Structure

Physi-Chem Properties

Molecular Weight:  935.86
Volume:  703.098
LogP:  6.386
LogD:  3.168
LogS:  -4.02
# Rotatable Bonds:  0
TPSA:  182.3
# H-Bond Aceptor:  12
# H-Bond Donor:  6
# Rings:  7
# Heavy Atoms:  16

MedChem Properties

QED Drug-Likeness Score:  0.077
Synthetic Accessibility Score:  5.895
Fsp3:  0.176
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.985
MDCK Permeability:  1.3544634384743404e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.933
20% Bioavailability (F20%):  0.046
30% Bioavailability (F30%):  0.023

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  103.29415130615234%
Volume Distribution (VD):  0.342
Pgp-substrate:  0.4402577877044678%

ADMET: Metabolism

CYP1A2-inhibitor:  0.429
CYP1A2-substrate:  0.029
CYP2C19-inhibitor:  0.956
CYP2C19-substrate:  0.047
CYP2C9-inhibitor:  0.98
CYP2C9-substrate:  0.903
CYP2D6-inhibitor:  0.836
CYP2D6-substrate:  0.344
CYP3A4-inhibitor:  0.686
CYP3A4-substrate:  0.387

ADMET: Excretion

Clearance (CL):  -0.035
Half-life (T1/2):  0.175

ADMET: Toxicity

hERG Blockers:  0.081
Human Hepatotoxicity (H-HT):  0.272
Drug-inuced Liver Injury (DILI):  0.665
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.889
Maximum Recommended Daily Dose:  0.959
Skin Sensitization:  0.855
Carcinogencity:  0.158
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.026

Download Data

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

  Natural Product: NPC207815

Natural Product ID:  NPC207815
Common Name*:   [(Z)-Tetradec-11-Enyl] Acetate
IUPAC Name:   [(Z)-tetradec-11-enyl] acetate
Synonyms:  
Standard InCHIKey:  YJINQJFQLQIYHX-PLNGDYQASA-N
Standard InCHI:  InChI=1S/C16H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h4-5H,3,6-15H2,1-2H3/b5-4-
SMILES:  CC/C=CCCCCCCCCCCOC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3181839
PubChem CID:   5367692
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001722] Fatty alcohol esters

