ID: ALA1271378

Max Phase: Preclinical

Molecular Formula: C21H15ClN2O4

Molecular Weight: 394.81

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-12509
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(Nc3ccc(C(=O)O)c(O)c3)c2c1

Standard InChI:  InChI=1S/C21H15ClN2O4/c1-28-13-4-7-17-16(10-13)20(14-5-2-11(22)8-18(14)24-17)23-12-3-6-15(21(26)27)19(25)9-12/h2-10,25H,1H3,(H,23,24)(H,26,27)

Standard InChI Key:  PLQLHEGROOQNRO-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: 394.81

Molecular Weight (Monoisotopic): 394.0720

AlogP: 5.20

#Rotatable Bonds: 4

Polar Surface Area: 91.68

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.36

CX Basic pKa: 7.69

CX LogP: 3.46

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -0.68

References

1. Sierecki E, Sinko W, McCammon JA, Newton AC..  (2010)  Discovery of small molecule inhibitors of the PH domain leucine-rich repeat protein phosphatase (PHLPP) by chemical and virtual screening.,  53  (19): [PMID:20836557] [10.1021/jm100331d]

2. Luan X, Gao C, Zhang N, Chen Y, Sun Q, Tan C, Liu H, Jin Y, Jiang Y..  (2011)  Exploration of acridine scaffold as a potentially interesting scaffold for discovering novel multi-target VEGFR-2 and Src kinase inhibitors.,  19  (11): [PMID:21576023] [10.1016/j.bmc.2011.04.053]

Source

Source(1):

• Scientific Literature