ID: ALA4217422

Max Phase: Preclinical

Molecular Formula: C28H29N9O6

Molecular Weight: 587.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)N[C@@H](CCCNC(=O)c2ccccc2C(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C28H29N9O6/c1-37(14-16-13-32-23-21(33-16)22(29)35-28(30)36-23)17-10-8-15(9-11-17)24(38)34-20(27(42)43)7-4-12-31-25(39)18-5-2-3-6-19(18)26(40)41/h2-3,5-6,8-11,13,20H,4,7,12,14H2,1H3,(H,31,39)(H,34,38)(H,40,41)(H,42,43)(H4,29,30,32,35,36)/t20-/m0/s1

Standard InChI Key:  RUDKDTHAKYAYDC-FQEVSTJZSA-N

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

Properties

Molecular Weight: 587.60

Molecular Weight (Monoisotopic): 587.2241

AlogP: 1.31

#Rotatable Bonds: 12

Polar Surface Area: 239.64

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.11

CX Basic pKa: 2.75

CX LogP: 0.86

CX LogD: -5.57

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: -0.69

References

1. Ravindra M, Wallace-Povirk A, Karim MA, Wilson MR, O'Connor C, White K, Kushner J, Polin L, George C, Hou Z, Matherly LH, Gangjee A..  (2018)  Tumor Targeting with Novel Pyridyl 6-Substituted Pyrrolo[2,3- d]Pyrimidine Antifolates via Cellular Uptake by Folate Receptor α and the Proton-Coupled Folate Transporter and Inhibition of De Novo Purine Nucleotide Biosynthesis.,  61  (5): [PMID:29425443] [10.1021/acs.jmedchem.7b01708]

Source

Source(1):

• Scientific Literature