rac-N1,N2-Diphenyl-2-(N-phenylpelargonoylamido)isobutyramidine hydrochloride

ID: ALA2392466

PubChem CID: 2728899

Max Phase: Preclinical

Molecular Formula: C31H40ClN3O

Molecular Weight: 469.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCC(=O)N(CC(C)/C(=N\c1ccccc1)Nc1ccccc1)c1ccccc1.Cl

Standard InChI:  InChI=1S/C31H39N3O.ClH/c1-3-4-5-6-7-17-24-30(35)34(29-22-15-10-16-23-29)25-26(2)31(32-27-18-11-8-12-19-27)33-28-20-13-9-14-21-28;/h8-16,18-23,26H,3-7,17,24-25H2,1-2H3,(H,32,33);1H

Standard InChI Key:  QWJKGEWTARVJGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 37  0  0  0  0  0  0  0  0999 V2000
   33.1233   -3.6300    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.0960   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8104   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5250   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2395   -3.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5250   -4.4291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2395   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2395   -4.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2349   -5.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9486   -6.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6640   -5.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6613   -4.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9472   -4.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9571   -1.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9575   -1.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2424   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5256   -1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5287   -1.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8104   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3815   -3.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6670   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9526   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6670   -4.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3815   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0994   -1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0998   -1.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3847   -0.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6680   -1.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6711   -1.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2381   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5236   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8092   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0947   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3802   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6658   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9513   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  5  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  7  1  0
  3 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  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: 469.67

Molecular Weight (Monoisotopic): 469.3093

AlogP: 8.25

#Rotatable Bonds: 13

Polar Surface Area: 44.70

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.54

CX LogP: 8.20

CX LogD: 7.83

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.16

Np Likeness Score: -0.79

References

1. Korshin EE, Zakharova LG, Levin YA, Shulaeva MP, Pozdeev OK..  (2013)  Anti-influenza active and low toxic N-phenyl-substituted β-amidoamidines structurally related to natural antibiotic amidinomycin.,  23  (8): [PMID:23489622] [10.1016/j.bmcl.2013.02.053]

Source

Source(1):

• Scientific Literature