2,7-bis(2-hydroxyethyl)-4-(2-hydroxyethylamino)-9-(4-methylpiperazin-1-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone hydrochloride

ID: ALA4519317

Chembl Id: CHEMBL4519317

PubChem CID: 155541895

Max Phase: Preclinical

Molecular Formula: C25H30ClN5O7

Molecular Weight: 511.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc3c4c(c(NCCO)cc5c4c2C(=O)N(CCO)C5=O)C(=O)N(CCO)C3=O)CC1.Cl

Standard InChI:  InChI=1S/C25H29N5O7.ClH/c1-27-3-5-28(6-4-27)17-13-15-18-19-14(22(34)30(8-11-33)25(37)21(17)19)12-16(26-2-9-31)20(18)24(36)29(7-10-32)23(15)35;/h12-13,26,31-33H,2-11H2,1H3;1H

Standard InChI Key:  DQFMBCDSKGILIE-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: 511.54

Molecular Weight (Monoisotopic): 511.2067

AlogP: -0.83

#Rotatable Bonds: 8

Polar Surface Area: 153.96

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.53

CX LogP: -1.14

CX LogD: -1.51

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.60

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