(2R,3S)-3-(3-aminopropyl)malate

ID: ALA376567

PubChem CID: 44423279

Max Phase: Preclinical

Molecular Formula: C7H13NO5

Molecular Weight: 191.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H13NO5/c8-3-1-2-4(6(10)11)5(9)7(12)13/h4-5,9H,1-3,8H2,(H,10,11)(H,12,13)/t4-,5+/m0/s1

Standard InChI Key:  HOIVOWQIWSVPGC-CRCLSJGQSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  1  0  0  0  0  0999 V2000
   15.1706    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8851    1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6028    1.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8884    2.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710    0.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4568    0.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8857    0.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8886   -0.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6024    0.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4560    1.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7417    1.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0271    1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3127    1.4201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  6
  2  4  2  0
  7  8  1  0
  7  9  2  0
  1  5  1  0
  1 10  1  6
  1  2  1  0
 10 11  1  0
  5  6  1  0
 11 12  1  0
  2  3  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA376567

   (2S,3R)-2-(3-aminopropyl)-3-hydroxybutanedioic 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: 191.18

Molecular Weight (Monoisotopic): 191.0794

AlogP: -1.13

#Rotatable Bonds: 6

Polar Surface Area: 120.85

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: 10.21

CX LogP: -3.59

CX LogD: -5.63

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.42

Np Likeness Score: 1.51

References

1. Yamamoto T, Miyazaki K, Eguchi T..  (2007)  Substrate specificity analysis and inhibitor design of homoisocitrate dehydrogenase.,  15  (3): [PMID:17116397] [10.1016/j.bmc.2006.11.008]

Source

Source(1):

• Scientific Literature