ID: ALA539639

Max Phase: Preclinical

Molecular Formula: C26H30ClN3O3

Molecular Weight: 432.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2cc3[n+](cc2c1NCCN1CCCCC1)CCc1cc2c(cc1-3)OCO2.[Cl-]

Standard InChI:  InChI=1S/C26H29N3O3.ClH/c1-30-23-6-5-18-13-22-20-15-25-24(31-17-32-25)14-19(20)7-11-29(22)16-21(18)26(23)27-8-12-28-9-3-2-4-10-28;/h5-6,13-16H,2-4,7-12,17H2,1H3;1H

Standard InChI Key:  KZTYIKKXCVOIFQ-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: 432.54

Molecular Weight (Monoisotopic): 432.2282

AlogP: 3.99

#Rotatable Bonds: 5

Polar Surface Area: 46.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.49

CX LogP: -0.78

CX LogD: -1.91

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: 0.32

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