ID: ALA2324696

Max Phase: Preclinical

Molecular Formula: C20H17NO3

Molecular Weight: 319.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C(=O)c1cccc(-c2cccc(O)c2)c1)c1cccc(O)c1

Standard InChI:  InChI=1S/C20H17NO3/c1-21(17-8-4-10-19(23)13-17)20(24)16-7-2-5-14(11-16)15-6-3-9-18(22)12-15/h2-13,22-23H,1H3

Standard InChI Key:  KGZNZRYZMHGICW-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: 319.36

Molecular Weight (Monoisotopic): 319.1208

AlogP: 4.04

#Rotatable Bonds: 3

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.11

CX Basic pKa:

CX LogP: 3.97

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.80

References

1. Marchais-Oberwinkler S, Xu K, Wetzel M, Perspicace E, Negri M, Meyer A, Odermatt A, Möller G, Adamski J, Hartmann RW..  (2013)  Structural optimization of 2,5-thiophene amides as highly potent and selective 17β-hydroxysteroid dehydrogenase type 2 inhibitors for the treatment of osteoporosis.,  56  (1): [PMID:23145773] [10.1021/jm3014053]

2. Perspicace E, Giorgio A, Carotti A, Marchais-Oberwinkler S, Hartmann RW..  (2013)  Novel N-methylsulfonamide and retro-N-methylsulfonamide derivatives as 17β-hydroxysteroid dehydrogenase type 2 (17β-HSD2) inhibitors with good ADME-related physicochemical parameters.,  69  [PMID:24036043] [10.1016/j.ejmech.2013.08.026]

Source

Source(1):

• Scientific Literature