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

ID: ALA2392459

PubChem CID: 52997500

Max Phase: Preclinical

Molecular Formula: C33H44ClN3O

Molecular Weight: 497.73

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H43N3O.ClH/c1-3-4-5-6-7-8-9-19-26-32(37)36(31-24-17-12-18-25-31)27-28(2)33(34-29-20-13-10-14-21-29)35-30-22-15-11-16-23-30;/h10-18,20-25,28H,3-9,19,26-27H2,1-2H3,(H,34,35);1H

Standard InChI Key:  VRLFADVTNZGIDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.6993  -10.3970    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5542  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2687  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976  -10.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832  -11.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976   -9.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976  -11.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6931  -12.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4068  -13.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4053  -11.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4153   -9.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4156   -8.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7007   -7.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2687   -9.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8398  -10.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252  -11.5251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8398   -9.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5576   -9.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5580   -8.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -7.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1261   -8.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -9.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9818  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4529  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1634  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8822  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5928  -10.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117  -10.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222  -10.7000    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
 36 37  1  0
 37 38  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: 497.73

Molecular Weight (Monoisotopic): 497.3406

AlogP: 9.03

#Rotatable Bonds: 15

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: 9.09

CX LogD: 8.72

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.13

Np Likeness Score: -0.75

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