Structure

Physi-Chem Properties

Molecular Weight:  462.28
Volume:  507.279
LogP:  5.008
LogD:  4.536
LogS:  -5.569
# Rotatable Bonds:  3
TPSA:  64.35
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.374
Synthetic Accessibility Score:  4.571
Fsp3:  0.567
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.949
MDCK Permeability:  2.1167299564694986e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.285

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.023
Plasma Protein Binding (PPB):  93.36122131347656%
Volume Distribution (VD):  1.237
Pgp-substrate:  4.911162376403809%

ADMET: Metabolism

CYP1A2-inhibitor:  0.461
CYP1A2-substrate:  0.917
CYP2C19-inhibitor:  0.88
CYP2C19-substrate:  0.875
CYP2C9-inhibitor:  0.894
CYP2C9-substrate:  0.521
CYP2D6-inhibitor:  0.748
CYP2D6-substrate:  0.495
CYP3A4-inhibitor:  0.915
CYP3A4-substrate:  0.783

ADMET: Excretion

Clearance (CL):  2.552
Half-life (T1/2):  0.137

ADMET: Toxicity

hERG Blockers:  0.207
Human Hepatotoxicity (H-HT):  0.418
Drug-inuced Liver Injury (DILI):  0.242
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.62
Maximum Recommended Daily Dose:  0.921
Skin Sensitization:  0.429
Carcinogencity:  0.801
Eye Corrosion:  0.003
Eye Irritation:  0.014
Respiratory Toxicity:  0.977

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

  Natural Product: NPC75315

Natural Product ID:  NPC75315
Common Name*:   Stelletin A
IUPAC Name:   (3E,3aS,5aR,9aR,9bS)-3a,6,6,9a-tetramethyl-3-[(3E,5E)-6-(5-methyl-6-oxopyran-2-yl)hepta-3,5-dien-2-ylidene]-4,5,5a,8,9,9b-hexahydro-1H-cyclopenta[a]naphthalene-2,7-dione
Synonyms:  
Standard InCHIKey:  CXOJYPVZDPNKAI-WJBIETBOSA-N
Standard InCHI:  InChI=1S/C30H38O4/c1-18(22-12-11-20(3)27(33)34-22)9-8-10-19(2)26-21(31)17-24-29(6)16-14-25(32)28(4,5)23(29)13-15-30(24,26)7/h8-12,23-24H,13-17H2,1-7H3/b10-8+,18-9+,26-19-/t23-,24-,29-,30-/m0/s1
SMILES:  C/C(=CC=CC(=C/1C(=O)C[C@H]2[C@@]3(C)CCC(=O)C(C)(C)[C@@H]3CC[C@]12C)C)/c1ccc(C)c(=O)o1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL402194
PubChem CID:   5352083
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones

