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

ID: ALA4851427

PubChem CID: 164616755

Max Phase: Preclinical

Molecular Formula: C17H21N3O2

Molecular Weight: 299.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N)c(C(O)CCNC(=N)c2ccccc2)c1

Standard InChI:  InChI=1S/C17H21N3O2/c1-22-13-7-8-15(18)14(11-13)16(21)9-10-20-17(19)12-5-3-2-4-6-12/h2-8,11,16,21H,9-10,18H2,1H3,(H2,19,20)

Standard InChI Key:  GJQFITIELLSYLT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   21.1717  -11.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1630  -10.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8831  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4691  -11.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7578  -11.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0552  -11.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0598  -12.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7752  -12.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3572  -12.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3659  -13.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6633  -14.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9519  -13.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9432  -12.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6458  -12.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0772  -14.1943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2343  -12.5914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5309  -13.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8673  -10.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8590   -9.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1464   -8.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4408   -9.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4527  -10.0984    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4851427

   ---

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: 299.37

Molecular Weight (Monoisotopic): 299.1634

AlogP: 2.32

#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: 11.34

CX LogP: 1.34

CX LogD: -1.06

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: -0.16

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