2-(Hydroxyethylamino)-8,9-dihydro-5H-[1,3]dioxolo[4,5]benzo[1,2-d][1,3]diazepine

ID: ALA3986826

PubChem CID: 134156245

Max Phase: Preclinical

Molecular Formula: C12H15N3O3

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCCNC1=NCCc2cc3c(cc2N1)OCO3

Standard InChI:  InChI=1S/C12H15N3O3/c16-4-3-14-12-13-2-1-8-5-10-11(18-7-17-10)6-9(8)15-12/h5-6,16H,1-4,7H2,(H2,13,14,15)

Standard InChI Key:  AYQFKASUJPEFFG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   19.1088   -9.6976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9147   -9.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2695   -8.7684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9147   -8.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1088   -7.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4650   -8.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4650   -9.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7493   -7.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7493   -9.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4272  -10.1590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2422  -10.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5447   -9.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3596   -9.1440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0336   -9.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0336   -8.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2502   -8.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7661   -8.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2503   -9.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  7  1  0
  8 15  1  0
 14  9  1  0
  7  9  2  0
  6  8  2  0
 11 12  1  0
 10 11  1  0
 12 13  1  0
  2 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986826

   ---

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: 249.27

Molecular Weight (Monoisotopic): 249.1113

AlogP: 0.32

#Rotatable Bonds: 2

Polar Surface Area: 75.11

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 0.42

CX LogD: -1.44

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: 0.39

References

1. McMullan M, García-Bea A, Miranda-Azpiazu P, Callado LF, Rozas I..  (2016)  Substituted conformationally restricted guanidine derivatives: Probing the α2-adrenoceptors' binding pocket.,  123  [PMID:27474922] [10.1016/j.ejmech.2016.07.011]

Source

Source(1):

• Scientific Literature