Structure

Physi-Chem Properties

Molecular Weight:  334.21
Volume:  350.138
LogP:  1.467
LogD:  1.126
LogS:  -2.466
# Rotatable Bonds:  1
TPSA:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.643
Synthetic Accessibility Score:  6.389
Fsp3:  0.85
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.637
MDCK Permeability:  1.2367089766485151e-05
Pgp-inhibitor:  0.005
Pgp-substrate:  0.535
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.828
30% Bioavailability (F30%):  0.017

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.886
Plasma Protein Binding (PPB):  60.26285171508789%
Volume Distribution (VD):  1.406
Pgp-substrate:  33.193702697753906%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.975
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.821
CYP2C9-inhibitor:  0.035
CYP2C9-substrate:  0.076
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.051
CYP3A4-inhibitor:  0.942
CYP3A4-substrate:  0.529

ADMET: Excretion

Clearance (CL):  3.914
Half-life (T1/2):  0.366

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.084
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.178
Rat Oral Acute Toxicity:  0.086
Maximum Recommended Daily Dose:  0.317
Skin Sensitization:  0.028
Carcinogencity:  0.872
Eye Corrosion:  0.07
Eye Irritation:  0.047
Respiratory Toxicity:  0.963

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

  Natural Product: NPC472485

Natural Product ID:  NPC472485
Common Name*:   WVGFQNIYXUJDEE-XHAQYTOMSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WVGFQNIYXUJDEE-XHAQYTOMSA-N
Standard InCHI:  InChI=1S/C20H30O4/c1-12-16(23)19-9-13(22)15-17(2,11-21)6-4-7-18(15,3)14(19)5-8-20(12,24)10-19/h5,12-13,15,21-22,24H,4,6-11H2,1-3H3/t12-,13-,15+,17+,18-,19+,20-/m0/s1
SMILES:  CC1C(=O)C23CC(C4C(CCCC4(C2=CCC1(C3)O)C)(C)CO)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3426493
PubChem CID:   n.a.
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
NPO32442 jungermannia fauriana Species Jungermanniaceae Eukaryota n.a. Guangxi Zhuang Autonomous Region, China n.a. PMID[25856683]

☑ 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
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT114 Cell Line LoVo Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT111 Cell Line K562 Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT90 Cell Line DU-145 Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT858 Cell Line LNCaP Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 50000.0 nM PMID[554065]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 50000.0 nM PMID[554065]
NPT27 Others Unspecified IC50 > 50000.0 nM PMID[554065]

