Structure

Physi-Chem Properties

Molecular Weight:  434.45
Volume:  530.953
LogP:  12.168
LogD:  5.276
LogS:  -7.582
# Rotatable Bonds:  26
TPSA:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.075
Synthetic Accessibility Score:  2.29
Fsp3:  0.9
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.205
MDCK Permeability:  6.318394298432395e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.195
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.004
Plasma Protein Binding (PPB):  99.86152648925781%
Volume Distribution (VD):  4.946
Pgp-substrate:  0.5906972289085388%

ADMET: Metabolism

CYP1A2-inhibitor:  0.047
CYP1A2-substrate:  0.142
CYP2C19-inhibitor:  0.137
CYP2C19-substrate:  0.049
CYP2C9-inhibitor:  0.039
CYP2C9-substrate:  0.983
CYP2D6-inhibitor:  0.182
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.206
CYP3A4-substrate:  0.018

ADMET: Excretion

Clearance (CL):  3.741
Half-life (T1/2):  0.02

ADMET: Toxicity

hERG Blockers:  0.145
Human Hepatotoxicity (H-HT):  0.01
Drug-inuced Liver Injury (DILI):  0.284
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.195
Skin Sensitization:  0.976
Carcinogencity:  0.025
Eye Corrosion:  0.98
Eye Irritation:  0.936
Respiratory Toxicity:  0.786

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

  Natural Product: NPC234829

Natural Product ID:  NPC234829
Common Name*:   2-Tridecylheptadec-2-Enal
IUPAC Name:   (E)-2-tridecylheptadec-2-enal
Synonyms:  
Standard InCHIKey:  WPASVKPMONFFCM-SJCQXOIGSA-N
Standard InCHI:  InChI=1S/C30H58O/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-30(29-31)27-25-23-21-19-17-14-12-10-8-6-4-2/h28-29H,3-27H2,1-2H3/b30-28+
SMILES:  CCCCCCCCCCCCCC/C=C(CCCCCCCCCCCCC)/C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL489549
PubChem CID:   11122959
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000298] Fatty aldehydes

*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
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[11754610]
NPO9267 Croton ciliatoglandulifer Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[16792405]
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[16872159]
NPO8821 Delphinium dictyocarpum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21342 Iva nevadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5706 Asclepias tuberosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8821 Delphinium dictyocarpum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21342 Iva nevadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5706 Asclepias tuberosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2491 Laurencia obtusa Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO666 Cymbidium aloifolium Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5706 Asclepias tuberosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5527 Ligularia atroviolacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10341 Pseudogymnoascus pannorum Species Pseudeurotiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO194 Tetragonolobus siliquosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2491 Laurencia obtusa Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8821 Delphinium dictyocarpum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9267 Croton ciliatoglandulifer Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1054 Peucedanum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18938 Ladeania juncea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15600 Trifolium pannonicum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1748 Gnaphalium pilulare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13493 Mauremys reevesii Species Geoemydidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2329 Scutellaria glabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1221 Juniperus serawschanica Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1503 Corallina mediterranea Species Corallinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21342 Iva nevadensis Species Asteraceae 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
NPT3503 Organism Nippostrongylus brasiliensis Nippostrongylus brasiliensis Activity < 100.0 uM PMID[573742]

