2-(2,7-bis(2-(dimethylamino)ethyl)-1,3,6,8-tetraoxo-1,2,3,6,7,8-hexahydrobenzo[lmn][3,8]phenanthrolin-4-ylamino)-N-(4-hydroxy-3-(hydroxymethyl)phenyl)acetamide dihydrochloride

ID: ALA4558509

Chembl Id: CHEMBL4558509

PubChem CID: 155557543

Max Phase: Preclinical

Molecular Formula: C31H36Cl2N6O7

Molecular Weight: 602.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCN1C(=O)c2ccc3c4c(c(NCC(=O)Nc5ccc(O)c(CO)c5)cc(c24)C1=O)C(=O)N(CCN(C)C)C3=O.Cl.Cl

Standard InChI:  InChI=1S/C31H34N6O7.2ClH/c1-34(2)9-11-36-28(41)19-6-7-20-26-25(19)21(30(36)43)14-22(27(26)31(44)37(29(20)42)12-10-35(3)4)32-15-24(40)33-18-5-8-23(39)17(13-18)16-38;;/h5-8,13-14,32,38-39H,9-12,15-16H2,1-4H3,(H,33,40);2*1H

Standard InChI Key:  NBEBCXZXGWHQIP-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: 602.65

Molecular Weight (Monoisotopic): 602.2489

AlogP: 1.40

#Rotatable Bonds: 11

Polar Surface Area: 162.83

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.21

CX Basic pKa: 9.88

CX LogP: 0.55

CX LogD: -1.44

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.19

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