Structure

Physi-Chem Properties

Molecular Weight:  250.16
Volume:  263.425
LogP:  2.523
LogD:  1.82
LogS:  -2.343
# Rotatable Bonds:  0
TPSA:  49.69
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.691
Synthetic Accessibility Score:  5.022
Fsp3:  0.733
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:  -4.903
MDCK Permeability:  2.206399767601397e-05
Pgp-inhibitor:  0.874
Pgp-substrate:  0.523
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.309
30% Bioavailability (F30%):  0.043

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.529
Plasma Protein Binding (PPB):  73.09920501708984%
Volume Distribution (VD):  2.083
Pgp-substrate:  45.95942687988281%

ADMET: Metabolism

CYP1A2-inhibitor:  0.243
CYP1A2-substrate:  0.403
CYP2C19-inhibitor:  0.151
CYP2C19-substrate:  0.822
CYP2C9-inhibitor:  0.098
CYP2C9-substrate:  0.061
CYP2D6-inhibitor:  0.253
CYP2D6-substrate:  0.065
CYP3A4-inhibitor:  0.434
CYP3A4-substrate:  0.51

ADMET: Excretion

Clearance (CL):  5.316
Half-life (T1/2):  0.548

ADMET: Toxicity

hERG Blockers:  0.382
Human Hepatotoxicity (H-HT):  0.662
Drug-inuced Liver Injury (DILI):  0.039
AMES Toxicity:  0.721
Rat Oral Acute Toxicity:  0.986
Maximum Recommended Daily Dose:  0.982
Skin Sensitization:  0.275
Carcinogencity:  0.96
Eye Corrosion:  0.003
Eye Irritation:  0.013
Respiratory Toxicity:  0.972

Download Data

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

  Natural Product: NPC31258

Natural Product ID:  NPC31258
Common Name*:   QSMDCTCUCOLXTM-FMBSFYNOSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QSMDCTCUCOLXTM-FMBSFYNOSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-8-5-10(16)12-11-9(8)6-18-7-15(11,4)13(17)14(12,2)3/h6,8,10,13,16-17H,5,7H2,1-4H3/t8-,10+,13-,15-/m1/s1
SMILES:  C[C@@H]1C[C@@H](C2=C3C1=COC[C@@]3(C)[C@@H](C2(C)C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL505484
PubChem CID:   11265199
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000129] Alcohols and polyols
          • [CHEMONTID:0001292] Cyclic alcohols and derivatives

*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
NPO32658 geniculosporium sp. Species Xylariaceae Eukaryota n.a. isolated from the marine red alga Polysiphonia n.a. PMID[15787444]
NPO32658 geniculosporium sp. Species Xylariaceae Eukaryota n.a. n.a. n.a. PMID[9917307]

☑ 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
NPT1234 Organism Chlorella fusca Chlorella fusca IZ = 0.0 mm PMID[448537]
NPT1234 Organism Chlorella fusca Chlorella fusca IZ = 7.0 mm PMID[448537]
NPT1230 Organism Bacillus megaterium Bacillus megaterium IZ = 0.0 mm PMID[448537]
NPT1231 Organism Microbotryum violaceum Microbotryum violaceum IZ = 0.0 mm PMID[448537]
NPT1231 Organism Microbotryum violaceum Microbotryum violaceum IZ = 5.0 mm PMID[448537]

