Structure

Physi-Chem Properties

Molecular Weight:  306.26
Volume:  349.671
LogP:  4.141
LogD:  3.62
LogS:  -4.188
# Rotatable Bonds:  4
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.752
Synthetic Accessibility Score:  4.377
Fsp3:  0.8
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:  -4.37
MDCK Permeability:  2.3391374270431697e-05
Pgp-inhibitor:  0.493
Pgp-substrate:  0.284
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.962
30% Bioavailability (F30%):  0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.159
Plasma Protein Binding (PPB):  92.97813415527344%
Volume Distribution (VD):  1.138
Pgp-substrate:  4.0350446701049805%

ADMET: Metabolism

CYP1A2-inhibitor:  0.052
CYP1A2-substrate:  0.164
CYP2C19-inhibitor:  0.083
CYP2C19-substrate:  0.791
CYP2C9-inhibitor:  0.198
CYP2C9-substrate:  0.655
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.608
CYP3A4-inhibitor:  0.212
CYP3A4-substrate:  0.273

ADMET: Excretion

Clearance (CL):  8.49
Half-life (T1/2):  0.161

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.265
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.157
Maximum Recommended Daily Dose:  0.978
Skin Sensitization:  0.933
Carcinogencity:  0.044
Eye Corrosion:  0.603
Eye Irritation:  0.919
Respiratory Toxicity:  0.931

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

  Natural Product: NPC34834

Natural Product ID:  NPC34834
Common Name*:   Physacoztomatin
IUPAC Name:   (E,4R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-ene-1,4-diol
Synonyms:   Physacoztomatin
Standard InCHIKey:  LHUGFIFIFQNHDA-BVTYEUJZSA-N
Standard InCHI:  InChI=1S/C20H34O2/c1-14-7-8-18-19(3,4)10-6-11-20(18,5)16(14)13-17(22)15(2)9-12-21/h7,9,16-18,21-22H,6,8,10-13H2,1-5H3/b15-9+/t16-,17+,18-,20+/m0/s1
SMILES:  OC/C=C(/[C@@H](C[C@H]1C(=CC[C@@H]2[C@]1(C)CCCC2(C)C)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1172818
PubChem CID:   49799161
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] 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
NPO23525 Physalis sordida Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20575572]
NPO23525 Physalis sordida Species Solanaceae 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
NPT32 Organism Mus musculus Mus musculus Inhibition = 65.8 % PMID[496301]
NPT32 Organism Mus musculus Mus musculus IC50 = 490.0 nM PMID[496301]