*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
NPO10924 Stelletta globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[10691710]
NPO33191 geodia globostellifera Species Geodiidae Eukaryota n.a. Fijian, China n.a. PMID[11421753]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[11858759]
NPO32624 rhabdastrella aff. distincta Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[15620246]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[16499318]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[16562838]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[17524651]
NPO33155 stelletta tenuis Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[17604394]
NPO10924 Stelletta globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[18327911]
NPO10924 Stelletta globostellata Species Ancorinidae Eukaryota n.a. Kubat, Malaysia 1991 PMID[18327911]
NPO32624 rhabdastrella aff. distincta Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[18826276]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[20627740]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[20718449]
NPO33155 stelletta tenuis Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[7807129]
NPO10924 Stelletta globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. PMID[8778241]
NPO10924 Stelletta globostellata Species Ancorinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28502 Rhabdastrella globostellata Species Ancorinidae 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
NPT168 Cell Line P388 Mus musculus Activity = 0.012 ug ml-1 PMID[488174]
NPT1081 Cell Line BXPC-3 Homo sapiens Activity = 0.078 ug ml-1 PMID[488174]
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.752 ug ml-1 PMID[488174]
NPT179 Cell Line A2780 Homo sapiens IC50 = 1.52 ug.mL-1 PMID[488175]
NPT111 Cell Line K562 Homo sapiens IC50 = 3.82 ug.mL-1 PMID[488175]
NPT168 Cell Line P388 Mus musculus ED50 = 0.001 ug ml-1 PMID[488176]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 4460.0 nM PMID[488177]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 260.0 nM PMID[488177]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 5.0 ug.mL-1 PMID[488178]
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 5.0 ug.mL-1 PMID[488178]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 5.0 ug.mL-1 PMID[488178]
NPT165 Cell Line HeLa Homo sapiens IC50 > 5.0 ug.mL-1 PMID[488178]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 0.4 ug.mL-1 PMID[488179]
NPT858 Cell Line LNCaP Homo sapiens IC50 = 120.0 ug.mL-1 PMID[488179]
NPT116 Cell Line HL-60 Homo sapiens Activity = 56.0 % PMID[488179]
NPT858 Cell Line LNCaP Homo sapiens Activity < 10.0 % PMID[488179]
NPT116 Cell Line HL-60 Homo sapiens Activity = 51.0 % PMID[488179]
NPT116 Cell Line HL-60 Homo sapiens Activity = 23.28 n.a. PMID[488179]
NPT116 Cell Line HL-60 Homo sapiens Activity = 3.09 n.a. PMID[488179]
NPT858 Cell Line LNCaP Homo sapiens Activity = 38.82 n.a. PMID[488179]
NPT169 Cell Line B16-F10 Mus musculus IC50 = 0.15 ug.mL-1 PMID[488180]
NPT941 Cell Line HaCaT Homo sapiens Ratio IC50 = 10.0 n.a. PMID[488180]
NPT139 Cell Line HT-29 Homo sapiens Ratio IC50 = 10.0 n.a. PMID[488180]
NPT169 Cell Line B16-F10 Mus musculus Ratio IC50 = 10.0 n.a. PMID[488180]
NPT169 Cell Line B16-F10 Mus musculus IC50 = 2.0 ug.mL-1 PMID[488180]
NPT169 Cell Line B16-F10 Mus musculus Activity = 70.0 % PMID[488180]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 5.0 ug.mL-1 PMID[488178]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 0.8 ug.mL-1 PMID[488180]
NPT2 Others Unspecified Ratio IC50 = 10.0 n.a. PMID[488180]

