Structure

Physi-Chem Properties

Molecular Weight:  246.17
Volume:  259.281
LogP:  1.81
LogD:  1.981
LogS:  -1.593
# Rotatable Bonds:  0
TPSA:  23.55
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.649
Synthetic Accessibility Score:  4.841
Fsp3:  0.8
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:  -4.762
MDCK Permeability:  1.18153429866652e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.997
Human Intestinal Absorption (HIA):  0.035
20% Bioavailability (F20%):  0.99
30% Bioavailability (F30%):  0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.792
Plasma Protein Binding (PPB):  18.621631622314453%
Volume Distribution (VD):  2.177
Pgp-substrate:  78.15667724609375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.02
CYP1A2-substrate:  0.078
CYP2C19-inhibitor:  0.046
CYP2C19-substrate:  0.834
CYP2C9-inhibitor:  0.013
CYP2C9-substrate:  0.081
CYP2D6-inhibitor:  0.661
CYP2D6-substrate:  0.752
CYP3A4-inhibitor:  0.029
CYP3A4-substrate:  0.38

ADMET: Excretion

Clearance (CL):  14.937
Half-life (T1/2):  0.601

ADMET: Toxicity

hERG Blockers:  0.033
Human Hepatotoxicity (H-HT):  0.804
Drug-inuced Liver Injury (DILI):  0.599
AMES Toxicity:  0.308
Rat Oral Acute Toxicity:  0.284
Maximum Recommended Daily Dose:  0.718
Skin Sensitization:  0.961
Carcinogencity:  0.912
Eye Corrosion:  0.66
Eye Irritation:  0.898
Respiratory Toxicity:  0.955

Download Data

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

  Natural Product: NPC255430

Natural Product ID:  NPC255430
Common Name*:   Multiflorine
IUPAC Name:   n.a.
Synonyms:   Multiflorine
Standard InCHIKey:  HQSKZPOVBDNEGN-NZBPQXDJSA-N
Standard InCHI:  InChI=1S/C15H22N2O/c18-13-4-6-17-9-11-7-12(15(17)8-13)10-16-5-2-1-3-14(11)16/h4,6,11-12,14-15H,1-3,5,7-10H2/p+1/t11-,12-,14-,15+/m0/s1
SMILES:  C1CC[NH+]2C[C@@H]3C[C@@H](CN4C=CC(=O)C[C@H]34)[C@@H]2C1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL517095
PubChem CID:   6918763
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000221] Quinolizidines

*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
NPO24195 Stylissa carteri Species Axinellidae Eukaryota n.a. n.a. n.a. PMID[15043426]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21574561]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23747095]
NPO3866 Pistia stratiotes Species Araceae Eukaryota n.a. n.a. n.a. PMID[24258601]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29192771]
NPO24195 Stylissa carteri Species Axinellidae Eukaryota n.a. indopacific n.a. PMID[9917317]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21685 Magnolia coco Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21685 Magnolia coco Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21685 Magnolia coco Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3866 Pistia stratiotes Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27070 Strophanthus courmontii Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27101 Oscillatoria amoena Species Oscillatoriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21685 Magnolia coco Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21102 Thalictrum wangii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24195 Stylissa carteri Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12511 Leplaea thompsonii Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16618 Neotermes connexus Species Termitoidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21982 Erechtites hieraciifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2502 Lupinus mexicanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27541 Lupinus lanatus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16529 Plagiodera versicolora Species Chrysomelidae 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 IC50 > 500000.0 nM PMID[500735]
NPT2 Others Unspecified IC50 = 47000.0 nM PMID[500735]

☑ 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 NPC255430 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
0.7326 Intermediate Similarity NPC120699
0.7326 Intermediate Similarity NPC268580
0.7326 Intermediate Similarity NPC127430
0.7303 Intermediate Similarity NPC61321
0.7303 Intermediate Similarity NPC143344
0.7303 Intermediate Similarity NPC135639
0.7303 Intermediate Similarity NPC78058
0.7303 Intermediate Similarity NPC234822
0.7294 Intermediate Similarity NPC308050
0.6923 Remote Similarity NPC207048
0.6867 Remote Similarity NPC180401
0.6867 Remote Similarity NPC271803
0.6867 Remote Similarity NPC206241
0.6867 Remote Similarity NPC290231
0.6867 Remote Similarity NPC68043
0.6867 Remote Similarity NPC48448
0.6867 Remote Similarity NPC266383
0.6667 Remote Similarity NPC76283
0.6598 Remote Similarity NPC145707
0.6477 Remote Similarity NPC80447
0.633 Remote Similarity NPC143173
0.6292 Remote Similarity NPC63284
0.6275 Remote Similarity NPC91036
0.6222 Remote Similarity NPC320667
0.6222 Remote Similarity NPC214125
0.6207 Remote Similarity NPC328895
0.6105 Remote Similarity NPC124359
0.6095 Remote Similarity NPC100810
0.6095 Remote Similarity NPC144714
0.5978 Remote Similarity NPC86452
0.5978 Remote Similarity NPC244256
0.5974 Remote Similarity NPC248956
0.5897 Remote Similarity NPC243635
0.5897 Remote Similarity NPC228980
0.5897 Remote Similarity NPC151004
0.5872 Remote Similarity NPC472856
0.5859 Remote Similarity NPC168017
0.5851 Remote Similarity NPC267203
0.5851 Remote Similarity NPC132858
0.5851 Remote Similarity NPC77890
0.5833 Remote Similarity NPC477461
0.5833 Remote Similarity NPC477459
0.5816 Remote Similarity NPC182106
0.5816 Remote Similarity NPC311769
0.5794 Remote Similarity NPC474001
0.5743 Remote Similarity NPC178632
0.5663 Remote Similarity NPC231129
0.566 Remote Similarity NPC184033
0.5644 Remote Similarity NPC259252
0.5636 Remote Similarity NPC133420

  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 NPC255430 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
0.6087 Remote Similarity NPD1402 Approved
0.5897 Remote Similarity NPD1822 Approved
0.5897 Remote Similarity NPD1821 Approved
0.5897 Remote Similarity NPD1823 Approved
0.5851 Remote Similarity NPD529 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