10-Propargyl-5,8-Dideazafolic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as hippuric acids. These are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Hippuric acids

Organic compounds

Benzenoids

Benzene and substituted derivatives

Benzamides

Calculated Property

kind Value Source
logP 1.22 ALOGPS
logS -4.4 ALOGPS
Water Solubility 2.04e-02 g/l ALOGPS
logP 1.02 ChemAxon
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 ChemAxon
Traditional IUPAC Name (2S)-2-[(4-{[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl](prop-2-yn-1-yl)amino}phenyl)formamido]pentanedioic acid ChemAxon
Molecular Weight 477.4693 ChemAxon
Monoisotopic Weight 477.164833493 ChemAxon
SMILES [H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(C=C1)N(CC#C)CC1=CC=C2NC(N)=NC(=O)C2=C1)C(O)=O ChemAxon
Molecular Formula C24H23N5O6 ChemAxon
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 ChemAxon
InChIKey InChIKey=LTKHPMDRMUCUEB-IBGZPJMESA-N ChemAxon
Polar Surface Area (PSA) 174.42 ChemAxon
Refractivity 127.72 ChemAxon
Polarizability 48.8 ChemAxon
Rotatable Bond Count 10 ChemAxon
H Bond Acceptor Count 10 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 3.24 ChemAxon
pKa (strongest basic) 1.02 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Thymidylate synthase : in Pneumocystis carinii
  • Thymidylate synthase : in Lactobacillus casei
  • Thymidylate synthase : in Escherichia coli (strain K12)
  • Ribosyldihydronicotinamide dehydrogenase [quinone] : in Human
  • Thymidylate synthase : in Human
  • Putative dehydrogenase/reductase SDR family member 4-like 2 : in Human