Structure

Physi-Chem Properties

Molecular Weight:  236.18
Volume:  263.191
LogP:  2.914
LogD:  2.88
LogS:  -2.309
# Rotatable Bonds:  2
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.748
Synthetic Accessibility Score:  4.267
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.579
MDCK Permeability:  2.2717669708072208e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.015

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.074
Plasma Protein Binding (PPB):  82.29777526855469%
Volume Distribution (VD):  0.744
Pgp-substrate:  16.566570281982422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.045
CYP1A2-substrate:  0.568
CYP2C19-inhibitor:  0.124
CYP2C19-substrate:  0.837
CYP2C9-inhibitor:  0.094
CYP2C9-substrate:  0.728
CYP2D6-inhibitor:  0.026
CYP2D6-substrate:  0.407
CYP3A4-inhibitor:  0.103
CYP3A4-substrate:  0.29

ADMET: Excretion

Clearance (CL):  5.246
Half-life (T1/2):  0.606

ADMET: Toxicity

hERG Blockers:  0.034
Human Hepatotoxicity (H-HT):  0.585
Drug-inuced Liver Injury (DILI):  0.108
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.003
Maximum Recommended Daily Dose:  0.813
Skin Sensitization:  0.957
Carcinogencity:  0.561
Eye Corrosion:  0.962
Eye Irritation:  0.965
Respiratory Toxicity:  0.878

Download Data

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

  Natural Product: NPC215481

Natural Product ID:  NPC215481
Common Name*:   Schisanwilsonene C
IUPAC Name:   (3R,3aR,8aS)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,7,8-hexahydro-1H-azulene-6-carbaldehyde
Synonyms:   Schisanwilsonene C
Standard InCHIKey:  AHLZXJMYBAUIEQ-UMVBOHGHSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-14(2,17)12-7-9-15(3)8-6-11(10-16)4-5-13(12)15/h4,10,12-13,17H,5-9H2,1-3H3/t12-,13-,15-/m1/s1
SMILES:  CC(C)([C@@H]1CC[C@@]2(C)CCC(=CC[C@H]12)C=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL550778
PubChem CID:   42638975
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO2766 Schisandra wilsoniana Species Schisandraceae Eukaryota fruits n.a. n.a. PMID[19228000]
NPO2766 Schisandra wilsoniana Species Schisandraceae Eukaryota n.a. fruit n.a. PMID[19228000]
NPO2766 Schisandra wilsoniana Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[20462233]
NPO2766 Schisandra wilsoniana Species Schisandraceae Eukaryota Fruits n.a. n.a. PMID[23327759]
NPO2766 Schisandra wilsoniana Species Schisandraceae 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
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 28.3 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 11.7 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 5.5 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 0.0 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 8.8 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 6.1 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 1.4 % PMID[521437]
NPT963 Organism Hepatitis B virus Hepatitis B virus Inhibition = 1.1 % PMID[521437]