☑ 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 NPC31258 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
0.9315 High Similarity NPC102463
0.7647 Intermediate Similarity NPC470384
0.76 Intermediate Similarity NPC96793
0.76 Intermediate Similarity NPC323424
0.7564 Intermediate Similarity NPC471560
0.7564 Intermediate Similarity NPC217570
0.7564 Intermediate Similarity NPC90115
0.7532 Intermediate Similarity NPC477791
0.7531 Intermediate Similarity NPC133580
0.7529 Intermediate Similarity NPC101462
0.7529 Intermediate Similarity NPC202389
0.75 Intermediate Similarity NPC130665
0.75 Intermediate Similarity NPC265485
0.75 Intermediate Similarity NPC220939
0.7471 Intermediate Similarity NPC266511
0.7468 Intermediate Similarity NPC34834
0.7468 Intermediate Similarity NPC92801
0.7416 Intermediate Similarity NPC471952
0.7403 Intermediate Similarity NPC202017
0.7381 Intermediate Similarity NPC47982
0.7381 Intermediate Similarity NPC81306
0.7381 Intermediate Similarity NPC84694
0.7381 Intermediate Similarity NPC143182
0.7381 Intermediate Similarity NPC28862
0.7381 Intermediate Similarity NPC109546
0.7375 Intermediate Similarity NPC23954
0.7368 Intermediate Similarity NPC110241
0.7356 Intermediate Similarity NPC238485
0.7356 Intermediate Similarity NPC205845
0.7356 Intermediate Similarity NPC83702
0.7356 Intermediate Similarity NPC185568
0.7356 Intermediate Similarity NPC231310
0.7349 Intermediate Similarity NPC91594
0.7342 Intermediate Similarity NPC474248
0.7326 Intermediate Similarity NPC49964
0.7326 Intermediate Similarity NPC5985
0.7326 Intermediate Similarity NPC201852
0.7317 Intermediate Similarity NPC60818
0.7317 Intermediate Similarity NPC23231
0.7317 Intermediate Similarity NPC313185
0.7308 Intermediate Similarity NPC114651
0.7303 Intermediate Similarity NPC149224
0.7294 Intermediate Similarity NPC234193
0.7294 Intermediate Similarity NPC206062
0.7284 Intermediate Similarity NPC259049
0.7284 Intermediate Similarity NPC14352
0.7284 Intermediate Similarity NPC234527
0.7284 Intermediate Similarity NPC474140
0.7283 Intermediate Similarity NPC310013
0.7273 Intermediate Similarity NPC274448
0.7262 Intermediate Similarity NPC318136
0.7262 Intermediate Similarity NPC474216
0.7253 Intermediate Similarity NPC469403
0.7241 Intermediate Similarity NPC475789
0.7237 Intermediate Similarity NPC83200
0.7229 Intermediate Similarity NPC96319
0.7229 Intermediate Similarity NPC244488
0.7229 Intermediate Similarity NPC247325
0.7229 Intermediate Similarity NPC265588
0.7215 Intermediate Similarity NPC167527
0.7215 Intermediate Similarity NPC96484
0.7209 Intermediate Similarity NPC474731
0.7209 Intermediate Similarity NPC209620
0.7209 Intermediate Similarity NPC264245
0.7209 Intermediate Similarity NPC23852
0.7209 Intermediate Similarity NPC474683
0.7209 Intermediate Similarity NPC7505
0.7209 Intermediate Similarity NPC474752
0.7209 Intermediate Similarity NPC476646
0.7209 Intermediate Similarity NPC82986
0.7209 Intermediate Similarity NPC474759
0.7191 Intermediate Similarity NPC477668
0.7191 Intermediate Similarity NPC152808
0.7191 Intermediate Similarity NPC6391
0.7191 Intermediate Similarity NPC293287
0.7191 Intermediate Similarity NPC281316
0.7179 Intermediate Similarity NPC326310
0.7176 Intermediate Similarity NPC30986
0.7176 Intermediate Similarity NPC209430
0.716 Intermediate Similarity NPC477792
0.716 Intermediate Similarity NPC164022
0.7143 Intermediate Similarity NPC470361
0.7126 Intermediate Similarity NPC87489
0.7126 Intermediate Similarity NPC470049
0.7126 Intermediate Similarity NPC155521
0.7126 Intermediate Similarity NPC189972
0.7126 Intermediate Similarity NPC122945
0.7126 Intermediate Similarity NPC109938
0.7126 Intermediate Similarity NPC50964
0.7125 Intermediate Similarity NPC239373
0.7125 Intermediate Similarity NPC329989
0.7125 Intermediate Similarity NPC473893
0.7108 Intermediate Similarity NPC171148
0.7108 Intermediate Similarity NPC319090
0.7108 Intermediate Similarity NPC313179
0.7108 Intermediate Similarity NPC69383
