ID: ALA2046919

Max Phase: Preclinical

Molecular Formula: C24H27ClN5O5P

Molecular Weight: 531.94

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOP(=O)(OCC)c1ccc(-c2nc3nc(NC)[nH]c(=O)c3n2CCOc2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C24H27ClN5O5P/c1-4-34-36(32,35-5-2)19-12-6-16(7-13-19)22-27-21-20(23(31)29-24(26-3)28-21)30(22)14-15-33-18-10-8-17(25)9-11-18/h6-13H,4-5,14-15H2,1-3H3,(H2,26,28,29,31)

Standard InChI Key:  XBEXLZNBQGQIAD-UHFFFAOYSA-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: 531.94

Molecular Weight (Monoisotopic): 531.1438

AlogP: 4.45

#Rotatable Bonds: 11

Polar Surface Area: 120.36

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.64

CX Basic pKa:

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: -0.98

References

1. Chen X, Kopecky DJ, Mihalic J, Jeffries S, Min X, Heath J, Deignan J, Lai S, Fu Z, Guimaraes C, Shen S, Li S, Johnstone S, Thibault S, Xu H, Cardozo M, Shen W, Walker N, Kayser F, Wang Z..  (2012)  Structure-guided design, synthesis, and evaluation of guanine-derived inhibitors of the eIF4E mRNA-cap interaction.,  55  (8): [PMID:22458568] [10.1021/jm300037x]

Source

Source(1):

• Scientific Literature