☑ 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 NPC215481 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
0.9324 High Similarity NPC181195
0.9324 High Similarity NPC261125
0.8533 High Similarity NPC77501
0.8356 Intermediate Similarity NPC61702
0.8356 Intermediate Similarity NPC162867
0.8289 Intermediate Similarity NPC251435
0.8267 Intermediate Similarity NPC300940
0.8228 Intermediate Similarity NPC164218
0.8228 Intermediate Similarity NPC471656
0.8148 Intermediate Similarity NPC470165
0.8025 Intermediate Similarity NPC133844
0.8 Intermediate Similarity NPC45495
0.8 Intermediate Similarity NPC41217
0.7949 Intermediate Similarity NPC469646
0.7922 Intermediate Similarity NPC167049
0.7922 Intermediate Similarity NPC469691
0.7907 Intermediate Similarity NPC2946
0.7901 Intermediate Similarity NPC136150
0.7895 Intermediate Similarity NPC469737
0.7882 Intermediate Similarity NPC477710
0.7875 Intermediate Similarity NPC7232
0.7875 Intermediate Similarity NPC229204
0.7848 Intermediate Similarity NPC276769
0.7838 Intermediate Similarity NPC136813
0.7821 Intermediate Similarity NPC469678
0.7821 Intermediate Similarity NPC469669
0.7821 Intermediate Similarity NPC475771
0.7821 Intermediate Similarity NPC263698
0.7808 Intermediate Similarity NPC183422
0.7792 Intermediate Similarity NPC92909
0.7792 Intermediate Similarity NPC107783
0.7791 Intermediate Similarity NPC170775
0.7763 Intermediate Similarity NPC280256
0.775 Intermediate Similarity NPC253561
0.775 Intermediate Similarity NPC59436
0.775 Intermediate Similarity NPC80088
0.7738 Intermediate Similarity NPC142649
0.7722 Intermediate Similarity NPC470525
0.7711 Intermediate Similarity NPC474748
0.7701 Intermediate Similarity NPC191684
0.7701 Intermediate Similarity NPC477711
0.7692 Intermediate Similarity NPC206875
0.7683 Intermediate Similarity NPC90055
0.7654 Intermediate Similarity NPC471890
0.7654 Intermediate Similarity NPC84185
0.7654 Intermediate Similarity NPC66677
0.7625 Intermediate Similarity NPC211279
0.7619 Intermediate Similarity NPC237712
0.7619 Intermediate Similarity NPC473246
0.7619 Intermediate Similarity NPC85774
0.7619 Intermediate Similarity NPC214043
0.7619 Intermediate Similarity NPC7927
0.7619 Intermediate Similarity NPC230527
0.7595 Intermediate Similarity NPC474011
0.7595 Intermediate Similarity NPC114236
0.759 Intermediate Similarity NPC256750
0.759 Intermediate Similarity NPC20262
0.759 Intermediate Similarity NPC193347
0.7571 Intermediate Similarity NPC278550
0.7568 Intermediate Similarity NPC474329
0.7568 Intermediate Similarity NPC474304
0.7561 Intermediate Similarity NPC472301
0.7561 Intermediate Similarity NPC472478
0.7561 Intermediate Similarity NPC30675
0.7558 Intermediate Similarity NPC93778
0.7532 Intermediate Similarity NPC18543
0.7531 Intermediate Similarity NPC207186
0.7531 Intermediate Similarity NPC62336
0.7529 Intermediate Similarity NPC469948
0.7529 Intermediate Similarity NPC245434
0.7528 Intermediate Similarity NPC250575
0.7527 Intermediate Similarity NPC237190
0.75 Intermediate Similarity NPC226242
0.75 Intermediate Similarity NPC476317
0.75 Intermediate Similarity NPC25853
0.75 Intermediate Similarity NPC469688
0.75 Intermediate Similarity NPC65350
0.75 Intermediate Similarity NPC472959
0.75 Intermediate Similarity NPC263582
0.75 Intermediate Similarity NPC167527
0.75 Intermediate Similarity NPC62214
0.75 Intermediate Similarity NPC242722
0.747 Intermediate Similarity NPC477372
0.747 Intermediate Similarity NPC119229
0.7468 Intermediate Similarity NPC102313
0.7468 Intermediate Similarity NPC472966
0.7468 Intermediate Similarity NPC78527
0.7468 Intermediate Similarity NPC199316
0.7468 Intermediate Similarity NPC7382
0.7467 Intermediate Similarity NPC197089
0.7442 Intermediate Similarity NPC94755
0.7442 Intermediate Similarity NPC6247
0.7442 Intermediate Similarity NPC31564
0.7442 Intermediate Similarity NPC474732
0.7442 Intermediate Similarity NPC474778
0.7442 Intermediate Similarity NPC145879
0.7442 Intermediate Similarity NPC474733
0.7439 Intermediate Similarity NPC215843
0.7439 Intermediate Similarity NPC472490
