2-(2-Acetylamino-3-hydroxy-propionylamino)-3-methyl-butyramide

ID: ALA106968

Cas Number: 132765-87-8

PubChem CID: 14999616

Max Phase: Preclinical

Molecular Formula: C10H19N3O4

Molecular Weight: 245.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CO)C(=O)N[C@H](C(N)=O)C(C)C

Standard InChI:  InChI=1S/C10H19N3O4/c1-5(2)8(9(11)16)13-10(17)7(4-14)12-6(3)15/h5,7-8,14H,4H2,1-3H3,(H2,11,16)(H,12,15)(H,13,17)/t7-,8-/m0/s1

Standard InChI Key:  MFHHGNNUNGZUAV-YUMQZZPRSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  1  0  0  0  0  0999 V2000
    8.8250   -9.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167  -10.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5292  -10.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2292   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125  -10.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167  -11.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2292   -9.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -9.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9417  -10.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5292  -11.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -9.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1167   -8.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000  -10.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8250  -11.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2292  -11.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  3  1  0
  7  6  1  0
  8  2  2  0
  9  5  2  0
 10  7  2  0
 11  5  1  0
  4 12  1  6
  3 13  1  1
 14 13  1  0
 15  7  1  0
 16 12  1  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA106968

   L-Valinamide, N-acetyl-L-seryl-

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: 245.28

Molecular Weight (Monoisotopic): 245.1376

AlogP: -1.89

#Rotatable Bonds: 6

Polar Surface Area: 121.52

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.08

CX Basic pKa: ┄

CX LogP: -2.26

CX LogD: -2.26

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.44

Np Likeness Score: 0.08

References

1. Deshpande MS, Burton J..  (1992)  Mapping the binding site of tissue kallikrein: preparation and testing of all possible substrate analog inhibitors homologous with the sequence of kininogen between Ser386 and Gln392.,  35  (17): [PMID:1507198] [10.1021/jm00095a002]

Source

Source(1):

• Scientific Literature