2,7-bis(3-(dimethylamino)propyl)-[3,8]phenanthrolino[1,10-abc]phenazine-1,3,6,8(2H,7H,9H,14H)-tetraone dihydrochloride

ID: ALA4468209

Chembl Id: CHEMBL4468209

PubChem CID: 155532875

Max Phase: Preclinical

Molecular Formula: C30H34Cl2N6O4

Molecular Weight: 540.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCn1c(=O)c2ccc3c(=O)n(CCCN(C)C)c(=O)c4c5[nH]c6ccccc6[nH]c5c(c1=O)c2c34.Cl.Cl

Standard InChI:  InChI=1S/C30H32N6O4.2ClH/c1-33(2)13-7-15-35-27(37)17-11-12-18-22-21(17)23(29(35)39)25-26(32-20-10-6-5-9-19(20)31-25)24(22)30(40)36(28(18)38)16-8-14-34(3)4;;/h5-6,9-12,31-32H,7-8,13-16H2,1-4H3;2*1H

Standard InChI Key:  MBQMEJLRSLNHAG-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: 540.62

Molecular Weight (Monoisotopic): 540.2485

AlogP: 2.49

#Rotatable Bonds: 8

Polar Surface Area: 116.20

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.60

CX LogP: 4.51

CX LogD: 0.73

Aromatic Rings: 6

Heavy Atoms: 40

QED Weighted: 0.23

Np Likeness Score: -0.41

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