3-[7-(Difluoromethyl)-6-(1-methylpyrazol-4-yl)-3,4-dihydro-2H-quinolin-1-yl]-N-methyl-1-tetrahydropyran-4-yl-6,7-dihydro-4H-pyrazolo[4,3-c]pyridine-5-carboxamide

ID: ALA4097025

Cas Number: 1936422-33-1

PubChem CID: 132275066

Product Number: G414103, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H33F2N7O2

Molecular Weight: 525.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)N1CCc2c(c(N3CCCc4cc(-c5cnn(C)c5)c(C(F)F)cc43)nn2C2CCOCC2)C1

Standard InChI:  InChI=1S/C27H33F2N7O2/c1-30-27(37)34-9-5-23-22(16-34)26(32-36(23)19-6-10-38-11-7-19)35-8-3-4-17-12-20(18-14-31-33(2)15-18)21(25(28)29)13-24(17)35/h12-15,19,25H,3-11,16H2,1-2H3,(H,30,37)

Standard InChI Key:  CQCWHSDMJBAGDC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
    3.7063   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063   -4.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115   -5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115   -3.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1168   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213   -4.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8965   -5.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3712   -4.3538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8893   -3.6983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357   -2.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9355   -2.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1845   -1.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6372   -1.3659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -1.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5850   -2.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503   -5.7878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6047   -6.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8585   -7.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6582   -7.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497   -5.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2033   -6.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0028   -6.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5495   -6.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2911   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922   -5.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3495   -6.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6847   -7.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4971   -7.1109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6640   -6.3109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9547   -5.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4093   -5.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -4.7731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003   -5.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8343   -4.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6346   -5.0630    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5772   -4.1222    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -5.1828    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  1  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
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 10  1  0
 16 17  1  0
 16 20  1  0
 17 18  1  0
 18 19  1  0
 19 21  1  0
  7 16  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 23 26  1  0
 29 31  1  0
  2 32  1  0
 32 33  1  0
 32 34  2  0
 24 35  1  0
 35 36  1  0
 35 37  1  0
 33 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097025

   GNE-781

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

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: 525.60

Molecular Weight (Monoisotopic): 525.2664

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 80.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.77

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.55

Np Likeness Score: -1.66

References

1. Romero FA, Murray J, Lai KW, Tsui V, Albrecht BK, An L, Beresini MH, de Leon Boenig G, Bronner SM, Chan EW, Chen KX, Chen Z, Choo EF, Clagg K, Clark K, Crawford TD, Cyr P, de Almeida Nagata D, Gascoigne KE, Grogan JL, Hatzivassiliou G, Huang W, Hunsaker TL, Kaufman S, Koenig SG, Li R, Li Y, Liang X, Liao J, Liu W, Ly J, Maher J, Masui C, Merchant M, Ran Y, Taylor AM, Wai J, Wang F, Wei X, Yu D, Zhu BY, Zhu X, Magnuson S..  (2017)  GNE-781, A Highly Advanced Potent and Selective Bromodomain Inhibitor of Cyclic Adenosine Monophosphate Response Element Binding Protein, Binding Protein (CBP).,  60  (22): [PMID:28892380] [10.1021/acs.jmedchem.7b00796]

Source

Source(1):

• Scientific Literature