2-Hydroxyethylamino-7-dimethylamino-4,5-dihydro-1H-benzo[d][1,3]diazepine

ID: ALA3977625

PubChem CID: 134151989

Max Phase: Preclinical

Molecular Formula: C13H20N4O

Molecular Weight: 248.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(c1)CCN=C(NCCO)N2

Standard InChI:  InChI=1S/C13H20N4O/c1-17(2)11-3-4-12-10(9-11)5-6-14-13(16-12)15-7-8-18/h3-4,9,18H,5-8H2,1-2H3,(H2,14,15,16)

Standard InChI Key:  DIGGXUCVDVBAGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   19.5222  -12.6779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3280  -12.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6827  -11.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3280  -11.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5222  -10.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8785  -11.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8785  -12.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1629  -10.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4474  -11.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4474  -12.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1629  -12.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8400  -13.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6636  -13.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1031  -13.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7334  -10.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7337  -10.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0191  -11.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7185  -14.5354    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  9  1  0
  9 10  2  0
 10 11  1  0
  7 11  2  0
  6  8  2  0
 12 13  1  0
  2 12  1  0
 13 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3977625

   ---

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: 248.33

Molecular Weight (Monoisotopic): 248.1637

AlogP: 0.66

#Rotatable Bonds: 3

Polar Surface Area: 59.89

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 0.91

CX LogD: -1.34

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: -0.51

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