Aristolactam BIII

ID: ALA5279705

Max Phase: Preclinical

Molecular Formula: C18H17NO4

Molecular Weight: 311.34

Names and Identifiers

Canonical SMILES:  COC1=CC2C(=O)NC3=Cc4ccc(OC)cc4C(=C1OC)C32

Standard InChI:  InChI=1S/C18H17NO4/c1-21-10-5-4-9-6-13-15-12(18(20)19-13)8-14(22-2)17(23-3)16(15)11(9)7-10/h4-8,12,15H,1-3H3,(H,19,20)

Standard InChI Key:  CGRDYMCBGXJNLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -0.6262   -0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888   -0.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026   -0.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026   -1.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -1.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -1.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3410   -1.9474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3410   -2.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5190   -0.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5190    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051    0.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051    1.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037    1.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519    1.2971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8174    2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926    2.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    1.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    0.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372    0.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372   -0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372    2.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519    1.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 14  1  0
 13 15  2  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 19  1  0
  2 19  1  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279705

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.34

Molecular Weight (Monoisotopic): 311.1158

AlogP: 2.31

#Rotatable Bonds: 3

Polar Surface Area: 56.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.95

CX Basic pKa: ┄

CX LogP: 0.12

CX LogD: 0.12

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.93

Np Likeness Score: 0.84

References

1. Lindberg MF, Deau E, Arfwedson J, George N, George P, Alfonso P, Corrionero A, Meijer L..  (2023)  Comparative Efficacy and Selectivity of Pharmacological Inhibitors of DYRK and CLK Protein Kinases.,  66  (6): [PMID:36876904] [10.1021/acs.jmedchem.2c02068]

Source

Source(1):

• Scientific Literature