2-amino-1-(3-methoxy-2,6-dimethylphenyl)pyrrolo[3,2-b]quinoxaline-3-carboxamide

ID: ALA5208771

PubChem CID: 168295005

Max Phase: Preclinical

Molecular Formula: C20H19N5O2

Molecular Weight: 361.41

Names and Identifiers

Canonical SMILES:  COc1ccc(C)c(-n2c(N)c(C(N)=O)c3nc4ccccc4nc32)c1C

Standard InChI:  InChI=1S/C20H19N5O2/c1-10-8-9-14(27-3)11(2)17(10)25-18(21)15(19(22)26)16-20(25)24-13-7-5-4-6-12(13)23-16/h4-9H,21H2,1-3H3,(H2,22,26)

Standard InChI Key:  MNJUHDVNMFMXHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.4362   -2.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0904   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -0.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465   -0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.8184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619    1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619    2.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772    2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6925    2.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6925    1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9771    0.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9771   -0.0075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0670   -0.5598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753   -0.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0683    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5897    0.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0581    1.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    1.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4583    0.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -0.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689   -1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0614   -1.8866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878   -1.7058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  4  3  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
  7 12  2  0
 12 13  1  0
 13  4  2  0
 14  5  1  0
 14 15  1  0
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 16 17  1  0
 18 16  2  0
 18 19  1  0
 19 20  1  0
 21 18  1  0
 22 21  2  0
 23 22  1  0
 15 23  2  0
 23 24  1  0
 25 14  1  0
  3 25  2  0
 25 26  1  0
 27  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208771

   ---

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: 361.41

Molecular Weight (Monoisotopic): 361.1539

AlogP: 2.88

#Rotatable Bonds: 3

Polar Surface Area: 109.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: 1.00

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.97

References

1. Szychowski J, Papp R, Dietrich E, Liu B, Vallée F, Leclaire ME, Fourtounis J, Martino G, Perryman AL, Pau V, Yin SY, Mader P, Roulston A, Truchon JF, Marshall CG, Diallo M, Duffy NM, Stocco R, Godbout C, Bonneau-Fortin A, Kryczka R, Bhaskaran V, Mao D, Orlicky S, Beaulieu P, Turcotte P, Kurinov I, Sicheri F, Mamane Y, Gallant M, Black WC..  (2022)  Discovery of an Orally Bioavailable and Selective PKMYT1 Inhibitor, RP-6306.,  65  (15.0): [PMID:35880755] [10.1021/acs.jmedchem.2c00552]

Source

Source(1):

• Scientific Literature