0.7436 Intermediate Similarity NPC29328
0.7436 Intermediate Similarity NPC144627
0.7436 Intermediate Similarity NPC304983
0.7416 Intermediate Similarity NPC476187
0.7412 Intermediate Similarity NPC161423
0.7412 Intermediate Similarity NPC90446
0.7412 Intermediate Similarity NPC321187
0.7412 Intermediate Similarity NPC227064
0.7412 Intermediate Similarity NPC58841
0.7412 Intermediate Similarity NPC470812
0.7412 Intermediate Similarity NPC144258
0.7412 Intermediate Similarity NPC156485
0.7412 Intermediate Similarity NPC329043
0.7407 Intermediate Similarity NPC472014
0.7407 Intermediate Similarity NPC197659
0.7407 Intermediate Similarity NPC86917
0.7403 Intermediate Similarity NPC469677
0.7403 Intermediate Similarity NPC469914
0.7403 Intermediate Similarity NPC250928
0.7403 Intermediate Similarity NPC10758
0.7386 Intermediate Similarity NPC123912
0.7386 Intermediate Similarity NPC310010
0.7386 Intermediate Similarity NPC477215
0.7386 Intermediate Similarity NPC476388
0.7386 Intermediate Similarity NPC326627
0.7386 Intermediate Similarity NPC232747
0.7375 Intermediate Similarity NPC472256
0.7375 Intermediate Similarity NPC89374
0.7368 Intermediate Similarity NPC470839
0.7368 Intermediate Similarity NPC476626
0.7361 Intermediate Similarity NPC5698
0.7361 Intermediate Similarity NPC259261
0.7356 Intermediate Similarity NPC58063
0.7356 Intermediate Similarity NPC136548
0.7356 Intermediate Similarity NPC475740
0.7342 Intermediate Similarity NPC310608
0.7333 Intermediate Similarity NPC125180
0.7333 Intermediate Similarity NPC474807
0.7326 Intermediate Similarity NPC470574
0.7326 Intermediate Similarity NPC36350
0.7326 Intermediate Similarity NPC29447
0.7326 Intermediate Similarity NPC70685
0.7317 Intermediate Similarity NPC321180
0.7317 Intermediate Similarity NPC19443
0.7317 Intermediate Similarity NPC475994
0.7317 Intermediate Similarity NPC476627
0.7317 Intermediate Similarity NPC297996
0.7317 Intermediate Similarity NPC474056
0.7303 Intermediate Similarity NPC49946
0.7303 Intermediate Similarity NPC183283
0.7303 Intermediate Similarity NPC472476
0.7303 Intermediate Similarity NPC37607
0.7303 Intermediate Similarity NPC126993
0.7303 Intermediate Similarity NPC306168
0.7303 Intermediate Similarity NPC301969
0.7297 Intermediate Similarity NPC165695
0.7294 Intermediate Similarity NPC476082
0.7294 Intermediate Similarity NPC278648
0.7294 Intermediate Similarity NPC307258
0.7294 Intermediate Similarity NPC175410
0.7292 Intermediate Similarity NPC470838
0.7284 Intermediate Similarity NPC141346
0.7284 Intermediate Similarity NPC25908
0.7284 Intermediate Similarity NPC115719
0.7284 Intermediate Similarity NPC473437
0.7284 Intermediate Similarity NPC124289
0.7284 Intermediate Similarity NPC182848
0.7284 Intermediate Similarity NPC142759
0.7273 Intermediate Similarity NPC328539
0.7273 Intermediate Similarity NPC471722
0.7273 Intermediate Similarity NPC472870
0.7273 Intermediate Similarity NPC469679
0.7273 Intermediate Similarity NPC117122
0.7273 Intermediate Similarity NPC476614
0.7273 Intermediate Similarity NPC472483
0.726 Intermediate Similarity NPC323153
0.725 Intermediate Similarity NPC470299
0.7241 Intermediate Similarity NPC232156
0.7241 Intermediate Similarity NPC72133
0.7241 Intermediate Similarity NPC118648
0.7241 Intermediate Similarity NPC222613
0.7241 Intermediate Similarity NPC327115
0.7241 Intermediate Similarity NPC475022
0.7241 Intermediate Similarity NPC472869
0.7241 Intermediate Similarity NPC67493
0.7234 Intermediate Similarity NPC112167
0.7229 Intermediate Similarity NPC136033
0.7229 Intermediate Similarity NPC182550
0.7229 Intermediate Similarity NPC477371
0.7229 Intermediate Similarity NPC470239
0.7229 Intermediate Similarity NPC32758
0.7229 Intermediate Similarity NPC301769
0.7229 Intermediate Similarity NPC152061
0.7229 Intermediate Similarity NPC472013
0.7229 Intermediate Similarity NPC470244
0.7229 Intermediate Similarity NPC308038
0.7229 Intermediate Similarity NPC476624
0.7222 Intermediate Similarity NPC266295
0.7222 Intermediate Similarity NPC30215
0.7222 Intermediate Similarity NPC272746
0.7222 Intermediate Similarity NPC94991