☑ 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 NPC75315 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 NPC163016
0.9294 High Similarity NPC474844
0.9268 High Similarity NPC474790
0.9268 High Similarity NPC474976
0.871 High Similarity NPC168319
0.871 High Similarity NPC194028
0.869 High Similarity NPC469805
0.869 High Similarity NPC469804
0.8588 High Similarity NPC279639
0.8588 High Similarity NPC3856
0.8471 Intermediate Similarity NPC469799
0.8471 Intermediate Similarity NPC469806
0.8471 Intermediate Similarity NPC94200
0.8452 Intermediate Similarity NPC469797
0.8452 Intermediate Similarity NPC469798
0.8395 Intermediate Similarity NPC474797
0.8395 Intermediate Similarity NPC329866
0.8395 Intermediate Similarity NPC474796
0.8372 Intermediate Similarity NPC118423
0.8351 Intermediate Similarity NPC266570
0.8333 Intermediate Similarity NPC190211
0.8315 Intermediate Similarity NPC472302
0.8295 Intermediate Similarity NPC168248
0.8256 Intermediate Similarity NPC268122
0.8214 Intermediate Similarity NPC105197
0.8202 Intermediate Similarity NPC476293
0.8172 Intermediate Similarity NPC171395
0.8172 Intermediate Similarity NPC33473
0.8171 Intermediate Similarity NPC20025
0.8163 Intermediate Similarity NPC189863
0.809 Intermediate Similarity NPC472863
0.8072 Intermediate Similarity NPC65650
0.8068 Intermediate Similarity NPC87552
0.8046 Intermediate Similarity NPC472239
0.8043 Intermediate Similarity NPC473986
0.8043 Intermediate Similarity NPC474018
0.8022 Intermediate Similarity NPC285982
0.8 Intermediate Similarity NPC470052
0.8 Intermediate Similarity NPC477228
0.8 Intermediate Similarity NPC2049
0.8 Intermediate Similarity NPC110937
0.7978 Intermediate Similarity NPC60350
0.7938 Intermediate Similarity NPC310981
0.7935 Intermediate Similarity NPC253177
0.7935 Intermediate Similarity NPC474842
0.7935 Intermediate Similarity NPC213636
0.7935 Intermediate Similarity NPC280592
0.7935 Intermediate Similarity NPC475965
0.7931 Intermediate Similarity NPC475833
0.7927 Intermediate Similarity NPC54123
0.7917 Intermediate Similarity NPC108368
0.7917 Intermediate Similarity NPC98868
0.7917 Intermediate Similarity NPC57079
0.7912 Intermediate Similarity NPC196407
0.7882 Intermediate Similarity NPC470557
0.7865 Intermediate Similarity NPC178025
0.7865 Intermediate Similarity NPC16287
0.7865 Intermediate Similarity NPC181743
0.7857 Intermediate Similarity NPC473171
0.7849 Intermediate Similarity NPC471329
0.7849 Intermediate Similarity NPC296114
0.7843 Intermediate Similarity NPC16270
0.7841 Intermediate Similarity NPC472867
0.7841 Intermediate Similarity NPC3511
0.7841 Intermediate Similarity NPC142253
0.7831 Intermediate Similarity NPC251705
0.7831 Intermediate Similarity NPC303613
0.7831 Intermediate Similarity NPC474228
0.7831 Intermediate Similarity NPC276336
0.7826 Intermediate Similarity NPC177141
0.7826 Intermediate Similarity NPC284561
0.7805 Intermediate Similarity NPC265782
0.7805 Intermediate Similarity NPC2634
0.7805 Intermediate Similarity NPC251929
0.7778 Intermediate Similarity NPC8571
0.7778 Intermediate Similarity NPC189311
0.7766 Intermediate Similarity NPC469939
0.7765 Intermediate Similarity NPC69408
0.7765 Intermediate Similarity NPC4509
0.7765 Intermediate Similarity NPC469793
0.7765 Intermediate Similarity NPC469796
0.7765 Intermediate Similarity NPC474463
0.7742 Intermediate Similarity NPC212679
0.7742 Intermediate Similarity NPC220454
0.7742 Intermediate Similarity NPC469595
0.7742 Intermediate Similarity NPC273199
0.7738 Intermediate Similarity NPC309852
0.7711 Intermediate Similarity NPC470078
0.7711 Intermediate Similarity NPC115023
0.7711 Intermediate Similarity NPC305501
0.7711 Intermediate Similarity NPC234707
0.7711 Intermediate Similarity NPC181587
0.7683 Intermediate Similarity NPC139397
0.7677 Intermediate Similarity NPC114540
0.7677 Intermediate Similarity NPC155332
0.7677 Intermediate Similarity NPC32577
0.766 Intermediate Similarity NPC204341
0.7647 Intermediate Similarity NPC476346
0.7647 Intermediate Similarity NPC469803
0.7647 Intermediate Similarity NPC293803
