N-{(R)-4-[4-(2-Fluoro-6-hydroxy-3-methoxy-benzoyl)-benzyloxy]-azepan-3-yl}-isonicotinamide; Dihydrochloride

ID: ALA1202525

Chembl Id: CHEMBL1202525

PubChem CID: 49860227

Max Phase: Preclinical

Molecular Formula: C27H30Cl2FN3O5

Molecular Weight: 493.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(C(=O)c2ccc(CO[C@@H]3CCCNCC3NC(=O)c3ccncc3)cc2)c1F.Cl.Cl

Standard InChI:  InChI=1S/C27H28FN3O5.2ClH/c1-35-23-9-8-21(32)24(25(23)28)26(33)18-6-4-17(5-7-18)16-36-22-3-2-12-30-15-20(22)31-27(34)19-10-13-29-14-11-19;;/h4-11,13-14,20,22,30,32H,2-3,12,15-16H2,1H3,(H,31,34);2*1H/t20?,22-;;/m1../s1

Standard InChI Key:  OCJIBQYWZCDKLB-IZQJFRLESA-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

Calculated Properties

Molecular Weight: 493.54

Molecular Weight (Monoisotopic): 493.2013

AlogP: 3.23

#Rotatable Bonds: 8

Polar Surface Area: 109.78

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.88

CX Basic pKa: 9.61

CX LogP: 2.34

CX LogD: 2.27

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: -0.15

References

1. Breitenlechner CB, Wegge T, Berillon L, Graul K, Marzenell K, Friebe WG, Thomas U, Schumacher R, Huber R, Engh RA, Masjost B..  (2004)  Structure-based optimization of novel azepane derivatives as PKB inhibitors.,  47  (6): [PMID:14998327] [10.1021/jm0310479]

Source

Source(1):

• Scientific Literature