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

ID: ALA4526946

Chembl Id: CHEMBL4526946

PubChem CID: 155544440

Max Phase: Preclinical

Molecular Formula: C33H38Cl3N5O5

Molecular Weight: 581.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCN1C(=O)c2ccc3c4c(c(C#Cc5ccc(CN(C)C)c(O)c5)cc(c24)C1=O)C(=O)N(CCN(C)C)C3=O.Cl.Cl.Cl

Standard InChI:  InChI=1S/C33H35N5O5.3ClH/c1-34(2)13-15-37-30(40)23-11-12-24-29-27(33(43)38(31(24)41)16-14-35(3)4)21(18-25(28(23)29)32(37)42)9-7-20-8-10-22(19-36(5)6)26(39)17-20;;;/h8,10-12,17-18,39H,13-16,19H2,1-6H3;3*1H

Standard InChI Key:  JYYQGKWAFBGWDJ-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: 581.67

Molecular Weight (Monoisotopic): 581.2638

AlogP: 2.32

#Rotatable Bonds: 8

Polar Surface Area: 104.71

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.82

CX Basic pKa: 9.50

CX LogP: 1.46

CX LogD: -1.15

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.32

Np Likeness Score: -0.37

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