ID: ALA1160567

Max Phase: Preclinical

Molecular Formula: C7H15N2O6P

Molecular Weight: 254.18

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@@H](CCCNC(=O)CP(=O)(O)O)C(=O)O

Standard InChI:  InChI=1S/C7H15N2O6P/c8-5(7(11)12)2-1-3-9-6(10)4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H2,13,14,15)/t5-/m0/s1

Standard InChI Key:  FCIHAQFHXJOLIF-YFKPBYRVSA-N

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

Properties

Molecular Weight: 254.18

Molecular Weight (Monoisotopic): 254.0668

AlogP: -1.53

#Rotatable Bonds: 7

Polar Surface Area: 149.95

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.48

CX Basic pKa: 9.28

CX LogP: -4.25

CX LogD: -7.56

Aromatic Rings: 0

Heavy Atoms: 16

QED Weighted: 0.27

Np Likeness Score: 0.44

References

1. Flohr A, Aemissegger A, Hilvert D..  (1999)  alpha-Functionalized phosphonylphosphinates: synthesis and evaluation as transcarbamoylase inhibitors.,  42  (14): [PMID:10411483] [10.1021/jm991008q]

2. Johnson B, Steadman R, Patefield KD, Bunker JJ, Atkin AL, Dussault P..  (2011)  N5-phosphonoacetyl-L-ornithine (PALO): a convenient synthesis and investigation of influence on regulation of amino acid biosynthetic genes in Saccharomyces cerevisiae.,  21  (8): [PMID:21421312] [10.1016/j.bmcl.2011.02.081]

Source

Source(1):

• Scientific Literature