ID: ALA370872

Max Phase: Preclinical

Molecular Formula: C23H26Cl2N2O4

Molecular Weight: 465.38

Molecule Type: Small molecule

Representations

Synonyms (1): UCL-2158H
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)N1CCN(c2ccc(OCC3COC(C)(c4ccc(Cl)cc4Cl)O3)cc2)CC1

Standard InChI:  InChI=1S/C23H26Cl2N2O4/c1-16(28)26-9-11-27(12-10-26)18-4-6-19(7-5-18)29-14-20-15-30-23(2,31-20)21-8-3-17(24)13-22(21)25/h3-8,13,20H,9-12,14-15H2,1-2H3

Standard InChI Key:  KPYZHVNAFZTKMQ-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: 465.38

Molecular Weight (Monoisotopic): 464.1270

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 51.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.96

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -0.69

References

1. Power EC, Ganellin CR, Benton DC..  (2006)  Partial structures of ketoconazole as modulators of the large conductance calcium-activated potassium channel (BK(Ca)).,  16  (4): [PMID:16359866] [10.1016/j.bmcl.2005.11.001]

2. Das BC, Madhukumar AV, Anguiano J, Kim S, Sinz M, Zvyaga TA, Power EC, Ganellin CR, Mani S..  (2008)  Synthesis of novel ketoconazole derivatives as inhibitors of the human Pregnane X Receptor (PXR; NR1I2; also termed SXR, PAR).,  18  (14): [PMID:18583127] [10.1016/j.bmcl.2008.06.018]

Source

Source(1):

• Scientific Literature