☑ 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 NPC34834 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
0.9254 High Similarity NPC474248
0.9254 High Similarity NPC471560
0.9242 High Similarity NPC114651
0.9242 High Similarity NPC68703
0.9242 High Similarity NPC69649
0.9155 High Similarity NPC91594
0.9104 High Similarity NPC208999
0.9104 High Similarity NPC96484
0.9091 High Similarity NPC202017
0.9028 High Similarity NPC83351
0.9028 High Similarity NPC167891
0.9014 High Similarity NPC247325
0.9014 High Similarity NPC265588
0.9014 High Similarity NPC244488
0.9 High Similarity NPC306727
0.9 High Similarity NPC476366
0.9 High Similarity NPC201048
0.8955 High Similarity NPC171225
0.8904 High Similarity NPC81306
0.8904 High Similarity NPC28862
0.8904 High Similarity NPC143182
0.8904 High Similarity NPC47982
0.8904 High Similarity NPC30986
0.8904 High Similarity NPC209430
0.8904 High Similarity NPC84694
0.8904 High Similarity NPC109546
0.8889 High Similarity NPC470711
0.8889 High Similarity NPC470758
0.8873 High Similarity NPC32832
0.8857 High Similarity NPC474140
0.8857 High Similarity NPC130665
0.8857 High Similarity NPC471799
0.8806 High Similarity NPC279434
0.8788 High Similarity NPC323424
0.8788 High Similarity NPC96793
0.8784 High Similarity NPC295131
0.8784 High Similarity NPC234193
0.8767 High Similarity NPC476314
0.8767 High Similarity NPC474216
0.875 High Similarity NPC253190
0.875 High Similarity NPC470749
0.8732 High Similarity NPC471797
0.8714 High Similarity NPC242001
0.8714 High Similarity NPC23954
0.8714 High Similarity NPC167706
0.8676 High Similarity NPC197805
0.8667 High Similarity NPC476646
0.8667 High Similarity NPC264245
0.8667 High Similarity NPC209620
0.8667 High Similarity NPC23852
0.8649 High Similarity NPC242767
0.8592 High Similarity NPC265485
0.8592 High Similarity NPC182717
0.8592 High Similarity NPC474743
0.8592 High Similarity NPC220939
0.8571 High Similarity NPC92801
0.8571 High Similarity NPC145498
0.8553 High Similarity NPC50964
0.8553 High Similarity NPC202389
0.8553 High Similarity NPC87489
0.8553 High Similarity NPC101462
0.8553 High Similarity NPC189972
0.8553 High Similarity NPC49964
0.8551 High Similarity NPC471238
0.8551 High Similarity NPC216460
0.8533 High Similarity NPC96362
0.8533 High Similarity NPC164840
0.8533 High Similarity NPC241290
0.8533 High Similarity NPC209944
0.8529 High Similarity NPC476039
0.8529 High Similarity NPC286669
0.8529 High Similarity NPC476406
0.8529 High Similarity NPC222366
0.8514 High Similarity NPC477514
0.8514 High Similarity NPC11908
0.8514 High Similarity NPC473943
0.8507 High Similarity NPC290367
0.8507 High Similarity NPC107540
0.8507 High Similarity NPC225415
0.8493 Intermediate Similarity NPC321381
0.8493 Intermediate Similarity NPC321016
0.8493 Intermediate Similarity NPC107059
0.8472 Intermediate Similarity NPC469534
0.8472 Intermediate Similarity NPC469593
0.8472 Intermediate Similarity NPC100334
0.8472 Intermediate Similarity NPC91858
0.8472 Intermediate Similarity NPC477138
0.8472 Intermediate Similarity NPC243342
0.8472 Intermediate Similarity NPC469533
0.8451 Intermediate Similarity NPC110799
0.8451 Intermediate Similarity NPC477792
0.8451 Intermediate Similarity NPC164022
0.8442 Intermediate Similarity NPC475789
0.8442 Intermediate Similarity NPC474634
0.8442 Intermediate Similarity NPC470384
0.8442 Intermediate Similarity NPC317458
0.8429 Intermediate Similarity NPC9942
0.8429 Intermediate Similarity NPC473893
0.8421 Intermediate Similarity NPC474752
0.8421 Intermediate Similarity NPC7505
0.8421 Intermediate Similarity NPC474683
0.8421 Intermediate Similarity NPC474731
0.8421 Intermediate Similarity NPC82986
0.8421 Intermediate Similarity NPC249423
0.8421 Intermediate Similarity NPC47761
0.8421 Intermediate Similarity NPC474759
