similarity NPD6675 Approved
0.7212 Intermediate Similarity NPD7128 Approved
0.7212 Intermediate Similarity NPD6402 Approved
0.7212 Intermediate Similarity NPD5739 Approved
0.7204 Intermediate Similarity NPD3668 Phase 3
0.7188 Intermediate Similarity NPD6080 Approved
0.7188 Intermediate Similarity NPD6673 Approved
0.7188 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6904 Approved
0.7174 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD1694 Approved
0.71 Intermediate Similarity NPD4697 Phase 3
0.7083 Intermediate Similarity NPD5208 Approved
0.7075 Intermediate Similarity NPD6899 Approved
0.7075 Intermediate Similarity NPD7320 Approved
0.7075 Intermediate Similarity NPD6881 Approved
0.7071 Intermediate Similarity NPD6001 Approved
0.7048 Intermediate Similarity NPD6008 Approved
0.7041 Intermediate Similarity NPD6411 Approved
0.7037 Intermediate Similarity NPD8130 Phase 1
0.703 Intermediate Similarity NPD6083 Phase 2
0.703 Intermediate Similarity NPD6084 Phase 2
0.7021 Intermediate Similarity NPD3666 Approved
0.7021 Intermediate Similarity NPD3133 Approved
0.7021 Intermediate Similarity NPD3665 Phase 1
0.7009 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6373 Approved
0.7009 Intermediate Similarity NPD6372 Approved
0.6981 Remote Similarity NPD5697 Approved
0.6981 Remote Similarity NPD5701 Approved
0.6972 Remote Similarity NPD8297 Approved
0.697 Remote Similarity NPD4202 Approved
0.6966 Remote Similarity NPD8039 Approved
0.6957 Remote Similarity NPD8328 Phase 3
0.6944 Remote Similarity NPD7102 Approved
0.6944 Remote Similarity NPD6883 Approved
0.6944 Remote Similarity NPD7290 Approved
0.6916 Remote Similarity NPD6011 Approved
0.6881 Remote Similarity NPD6869 Approved
0.6881 Remote Similarity NPD6617 Approved
0.6881 Remote Similarity NPD6649 Approved
0.6881 Remote Similarity NPD6847 Approved
0.6881 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6650 Approved
0.6875 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6869 Remote Similarity NPD5693 Phase 1
0.6869 Remote Similarity NPD6050 Approved
0.6852 Remote Similarity NPD6014 Approved
0.6852 Remote Similarity NPD6013 Approved
0.6852 Remote Similarity NPD6012 Approved
0.6837 Remote Similarity NPD6101 Approved
0.6837 Remote Similarity NPD6051 Approved
0.6837 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5695 Phase 3
0.6818 Remote Similarity NPD5777 Approved
0.6818 Remote Similarity NPD6882 Approved
0.6796 Remote Similarity NPD5696 Approved
0.6774 Remote Similarity NPD7525 Registered
0.6768 Remote Similarity NPD5692 Phase 3
0.6768 Remote Similarity NPD5207 Approved
0.6765 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6765 Remote Similarity NPD5221 Approved
0.6765 Remote Similarity NPD7614 Phase 1
0.6765 Remote Similarity NPD5222 Approved
0.6726 Remote Similarity NPD7115 Discovery
0.6703 Remote Similarity NPD6117 Approved
0.67 Remote Similarity NPD5694 Approved
0.6699 Remote Similarity NPD5173 Approved
0.6699 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6868 Approved
0.6632 Remote Similarity NPD4221 Approved
0.6632 Remote Similarity NPD4223 Phase 3
0.663 Remote Similarity NPD6116 Phase 1
0.6607 Remote Similarity NPD7094 Approved
0.6607 Remote Similarity NPD6858 Approved
0.6604 Remote Similarity NPD7632 Discontinued
0.6602 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5329 Approved
0.6596 Remote Similarity NPD4695 Discontinued
0.6593 Remote Similarity NPD7339 Approved
0.6593 Remote Similarity NPD6942 Approved
0.6591 Remote Similarity NPD4137 Phase 3
0.6571 Remote Similarity NPD5285 Approved
0.6571 Remote Similarity NPD5286 Approved
0.6571 Remote Similarity NPD4700 Approved
