N-formyl-methionylalanine

ID: ALA2075013

Cas Number: 15183-28-5

PubChem CID: 1771173

Max Phase: Preclinical

Molecular Formula: C9H16N2O4S

Molecular Weight: 248.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H16N2O4S/c1-6(9(14)15)11-8(13)7(10-5-12)3-4-16-2/h5-7H,3-4H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t6-,7-/m0/s1

Standard InChI Key:  GBWVAAKKEIOROG-BQBZGAKWSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.5911   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766   -0.2652    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1621   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2668   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6958   -0.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2668   -1.5027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813   -2.7402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4102   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4102    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8392   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247   -1.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  1
  6  9  2  0
  8 10  1  0
 10 11  2  0
  7 12  1  0
 12 13  1  0
 12 14  1  1
 13 15  1  0
 13 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2075013

   (2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]propanoic 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: 248.30

Molecular Weight (Monoisotopic): 248.0831

AlogP: -0.56

#Rotatable Bonds: 8

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.89

CX Basic pKa: ┄

CX LogP: -0.69

CX LogD: -3.91

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.50

Np Likeness Score: -0.26

References

1. Terada T, Sawada K, Irie M, Saito H, Hashimoto Y, Inui K..  (2000)  Structural requirements for determining the substrate affinity of peptide transporters PEPT1 and PEPT2.,  440  (1): [PMID:11007306] [10.1007/s004240000339]

Source

Source(1):

• TP-search Transporter Database