Structure

Physi-Chem Properties

Molecular Weight:  286.23
Volume:  329.688
LogP:  4.41
LogD:  4.352
LogS:  -5.155
# Rotatable Bonds:  1
TPSA:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.596
Synthetic Accessibility Score:  4.304
Fsp3:  0.75
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:  -4.863
MDCK Permeability:  1.8417984392726794e-05
Pgp-inhibitor:  0.956
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.705
30% Bioavailability (F30%):  0.089

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.036
Plasma Protein Binding (PPB):  94.42015838623047%
Volume Distribution (VD):  1.05
Pgp-substrate:  4.052339553833008%

ADMET: Metabolism

CYP1A2-inhibitor:  0.209
CYP1A2-substrate:  0.716
CYP2C19-inhibitor:  0.504
CYP2C19-substrate:  0.874
CYP2C9-inhibitor:  0.407
CYP2C9-substrate:  0.802
CYP2D6-inhibitor:  0.267
CYP2D6-substrate:  0.679
CYP3A4-inhibitor:  0.913
CYP3A4-substrate:  0.586

ADMET: Excretion

Clearance (CL):  2.795
Half-life (T1/2):  0.68

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.122
Drug-inuced Liver Injury (DILI):  0.045
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.898
Skin Sensitization:  0.055
Carcinogencity:  0.082
Eye Corrosion:  0.257
Eye Irritation:  0.952
Respiratory Toxicity:  0.958

Download Data

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

  Natural Product: NPC202118

Natural Product ID:  NPC202118
Common Name*:   1Isopimara-8(14),15-Dien-3-One
IUPAC Name:   (4aR,4bS,7R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
Synonyms:  
Standard InCHIKey:  NXPBYMPPPRNGEG-CPLUKWAASA-N
Standard InCHI:  InChI=1S/C20H30O/c1-6-19(4)11-9-15-14(13-19)7-8-16-18(2,3)17(21)10-12-20(15,16)5/h6,13,15-16H,1,7-12H2,2-5H3/t15-,16-,19-,20+/m0/s1
SMILES:  C=C[C@@]1(C)CC[C@H]2C(=C1)CC[C@H]1C(C)(C)C(=O)CC[C@]21C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1099062
PubChem CID:   46887225
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
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota feces n.a. n.a. PMID[20402524]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO882 Trogopterus xanthipes Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO882 Trogopterus xanthipes Species Sciuridae 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
NPT65 Cell Line HepG2 Homo sapiens IC50 > 40000.0 nM PMID[565996]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000.0 nM PMID[565996]
NPT15 Cell Line Jurkat Homo sapiens IC50 > 40000.0 nM PMID[565996]
NPT466 Cell Line U-937 Homo sapiens IC50 > 40000.0 nM PMID[565996]

