ID: ALA227622

Max Phase: Preclinical

Molecular Formula: C23H23ClN4O

Molecular Weight: 406.92

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1ccc(-c2ccc(-c3nnn[nH]3)cc2Cl)cc1C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C23H23ClN4O/c24-20-9-17(22-25-27-28-26-22)1-3-18(20)16-2-4-21(29)19(8-16)23-10-13-5-14(11-23)7-15(6-13)12-23/h1-4,8-9,13-15,29H,5-7,10-12H2,(H,25,26,27,28)

Standard InChI Key:  PDARTFMCIDMTES-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: 406.92

Molecular Weight (Monoisotopic): 406.1560

AlogP: 5.36

#Rotatable Bonds: 3

Polar Surface Area: 74.69

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.28

CX Basic pKa:

CX LogP: 5.55

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.61

References

1. Dawson MI, Xia Z, Liu G, Ye M, Fontana JA, Farhana L, Patel BB, Arumugarajah S, Bhuiyan M, Zhang XK, Han YH, Stallcup WB, Fukushi J, Mustelin T, Tautz L, Su Y, Harris DL, Waleh N, Hobbs PD, Jong L, Chao WR, Schiff LJ, Sani BP..  (2007)  An adamantyl-substituted retinoid-derived molecule that inhibits cancer cell growth and angiogenesis by inducing apoptosis and binds to small heterodimer partner nuclear receptor: effects of modifying its carboxylate group on apoptosis, proliferation, and protein-tyrosine phosphatase activity.,  50  (11): [PMID:17489579] [10.1021/jm0613323]

Source

Source(1):

• Scientific Literature