N-Chrysen-6-yl-4-(4-methyl-piperazin-1-yl)-4-oxo-butyramide

ID: ALA37777

Chembl Id: CHEMBL37777

PubChem CID: 9932197

Max Phase: Preclinical

Molecular Formula: C27H27N3O2

Molecular Weight: 425.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)CCC(=O)Nc2cc3c4ccccc4ccc3c3ccccc23)CC1

Standard InChI:  InChI=1S/C27H27N3O2/c1-29-14-16-30(17-15-29)27(32)13-12-26(31)28-25-18-24-20-7-3-2-6-19(20)10-11-22(24)21-8-4-5-9-23(21)25/h2-11,18H,12-17H2,1H3,(H,28,31)

Standard InChI Key:  AUVXVDFHHKPHQH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA37777

   N-chrysen-6-yl-4-(4-methylpiperazin-1-yl)-4-oxobutanamide

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: 425.53

Molecular Weight (Monoisotopic): 425.2103

AlogP: 4.64

#Rotatable Bonds: 4

Polar Surface Area: 52.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 7.06

CX LogP: 3.49

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -0.97

References

1. Banik I, Becker FF, Banik BK..  (2003)  Stereoselective synthesis of beta-lactams with polyaromatic imines: entry to new and novel anticancer agents.,  46  (1): [PMID:12502355] [10.1021/jm0255825]

2. Becker FF, Banik BK..  (1998)  Polycyclic aromatic compounds as anticancer agents: synthesis and biological evaluation of some chrysene derivatives.,  8  (20): [PMID:9873640] [10.1016/s0960-894x(98)00520-4]

3. Banik BK, Becker FF..  (2010)  Novel 6,12-disubstituted chrysene as potent anticancer agent: synthesis, in vitro and in vivo study.,  45  (10): [PMID:20702007] [10.1016/j.ejmech.2010.07.033]

Source

Source(1):

• Scientific Literature