☑ 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 NPC202118 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 NPC197238
0.9831 High Similarity NPC469662
0.9194 High Similarity NPC323005
0.9062 High Similarity NPC182815
0.9 High Similarity NPC127582
0.8906 High Similarity NPC142754
0.8906 High Similarity NPC296697
0.8906 High Similarity NPC82477
0.8906 High Similarity NPC188292
0.8906 High Similarity NPC39157
0.8906 High Similarity NPC20610
0.8906 High Similarity NPC260474
0.8788 High Similarity NPC470078
0.8788 High Similarity NPC54123
0.8788 High Similarity NPC115023
0.8769 High Similarity NPC139397
0.8769 High Similarity NPC286814
0.875 High Similarity NPC20181
0.875 High Similarity NPC220210
0.8657 High Similarity NPC251705
0.8636 High Similarity NPC159577
0.8636 High Similarity NPC282593
0.8636 High Similarity NPC251929
0.8636 High Similarity NPC260040
0.8636 High Similarity NPC307176
0.8636 High Similarity NPC35734
0.8636 High Similarity NPC265782
0.8636 High Similarity NPC2634
0.8615 High Similarity NPC310992
0.8615 High Similarity NPC87141
0.8571 High Similarity NPC285371
0.8571 High Similarity NPC475124
0.8548 High Similarity NPC60565
0.8529 High Similarity NPC309852
0.8525 High Similarity NPC472304
0.8525 High Similarity NPC276764
0.8507 High Similarity NPC225467
0.8507 High Similarity NPC190035
0.8507 High Similarity NPC234707
0.8475 Intermediate Similarity NPC200258
0.8438 Intermediate Similarity NPC268039
0.8438 Intermediate Similarity NPC251118
0.8413 Intermediate Similarity NPC288253
0.8406 Intermediate Similarity NPC293803
0.8406 Intermediate Similarity NPC473171
0.8382 Intermediate Similarity NPC303613
0.8382 Intermediate Similarity NPC474488
0.8382 Intermediate Similarity NPC474228
0.8382 Intermediate Similarity NPC470045
0.8382 Intermediate Similarity NPC470044
0.8361 Intermediate Similarity NPC60772
0.8361 Intermediate Similarity NPC27610
0.8361 Intermediate Similarity NPC56905
0.8358 Intermediate Similarity NPC477856
0.8358 Intermediate Similarity NPC40574
0.8358 Intermediate Similarity NPC214770
0.8333 Intermediate Similarity NPC155198
0.8286 Intermediate Similarity NPC69408
0.8254 Intermediate Similarity NPC213152
0.8235 Intermediate Similarity NPC305501
0.8209 Intermediate Similarity NPC256846
0.8197 Intermediate Similarity NPC115385
0.8182 Intermediate Similarity NPC193770
0.8103 Intermediate Similarity NPC236623
0.8065 Intermediate Similarity NPC311852
0.8056 Intermediate Similarity NPC82635
0.8056 Intermediate Similarity NPC470052
0.803 Intermediate Similarity NPC92327
0.8028 Intermediate Similarity NPC1254
0.8 Intermediate Similarity NPC103958
0.8 Intermediate Similarity NPC283908
0.8 Intermediate Similarity NPC183503
0.8 Intermediate Similarity NPC474796
0.8 Intermediate Similarity NPC255021
0.8 Intermediate Similarity NPC6697
0.8 Intermediate Similarity NPC251970
0.8 Intermediate Similarity NPC476046
0.8 Intermediate Similarity NPC166797
0.8 Intermediate Similarity NPC474797
0.8 Intermediate Similarity NPC241854
0.8 Intermediate Similarity NPC329866
0.8 Intermediate Similarity NPC212210
0.8 Intermediate Similarity NPC161923
0.7971 Intermediate Similarity NPC181204
0.7971 Intermediate Similarity NPC133253
0.7931 Intermediate Similarity NPC116906
0.7917 Intermediate Similarity NPC165711
0.7917 Intermediate Similarity NPC472300
0.7917 Intermediate Similarity NPC91665
0.791 Intermediate Similarity NPC176107
0.7903 Intermediate Similarity NPC267626
0.7903 Intermediate Similarity NPC230823
0.7903 Intermediate Similarity NPC49575
0.7903 Intermediate Similarity NPC55004
0.7887 Intermediate Similarity NPC255650
0.7887 Intermediate Similarity NPC279666
0.7887 Intermediate Similarity NPC476346
0.7887 Intermediate Similarity NPC192540
0.7857 Intermediate Similarity NPC130016
0.7857 Intermediate Similarity NPC109576
0.7857 Intermediate Similarity NPC180015
0.7857 Intermediate Similarity NPC56747
0.7838 Intermediate Similarity NPC474509
