SID14724270

ID: ALA3211106

PubChem CID: 2873664

Max Phase: Preclinical

Molecular Formula: C24H25NO5

Molecular Weight: 407.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)N=C2CC(C)(C)CC(O)=C2C1c1coc2ccccc2c1=O

Standard InChI:  InChI=1S/C24H25NO5/c1-5-29-23(28)19-13(2)25-16-10-24(3,4)11-17(26)21(16)20(19)15-12-30-18-9-7-6-8-14(18)22(15)27/h6-9,12,20,26H,5,10-11H2,1-4H3

Standard InChI Key:  RPKTUOJFZNRNDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  1  0  0  0  0  0999 V2000
   -0.0002    5.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    3.2671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494    0.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957    3.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934    5.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066    3.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2956    6.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889    6.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2933    7.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176   -0.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5647   -1.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866    7.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    8.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030    4.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  1 21  1  0
  2 12  1  0
  3 14  2  0
  4 18  1  0
  4 29  1  0
  5 18  2  0
  6 11  2  0
  6 13  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  8 11  1  0
  8 12  2  0
  9 13  2  0
  9 18  1  0
 10 14  1  0
 10 20  2  0
 11 16  1  0
 12 19  1  0
 13 23  1  0
 14 17  1  0
 15 16  1  0
 15 19  1  0
 15 25  1  0
 15 26  1  0
 17 21  1  0
 17 22  2  0
 21 24  2  0
 22 27  1  0
 24 28  1  0
 27 28  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3211106

   ethyl 2,7,7-trimethyl-5-oxo-4-(4-oxo-4H-chromen-3-yl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

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: 407.47

Molecular Weight (Monoisotopic): 407.1733

AlogP: 4.80

#Rotatable Bonds: 3

Polar Surface Area: 89.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.44

CX Basic pKa: 3.89

CX LogP: 3.10

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.74

Np Likeness Score: -0.28

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays