3-(8-Hydroxy-3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-N-[3-(4-methyl-piperazin-1-yl)-propyl]-propionamide

ID: ALA424147

Chembl Id: CHEMBL424147

Max Phase: Preclinical

Molecular Formula: C22H29N3O4

Molecular Weight: 399.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(CCC(=O)NCCCN2CCN(C)CC2)C(=O)c2c(O)cccc2C1=O

Standard InChI:  InChI=1S/C22H29N3O4/c1-15-16(22(29)20-17(21(15)28)5-3-6-18(20)26)7-8-19(27)23-9-4-10-25-13-11-24(2)12-14-25/h3,5-6,26H,4,7-14H2,1-2H3,(H,23,27)

Standard InChI Key:  XNSRPLZWJJGVSM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA424147

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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: 399.49

Molecular Weight (Monoisotopic): 399.2158

AlogP: 1.62

#Rotatable Bonds: 7

Polar Surface Area: 89.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.41

CX Basic pKa: 7.74

CX LogP: 1.11

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: 0.06

References

1. Salmon-Chemin L, Buisine E, Yardley V, Kohler S, Debreu MA, Landry V, Sergheraert C, Croft SL, Krauth-Siegel RL, Davioud-Charvet E..  (2001)  2- and 3-substituted 1,4-naphthoquinone derivatives as subversive substrates of trypanothione reductase and lipoamide dehydrogenase from Trypanosoma cruzi: synthesis and correlation between redox cycling activities and in vitro cytotoxicity.,  44  (4): [PMID:11170645] [10.1021/jm001079l]

Source

Source(1):

• Scientific Literature