N-(3-(2-Amino-5-methoxyphenyl)-3-hydroxypropyl)-4-(trifluoromethyl)benzimidamide

ID: ALA4867622

PubChem CID: 163321910

Max Phase: Preclinical

Molecular Formula: C18H20F3N3O2

Molecular Weight: 367.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H20F3N3O2/c1-26-13-6-7-15(22)14(10-13)16(25)8-9-24-17(23)11-2-4-12(5-3-11)18(19,20)21/h2-7,10,16,25H,8-9,22H2,1H3,(H2,23,24)

Standard InChI Key:  XZUCYJQFUVCEDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   33.0839   -9.0304    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.9011   -9.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4925   -8.3227    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.9373  -12.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9286  -11.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6486  -12.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2346  -12.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5233  -12.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8207  -12.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8253  -13.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5407  -13.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1227  -13.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1314  -14.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4288  -15.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7175  -14.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7087  -13.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4114  -13.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8427  -15.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9998  -13.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2965  -13.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6328  -11.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6245  -10.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9119   -9.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2063  -10.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2182  -11.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6049   -8.6152    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  6  2  0
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 13 18  1  0
 10 12  1  0
  7  8  1  0
 19 20  1  0
 16 19  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  5  1  0
 23  2  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867622

   ---

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: 367.37

Molecular Weight (Monoisotopic): 367.1508

AlogP: 3.33

#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: 11.20

CX LogP: 2.22

CX LogD: -0.18

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -0.51

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