(7-(1H-Benz[d]imidazol-6-yl)-2,3-dihydrobenz[f][1,4]-oxazepin-4(5H)-yl)(4-(methylsulfonyl)-2-propylphenyl)-methanone

ID: ALA2332926

PubChem CID: 59605098

Max Phase: Preclinical

Molecular Formula: C27H27N3O4S

Molecular Weight: 489.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(S(C)(=O)=O)ccc1C(=O)N1CCOc2ccc(-c3ccc4nc[nH]c4c3)cc2C1

Standard InChI:  InChI=1S/C27H27N3O4S/c1-3-4-20-14-22(35(2,32)33)7-8-23(20)27(31)30-11-12-34-26-10-6-18(13-21(26)16-30)19-5-9-24-25(15-19)29-17-28-24/h5-10,13-15,17H,3-4,11-12,16H2,1-2H3,(H,28,29)

Standard InChI Key:  AAVDYCALQCJXLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   27.3765   -1.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6393   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1071   -3.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1922   -4.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.9030   -3.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1305   -3.2291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6199   -3.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0770   -4.5607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2879   -0.8726    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8184   -0.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5764   -1.2753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5764   -0.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4414   -2.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7074   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5095   -3.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 15 16  2  0
  7 12  1  0
  4  7  1  0
 20 21  2  0
 21 22  1  0
 22 25  2  0
 24 23  2  0
 23 20  1  0
 18 20  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
  1 29  1  0
 29 30  1  0
 29 31  2  0
 29 32  2  0
  3 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332926

   [7-(3H-benzimidazol-5-yl)-3,5-dihydro-2H-1,4-benzoxazepin-4-yl]-(4-methylsulfonyl-2-propylphenyl)methanone

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: 489.60

Molecular Weight (Monoisotopic): 489.1722

AlogP: 4.62

#Rotatable Bonds: 5

Polar Surface Area: 92.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: 5.79

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.44

Np Likeness Score: -1.31

References

1. Takeuchi CS, Kim BG, Blazey CM, Ma S, Johnson HW, Anand NK, Arcalas A, Baik TG, Buhr CA, Cannoy J, Epshteyn S, Joshi A, Lara K, Lee MS, Wang L, Leahy JW, Nuss JM, Aay N, Aoyama R, Foster P, Lee J, Lehoux I, Munagala N, Plonowski A, Rajan S, Woolfrey J, Yamaguchi K, Lamb P, Miller N..  (2013)  Discovery of a novel class of highly potent, selective, ATP-competitive, and orally bioavailable inhibitors of the mammalian target of rapamycin (mTOR).,  56  (6): [PMID:23394126] [10.1021/jm3007933]

Source

Source(1):

• Scientific Literature