☑ 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 NPC234829 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
0.875 High Similarity NPC163751
0.875 High Similarity NPC110234
0.875 High Similarity NPC44363
0.8542 High Similarity NPC239754
0.8491 Intermediate Similarity NPC188789
0.8039 Intermediate Similarity NPC145311
0.7963 Intermediate Similarity NPC209431
0.7963 Intermediate Similarity NPC100809
0.7917 Intermediate Similarity NPC67920
0.7917 Intermediate Similarity NPC287397
0.7917 Intermediate Similarity NPC298710
0.7872 Intermediate Similarity NPC101147
0.7872 Intermediate Similarity NPC12319
0.7872 Intermediate Similarity NPC18205
0.7843 Intermediate Similarity NPC324812
0.7708 Intermediate Similarity NPC33489
0.7647 Intermediate Similarity NPC276009
0.7647 Intermediate Similarity NPC22098
0.7647 Intermediate Similarity NPC195246
0.75 Intermediate Similarity NPC48930
0.7407 Intermediate Similarity NPC477458
0.74 Intermediate Similarity NPC106819
0.7321 Intermediate Similarity NPC250539
0.7308 Intermediate Similarity NPC100380
0.7292 Intermediate Similarity NPC33761
0.7255 Intermediate Similarity NPC25771
0.7234 Intermediate Similarity NPC254764
0.7222 Intermediate Similarity NPC474391
0.72 Intermediate Similarity NPC208936
0.7188 Intermediate Similarity NPC155198
0.7167 Intermediate Similarity NPC229252
0.7167 Intermediate Similarity NPC143857
0.7115 Intermediate Similarity NPC191337
0.7077 Intermediate Similarity NPC261398
0.7059 Intermediate Similarity NPC301972
0.7059 Intermediate Similarity NPC292463
0.7037 Intermediate Similarity NPC477789
0.7031 Intermediate Similarity NPC4370
0.7031 Intermediate Similarity NPC290350
0.6984 Remote Similarity NPC98897
0.6981 Remote Similarity NPC262558
0.6981 Remote Similarity NPC8610
0.6964 Remote Similarity NPC22182
0.6949 Remote Similarity NPC208749
0.6949 Remote Similarity NPC22019
0.6949 Remote Similarity NPC281986
0.6949 Remote Similarity NPC321568
0.6923 Remote Similarity NPC477686
0.6912 Remote Similarity NPC211641
0.6912 Remote Similarity NPC128346
0.6912 Remote Similarity NPC219232
0.6909 Remote Similarity NPC15325
0.6909 Remote Similarity NPC32351
0.6897 Remote Similarity NPC128061
0.6897 Remote Similarity NPC28779
0.6897 Remote Similarity NPC223677
0.6897 Remote Similarity NPC200845
0.6897 Remote Similarity NPC10316
0.6897 Remote Similarity NPC275472
0.6885 Remote Similarity NPC25853
0.6875 Remote Similarity NPC279300
0.6875 Remote Similarity NPC16119
0.6842 Remote Similarity NPC39633
0.6842 Remote Similarity NPC296311
0.6842 Remote Similarity NPC309606
0.6842 Remote Similarity NPC139545
0.6842 Remote Similarity NPC474141
0.6833 Remote Similarity NPC266295
0.6833 Remote Similarity NPC30215
0.6833 Remote Similarity NPC94991
0.6825 Remote Similarity NPC169275
0.6825 Remote Similarity NPC474400
0.6825 Remote Similarity NPC34622
0.6825 Remote Similarity NPC52449
0.6818 Remote Similarity NPC61702
0.6818 Remote Similarity NPC162867
0.68 Remote Similarity NPC323278
0.6786 Remote Similarity NPC262968
0.6786 Remote Similarity NPC30433
0.678 Remote Similarity NPC473733
0.6774 Remote Similarity NPC97322
0.6769 Remote Similarity NPC474619
0.6735 Remote Similarity NPC180840
0.6724 Remote Similarity NPC95581
0.6721 Remote Similarity NPC274927
0.6721 Remote Similarity NPC96551
0.6721 Remote Similarity NPC106851
0.6721 Remote Similarity NPC259261
0.6721 Remote Similarity NPC285594
0.6719 Remote Similarity NPC268039
0.6719 Remote Similarity NPC296436
0.6719 Remote Similarity NPC176215
0.6667 Remote Similarity NPC75204
0.6667 Remote Similarity NPC230823
0.6667 Remote Similarity NPC193695
0.6667 Remote Similarity NPC218477
0.6667 Remote Similarity NPC57463
0.6667 Remote Similarity NPC477707
0.6667 Remote Similarity NPC151728
0.6667 Remote Similarity NPC471751
0.6667 Remote Similarity NPC471752
0.6667 Remote Similarity NPC477830
0.6618 Remote Similarity NPC84038
0.6618 Remote Similarity NPC474562
0.6618 Remote Similarity NPC304983
0.661 Remote Similarity NPC228473
0.6607 Remote Similarity NPC288381
0.6607 Remote Similarity NPC20934
0.6607 Remote Similarity NPC163984
0.6607 Remote Similarity NPC58970
0.6607 Remote Similarity NPC225974
0.6607 Remote Similarity NPC224227
0.6607 Remote Similarity NPC176819
0.6604 Remote Similarity NPC145755
0.6604 Remote Similarity NPC267514
0.66 Remote Similarity NPC217923
0.6596 Remote Similarity NPC49615
0.6571 Remote Similarity NPC472256
0.6562 Remote Similarity NPC7029
0.6557 Remote Similarity NPC21946
0.6552 Remote Similarity NPC268564
0.6552 Remote Similarity NPC45283
0.6552 Remote Similarity NPC71761
0.6531 Remote Similarity NPC185839
0.6528 Remote Similarity NPC228911
0.6528 Remote Similarity NPC115515
0.6522 Remote Similarity NPC474705
0.6515 Remote Similarity NPC193770
0.6508 Remote Similarity NPC260573
0.6508 Remote Similarity NPC168407
0.6508 Remote Similarity NPC475795
0.65 Remote Similarity NPC20603
0.6491 Remote Similarity NPC64866
0.6491 Remote Similarity NPC27438
0.6479 Remote Similarity NPC19907
0.6479 Remote Similarity NPC469793
0.6479 Remote Similarity NPC469796
0.6471 Remote Similarity NPC94743
0.6471 Remote Similarity NPC291062
0.6462 Remote Similarity NPC133904
0.6462 Remote Similarity NPC183422
0.6462 Remote Similarity NPC251118
0.6458 Remote Similarity NPC72258
0.6452 Remote Similarity NPC143834
0.6452 Remote Similarity NPC276764
0.6452 Remote Similarity NPC472304
0.6452 Remote Similarity NPC82465
0.6441 Remote Similarity NPC290563
0.6441 Remote Similarity NPC88966
0.6441 Remote Similarity NPC154245
0.6441 Remote Similarity NPC6095
0.6441 Remote Similarity NPC85813
0.6441 Remote Similarity NPC63396
0.6441 Remote Similarity NPC87564
0.6441 Remote Similarity NPC261831
0.6441 Remote Similarity NPC189677
0.6441 Remote Similarity NPC202850
0.6441 Remote Similarity NPC25417
0.6441 Remote Similarity NPC281972
0.6441 Remote Similarity NPC32467
0.6441 Remote Similarity NPC424
0.6438 Remote Similarity NPC90965
0.6438 Remote Similarity NPC170793
0.6418 Remote Similarity NPC125578
0.6418 Remote Similarity NPC146376
0.6418 Remote Similarity NPC263382
0.6415 Remote Similarity NPC216921
0.6406 Remote Similarity NPC288253
0.6406 Remote Similarity NPC53109
0.6406 Remote Similarity NPC143168
0.6406 Remote Similarity NPC32285
0.6406 Remote Similarity NPC155849
0.6406 Remote Similarity NPC165695
0.6406 Remote Similarity NPC167256
0.64 Remote Similarity NPC155880
0.64 Remote Similarity NPC92863
0.6393 Remote Similarity NPC55004
0.6393 Remote Similarity NPC267626
0.6393 Remote Similarity NPC49575
0.6393 Remote Similarity NPC268185
0.6393 Remote Similarity NPC115385
0.6383 Remote Similarity NPC109034
0.6379 Remote Similarity NPC92114
0.6377 Remote Similarity NPC186531
0.6364 Remote Similarity NPC4079
0.6364 Remote Similarity NPC236355
0.6364 Remote Similarity NPC14917
0.6351 Remote Similarity NPC474509
0.6349 Remote Similarity NPC235242
0.6349 Remote Similarity NPC127582
0.6349 Remote Similarity NPC174447
0.6349 Remote Similarity NPC243532
0.6349 Remote Similarity NPC251042
0.6349 Remote Similarity NPC122521
0.6338 Remote Similarity NPC469414
0.6338 Remote Similarity NPC329826
0.6327 Remote Similarity NPC38497
0.6324 Remote Similarity NPC477449
0.6324 Remote Similarity NPC477448
0.6324 Remote Similarity NPC94488

