SID103076594

ID: ALA1905589

PubChem CID: 49791278

Max Phase: Preclinical

Molecular Formula: C27H26N4O4

Molecular Weight: 470.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnc3c(NC(C)=O)cc(-c4ccc(C(=O)NC5CC5)cc4)cn23)cc1OC

Standard InChI:  InChI=1S/C27H26N4O4/c1-16(32)29-22-12-20(17-4-6-18(7-5-17)27(33)30-21-9-10-21)15-31-23(14-28-26(22)31)19-8-11-24(34-2)25(13-19)35-3/h4-8,11-15,21H,9-10H2,1-3H3,(H,29,32)(H,30,33)

Standard InChI Key:  KOKKUERBWNDANJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   -2.1712   -3.2386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7852   -3.5817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6953    1.8742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -1.4258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808   -0.1883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654    0.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663    1.8742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -2.6633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808    0.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654   -0.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -1.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663   -0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2503    0.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518    0.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -1.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -1.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -2.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -1.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0823   -2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -1.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808    2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -0.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771   -1.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -1.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -3.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455   -3.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4330   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9808    3.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262   -4.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2331   -4.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  1 34  1  0
  2 21  1  0
  2 35  1  0
  3 26  2  0
  4 29  2  0
  5  9  1  0
  5 10  1  0
  5 14  1  0
  6  9  2  0
  6 15  1  0
  7 11  1  0
  7 26  1  0
  8 29  1  0
  8 30  1  0
  9 11  1  0
 10 13  1  0
 10 15  2  0
 11 16  2  0
 12 14  2  0
 12 16  1  0
 12 17  1  0
 13 18  1  0
 13 19  2  0
 17 22  2  0
 17 23  1  0
 18 20  2  0
 19 24  1  0
 20 21  1  0
 21 24  2  0
 22 27  1  0
 23 28  2  0
 25 27  2  0
 25 28  1  0
 25 29  1  0
 26 33  1  0
 30 31  1  0
 30 32  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1905589

   4-[8-acetamido-3-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyridin-6-yl]-N-cyclopropylbenzamide

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: 470.53

Molecular Weight (Monoisotopic): 470.1954

AlogP: 4.54

#Rotatable Bonds: 7

Polar Surface Area: 93.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.54

CX Basic pKa: 5.29

CX LogP: 2.44

CX LogD: 2.43

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -0.99

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays