Penduliflorine B - Compound Card

Penduliflorine B

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Penduliflorine B

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles c1ccc2c(c1)c1c([nH]2)[C@H]2[N@+]([C@@H](C1)C(=O)[O-])(C/C(=C/C)/[C@H](C2)CC=O)C
InChI InChI=1S/C21H24N2O3/c1-3-13-12-23(2)18(10-14(13)8-9-24)20-16(11-19(23)21(25)26)15-6-4-5-7-17(15)22-20/h3-7,9,14,18-19,22H,8,10-12H2,1-2H3/b13-3-/t14-,18-,19-,23+/m0/s1
InChIKey CQWMHWQWVXOJSF-QCVWNHBZSA-N
Formula C21H24N2O3
HBA 3
HBD 1
MW 352.43
Rotatable Bonds 3
TPSA 72.99
LogP 1.89
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.43
Exact Mass 352.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tabernaemontana penduliflora Apocynaceae Plantae 761088

Showing of synonyms

  • Bitombo AN, Zintchem AAA, et al. (2021). Antiplasmodial activities of indole alkaloids from Tabernaemontana penduliflora K. Schum (Apocynaceae). Fitoterapia,2021, 153, 104941. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC(=C)C[NH+](CC2)C1c(c2c34)[nH]c3cccc4

Level: 0

Mol. Weight: 352.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.26
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.8
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.34
Plasma Protein Binding
59.9
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.28
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.15
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.82
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4.93
Rat (Acute)
3.12
Rat (Chronic Oral)
1.25
Fathead Minnow
4.18
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
456.13
Hydration Free Energy
-7.02
Log(D) at pH=7.4
0.13
Log(P)
-0.29
Log S
-1.59
Log(Vapor Pressure)
-11.05
Melting Point
233.03
pKa Acid
4.64
pKa Basic
6.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8873
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 3 0.8724
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.8400
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8171
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7821
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7671
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7582
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7489
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7466
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7348
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7272
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7252
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 3 0.7235
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7234
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7229
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7222
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7211
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7209
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7201
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7166
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7165
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7157
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7153
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7141
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7134
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7106
Aspartate carbamoyltransferase catalytic subunit P0A786 PYRB_ECOLI Escherichia coli 2 0.7086
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7075
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7037
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7033
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7029
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7015
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7012
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 2 0.7003

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