Structure

Physi-Chem Properties

Molecular Weight:  252.28
Volume:  317.248
LogP:  8.871
LogD:  4.565
LogS:  -7.126
# Rotatable Bonds:  15
TPSA:  0.0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  0

MedChem Properties

QED Drug-Likeness Score:  0.216
Synthetic Accessibility Score:  1.796
Fsp3:  0.889
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:  -4.833
MDCK Permeability:  9.870821486401837e-06
Pgp-inhibitor:  0.001
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.183
30% Bioavailability (F30%):  0.884

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.135
Plasma Protein Binding (PPB):  100.29334259033203%
Volume Distribution (VD):  3.168
Pgp-substrate:  1.1032048463821411%

ADMET: Metabolism

CYP1A2-inhibitor:  0.243
CYP1A2-substrate:  0.184
CYP2C19-inhibitor:  0.369
CYP2C19-substrate:  0.065
CYP2C9-inhibitor:  0.106
CYP2C9-substrate:  0.946
CYP2D6-inhibitor:  0.343
CYP2D6-substrate:  0.203
CYP3A4-inhibitor:  0.408
CYP3A4-substrate:  0.053

ADMET: Excretion

Clearance (CL):  4.337
Half-life (T1/2):  0.056

ADMET: Toxicity

hERG Blockers:  0.164
Human Hepatotoxicity (H-HT):  0.008
Drug-inuced Liver Injury (DILI):  0.054
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.026
Maximum Recommended Daily Dose:  0.04
Skin Sensitization:  0.968
Carcinogencity:  0.051
Eye Corrosion:  0.995
Eye Irritation:  0.952
Respiratory Toxicity:  0.29

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General Info & Identifiers & Properties  
Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC76765

Natural Product ID:  NPC76765
Common Name*:   Octadec-1-Ene
IUPAC Name:   octadec-1-ene
Synonyms:  
Standard InCHIKey:  CCCMONHAUSKTEQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h3H,1,4-18H2,2H3
SMILES:  CCCCCCCCCCCCCCCCC=C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3187417
PubChem CID:   8217
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002837] Hydrocarbons
      • [CHEMONTID:0004475] Unsaturated hydrocarbons
        • [CHEMONTID:0004476] Unsaturated aliphatic hydrocarbons

*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
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S0040-4039(01)00209-X]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[10575373]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[15467205]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[16808005]
NPO19803 Oxytropis ochrocephala Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22494026]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23102654]
NPO14508 Aconitum heterophyllum Species Ranunculaceae Eukaryota n.a. root n.a. PMID[24156713]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31103896]
NPO4035 Daphne odora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[32997496]
NPO28928 Piper nigrum Species Piperaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19303 Auricularia auricula-judae Species Auriculariaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4035 Daphne odora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19303 Auricularia auricula-judae Species Auriculariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12444 Astragalus sinicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14508 Aconitum heterophyllum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7642 Cleome gynandra Species Cleomaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18816 Lindera glauca Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19303 Auricularia auricula-judae Species Auriculariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18393 Eugenia sandwicensis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7642 Cleome gynandra Species Cleomaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12444 Astragalus sinicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16416 Serratula strangulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14508 Aconitum heterophyllum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4035 Daphne odora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18816 Lindera glauca Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12444 Astragalus sinicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4035 Daphne odora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17135 Mikania goyazensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19803 Oxytropis ochrocephala Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18816 Lindera glauca Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16416 Serratula strangulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14508 Aconitum heterophyllum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19303 Auricularia auricula-judae Species Auriculariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18247 Globicephala melas Species Delphinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19406 Chrysanthemum leptophyllum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4035 Daphne odora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15287 Vernonia megapotamica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13505 Grateloupia livida Species Halymeniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7642 Cleome gynandra Species Cleomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19479 Trametes feei Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10882 Acer caudatifolium Species Aceraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12444 Astragalus sinicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14015 Salacia cordata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17558 Cynoglossum formosanum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10705 Marshallia graminifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7037 Rumohra adiantiformis Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12376 Baccharis macraei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18393 Eugenia sandwicensis Species Myrtaceae 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
NPT2 Others Unspecified Potency n.a. 234 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1161.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 233.8 nM PubChem BioAssay data set

