2,7-bis(2-(dimethylamino)ethyl)-4-(3-((dimethylamino)methyl)-4-hydroxyphenethylamino)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone trihydrochloride

ID: ALA4565909

Chembl Id: CHEMBL4565909

PubChem CID: 135981748

Max Phase: Preclinical

Molecular Formula: C33H43Cl3N6O5

Molecular Weight: 600.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCN1C(=O)c2ccc3c4c(c(NCCc5ccc(O)c(CN(C)C)c5)cc(c24)C1=O)C(=O)N(CCN(C)C)C3=O.Cl.Cl.Cl

Standard InChI:  InChI=1S/C33H40N6O5.3ClH/c1-35(2)13-15-38-30(41)22-8-9-23-28-27(22)24(32(38)43)18-25(29(28)33(44)39(31(23)42)16-14-36(3)4)34-12-11-20-7-10-26(40)21(17-20)19-37(5)6;;;/h7-10,17-18,34,40H,11-16,19H2,1-6H3;3*1H

Standard InChI Key:  GFZIMMGWEXDYIT-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 600.72

Molecular Weight (Monoisotopic): 600.3060

AlogP: 2.58

#Rotatable Bonds: 12

Polar Surface Area: 116.74

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.92

CX Basic pKa: 9.65

CX LogP: 1.67

CX LogD: -1.27

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.30

Np Likeness Score: -0.39

References

1. Tassinari M, Cimino-Reale G, Nadai M, Doria F, Butovskaya E, Recagni M, Freccero M, Zaffaroni N, Richter SN, Folini M..  (2018)  Down-Regulation of the Androgen Receptor by G-Quadruplex Ligands Sensitizes Castration-Resistant Prostate Cancer Cells to Enzalutamide.,  61  (19): [PMID:30188709] [10.1021/acs.jmedchem.8b00502]

Source

Source(1):

• Scientific Literature