☑ 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 NPC472485 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
0.9205 High Similarity NPC472482
0.9205 High Similarity NPC472481
0.9205 High Similarity NPC472484
0.9022 High Similarity NPC111015
0.8947 High Similarity NPC154072
0.8936 High Similarity NPC190554
0.8889 High Similarity NPC472483
0.8889 High Similarity NPC328313
0.8876 High Similarity NPC472491
0.8876 High Similarity NPC472494
0.8864 High Similarity NPC472480
0.875 High Similarity NPC15390
0.871 High Similarity NPC470376
0.871 High Similarity NPC470375
0.8687 High Similarity NPC166607
0.8681 High Similarity NPC193360
0.8681 High Similarity NPC53911
0.8673 High Similarity NPC117185
0.8673 High Similarity NPC191892
0.8632 High Similarity NPC477853
0.8632 High Similarity NPC49371
0.8617 High Similarity NPC196485
0.8617 High Similarity NPC245972
0.86 High Similarity NPC220229
0.86 High Similarity NPC475060
0.8587 High Similarity NPC32830
0.8587 High Similarity NPC472475
0.8587 High Similarity NPC76879
0.8587 High Similarity NPC474245
0.8587 High Similarity NPC472477
0.8586 High Similarity NPC160843
0.8571 High Similarity NPC472493
0.8557 High Similarity NPC110149
0.8557 High Similarity NPC83709
0.8556 High Similarity NPC474218
0.8542 High Similarity NPC18509
0.8539 High Similarity NPC472492
0.8526 High Similarity NPC271195
0.8515 High Similarity NPC217201
0.85 High Similarity NPC296945
0.85 High Similarity NPC85829
0.85 High Similarity NPC202167
0.85 High Similarity NPC260268
0.85 High Similarity NPC150531
0.85 High Similarity NPC49958
0.85 High Similarity NPC302607
0.85 High Similarity NPC149047
0.85 High Similarity NPC152695
0.85 High Similarity NPC476027
0.85 High Similarity NPC97202
0.85 High Similarity NPC214264
0.85 High Similarity NPC48733
0.85 High Similarity NPC319077
0.85 High Similarity NPC257353
0.85 High Similarity NPC50692
0.85 High Similarity NPC171137
0.8495 Intermediate Similarity NPC171441
0.8495 Intermediate Similarity NPC470378
0.8495 Intermediate Similarity NPC149761
0.8495 Intermediate Similarity NPC261994
0.8454 Intermediate Similarity NPC477854
0.8444 Intermediate Similarity NPC82902
0.8444 Intermediate Similarity NPC59453
0.8444 Intermediate Similarity NPC124172
0.8444 Intermediate Similarity NPC221758
0.8438 Intermediate Similarity NPC173272
0.8431 Intermediate Similarity NPC11710
0.8427 Intermediate Similarity NPC151519
0.8421 Intermediate Similarity NPC302008
0.8421 Intermediate Similarity NPC191094
0.8416 Intermediate Similarity NPC83744
0.8416 Intermediate Similarity NPC165873
0.8404 Intermediate Similarity NPC299185
0.8404 Intermediate Similarity NPC23434
0.8404 Intermediate Similarity NPC476168
0.8404 Intermediate Similarity NPC154101
0.84 Intermediate Similarity NPC209502
0.84 Intermediate Similarity NPC204833
0.8387 Intermediate Similarity NPC31985
0.8387 Intermediate Similarity NPC472970
0.8387 Intermediate Similarity NPC477943
0.8387 Intermediate Similarity NPC472971
0.8387 Intermediate Similarity NPC1015
0.8387 Intermediate Similarity NPC472489
0.8387 Intermediate Similarity NPC186688
0.8387 Intermediate Similarity NPC119416
0.8384 Intermediate Similarity NPC22388
0.837 Intermediate Similarity NPC475740
0.837 Intermediate Similarity NPC298904
0.837 Intermediate Similarity NPC317590
0.8367 Intermediate Similarity NPC144956
0.8352 Intermediate Similarity NPC197823
0.8351 Intermediate Similarity NPC108078
0.835 Intermediate Similarity NPC235077
0.8333 Intermediate Similarity NPC138245
0.8333 Intermediate Similarity NPC472824
0.8333 Intermediate Similarity NPC45324
0.8333 Intermediate Similarity NPC469599
0.8333 Intermediate Similarity NPC222845
0.8333 Intermediate Similarity NPC231060
0.8333 Intermediate Similarity NPC48330
0.8333 Intermediate Similarity NPC65941
0.8333 Intermediate Similarity NPC127063
0.8333 Intermediate Similarity NPC162001