0.7108 Intermediate Similarity NPC328104
0.7105 Intermediate Similarity NPC207007
0.7105 Intermediate Similarity NPC321867
0.7105 Intermediate Similarity NPC68679
0.7097 Intermediate Similarity NPC472942
0.7093 Intermediate Similarity NPC96362
0.7093 Intermediate Similarity NPC164840
0.7093 Intermediate Similarity NPC209944
0.7093 Intermediate Similarity NPC241290
0.7093 Intermediate Similarity NPC324772
0.7089 Intermediate Similarity NPC171225
0.7079 Intermediate Similarity NPC474189
0.7079 Intermediate Similarity NPC157257
0.7079 Intermediate Similarity NPC119001
0.7079 Intermediate Similarity NPC474349
0.7073 Intermediate Similarity NPC474743
0.7065 Intermediate Similarity NPC204188
0.7065 Intermediate Similarity NPC11216
0.7065 Intermediate Similarity NPC329596
0.7065 Intermediate Similarity NPC69622
0.7065 Intermediate Similarity NPC14380
0.7065 Intermediate Similarity NPC3345
0.7065 Intermediate Similarity NPC80561
0.7065 Intermediate Similarity NPC291484
0.7059 Intermediate Similarity NPC167891
0.7059 Intermediate Similarity NPC76931
0.7059 Intermediate Similarity NPC476314
0.7059 Intermediate Similarity NPC205455
0.7059 Intermediate Similarity NPC275910
0.7059 Intermediate Similarity NPC473943
0.7059 Intermediate Similarity NPC83351
0.7059 Intermediate Similarity NPC186191
0.7059 Intermediate Similarity NPC11908
0.7059 Intermediate Similarity NPC307965
0.7059 Intermediate Similarity NPC477522
0.7059 Intermediate Similarity NPC18603
0.7059 Intermediate Similarity NPC477514
0.7051 Intermediate Similarity NPC208198
0.7051 Intermediate Similarity NPC172613
0.7051 Intermediate Similarity NPC19569
0.7051 Intermediate Similarity NPC11555
0.7051 Intermediate Similarity NPC60837
0.7051 Intermediate Similarity NPC287339
0.7051 Intermediate Similarity NPC2728
0.7051 Intermediate Similarity NPC282619
0.7045 Intermediate Similarity NPC477667
0.7045 Intermediate Similarity NPC474634
0.7045 Intermediate Similarity NPC317458
0.7033 Intermediate Similarity NPC2158
0.7033 Intermediate Similarity NPC470542
0.7033 Intermediate Similarity NPC67872
0.7024 Intermediate Similarity NPC240604
0.7024 Intermediate Similarity NPC321016
0.7024 Intermediate Similarity NPC321381
0.7024 Intermediate Similarity NPC300324
0.7024 Intermediate Similarity NPC106432
0.7024 Intermediate Similarity NPC73875
0.7024 Intermediate Similarity NPC107059
0.7013 Intermediate Similarity NPC133368
0.7013 Intermediate Similarity NPC211291
0.7011 Intermediate Similarity NPC47761
0.7011 Intermediate Similarity NPC470383
0.7011 Intermediate Similarity NPC320525
0.7 Intermediate Similarity NPC471238
0.7 Intermediate Similarity NPC261266
0.7 Intermediate Similarity NPC255143
0.7 Intermediate Similarity NPC276616
0.7 Intermediate Similarity NPC208999
0.7 Intermediate Similarity NPC299068
0.6989 Remote Similarity NPC41554
0.6989 Remote Similarity NPC97404
0.6989 Remote Similarity NPC471453
0.6988 Remote Similarity NPC329090
0.6988 Remote Similarity NPC309178
0.6988 Remote Similarity NPC471797
0.6988 Remote Similarity NPC27395
0.6988 Remote Similarity NPC201048
0.6988 Remote Similarity NPC469593
0.6988 Remote Similarity NPC476366
0.6988 Remote Similarity NPC469533
0.6988 Remote Similarity NPC469534
0.6977 Remote Similarity NPC5604
0.6977 Remote Similarity NPC472463
0.6977 Remote Similarity NPC17550
0.6977 Remote Similarity NPC281138
0.6977 Remote Similarity NPC1319
0.6977 Remote Similarity NPC204270
0.6974 Remote Similarity NPC471081
0.6974 Remote Similarity NPC66020
0.697 Remote Similarity NPC183570
0.6966 Remote Similarity NPC470077
0.6966 Remote Similarity NPC124172
0.6966 Remote Similarity NPC474493
0.6966 Remote Similarity NPC46320
0.6966 Remote Similarity NPC474047
0.6962 Remote Similarity NPC267027
0.6957 Remote Similarity NPC49783
0.6951 Remote Similarity NPC469343
0.6951 Remote Similarity NPC471272
0.6941 Remote Similarity NPC31037
0.6941 Remote Similarity NPC477427
0.6941 Remote Similarity NPC214570
0.6941 Remote Similarity NPC474826
0.6941 Remote Similarity NPC470758

