Structure

Physi-Chem Properties

Molecular Weight:  302.22
Volume:  326.638
LogP:  4.251
LogD:  3.508
LogS:  -4.221
# Rotatable Bonds:  1
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.76
Synthetic Accessibility Score:  6.052
Fsp3:  0.95
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.462
MDCK Permeability:  1.0418062629469205e-05
Pgp-inhibitor:  0.038
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.054
Plasma Protein Binding (PPB):  92.18753814697266%
Volume Distribution (VD):  0.544
Pgp-substrate:  6.865317344665527%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.68
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.831
CYP2C9-inhibitor:  0.089
CYP2C9-substrate:  0.239
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.131
CYP3A4-inhibitor:  0.456
CYP3A4-substrate:  0.119

ADMET: Excretion

Clearance (CL):  1.13
Half-life (T1/2):  0.391

ADMET: Toxicity

hERG Blockers:  0.067
Human Hepatotoxicity (H-HT):  0.521
Drug-inuced Liver Injury (DILI):  0.044
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.222
Maximum Recommended Daily Dose:  0.284
Skin Sensitization:  0.874
Carcinogencity:  0.255
Eye Corrosion:  0.732
Eye Irritation:  0.48
Respiratory Toxicity:  0.961

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

  Natural Product: NPC474221

Natural Product ID:  NPC474221
Common Name*:   FLGAFUAMEXILLB-YFEFLYMWSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  FLGAFUAMEXILLB-YFEFLYMWSA-N
Standard InCHI:  InChI=1S/C20H30O2/c1-17-6-4-7-18(2,16(21)22)14(17)5-8-20-10-13-12(9-15(17)20)19(13,3)11-20/h12-15H,4-11H2,1-3H3,(H,21,22)/t12-,13+,14-,15+,17-,18-,19+,20+/m1/s1
SMILES:  OC(=O)[C@]1(C)CCC[C@@]2([C@H]1CC[C@]13[C@H]2C[C@@H]2[C@H](C1)[C@]2(C3)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL463698
PubChem CID:   44566688
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO21790 Croton insularis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[15104505]
NPO21790 Croton insularis Species Euphorbiaceae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 99000.0 nM PMID[531574]
NPT137 Cell Line L1210 Mus musculus IC50 = 99000.0 nM PMID[531574]

