2-Methoxy-5-(2-oxo-1-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazo[4,5-c]pyridin-6-yl)benzoic acid

ID: ALA4559208

PubChem CID: 155557903

Max Phase: Preclinical

Molecular Formula: C23H21N3O7

Molecular Weight: 451.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc3c(cn2)[nH]c(=O)n3-c2cc(OC)c(OC)c(OC)c2)cc1C(=O)O

Standard InChI:  InChI=1S/C23H21N3O7/c1-30-18-6-5-12(7-14(18)22(27)28)15-10-17-16(11-24-15)25-23(29)26(17)13-8-19(31-2)21(33-4)20(9-13)32-3/h5-11H,1-4H3,(H,25,29)(H,27,28)

Standard InChI Key:  STXYOEIVNORTMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   41.6228   -3.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3325   -3.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3297   -2.1838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6210   -1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9148   -3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9115   -2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1339   -1.9412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6566   -2.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1393   -3.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8394   -2.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8899   -4.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0895   -4.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8401   -4.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3896   -5.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1918   -5.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4376   -4.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7432   -6.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4966   -6.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1413   -6.3729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3429   -6.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0414   -5.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4924   -4.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0373   -3.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0373   -4.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7448   -4.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4528   -4.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4489   -3.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7408   -3.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1617   -4.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.1641   -5.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1545   -2.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8643   -3.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.1504   -2.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  2 23  1  0
 26 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559208

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 451.44

Molecular Weight (Monoisotopic): 451.1380

AlogP: 3.11

#Rotatable Bonds: 7

Polar Surface Area: 124.90

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.68

CX Basic pKa: 2.78

CX LogP: 2.10

CX LogD: -0.65

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.55

References

1. Gao F, Liang Y, Zhou P, Cheng J, Ding K, Wang Y..  (2019)  Design, synthesis, antitumor activities and biological studies of novel diaryl substituted fused heterocycles as dual ligands targeting tubulin and katanin.,  178  [PMID:31185410] [10.1016/j.ejmech.2019.05.072]

Source

Source(1):

• Scientific Literature