0.7838 Intermediate Similarity NPC476809
0.7808 Intermediate Similarity NPC115515
0.7778 Intermediate Similarity NPC69143
0.7778 Intermediate Similarity NPC308108
0.7778 Intermediate Similarity NPC170799
0.7778 Intermediate Similarity NPC94991
0.7778 Intermediate Similarity NPC469796
0.7778 Intermediate Similarity NPC30215
0.7778 Intermediate Similarity NPC266295
0.7778 Intermediate Similarity NPC469793
0.7761 Intermediate Similarity NPC107704
0.7761 Intermediate Similarity NPC189917
0.7761 Intermediate Similarity NPC96812
0.7761 Intermediate Similarity NPC168824
0.7761 Intermediate Similarity NPC39462
0.7761 Intermediate Similarity NPC43300
0.7746 Intermediate Similarity NPC219232
0.7746 Intermediate Similarity NPC20025
0.7746 Intermediate Similarity NPC211641
0.7746 Intermediate Similarity NPC128346
0.7733 Intermediate Similarity NPC14151
0.7727 Intermediate Similarity NPC4638
0.7714 Intermediate Similarity NPC5701
0.7714 Intermediate Similarity NPC21944
0.7714 Intermediate Similarity NPC474562
0.7703 Intermediate Similarity NPC474113
0.7703 Intermediate Similarity NPC476177
0.7671 Intermediate Similarity NPC470557
0.7656 Intermediate Similarity NPC259261
0.7647 Intermediate Similarity NPC4370
0.7647 Intermediate Similarity NPC290350
0.7647 Intermediate Similarity NPC475523
0.7639 Intermediate Similarity NPC65650
0.7632 Intermediate Similarity NPC238991
0.7632 Intermediate Similarity NPC302661
0.7619 Intermediate Similarity NPC192427
0.76 Intermediate Similarity NPC2482
0.76 Intermediate Similarity NPC267517
0.76 Intermediate Similarity NPC472478
0.7576 Intermediate Similarity NPC165695
0.7568 Intermediate Similarity NPC275494
0.7568 Intermediate Similarity NPC189485
0.7568 Intermediate Similarity NPC471409
0.7541 Intermediate Similarity NPC14002
0.7541 Intermediate Similarity NPC23117
0.7541 Intermediate Similarity NPC268564
0.7538 Intermediate Similarity NPC25853
0.7534 Intermediate Similarity NPC180886
0.75 Intermediate Similarity NPC471898
0.75 Intermediate Similarity NPC267691
0.75 Intermediate Similarity NPC278459
0.75 Intermediate Similarity NPC3753
0.75 Intermediate Similarity NPC237591
0.75 Intermediate Similarity NPC225515
0.75 Intermediate Similarity NPC27438
0.75 Intermediate Similarity NPC176171
0.75 Intermediate Similarity NPC474955
0.75 Intermediate Similarity NPC64866
0.75 Intermediate Similarity NPC3915
0.75 Intermediate Similarity NPC263272
0.75 Intermediate Similarity NPC274050
0.75 Intermediate Similarity NPC147066
0.75 Intermediate Similarity NPC121984
0.75 Intermediate Similarity NPC475833
0.75 Intermediate Similarity NPC162632
0.7467 Intermediate Similarity NPC215843
0.7467 Intermediate Similarity NPC231431
0.7467 Intermediate Similarity NPC27817
0.7467 Intermediate Similarity NPC170793
0.7467 Intermediate Similarity NPC90965
0.7465 Intermediate Similarity NPC160817
0.7465 Intermediate Similarity NPC223187
0.7463 Intermediate Similarity NPC169275
0.7463 Intermediate Similarity NPC52449
0.746 Intermediate Similarity NPC473733
0.7432 Intermediate Similarity NPC471899
0.7432 Intermediate Similarity NPC471897
0.7432 Intermediate Similarity NPC107039
0.7432 Intermediate Similarity NPC325946
0.7429 Intermediate Similarity NPC477857
0.7424 Intermediate Similarity NPC475795
0.7419 Intermediate Similarity NPC5626
0.7419 Intermediate Similarity NPC63396
0.7419 Intermediate Similarity NPC202850
0.7403 Intermediate Similarity NPC320514
0.7403 Intermediate Similarity NPC163236
0.7403 Intermediate Similarity NPC472867
0.7403 Intermediate Similarity NPC69101
0.7403 Intermediate Similarity NPC251779
0.7403 Intermediate Similarity NPC328351
0.7403 Intermediate Similarity NPC48362
0.7403 Intermediate Similarity NPC472239
0.7403 Intermediate Similarity NPC212083
0.7403 Intermediate Similarity NPC193347
0.7403 Intermediate Similarity NPC151519
0.7403 Intermediate Similarity NPC310989
0.7397 Intermediate Similarity NPC476844