0.7647 Intermediate Similarity NPC255650
0.7647 Intermediate Similarity NPC220155
0.764 Intermediate Similarity NPC100297
0.764 Intermediate Similarity NPC200513
0.7634 Intermediate Similarity NPC173042
0.7634 Intermediate Similarity NPC262043
0.7629 Intermediate Similarity NPC202705
0.7619 Intermediate Similarity NPC470044
0.7619 Intermediate Similarity NPC470045
0.7604 Intermediate Similarity NPC295347
0.7604 Intermediate Similarity NPC293052
0.7604 Intermediate Similarity NPC281134
0.7604 Intermediate Similarity NPC209355
0.76 Intermediate Similarity NPC473283
0.76 Intermediate Similarity NPC329345
0.76 Intermediate Similarity NPC475526
0.7596 Intermediate Similarity NPC474315
0.759 Intermediate Similarity NPC159577
0.759 Intermediate Similarity NPC35734
0.759 Intermediate Similarity NPC307176
0.759 Intermediate Similarity NPC260040
0.759 Intermediate Similarity NPC282593
0.7582 Intermediate Similarity NPC29447
0.7582 Intermediate Similarity NPC137493
0.7579 Intermediate Similarity NPC242069
0.7573 Intermediate Similarity NPC228477
0.7573 Intermediate Similarity NPC137911
0.7553 Intermediate Similarity NPC469372
0.7529 Intermediate Similarity NPC255021
0.7526 Intermediate Similarity NPC151725
0.7526 Intermediate Similarity NPC106425
0.7526 Intermediate Similarity NPC250757
0.7526 Intermediate Similarity NPC122324
0.7526 Intermediate Similarity NPC301534
0.75 Intermediate Similarity NPC320447
0.75 Intermediate Similarity NPC473280
0.75 Intermediate Similarity NPC195640
0.75 Intermediate Similarity NPC473435
0.75 Intermediate Similarity NPC473431
0.75 Intermediate Similarity NPC170793
0.75 Intermediate Similarity NPC220478
0.75 Intermediate Similarity NPC21944
0.75 Intermediate Similarity NPC471078
0.75 Intermediate Similarity NPC477130
0.75 Intermediate Similarity NPC133253
0.75 Intermediate Similarity NPC477129
0.75 Intermediate Similarity NPC181204
0.7475 Intermediate Similarity NPC266955
0.7474 Intermediate Similarity NPC23217
0.7474 Intermediate Similarity NPC218301
0.7473 Intermediate Similarity NPC475100
0.7473 Intermediate Similarity NPC149869
0.7471 Intermediate Similarity NPC91665
0.747 Intermediate Similarity NPC182815
0.7453 Intermediate Similarity NPC73050
0.7451 Intermediate Similarity NPC127790
0.7449 Intermediate Similarity NPC476253
0.7449 Intermediate Similarity NPC253826
0.7449 Intermediate Similarity NPC208094
0.7447 Intermediate Similarity NPC66344
0.7447 Intermediate Similarity NPC5509
0.7447 Intermediate Similarity NPC305039
0.7447 Intermediate Similarity NPC174342
0.7444 Intermediate Similarity NPC16321
0.7444 Intermediate Similarity NPC321289
0.7444 Intermediate Similarity NPC320514
0.7444 Intermediate Similarity NPC327969
0.7426 Intermediate Similarity NPC72151
0.7419 Intermediate Similarity NPC136948
0.7419 Intermediate Similarity NPC125925
0.7419 Intermediate Similarity NPC236618
0.7416 Intermediate Similarity NPC474509
0.7412 Intermediate Similarity NPC180015
0.7412 Intermediate Similarity NPC56747
0.7412 Intermediate Similarity NPC109576
0.7412 Intermediate Similarity NPC130016
0.74 Intermediate Similarity NPC99411
0.74 Intermediate Similarity NPC115899
0.7396 Intermediate Similarity NPC472871
0.7396 Intermediate Similarity NPC229976
0.7391 Intermediate Similarity NPC470048
0.7391 Intermediate Similarity NPC65661
0.7391 Intermediate Similarity NPC323765
0.7381 Intermediate Similarity NPC40574
0.7379 Intermediate Similarity NPC475294
0.7379 Intermediate Similarity NPC91034
0.7374 Intermediate Similarity NPC252295
0.7368 Intermediate Similarity NPC472866
0.7368 Intermediate Similarity NPC161638
0.7368 Intermediate Similarity NPC476437
0.7368 Intermediate Similarity NPC476369
0.7368 Intermediate Similarity NPC51486
0.7368 Intermediate Similarity NPC101651
0.7368 Intermediate Similarity NPC159748
0.7368 Intermediate Similarity NPC8062
0.7363 Intermediate Similarity NPC470046
0.7363 Intermediate Similarity NPC97913
0.7363 Intermediate Similarity NPC470047
0.7356 Intermediate Similarity NPC40353
0.7356 Intermediate Similarity NPC27205