  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 NPC215481 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
0.759 Intermediate Similarity NPD4223 Phase 3
0.759 Intermediate Similarity NPD4221 Approved
0.7442 Intermediate Similarity NPD5690 Phase 2
0.7442 Intermediate Similarity NPD5279 Phase 3
0.7412 Intermediate Similarity NPD3133 Approved
0.7412 Intermediate Similarity NPD3665 Phase 1
0.7412 Intermediate Similarity NPD4197 Approved
0.7412 Intermediate Similarity NPD3666 Approved
0.7386 Intermediate Similarity NPD4753 Phase 2
0.7326 Intermediate Similarity NPD5329 Approved
0.7241 Intermediate Similarity NPD4689 Approved
0.7241 Intermediate Similarity NPD4138 Approved
0.7241 Intermediate Similarity NPD4693 Phase 3
0.7241 Intermediate Similarity NPD4694 Approved
0.7241 Intermediate Similarity NPD5205 Approved
0.7241 Intermediate Similarity NPD3618 Phase 1
0.7241 Intermediate Similarity NPD5280 Approved
0.7241 Intermediate Similarity NPD4688 Approved
0.7241 Intermediate Similarity NPD4690 Approved
0.7222 Intermediate Similarity NPD6079 Approved
0.7209 Intermediate Similarity NPD4786 Approved
0.7191 Intermediate Similarity NPD5328 Approved
0.7176 Intermediate Similarity NPD3667 Approved
0.7174 Intermediate Similarity NPD4629 Approved
0.7174 Intermediate Similarity NPD5210 Approved
0.7143 Intermediate Similarity NPD4202 Approved
0.7108 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD4697 Phase 3
0.7093 Intermediate Similarity NPD4788 Approved
0.7079 Intermediate Similarity NPD4518 Approved
0.7045 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD4195 Approved
0.7013 Intermediate Similarity NPD7331 Phase 2
0.6989 Remote Similarity NPD5695 Phase 3
0.6941 Remote Similarity NPD4695 Discontinued
0.6923 Remote Similarity NPD4096 Approved
0.6915 Remote Similarity NPD5222 Approved
0.6915 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6915 Remote Similarity NPD5221 Approved
0.6905 Remote Similarity NPD3617 Approved
0.6883 Remote Similarity NPD7341 Phase 2
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD4696 Approved
0.6875 Remote Similarity NPD5285 Approved
0.6848 Remote Similarity NPD5284 Approved
0.6848 Remote Similarity NPD5281 Approved
0.6842 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6083 Phase 2
0.6842 Remote Similarity NPD5173 Approved
0.6842 Remote Similarity NPD4755 Approved
0.6829 Remote Similarity NPD6924 Approved
0.6829 Remote Similarity NPD6926 Approved
0.6804 Remote Similarity NPD5223 Approved
0.6771 Remote Similarity NPD5696 Approved
0.6742 Remote Similarity NPD5363 Approved
0.6739 Remote Similarity NPD5785 Approved
0.6735 Remote Similarity NPD5226 Approved
0.6735 Remote Similarity NPD5224 Approved
0.6735 Remote Similarity NPD5211 Phase 2
0.6735 Remote Similarity NPD5225 Approved
0.6735 Remote Similarity NPD4633 Approved
0.6705 Remote Similarity NPD5362 Discontinued
0.6703 Remote Similarity NPD5737 Approved
0.6703 Remote Similarity NPD6672 Approved
0.6701 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD4623 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD6933 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD4519 Discontinued
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD6409 Approved
0.6667 Remote Similarity NPD4692 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD4747 Approved
0.6667 Remote Similarity NPD4139 Approved
0.6667 Remote Similarity NPD4691 Approved
0.6632 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6629 Remote Similarity NPD3668 Phase 3
0.66 Remote Similarity NPD5141 Approved
0.6596 Remote Similarity NPD5133 Approved
0.6596 Remote Similarity NPD6399 Phase 3
0.6591 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5276 Approved
0.6552 Remote Similarity NPD5368 Approved
0.6543 Remote Similarity NPD4137 Phase 3
0.6526 Remote Similarity NPD5282 Discontinued
0.6522 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6903 Approved
0.6522 Remote Similarity NPD5208 Approved
0.65 Remote Similarity NPD4754 Approved
0.6477 Remote Similarity NPD857 Phase 3
0.6471 Remote Similarity NPD5697 Approved
0.6452 Remote Similarity NPD6673 Approved
0.6452 Remote Similarity NPD6904 Approved
0.6452 Remote Similarity NPD6080 Approved
0.6452 Remote Similarity NPD1695 Approved
