3-guanidino-N-methylsulfonyl-propanamide

ID: ALA5265751

Max Phase: Preclinical

Molecular Formula: C5H12N4O3S

Molecular Weight: 208.24

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)NC(=O)CCNC(=N)N

Standard InChI:  InChI=1S/C5H12N4O3S/c1-13(11,12)9-4(10)2-3-8-5(6)7/h2-3H2,1H3,(H,9,10)(H4,6,7,8)

Standard InChI Key:  AFQWAYKVRWVMQU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
   -1.4292   -0.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128   -0.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.4155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585   -0.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387    0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094    0.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -0.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488    0.8076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -0.4330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  2  0
  4 10  2  0
  1 11  1  0
 11 12  2  0
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5265751

   ---

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: 208.24

Molecular Weight (Monoisotopic): 208.0630

AlogP: -2.06

#Rotatable Bonds: 4

Polar Surface Area: 125.14

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.05

CX Basic pKa: 11.78

CX LogP: -2.83

CX LogD: -2.83

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.31

Np Likeness Score: -0.63

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