3-Methyl-2-[(cis-1-methyl-6-phenylazepan-4-yl)amino]-3H,4H,5H-pyrrolo[3,2-d]pyrimidin-4-one

ID: ALA4544739

PubChem CID: 155552920

Max Phase: Preclinical

Molecular Formula: C20H25N5O

Molecular Weight: 351.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC[C@H](Nc2nc3cc[nH]c3c(=O)n2C)C[C@H](c2ccccc2)C1

Standard InChI:  InChI=1S/C20H25N5O/c1-24-11-9-16(12-15(13-24)14-6-4-3-5-7-14)22-20-23-17-8-10-21-18(17)19(26)25(20)2/h3-8,10,15-16,21H,9,11-13H2,1-2H3,(H,22,23)/t15-,16-/m0/s1

Standard InChI Key:  PVVXJYOIDSLVPY-HOTGVXAUSA-N

Molfile:  

 
     RDKit          2D

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   31.6049   -3.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6038   -4.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3118   -4.9512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0256   -4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3100   -3.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0199   -3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6305   -3.1688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2995   -2.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4844   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7388   -4.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8916   -4.9503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3116   -5.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1801   -4.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5048   -4.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7168   -4.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2461   -3.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4141   -3.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6420   -3.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8277   -3.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1618   -5.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3661   -5.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8114   -5.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0533   -6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8549   -6.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4062   -6.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3679   -2.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  5  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  2  0
  2 11  1  0
  3 12  1  0
 13 11  1  6
 13 14  1  0
 14 15  1  0
 13 16  1  0
 15 17  1  0
 16 18  1  0
 17 19  1  0
 18 19  1  0
 15 20  1  6
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544739

   ---

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: 351.45

Molecular Weight (Monoisotopic): 351.2059

AlogP: 2.55

#Rotatable Bonds: 3

Polar Surface Area: 65.95

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.01

CX Basic pKa: 9.29

CX LogP: 2.04

CX LogD: 0.10

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.46

References

1. Huang L, Li H, Li L, Niu L, Seupel R, Wu C, Cheng W, Chen C, Ding B, Brennan PE, Yang S..  (2019)  Discovery of Pyrrolo[3,2- d]pyrimidin-4-one Derivatives as a New Class of Potent and Cell-Active Inhibitors of P300/CBP-Associated Factor Bromodomain.,  62  (9): [PMID:30998845] [10.1021/acs.jmedchem.9b00096]

Source

Source(1):

• Scientific Literature