☑ 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 NPC474221 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
1.0 High Similarity NPC130459
1.0 High Similarity NPC478180
0.9538 High Similarity NPC477850
0.9524 High Similarity NPC42060
0.9524 High Similarity NPC477931
0.9524 High Similarity NPC268736
0.9385 High Similarity NPC474962
0.9091 High Similarity NPC196197
0.9091 High Similarity NPC476734
0.9091 High Similarity NPC64466
0.9091 High Similarity NPC252032
0.9091 High Similarity NPC319671
0.9091 High Similarity NPC469941
0.8955 High Similarity NPC477929
0.8955 High Similarity NPC108131
0.8824 High Similarity NPC469940
0.8571 High Similarity NPC167702
0.8571 High Similarity NPC477930
0.8571 High Similarity NPC280026
0.8551 High Similarity NPC473267
0.8551 High Similarity NPC472309
0.8472 Intermediate Similarity NPC474404
0.8451 Intermediate Similarity NPC212733
0.8451 Intermediate Similarity NPC477934
0.8451 Intermediate Similarity NPC472311
0.8429 Intermediate Similarity NPC330659
0.8429 Intermediate Similarity NPC161187
0.8429 Intermediate Similarity NPC244708
0.8382 Intermediate Similarity NPC473225
0.8378 Intermediate Similarity NPC477851
0.8333 Intermediate Similarity NPC246445
0.8333 Intermediate Similarity NPC4209
0.8333 Intermediate Similarity NPC477932
0.8333 Intermediate Similarity NPC477933
0.8267 Intermediate Similarity NPC12933
0.8219 Intermediate Similarity NPC66105
0.8219 Intermediate Similarity NPC180199
0.8219 Intermediate Similarity NPC207010
0.8219 Intermediate Similarity NPC317913
0.8219 Intermediate Similarity NPC143133
0.8219 Intermediate Similarity NPC477919
0.8219 Intermediate Similarity NPC68828
0.8219 Intermediate Similarity NPC477918
0.8219 Intermediate Similarity NPC298168
0.8194 Intermediate Similarity NPC273366
0.8116 Intermediate Similarity NPC31187
0.8116 Intermediate Similarity NPC100917
0.8116 Intermediate Similarity NPC470956
0.8116 Intermediate Similarity NPC281203
0.8116 Intermediate Similarity NPC469724
0.8108 Intermediate Similarity NPC329117
0.8108 Intermediate Similarity NPC476732
0.8108 Intermediate Similarity NPC185465
0.8108 Intermediate Similarity NPC34046
0.8108 Intermediate Similarity NPC171426
0.8108 Intermediate Similarity NPC321690
0.8108 Intermediate Similarity NPC199965
0.8108 Intermediate Similarity NPC324700
0.8108 Intermediate Similarity NPC224802
0.8108 Intermediate Similarity NPC80089
0.8082 Intermediate Similarity NPC20466
0.806 Intermediate Similarity NPC128608
0.8028 Intermediate Similarity NPC197701
0.8028 Intermediate Similarity NPC320549
0.8028 Intermediate Similarity NPC151018
0.8028 Intermediate Similarity NPC156277
0.8028 Intermediate Similarity NPC58057
0.8 Intermediate Similarity NPC201276
0.8 Intermediate Similarity NPC213178
0.8 Intermediate Similarity NPC131892
0.8 Intermediate Similarity NPC80891
0.8 Intermediate Similarity NPC321732
0.8 Intermediate Similarity NPC158846
0.8 Intermediate Similarity NPC6120
0.8 Intermediate Similarity NPC324607
0.8 Intermediate Similarity NPC327728
0.8 Intermediate Similarity NPC320144
0.8 Intermediate Similarity NPC192744
0.7973 Intermediate Similarity NPC212661
0.7973 Intermediate Similarity NPC264602
0.7973 Intermediate Similarity NPC471035
0.7973 Intermediate Similarity NPC475031
0.7949 Intermediate Similarity NPC319909
0.7945 Intermediate Similarity NPC179858
0.7941 Intermediate Similarity NPC19311
0.7941 Intermediate Similarity NPC230047
0.7941 Intermediate Similarity NPC469791
0.7917 Intermediate Similarity NPC310766
0.7917 Intermediate Similarity NPC232112
0.7895 Intermediate Similarity NPC472853
0.7895 Intermediate Similarity NPC261616
0.7887 Intermediate Similarity NPC476731
0.7857 Intermediate Similarity NPC474954
0.7821 Intermediate Similarity NPC259173
0.7812 Intermediate Similarity NPC474105
0.7808 Intermediate Similarity NPC472854
0.7808 Intermediate Similarity NPC254340
0.7792 Intermediate Similarity NPC58631
0.7778 Intermediate Similarity NPC89310
0.7763 Intermediate Similarity NPC472310