0.8382 Intermediate Similarity NPC163678
0.8378 Intermediate Similarity NPC318495
0.8378 Intermediate Similarity NPC157996
0.8378 Intermediate Similarity NPC40394
0.8378 Intermediate Similarity NPC101475
0.8378 Intermediate Similarity NPC155986
0.8378 Intermediate Similarity NPC34177
0.8378 Intermediate Similarity NPC198968
0.8378 Intermediate Similarity NPC74995
0.8378 Intermediate Similarity NPC471798
0.8378 Intermediate Similarity NPC130136
0.8378 Intermediate Similarity NPC214570
0.8378 Intermediate Similarity NPC472805
0.8378 Intermediate Similarity NPC90979
0.8358 Intermediate Similarity NPC174956
0.8358 Intermediate Similarity NPC81615
0.8356 Intermediate Similarity NPC257347
0.8356 Intermediate Similarity NPC171148
0.8356 Intermediate Similarity NPC230301
0.8356 Intermediate Similarity NPC304309
0.8356 Intermediate Similarity NPC288035
0.8356 Intermediate Similarity NPC69383
0.8356 Intermediate Similarity NPC133580
0.8356 Intermediate Similarity NPC162742
0.8356 Intermediate Similarity NPC66566
0.8356 Intermediate Similarity NPC22105
0.8356 Intermediate Similarity NPC136188
0.8356 Intermediate Similarity NPC134847
0.8356 Intermediate Similarity NPC285893
0.8356 Intermediate Similarity NPC313179
0.8356 Intermediate Similarity NPC141071
0.8356 Intermediate Similarity NPC28657
0.8356 Intermediate Similarity NPC291503
0.8356 Intermediate Similarity NPC471723
0.8356 Intermediate Similarity NPC477923
0.8333 Intermediate Similarity NPC474047
0.8333 Intermediate Similarity NPC66020
0.8333 Intermediate Similarity NPC231310
0.8333 Intermediate Similarity NPC238485
0.8333 Intermediate Similarity NPC185568
0.8333 Intermediate Similarity NPC205845
0.8333 Intermediate Similarity NPC68443
0.8312 Intermediate Similarity NPC470049
0.8312 Intermediate Similarity NPC304285
0.8312 Intermediate Similarity NPC296701
0.8312 Intermediate Similarity NPC155521
0.8312 Intermediate Similarity NPC218616
0.831 Intermediate Similarity NPC189745
0.8289 Intermediate Similarity NPC281880
0.8286 Intermediate Similarity NPC160209
0.8286 Intermediate Similarity NPC32055
0.8267 Intermediate Similarity NPC158662
0.8267 Intermediate Similarity NPC477522
0.8267 Intermediate Similarity NPC300499
0.8267 Intermediate Similarity NPC297996
0.8267 Intermediate Similarity NPC98386
0.8267 Intermediate Similarity NPC87604
0.8267 Intermediate Similarity NPC470396
0.8267 Intermediate Similarity NPC99168
0.8267 Intermediate Similarity NPC253807
0.8267 Intermediate Similarity NPC22955
0.8267 Intermediate Similarity NPC230295
0.8267 Intermediate Similarity NPC196753
0.8267 Intermediate Similarity NPC275910
0.8267 Intermediate Similarity NPC474989
0.8261 Intermediate Similarity NPC149680
0.8243 Intermediate Similarity NPC189883
0.8243 Intermediate Similarity NPC96319
0.8243 Intermediate Similarity NPC120098
0.8243 Intermediate Similarity NPC46160
0.8243 Intermediate Similarity NPC274079
0.8243 Intermediate Similarity NPC30590
0.8243 Intermediate Similarity NPC477925
0.8243 Intermediate Similarity NPC290598
0.8243 Intermediate Similarity NPC73875
0.8243 Intermediate Similarity NPC122418
0.8243 Intermediate Similarity NPC265328
0.8243 Intermediate Similarity NPC300324
0.8243 Intermediate Similarity NPC240604
0.8243 Intermediate Similarity NPC106364
0.8243 Intermediate Similarity NPC113733
0.8243 Intermediate Similarity NPC202642
0.8243 Intermediate Similarity NPC129165
0.8243 Intermediate Similarity NPC134330
0.8243 Intermediate Similarity NPC470362
0.8243 Intermediate Similarity NPC106432
0.8243 Intermediate Similarity NPC27765
0.8235 Intermediate Similarity NPC68656
0.8235 Intermediate Similarity NPC309300
0.8228 Intermediate Similarity NPC471224
0.8228 Intermediate Similarity NPC474083
0.8228 Intermediate Similarity NPC274448
0.8228 Intermediate Similarity NPC274724
0.8228 Intermediate Similarity NPC109528

