5-[(3,4,5-Trimethoxy-phenylamino)-methyl]-furo[2,3-d]pyrimidine-2,4-diamine

ID: ALA16950

Chembl Id: CHEMBL16950

PubChem CID: 468709

Max Phase: Preclinical

Molecular Formula: C16H19N5O4

Molecular Weight: 345.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NCc2coc3nc(N)nc(N)c23)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H19N5O4/c1-22-10-4-9(5-11(23-2)13(10)24-3)19-6-8-7-25-15-12(8)14(17)20-16(18)21-15/h4-5,7,19H,6H2,1-3H3,(H4,17,18,20,21)

Standard InChI Key:  PQRAIAZIJGMIFB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA16950

   5-[(3,4,5-Trimethoxyanilino)methyl]furo[2,3-d]pyrimidine-2,4-diamine

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: 345.36

Molecular Weight (Monoisotopic): 345.1437

AlogP: 2.03

#Rotatable Bonds: 6

Polar Surface Area: 130.68

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.42

References

1. Gangjee A, Devraj R, McGuire JJ, Kisliuk RL, Queener SF, Barrows LR..  (1994)  Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities.,  37  (8): [PMID:8164259] [10.1021/jm00034a015]

Source

Source(1):

• Scientific Literature