  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 NPC202118 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
0.8906 High Similarity NPD3621 Clinical (unspecified phase)
0.8769 High Similarity NPD4137 Phase 3
0.8636 High Similarity NPD4747 Approved
0.8636 High Similarity NPD4691 Approved
0.8529 High Similarity NPD4058 Approved
0.8261 Intermediate Similarity NPD4687 Approved
0.8235 Intermediate Similarity NPD5276 Approved
0.8 Intermediate Similarity NPD5733 Approved
0.7778 Intermediate Similarity NPD287 Approved
0.76 Intermediate Similarity NPD4695 Discontinued
0.7403 Intermediate Similarity NPD4223 Phase 3
0.7403 Intermediate Similarity NPD3667 Approved
0.7403 Intermediate Similarity NPD4221 Approved
0.7308 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8028 Phase 2
0.725 Intermediate Similarity NPD4623 Approved
0.725 Intermediate Similarity NPD4519 Discontinued
0.7215 Intermediate Similarity NPD4786 Approved
0.7215 Intermediate Similarity NPD3668 Phase 3
0.7215 Intermediate Similarity NPD4197 Approved
0.7215 Intermediate Similarity NPD3665 Phase 1
0.7215 Intermediate Similarity NPD3133 Approved
0.7215 Intermediate Similarity NPD3666 Approved
0.716 Intermediate Similarity NPD3573 Approved
0.7125 Intermediate Similarity NPD5329 Approved
0.7105 Intermediate Similarity NPD3617 Approved
0.7037 Intermediate Similarity NPD4693 Phase 3
0.7037 Intermediate Similarity NPD5690 Phase 2
0.7037 Intermediate Similarity NPD7521 Approved
0.7037 Intermediate Similarity NPD7334 Approved
0.7037 Intermediate Similarity NPD5330 Approved
0.7037 Intermediate Similarity NPD6098 Approved
0.7037 Intermediate Similarity NPD4689 Approved
0.7037 Intermediate Similarity NPD6409 Approved
0.7037 Intermediate Similarity NPD7146 Approved
0.7037 Intermediate Similarity NPD6684 Approved
0.7037 Intermediate Similarity NPD3618 Phase 1
0.7037 Intermediate Similarity NPD4690 Approved
0.7037 Intermediate Similarity NPD4688 Approved
0.7037 Intermediate Similarity NPD5205 Approved
0.7037 Intermediate Similarity NPD4138 Approved
0.6867 Remote Similarity NPD5208 Approved
0.6867 Remote Similarity NPD5737 Approved
0.6867 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6672 Approved
0.6867 Remote Similarity NPD6903 Approved
0.6829 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5280 Approved
0.6829 Remote Similarity NPD4694 Approved
0.6829 Remote Similarity NPD5279 Phase 3
0.6824 Remote Similarity NPD6079 Approved
0.6795 Remote Similarity NPD4195 Approved
0.6786 Remote Similarity NPD5328 Approved
0.6786 Remote Similarity NPD4753 Phase 2
0.6786 Remote Similarity NPD6673 Approved
0.6786 Remote Similarity NPD6080 Approved
0.6786 Remote Similarity NPD6904 Approved
0.6706 Remote Similarity NPD5207 Approved
0.6628 Remote Similarity NPD5281 Approved
0.6628 Remote Similarity NPD5284 Approved
0.6628 Remote Similarity NPD5694 Approved
0.6628 Remote Similarity NPD7515 Phase 2
0.6628 Remote Similarity NPD5693 Phase 1
0.6625 Remote Similarity NPD4692 Approved
0.6625 Remote Similarity NPD4139 Approved
0.6591 Remote Similarity NPD4629 Approved
0.6591 Remote Similarity NPD5210 Approved
0.6588 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6579 Remote Similarity NPD4784 Approved
0.6579 Remote Similarity NPD4785 Approved
0.6552 Remote Similarity NPD6399 Phase 3
0.6552 Remote Similarity NPD4202 Approved
0.6543 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6533 Remote Similarity NPD4243 Approved
0.6528 Remote Similarity NPD7331 Phase 2
0.6517 Remote Similarity NPD5221 Approved
0.6517 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5222 Approved
0.6512 Remote Similarity NPD5692 Phase 3
0.6512 Remote Similarity NPD4096 Approved
0.6477 Remote Similarity NPD7900 Approved
0.6477 Remote Similarity NPD6001 Approved
0.6477 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7748 Approved
0.6471 Remote Similarity NPD4518 Approved
0.6444 Remote Similarity NPD5173 Approved
0.6444 Remote Similarity NPD3495 Discontinued
0.6441 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6437 Remote Similarity NPD6050 Approved
0.6404 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6349 Remote Similarity NPD8262 Approved
0.6333 Remote Similarity NPD4697 Phase 3
0.6304 Remote Similarity NPD5285 Approved
0.6304 Remote Similarity NPD5286 Approved
0.6304 Remote Similarity NPD4696 Approved
0.6296 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6282 Remote Similarity NPD7339 Approved
