4-Aminophenyl (4-guanidinophenyl)carbamate

ID: ALA4437757

PubChem CID: 155512756

Max Phase: Preclinical

Molecular Formula: C14H15N5O2

Molecular Weight: 285.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)Nc1ccc(NC(=O)Oc2ccc(N)cc2)cc1

Standard InChI:  InChI=1S/C14H15N5O2/c15-9-1-7-12(8-2-9)21-14(20)19-11-5-3-10(4-6-11)18-13(16)17/h1-8H,15H2,(H,19,20)(H4,16,17,18)

Standard InChI Key:  NSDVUXAFEOVNGB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.6718   -9.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707  -10.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787  -10.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884  -10.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855   -9.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3769   -9.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626  -10.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917   -9.1892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010   -9.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2071   -9.1838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5040  -10.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9164   -9.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9163  -10.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6248  -10.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3319  -10.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3262   -9.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172   -9.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417  -10.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7473  -10.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4571  -10.7981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7431   -9.5760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437757

   ---

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: 285.31

Molecular Weight (Monoisotopic): 285.1226

AlogP: 2.19

#Rotatable Bonds: 3

Polar Surface Area: 126.25

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.31

CX Basic pKa: 8.67

CX LogP: 1.63

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.34

Np Likeness Score: -0.54

References

1. Sundermann TR, Benzin CV, Dražić T, Klein CD..  (2019)  Synthesis and structure-activity relationships of small-molecular di-basic esters, amides and carbamates as flaviviral protease inhibitors.,  176  [PMID:31103899] [10.1016/j.ejmech.2019.05.025]

Source

Source(1):

• Scientific Literature