Structure

Physi-Chem Properties

Molecular Weight:  424.43
Volume:  507.788
LogP:  9.52
LogD:  4.975
LogS:  -6.674
# Rotatable Bonds:  25
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.148
Synthetic Accessibility Score:  2.622
Fsp3:  0.964
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:  -5.072
MDCK Permeability:  7.846237167541403e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.206
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.992
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  97.46491241455078%
Volume Distribution (VD):  1.358
Pgp-substrate:  0.998314380645752%

ADMET: Metabolism

CYP1A2-inhibitor:  0.066
CYP1A2-substrate:  0.163
CYP2C19-inhibitor:  0.11
CYP2C19-substrate:  0.05
CYP2C9-inhibitor:  0.05
CYP2C9-substrate:  0.971
CYP2D6-inhibitor:  0.077
CYP2D6-substrate:  0.069
CYP3A4-inhibitor:  0.194
CYP3A4-substrate:  0.018

ADMET: Excretion

Clearance (CL):  6.161
Half-life (T1/2):  0.192

ADMET: Toxicity

hERG Blockers:  0.357
Human Hepatotoxicity (H-HT):  0.041
Drug-inuced Liver Injury (DILI):  0.037
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.005
Maximum Recommended Daily Dose:  0.112
Skin Sensitization:  0.953
Carcinogencity:  0.02
Eye Corrosion:  0.622
Eye Irritation:  0.916
Respiratory Toxicity:  0.87

Download Data

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

  Natural Product: NPC469781

Natural Product ID:  NPC469781
Common Name*:   24-Hydroxyoctacosan-4-One
IUPAC Name:   24-hydroxyoctacosan-4-one
Synonyms:  
Standard InCHIKey:  MTVMCAVIRSCQSX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C28H56O2/c1-3-5-24-28(30)26-22-20-18-16-14-12-10-8-6-7-9-11-13-15-17-19-21-25-27(29)23-4-2/h28,30H,3-26H2,1-2H3
SMILES:  CCCCC(CCCCCCCCCCCCCCCCCCCC(=O)CCC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1171344
PubChem CID:   49797799
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols

*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
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota whole plant Cholistan desert near district Bahawalpur (Punjab), Pakistan 2003-Oct PMID[20542692]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20954 Haloxylon salicornicum Species Chenopodiaceae 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
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 100.0 ug.mL-1 PMID[541914]