0.8333 Intermediate Similarity NPC329417
0.8333 Intermediate Similarity NPC84018
0.8333 Intermediate Similarity NPC263347
0.8317 Intermediate Similarity NPC278628
0.8317 Intermediate Similarity NPC231530
0.8316 Intermediate Similarity NPC475255
0.8316 Intermediate Similarity NPC181594
0.8316 Intermediate Similarity NPC474807
0.8316 Intermediate Similarity NPC144739
0.83 Intermediate Similarity NPC159442
0.83 Intermediate Similarity NPC247957
0.83 Intermediate Similarity NPC140723
0.83 Intermediate Similarity NPC249187
0.8298 Intermediate Similarity NPC136801
0.8298 Intermediate Similarity NPC320026
0.8298 Intermediate Similarity NPC472476
0.8298 Intermediate Similarity NPC80401
0.8298 Intermediate Similarity NPC100313
0.828 Intermediate Similarity NPC474677
0.828 Intermediate Similarity NPC471722
0.828 Intermediate Similarity NPC328539
0.828 Intermediate Similarity NPC471724
0.828 Intermediate Similarity NPC470417
0.8269 Intermediate Similarity NPC207689
0.8265 Intermediate Similarity NPC114274
0.8265 Intermediate Similarity NPC191565
0.8265 Intermediate Similarity NPC186810
0.8261 Intermediate Similarity NPC474732
0.8261 Intermediate Similarity NPC474733
0.8261 Intermediate Similarity NPC474778
0.8261 Intermediate Similarity NPC24277
0.8261 Intermediate Similarity NPC469994
0.8261 Intermediate Similarity NPC31564
0.8261 Intermediate Similarity NPC472479
0.8261 Intermediate Similarity NPC145879
0.8261 Intermediate Similarity NPC51014
0.8261 Intermediate Similarity NPC20688
0.8242 Intermediate Similarity NPC161423
0.8242 Intermediate Similarity NPC58841
0.8242 Intermediate Similarity NPC227064
0.8242 Intermediate Similarity NPC321187
0.8242 Intermediate Similarity NPC329043
0.8235 Intermediate Similarity NPC42847
0.8235 Intermediate Similarity NPC64844
0.8235 Intermediate Similarity NPC477916
0.8229 Intermediate Similarity NPC64006
0.8229 Intermediate Similarity NPC215271
0.8229 Intermediate Similarity NPC153775
0.8229 Intermediate Similarity NPC209662
0.8229 Intermediate Similarity NPC289539
0.8229 Intermediate Similarity NPC292793
0.8229 Intermediate Similarity NPC292374
0.8229 Intermediate Similarity NPC29247
0.8229 Intermediate Similarity NPC261333
0.8229 Intermediate Similarity NPC104371
0.8229 Intermediate Similarity NPC111524
0.8229 Intermediate Similarity NPC129004
0.8229 Intermediate Similarity NPC91772
0.8229 Intermediate Similarity NPC280804
0.8229 Intermediate Similarity NPC101233
0.8222 Intermediate Similarity NPC470614
0.8222 Intermediate Similarity NPC110780
0.8222 Intermediate Similarity NPC1272
0.8218 Intermediate Similarity NPC72255
0.8218 Intermediate Similarity NPC96268
0.8218 Intermediate Similarity NPC477812
0.8211 Intermediate Similarity NPC73457
0.8211 Intermediate Similarity NPC212301
0.8211 Intermediate Similarity NPC185936
0.8211 Intermediate Similarity NPC86266
0.8211 Intermediate Similarity NPC168027
0.8211 Intermediate Similarity NPC110657
0.8211 Intermediate Similarity NPC131872
0.82 Intermediate Similarity NPC271980
0.82 Intermediate Similarity NPC477915
0.82 Intermediate Similarity NPC193934
0.8191 Intermediate Similarity NPC474704
0.8191 Intermediate Similarity NPC310010
0.8191 Intermediate Similarity NPC475921
0.8191 Intermediate Similarity NPC54689
0.8191 Intermediate Similarity NPC2983
0.8191 Intermediate Similarity NPC326627
0.8182 Intermediate Similarity NPC218383
0.8172 Intermediate Similarity NPC58063
0.8172 Intermediate Similarity NPC138756
0.8172 Intermediate Similarity NPC90652
0.8172 Intermediate Similarity NPC474684
0.8172 Intermediate Similarity NPC165895
0.8172 Intermediate Similarity NPC142361
0.8172 Intermediate Similarity NPC259009
0.8172 Intermediate Similarity NPC96496
0.8163 Intermediate Similarity NPC472690
0.8163 Intermediate Similarity NPC477267
0.8163 Intermediate Similarity NPC107243
0.8163 Intermediate Similarity NPC170978
0.8163 Intermediate Similarity NPC477268

