((2-aminocyclohexyl)carbamoyl)phosphonic acid

ID: ALA5196672

PubChem CID: 11333527

Max Phase: Preclinical

Molecular Formula: C7H15N2O4P

Molecular Weight: 222.18

Names and Identifiers

Canonical SMILES:  NC1CCCCC1NC(=O)P(=O)(O)O

Standard InChI:  InChI=1S/C7H15N2O4P/c8-5-3-1-2-4-6(5)9-7(10)14(11,12)13/h5-6H,1-4,8H2,(H,9,10)(H2,11,12,13)

Standard InChI Key:  XHCXISPZIHYKQD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   -0.0611   -0.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    0.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    0.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763    0.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -0.2898    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -1.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    0.1223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533   -0.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763    0.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4913    1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2061    0.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2062    0.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4912   -1.1153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  2  0
  5  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  4  9  1  0
  4 13  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196672

   2-Aminocyclohexylcarbamoylphosphonic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 222.18

Molecular Weight (Monoisotopic): 222.0769

AlogP: 0.14

#Rotatable Bonds: 2

Polar Surface Area: 112.65

Molecular Species: ZWITTERION

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.05

CX Basic pKa: 9.46

CX LogP: -1.97

CX LogD: -3.23

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.50

Np Likeness Score: 0.33

References

1. Baidya SK, Banerjee S, Adhikari N, Jha T..  (2022)  Selective Inhibitors of Medium-Size S1' Pocket Matrix Metalloproteinases: A Stepping Stone of Future Drug Discovery.,  65  (16.0): [PMID:35969157] [10.1021/acs.jmedchem.1c01855]

Source

Source(1):

• Scientific Literature