3-(6-Allyl-7-oxo-1H-pyrrolo[2,3-c]pyridin-4-yl)-N,N-dimethyl-benzamide

ID: ALA4460783

PubChem CID: 121335281

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1cc(-c2cccc(C(=O)N(C)C)c2)c2cc[nH]c2c1=O

Standard InChI:  InChI=1S/C19H19N3O2/c1-4-10-22-12-16(15-8-9-20-17(15)19(22)24)13-6-5-7-14(11-13)18(23)21(2)3/h4-9,11-12,20H,1,10H2,2-3H3

Standard InChI Key:  SPSRAFOXVSNAJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.7393  -15.8320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393  -16.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445  -17.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445  -15.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498  -15.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498  -16.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279  -16.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4090  -16.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280  -15.5793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304  -15.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445  -14.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439  -17.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343  -18.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7336  -19.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4416  -19.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1519  -19.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492  -18.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0254  -19.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3181  -19.0930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246  -20.3196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3165  -20.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7319  -20.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239  -15.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150  -15.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  1 10  1  0
  4 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  3 12  1  0
 14 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 10 23  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460783

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 2.88

#Rotatable Bonds: 4

Polar Surface Area: 58.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.62

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.06

References

1. Crawford TD, Tsui V, Flynn EM, Wang S, Taylor AM, Côté A, Audia JE, Beresini MH, Burdick DJ, Cummings R, Dakin LA, Duplessis M, Good AC, Hewitt MC, Huang HR, Jayaram H, Kiefer JR, Jiang Y, Murray J, Nasveschuk CG, Pardo E, Poy F, Romero FA, Tang Y, Wang J, Xu Z, Zawadzke LE, Zhu X, Albrecht BK, Magnuson SR, Bellon S, Cochran AG..  (2016)  Diving into the Water: Inducible Binding Conformations for BRD4, TAF1(2), BRD9, and CECR2 Bromodomains.,  59  (11): [PMID:27219867] [10.1021/acs.jmedchem.6b00264]

Source

Source(1):

• Scientific Literature