*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
NPO18892 Salvinia molesta Species Salviniaceae Eukaryota n.a. n.a. n.a. PMID[24210499]
NPO18892 Salvinia molesta Species Salviniaceae Eukaryota whole plants east Texas, USA 2009-2011 PMID[24210499]
NPO22848 Kaempferia galanga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22848 Kaempferia galanga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22848 Kaempferia galanga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22848 Kaempferia galanga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11686 Eucalyptus micrantha Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19808 Phebalium elatius Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18211 Munronia unifoliolata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16023 Rhaponticum serratuloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18733 Acanthopanax obovatus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO18892 Salvinia molesta Species Salviniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18482 Helianthus schweinitzii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22848 Kaempferia galanga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12453 Solanum seaforthianum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18966 Rhynchosia cyanosperma Species Fabaceae 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. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified "" Potency n.a. 54954.4 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 NPC207815 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
0.8824 High Similarity NPC200845
0.8824 High Similarity NPC10316
0.8824 High Similarity NPC128061
0.8824 High Similarity NPC223677
0.8824 High Similarity NPC28779
0.88 High Similarity NPC71761
0.8431 Intermediate Similarity NPC39633
0.8431 Intermediate Similarity NPC309606
0.8431 Intermediate Similarity NPC139545
0.8333 Intermediate Similarity NPC469373
0.82 Intermediate Similarity NPC224227
0.8182 Intermediate Similarity NPC474267
0.8113 Intermediate Similarity NPC52264
0.8113 Intermediate Similarity NPC228473
0.8039 Intermediate Similarity NPC262968
0.8036 Intermediate Similarity NPC299730
0.8036 Intermediate Similarity NPC229252
0.8036 Intermediate Similarity NPC143857
0.8 Intermediate Similarity NPC98284
0.8 Intermediate Similarity NPC163345
0.7925 Intermediate Similarity NPC137538
0.7895 Intermediate Similarity NPC320305
0.7895 Intermediate Similarity NPC328776
0.7895 Intermediate Similarity NPC66460
0.7895 Intermediate Similarity NPC271282
0.7895 Intermediate Similarity NPC325929
0.7843 Intermediate Similarity NPC289388
0.78 Intermediate Similarity NPC216130
0.7759 Intermediate Similarity NPC29697
0.7759 Intermediate Similarity NPC54925
0.7736 Intermediate Similarity NPC294548
0.7736 Intermediate Similarity NPC1813
0.7736 Intermediate Similarity NPC139029
0.7736 Intermediate Similarity NPC36061
0.7692 Intermediate Similarity NPC244452
0.7627 Intermediate Similarity NPC469723
0.7627 Intermediate Similarity NPC328089
0.7627 Intermediate Similarity NPC68343
0.7593 Intermediate Similarity NPC6095
0.7593 Intermediate Similarity NPC290563
0.7593 Intermediate Similarity NPC154245
0.7593 Intermediate Similarity NPC87564
0.7593 Intermediate Similarity NPC32467
0.7593 Intermediate Similarity NPC269615
0.7593 Intermediate Similarity NPC88966
0.7593 Intermediate Similarity NPC261831
0.7593 Intermediate Similarity NPC424
0.7593 Intermediate Similarity NPC85813
0.7593 Intermediate Similarity NPC281972
0.7593 Intermediate Similarity NPC25417
0.7586 Intermediate Similarity NPC201939
0.7547 Intermediate Similarity NPC92114
0.7547 Intermediate Similarity NPC170167
0.7547 Intermediate Similarity NPC161366
0.7547 Intermediate Similarity NPC281245
0.7547 Intermediate Similarity NPC106531
0.7544 Intermediate Similarity NPC22897
0.7544 Intermediate Similarity NPC159650
0.75 Intermediate Similarity NPC59051
0.75 Intermediate Similarity NPC142103
0.7455 Intermediate Similarity NPC474672
0.7447 Intermediate Similarity NPC123357
0.7414 Intermediate Similarity NPC243532
0.7407 Intermediate Similarity NPC321062
0.7407 Intermediate Similarity NPC70387
0.74 Intermediate Similarity NPC76976
0.7391 Intermediate Similarity NPC226511
0.7347 Intermediate Similarity NPC252978
0.7321 Intermediate Similarity NPC477201
0.7321 Intermediate Similarity NPC18951
0.7321 Intermediate Similarity NPC187777
0.7321 Intermediate Similarity NPC327388
0.7321 Intermediate Similarity NPC179764
0.7308 Intermediate Similarity NPC5413
0.7308 Intermediate Similarity NPC149821
0.7288 Intermediate Similarity NPC321838