  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 NPC34834 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
0.8356 Intermediate Similarity NPD7339 Approved
0.8356 Intermediate Similarity NPD6942 Approved
0.8356 Intermediate Similarity NPD8264 Approved
0.8243 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD7645 Phase 2
0.7973 Intermediate Similarity NPD6924 Approved
0.7973 Intermediate Similarity NPD6926 Approved
0.7941 Intermediate Similarity NPD368 Approved
0.7922 Intermediate Similarity NPD6929 Approved
0.7846 Intermediate Similarity NPD342 Phase 1
0.7821 Intermediate Similarity NPD6931 Approved
0.7821 Intermediate Similarity NPD6930 Phase 2
0.7821 Intermediate Similarity NPD7525 Registered
0.7805 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD6933 Approved
0.7703 Intermediate Similarity NPD4243 Approved
0.7671 Intermediate Similarity NPD6922 Approved
0.7671 Intermediate Similarity NPD6923 Approved
0.7662 Intermediate Similarity NPD6925 Approved
0.7662 Intermediate Similarity NPD5776 Phase 2
0.7654 Intermediate Similarity NPD4786 Approved
0.7625 Intermediate Similarity NPD3667 Approved
0.7595 Intermediate Similarity NPD7514 Phase 3
0.7595 Intermediate Similarity NPD7332 Phase 2
0.7568 Intermediate Similarity NPD7143 Approved
0.7568 Intermediate Similarity NPD7144 Approved
0.7564 Intermediate Similarity NPD7145 Approved
0.7531 Intermediate Similarity NPD6695 Phase 3
0.75 Intermediate Similarity NPD6902 Approved
0.75 Intermediate Similarity NPD4785 Approved
0.75 Intermediate Similarity NPD4784 Approved
0.7467 Intermediate Similarity NPD7151 Approved
0.7467 Intermediate Similarity NPD7150 Approved
0.7467 Intermediate Similarity NPD7152 Approved
0.7439 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD3665 Phase 1
0.7439 Intermediate Similarity NPD3666 Approved
0.7439 Intermediate Similarity NPD3133 Approved
0.7375 Intermediate Similarity NPD7509 Discontinued
0.7349 Intermediate Similarity NPD6893 Approved
0.7284 Intermediate Similarity NPD6898 Phase 1
0.7262 Intermediate Similarity NPD3618 Phase 1
0.7215 Intermediate Similarity NPD6932 Approved
0.7209 Intermediate Similarity NPD5328 Approved
0.7206 Intermediate Similarity NPD4219 Approved
0.7179 Intermediate Similarity NPD5275 Approved
0.7179 Intermediate Similarity NPD4190 Phase 3
0.7176 Intermediate Similarity NPD7750 Discontinued
0.7176 Intermediate Similarity NPD7524 Approved
0.716 Intermediate Similarity NPD4748 Discontinued
0.7059 Intermediate Similarity NPD5279 Phase 3
0.7059 Intermediate Similarity NPD4519 Discontinued
0.7059 Intermediate Similarity NPD4623 Approved
0.7045 Intermediate Similarity NPD7515 Phase 2
0.7045 Intermediate Similarity NPD6079 Approved
0.7037 Intermediate Similarity NPD6683 Phase 2
0.7037 Intermediate Similarity NPD4195 Approved
0.6882 Remote Similarity NPD7640 Approved
0.6882 Remote Similarity NPD7639 Approved
0.6854 Remote Similarity NPD7087 Discontinued
0.6824 Remote Similarity NPD3668 Phase 3
0.6818 Remote Similarity NPD4753 Phase 2
0.6818 Remote Similarity NPD6051 Approved
0.6786 Remote Similarity NPD4223 Phase 3
0.6786 Remote Similarity NPD4221 Approved
0.6778 Remote Similarity NPD6399 Phase 3
0.6778 Remote Similarity NPD4202 Approved
0.6774 Remote Similarity NPD7638 Approved
0.6747 Remote Similarity NPD4695 Discontinued
0.6744 Remote Similarity NPD5329 Approved
0.6709 Remote Similarity NPD4732 Discontinued
0.6707 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD6409 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6628 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6628 Remote Similarity NPD4197 Approved
0.6596 Remote Similarity NPD4225 Approved
0.6593 Remote Similarity NPD5778 Approved
0.6593 Remote Similarity NPD5779 Approved
0.6562 Remote Similarity NPD5211 Phase 2
0.6559 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6559 Remote Similarity NPD5222 Approved
0.6559 Remote Similarity NPD4697 Phase 3
0.6559 Remote Similarity NPD5221 Approved
0.6556 Remote Similarity NPD7136 Phase 2
0.6552 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6552 Remote Similarity NPD1696 Phase 3
0.6517 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6903 Approved
0.6512 Remote Similarity NPD4788 Approved
0.6506 Remote Similarity NPD3617 Approved
0.6489 Remote Similarity NPD5173 Approved
0.6489 Remote Similarity NPD4755 Approved
