4-[(3-(1-imidazolyl))propyloxy]phenyl-1H-anthra[1,2-d]imidazole-6,11-dione

ID: ALA226605

Chembl Id: CHEMBL226605

PubChem CID: 16659228

Max Phase: Preclinical

Molecular Formula: C27H20N4O3

Molecular Weight: 448.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1ccc1nc(-c3ccc(OCCCn4ccnc4)cc3)[nH]c21

Standard InChI:  InChI=1S/C27H20N4O3/c32-25-19-4-1-2-5-20(19)26(33)23-21(25)10-11-22-24(23)30-27(29-22)17-6-8-18(9-7-17)34-15-3-13-31-14-12-28-16-31/h1-2,4-12,14,16H,3,13,15H2,(H,29,30)

Standard InChI Key:  AULJAGKSIXDGBY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA226605

   2-[4-(3-imidazol-1-ylpropoxy)phenyl]-3H-naphtho[3,2-e]benzimidazole-6,11-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.48

Molecular Weight (Monoisotopic): 448.1535

AlogP: 4.67

#Rotatable Bonds: 6

Polar Surface Area: 89.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.99

CX Basic pKa: 6.53

CX LogP: 4.04

CX LogD: 3.99

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -0.73

References

1. Chaudhuri P, Majumder HK, Bhattacharya S..  (2007)  Synthesis, DNA binding, and Leishmania topoisomerase inhibition activities of a novel series of anthra[1,2-d]imidazole-6,11-dione derivatives.,  50  (10): [PMID:17444624] [10.1021/jm0610604]

Source

Source(1):

• Scientific Literature