7-(Dibenzylamino)-2-oxo-2H-chromene-3-carboximidamide diHydrochloride

ID: ALA3577293

PubChem CID: 122177615

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O2

Molecular Weight: 383.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)c1cc2ccc(N(Cc3ccccc3)Cc3ccccc3)cc2oc1=O

Standard InChI:  InChI=1S/C24H21N3O2.ClH/c25-23(26)21-13-19-11-12-20(14-22(19)29-24(21)28)27(15-17-7-3-1-4-8-17)16-18-9-5-2-6-10-18;/h1-14H,15-16H2,(H3,25,26);1H

Standard InChI Key:  HGOZXKUUOJYQHD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    7.6921   -1.1238    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    0.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    2.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9095   -1.5010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062   -3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2102   -0.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -5.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999   -5.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0033   -5.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0081   -3.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3095   -2.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2129    0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5117    1.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5113    2.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121    3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9133    2.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9136    1.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9 12  2  0
 13 14  1  0
 13 15  2  0
 10 13  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 19 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

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: 383.45

Molecular Weight (Monoisotopic): 383.1634

AlogP: 4.28

#Rotatable Bonds: 6

Polar Surface Area: 83.32

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.57

CX LogP: 4.19

CX LogD: 3.02

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: -0.39

References

1. Buta A, Maximyuk O, Kovalskyy D, Sukach V, Vovk M, Ievglevskyi O, Isaeva E, Isaev D, Savotchenko A, Krishtal O..  (2015)  Novel Potent Orthosteric Antagonist of ASIC1a Prevents NMDAR-Dependent LTP Induction.,  58  (11): [PMID:25974655] [10.1021/jm5017329]

Source

Source(1):

• Scientific Literature