(S)-3-Methyl-1,2,3,4-tetrahydro-isoquinoline-3,6-dicarboxylic acid

ID: ALA79393

PubChem CID: 44460396

Max Phase: Preclinical

Molecular Formula: C12H13NO4

Molecular Weight: 235.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]1(C(=O)O)Cc2cc(C(=O)O)ccc2CN1

Standard InChI:  InChI=1S/C12H13NO4/c1-12(11(16)17)5-9-4-7(10(14)15)2-3-8(9)6-13-12/h2-4,13H,5-6H2,1H3,(H,14,15)(H,16,17)/t12-/m0/s1

Standard InChI Key:  KNMRLLNWZRQFSV-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  1  0  0  0  0  0999 V2000
    5.9042   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.3250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -3.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -1.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -2.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -2.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  1  4  1  1
  5  7  1  0
  6  1  1  0
  7  8  1  0
  8  3  2  0
  9  3  1  0
 10  2  1  0
 11  4  2  0
 12  5  2  0
 13 14  1  0
 14  9  2  0
 15  4  1  0
 16  5  1  0
  1 17  1  6
  9 10  1  0
 13  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA79393

   (3S)-3-methyl-2,4-dihydro-1H-isoquinoline-3,6-dicarboxylic acid

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: 235.24

Molecular Weight (Monoisotopic): 235.0845

AlogP: 0.87

#Rotatable Bonds: 2

Polar Surface Area: 86.63

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.19

CX Basic pKa: 9.16

CX LogP: -1.18

CX LogD: -4.41

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.71

Np Likeness Score: 0.67

References

1. Ma D, Ma Z, Kozikowski AP, Pshenichkin S, Wroblewski JT..  (1998)  Synthesis and biological evaluation of two analogues of (S)-alpha-methyl-3-carboxyphenylalanine.,  8  (18): [PMID:9873559] [10.1016/s0960-894x(98)00409-0]

Source

Source(1):

• Scientific Literature