4,4'-(heptane-1,7-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: ALA4453055

Chembl Id: CHEMBL4453055

PubChem CID: 155523470

Max Phase: Preclinical

Molecular Formula: C63H74F12N10O16

Molecular Weight: 999.23

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2ccc3c4c(c(NCCCCCCCNc5cc6c7c(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/C55H70N10O8.4C2HF3O2/c1-58(2)24-14-28-62-48(66)34-18-20-36-44-42(34)38(52(62)70)32-40(46(44)54(72)64(50(36)68)30-16-26-60(5)6)56-22-12-10-9-11-13-23-57-41-33-39-43-35(49(67)63(53(39)71)29-15-25-59(3)4)19-21-37-45(43)47(41)55(73)65(51(37)69)31-17-27-61(7)8;4*3-2(4,5)1(6)7/h18-21,32-33,56-57H,9-17,22-31H2,1-8H3;4*(H,6,7)

Standard InChI Key:  FOBROGIEXKOPFG-UHFFFAOYSA-N

Associated Targets(Human)

CWR22R (2180 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LNCaP (8286 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PNT1A (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
quadruplex DNA (2700 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 999.23Molecular Weight (Monoisotopic): 998.5378AlogP: 5.66#Rotatable Bonds: 26
Polar Surface Area: 186.54Molecular Species: BASEHBA: 14HBD: 2
#RO5 Violations: 3HBA (Lipinski): 18HBD (Lipinski): 2#RO5 Violations (Lipinski): 3
CX Acidic pKa: CX Basic pKa: 9.90CX LogP: 4.00CX LogD: -3.57
Aromatic Rings: 4Heavy Atoms: 73QED Weighted: 0.06Np Likeness Score: -0.28

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