☑ 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 NPC76765 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 NPC179103
0.9231 High Similarity NPC287191
0.9231 High Similarity NPC31891
0.9231 High Similarity NPC266144
0.9231 High Similarity NPC266539
0.8966 High Similarity NPC151719
0.8846 High Similarity NPC88325
0.8846 High Similarity NPC38513
0.8276 Intermediate Similarity NPC34671
0.8125 Intermediate Similarity NPC182392
0.7931 Intermediate Similarity NPC138325
0.7742 Intermediate Similarity NPC471327
0.7419 Intermediate Similarity NPC16561
0.7308 Intermediate Similarity NPC178306
0.7273 Intermediate Similarity NPC62779
0.7097 Intermediate Similarity NPC115959
0.7097 Intermediate Similarity NPC123965
0.6923 Remote Similarity NPC225855
0.6857 Remote Similarity NPC92224
0.6765 Remote Similarity NPC305759
0.6765 Remote Similarity NPC173592
0.6765 Remote Similarity NPC99088
0.6667 Remote Similarity NPC3649
0.6667 Remote Similarity NPC100879
0.6667 Remote Similarity NPC196831
0.6562 Remote Similarity NPC138113
0.6538 Remote Similarity NPC26229
0.6538 Remote Similarity NPC154477
0.6538 Remote Similarity NPC26974
0.6538 Remote Similarity NPC33192
0.6538 Remote Similarity NPC239406
0.6538 Remote Similarity NPC77249
0.6486 Remote Similarity NPC266298
0.6364 Remote Similarity NPC60288
0.6216 Remote Similarity NPC216416
0.619 Remote Similarity NPC76976
0.6176 Remote Similarity NPC66577
0.6176 Remote Similarity NPC206088
0.6154 Remote Similarity NPC89422
0.6053 Remote Similarity NPC229262
0.6053 Remote Similarity NPC297643
0.6053 Remote Similarity NPC139717
0.6047 Remote Similarity NPC323445
0.6047 Remote Similarity NPC110234
0.6047 Remote Similarity NPC163751
0.6047 Remote Similarity NPC44363
0.5952 Remote Similarity NPC108195
0.5952 Remote Similarity NPC267514
0.5952 Remote Similarity NPC145755
0.5946 Remote Similarity NPC213767
0.5946 Remote Similarity NPC282119
0.5938 Remote Similarity NPC10183
0.5909 Remote Similarity NPC124851
0.5897 Remote Similarity NPC217923
0.5862 Remote Similarity NPC234888
0.5862 Remote Similarity NPC96619
0.5854 Remote Similarity NPC287397
0.5854 Remote Similarity NPC190232
0.5854 Remote Similarity NPC67920
0.5854 Remote Similarity NPC149668
0.5854 Remote Similarity NPC298710
0.5854 Remote Similarity NPC177470
0.5854 Remote Similarity NPC105246
0.5814 Remote Similarity NPC239754
0.5814 Remote Similarity NPC269074
0.5814 Remote Similarity NPC49088
0.5789 Remote Similarity NPC190810
0.5789 Remote Similarity NPC34764
0.5789 Remote Similarity NPC76145
0.5778 Remote Similarity NPC98284
0.5778 Remote Similarity NPC17810
0.5769 Remote Similarity NPC227986
0.5769 Remote Similarity NPC273385
0.5769 Remote Similarity NPC64370
0.5769 Remote Similarity NPC136996
0.5769 Remote Similarity NPC302327
0.5769 Remote Similarity NPC82648
0.5769 Remote Similarity NPC278711
0.5758 Remote Similarity NPC288991
0.5758 Remote Similarity NPC262789
0.5758 Remote Similarity NPC64176
0.575 Remote Similarity NPC183670
0.575 Remote Similarity NPC48930
0.5714 Remote Similarity NPC252978
0.5682 Remote Similarity NPC55063
0.5682 Remote Similarity NPC19834
0.5667 Remote Similarity NPC47161
0.5652 Remote Similarity NPC474642
0.5652 Remote Similarity NPC249670
0.5652 Remote Similarity NPC473913
0.5652 Remote Similarity NPC59051
0.5641 Remote Similarity NPC92863
0.5641 Remote Similarity NPC155880
0.5641 Remote Similarity NPC239039
0.561 Remote Similarity NPC120926
0.561 Remote Similarity NPC33489
0.561 Remote Similarity NPC144023
0.561 Remote Similarity NPC218918

  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 NPC76765 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
0.5854 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5789 Remote Similarity NPD319 Phase 1
0.5778 Remote Similarity NPD8262 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