3-[(diaminomethyl)amino]-4-acetamidobenzoic acid

• ChemBase ID: 3030
• Molecular Formular: C10H14N4O3
• Molecular Mass: 238.24316
• Monoisotopic Mass: 238.10659033
• SMILES: CC(=O)Nc1ccc(cc1NC(N)N)C(=O)O
• Canonical SMILES: NC(Nc1cc(ccc1NC(=O)C)C(=O)O)N
• InChI: InChI=1S/C10H14N4O3/c1-5(15)13-7-3-2-6(9(16)17)4-8(7)14-10(11)12/h2-4,10,14H,11-12H2,1H3,(H,13,15)(H,16,17)
• InChIKey: HIXHCUDMJUERSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(diaminomethyl)amino]-4-acetamidobenzoic acid
• IUPAC Traditional name: 3-[(diaminomethyl)amino]-4-acetamidobenzoic acid
• Synonyms: 4-(Acetylamino)-3-Guanidinobenzoic Acid

Database IDs

• PubChem SID: 46505537; 160966477
• PubChem CID: 3364666

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.781717
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.7767911
• LogD (pH = 7.4): -3.0414138
• Log P: -1.8171896
• Molar Refractivity: 64.5095 cm^3
• Polarizability: 23.621475 Å^3
• Polar Surface Area: 130.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.26
• LOG S: -2.27
• Solubility (Water): 1.28e+00 g/l

DETAILS

DrugBank - DB03342

Drug information: experimental