N-(1-isopropyl-4-piperidyl)-N,6-dimethyl-7-oxo-1H-pyrrolo[2,3-c]pyridine-4-carboxamide

ID: ALA4061901

PubChem CID: 121338530

Max Phase: Preclinical

Molecular Formula: C18H26N4O2

Molecular Weight: 330.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N1CCC(N(C)C(=O)c2cn(C)c(=O)c3[nH]ccc23)CC1

Standard InChI:  InChI=1S/C18H26N4O2/c1-12(2)22-9-6-13(7-10-22)21(4)17(23)15-11-20(3)18(24)16-14(15)5-8-19-16/h5,8,11-13,19H,6-7,9-10H2,1-4H3

Standard InChI Key:  UCWKWRGXGSXQND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.9904   -8.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7018   -9.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7066   -9.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0082  -10.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2927   -9.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2838   -9.0532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4750   -8.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4878  -10.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9615   -9.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0171  -11.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7244  -11.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3105  -11.5046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9815   -7.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5723   -8.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3194  -12.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1762  -10.3004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1851  -11.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8965  -11.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5991  -11.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5901  -10.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8787   -9.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4648   -9.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4559   -9.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7582  -10.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  8  9  2  0
  7  9  1  0
  2  7  1  0
  3  8  1  0
 10 11  2  0
 10 12  1  0
  4 10  1  0
  1 13  2  0
  6 14  1  0
 12 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 21  1  0
 22 23  1  0
 22 24  1  0
 16 22  1  0
 12 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4061901

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.43

Molecular Weight (Monoisotopic): 330.2056

AlogP: 1.81

#Rotatable Bonds: 3

Polar Surface Area: 61.34

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.73

CX Basic pKa: 9.12

CX LogP: 0.48

CX LogD: -1.25

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.93

Np Likeness Score: -1.30

References

1. Crawford TD, Audia JE, Bellon S, Burdick DJ, Bommi-Reddy A, Côté A, Cummings RT, Duplessis M, Flynn EM, Hewitt M, Huang HR, Jayaram H, Jiang Y, Joshi S, Kiefer JR, Murray J, Nasveschuk CG, Neiss A, Pardo E, Romero FA, Sandy P, Sims RJ, Tang Y, Taylor AM, Tsui V, Wang J, Wang S, Wang Y, Xu Z, Zawadzke L, Zhu X, Albrecht BK, Magnuson SR, Cochran AG..  (2017)  GNE-886: A Potent and Selective Inhibitor of the Cat Eye Syndrome Chromosome Region Candidate 2 Bromodomain (CECR2).,  8  (7): [PMID:28740608] [10.1021/acsmedchemlett.7b00132]

Source

Source(1):

• Scientific Literature