3-(4-(1H-Pyrrolo[2,3-b]pyridin-5-yl)phenyl)-N-(2-((2-chlorophenyl)sulfonamido)ethyl)propanamide

ID: ALA4483002

PubChem CID: 155539873

Max Phase: Preclinical

Molecular Formula: C24H23ClN4O3S

Molecular Weight: 482.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc(-c2cnc3[nH]ccc3c2)cc1)NCCNS(=O)(=O)c1ccccc1Cl

Standard InChI:  InChI=1S/C24H23ClN4O3S/c25-21-3-1-2-4-22(21)33(31,32)29-14-13-26-23(30)10-7-17-5-8-18(9-6-17)20-15-19-11-12-27-24(19)28-16-20/h1-6,8-9,11-12,15-16,29H,7,10,13-14H2,(H,26,30)(H,27,28)

Standard InChI Key:  HJIGRYRQSJAQDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.4822   -4.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0777   -3.9456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -4.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4933   -3.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2011   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9088   -3.9456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7856   -3.5370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6165   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3242   -3.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0319   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7396   -3.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7375   -4.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4444   -5.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1531   -4.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8600   -5.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5674   -6.3973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5638   -4.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2718   -5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2790   -5.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0599   -6.2312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5354   -5.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0483   -4.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3754   -2.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6685   -2.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9624   -3.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -3.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6165   -2.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0844   -2.3126    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
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 19 22  2  0
 21 20  2  0
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 14 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
  7  2  1  0
  2 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  8 32  2  0
 27 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483002

   ---

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: 482.99

Molecular Weight (Monoisotopic): 482.1179

AlogP: 3.91

#Rotatable Bonds: 9

Polar Surface Area: 103.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: 3.13

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.38

References

1. Grimm SH, Gagestein B, Keijzer JF, Liu N, Wijdeven RH, Lenselink EB, Tuin AW, van den Nieuwendijk AMCH, van Westen GJP, van Boeckel CAA, Overkleeft HS, Neefjes J, van der Stelt M..  (2019)  Comprehensive structure-activity-relationship of azaindoles as highly potent FLT3 inhibitors.,  27  (5): [PMID:30661740] [10.1016/j.bmc.2019.01.006]

Source

Source(1):

• Scientific Literature