ID: ALA539375

Max Phase: Preclinical

Molecular Formula: C25H28ClN3O4

Molecular Weight: 434.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2cc3[n+](cc2c1NCCN1CCOCC1)CCc1cc2c(cc1-3)OCO2.[Cl-]

Standard InChI:  InChI=1S/C25H27N3O4.ClH/c1-29-22-3-2-17-12-21-19-14-24-23(31-16-32-24)13-18(19)4-6-28(21)15-20(17)25(22)26-5-7-27-8-10-30-11-9-27;/h2-3,12-15H,4-11,16H2,1H3;1H

Standard InChI Key:  UHBLCEASHZVYMW-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: 434.52

Molecular Weight (Monoisotopic): 434.2074

AlogP: 2.83

#Rotatable Bonds: 5

Polar Surface Area: 56.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.32

CX LogP: -1.85

CX LogD: -1.89

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: 0.17

References

1. Ma Y, Ou TM, Hou JQ, Lu YJ, Tan JH, Gu LQ, Huang ZS..  (2008)  9-N-Substituted berberine derivatives: stabilization of G-quadruplex DNA and down-regulation of oncogene c-myc.,  16  (16): [PMID:18674916] [10.1016/j.bmc.2008.07.029]

2. Wang SK, Wu Y, Wang XQ, Kuang GT, Zhang Q, Lin SL, Liu HY, Tan JH, Huang ZS, Ou TM..  (2017)  Discovery of Small Molecules for Repressing Cap-Independent Translation of Human Vascular Endothelial Growth Factor (hVEGF) as Novel Antitumor Agents.,  60  (13): [PMID:28530833] [10.1021/acs.jmedchem.6b01444]

Source

Source(1):

• Scientific Literature