0.6429 Remote Similarity NPD5733 Approved
0.6429 Remote Similarity NPD4058 Approved
0.6429 Remote Similarity NPD4687 Approved
0.6408 Remote Similarity NPD4729 Approved
0.6408 Remote Similarity NPD6881 Approved
0.6408 Remote Similarity NPD6899 Approved
0.6408 Remote Similarity NPD6011 Approved
0.6408 Remote Similarity NPD4730 Approved
0.6408 Remote Similarity NPD5128 Approved
0.6404 Remote Similarity NPD6435 Approved
0.6404 Remote Similarity NPD4270 Approved
0.6404 Remote Similarity NPD4269 Approved
0.64 Remote Similarity NPD5091 Approved
0.6386 Remote Similarity NPD4243 Approved
0.6383 Remote Similarity NPD5207 Approved
0.6383 Remote Similarity NPD5692 Phase 3
0.6374 Remote Similarity NPD1696 Phase 3
0.6374 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6374 Remote Similarity NPD1694 Approved
0.6373 Remote Similarity NPD7128 Approved
0.6373 Remote Similarity NPD5739 Approved
0.6373 Remote Similarity NPD6402 Approved
0.6373 Remote Similarity NPD4768 Approved
0.6373 Remote Similarity NPD6675 Approved
0.6373 Remote Similarity NPD4767 Approved
0.6364 Remote Similarity NPD4821 Approved
0.6364 Remote Similarity NPD4822 Approved
0.6364 Remote Similarity NPD4820 Approved
0.6364 Remote Similarity NPD7525 Registered
0.6364 Remote Similarity NPD4819 Approved
0.6364 Remote Similarity NPD6930 Phase 2
0.6364 Remote Similarity NPD6931 Approved
0.6353 Remote Similarity NPD7339 Approved
0.6353 Remote Similarity NPD6942 Approved
0.6346 Remote Similarity NPD6013 Approved
0.6346 Remote Similarity NPD6014 Approved
0.6346 Remote Similarity NPD6012 Approved
0.6341 Remote Similarity NPD6922 Approved
0.6341 Remote Similarity NPD6923 Approved
0.6333 Remote Similarity NPD5332 Approved
0.6333 Remote Similarity NPD5331 Approved
0.6316 Remote Similarity NPD6050 Approved
0.6316 Remote Similarity NPD7515 Phase 2
0.6316 Remote Similarity NPD5694 Approved
0.6316 Remote Similarity NPD5693 Phase 1
0.6311 Remote Similarity NPD5701 Approved
0.6304 Remote Similarity NPD6098 Approved
0.6292 Remote Similarity NPD4790 Discontinued
0.6289 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5135 Approved
0.6286 Remote Similarity NPD5247 Approved
0.6286 Remote Similarity NPD6883 Approved
0.6286 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4634 Approved
0.6286 Remote Similarity NPD5251 Approved
0.6286 Remote Similarity NPD5250 Approved
0.6286 Remote Similarity NPD6371 Approved
0.6286 Remote Similarity NPD5249 Phase 3
0.6286 Remote Similarity NPD7290 Approved
0.6286 Remote Similarity NPD5169 Approved
0.6286 Remote Similarity NPD5248 Approved
0.6286 Remote Similarity NPD7102 Approved
0.6279 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6265 Remote Similarity NPD7144 Approved
0.6265 Remote Similarity NPD7143 Approved
0.625 Remote Similarity NPD6929 Approved
0.625 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD7320 Approved
0.625 Remote Similarity NPD5168 Approved
0.6235 Remote Similarity NPD4784 Approved
0.6235 Remote Similarity NPD4785 Approved
0.6226 Remote Similarity NPD5127 Approved
0.6226 Remote Similarity NPD6650 Approved
0.6226 Remote Similarity NPD5217 Approved
0.6226 Remote Similarity NPD8130 Phase 1
0.6226 Remote Similarity NPD5215 Approved
0.6226 Remote Similarity NPD5216 Approved
0.6226 Remote Similarity NPD6617 Approved
0.6226 Remote Similarity NPD6649 Approved
0.6226 Remote Similarity NPD6869 Approved
0.6226 Remote Similarity NPD6847 Approved
0.6222 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6932 Approved
0.6203 Remote Similarity NPD2664 Clinical (unspecified phase)
0.62 Remote Similarity NPD6404 Discontinued
0.619 Remote Similarity NPD7152 Approved
0.619 Remote Similarity NPD6373 Approved
0.619 Remote Similarity NPD6372 Approved
0.619 Remote Similarity NPD7151 Approved
0.619 Remote Similarity NPD7150 Approved
0.6186 Remote Similarity NPD7748 Approved
0.6186 Remote Similarity NPD6001 Approved
0.618 Remote Similarity NPD7509 Discontinued
0.618 Remote Similarity NPD4252 Approved
0.6168 Remote Similarity NPD6882 Approved
0.6168 Remote Similarity NPD8297 Approved
0.6163 Remote Similarity NPD4190 Phase 3
0.6163 Remote Similarity NPD5275 Approved
0.6154 Remote Similarity NPD6695 Phase 3

  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