0.7763 Intermediate Similarity NPC52951
0.775 Intermediate Similarity NPC70661
0.775 Intermediate Similarity NPC302111
0.7714 Intermediate Similarity NPC41542
0.7703 Intermediate Similarity NPC21220
0.7703 Intermediate Similarity NPC24014
0.7703 Intermediate Similarity NPC195155
0.7703 Intermediate Similarity NPC97534
0.7703 Intermediate Similarity NPC27349
0.7703 Intermediate Similarity NPC174964
0.7703 Intermediate Similarity NPC125767
0.7703 Intermediate Similarity NPC201027
0.7692 Intermediate Similarity NPC61107
0.7692 Intermediate Similarity NPC289486
0.7692 Intermediate Similarity NPC477936
0.7692 Intermediate Similarity NPC477935
0.7692 Intermediate Similarity NPC121121
0.7692 Intermediate Similarity NPC30583
0.7671 Intermediate Similarity NPC36310
0.7671 Intermediate Similarity NPC474123
0.7671 Intermediate Similarity NPC279241
0.76 Intermediate Similarity NPC475742
0.76 Intermediate Similarity NPC472487
0.76 Intermediate Similarity NPC5767
0.76 Intermediate Similarity NPC472486
0.7595 Intermediate Similarity NPC245866
0.7595 Intermediate Similarity NPC15821
0.7595 Intermediate Similarity NPC167103
0.7595 Intermediate Similarity NPC472740
0.7576 Intermediate Similarity NPC476735
0.7568 Intermediate Similarity NPC255168
0.7568 Intermediate Similarity NPC133922
0.7564 Intermediate Similarity NPC147066
0.7564 Intermediate Similarity NPC77311
0.7564 Intermediate Similarity NPC469745
0.7561 Intermediate Similarity NPC146937
0.7538 Intermediate Similarity NPC151464
0.7538 Intermediate Similarity NPC143597
0.7534 Intermediate Similarity NPC478227
0.75 Intermediate Similarity NPC238227
0.75 Intermediate Similarity NPC476038
0.75 Intermediate Similarity NPC473336
0.75 Intermediate Similarity NPC288296
0.75 Intermediate Similarity NPC23884
0.75 Intermediate Similarity NPC471044
0.75 Intermediate Similarity NPC221420
0.75 Intermediate Similarity NPC53245
0.75 Intermediate Similarity NPC194937
0.75 Intermediate Similarity NPC295788
0.75 Intermediate Similarity NPC306750
0.747 Intermediate Similarity NPC24705
0.747 Intermediate Similarity NPC56962
0.7468 Intermediate Similarity NPC477858
0.7468 Intermediate Similarity NPC170985
0.7467 Intermediate Similarity NPC159789
0.7407 Intermediate Similarity NPC201655
0.7407 Intermediate Similarity NPC264317
0.7407 Intermediate Similarity NPC283733
0.7407 Intermediate Similarity NPC294438
0.7403 Intermediate Similarity NPC63020
0.7385 Intermediate Similarity NPC184819
0.7381 Intermediate Similarity NPC77756
0.7375 Intermediate Similarity NPC477852
0.7375 Intermediate Similarity NPC472744
0.7375 Intermediate Similarity NPC471037
0.7368 Intermediate Similarity NPC89294
0.7368 Intermediate Similarity NPC471046
0.7368 Intermediate Similarity NPC104806
0.7361 Intermediate Similarity NPC36616
0.7361 Intermediate Similarity NPC260319
0.7361 Intermediate Similarity NPC290445
0.7361 Intermediate Similarity NPC180777
0.7361 Intermediate Similarity NPC103647
0.7361 Intermediate Similarity NPC2568
0.7342 Intermediate Similarity NPC38350
0.7342 Intermediate Similarity NPC201912
0.7342 Intermediate Similarity NPC232625
0.7324 Intermediate Similarity NPC84562
0.7317 Intermediate Similarity NPC92139
0.7317 Intermediate Similarity NPC80590
0.7317 Intermediate Similarity NPC475007
0.7317 Intermediate Similarity NPC2783
0.7317 Intermediate Similarity NPC472272
0.7317 Intermediate Similarity NPC186975
0.7317 Intermediate Similarity NPC12774
0.7313 Intermediate Similarity NPC162685
0.7308 Intermediate Similarity NPC201459
0.7308 Intermediate Similarity NPC477371
0.7308 Intermediate Similarity NPC245029
0.7308 Intermediate Similarity NPC215843
0.7308 Intermediate Similarity NPC31302
0.7297 Intermediate Similarity NPC126642
0.7294 Intermediate Similarity NPC52756
0.7286 Intermediate Similarity NPC69149
0.7284 Intermediate Similarity NPC474996
0.7284 Intermediate Similarity NPC263974
0.7273 Intermediate Similarity NPC471899
0.7273 Intermediate Similarity NPC471897
0.7273 Intermediate Similarity NPC107039
0.7273 Intermediate Similarity NPC169389

