ID: ALA1788122

Max Phase: Preclinical

Molecular Formula: C28H31FN4O

Molecular Weight: 458.58

Molecule Type: Small molecule

Representations

Synonyms (1): [3H]-Astemizole
Synonyms from Alternative Forms(1):

Canonical SMILES:  [3H]C([3H])([3H])Oc1ccc(CCN2CCC(Nc3nc4ccccc4n3Cc3ccc(F)cc3)CC2)cc1

Standard InChI:  InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)/i1T3

Standard InChI Key:  GXDALQBWZGODGZ-RLXJOQACSA-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: 458.58

Molecular Weight (Monoisotopic): 458.2482

AlogP: 5.35

#Rotatable Bonds: 8

Polar Surface Area: 42.32

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.73

CX LogP: 5.39

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.37

References

1. Perez M, Maraval C, Dumond S, Lamothe M, Schambel P, Etiévant C, Hill B..  (2003)  Synthesis and evaluation of a novel series of farnesyl protein transferase inhibitors as non-peptidic CAAX tetrapeptide analogues.,  13  (8): [PMID:12668011] [10.1016/s0960-894x(03)00170-7]

2. Chong CR, Chen X, Shi L, Liu JO, Sullivan DJ..  (2006)  A clinical drug library screen identifies astemizole as an antimalarial agent.,  2  (8): [PMID:16816845] [10.1038/nchembio806]

Source

Source(1):

• Scientific Literature