0.6282 Remote Similarity NPD8039 Approved
0.6282 Remote Similarity NPD5275 Approved
0.6282 Remote Similarity NPD6942 Approved
0.6282 Remote Similarity NPD4190 Phase 3
0.6265 Remote Similarity NPD4788 Approved
0.6264 Remote Similarity NPD4755 Approved
0.6264 Remote Similarity NPD6083 Phase 2
0.6264 Remote Similarity NPD6084 Phase 2
0.6264 Remote Similarity NPD7902 Approved
0.6237 Remote Similarity NPD5223 Approved
0.6222 Remote Similarity NPD5695 Phase 3
0.6203 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6197 Remote Similarity NPD4194 Approved
0.6197 Remote Similarity NPD4193 Approved
0.6197 Remote Similarity NPD4192 Approved
0.6197 Remote Similarity NPD4191 Approved
0.6196 Remote Similarity NPD5696 Approved
0.6184 Remote Similarity NPD7144 Approved
0.6184 Remote Similarity NPD7143 Approved
0.618 Remote Similarity NPD5133 Approved
0.6176 Remote Similarity NPD4219 Approved
0.617 Remote Similarity NPD5211 Phase 2
0.617 Remote Similarity NPD5225 Approved
0.617 Remote Similarity NPD4633 Approved
0.617 Remote Similarity NPD5224 Approved
0.617 Remote Similarity NPD5226 Approved
0.617 Remote Similarity NPD5091 Approved
0.6164 Remote Similarity NPD7341 Phase 2
0.6154 Remote Similarity NPD7614 Phase 1
0.6154 Remote Similarity NPD7732 Phase 3
0.6129 Remote Similarity NPD4700 Approved
0.6118 Remote Similarity NPD1694 Approved
0.6111 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5175 Approved
0.6105 Remote Similarity NPD5174 Approved
0.6104 Remote Similarity NPD7150 Approved
0.6104 Remote Similarity NPD7151 Approved
0.6104 Remote Similarity NPD7152 Approved
0.6067 Remote Similarity NPD6411 Approved
0.6053 Remote Similarity NPD6922 Approved
0.6053 Remote Similarity NPD6923 Approved
0.6049 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6044 Remote Similarity NPD5654 Approved
0.6042 Remote Similarity NPD5141 Approved
0.6027 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6 Remote Similarity NPD7631 Approved
0.5976 Remote Similarity NPD7645 Phase 2
0.5974 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6939 Phase 2
0.5938 Remote Similarity NPD6052 Approved
0.5938 Remote Similarity NPD4754 Approved
0.5932 Remote Similarity NPD5783 Phase 3
0.593 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5918 Remote Similarity NPD5697 Approved
0.5918 Remote Similarity NPD6614 Approved
0.5914 Remote Similarity NPD5959 Approved
0.5889 Remote Similarity NPD7609 Phase 3
0.5875 Remote Similarity NPD8264 Approved
0.5867 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5867 Remote Similarity NPD4224 Phase 2
0.5859 Remote Similarity NPD4729 Approved
0.5859 Remote Similarity NPD5168 Approved
0.5859 Remote Similarity NPD6881 Approved
0.5859 Remote Similarity NPD4730 Approved
0.5859 Remote Similarity NPD6011 Approved
0.5859 Remote Similarity NPD6899 Approved
0.5843 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5843 Remote Similarity NPD6101 Approved
0.5816 Remote Similarity NPD6675 Approved
0.5816 Remote Similarity NPD6008 Approved
0.5816 Remote Similarity NPD7128 Approved
0.5816 Remote Similarity NPD4767 Approved
0.5816 Remote Similarity NPD5739 Approved
0.5816 Remote Similarity NPD4768 Approved
0.5816 Remote Similarity NPD6402 Approved
0.58 Remote Similarity NPD6012 Approved
0.58 Remote Similarity NPD6014 Approved
0.58 Remote Similarity NPD6013 Approved
0.5797 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5758 Remote Similarity NPD6412 Phase 2
0.5758 Remote Similarity NPD5701 Approved
0.575 Remote Similarity NPD6924 Approved
0.575 Remote Similarity NPD6926 Approved
0.5743 Remote Similarity NPD7290 Approved
0.5743 Remote Similarity NPD5169 Approved
0.5743 Remote Similarity NPD4634 Approved
0.5743 Remote Similarity NPD7102 Approved
0.5743 Remote Similarity NPD5250 Approved
0.5743 Remote Similarity NPD5247 Approved
0.5743 Remote Similarity NPD5251 Approved
0.5743 Remote Similarity NPD5135 Approved
0.5743 Remote Similarity NPD5248 Approved
0.5743 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5249 Phase 3
0.5743 Remote Similarity NPD6883 Approved
0.5733 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5732 Remote Similarity NPD6932 Approved
0.5714 Remote Similarity NPD5360 Phase 3
0.5714 Remote Similarity NPD7812 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7525 Registered
0.5714 Remote Similarity NPD5361 Clinical (unspecified phase)
0.57 Remote Similarity NPD5128 Approved
0.57 Remote Similarity NPD7320 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