ID: ALA2407897

Max Phase: Preclinical

Molecular Formula: C27H24N4O

Molecular Weight: 420.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)Cc1ccc(/C=C/c2n[nH]c3cc(/C=C4/C(=O)Nc5ccccc54)ccc23)cc1

Standard InChI:  InChI=1S/C27H24N4O/c1-31(2)17-19-9-7-18(8-10-19)12-14-25-22-13-11-20(16-26(22)30-29-25)15-23-21-5-3-4-6-24(21)28-27(23)32/h3-16H,17H2,1-2H3,(H,28,32)(H,29,30)/b14-12+,23-15+

Standard InChI Key:  HCLJFCCORISDCX-NLUXTTPZSA-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: 420.52

Molecular Weight (Monoisotopic): 420.1950

AlogP: 5.29

#Rotatable Bonds: 5

Polar Surface Area: 61.02

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.31

CX Basic pKa: 8.83

CX LogP: 5.10

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -0.60

References

1. Laufer R, Forrest B, Li SW, Liu Y, Sampson P, Edwards L, Lang Y, Awrey DE, Mao G, Plotnikova O, Leung G, Hodgson R, Beletskaya I, Mason JM, Luo X, Wei X, Yao Y, Feher M, Ban F, Kiarash R, Green E, Mak TW, Pan G, Pauls HW..  (2013)  The discovery of PLK4 inhibitors: (E)-3-((1H-Indazol-6-yl)methylene)indolin-2-ones as novel antiproliferative agents.,  56  (15): [PMID:23829549] [10.1021/jm400380m]

2. Sampson PB, Liu Y, Patel NK, Feher M, Forrest B, Li SW, Edwards L, Laufer R, Lang Y, Ban F, Awrey DE, Mao G, Plotnikova O, Leung G, Hodgson R, Mason JM, Wei X, Kiarash R, Green E, Qiu W, Chirgadze NY, Mak TW, Pan G, Pauls HW..  (2015)  The discovery of Polo-like kinase 4 inhibitors: design and optimization of spiro[cyclopropane-1,3'[3H]indol]-2'(1'H).ones as orally bioavailable antitumor agents.,  58  (1): [PMID:24867403] [10.1021/jm5005336]

3. Yu B, Yu Z, Qi PP, Yu DQ, Liu HM..  (2015)  Discovery of orally active anticancer candidate CFI-400945 derived from biologically promising spirooxindoles: success and challenges.,  95  [PMID:25791677] [10.1016/j.ejmech.2015.03.020]

Source

Source(1):

• Scientific Literature