  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 NPC31258 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
0.7229 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6929 Approved
0.7159 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD8264 Approved
0.7105 Intermediate Similarity NPD368 Approved
0.7093 Intermediate Similarity NPD7332 Phase 2
0.7093 Intermediate Similarity NPD6930 Phase 2
0.7093 Intermediate Similarity NPD6931 Approved
0.7059 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6695 Phase 3
0.6988 Remote Similarity NPD6924 Approved
0.6988 Remote Similarity NPD6926 Approved
0.6941 Remote Similarity NPD6925 Approved
0.6941 Remote Similarity NPD5776 Phase 2
0.6923 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7339 Approved
0.6905 Remote Similarity NPD6942 Approved
0.6897 Remote Similarity NPD7509 Discontinued
0.6897 Remote Similarity NPD7514 Phase 3
0.686 Remote Similarity NPD7145 Approved
0.6824 Remote Similarity NPD6933 Approved
0.6818 Remote Similarity NPD6902 Approved
0.6818 Remote Similarity NPD6898 Phase 1
0.6782 Remote Similarity NPD7645 Phase 2
0.6757 Remote Similarity NPD342 Phase 1
0.6739 Remote Similarity NPD7524 Approved
0.6739 Remote Similarity NPD7750 Discontinued
0.6707 Remote Similarity NPD6923 Approved
0.6707 Remote Similarity NPD6922 Approved
0.6705 Remote Similarity NPD7525 Registered
0.6703 Remote Similarity NPD6893 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.6627 Remote Similarity NPD7143 Approved
0.6627 Remote Similarity NPD7144 Approved
0.6556 Remote Similarity NPD3667 Approved
0.6552 Remote Similarity NPD6932 Approved
0.6548 Remote Similarity NPD7151 Approved
0.6548 Remote Similarity NPD7152 Approved
0.6548 Remote Similarity NPD7150 Approved
0.6517 Remote Similarity NPD4748 Discontinued
0.6458 Remote Similarity NPD7087 Discontinued
0.6413 Remote Similarity NPD3133 Approved
0.6413 Remote Similarity NPD4786 Approved
0.6413 Remote Similarity NPD3666 Approved
0.6413 Remote Similarity NPD3665 Phase 1
0.6404 Remote Similarity NPD6683 Phase 2
0.6395 Remote Similarity NPD4784 Approved
0.6395 Remote Similarity NPD4785 Approved
0.6353 Remote Similarity NPD4243 Approved
0.6344 Remote Similarity NPD1696 Phase 3
0.6289 Remote Similarity NPD7637 Suspended
0.6279 Remote Similarity NPD4732 Discontinued
0.6277 Remote Similarity NPD5279 Phase 3
0.6277 Remote Similarity NPD3618 Phase 1
0.6275 Remote Similarity NPD4159 Approved
0.6237 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6234 Remote Similarity NPD4219 Approved
0.6224 Remote Similarity NPD4202 Approved
0.6214 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD7136 Phase 2
0.6176 Remote Similarity NPD7640 Approved
0.6176 Remote Similarity NPD7639 Approved
0.6154 Remote Similarity NPD4820 Approved
0.6154 Remote Similarity NPD4819 Approved
0.6154 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4822 Approved
