(S)-N-Methyl-2-(7-methyl-4-(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbonyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-3-yl)acetamide

ID: ALA4483495

PubChem CID: 147930449

Max Phase: Preclinical

Molecular Formula: C21H21N3O5

Molecular Weight: 395.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)C[C@H]1COc2cc(C)ccc2N1C(=O)c1ccc2c(c1)NC(=O)CO2

Standard InChI:  InChI=1S/C21H21N3O5/c1-12-3-5-16-18(7-12)28-10-14(9-19(25)22-2)24(16)21(27)13-4-6-17-15(8-13)23-20(26)11-29-17/h3-8,14H,9-11H2,1-2H3,(H,22,25)(H,23,26)/t14-/m0/s1

Standard InChI Key:  IJTNKDPWHRABRX-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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   30.1138  -19.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8219  -19.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8201  -18.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5287  -18.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5275  -19.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2337  -19.7449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9456  -19.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9468  -18.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2361  -18.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2315  -20.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5226  -20.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9380  -20.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8180  -20.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1096  -20.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5239  -21.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8185  -22.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1105  -21.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4036  -22.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3985  -23.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1065  -23.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8195  -23.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1028  -24.2324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6522  -19.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3610  -19.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0676  -19.7524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3633  -18.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7764  -19.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4072  -18.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 12  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
  8 24  1  6
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483495

   ---

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: 395.42

Molecular Weight (Monoisotopic): 395.1481

AlogP: 1.87

#Rotatable Bonds: 3

Polar Surface Area: 96.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.46

CX Basic pKa: ┄

CX LogP: 1.09

CX LogD: 1.09

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.83

Np Likeness Score: -1.09

References

1. Granberg KL, Yuan ZQ, Lindmark B, Edman K, Kajanus J, Hogner A, Malmgren M, O'Mahony G, Nordqvist A, Lindberg J, Tångefjord S, Kossenjans M, Löfberg C, Brånalt J, Liu D, Selmi N, Nikitidis G, Nordberg P, Hayen A, Aagaard A, Hansson E, Hermansson M, Ivarsson I, Jansson-Löfmark R, Karlsson U, Johansson U, William-Olsson L, Hartleib-Geschwindner J, Bamberg K..  (2019)  Identification of Mineralocorticoid Receptor Modulators with Low Impact on Electrolyte Homeostasis but Maintained Organ Protection.,  62  (3): [PMID:30596500] [10.1021/acs.jmedchem.8b01523]

Source

Source(1):

• Scientific Literature