☑ 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 NPC469781 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
0.9091 High Similarity NPC328497
0.9091 High Similarity NPC324004
0.8889 High Similarity NPC106872
0.8837 High Similarity NPC76051
0.8511 High Similarity NPC90904
0.8444 Intermediate Similarity NPC12438
0.8444 Intermediate Similarity NPC30195
0.8409 Intermediate Similarity NPC74845
0.8298 Intermediate Similarity NPC304162
0.8085 Intermediate Similarity NPC200618
0.8085 Intermediate Similarity NPC131770
0.8049 Intermediate Similarity NPC474914
0.8049 Intermediate Similarity NPC474392
0.7955 Intermediate Similarity NPC216630
0.7955 Intermediate Similarity NPC196924
0.7955 Intermediate Similarity NPC171736
0.7955 Intermediate Similarity NPC149184
0.7955 Intermediate Similarity NPC209970
0.7955 Intermediate Similarity NPC307783
0.7843 Intermediate Similarity NPC469937
0.7843 Intermediate Similarity NPC53463
0.7843 Intermediate Similarity NPC23155
0.7843 Intermediate Similarity NPC320588
0.7826 Intermediate Similarity NPC47363
0.7826 Intermediate Similarity NPC287231
0.7805 Intermediate Similarity NPC97967
0.7778 Intermediate Similarity NPC67462
0.76 Intermediate Similarity NPC100096
0.7551 Intermediate Similarity NPC26253
0.75 Intermediate Similarity NPC279026
0.75 Intermediate Similarity NPC113928
0.75 Intermediate Similarity NPC261080
0.75 Intermediate Similarity NPC154186
0.75 Intermediate Similarity NPC301696
0.75 Intermediate Similarity NPC14227
0.75 Intermediate Similarity NPC201844
0.75 Intermediate Similarity NPC301585
0.7447 Intermediate Similarity NPC8219
0.7391 Intermediate Similarity NPC236579
0.7391 Intermediate Similarity NPC203531
0.7333 Intermediate Similarity NPC28598
0.7333 Intermediate Similarity NPC161097
0.7317 Intermediate Similarity NPC319034
0.7317 Intermediate Similarity NPC193062
0.7317 Intermediate Similarity NPC66124
0.7317 Intermediate Similarity NPC291158
0.7317 Intermediate Similarity NPC185538
0.7317 Intermediate Similarity NPC152759
0.7317 Intermediate Similarity NPC1748
0.7317 Intermediate Similarity NPC181516
0.7317 Intermediate Similarity NPC12231
0.7317 Intermediate Similarity NPC72324
0.7317 Intermediate Similarity NPC205141
0.7317 Intermediate Similarity NPC139131
0.7317 Intermediate Similarity NPC272998
0.7234 Intermediate Similarity NPC255837
0.7234 Intermediate Similarity NPC19305
0.7174 Intermediate Similarity NPC474361
0.7143 Intermediate Similarity NPC21844
0.7143 Intermediate Similarity NPC470363
0.7111 Intermediate Similarity NPC471282
0.7111 Intermediate Similarity NPC118968
0.7111 Intermediate Similarity NPC214610
0.7111 Intermediate Similarity NPC294085
0.7111 Intermediate Similarity NPC183424
0.7073 Intermediate Similarity NPC16578
0.7073 Intermediate Similarity NPC122962
0.7073 Intermediate Similarity NPC76608
0.7073 Intermediate Similarity NPC126915
0.7073 Intermediate Similarity NPC149101
0.7073 Intermediate Similarity NPC267243
0.7073 Intermediate Similarity NPC225318
0.7059 Intermediate Similarity NPC55678
0.7045 Intermediate Similarity NPC74352
0.7021 Intermediate Similarity NPC71317
0.7021 Intermediate Similarity NPC129972
0.7021 Intermediate Similarity NPC301528
0.7018 Intermediate Similarity NPC243532
0.7 Intermediate Similarity NPC324793
0.7 Intermediate Similarity NPC477878
0.6957 Remote Similarity NPC250028
0.6957 Remote Similarity NPC12156
0.6957 Remote Similarity NPC40597
0.6957 Remote Similarity NPC165533
0.6957 Remote Similarity NPC256163
0.6957 Remote Similarity NPC149299
0.6939 Remote Similarity NPC63182
0.6939 Remote Similarity NPC52700
0.6939 Remote Similarity NPC105329
0.6939 Remote Similarity NPC145045
0.6923 Remote Similarity NPC287811
0.6897 Remote Similarity NPC201939
0.6889 Remote Similarity NPC305660
0.6889 Remote Similarity NPC268826
0.6889 Remote Similarity NPC22903
0.6889 Remote Similarity NPC54980
0.6889 Remote Similarity NPC201622
0.6875 Remote Similarity NPC317128
0.6842 Remote Similarity NPC17935
0.6833 Remote Similarity NPC476330
0.6829 Remote Similarity NPC168982
0.6829 Remote Similarity NPC163556
0.6829 Remote Similarity NPC24506
0.6829 Remote Similarity NPC112242
0.6829 Remote Similarity NPC225783
0.6829 Remote Similarity NPC185041
0.6829 Remote Similarity NPC236797
0.6829 Remote Similarity NPC147096
0.6818 Remote Similarity NPC301919
0.6818 Remote Similarity NPC155263
0.6809 Remote Similarity NPC53541
0.6809 Remote Similarity NPC103286
0.6809 Remote Similarity NPC163746
0.68 Remote Similarity NPC326957
0.6744 Remote Similarity NPC49615
0.6739 Remote Similarity NPC80234
0.6739 Remote Similarity NPC223249
0.6739 Remote Similarity NPC31551
0.6739 Remote Similarity NPC219536
0.6735 Remote Similarity NPC55023
0.6735 Remote Similarity NPC273545
0.6667 Remote Similarity NPC314103
0.6667 Remote Similarity NPC289686
0.6613 Remote Similarity NPC472984
0.6607 Remote Similarity NPC477201
0.66 Remote Similarity NPC314679
0.6591 Remote Similarity NPC317203
0.6591 Remote Similarity NPC156630
0.6585 Remote Similarity NPC79887
0.6585 Remote Similarity NPC42403
0.6585 Remote Similarity NPC196434
0.6585 Remote Similarity NPC222997
0.6585 Remote Similarity NPC110884
0.6585 Remote Similarity NPC153439
0.6585 Remote Similarity NPC221192
0.6585 Remote Similarity NPC29561
0.6585 Remote Similarity NPC4962
0.6557 Remote Similarity NPC255863
0.6557 Remote Similarity NPC136164
0.6557 Remote Similarity NPC245947
0.6522 Remote Similarity NPC197039
0.6508 Remote Similarity NPC319007
0.6508 Remote Similarity NPC477452
0.65 Remote Similarity NPC474552
0.65 Remote Similarity NPC235788
0.6444 Remote Similarity NPC134782
0.64 Remote Similarity NPC215358
0.64 Remote Similarity NPC62014
0.6393 Remote Similarity NPC68343
0.6393 Remote Similarity NPC470320
0.6393 Remote Similarity NPC226592
0.6393 Remote Similarity NPC328089
0.6383 Remote Similarity NPC221022
0.6364 Remote Similarity NPC72722
0.6364 Remote Similarity NPC139569
0.6349 Remote Similarity NPC271921
0.6349 Remote Similarity NPC469925
0.6349 Remote Similarity NPC26500
0.6349 Remote Similarity NPC22101
0.6349 Remote Similarity NPC148192
0.6349 Remote Similarity NPC104537
0.6349 Remote Similarity NPC99619
0.6349 Remote Similarity NPC127091
0.6349 Remote Similarity NPC206601
0.6349 Remote Similarity NPC330426
0.6346 Remote Similarity NPC13105
0.6341 Remote Similarity NPC38859
0.6341 Remote Similarity NPC279895
0.6341 Remote Similarity NPC198118
0.6341 Remote Similarity NPC159845
0.6341 Remote Similarity NPC295442
0.6333 Remote Similarity NPC321838
0.6327 Remote Similarity NPC176500
0.6308 Remote Similarity NPC477455
0.6308 Remote Similarity NPC306973
0.6308 Remote Similarity NPC42526
0.6304 Remote Similarity NPC109026
0.6304 Remote Similarity NPC128996
0.6296 Remote Similarity NPC470411
0.6296 Remote Similarity NPC314084
0.6296 Remote Similarity NPC470412
0.6296 Remote Similarity NPC470410
0.629 Remote Similarity NPC474329
0.629 Remote Similarity NPC318420
0.629 Remote Similarity NPC326268
0.629 Remote Similarity NPC474304
0.6279 Remote Similarity NPC254713
0.6279 Remote Similarity NPC179831
0.6279 Remote Similarity NPC268596
0.6279 Remote Similarity NPC261991
0.6279 Remote Similarity NPC262505
0.6279 Remote Similarity NPC49151
0.6275 Remote Similarity NPC473914
0.6271 Remote Similarity NPC106851
0.6271 Remote Similarity NPC274927
0.6271 Remote Similarity NPC475821
0.625 Remote Similarity NPC289979
0.625 Remote Similarity NPC48218
0.625 Remote Similarity NPC141481
0.625 Remote Similarity NPC87564