  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 NPC472485 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
0.871 High Similarity NPD4202 Approved
0.8542 High Similarity NPD4755 Approved
0.8462 Intermediate Similarity NPD3618 Phase 1
0.8462 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.8444 Intermediate Similarity NPD4786 Approved
0.8427 Intermediate Similarity NPD3667 Approved
0.8367 Intermediate Similarity NPD4700 Approved
0.8367 Intermediate Similarity NPD5286 Approved
0.8367 Intermediate Similarity NPD5285 Approved
0.8367 Intermediate Similarity NPD4696 Approved
0.835 Intermediate Similarity NPD4634 Approved
0.8283 Intermediate Similarity NPD5223 Approved
0.8242 Intermediate Similarity NPD3133 Approved
0.8242 Intermediate Similarity NPD3665 Phase 1
0.8242 Intermediate Similarity NPD3666 Approved
0.82 Intermediate Similarity NPD5225 Approved
0.82 Intermediate Similarity NPD5224 Approved
0.82 Intermediate Similarity NPD4633 Approved
0.82 Intermediate Similarity NPD5226 Approved
0.82 Intermediate Similarity NPD5211 Phase 2
0.8191 Intermediate Similarity NPD5328 Approved
0.8191 Intermediate Similarity NPD4753 Phase 2
0.8125 Intermediate Similarity NPD6399 Phase 3
0.8119 Intermediate Similarity NPD4754 Approved
0.8119 Intermediate Similarity NPD5175 Approved
0.8119 Intermediate Similarity NPD5174 Approved
0.8061 Intermediate Similarity NPD4697 Phase 3
0.8039 Intermediate Similarity NPD5141 Approved
0.8022 Intermediate Similarity NPD4221 Approved
0.8022 Intermediate Similarity NPD4223 Phase 3
0.8021 Intermediate Similarity NPD6079 Approved
0.7961 Intermediate Similarity NPD6402 Approved
0.7961 Intermediate Similarity NPD7128 Approved
0.7961 Intermediate Similarity NPD4767 Approved
0.7961 Intermediate Similarity NPD5739 Approved
0.7961 Intermediate Similarity NPD6008 Approved
0.7961 Intermediate Similarity NPD4768 Approved
0.7961 Intermediate Similarity NPD6675 Approved
0.7959 Intermediate Similarity NPD5210 Approved
0.7959 Intermediate Similarity NPD4629 Approved
0.7905 Intermediate Similarity NPD6373 Approved
0.7905 Intermediate Similarity NPD6372 Approved
0.7885 Intermediate Similarity NPD5697 Approved
0.7885 Intermediate Similarity NPD5701 Approved
0.7879 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD5222 Approved
0.7879 Intermediate Similarity NPD5221 Approved
0.7849 Intermediate Similarity NPD4197 Approved
0.7849 Intermediate Similarity NPD3668 Phase 3
0.781 Intermediate Similarity NPD6011 Approved
0.781 Intermediate Similarity NPD6881 Approved
0.781 Intermediate Similarity NPD4729 Approved
0.781 Intermediate Similarity NPD5128 Approved
0.781 Intermediate Similarity NPD4730 Approved
0.781 Intermediate Similarity NPD6899 Approved
0.781 Intermediate Similarity NPD7320 Approved
0.7802 Intermediate Similarity NPD7525 Registered
0.78 Intermediate Similarity NPD5173 Approved
0.7778 Intermediate Similarity NPD4632 Approved
0.7766 Intermediate Similarity NPD5329 Approved
0.7757 Intermediate Similarity NPD6649 Approved
0.7757 Intermediate Similarity NPD6650 Approved
0.7753 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6012 Approved
0.7736 Intermediate Similarity NPD6014 Approved
0.7736 Intermediate Similarity NPD6013 Approved
0.7684 Intermediate Similarity NPD5205 Approved
0.7684 Intermediate Similarity NPD4688 Approved
0.7684 Intermediate Similarity NPD4689 Approved
0.7684 Intermediate Similarity NPD4690 Approved
0.7684 Intermediate Similarity NPD4693 Phase 3
0.7684 Intermediate Similarity NPD4138 Approved
0.7679 Intermediate Similarity NPD6054 Approved
0.7679 Intermediate Similarity NPD6059 Approved
0.7679 Intermediate Similarity NPD6319 Approved
0.7664 Intermediate Similarity NPD7102 Approved
0.7664 Intermediate Similarity NPD5169 Approved
0.7664 Intermediate Similarity NPD5247 Approved
0.7664 Intermediate Similarity NPD5251 Approved
0.7664 Intermediate Similarity NPD6883 Approved
0.7664 Intermediate Similarity NPD5135 Approved
0.7664 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD7290 Approved
0.7664 Intermediate Similarity NPD5250 Approved
0.7664 Intermediate Similarity NPD5249 Phase 3
0.7664 Intermediate Similarity NPD5248 Approved
0.7653 Intermediate Similarity NPD5281 Approved
0.7653 Intermediate Similarity NPD5284 Approved
0.7624 Intermediate Similarity NPD6084 Phase 2
0.7624 Intermediate Similarity NPD6083 Phase 2
0.7611 Intermediate Similarity NPD6016 Approved
0.7611 Intermediate Similarity NPD6015 Approved
0.7604 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6617 Approved
0.7593 Intermediate Similarity NPD5215 Approved
0.7593 Intermediate Similarity NPD8130 Phase 1
0.7593 Intermediate Similarity NPD5216 Approved