  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 NPC75315 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
0.8171 Intermediate Similarity NPD4058 Approved
0.7805 Intermediate Similarity NPD4691 Approved
0.7738 Intermediate Similarity NPD4687 Approved
0.7738 Intermediate Similarity NPD5733 Approved
0.7683 Intermediate Similarity NPD4137 Phase 3
0.766 Intermediate Similarity NPD5693 Phase 1
0.764 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD4747 Approved
0.7527 Intermediate Similarity NPD5737 Approved
0.7527 Intermediate Similarity NPD6672 Approved
0.75 Intermediate Similarity NPD7334 Approved
0.75 Intermediate Similarity NPD5276 Approved
0.75 Intermediate Similarity NPD6409 Approved
0.75 Intermediate Similarity NPD6684 Approved
0.75 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD5330 Approved
0.75 Intermediate Similarity NPD7521 Approved
0.7474 Intermediate Similarity NPD5694 Approved
0.7474 Intermediate Similarity NPD6050 Approved
0.7447 Intermediate Similarity NPD6904 Approved
0.7447 Intermediate Similarity NPD6673 Approved
0.7447 Intermediate Similarity NPD6080 Approved
0.7368 Intermediate Similarity NPD5692 Phase 3
0.7368 Intermediate Similarity NPD5207 Approved
0.734 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD6903 Approved
0.7174 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD5208 Approved
0.7143 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6098 Approved
0.7113 Intermediate Similarity NPD5284 Approved
0.7113 Intermediate Similarity NPD5281 Approved
0.7071 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD3573 Approved
0.703 Intermediate Similarity NPD7638 Approved
0.7021 Intermediate Similarity NPD1694 Approved
0.6961 Remote Similarity NPD7640 Approved
0.6961 Remote Similarity NPD7639 Approved
0.6937 Remote Similarity NPD7115 Discovery
0.6931 Remote Similarity NPD6084 Phase 2
0.6931 Remote Similarity NPD6083 Phase 2
0.6907 Remote Similarity NPD7285 Clinical (unspecified phase)
0.69 Remote Similarity NPD5654 Approved
0.6882 Remote Similarity NPD5209 Approved
0.6869 Remote Similarity NPD6399 Phase 3
0.6854 Remote Similarity NPD8039 Approved
0.68 Remote Similarity NPD6001 Approved
0.6765 Remote Similarity NPD5959 Approved
0.6735 Remote Similarity NPD6051 Approved
0.6733 Remote Similarity NPD5695 Phase 3
0.6729 Remote Similarity NPD6614 Approved
0.6702 Remote Similarity NPD4223 Phase 3
0.6702 Remote Similarity NPD4221 Approved
0.6699 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD5329 Approved
0.6667 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD5785 Approved
0.6635 Remote Similarity NPD6404 Discontinued
0.6634 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7900 Approved
0.6634 Remote Similarity NPD7748 Approved
0.663 Remote Similarity NPD3617 Approved
0.6604 Remote Similarity NPD6052 Approved
0.66 Remote Similarity NPD7637 Suspended
0.66 Remote Similarity NPD6079 Approved
0.6598 Remote Similarity NPD4623 Approved
0.6598 Remote Similarity NPD5690 Phase 2
0.6598 Remote Similarity NPD4694 Approved
0.6598 Remote Similarity NPD5280 Approved
0.6598 Remote Similarity NPD4519 Discontinued
0.6598 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5697 Approved
0.6562 Remote Similarity NPD3133 Approved
0.6562 Remote Similarity NPD3665 Phase 1
0.6562 Remote Similarity NPD4197 Approved
0.6562 Remote Similarity NPD3666 Approved
0.6545 Remote Similarity NPD6883 Approved
0.6545 Remote Similarity NPD7102 Approved
0.6545 Remote Similarity NPD7290 Approved
0.6514 Remote Similarity NPD6686 Approved
0.6514 Remote Similarity NPD6011 Approved
0.6486 Remote Similarity NPD8130 Phase 1
0.6486 Remote Similarity NPD6617 Approved
0.6486 Remote Similarity NPD6649 Approved
0.6486 Remote Similarity NPD6847 Approved
0.6486 Remote Similarity NPD6869 Approved
0.6486 Remote Similarity NPD6650 Approved
0.6481 Remote Similarity NPD6402 Approved
0.6481 Remote Similarity NPD7128 Approved
0.6481 Remote Similarity NPD5739 Approved
0.6481 Remote Similarity NPD6675 Approved
0.6455 Remote Similarity NPD6013 Approved
0.6455 Remote Similarity NPD6014 Approved
0.6455 Remote Similarity NPD6012 Approved
0.6452 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7902 Approved