0.7258 Intermediate Similarity NPC127091
0.7258 Intermediate Similarity NPC330426
0.7258 Intermediate Similarity NPC148192
0.7258 Intermediate Similarity NPC473829
0.7258 Intermediate Similarity NPC475443
0.7258 Intermediate Similarity NPC22101
0.7258 Intermediate Similarity NPC104537
0.7258 Intermediate Similarity NPC271921
0.7255 Intermediate Similarity NPC197467
0.7222 Intermediate Similarity NPC310746
0.7193 Intermediate Similarity NPC211752
0.7193 Intermediate Similarity NPC471277
0.7193 Intermediate Similarity NPC323597
0.7193 Intermediate Similarity NPC471279
0.7193 Intermediate Similarity NPC225929
0.7193 Intermediate Similarity NPC44542
0.7193 Intermediate Similarity NPC323498
0.7174 Intermediate Similarity NPC128996
0.717 Intermediate Similarity NPC301482
0.7143 Intermediate Similarity NPC54766
0.7143 Intermediate Similarity NPC187922
0.7143 Intermediate Similarity NPC473559
0.7143 Intermediate Similarity NPC473863
0.7143 Intermediate Similarity NPC475760
0.7143 Intermediate Similarity NPC218477
0.7143 Intermediate Similarity NPC274290
0.7143 Intermediate Similarity NPC48218
0.7143 Intermediate Similarity NPC57923
0.7143 Intermediate Similarity NPC324981
0.7143 Intermediate Similarity NPC141481
0.7119 Intermediate Similarity NPC45097
0.7115 Intermediate Similarity NPC207292
0.7115 Intermediate Similarity NPC91495
0.7111 Intermediate Similarity NPC86545
0.7111 Intermediate Similarity NPC223374
0.7111 Intermediate Similarity NPC196442
0.7111 Intermediate Similarity NPC301398
0.7097 Intermediate Similarity NPC284447
0.7059 Intermediate Similarity NPC47946
0.7059 Intermediate Similarity NPC26600
0.7059 Intermediate Similarity NPC117572
0.7049 Intermediate Similarity NPC470320
0.7049 Intermediate Similarity NPC34883
0.7031 Intermediate Similarity NPC473772
0.7031 Intermediate Similarity NPC317583
0.7031 Intermediate Similarity NPC470436
0.7018 Intermediate Similarity NPC96663
0.7 Intermediate Similarity NPC113293
0.7 Intermediate Similarity NPC475984
0.6984 Remote Similarity NPC472266
0.6981 Remote Similarity NPC234597
0.6981 Remote Similarity NPC473551
0.6981 Remote Similarity NPC223675
0.6981 Remote Similarity NPC250919
0.6981 Remote Similarity NPC135698
0.6949 Remote Similarity NPC478095
0.6949 Remote Similarity NPC274927
0.6949 Remote Similarity NPC222852
0.6949 Remote Similarity NPC106851
0.6935 Remote Similarity NPC245947
0.6935 Remote Similarity NPC318420
0.6935 Remote Similarity NPC326268
0.6935 Remote Similarity NPC136164
0.6935 Remote Similarity NPC476657
0.6935 Remote Similarity NPC476654
0.6935 Remote Similarity NPC476655
0.6935 Remote Similarity NPC255863
0.6923 Remote Similarity NPC42526
0.6923 Remote Similarity NPC476660
0.6909 Remote Similarity NPC216407
0.6897 Remote Similarity NPC265551
0.6897 Remote Similarity NPC212730
0.6889 Remote Similarity NPC286498
0.6885 Remote Similarity NPC217940
0.6885 Remote Similarity NPC470965
0.6842 Remote Similarity NPC474913
0.6842 Remote Similarity NPC477984
0.6833 Remote Similarity NPC327112
0.6833 Remote Similarity NPC122521
0.6833 Remote Similarity NPC26223
0.6833 Remote Similarity NPC321919
0.6833 Remote Similarity NPC174447
0.6833 Remote Similarity NPC251042
0.6833 Remote Similarity NPC81896
0.6833 Remote Similarity NPC328311
0.6833 Remote Similarity NPC235242
0.6833 Remote Similarity NPC471278
0.6825 Remote Similarity NPC476659
0.6825 Remote Similarity NPC476656
0.6818 Remote Similarity NPC475762
0.68 Remote Similarity NPC298710
0.68 Remote Similarity NPC67920
0.68 Remote Similarity NPC287397
0.6792 Remote Similarity NPC68577
0.6792 Remote Similarity NPC180534
0.678 Remote Similarity NPC478096
0.6774 Remote Similarity NPC476658
0.6774 Remote Similarity NPC477457
0.6774 Remote Similarity NPC226592
0.6774 Remote Similarity NPC477456
0.6769 Remote Similarity NPC269841
0.6769 Remote Similarity NPC101622
0.6769 Remote Similarity NPC22301
0.6769 Remote Similarity NPC475004
0.6769 Remote Similarity NPC199557
0.6769 Remote Similarity NPC329656
0.6731 Remote Similarity NPC172042
0.6731 Remote Similarity NPC239754
0.6727 Remote Similarity NPC28205
0.6727 Remote Similarity NPC48162
0.6727 Remote Similarity NPC284212
0.6727 Remote Similarity NPC129263
0.6724 Remote Similarity NPC141699
0.6721 Remote Similarity NPC26810
0.6721 Remote Similarity NPC40082
0.6719 Remote Similarity NPC473357
0.6719 Remote Similarity NPC193029
0.6719 Remote Similarity NPC26500
0.6719 Remote Similarity NPC99619
0.6716 Remote Similarity NPC185186
0.6716 Remote Similarity NPC470435
0.6716 Remote Similarity NPC329890
0.6716 Remote Similarity NPC329914
0.6716 Remote Similarity NPC327383