0.7593 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6847 Approved
0.7593 Intermediate Similarity NPD5217 Approved
0.7593 Intermediate Similarity NPD5127 Approved
0.7593 Intermediate Similarity NPD6869 Approved
0.7568 Intermediate Similarity NPD6009 Approved
0.7553 Intermediate Similarity NPD4788 Approved
0.7549 Intermediate Similarity NPD5696 Approved
0.7544 Intermediate Similarity NPD5988 Approved
0.7544 Intermediate Similarity NPD6370 Approved
0.7527 Intermediate Similarity NPD4692 Approved
0.7527 Intermediate Similarity NPD4139 Approved
0.7523 Intermediate Similarity NPD6882 Approved
0.7523 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD5690 Phase 2
0.75 Intermediate Similarity NPD5280 Approved
0.75 Intermediate Similarity NPD4694 Approved
0.75 Intermediate Similarity NPD5279 Phase 3
0.7475 Intermediate Similarity NPD7515 Phase 2
0.7444 Intermediate Similarity NPD7339 Approved
0.7444 Intermediate Similarity NPD6942 Approved
0.7426 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5695 Phase 3
0.7419 Intermediate Similarity NPD4748 Discontinued
0.7414 Intermediate Similarity NPD7492 Approved
0.7411 Intermediate Similarity NPD7115 Discovery
0.7396 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD5167 Approved
0.7383 Intermediate Similarity NPD6412 Phase 2
0.7379 Intermediate Similarity NPD7638 Approved
0.735 Intermediate Similarity NPD6616 Approved
0.7321 Intermediate Similarity NPD6274 Approved
0.732 Intermediate Similarity NPD7334 Approved
0.732 Intermediate Similarity NPD7521 Approved
0.732 Intermediate Similarity NPD6684 Approved
0.732 Intermediate Similarity NPD6409 Approved
0.732 Intermediate Similarity NPD5330 Approved
0.732 Intermediate Similarity NPD7146 Approved
0.7312 Intermediate Similarity NPD4195 Approved
0.7308 Intermediate Similarity NPD7640 Approved
0.7308 Intermediate Similarity NPD7639 Approved
0.7304 Intermediate Similarity NPD5983 Phase 2
0.73 Intermediate Similarity NPD8035 Phase 2
0.73 Intermediate Similarity NPD8034 Phase 2
0.7288 Intermediate Similarity NPD7078 Approved
0.7288 Intermediate Similarity NPD8293 Discontinued
0.7282 Intermediate Similarity NPD7902 Approved
0.7281 Intermediate Similarity NPD4522 Approved
0.7257 Intermediate Similarity NPD6317 Approved
0.7253 Intermediate Similarity NPD3703 Phase 2
0.7227 Intermediate Similarity NPD7736 Approved
0.7227 Intermediate Similarity NPD6033 Approved
0.7204 Intermediate Similarity NPD3617 Approved
0.7204 Intermediate Similarity NPD6115 Approved
0.7204 Intermediate Similarity NPD6114 Approved
0.7204 Intermediate Similarity NPD6697 Approved
0.7204 Intermediate Similarity NPD6118 Approved
0.7193 Intermediate Similarity NPD6313 Approved
0.7193 Intermediate Similarity NPD6314 Approved
0.7193 Intermediate Similarity NPD6335 Approved
0.7179 Intermediate Similarity NPD7604 Phase 2
0.7172 Intermediate Similarity NPD6903 Approved
0.7172 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD5369 Approved
0.7157 Intermediate Similarity NPD6001 Approved
0.7157 Intermediate Similarity NPD7748 Approved
0.7156 Intermediate Similarity NPD5168 Approved
0.7155 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4784 Approved
0.7143 Intermediate Similarity NPD4785 Approved
0.7143 Intermediate Similarity NPD6098 Approved
0.713 Intermediate Similarity NPD7101 Approved
0.713 Intermediate Similarity NPD7100 Approved
0.7111 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4243 Approved
0.7111 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD6904 Approved
0.71 Intermediate Similarity NPD6080 Approved
0.71 Intermediate Similarity NPD6673 Approved
0.7097 Intermediate Similarity NPD6116 Phase 1
0.7079 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD3698 Phase 2
0.7079 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5133 Approved
0.7059 Intermediate Similarity NPD6336 Discontinued
0.7053 Intermediate Similarity NPD4695 Discontinued
0.703 Intermediate Similarity NPD4096 Approved
0.7009 Intermediate Similarity NPD5091 Approved
0.7009 Intermediate Similarity NPD6908 Approved
0.7009 Intermediate Similarity NPD6909 Approved
0.7 Intermediate Similarity NPD4245 Approved
0.7 Intermediate Similarity NPD4244 Approved
0.7 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD6672 Approved
0.7 Intermediate Similarity NPD4518 Approved
0.7 Intermediate Similarity NPD5208 Approved
0.699 Remote Similarity NPD7901 Clinical (unspecified phase)
0.699 Remote Similarity NPD7900 Approved
0.6989 Remote Similarity NPD6117 Approved
0.6961 Remote Similarity NPD5693 Phase 1
0.6957 Remote Similarity NPD6926 Approved
0.6957 Remote Similarity NPD6924 Approved
0.6939 Remote Similarity NPD7338 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