0.6436 Remote Similarity NPD7515 Phase 2
0.6429 Remote Similarity NPD6053 Discontinued
0.6429 Remote Similarity NPD3618 Phase 1
0.6429 Remote Similarity NPD4689 Approved
0.6429 Remote Similarity NPD5205 Approved
0.6429 Remote Similarity NPD8297 Approved
0.6429 Remote Similarity NPD4693 Phase 3
0.6429 Remote Similarity NPD6882 Approved
0.6429 Remote Similarity NPD4690 Approved
0.6429 Remote Similarity NPD5279 Phase 3
0.6429 Remote Similarity NPD4688 Approved
0.6429 Remote Similarity NPD4138 Approved
0.6421 Remote Similarity NPD8028 Phase 2
0.641 Remote Similarity NPD7503 Approved
0.6408 Remote Similarity NPD5210 Approved
0.6408 Remote Similarity NPD4629 Approved
0.64 Remote Similarity NPD5328 Approved
0.64 Remote Similarity NPD4753 Phase 2
0.6392 Remote Similarity NPD3668 Phase 3
0.6392 Remote Similarity NPD4786 Approved
0.6389 Remote Similarity NPD5909 Discontinued
0.6383 Remote Similarity NPD4195 Approved
0.6372 Remote Similarity NPD7094 Approved
0.6372 Remote Similarity NPD6858 Approved
0.6364 Remote Similarity NPD7320 Approved
0.6355 Remote Similarity NPD7632 Discontinued
0.6354 Remote Similarity NPD3667 Approved
0.6346 Remote Similarity NPD7732 Phase 3
0.6346 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5222 Approved
0.6346 Remote Similarity NPD5221 Approved
0.633 Remote Similarity NPD6008 Approved
0.6306 Remote Similarity NPD6373 Approved
0.6306 Remote Similarity NPD6372 Approved
0.6289 Remote Similarity NPD4788 Approved
0.6286 Remote Similarity NPD5173 Approved
0.6273 Remote Similarity NPD5701 Approved
0.6261 Remote Similarity NPD6868 Approved
0.6235 Remote Similarity NPD4193 Approved
0.6235 Remote Similarity NPD4192 Approved
0.6235 Remote Similarity NPD4194 Approved
0.6235 Remote Similarity NPD4191 Approved
0.6226 Remote Similarity NPD4225 Approved
0.621 Remote Similarity NPD7260 Phase 2
0.6204 Remote Similarity NPD5211 Phase 2
0.6195 Remote Similarity NPD6401 Clinical (unspecified phase)
0.619 Remote Similarity NPD7614 Phase 1
0.6176 Remote Similarity NPD4096 Approved
0.6168 Remote Similarity NPD5285 Approved
0.6168 Remote Similarity NPD5286 Approved
0.6168 Remote Similarity NPD4696 Approved
0.6162 Remote Similarity NPD5363 Approved
0.6154 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6335 Approved
0.6139 Remote Similarity NPD4518 Approved
0.6126 Remote Similarity NPD6412 Phase 2
0.6122 Remote Similarity NPD7154 Phase 3
0.6117 Remote Similarity NPD6411 Approved
0.6117 Remote Similarity NPD8034 Phase 2
0.6117 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD5223 Approved
0.6102 Remote Similarity NPD7100 Approved
0.6102 Remote Similarity NPD7101 Approved
0.6091 Remote Similarity NPD5141 Approved
0.6087 Remote Similarity NPD4632 Approved
0.6071 Remote Similarity NPD287 Approved
0.6068 Remote Similarity NPD6317 Approved
0.6061 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5133 Approved
0.6058 Remote Similarity NPD4202 Approved
0.6055 Remote Similarity NPD5091 Approved
0.6055 Remote Similarity NPD5225 Approved
0.6055 Remote Similarity NPD5226 Approved
0.6055 Remote Similarity NPD4633 Approved
0.6055 Remote Similarity NPD5224 Approved
0.6038 Remote Similarity NPD4697 Phase 3
0.6033 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6313 Approved
0.6017 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD4756 Discovery
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5983 Remote Similarity NPD6274 Approved
0.5982 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5981 Remote Similarity NPD4755 Approved
0.5981 Remote Similarity NPD3495 Discontinued
0.5978 Remote Similarity NPD5777 Approved
0.596 Remote Similarity NPD5362 Discontinued
0.5943 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5935 Remote Similarity NPD7507 Approved
0.5932 Remote Similarity NPD6009 Approved
0.5922 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6101 Approved
0.5917 Remote Similarity NPD6319 Approved
0.5905 Remote Similarity NPD5778 Approved
0.5905 Remote Similarity NPD5779 Approved
0.5902 Remote Similarity NPD7604 Phase 2
0.5891 Remote Similarity NPD8032 Phase 2
0.5877 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5872 Remote Similarity NPD4700 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