4-(3-(diaminomethyleneamino)propoxy)-N-(2-(4-fluorophenoxy)phenyl)benzamide hydrochloride

ID: ALA4800369

PubChem CID: 162676721

Max Phase: Preclinical

Molecular Formula: C23H24ClFN4O3

Molecular Weight: 422.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.NC(N)=NCCCOc1ccc(C(=O)Nc2ccccc2Oc2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C23H23FN4O3.ClH/c24-17-8-12-19(13-9-17)31-21-5-2-1-4-20(21)28-22(29)16-6-10-18(11-7-16)30-15-3-14-27-23(25)26;/h1-2,4-13H,3,14-15H2,(H,28,29)(H4,25,26,27);1H

Standard InChI Key:  SKSWCLIWZYBHCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   41.6850   -5.2086    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.5233   -4.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5222   -5.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2344   -5.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9482   -5.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9453   -4.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2326   -3.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6515   -3.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3649   -4.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6484   -3.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3587   -2.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0673   -3.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7772   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7745   -1.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0562   -1.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3493   -1.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6336   -1.4888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9298   -1.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2167   -1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5093   -1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5168   -2.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2375   -3.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9419   -2.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8095   -3.1560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.8100   -5.5941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0985   -5.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3864   -5.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6749   -5.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9627   -5.5919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2553   -5.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5432   -5.5908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2560   -4.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
M  END

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: 422.46

Molecular Weight (Monoisotopic): 422.1754

AlogP: 3.91

#Rotatable Bonds: 9

Polar Surface Area: 111.96

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.45

CX LogP: 3.43

CX LogD: 1.01

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: -0.93

References

1. Cardoso FC,Marliac MA,Geoffroy C,Schmit M,Bispat A,Lewis RJ,Tuck KL,Duggan PJ.  (2020)  The neuronal calcium ion channel activity of constrained analogues of MONIRO-1.,  28  (18): [PMID:32828422] [10.1016/j.bmc.2020.115655]

Source

Source(1):

• Scientific Literature