0.6154 Remote Similarity NPD4821 Approved
0.614 Remote Similarity NPD7503 Approved
0.6139 Remote Similarity NPD4755 Approved
0.6136 Remote Similarity NPD5275 Approved
0.6136 Remote Similarity NPD4190 Phase 3
0.6129 Remote Similarity NPD5362 Discontinued
0.6111 Remote Similarity NPD4268 Approved
0.6111 Remote Similarity NPD4271 Approved
0.6105 Remote Similarity NPD4249 Approved
0.6095 Remote Similarity NPD5141 Approved
0.6082 Remote Similarity NPD5328 Approved
0.6082 Remote Similarity NPD4753 Phase 2
0.6078 Remote Similarity NPD7638 Approved
0.6078 Remote Similarity NPD4225 Approved
0.6067 Remote Similarity NPD1346 Approved
0.6061 Remote Similarity NPD5778 Approved
0.6061 Remote Similarity NPD5779 Approved
0.6061 Remote Similarity NPD6399 Phase 3
0.6044 Remote Similarity NPD4195 Approved
0.6042 Remote Similarity NPD4251 Approved
0.6042 Remote Similarity NPD4250 Approved
0.6019 Remote Similarity NPD4700 Approved
0.6019 Remote Similarity NPD5285 Approved
0.6019 Remote Similarity NPD4696 Approved
0.6019 Remote Similarity NPD5286 Approved
0.6 Remote Similarity NPD6053 Discontinued
0.596 Remote Similarity NPD6411 Approved
0.596 Remote Similarity NPD6079 Approved
0.5938 Remote Similarity NPD5280 Approved
0.5938 Remote Similarity NPD4623 Approved
0.5938 Remote Similarity NPD4694 Approved
0.5938 Remote Similarity NPD4519 Discontinued
0.5918 Remote Similarity NPD6051 Approved
0.5905 Remote Similarity NPD4633 Approved
0.5905 Remote Similarity NPD5224 Approved
0.5905 Remote Similarity NPD5225 Approved
0.5905 Remote Similarity NPD5226 Approved
0.5895 Remote Similarity NPD3668 Phase 3
0.5888 Remote Similarity NPD5739 Approved
0.5888 Remote Similarity NPD7128 Approved
0.5888 Remote Similarity NPD6675 Approved
0.5888 Remote Similarity NPD6640 Phase 3
0.5888 Remote Similarity NPD6402 Approved
0.5851 Remote Similarity NPD4223 Phase 3
0.5851 Remote Similarity NPD4221 Approved
0.5849 Remote Similarity NPD5174 Approved
0.5849 Remote Similarity NPD5175 Approved
0.5842 Remote Similarity NPD5282 Discontinued
0.5833 Remote Similarity NPD5701 Approved
0.5833 Remote Similarity NPD5697 Approved
0.5825 Remote Similarity NPD6083 Phase 2
0.5825 Remote Similarity NPD6084 Phase 2
0.581 Remote Similarity NPD5223 Approved
0.58 Remote Similarity NPD5281 Approved
0.58 Remote Similarity NPD5284 Approved
0.5789 Remote Similarity NPD5331 Approved
0.5789 Remote Similarity NPD4788 Approved
0.5789 Remote Similarity NPD7115 Discovery
0.5789 Remote Similarity NPD5332 Approved
0.5784 Remote Similarity NPD4629 Approved
0.5784 Remote Similarity NPD5695 Phase 3
0.5784 Remote Similarity NPD5210 Approved
0.578 Remote Similarity NPD6899 Approved
0.578 Remote Similarity NPD6881 Approved
0.578 Remote Similarity NPD7320 Approved
0.5773 Remote Similarity NPD7521 Approved
0.5773 Remote Similarity NPD6684 Approved