  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 NPC234829 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
0.6939 Remote Similarity NPD5783 Phase 3
0.6897 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6786 Remote Similarity NPD28 Approved
0.6786 Remote Similarity NPD29 Approved
0.6441 Remote Similarity NPD3194 Approved
0.6441 Remote Similarity NPD3195 Phase 2
0.6441 Remote Similarity NPD3196 Approved
0.6441 Remote Similarity NPD4266 Approved
0.6406 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7331 Phase 2
0.6271 Remote Similarity NPD3172 Approved
0.625 Remote Similarity NPD5343 Approved
0.6207 Remote Similarity NPD6927 Phase 3
0.6182 Remote Similarity NPD3174 Discontinued
0.6061 Remote Similarity NPD3197 Phase 1
0.6 Remote Similarity NPD4691 Approved
0.6 Remote Similarity NPD6096 Approved
0.6 Remote Similarity NPD6097 Approved
0.5893 Remote Similarity NPD39 Approved
0.5882 Remote Similarity NPD3704 Approved
0.5873 Remote Similarity NPD8779 Phase 3
0.5862 Remote Similarity NPD3173 Approved
0.5857 Remote Similarity NPD4137 Phase 3
0.5781 Remote Similarity NPD287 Approved
0.5775 Remote Similarity NPD4747 Approved
0.5753 Remote Similarity NPD5733 Approved
0.5753 Remote Similarity NPD4058 Approved
0.5735 Remote Similarity NPD7341 Phase 2
0.5733 Remote Similarity NPD4756 Discovery
0.5694 Remote Similarity NPD5276 Approved
0.5676 Remote Similarity NPD8039 Approved
0.5614 Remote Similarity NPD4265 Approved
0.5614 Remote Similarity NPD4222 Approved
0.5606 Remote Similarity NPD4246 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data