D-Phe-L-Gln

ID: ALA2074937

PubChem CID: 16059488

Max Phase: Preclinical

Molecular Formula: C14H19N3O4

Molecular Weight: 293.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)[C@H](N)Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C14H19N3O4/c15-10(8-9-4-2-1-3-5-9)13(19)17-11(14(20)21)6-7-12(16)18/h1-5,10-11H,6-8,15H2,(H2,16,18)(H,17,19)(H,20,21)/t10-,11+/m1/s1

Standard InChI Key:  KLAONOISLHWJEE-MNOVXSKESA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -6.6589    4.0661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9445    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9445    5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    5.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5155    5.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    5.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    6.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5155    6.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    6.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5155    4.4786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    3.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3721    4.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    5.3036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3721    1.5911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8010    1.5911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  6
  4  5  1  0
  5  6  1  0
  5 10  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  1  0
  3 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074937

   (2S)-5-amino-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-5-oxopentanoic acid

Molecule Features

Natural Product: Yes

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: 293.32

Molecular Weight (Monoisotopic): 293.1376

AlogP: -0.61

#Rotatable Bonds: 8

Polar Surface Area: 135.51

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.62

CX Basic pKa: 8.01

CX LogP: -2.88

CX LogD: -2.97

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: 0.22

References

1. Temple CS, Boyd CA..  (1998)  Proton-coupled oligopeptide transport by rat renal cortical brush border membrane vesicles: a functional analysis using ACE inhibitors to determine the isoform of the transporter.,  1373  (1): [PMID:9733984] [10.1016/s0005-2736(98)00093-5]

Source

Source(1):

• TP-search Transporter Database