isopropyl-2-((3-(4-(dimethylamino)but-2-enamido)phenyl)(2-(piperidin-1-yl)ethoxy)methyl)-1H-pyrrolo[3,2-b]pyridine-7-carboxylate

ID: ALA5281316

Max Phase: Preclinical

Molecular Formula: C31H41N5O4

Molecular Weight: 547.70

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)c1ccnc2cc(C(OCCN3CCCCC3)c3cccc(NC(=O)/C=C/CN(C)C)c3)[nH]c12

Standard InChI:  InChI=1S/C31H41N5O4/c1-22(2)40-31(38)25-13-14-32-26-21-27(34-29(25)26)30(39-19-18-36-16-6-5-7-17-36)23-10-8-11-24(20-23)33-28(37)12-9-15-35(3)4/h8-14,20-22,30,34H,5-7,15-19H2,1-4H3,(H,33,37)/b12-9+

Standard InChI Key:  MQPYAXPCLQILKZ-FMIVXFBMSA-N

Molfile:  

 
     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -0.8077    2.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077    0.7511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7602    2.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574    2.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0318    1.6323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6999    0.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320    0.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -0.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.0074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422   -1.6575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5712   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2857   -1.2450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7148   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7148   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2857   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -2.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030   -2.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -2.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134   -1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012   -1.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -1.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1424   -1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1424   -2.4830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570   -1.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2860   -1.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -1.6578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7148   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -2.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    2.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0453    2.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0453    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  4  2  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 11 12  1  0
 12  4  1  0
 12  8  2  0
 13 10  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
 23 13  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 29 27  1  0
 30 29  1  0
 30 31  2  0
 32 30  1  0
 33 32  2  0
 34 33  1  0
 35 34  1  0
 35 36  1  0
 35 37  1  0
  1 38  1  0
 38 39  1  0
 38 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281316

   ---

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: 547.70

Molecular Weight (Monoisotopic): 547.3159

AlogP: 4.78

#Rotatable Bonds: 12

Polar Surface Area: 99.79

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.41

CX Basic pKa: 9.06

CX LogP: 4.27

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -0.89

References

1. Yang GJ, Wu J, Miao L, Zhu MH, Zhou QJ, Lu XJ, Lu JF, Leung CH, Ma DL, Chen J..  (2021)  Pharmacological inhibition of KDM5A for cancer treatment.,  226  [PMID:34555614] [10.1016/j.ejmech.2021.113855]

Source

Source(1):

• Scientific Literature