Allantoin - Compound Card

Allantoin

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Allantoin

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Hydantoin
    • Subclass: Aminohydantoin
Canonical Smiles NC(=O)NC1NC(=O)NC1=O
InChI InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)
InChIKey POJWUDADGALRAB-UHFFFAOYSA-N
Formula C4H6N4O3
HBA 3
HBD 4
MW 158.12
Rotatable Bonds 1
TPSA 113.32
LogP -2.18
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 158.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dracaena viridiflora Agavaceae Plantae 1280234
2 Cordia batesii Boraginaceae Plantae 1549838
3 Cordia millenii Boraginaceae Plantae 1549839
4 Pancovia pedicellaris Sapindaceae Plantae 1195016
5 Justicia secunda Acanthaceae Plantae 4190

Showing of synonyms

  • Soh R, Bankeu J, et al. (2009). Antibacterial Ellagic Acid Derivatives and Other Constituents from Pancovia pedicellaris. Zeitschrift für Naturforschung B. 2009, 64(9), 1070-1076. [View]
  • Dongmo Zeukang R, Siwe-Noundou X, et al. (2019). Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker. Molecules. 2019, 24(17), 3202. [View] [PubMed]
  • Teponno RB, Dzoyem JP, et al. (2017). Cytotoxicity of secondary metabolites from Dracaena viridiflora Engl & Krause and their semisynthetic analogues.. Records of Natural Products,2017, 11(5), 421-430. [View]
  • BMC chemistry, 2021, et al. (2021). Experimental and computational studies of an antiplasmodial derivative of allantoin. BMC Chem, 2021,15(1),15. [View] [PubMed]
  • Kamlo Kamso VF, Dongmo Melogmo YK, et al. (2023). New lignan glycosides from Justicia secunda Vahl (Acanthaceae) with antimicrobial and antiparasitic properties.. Heliyon,2023, 9(12), e22897. [View] [PubMed]
Pubchem: 204
Kegg Ligand: C01551
Chebi: 15676
Nmrshiftdb2: 10016341
Metabolights: MTBLC15676
Drugbank: DB11100
CPRiL: 1704
Structure

SMILES: O=C1CNC(=O)N1

Level: 0

Mol. Weight: 158.12 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.440
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.240
Plasma Protein Binding
11.35
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
3.600
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.720
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.690
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.960
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
-0.480
Rat (Acute)
1.500
Rat (Chronic Oral)
2.500
Fathead Minnow
1.750
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
340.700
Hydration Free Energy
-11.690
Log(D) at pH=7.4
-1.340
Log(P)
-1.43
Log S
-2.01
Log(Vapor Pressure)
-9.89
Melting Point
260.0
pKa Acid
7.8
pKa Basic
2.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9384
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9384
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8822
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8822
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8666
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8666
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8560
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8560
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8420
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8420
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7612
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7612
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7322
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7322
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7311
4-alpha-glucanotransferase O87172 MALQ_THETH Thermus thermophilus 3 0.7311

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