N-(3-(2-Amino-5-methoxyphenyl)-3-hydroxypropyl)-4-chlorobenzimidamide

ID: ALA4852683

PubChem CID: 164610113

Max Phase: Preclinical

Molecular Formula: C17H20ClN3O2

Molecular Weight: 333.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N)c(C(O)CCNC(=N)c2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C17H20ClN3O2/c1-23-13-6-7-15(19)14(10-13)16(22)8-9-21-17(20)11-2-4-12(18)5-3-11/h2-7,10,16,22H,8-9,19H2,1H3,(H2,20,21)

Standard InChI Key:  OLPINARZNYUBRM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   26.9210  -12.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9123  -11.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6323  -12.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2184  -12.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5070  -12.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8044  -12.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8090  -13.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5245  -13.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1064  -13.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1151  -14.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4125  -15.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7012  -14.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6925  -13.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3951  -13.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8264  -15.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9835  -13.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2802  -13.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6166  -11.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6082  -10.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8957   -9.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1901  -10.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2019  -11.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8859   -9.0322    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 10 15  1  0
  7  9  1  0
  4  5  1  0
 16 17  1  0
 13 16  1  0
  2 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4852683

   ---

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: 333.82

Molecular Weight (Monoisotopic): 333.1244

AlogP: 2.97

#Rotatable Bonds: 6

Polar Surface Area: 91.36

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.17

CX LogP: 1.94

CX LogD: -0.45

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -0.41

References

1. Arias F, Franco-Montalban F, Romero M, Carrión MD, Camacho ME..  (2021)  Synthesis, bioevaluation and docking studies of new imidamide derivatives as nitric oxide synthase inhibitors.,  44  [PMID:34218000] [10.1016/j.bmc.2021.116294]

Source

Source(1):

• Scientific Literature