0.5773 Remote Similarity NPD7334 Approved
0.5773 Remote Similarity NPD7146 Approved
0.5773 Remote Similarity NPD5330 Approved
0.5773 Remote Similarity NPD6409 Approved
0.5761 Remote Similarity NPD3617 Approved
0.5761 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5758 Remote Similarity NPD6101 Approved
0.5755 Remote Similarity NPD7632 Discontinued
0.5747 Remote Similarity NPD15 Approved
0.5747 Remote Similarity NPD791 Approved
0.5745 Remote Similarity NPD4790 Discontinued
0.5741 Remote Similarity NPD4767 Approved
0.5741 Remote Similarity NPD4768 Approved
0.5729 Remote Similarity NPD4197 Approved
0.5728 Remote Similarity NPD4697 Phase 3
0.5728 Remote Similarity NPD5221 Approved
0.5728 Remote Similarity NPD5222 Approved
0.5728 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6014 Approved
0.5727 Remote Similarity NPD6013 Approved
0.5727 Remote Similarity NPD6372 Approved
0.5727 Remote Similarity NPD6012 Approved
0.5727 Remote Similarity NPD6373 Approved
0.5701 Remote Similarity NPD4754 Approved
0.57 Remote Similarity NPD5785 Approved
0.57 Remote Similarity NPD7838 Discovery
0.5688 Remote Similarity NPD6412 Phase 2
0.5684 Remote Similarity NPD4269 Approved
0.5684 Remote Similarity NPD4270 Approved
0.5676 Remote Similarity NPD6883 Approved
0.5676 Remote Similarity NPD7290 Approved
0.5676 Remote Similarity NPD7102 Approved
0.5673 Remote Similarity NPD5173 Approved
0.567 Remote Similarity NPD6082 Clinical (unspecified phase)
0.567 Remote Similarity NPD1694 Approved
0.567 Remote Similarity NPD7520 Clinical (unspecified phase)
0.567 Remote Similarity NPD5329 Approved
0.5657 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5657 Remote Similarity NPD6903 Approved
0.5657 Remote Similarity NPD4518 Approved
0.5644 Remote Similarity NPD7983 Approved
0.5644 Remote Similarity NPD7515 Phase 2
0.5638 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5638 Remote Similarity NPD4695 Discontinued
0.5636 Remote Similarity NPD6011 Approved
0.5636 Remote Similarity NPD4729 Approved
0.5636 Remote Similarity NPD4730 Approved
0.5636 Remote Similarity NPD5128 Approved
0.5631 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6869 Approved
0.5625 Remote Similarity NPD8130 Phase 1
0.5625 Remote Similarity NPD6650 Approved
0.5625 Remote Similarity NPD6617 Approved
0.5625 Remote Similarity NPD6649 Approved
0.5625 Remote Similarity NPD6847 Approved
0.5619 Remote Similarity NPD5696 Approved
0.5619 Remote Similarity NPD5290 Discontinued
0.5612 Remote Similarity NPD5786 Approved
0.5612 Remote Similarity NPD4693 Phase 3
0.5612 Remote Similarity NPD4690 Approved
0.5612 Remote Similarity NPD4689 Approved
0.5612 Remote Similarity NPD5690 Phase 2
0.5612 Remote Similarity NPD5205 Approved
0.5612 Remote Similarity NPD4688 Approved
0.5612 Remote Similarity NPD4138 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