2-({4-[2-(4,6-Diamino-furo[2,3-b]pyridin-3-yl)-1-methyl-ethyl]-benzoyl}-methyl-amino)-pentanedioic acid

ID: ALA60639

Chembl Id: CHEMBL60639

PubChem CID: 44300964

Max Phase: Preclinical

Molecular Formula: C22H24N4O6

Molecular Weight: 440.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Cc1coc2nc(N)cc(N)c12)c1ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C22H24N4O6/c1-11(8-14-10-32-21-19(14)15(23)9-17(24)26-21)12-2-4-13(5-3-12)20(29)25-16(22(30)31)6-7-18(27)28/h2-5,9-11,16H,6-8H2,1H3,(H,25,29)(H,27,28)(H,30,31)(H4,23,24,26)

Standard InChI Key:  RZADSRPQWMYEEU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA60639

   2-({4-[2-(4,6-Diamino-furo[2,3-b]pyridin-3-yl)-1-methyl-ethyl]-benzoyl}-methyl-amino)-pentanedioic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.46

Molecular Weight (Monoisotopic): 440.1696

AlogP: 2.39

#Rotatable Bonds: 9

Polar Surface Area: 181.77

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.27

CX Basic pKa: 5.28

CX LogP: -0.02

CX LogD: -4.63

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: 0.09

References

1. Gangjee A, Zeng Y, McGuire JJ, Kisliuk RL..  (2002)  Synthesis of N-[4-[1-ethyl-2-(2,4-diaminofuro[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid as an antifolate.,  45  (9): [PMID:11960504] [10.1021/jm010575m]

Source

Source(1):

• Scientific Literature