ID: ALA4170894

Max Phase: Preclinical

Molecular Formula: C25H32IN3O

Molecular Weight: 517.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)C1CCN(Cc2cc(C#CCNc3ccccc3)cc(I)c2O)CC1

Standard InChI:  InChI=1S/C25H32IN3O/c1-3-29(4-2)23-12-15-28(16-13-23)19-21-17-20(18-24(26)25(21)30)9-8-14-27-22-10-6-5-7-11-22/h5-7,10-11,17-18,23,27,30H,3-4,12-16,19H2,1-2H3

Standard InChI Key:  IZUZDXSTWPMHFT-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: 517.46

Molecular Weight (Monoisotopic): 517.1590

AlogP: 4.77

#Rotatable Bonds: 7

Polar Surface Area: 38.74

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.72

CX Basic pKa: 10.34

CX LogP: 3.57

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.19

References

1. Baud MGJ, Bauer MR, Verduci L, Dingler FA, Patel KJ, Horil Roy D, Joerger AC, Fersht AR..  (2018)  Aminobenzothiazole derivatives stabilize the thermolabile p53 cancer mutant Y220C and show anticancer activity in p53-Y220C cell lines.,  152  [PMID:29702446] [10.1016/j.ejmech.2018.04.035]

2. Stahlecker J, Klett T, Schwer M, Jaag S, Dammann M, Ernst LN, Braun MB, Zimmermann MO, Kramer M, Lämmerhofer M, Stehle T, Coles M, Boeckler FM..  (2022)  Revisiting a challenging p53 binding site: a diversity-optimized HEFLib reveals diverse binding modes in T-p53C-Y220C.,  13  (12.0): [PMID:36561072] [10.1039/d2md00246a]

Source

Source(1):

• Scientific Literature