ID: ALA2087281

Max Phase: Preclinical

Molecular Formula: C27H23NO3

Molecular Weight: 409.49

Molecule Type: Small molecule

Representations

Synonyms (1): 4-(Benzyl(4-Phenoxybenzyl)Amino)Benzoic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccccc2)Cc2ccc(Oc3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C27H23NO3/c29-27(30)23-13-15-24(16-14-23)28(19-21-7-3-1-4-8-21)20-22-11-17-26(18-12-22)31-25-9-5-2-6-10-25/h1-18H,19-20H2,(H,29,30)

Standard InChI Key:  AKSPIFIPBJLDQC-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: 409.49

Molecular Weight (Monoisotopic): 409.1678

AlogP: 6.38

#Rotatable Bonds: 8

Polar Surface Area: 49.77

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.70

CX Basic pKa: 0.76

CX LogP: 6.69

CX LogD: 4.05

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.59

References

1. Shah K, Patel D, Jadav P, Sheikh M, Sairam KV, Joharapurkar A, Jain MR, Bahekar R..  (2012)  Discovery of liver selective non-steroidal glucocorticoid receptor antagonist as novel antidiabetic agents.,  22  (18): [PMID:22917520] [10.1016/j.bmcl.2012.07.078]

Source

Source(1):

• Scientific Literature