N-(2-(5-Chloro-2-methyl-1H-indol-3-yl)ethyl)-2-((4,6-dimethylpyridin-2-yl)amino)pyrimidine-5-carboxamide

ID: ALA4587876

PubChem CID: 155128754

Max Phase: Preclinical

Molecular Formula: C23H23ClN6O

Molecular Weight: 434.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)nc(Nc2ncc(C(=O)NCCc3c(C)[nH]c4ccc(Cl)cc34)cn2)c1

Standard InChI:  InChI=1S/C23H23ClN6O/c1-13-8-14(2)28-21(9-13)30-23-26-11-16(12-27-23)22(31)25-7-6-18-15(3)29-20-5-4-17(24)10-19(18)20/h4-5,8-12,29H,6-7H2,1-3H3,(H,25,31)(H,26,27,28,30)

Standard InChI Key:  OHRZKQWCWASXDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3766   -9.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839  -10.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881  -11.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693   -9.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3764  -10.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7887  -11.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1596  -12.0614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766  -11.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105  -11.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5566  -12.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322  -10.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5440  -11.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2610  -10.7198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9729  -11.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6898  -10.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9676  -11.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3991  -11.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1157  -10.7419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1213   -9.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4045   -9.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6908   -9.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8378   -9.5071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5502   -9.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5429  -10.7467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2544  -11.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9719  -10.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9734   -9.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2611   -9.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1722   -8.9241    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.2499  -11.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6884   -9.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
  9 11  1  0
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 17 18  1  0
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 20 21  2  0
 21 15  1  0
 19 22  1  0
 22 23  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
  1 29  1  0
 25 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4587876

   ---

2. Parent:

   

   ALA4587876

   ---

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: 434.93

Molecular Weight (Monoisotopic): 434.1622

AlogP: 4.65

#Rotatable Bonds: 6

Polar Surface Area: 95.59

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: 4.52

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.52

References

1. Amaradhi R, Banik A, Mohammed S, Patro V, Rojas A, Wang W, Motati DR, Dingledine R, Ganesh T..  (2020)  Potent, Selective, Water Soluble, Brain-Permeable EP2 Receptor Antagonist for Use in Central Nervous System Disease Models.,  63  (3): [PMID:31904232] [10.1021/acs.jmedchem.9b01218]

Source

Source(1):

• Scientific Literature