0.6571 Remote Similarity NPD4696 Approved
0.6559 Remote Similarity NPD6114 Approved
0.6559 Remote Similarity NPD6115 Approved
0.6559 Remote Similarity NPD6697 Approved
0.6559 Remote Similarity NPD6118 Approved
0.6555 Remote Similarity NPD7507 Approved
0.6531 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6531 Remote Similarity NPD5279 Phase 3
0.6526 Remote Similarity NPD8028 Phase 2
0.6522 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6335 Approved
0.6517 Remote Similarity NPD4747 Approved
0.6517 Remote Similarity NPD4691 Approved
0.6514 Remote Similarity NPD6412 Phase 2
0.6514 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5223 Approved
0.65 Remote Similarity NPD4753 Phase 2
0.6495 Remote Similarity NPD4197 Approved
0.6491 Remote Similarity NPD6274 Approved
0.6477 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6476 Remote Similarity NPD4225 Approved
0.6471 Remote Similarity NPD5778 Approved
0.6471 Remote Similarity NPD5779 Approved
0.6466 Remote Similarity NPD7100 Approved
0.6466 Remote Similarity NPD7101 Approved
0.646 Remote Similarity NPD4632 Approved
0.646 Remote Similarity NPD8133 Approved
0.6449 Remote Similarity NPD5211 Phase 2
0.6449 Remote Similarity NPD5225 Approved
0.6449 Remote Similarity NPD5226 Approved
0.6449 Remote Similarity NPD5224 Approved
0.6449 Remote Similarity NPD4633 Approved
0.6446 Remote Similarity NPD7736 Approved
0.6435 Remote Similarity NPD6317 Approved
0.6396 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6393 Remote Similarity NPD7319 Approved
0.6392 Remote Similarity NPD4788 Approved
0.6389 Remote Similarity NPD5174 Approved
0.6389 Remote Similarity NPD4754 Approved
0.6389 Remote Similarity NPD6052 Approved
0.6389 Remote Similarity NPD5175 Approved
0.6383 Remote Similarity NPD3617 Approved
0.6379 Remote Similarity NPD6313 Approved
0.6379 Remote Similarity NPD6314 Approved
0.6373 Remote Similarity NPD5281 Approved
0.6373 Remote Similarity NPD5284 Approved
0.6364 Remote Similarity NPD4689 Approved
0.6364 Remote Similarity NPD4690 Approved
0.6364 Remote Similarity NPD4693 Phase 3
0.6364 Remote Similarity NPD4138 Approved
0.6364 Remote Similarity NPD5205 Approved
0.6364 Remote Similarity NPD4519 Discontinued
0.6364 Remote Similarity NPD4688 Approved
0.6364 Remote Similarity NPD4623 Approved
0.6356 Remote Similarity NPD6909 Approved
0.6356 Remote Similarity NPD6908 Approved
0.6346 Remote Similarity NPD5654 Approved
0.6339 Remote Similarity NPD5955 Clinical (unspecified phase)
0.633 Remote Similarity NPD5141 Approved
0.6306 Remote Similarity NPD6686 Approved
0.6304 Remote Similarity NPD5733 Approved
0.6304 Remote Similarity NPD4058 Approved
0.6293 Remote Similarity NPD6009 Approved
0.6273 Remote Similarity NPD4767 Approved
0.6273 Remote Similarity NPD4768 Approved
0.6271 Remote Similarity NPD6319 Approved
0.6264 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6264 Remote Similarity NPD4808 Clinical (unspecified phase)
0.625 Remote Similarity NPD7604 Phase 2
0.623 Remote Similarity NPD8293 Discontinued
0.6226 Remote Similarity NPD5959 Approved
0.6222 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6222 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6218 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6218 Remote Similarity NPD5983 Phase 2
0.6216 Remote Similarity NPD6614 Approved
0.62 Remote Similarity NPD6422 Discontinued
0.62 Remote Similarity NPD5280 Approved
0.62 Remote Similarity NPD4694 Approved
0.62 Remote Similarity NPD5690 Phase 2
0.6198 Remote Similarity NPD7492 Approved
0.619 Remote Similarity NPD5210 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