  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 NPC207815 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
0.8163 Intermediate Similarity NPD5343 Approved
0.8039 Intermediate Similarity NPD28 Approved
0.8039 Intermediate Similarity NPD29 Approved
0.7917 Intermediate Similarity NPD6097 Approved
0.7917 Intermediate Similarity NPD6096 Approved
0.7755 Intermediate Similarity NPD3174 Discontinued
0.7736 Intermediate Similarity NPD3172 Approved
0.7593 Intermediate Similarity NPD3196 Approved
0.7593 Intermediate Similarity NPD3194 Approved
0.7593 Intermediate Similarity NPD3195 Phase 2
0.7593 Intermediate Similarity NPD4266 Approved
0.7308 Intermediate Similarity NPD3173 Approved
0.7059 Intermediate Similarity NPD39 Approved
0.7059 Intermediate Similarity NPD4222 Approved
0.7049 Intermediate Similarity NPD3197 Phase 1
0.7037 Intermediate Similarity NPD6927 Phase 3
0.6935 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6833 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6792 Remote Similarity NPD622 Approved
0.678 Remote Similarity NPD6109 Phase 1
0.6667 Remote Similarity NPD5326 Phase 3
0.6522 Remote Similarity NPD8039 Approved
0.6508 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6226 Remote Similarity NPD2699 Approved
0.6081 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6071 Remote Similarity NPD4220 Pre-registration
0.6061 Remote Similarity NPD6108 Clinical (unspecified phase)
0.597 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5938 Remote Similarity NPD6949 Clinical (unspecified phase)
0.5921 Remote Similarity NPD6435 Approved
0.5844 Remote Similarity NPD7154 Phase 3
0.5818 Remote Similarity NPD4265 Approved
0.5811 Remote Similarity NPD3732 Approved
0.5811 Remote Similarity NPD4268 Approved
0.5811 Remote Similarity NPD4271 Approved
0.5789 Remote Similarity NPD5369 Approved
0.5714 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5209 Approved
0.5692 Remote Similarity NPD4194 Approved
0.5692 Remote Similarity NPD4193 Approved
0.5692 Remote Similarity NPD3205 Discontinued
0.5692 Remote Similarity NPD4191 Approved
0.5692 Remote Similarity NPD4192 Approved
0.5686 Remote Similarity NPD3206 Approved
0.5676 Remote Similarity NPD4756 Discovery
0.5658 Remote Similarity NPD4822 Approved
0.5658 Remote Similarity NPD4819 Approved
0.5658 Remote Similarity NPD4820 Approved
0.5658 Remote Similarity NPD4821 Approved
0.5658 Remote Similarity NPD5368 Approved
0.5641 Remote Similarity NPD5362 Discontinued
0.5625 Remote Similarity NPD4249 Approved
0.5614 Remote Similarity NPD6125 Clinical (unspecified phase)
0.56 Remote Similarity NPD5784 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