(2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 3209
• Molecular Formular: C24H23N5O6
• Molecular Mass: 477.46932
• Monoisotopic Mass: 477.16483348
• SMILES: [nH]1c(N)nc(=O)c2cc(ccc12)CN(c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)CC#C
• Canonical SMILES: C#CCN(c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1ccc2c(c1)c(=O)nc([nH]2)N
• InChI: InChI=1S/C24H23N5O6/c1-2-11-29(13-14-3-8-18-17(12-14)22(33)28-24(25)27-18)16-6-4-15(5-7-16)21(32)26-19(23(34)35)9-10-20(30)31/h1,3-8,12,19H,9-11,13H2,(H,26,32)(H,30,31)(H,34,35)(H3,25,27,28,33)/t19-/m0/s1
• InChIKey: LTKHPMDRMUCUEB-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)formamido]pentanedioic acid
• Synonyms: 10-Propargyl-5,8-Dideazafolic Acid

Database IDs

• PubChem SID: 160966652; 46508002
• PubChem CID: 443388

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.05088
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -1.8066709
• LogD (pH = 7.4): -4.723672
• Log P: 1.0194111
• Molar Refractivity: 127.7207 cm^3
• Polarizability: 46.51563 Å^3
• Polar Surface Area: 174.42 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.22
• LOG S: -4.37
• Solubility (Water): 2.04e-02 g/l

DETAILS

DrugBank - DB03541

Drug information: experimental