ID: ALA8953

Max Phase: Preclinical

Molecular Formula: C16H16ClNO4

Molecular Weight: 321.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)c2cc(Cl)ccc2N)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H16ClNO4/c1-20-13-6-9(7-14(21-2)16(13)22-3)15(19)11-8-10(17)4-5-12(11)18/h4-8H,18H2,1-3H3

Standard InChI Key:  XNXGUYDYCYSOCU-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: 321.76

Molecular Weight (Monoisotopic): 321.0768

AlogP: 3.18

#Rotatable Bonds: 5

Polar Surface Area: 70.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.78

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -0.35

References

1. Hsieh HP, Liou JP, Lin YT, Mahindroo N, Chang JY, Yang YN, Chern SS, Tan UK, Chang CW, Chen TW, Lin CH, Chang YY, Wang CC..  (2003)  Structure-activity and crystallographic analysis of benzophenone derivatives-the potential anticancer agents.,  13  (1): [PMID:12467626] [10.1016/s0960-894x(02)00850-8]

2. Liou JP, Chang JY, Chang CW, Chang CY, Mahindroo N, Kuo FM, Hsieh HP..  (2004)  Synthesis and structure-activity relationships of 3-aminobenzophenones as antimitotic agents.,  47  (11): [PMID:15139768] [10.1021/jm0305974]

3. Silber BM, Gever JR, Rao S, Li Z, Renslo AR, Widjaja K, Wong C, Giles K, Freyman Y, Elepano M, Irwin JJ, Jacobson MP, Prusiner SB..  (2014)  Novel compounds lowering the cellular isoform of the human prion protein in cultured human cells.,  22  (6): [PMID:24530226] [10.1016/j.bmc.2014.01.001]

4. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data