4,4'-(butane-1,4-diylbis(azanediyl))bis(2,7-bis(3-(dimethylamino)propyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone)tetrakis(2,2,2-trifluoroacetate)

ID: ALA4436828

Chembl Id: CHEMBL4436828

PubChem CID: 155512209

Max Phase: Preclinical

Molecular Formula: C60H68F12N10O16

Molecular Weight: 957.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2ccc3c4c(c(NCCCCNc5cc6c7c(ccc8c7c5C(=O)N(CCCN(C)C)C8=O)C(=O)N(CCCN(C)C)C6=O)cc(c24)C1=O)C(=O)N(CCCN(C)C)C3=O.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C52H64N10O8.4C2HF3O2/c1-55(2)21-11-25-59-45(63)31-15-17-33-41-39(31)35(49(59)67)29-37(43(41)51(69)61(47(33)65)27-13-23-57(5)6)53-19-9-10-20-54-38-30-36-40-32(46(64)60(50(36)68)26-12-22-56(3)4)16-18-34-42(40)44(38)52(70)62(48(34)66)28-14-24-58(7)8;4*3-2(4,5)1(6)7/h15-18,29-30,53-54H,9-14,19-28H2,1-8H3;4*(H,6,7)

Standard InChI Key:  CFGHLBCHFDGLES-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: 957.15

Molecular Weight (Monoisotopic): 956.4909

AlogP: 4.49

#Rotatable Bonds: 23

Polar Surface Area: 186.54

Molecular Species: BASE

HBA: 14

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.90

CX LogP: 2.67

CX LogD: -4.90

Aromatic Rings: 4

Heavy Atoms: 70

QED Weighted: 0.08

Np Likeness Score: -0.30

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