(2R)-2-amino-3-[(2-{[4-(phenylamino)quinazolin-6-yl]carbamoyl}ethyl)sulfanyl]propanoic acid

• ChemBase ID: 5243
• Molecular Formular: C20H21N5O3S
• Molecular Mass: 411.47744
• Monoisotopic Mass: 411.13651056
• SMILES: c1ccccc1Nc1c2cc(ccc2ncn1)NC(=O)CCSC[C@@H](C(=O)O)N
• Canonical SMILES: O=C(Nc1ccc2c(c1)c(ncn2)Nc1ccccc1)CCSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C20H21N5O3S/c21-16(20(27)28)11-29-9-8-18(26)24-14-6-7-17-15(10-14)19(23-12-22-17)25-13-4-2-1-3-5-13/h1-7,10,12,16H,8-9,11,21H2,(H,24,26)(H,27,28)(H,22,23,25)/t16-/m0/s1
• InChIKey: NLVZTRZPMRTVRC-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[(2-{[4-(phenylamino)quinazolin-6-yl]carbamoyl}ethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-[(2-{[4-(phenylamino)quinazolin-6-yl]carbamoyl}ethyl)sulfanyl]propanoic acid
• Synonyms: S-{3-[(4-ANILINOQUINAZOLIN-6-YL)AMINO]-3-OXOPROPYL}-L-CYSTEINE

Database IDs

• PubChem SID: 160968672; 99444073
• PubChem CID: 46937083

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7565373
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.11335879
• LogD (pH = 7.4): 0.11873942
• Log P: 0.12291505
• Molar Refractivity: 113.5273 cm^3
• Polarizability: 44.122726 Å^3
• Polar Surface Area: 130.23 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.14
• LOG S: -4.42
• Solubility (Water): 1.57e-02 g/l

DETAILS

DrugBank - DB07602

Drug information: experimental