N-(3-chloropyridin-4-yl)-2-(5-(4-hydroxyphenyl)-3-methyl-4-oxo-3,4-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetamide

ID: ALA5278727

Max Phase: Preclinical

Molecular Formula: C20H16ClN5O3

Molecular Weight: 409.83

Names and Identifiers

Canonical SMILES:  Cn1cnc2c(c(-c3ccc(O)cc3)cn2CC(=O)Nc2ccncc2Cl)c1=O

Standard InChI:  InChI=1S/C20H16ClN5O3/c1-25-11-23-19-18(20(25)29)14(12-2-4-13(27)5-3-12)9-26(19)10-17(28)24-16-6-7-22-8-15(16)21/h2-9,11,27H,10H2,1H3,(H,22,24,28)

Standard InChI Key:  IWKPZVJQRAKJRS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.8393    0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274    0.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274   -0.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8375   -0.7168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5539   -0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3445   -0.5509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    0.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233    0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1309   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8797   -2.3587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6767   -2.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2604   -1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548   -2.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2685   -2.9998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6890   -3.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3077   -3.9562    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -0.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8393    1.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1097    1.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930    2.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794    2.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    3.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8996    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907    1.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5314    3.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  9  8  2  0
  3  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 18 19  1  0
 11 20  2  0
  2 21  2  0
  1 22  1  0
 23  9  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 23 28  1  0
 28 27  2  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278727

   ---

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: 409.83

Molecular Weight (Monoisotopic): 409.0942

AlogP: 2.79

#Rotatable Bonds: 4

Polar Surface Area: 102.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.64

CX Basic pKa: 4.04

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.32

References

1. Mamai A, Chau AM, Wilson BJ, Watson ID, Joseph BB, Subramanian PR, Morshed MM, Morin JA, Prakesch MA, Lu T, Connolly P, Kuntz DA, Pomroy NC, Poda G, Nguyen K, Marcellus R, Strathdee G, Theriault B, Subramaniam R, Mohammed M, Abibi A, Chan M, Winston J, Kiyota T, Undzys E, Aman A, Austin N, Du Jardin M, Packman K, Phillippar U, Attar R, Edwards J, O'Meara J, Uehling DE, Al-Awar R, Privé GG, Isaac MB..  (2023)  Discovery of OICR12694: A Novel, Potent, Selective, and Orally Bioavailable BCL6 BTB Inhibitor.,  14  (2.0): [PMID:36793435] [10.1021/acsmedchemlett.2c00502]

Source

Source(1):

• Scientific Literature