N-((S)-1-oxo-3-phenyl-1-(((S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl)amino)propan-2-yl)-4-propylpiperazine-1-carboxamide

ID: ALA5181012

PubChem CID: 168276350

Max Phase: Preclinical

Molecular Formula: C34H42N4O4S

Molecular Weight: 602.80

Names and Identifiers

Canonical SMILES:  CCCN1CCN(C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H](/C=C/S(=O)(=O)c2ccccc2)CCc2ccccc2)CC1

Standard InChI:  InChI=1S/C34H42N4O4S/c1-2-21-37-22-24-38(25-23-37)34(40)36-32(27-29-14-8-4-9-15-29)33(39)35-30(19-18-28-12-6-3-7-13-28)20-26-43(41,42)31-16-10-5-11-17-31/h3-17,20,26,30,32H,2,18-19,21-25,27H2,1H3,(H,35,39)(H,36,40)/b26-20+/t30-,32-/m0/s1

Standard InChI Key:  DSOSFLUNDAOFRM-QGVAVTBLSA-N

Molfile:  

 
     RDKit          2D

 43 46  0  0  0  0  0  0  0  0999 V2000
    1.0719   -0.8245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010    0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304   -0.8246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6453    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3582    0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3628   -0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5171   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3422   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0720   -0.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -0.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    0.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -2.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -3.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010    1.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188    2.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    2.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5021    3.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7865    2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872    2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3601    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0747    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  1  4  1  0
  4  5  1  0
  4  6  2  0
  3  7  1  0
  2  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 10 17  2  0
 10 18  2  0
  5 19  1  6
  5 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 24 22  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 22 28  1  0
 26 29  1  0
 19 30  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 34 33  1  0
 35 34  2  0
 30 35  1  0
  7 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 40 36  2  0
 41 40  1  0
 39 41  2  0
 29 42  1  0
 42 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5181012

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 602.80

Molecular Weight (Monoisotopic): 602.2927

AlogP: 4.44

#Rotatable Bonds: 13

Polar Surface Area: 98.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.97

CX Basic pKa: 7.59

CX LogP: 4.84

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -0.63

References

1. Ahmadi R, Emami S..  (2022)  Recent applications of vinyl sulfone motif in drug design and discovery.,  234  [PMID:35305462] [10.1016/j.ejmech.2022.114255]

Source

Source(1):

• Scientific Literature