(2S)-2-(1-((((R)-1-aminoethyl)(hydroxy)phosphoryl)methyl)cyclopentanecarboxamido)propanoic acid

ID: ALA4559677

PubChem CID: 155557826

Max Phase: Preclinical

Molecular Formula: C12H23N2O5P

Molecular Weight: 306.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)C1(CP(=O)(O)[C@H](C)N)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C12H23N2O5P/c1-8(10(15)16)14-11(17)12(5-3-4-6-12)7-20(18,19)9(2)13/h8-9H,3-7,13H2,1-2H3,(H,14,17)(H,15,16)(H,18,19)/t8-,9+/m0/s1

Standard InChI Key:  JRVQUENGLRHHHG-DTWKUNHWSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   27.2480  -24.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9109  -24.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6566  -23.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8394  -23.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5850  -24.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4196  -23.8801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8323  -24.5900    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.2407  -23.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1310  -25.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1286  -25.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4197  -24.5980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5440  -25.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9594  -24.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9619  -25.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6659  -24.5853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3748  -24.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3773  -25.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0813  -24.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7903  -24.9876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0789  -23.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  2  3  1  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  7  6  1  0
  8  7  2  0
 10  9  1  6
 10  7  1  0
 10 11  1  0
  7 12  1  0
 12  1  1  0
  1 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559677

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 306.30

Molecular Weight (Monoisotopic): 306.1345

AlogP: 0.71

#Rotatable Bonds: 6

Polar Surface Area: 129.72

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.03

CX Basic pKa: 9.56

CX LogP: -1.59

CX LogD: -4.61

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.53

Np Likeness Score: 0.29

References

1. Talma M, Maślanka M, Mucha A..  (2019)  Recent developments in the synthesis and applications of phosphinic peptide analogs.,  29  (9): [PMID:30846252] [10.1016/j.bmcl.2019.02.034]

Source

Source(1):

• Scientific Literature