14-hydroxy-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4,6,8,11,14,17,19,21-decaene-12-carboxylic acid

• ChemBase ID: 4892
• Molecular Formular: C21H13N3O3
• Molecular Mass: 355.34622
• Monoisotopic Mass: 355.09569129
• SMILES: OC(=O)c1[nH]c(O)c2c1c1c([nH]c3c1cccc3)c1c2c2c([nH]1)cccc2
• Canonical SMILES: OC(=O)c1[nH]c(c2c1c1c3ccccc3[nH]c1c1c2c2ccccc2[nH]1)O
• InChI: InChI=1S/C21H13N3O3/c25-20-16-14-10-6-2-4-8-12(10)23-18(14)17-13(15(16)19(24-20)21(26)27)9-5-1-3-7-11(9)22-17/h1-8,22-25H,(H,26,27)
• InChIKey: LTOZELYBRTWMHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-hydroxy-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4,6,8,11,14,17,19,21-decaene-12-carboxylic acid
• IUPAC Traditional name: 14-hydroxy-3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4,6,8,11,14,17,19,21-decaene-12-carboxylic acid
• Synonyms: 7-carboxy-5-hydroxy-12,13-dihydro-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole

Database IDs

• PubChem SID: 99443712; 160968324
• PubChem CID: 46937063

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5873826
• H Acceptors: 3
• H Donor: 5
• LogD (pH = 5.5): 1.7335981
• LogD (pH = 7.4): 0.2746597
• Log P: 3.6411963
• Molar Refractivity: 100.4633 cm^3
• Polarizability: 44.121197 Å^3
• Polar Surface Area: 104.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.83
• LOG S: -4.57
• Solubility (Water): 9.59e-03 g/l

DETAILS

DrugBank - DB07241

Drug information: experimental