7-{(4-Chlorobenzyl)[2-(diethylamino)ethyl]amino}-2-oxo-2H-chromene-3-carboximidamide Dihydrochloride

ID: ALA3577295

PubChem CID: 122177619

Max Phase: Preclinical

Molecular Formula: C23H28Cl2N4O2

Molecular Weight: 426.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCN(Cc1ccc(Cl)cc1)c1ccc2cc(C(=N)N)c(=O)oc2c1.Cl

Standard InChI:  InChI=1S/C23H27ClN4O2.ClH/c1-3-27(4-2)11-12-28(15-16-5-8-18(24)9-6-16)19-10-7-17-13-20(22(25)26)23(29)30-21(17)14-19;/h5-10,13-14H,3-4,11-12,15H2,1-2H3,(H3,25,26);1H

Standard InChI Key:  DECKBXVEUXDZOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    7.6921   -2.2543    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
   -3.9085   -1.5030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9066   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049   -3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109   -0.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5084   -1.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113   -0.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1066   -1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0991   -3.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7963   -3.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5010   -3.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -5.2576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5013   -6.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998   -7.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9036   -6.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9034   -7.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1353   -3.6297    0.0000 Cl  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
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 23 31  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: 426.95

Molecular Weight (Monoisotopic): 426.1823

AlogP: 4.08

#Rotatable Bonds: 9

Polar Surface Area: 86.56

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.48

CX LogP: 3.80

CX LogD: 0.62

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -0.86

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