  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 NPC469781 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
0.7955 Intermediate Similarity NPD2270 Approved
0.7843 Intermediate Similarity NPD3728 Approved
0.7843 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD3730 Approved
0.7826 Intermediate Similarity NPD2699 Approved
0.75 Intermediate Similarity NPD9448 Phase 2
0.75 Intermediate Similarity NPD633 Phase 3
0.7447 Intermediate Similarity NPD3199 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD2272 Approved
0.7317 Intermediate Similarity NPD5383 Approved
0.7273 Intermediate Similarity NPD3206 Approved
0.7143 Intermediate Similarity NPD3198 Approved
0.7111 Intermediate Similarity NPD9655 Approved
0.7 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7909 Approved
0.6667 Remote Similarity NPD3197 Phase 1
0.66 Remote Similarity NPD634 Phase 3
0.6481 Remote Similarity NPD3186 Phase 1
0.6308 Remote Similarity NPD4244 Approved
0.6308 Remote Similarity NPD4245 Approved
0.629 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD3195 Phase 2
0.625 Remote Similarity NPD615 Clinical (unspecified phase)
0.625 Remote Similarity NPD4266 Approved
0.625 Remote Similarity NPD3196 Approved
0.625 Remote Similarity NPD7536 Approved
0.625 Remote Similarity NPD3194 Approved
0.6212 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6212 Remote Similarity NPD4809 Clinical (unspecified phase)
0.619 Remote Similarity NPD3704 Approved
0.6154 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3698 Phase 2
0.6071 Remote Similarity NPD3172 Approved
0.6061 Remote Similarity NPD4789 Approved
0.6038 Remote Similarity NPD2266 Phase 2
0.6038 Remote Similarity NPD622 Approved
0.6 Remote Similarity NPD387 Clinical (unspecified phase)
0.5962 Remote Similarity NPD9430 Approved
0.5962 Remote Similarity NPD9431 Approved
0.5902 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5893 Remote Similarity NPD3215 Phase 1
0.5862 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5849 Remote Similarity NPD3211 Approved
0.5818 Remote Similarity NPD3214 Discontinued
0.5797 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5781 Remote Similarity NPD7341 Phase 2
0.5763 Remote Similarity NPD73 Approved
0.5741 Remote Similarity NPD9003 Clinical (unspecified phase)
0.5741 Remote Similarity NPD9004 Approved
0.5741 Remote Similarity NPD9005 Phase 3
0.5714 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5714 Remote Similarity NPD77 Approved
0.5714 Remote Similarity NPD29 Approved
0.5714 Remote Similarity NPD3703 Phase 2
0.5714 Remote Similarity NPD28 Approved
0.5714 Remote Similarity NPD9450 Approved
0.5692 Remote Similarity NPD7331 Phase 2
0.5652 Remote Similarity NPD8857 Approved
0.5636 Remote Similarity NPD8964 Approved
0.5634 Remote Similarity NPD6117 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