3-guanidinopropanehydroxamic acid

ID: ALA1189029

PubChem CID: 10679020

Max Phase: Preclinical

Molecular Formula: C4H10N4O2

Molecular Weight: 146.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC(=O)NO

Standard InChI:  InChI=1S/C4H10N4O2/c5-4(6)7-2-1-3(9)8-10/h10H,1-2H2,(H,8,9)(H4,5,6,7)

Standard InChI Key:  IBNLLIWHXXVTKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.7147    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4292   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2858    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  2  4  1  0
  2  5  2  0
  1  6  1  0
  2  7  1  0
  1  8  1  0
  4  9  1  0
  6  9  1  0
  7 10  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1189029

   3-(diaminomethylideneamino)-N-hydroxypropanamide;hydrochloride

2. Parent:

   

   ALA1189029

   3-(diaminomethylideneamino)-N-hydroxypropanamide

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: 146.15

Molecular Weight (Monoisotopic): 146.0804

AlogP: -1.64

#Rotatable Bonds: 3

Polar Surface Area: 111.23

Molecular Species: BASE

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.77

CX Basic pKa: 12.22

CX LogP: -2.47

CX LogD: -3.75

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.14

Np Likeness Score: -0.10

References

1. Zhuang Z, Li M, Tanner ME..  (2022)  A guanidinium group is an effective mimic of the tertiary carbocation formed by isopentenyl diphosphate isomerase.,  75  [PMID:36064124] [10.1016/j.bmcl.2022.128971]

Source

Source(1):

• Scientific Literature