N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-methylphenyl)-1,2,3,4-tetrahydroquinoline-6-carboxamide

ID: ALA4096048

Cas Number: 1693731-83-7

PubChem CID: 117996588

Max Phase: Preclinical

Molecular Formula: C26H25N3O4

Molecular Weight: 443.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc3c(c2)OCCO3)cc1NC(=O)c1ccc2c(c1)CCCN2

Standard InChI:  InChI=1S/C26H25N3O4/c1-16-4-7-20(28-25(30)19-6-9-23-24(14-19)33-12-11-32-23)15-22(16)29-26(31)18-5-8-21-17(13-18)3-2-10-27-21/h4-9,13-15,27H,2-3,10-12H2,1H3,(H,28,30)(H,29,31)

Standard InChI Key:  LLTXIVYBCVSFHB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.0480   -5.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -5.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4657   -5.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4628   -4.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -3.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6337   -4.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6339   -5.1882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1690   -3.9558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1659   -3.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8721   -2.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9816   -3.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6865   -2.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6838   -1.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9800   -1.5022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9293   -3.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -2.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2241   -4.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5095   -3.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -2.7368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829   -3.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900   -3.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -4.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  6  1  1  0
  1  7  1  0
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  8  9  1  0
  8 10  2  0
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  5 12  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
  9 25  2  0
 25 26  1  0
 26 29  2  0
 28 27  2  0
 27  9  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096048

   N-[5-[[(2,3-Dihydro-1,4-benzodioxin-6-yl)carbonyl]amino]-2-methylphenyl]-1,2,3,4-tetrahydro-6-quinolinecarboxamide

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: 443.50

Molecular Weight (Monoisotopic): 443.1845

AlogP: 4.63

#Rotatable Bonds: 4

Polar Surface Area: 88.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.59

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: -1.24

References

1. Cheeseman MD, Chessum NE, Rye CS, Pasqua AE, Tucker MJ, Wilding B, Evans LE, Lepri S, Richards M, Sharp SY, Ali S, Rowlands M, O'Fee L, Miah A, Hayes A, Henley AT, Powers M, Te Poele R, De Billy E, Pellegrino L, Raynaud F, Burke R, van Montfort RL, Eccles SA, Workman P, Jones K..  (2017)  Discovery of a Chemical Probe Bisamide (CCT251236): An Orally Bioavailable Efficacious Pirin Ligand from a Heat Shock Transcription Factor 1 (HSF1) Phenotypic Screen.,  60  (1): [PMID:28004573] [10.1021/acs.jmedchem.6b01055]

Source

Source(1):

• Scientific Literature