0.6489 Remote Similarity NPD6084 Phase 2
0.6489 Remote Similarity NPD6083 Phase 2
0.6489 Remote Similarity NPD7902 Approved
0.6484 Remote Similarity NPD6411 Approved
0.6477 Remote Similarity NPD4689 Approved
0.6477 Remote Similarity NPD5205 Approved
0.6477 Remote Similarity NPD5280 Approved
0.6477 Remote Similarity NPD4690 Approved
0.6477 Remote Similarity NPD4688 Approved
0.6477 Remote Similarity NPD4694 Approved
0.6477 Remote Similarity NPD5690 Phase 2
0.6477 Remote Similarity NPD4693 Phase 3
0.6477 Remote Similarity NPD4138 Approved
0.6462 Remote Similarity NPD4265 Approved
0.6452 Remote Similarity NPD4629 Approved
0.6452 Remote Similarity NPD5210 Approved
0.6429 Remote Similarity NPD5141 Approved
0.6421 Remote Similarity NPD5290 Discontinued
0.6395 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6354 Remote Similarity NPD4700 Approved
0.6354 Remote Similarity NPD5286 Approved
0.6354 Remote Similarity NPD5285 Approved
0.6354 Remote Similarity NPD4696 Approved
0.6353 Remote Similarity NPD4820 Approved
0.6353 Remote Similarity NPD4822 Approved
0.6353 Remote Similarity NPD4819 Approved
0.6353 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6353 Remote Similarity NPD4821 Approved
0.6333 Remote Similarity NPD4723 Approved
0.6333 Remote Similarity NPD6672 Approved
0.6333 Remote Similarity NPD4722 Approved
0.6333 Remote Similarity NPD5737 Approved
0.6322 Remote Similarity NPD5362 Discontinued
0.6322 Remote Similarity NPD5332 Approved
0.6322 Remote Similarity NPD5331 Approved
0.631 Remote Similarity NPD4271 Approved
0.631 Remote Similarity NPD4268 Approved
0.6292 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6289 Remote Similarity NPD5223 Approved
0.6279 Remote Similarity NPD4790 Discontinued
0.6279 Remote Similarity NPD4692 Approved
0.6279 Remote Similarity NPD4139 Approved
0.6277 Remote Similarity NPD5695 Phase 3
0.6267 Remote Similarity NPD4193 Approved
0.6267 Remote Similarity NPD4191 Approved
0.6267 Remote Similarity NPD4192 Approved
0.6267 Remote Similarity NPD4194 Approved
0.6264 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6101 Approved
0.6264 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6224 Remote Similarity NPD5224 Approved
0.6224 Remote Similarity NPD7632 Discontinued
0.6224 Remote Similarity NPD5226 Approved
0.6224 Remote Similarity NPD5225 Approved
0.6224 Remote Similarity NPD4633 Approved
0.6207 Remote Similarity NPD4269 Approved
0.6207 Remote Similarity NPD4270 Approved
0.62 Remote Similarity NPD5739 Approved
0.62 Remote Similarity NPD6402 Approved
0.62 Remote Similarity NPD6675 Approved
0.62 Remote Similarity NPD7128 Approved
0.6186 Remote Similarity NPD6404 Discontinued
0.618 Remote Similarity NPD1694 Approved
0.617 Remote Similarity NPD7901 Clinical (unspecified phase)
0.617 Remote Similarity NPD7900 Approved
0.6163 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5175 Approved
0.6162 Remote Similarity NPD5174 Approved
0.6162 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD7331 Phase 2
0.6145 Remote Similarity NPD8039 Approved
0.6139 Remote Similarity NPD6412 Phase 2
0.6136 Remote Similarity NPD7154 Phase 3
0.6129 Remote Similarity NPD5281 Approved
0.6129 Remote Similarity NPD5284 Approved
0.6125 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6125 Remote Similarity NPD4137 Phase 3
0.6122 Remote Similarity NPD4159 Approved
0.6119 Remote Similarity NPD384 Approved
0.6119 Remote Similarity NPD385 Approved
0.6111 Remote Similarity NPD6098 Approved
0.6104 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6082 Remote Similarity NPD5696 Approved
0.6078 Remote Similarity NPD6686 Approved
0.6078 Remote Similarity NPD6899 Approved
0.6078 Remote Similarity NPD7320 Approved
0.6078 Remote Similarity NPD6881 Approved
0.6075 Remote Similarity NPD7115 Discovery
0.6071 Remote Similarity NPD1346 Approved
0.6049 Remote Similarity NPD4787 Phase 1
0.6049 Remote Similarity NPD4245 Approved
0.6049 Remote Similarity NPD4747 Approved
0.6049 Remote Similarity NPD4244 Approved
0.6049 Remote Similarity NPD4691 Approved
0.604 Remote Similarity NPD4767 Approved
0.604 Remote Similarity NPD4768 Approved
0.604 Remote Similarity NPD6640 Phase 3
0.6026 Remote Similarity NPD7341 Phase 2
0.6026 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6024 Remote Similarity NPD5733 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