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

ID: ALA57444

Chembl Id: CHEMBL57444

PubChem CID: 44300934

Max Phase: Preclinical

Molecular Formula: C21H22N4O6

Molecular Weight: 426.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(N)c2c(CCc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)coc2n1

Standard InChI:  InChI=1S/C21H22N4O6/c22-14-9-16(23)25-20-18(14)13(10-31-20)6-3-11-1-4-12(5-2-11)19(28)24-15(21(29)30)7-8-17(26)27/h1-2,4-5,9-10,15H,3,6-8H2,(H,24,28)(H,26,27)(H,29,30)(H4,22,23,25)

Standard InChI Key:  JTBQUEMZJXWQEI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA57444

   2-({4-[2-(4,6-Diamino-furo[2,3-b]pyridin-3-yl)-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: 426.43

Molecular Weight (Monoisotopic): 426.1539

AlogP: 1.83

#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: 3.34

CX Basic pKa: 5.28

CX LogP: -0.27

CX LogD: -4.89

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: 0.20

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