  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 NPC474221 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
0.9219 High Similarity NPD4224 Phase 2
0.8824 High Similarity NPD6081 Approved
0.8571 High Similarity NPD6113 Clinical (unspecified phase)
0.8382 Intermediate Similarity NPD5360 Phase 3
0.8382 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6117 Approved
0.8219 Intermediate Similarity NPD6116 Phase 1
0.8209 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD3702 Approved
0.8143 Intermediate Similarity NPD4789 Approved
0.8108 Intermediate Similarity NPD6118 Approved
0.8108 Intermediate Similarity NPD6114 Approved
0.8108 Intermediate Similarity NPD6115 Approved
0.8108 Intermediate Similarity NPD6697 Approved
0.8028 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD4758 Discontinued
0.8 Intermediate Similarity NPD3698 Phase 2
0.8 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD4244 Approved
0.7887 Intermediate Similarity NPD4245 Approved
0.7778 Intermediate Similarity NPD5777 Approved
0.7467 Intermediate Similarity NPD3703 Phase 2
0.7407 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD5364 Discontinued
0.7179 Intermediate Similarity NPD3671 Phase 1
0.697 Remote Similarity NPD615 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3617 Approved
0.6951 Remote Similarity NPD4788 Approved
0.6923 Remote Similarity NPD3186 Phase 1
0.6897 Remote Similarity NPD8034 Phase 2
0.6897 Remote Similarity NPD8035 Phase 2
0.6829 Remote Similarity NPD4221 Approved
0.6829 Remote Similarity NPD4223 Phase 3
0.6774 Remote Similarity NPD634 Phase 3
0.6714 Remote Similarity NPD3198 Approved
0.6707 Remote Similarity NPD4139 Approved
0.6707 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6629 Remote Similarity NPD6399 Phase 3
0.6627 Remote Similarity NPD3667 Approved
0.6622 Remote Similarity NPD375 Phase 2
0.6588 Remote Similarity NPD5329 Approved
0.6579 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5281 Approved
0.6517 Remote Similarity NPD5284 Approved
0.6512 Remote Similarity NPD6098 Approved
0.6512 Remote Similarity NPD5205 Approved
0.6512 Remote Similarity NPD4688 Approved
0.6512 Remote Similarity NPD4138 Approved
0.6512 Remote Similarity NPD4690 Approved
0.6512 Remote Similarity NPD4693 Phase 3
0.6512 Remote Similarity NPD4689 Approved
0.6494 Remote Similarity NPD4787 Phase 1
0.6471 Remote Similarity NPD3133 Approved
0.6471 Remote Similarity NPD3665 Phase 1
0.6471 Remote Similarity NPD3666 Approved
0.6383 Remote Similarity NPD8418 Phase 2
0.6374 Remote Similarity NPD6001 Approved
0.6364 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD6672 Approved
0.6364 Remote Similarity NPD5208 Approved
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6083 Phase 2
0.6344 Remote Similarity NPD6084 Phase 2
0.6322 Remote Similarity NPD7521 Approved
0.6322 Remote Similarity NPD5690 Phase 2
0.6322 Remote Similarity NPD5330 Approved
0.6322 Remote Similarity NPD4694 Approved
0.6322 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6322 Remote Similarity NPD7334 Approved
0.6322 Remote Similarity NPD7146 Approved
0.6322 Remote Similarity NPD5280 Approved
0.6322 Remote Similarity NPD6409 Approved
0.6322 Remote Similarity NPD3618 Phase 1
0.6322 Remote Similarity NPD6684 Approved
0.6304 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5695 Phase 3
0.6292 Remote Similarity NPD6673 Approved
0.6292 Remote Similarity NPD4753 Phase 2
0.6292 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6292 Remote Similarity NPD5328 Approved
0.6292 Remote Similarity NPD6080 Approved
0.6292 Remote Similarity NPD6904 Approved
0.629 Remote Similarity NPD387 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5696 Approved
0.6264 Remote Similarity NPD5133 Approved
0.6234 Remote Similarity NPD6705 Phase 1
0.6232 Remote Similarity NPD3729 Clinical (unspecified phase)
0.618 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD5693 Phase 1
0.6154 Remote Similarity NPD6079 Approved
0.6154 Remote Similarity NPD7515 Phase 2
0.6136 Remote Similarity NPD5279 Phase 3
0.6092 Remote Similarity NPD3668 Phase 3
0.6087 Remote Similarity NPD4202 Approved
0.6076 Remote Similarity NPD4747 Approved
0.6071 Remote Similarity NPD4195 Approved
0.6044 Remote Similarity NPD5692 Phase 3
