2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]propanoate

ID: ALA2372591

Cas Number: 16012-70-7

PubChem CID: 7009583

Product Number: Z181843, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H18N2O5

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C14H18N2O5/c1-9(12(17)15-10(2)13(18)19)16-14(20)21-8-11-6-4-3-5-7-11/h3-7,9-10H,8H2,1-2H3,(H,15,17)(H,16,20)(H,18,19)/t9-,10-/m0/s1

Standard InChI Key:  JBGCVTHXXTVYIP-UWVGGRQHSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    1.1787    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8908    1.1828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    1.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152    1.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    0.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4748    1.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030    0.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0356    0.7829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1787   -0.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9329    2.0823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152    2.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825    0.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822    1.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1069    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998    2.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8066    1.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319    0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8482   -0.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312    0.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562    0.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  7  1  0
  5  6  1  0
  6  1  1  0
  7  2  1  0
  8  4  1  0
  9  1  2  0
 10  3  2  0
 11  4  2  0
 12  3  1  0
 13 12  1  0
 14 13  1  0
  6 15  1  1
  7 16  1  6
 17 14  2  0
 18 14  1  0
 19 18  2  0
 20 17  1  0
 21 19  1  0
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2372591

   Z-Ala-Ala-OH

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: 294.31

Molecular Weight (Monoisotopic): 294.1216

AlogP: 0.89

#Rotatable Bonds: 6

Polar Surface Area: 104.73

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: 1.05

CX LogD: -2.30

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -0.41

References

1. Gebauer S, Knütter I, Hartrodt B, Brandsch M, Neubert K, Thondorf I..  (2003)  Three-dimensional quantitative structure-activity relationship analyses of peptide substrates of the mammalian H+/peptide cotransporter PEPT1.,  46  (26): [PMID:14667225] [10.1021/jm030976x]

Source

Source(1):

• Scientific Literature