0.6044 Remote Similarity NPD5207 Approved
0.6042 Remote Similarity NPD6404 Discontinued
0.6022 Remote Similarity NPD7748 Approved
0.6 Remote Similarity NPD6928 Phase 2
0.6 Remote Similarity NPD5959 Approved
0.6 Remote Similarity NPD4695 Discontinued
0.6 Remote Similarity NPD4243 Approved
0.5978 Remote Similarity NPD5694 Approved
0.5978 Remote Similarity NPD6050 Approved
0.5957 Remote Similarity NPD5210 Approved
0.5957 Remote Similarity NPD4629 Approved
0.5955 Remote Similarity NPD4623 Approved
0.5955 Remote Similarity NPD4519 Discontinued
0.5949 Remote Similarity NPD3726 Approved
0.5949 Remote Similarity NPD3725 Approved
0.5949 Remote Similarity NPD4137 Phase 3
0.5946 Remote Similarity NPD9656 Approved
0.5938 Remote Similarity NPD7638 Approved
0.5909 Remote Similarity NPD345 Approved
0.5909 Remote Similarity NPD344 Approved
0.5909 Remote Similarity NPD343 Approved
0.59 Remote Similarity NPD7128 Approved
0.59 Remote Similarity NPD5739 Approved
0.59 Remote Similarity NPD6402 Approved
0.59 Remote Similarity NPD6675 Approved
0.5895 Remote Similarity NPD4697 Phase 3
0.5895 Remote Similarity NPD7614 Phase 1
0.5895 Remote Similarity NPD5222 Approved
0.5895 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5895 Remote Similarity NPD5221 Approved
0.5876 Remote Similarity NPD7639 Approved
0.5876 Remote Similarity NPD7640 Approved
0.5875 Remote Similarity NPD4691 Approved
0.5873 Remote Similarity NPD2270 Approved
0.587 Remote Similarity NPD4096 Approved
0.5862 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4784 Approved
0.5854 Remote Similarity NPD4785 Approved
0.5842 Remote Similarity NPD5701 Approved
0.5842 Remote Similarity NPD5697 Approved
0.5833 Remote Similarity NPD7902 Approved
0.5833 Remote Similarity NPD4755 Approved
0.5833 Remote Similarity NPD5173 Approved
0.5823 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5821 Remote Similarity NPD2266 Phase 2
0.5814 Remote Similarity NPD7525 Registered
0.5806 Remote Similarity NPD9448 Phase 2
0.5806 Remote Similarity NPD77 Approved
0.5806 Remote Similarity NPD9450 Approved
0.5806 Remote Similarity NPD633 Phase 3
0.58 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5797 Remote Similarity NPD9638 Phase 2
0.5789 Remote Similarity NPD5654 Approved
0.5784 Remote Similarity NPD7320 Approved
0.5784 Remote Similarity NPD6881 Approved
0.5784 Remote Similarity NPD6899 Approved
0.5784 Remote Similarity NPD6011 Approved
0.5783 Remote Similarity NPD7339 Approved
0.5783 Remote Similarity NPD4190 Phase 3
0.5783 Remote Similarity NPD6942 Approved
0.5783 Remote Similarity NPD5275 Approved
0.5765 Remote Similarity NPD4802 Phase 2
0.5765 Remote Similarity NPD4238 Approved
0.5765 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7632 Discontinued
0.5753 Remote Similarity NPD9438 Approved
0.5753 Remote Similarity NPD9439 Approved
0.5728 Remote Similarity NPD6013 Approved
0.5728 Remote Similarity NPD6014 Approved
0.5728 Remote Similarity NPD6372 Approved
0.5728 Remote Similarity NPD6012 Approved
0.5728 Remote Similarity NPD6373 Approved
0.5714 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7909 Approved
0.5714 Remote Similarity NPD4700 Approved
0.5714 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD5285 Approved
0.5714 Remote Similarity NPD3573 Approved
0.5714 Remote Similarity NPD5286 Approved
0.5673 Remote Similarity NPD6883 Approved
0.5673 Remote Similarity NPD7102 Approved
0.5673 Remote Similarity NPD7290 Approved
0.5663 Remote Similarity NPD5733 Approved
0.5663 Remote Similarity NPD4058 Approved
0.5663 Remote Similarity NPD4687 Approved
0.566 Remote Similarity NPD8298 Phase 2
0.5657 Remote Similarity NPD5223 Approved
0.5657 Remote Similarity NPD1700 Approved
0.5652 Remote Similarity NPD4518 Approved
0.5632 Remote Similarity NPD9385 Clinical (unspecified phase)
0.5619 Remote Similarity NPD8130 Phase 1
0.5619 Remote Similarity NPD6650 Approved
0.5619 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6869 Approved
0.5619 Remote Similarity NPD6847 Approved
0.5619 Remote Similarity NPD6617 Approved
0.5619 Remote Similarity NPD6649 Approved
0.561 Remote Similarity NPD5276 Approved
0.5606 Remote Similarity NPD3199 Clinical (unspecified phase)

  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